$675,000 Welcome to Pleasant Plains, one of Annapolis' most sought-after communities, where generous lots, mature trees, and a peaceful setting are just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, and commuter routes. Perfectly positioned on a spacious large lot, this beautifully maintained home offers the ideal blend of classic charm and thoughtful updates. Inside, you'll find fresh, inviting spaces featuring an updated kitchen with new countertops, backsplash, sink, faucet, butcher block accent counter, new flooring, newer appliances, and abundant storage for everyday living and entertaining. The home has been meticulously cared for with numerous major improvements already completed, giving buyers peace of mind. Recent updates include a new roof (2020), new air conditioning system (2023), new well pump (2024), new well pressure tank (2025), updated fuel line and filter systems, roof inspection and tune-up completed in 2026 with a transferable warranty. The upper level featuring 4 large bedrooms, newer carpeting -wood floors underneath, custom closet systems, updated bathrooms including a beautifully remodeled primary bath with a new walk-in shower, vanity, and flooring, plus refreshed finishes throughout. The finished lower level offers brand-new carpeting, providing flexible space for recreation, a home office, gym, or playroom. Step outside and discover your own private nature retreat. The fully fenced backyard offers the perfect balance of privacy and open space, creating a peaceful setting for everything from morning coffee to evening gatherings around the fire pit. Surrounded by mature trees and lush landscaping, the yard is ideal for gatherings and pets to play freely while still offering plenty of room for gardening, entertaining, outdoor games, or simply unwinding after a long day. It's the kind of backyard that's becoming increasingly difficult to find in Annapolis. Additional highlights include ceiling fans throughout, updated lighting, fresh interior paint, attic ventilation improvements, and wiring for both Verizon Fios and Comcast Xfinity. With major mechanical systems already updated and an unbeatable location in coveted Pleasant Plains, this move-in ready home offers the perfect opportunity to enjoy the Annapolis lifestyle with space, privacy, and convenience. 4 Beds ⋅ 3 Baths Welcome to Pleasant Plains, one of Annapolis' most sought-after communities, where generous lots, mature trees, and a peaceful setting are just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, and commuter routes. Perfectly positioned on a spacious large lot, this beautifully maintained home offers the ideal blend of classic charm and thoughtful updates. Inside, you'll find fresh, inviting spaces featuring an updated kitchen with new countertops, backsplash, sink, faucet, butcher block accent counter, new flooring, newer appliances, and abundant storage for everyday living and entertaining. The home has been meticulously cared for with numerous major improvements already completed, giving buyers peace of mind. Recent updates include a new roof (2020), new air conditioning system (2023), new well pump (2024), new well pressure tank (2025), updated fuel line and filter systems, roof inspection and tune-up completed in 2026 with a transferable warranty. The upper level featuring 4 large bedrooms, newer carpeting -wood floors underneath, custom closet systems, updated bathrooms including a beautifully remodeled primary bath with a new walk-in shower, vanity, and flooring, plus refreshed finishes throughout. The finished lower level offers brand-new carpeting, providing flexible space for recreation, a home office, gym, or playroom. Step outside and discover your own private nature retreat. The fully fenced backyard offers the perfect balance of privacy and open space, creating a peaceful setting for everything from morning coffee to evening gatherings around the fire pit. Surrounded by mature trees and lush landscaping, the yard is ideal for gatherings and pets to play freely while still offering plenty of room for gardening, entertaining, outdoor games, or simply unwinding after a long day. It's the kind of backyard that's becoming increasingly difficult to find in Annapolis. Additional highlights include ceiling fans throughout, updated lighting, fresh interior paint, attic ventilation improvements, and wiring for both Verizon Fios and Comcast Xfinity. With major mechanical systems already updated and an unbeatable location in coveted Pleasant Plains, this move-in ready home offers the perfect opportunity to enjoy the Annapolis lifestyle with space, privacy, and convenience. 1917 Cherry Rd, Annapolis Listing courtesy of Compass. Contact: (410) 429-7425
$830,000 Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offers the perfect blend of comfort, privacy, and coastal living. Featuring 4 bedrooms and 3.5 baths, this well-appointed home showcases hardwood floors, a beautifully updated kitchen with granite countertops, a formal living room, dining room, and convenient main-level laundry. The upper level boasts a spacious primary suite with a vaulted ceiling, an oversized walk-in closet, and a private en-suite bath. Three additional generously sized bedrooms and a full hall bath complete the second floor. The finished lower level provides a versatile family room, a full bath, and abundant storage space—ideal for entertaining, guests, or a home office. Step outside to your own private sanctuary. The expansive sunroom overlooks a peaceful wooded backdrop, creating the perfect setting to relax, enjoy your morning coffee, and watch the birds year-round. A custom built 10' x 8' 10' tall matching shed with electricity completes the beautiful backyard. Additional highlights include a two-car garage and ample driveway parking. For added comfort, the heat pump was replaced in 2025, which switches to propane when the temperature drops below 40F. There's added assurance of a 17kw whole-house generator that runs on propane. This Siemens System with a Generac generator kicks in automatically when the power has been out for five minutes and runs the entire house. There are three 100 gallon propane tanks that can run the generator for a week. The water softener system is less than four years old. Residents of Annapolis Roads enjoy exceptional community amenities, including a private beach, boat ramp, fishing pier, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Located just minutes from downtown Annapolis, shopping, dining, and major commuter routes. 4 Beds ⋅ 4 Baths Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offers the perfect blend of comfort, privacy, and coastal living. Featuring 4 bedrooms and 3.5 baths, this well-appointed home showcases hardwood floors, a beautifully updated kitchen with granite countertops, a formal living room, dining room, and convenient main-level laundry. The upper level boasts a spacious primary suite with a vaulted ceiling, an oversized walk-in closet, and a private en-suite bath. Three additional generously sized bedrooms and a full hall bath complete the second floor. The finished lower level provides a versatile family room, a full bath, and abundant storage space—ideal for entertaining, guests, or a home office. Step outside to your own private sanctuary. The expansive sunroom overlooks a peaceful wooded backdrop, creating the perfect setting to relax, enjoy your morning coffee, and watch the birds year-round. A custom built 10' x 8' 10' tall matching shed with electricity completes the beautiful backyard. Additional highlights include a two-car garage and ample driveway parking. For added comfort, the heat pump was replaced in 2025, which switches to propane when the temperature drops below 40F. There's added assurance of a 17kw whole-house generator that runs on propane. This Siemens System with a Generac generator kicks in automatically when the power has been out for five minutes and runs the entire house. There are three 100 gallon propane tanks that can run the generator for a week. The water softener system is less than four years old. Residents of Annapolis Roads enjoy exceptional community amenities, including a private beach, boat ramp, fishing pier, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Located just minutes from downtown Annapolis, shopping, dining, and major commuter routes. 2691 Claibourne Rd, Annapolis Listing courtesy of Redfin Corp. Contact: 3016586186
$575,000 Location. Layout. Lifestyle. A well-cared-for home. That’s what today’s buyers are looking for—and that’s exactly what you’ll find here. Backing to Truxtun Park and surrounded by a private wooded backdrop, this inviting Annapolis home offers approx. 2,700 square feet with thoughtfully designed bump-outs on all three levels. The expanded floor plan creates a bright sunroom off the kitchen, a spacious primary suite, and a versatile lower level—providing the space and flexibility you will appreciate. The main level features hardwood flooring, a welcoming living room with custom built-in bookcases surrounding the gas fireplace, and a bright sunroom overlooking the backyard. The spacious kitchen and breakfast area offers a center island, pantry, abundant workspace, and easy access to the deck, making it the perfect place to gather with family and friends. Step outside to enjoy the private wooded setting from the deck above or the beautiful stone patio below—ideal for relaxing, entertaining, or simply enjoying a quiet evening at home. Upstairs, the spacious primary suite features a tray ceiling and an en suite bath with double vanities, and a jetted soaking tub. The finished walkout lower level offers exceptional flexibility with a spacious recreation room, bedroom, a full bath, and an office with a full egress window. The location is just as impressive. Walk to the headwaters of Spa Creek or spend the day enjoying everything Truxtun Park has to offer, including walking trails, pickleball, tennis, boating, fishing, kayak launches, and the outdoor pool. Pip Moyer Recreation Center is just a block away, offering year-round fitness, recreation, and community programs. Public boat access, the Annapolis Water Taxi, downtown Annapolis, restaurants, shopping, and City Dock are all just minutes from home. It’s more than a home—it’s a chance to enjoy one of Annapolis’ most active and desirable lifestyles. 4 Beds ⋅ 4 Baths Location. Layout. Lifestyle. A well-cared-for home. That’s what today’s buyers are looking for—and that’s exactly what you’ll find here. Backing to Truxtun Park and surrounded by a private wooded backdrop, this inviting Annapolis home offers approx. 2,700 square feet with thoughtfully designed bump-outs on all three levels. The expanded floor plan creates a bright sunroom off the kitchen, a spacious primary suite, and a versatile lower level—providing the space and flexibility you will appreciate. The main level features hardwood flooring, a welcoming living room with custom built-in bookcases surrounding the gas fireplace, and a bright sunroom overlooking the backyard. The spacious kitchen and breakfast area offers a center island, pantry, abundant workspace, and easy access to the deck, making it the perfect place to gather with family and friends. Step outside to enjoy the private wooded setting from the deck above or the beautiful stone patio below—ideal for relaxing, entertaining, or simply enjoying a quiet evening at home. Upstairs, the spacious primary suite features a tray ceiling and an en suite bath with double vanities, and a jetted soaking tub. The finished walkout lower level offers exceptional flexibility with a spacious recreation room, bedroom, a full bath, and an office with a full egress window. The location is just as impressive. Walk to the headwaters of Spa Creek or spend the day enjoying everything Truxtun Park has to offer, including walking trails, pickleball, tennis, boating, fishing, kayak launches, and the outdoor pool. Pip Moyer Recreation Center is just a block away, offering year-round fitness, recreation, and community programs. Public boat access, the Annapolis Water Taxi, downtown Annapolis, restaurants, shopping, and City Dock are all just minutes from home. It’s more than a home—it’s a chance to enjoy one of Annapolis’ most active and desirable lifestyles. 1102 August Dr, Annapolis Listing courtesy of RE/MAX One. Contact: 4102244400
$959,000 Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.” 4 Beds ⋅ 3 Baths Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.” 1724 Robinhood Rd, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$745,000 There are homes that impress you. Then there are homes that make you imagine a completely different way of living. Imagine ending your workday with a walk to the beach to watch the sun set over the Chesapeake Bay. Weekend mornings begin with coffee on your deck surrounded by mature trees, afternoons are spent boating on the South River, swimming at the community pool, or exploring Quiet Waters Park, and evenings end with neighbors gathering for concerts, celebrations, and waterfront sunsets. This is the lifestyle that has made Hillsmere one of Annapolis' most cherished waterfront communities for generations—and it's waiting for you at 104 Groh Lane. Beautifully updated from top to bottom, this home offers the perfect balance of modern style and everyday comfort. Every room reflects a fresh, timeless aesthetic with thoughtful finishes, abundant natural light, and a warm, welcoming feel that allows you to simply move in and begin enjoying life from day one. The beautifully renovated kitchen is designed for those who love to cook. Whether you're preparing fresh Maryland crab cakes after a day on the water, perfecting your favorite family recipes, baking holiday desserts, or creating an elegant dinner for friends, this is a space where great meals become lasting memories. The adjoining dining and living areas flow effortlessly together, making entertaining feel natural while allowing everyone to stay connected long after dessert has been served. Step outside and discover one of this property's greatest assets—a lush, private, level backyard that's becoming increasingly difficult to find in Annapolis. This exceptional homesite offers endless possibilities, with room for the custom pool you've always envisioned, vibrant gardens, an outdoor kitchen, a fire pit, or simply a wide expanse of green lawn where children and pets can run freely. Host summer barbecues on the spacious deck, celebrate birthdays beneath the stars, enjoy quiet mornings listening to the birds, or spend peaceful evenings surrounded by the beauty of your own backyard sanctuary. The finished lower level provides the flexibility today's lifestyles demand, offering the perfect space for a recreation room, media lounge, fitness studio, home office, guest accommodations, or a combination of all four. Whether you're working from home, hosting overnight guests, or creating a place for everyone to spread out, this home easily adapts to the way you live. But what truly sets this property apart is what lies beyond your front door. Hillsmere is far more than a neighborhood—it's a true waterfront community where neighbors know one another and every season brings new opportunities to enjoy the outdoors. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm. Finding a beautifully updated home is easy. Finding one on a lush, level lot in one of Annapolis' most beloved waterfront communities is not. 104 Groh Lane offers more than beautiful spaces and thoughtful updates. It offers morning walks to the water, evenings filled with laughter on the deck, lifelong friendships, unforgettable gatherings, and the simple joy of coming home to a place that feels exactly where you're meant to be. 4 Beds ⋅ 3 Baths There are homes that impress you. Then there are homes that make you imagine a completely different way of living. Imagine ending your workday with a walk to the beach to watch the sun set over the Chesapeake Bay. Weekend mornings begin with coffee on your deck surrounded by mature trees, afternoons are spent boating on the South River, swimming at the community pool, or exploring Quiet Waters Park, and evenings end with neighbors gathering for concerts, celebrations, and waterfront sunsets. This is the lifestyle that has made Hillsmere one of Annapolis' most cherished waterfront communities for generations—and it's waiting for you at 104 Groh Lane. Beautifully updated from top to bottom, this home offers the perfect balance of modern style and everyday comfort. Every room reflects a fresh, timeless aesthetic with thoughtful finishes, abundant natural light, and a warm, welcoming feel that allows you to simply move in and begin enjoying life from day one. The beautifully renovated kitchen is designed for those who love to cook. Whether you're preparing fresh Maryland crab cakes after a day on the water, perfecting your favorite family recipes, baking holiday desserts, or creating an elegant dinner for friends, this is a space where great meals become lasting memories. The adjoining dining and living areas flow effortlessly together, making entertaining feel natural while allowing everyone to stay connected long after dessert has been served. Step outside and discover one of this property's greatest assets—a lush, private, level backyard that's becoming increasingly difficult to find in Annapolis. This exceptional homesite offers endless possibilities, with room for the custom pool you've always envisioned, vibrant gardens, an outdoor kitchen, a fire pit, or simply a wide expanse of green lawn where children and pets can run freely. Host summer barbecues on the spacious deck, celebrate birthdays beneath the stars, enjoy quiet mornings listening to the birds, or spend peaceful evenings surrounded by the beauty of your own backyard sanctuary. The finished lower level provides the flexibility today's lifestyles demand, offering the perfect space for a recreation room, media lounge, fitness studio, home office, guest accommodations, or a combination of all four. Whether you're working from home, hosting overnight guests, or creating a place for everyone to spread out, this home easily adapts to the way you live. But what truly sets this property apart is what lies beyond your front door. Hillsmere is far more than a neighborhood—it's a true waterfront community where neighbors know one another and every season brings new opportunities to enjoy the outdoors. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm. Finding a beautifully updated home is easy. Finding one on a lush, level lot in one of Annapolis' most beloved waterfront communities is not. 104 Groh Lane offers more than beautiful spaces and thoughtful updates. It offers morning walks to the water, evenings filled with laughter on the deck, lifelong friendships, unforgettable gatherings, and the simple joy of coming home to a place that feels exactly where you're meant to be. 104 Groh Ln, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$579,500 Nestled in the charming community of Cape St. Claire, this delightful raised ranch home offers a perfect blend of comfort and convenience, making it an ideal retreat for those seeking a vibrant neighborhood lifestyle. With 4 spacious bedrooms and 2 full bathrooms, this residence boasts a generous 2,327 square feet of living space, perfect for gatherings or quiet evenings at home. The main floor laundry adds to the ease of living, ensuring that daily tasks are a breeze. Step outside onto the expansive screened in porch where you can enjoy morning coffee or evening cocktails while taking in the serene surroundings. Cape St. Claire is renowned for its community spirit and access to the beautiful Magothy River. Residents can enjoy a community pool, perfect for those hot summer days, and the nearby parks offer ample opportunities for outdoor activities, picnics, and leisurely strolls. The neighborhood is designed for an active lifestyle, with walking trails and green spaces that encourage exploration and connection with nature. The community is also well-served by public services, making daily life convenient and stress-free. Living in Cape St. Claire means embracing a lifestyle enriched by water features and community amenities. Whether you're kayaking on the river, enjoying a swim at the community pool, or simply relaxing in your backyard, this home offers a unique opportunity to create lasting memories in a welcoming environment. With its prime location, spacious layout, and community-focused amenities, this property is more than just a house; it's a place to call home. Experience the warmth and charm of Cape St. Claire, where every day feels like a getaway. The home is wired for a generator, however, a generator is not included. Existing VA loan may be assumable for qualified buyers subject to lender approval. Contact listing agent for current interest rate, loan balance, assumption requirements and timeline. 4 Beds ⋅ 2 Baths Nestled in the charming community of Cape St. Claire, this delightful raised ranch home offers a perfect blend of comfort and convenience, making it an ideal retreat for those seeking a vibrant neighborhood lifestyle. With 4 spacious bedrooms and 2 full bathrooms, this residence boasts a generous 2,327 square feet of living space, perfect for gatherings or quiet evenings at home. The main floor laundry adds to the ease of living, ensuring that daily tasks are a breeze. Step outside onto the expansive screened in porch where you can enjoy morning coffee or evening cocktails while taking in the serene surroundings. Cape St. Claire is renowned for its community spirit and access to the beautiful Magothy River. Residents can enjoy a community pool, perfect for those hot summer days, and the nearby parks offer ample opportunities for outdoor activities, picnics, and leisurely strolls. The neighborhood is designed for an active lifestyle, with walking trails and green spaces that encourage exploration and connection with nature. The community is also well-served by public services, making daily life convenient and stress-free. Living in Cape St. Claire means embracing a lifestyle enriched by water features and community amenities. Whether you're kayaking on the river, enjoying a swim at the community pool, or simply relaxing in your backyard, this home offers a unique opportunity to create lasting memories in a welcoming environment. With its prime location, spacious layout, and community-focused amenities, this property is more than just a house; it's a place to call home. Experience the warmth and charm of Cape St. Claire, where every day feels like a getaway. The home is wired for a generator, however, a generator is not included. Existing VA loan may be assumable for qualified buyers subject to lender approval. Contact listing agent for current interest rate, loan balance, assumption requirements and timeline. 1045 Skyview Dr, Annapolis Listing courtesy of Samson Properties. Contact: 4439757555
$1,150,000 Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an acre combined in Annapolis, this unique offering has been owned by the same family for generations and presents endless possibilities for its next owner. The commercial parcel provides a blank slate for future development or investment, while the residential property features a 4-bedroom, 1.5-bath home with numerous updates, including a roof less than 10 years old and recently replaced HVAC system and hot water heater. Whether you're looking to develop, invest, or create your own vision, this is a rare opportunity you won't want to miss. Commercial Tax ID: 020600003497200 Residential Tax ID: 020600003498600 4 Beds ⋅ 2 Baths Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an acre combined in Annapolis, this unique offering has been owned by the same family for generations and presents endless possibilities for its next owner. The commercial parcel provides a blank slate for future development or investment, while the residential property features a 4-bedroom, 1.5-bath home with numerous updates, including a roof less than 10 years old and recently replaced HVAC system and hot water heater. Whether you're looking to develop, invest, or create your own vision, this is a rare opportunity you won't want to miss. Commercial Tax ID: 020600003497200 Residential Tax ID: 020600003498600 19 Old Solomons Island Rd, Annapolis Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$985,000 111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors, classic architectural details, and three finished levels of living space create a warm and inviting atmosphere. The main level features spacious and distinct living and dining rooms, ideal for both everyday living and entertaining. An updated kitchen offers modern functionality while complementing the home's historic appeal. Step outside to enjoy a screened porch overlooking a private garden patio, providing a peaceful retreat rarely found in downtown Annapolis. The second level offers three bedrooms and a full bathroom, while the third floor is dedicated to a private primary suite featuring soaring ceilings, abundant natural light, and a separate room perfectly suited as a home office, dressing room, nursery, or sitting area. A rare opportunity to own a character-filled home in one of Annapolis' most sought-after historic locations, all within walking distance of Main Street, the Naval Academy, waterfront parks, dining, shopping, and entertainment. 4 Beds ⋅ 3 Baths 111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors, classic architectural details, and three finished levels of living space create a warm and inviting atmosphere. The main level features spacious and distinct living and dining rooms, ideal for both everyday living and entertaining. An updated kitchen offers modern functionality while complementing the home's historic appeal. Step outside to enjoy a screened porch overlooking a private garden patio, providing a peaceful retreat rarely found in downtown Annapolis. The second level offers three bedrooms and a full bathroom, while the third floor is dedicated to a private primary suite featuring soaring ceilings, abundant natural light, and a separate room perfectly suited as a home office, dressing room, nursery, or sitting area. A rare opportunity to own a character-filled home in one of Annapolis' most sought-after historic locations, all within walking distance of Main Street, the Naval Academy, waterfront parks, dining, shopping, and entertainment. 111 Conduit St, Annapolis Listing courtesy of Innovative Properties, Inc.. Contact:
$559,000 Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own. 4 Beds ⋅ 3 Baths Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own. 1424 Regent St, Annapolis Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344
$649,000 Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium and a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 707 Shelton Avenue offers beautifully designed living space across three finished levels. An open floor plan welcomes you to a bright, airy living room complete with a cozy gas fireplace, abundant natural light, and high ceilings. The gourmet kitchen features stainless steel appliances, granite countertops, and a central island with storage and seating. Just off the kitchen is a perfectly sized dining area, ideal for both everyday living and entertaining. The second level offers a spacious primary suite with a huge walk-in closet and a well-appointed en suite bath featuring a soaking tub, double vanity, and separate shower. Two generously sized bedrooms share a full hall bath, and the laundry is conveniently located on this level as well. The stunning top-floor loft features vaulted ceilings, incredible storage, a full bath, and its own heating and cooling system for optimal efficiency. This versatile space works beautifully as a second primary suite, bunk room, or essential home office. The lower level offers an opportunity to finish to your needs and includes a rough-in bath and an egress window, allowing it to function safely as a fifth bedroom, or a large home office, hobby room, or rec room. 707 Shelton comes with the rare bonus of two private parking spaces, plus plenty of additional community parking. Enjoy quick access to Route 50 and all major commuter routes. Come live the lifestyle you deserve. The very best of Downtown Living! 4 Beds ⋅ 4 Baths Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium and a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 707 Shelton Avenue offers beautifully designed living space across three finished levels. An open floor plan welcomes you to a bright, airy living room complete with a cozy gas fireplace, abundant natural light, and high ceilings. The gourmet kitchen features stainless steel appliances, granite countertops, and a central island with storage and seating. Just off the kitchen is a perfectly sized dining area, ideal for both everyday living and entertaining. The second level offers a spacious primary suite with a huge walk-in closet and a well-appointed en suite bath featuring a soaking tub, double vanity, and separate shower. Two generously sized bedrooms share a full hall bath, and the laundry is conveniently located on this level as well. The stunning top-floor loft features vaulted ceilings, incredible storage, a full bath, and its own heating and cooling system for optimal efficiency. This versatile space works beautifully as a second primary suite, bunk room, or essential home office. The lower level offers an opportunity to finish to your needs and includes a rough-in bath and an egress window, allowing it to function safely as a fifth bedroom, or a large home office, hobby room, or rec room. 707 Shelton comes with the rare bonus of two private parking spaces, plus plenty of additional community parking. Enjoy quick access to Route 50 and all major commuter routes. Come live the lifestyle you deserve. The very best of Downtown Living! 707 Shelton Ave, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$778,900 Located in the sought-after, water-privileged community of Admiral Heights, this beautifully maintained 4-bedroom, 3-bath home offers a rare main-level primary suite, spacious light-filled living areas, and a large, private backyard surrounded by mature trees. Hardwood flooring extends throughout the main and upper levels, while the inviting living room features a wood-burning fireplace. The finished walkout lower level with a bedroom, full bath, and patio access provides flexible space for guests, recreation, a home office, or a gym, with abundant storage throughout. Outside, enjoy professional stonework in the front yard, a paver driveway, and a large maintenance-free deck overlooking the private backyard—perfect for entertaining or relaxing. Leave the car behind and enjoy an exceptional walkable lifestyle, just minutes to West Annapolis shops and restaurants, Navy-Marine Corps Memorial Stadium, parks, and the community dock/pier, pool, and kayak launch. Downtown Annapolis is just over a mile away, with easy access to Route 50 for commuting. Residents may also join the voluntary Admiral Heights Improvement Association, providing access to neighborhood amenities including the pool, community dock/pier, parks, and kayak/canoe storage. 4 Beds ⋅ 3 Baths Located in the sought-after, water-privileged community of Admiral Heights, this beautifully maintained 4-bedroom, 3-bath home offers a rare main-level primary suite, spacious light-filled living areas, and a large, private backyard surrounded by mature trees. Hardwood flooring extends throughout the main and upper levels, while the inviting living room features a wood-burning fireplace. The finished walkout lower level with a bedroom, full bath, and patio access provides flexible space for guests, recreation, a home office, or a gym, with abundant storage throughout. Outside, enjoy professional stonework in the front yard, a paver driveway, and a large maintenance-free deck overlooking the private backyard—perfect for entertaining or relaxing. Leave the car behind and enjoy an exceptional walkable lifestyle, just minutes to West Annapolis shops and restaurants, Navy-Marine Corps Memorial Stadium, parks, and the community dock/pier, pool, and kayak launch. Downtown Annapolis is just over a mile away, with easy access to Route 50 for commuting. Residents may also join the voluntary Admiral Heights Improvement Association, providing access to neighborhood amenities including the pool, community dock/pier, parks, and kayak/canoe storage. 509 Schley Rd, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$709,999 Stunning remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025. 4 Beds ⋅ 3 Baths Stunning remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025. 117 Pinecrest Dr, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$750,000 Nestled in the sought-after water-privileged community of Lindamoor, this beautifully updated home blends timeless character with modern comfort. Original hardwood floors complement a renovated kitchen featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a raised breakfast bar with decorative glass accents. The private, tree-lined setting creates a serene backdrop for the screened porch and composite deck, perfect for relaxing or entertaining. The spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and a luxurious bath with a Kohler air-jet tub, double vanity, separate shower, and cathedral ceiling. The lower level features durable flooring throughout the family room and fourth bedroom or office, complete with a wall of custom built-ins and convenient access to a full bath with jetted tub. A raised-hearth gas fireplace anchors the family room, which opens to a covered paver patio overlooking the backyard and wooded buffer. Additional highlights include a 3-4 car paver parking pad, abundant indoor storage, and a dedicated outdoor storage room with workbench. Voluntary Lindamoor Improvement Association membership ($150/year) provides access to community paths leading to Cove of Cork and the Severn River, a community pier, sandy beach and a mooring area. 4 Beds ⋅ 3 Baths Nestled in the sought-after water-privileged community of Lindamoor, this beautifully updated home blends timeless character with modern comfort. Original hardwood floors complement a renovated kitchen featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a raised breakfast bar with decorative glass accents. The private, tree-lined setting creates a serene backdrop for the screened porch and composite deck, perfect for relaxing or entertaining. The spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and a luxurious bath with a Kohler air-jet tub, double vanity, separate shower, and cathedral ceiling. The lower level features durable flooring throughout the family room and fourth bedroom or office, complete with a wall of custom built-ins and convenient access to a full bath with jetted tub. A raised-hearth gas fireplace anchors the family room, which opens to a covered paver patio overlooking the backyard and wooded buffer. Additional highlights include a 3-4 car paver parking pad, abundant indoor storage, and a dedicated outdoor storage room with workbench. Voluntary Lindamoor Improvement Association membership ($150/year) provides access to community paths leading to Cove of Cork and the Severn River, a community pier, sandy beach and a mooring area. 59 Sleepy Hollow Rd, Annapolis Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,289,900 Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer construction. Spanning four levels, the home is filled with natural light and offers high ceilings throughout. The entire interior has recently undergone a significant refresh, including resurfaced hardwood floors, all-new carpet, professional interior painting throughout, new lighting fixtures, new outlets and switches, a new kitchen backsplash and quartz countertops, plus a new dishwasher, refrigerator, and hot water heater. With four bedrooms and two full baths, the flexible floor plan provides plenty of options for guests, a home office, gym, or additional living space. Outdoor living is equally inviting, featuring a screened porch off the second level and a spacious deck off the main level with additional outdoor space ideal for relaxing, entertaining, or creating a garden retreat. The unfinished basement offers exceptional storage and future potential, featuring windows that bring in natural light and unusually high ceilings rarely found in similar downtown homes. Step outside and enjoy everything that makes Annapolis special. The waterfront is just moments away, while the U.S. Naval Academy, restaurants, shops, parks, and all the attractions of downtown Annapolis are within easy walking distance. Whether you're looking for a full-time residence, a weekend escape, or a smart investment, 12 Union Street offers an exceptional opportunity in one of Annapolis' most sought-after locations. 4 Beds ⋅ 2 Baths Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer construction. Spanning four levels, the home is filled with natural light and offers high ceilings throughout. The entire interior has recently undergone a significant refresh, including resurfaced hardwood floors, all-new carpet, professional interior painting throughout, new lighting fixtures, new outlets and switches, a new kitchen backsplash and quartz countertops, plus a new dishwasher, refrigerator, and hot water heater. With four bedrooms and two full baths, the flexible floor plan provides plenty of options for guests, a home office, gym, or additional living space. Outdoor living is equally inviting, featuring a screened porch off the second level and a spacious deck off the main level with additional outdoor space ideal for relaxing, entertaining, or creating a garden retreat. The unfinished basement offers exceptional storage and future potential, featuring windows that bring in natural light and unusually high ceilings rarely found in similar downtown homes. Step outside and enjoy everything that makes Annapolis special. The waterfront is just moments away, while the U.S. Naval Academy, restaurants, shops, parks, and all the attractions of downtown Annapolis are within easy walking distance. Whether you're looking for a full-time residence, a weekend escape, or a smart investment, 12 Union Street offers an exceptional opportunity in one of Annapolis' most sought-after locations. 12 Union St, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$845,000 Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own. 4 Beds ⋅ 3 Baths Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own. 100 Oak Dr, Annapolis Listing courtesy of Innovative Properties, Inc.. Contact:
$1,295,000 Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the slips and 11 feet at the end of the pier, this exceptional property is a boater's dream, providing effortless access to deep water and the Chesapeake Bay beyond. The gentle approach from the backyard to the pier is an added luxury rarely found on waterfront properties. Cherished by the same family for nearly four decades and enjoyed by three generations, this special home is ready for its next chapter. Whether you choose to renovate, expand, or build the waterfront retreat you've always envisioned, the possibilities are endless. The generous footprint and public sewer connection create an outstanding opportunity to design and customize your dream waterfront residence. The main level offers expansive living spaces perfectly suited for gatherings of any size, including a spacious kitchen, oversized dining room, and an impressive family room designed for entertaining while capturing beautiful water views. A highly desirable feature, the main floor includes three bedrooms, two of which are positioned waterfront and one offering a private ensuite bath. Upstairs, the oversized primary suite serves as a peaceful retreat, showcasing stunning panoramic views of Whitehall Creek and a private ensuite bathroom. The walkout lower level adds even more living space with a large recreation/family room centered around a striking stone fireplace, along with an additional full bathroom, bringing the home's total to four full baths. Properties offering this combination of deep water, protected harbor, spectacular views, public sewer, and unlimited potential are exceptionally rare. Create the waterfront legacy property you've always dreamed of in one of Annapolis' most coveted waterfront settings!! 4 Beds ⋅ 4 Baths Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the slips and 11 feet at the end of the pier, this exceptional property is a boater's dream, providing effortless access to deep water and the Chesapeake Bay beyond. The gentle approach from the backyard to the pier is an added luxury rarely found on waterfront properties. Cherished by the same family for nearly four decades and enjoyed by three generations, this special home is ready for its next chapter. Whether you choose to renovate, expand, or build the waterfront retreat you've always envisioned, the possibilities are endless. The generous footprint and public sewer connection create an outstanding opportunity to design and customize your dream waterfront residence. The main level offers expansive living spaces perfectly suited for gatherings of any size, including a spacious kitchen, oversized dining room, and an impressive family room designed for entertaining while capturing beautiful water views. A highly desirable feature, the main floor includes three bedrooms, two of which are positioned waterfront and one offering a private ensuite bath. Upstairs, the oversized primary suite serves as a peaceful retreat, showcasing stunning panoramic views of Whitehall Creek and a private ensuite bathroom. The walkout lower level adds even more living space with a large recreation/family room centered around a striking stone fireplace, along with an additional full bathroom, bringing the home's total to four full baths. Properties offering this combination of deep water, protected harbor, spectacular views, public sewer, and unlimited potential are exceptionally rare. Create the waterfront legacy property you've always dreamed of in one of Annapolis' most coveted waterfront settings!! 1668 Homewood Landing Rd, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$699,000 Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the cook from the party. It was designed for people who love to entertain—an oversized island where everyone naturally gathers, abundant workspace, gas cooking, and an open flow that keeps every conversation going. Whether it's wine and appetizers for six or Thanksgiving for twenty, this is the room where people linger long after dinner is over. When the weather is perfect—and in Annapolis that's often—the party simply moves outside. Open the doors and the stunning double-sided fireplace connects the elegant dining room with the private deck, creating one seamless indoor-outdoor living space that's equally suited for quiet evenings with a glass of wine or unforgettable gatherings under the stars. Unlike many townhomes, you'll never wonder where everyone is going to park. The spacious two-car garage, driveway parking for two additional vehicles, generous guest parking nearby, and electric vehicle charging station make everyday life remarkably easy. Need space? You have four finished levels that adapt as your life changes. The top-floor retreat with its own full bath can become a guest suite, executive office, fitness studio, media room, or the private escape everyone wishes they had. And then there's the lifestyle. Walk or bike into Eastport. Meet friends downtown without worrying about parking. Spend the afternoon on your boat instead of behind a lawn mower. Travel for weeks knowing your home will be exactly as you left it. This is the kind of low-maintenance, lock-and-leave lifestyle that's becoming harder and harder to find in Annapolis. You don't have to sacrifice space to simplify your life. Here, you get both. If you've been searching for a home that feels sophisticated without feeling complicated, that offers luxury without demanding constant maintenance, and that lets you enjoy everything Annapolis has to offer instead of spending your weekends taking care of a house, you've just found it. 4 Beds ⋅ 5 Baths Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the cook from the party. It was designed for people who love to entertain—an oversized island where everyone naturally gathers, abundant workspace, gas cooking, and an open flow that keeps every conversation going. Whether it's wine and appetizers for six or Thanksgiving for twenty, this is the room where people linger long after dinner is over. When the weather is perfect—and in Annapolis that's often—the party simply moves outside. Open the doors and the stunning double-sided fireplace connects the elegant dining room with the private deck, creating one seamless indoor-outdoor living space that's equally suited for quiet evenings with a glass of wine or unforgettable gatherings under the stars. Unlike many townhomes, you'll never wonder where everyone is going to park. The spacious two-car garage, driveway parking for two additional vehicles, generous guest parking nearby, and electric vehicle charging station make everyday life remarkably easy. Need space? You have four finished levels that adapt as your life changes. The top-floor retreat with its own full bath can become a guest suite, executive office, fitness studio, media room, or the private escape everyone wishes they had. And then there's the lifestyle. Walk or bike into Eastport. Meet friends downtown without worrying about parking. Spend the afternoon on your boat instead of behind a lawn mower. Travel for weeks knowing your home will be exactly as you left it. This is the kind of low-maintenance, lock-and-leave lifestyle that's becoming harder and harder to find in Annapolis. You don't have to sacrifice space to simplify your life. Here, you get both. If you've been searching for a home that feels sophisticated without feeling complicated, that offers luxury without demanding constant maintenance, and that lets you enjoy everything Annapolis has to offer instead of spending your weekends taking care of a house, you've just found it. 103 Norma Aly, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$950,000 Welcome to this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017 in the highly sought-after, water-privileged community of Cape St. John. This outstanding home offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Residents enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the water, gathering with neighbors, or taking in breathtaking sunsets along the shoreline, life here is defined by effortless waterfront living. Perfectly positioned on the corner of Cape St. John Road and Valley View Road, this well appointed home is designed for both refined entertaining and effortless everyday living. The professionally landscaped, fully fenced backyard creates a private outdoor retreat, highlighted by an elegant stone patio ideal for al fresco dining, evening cocktails, or relaxing around the fire pit under the stars. Inside, the open-concept living space is anchored by a dramatic six-foot fireplace, creating a sophisticated yet inviting atmosphere. The gourmet kitchen serves as the heart of the home, featuring a spacious quartz-topped island, soft-close cabinetry, and premium stainless steel appliances....perfect for casual gatherings and memorable celebrations alike. The main-level primary suite offers a luxurious private sanctuary, complete with a generous walk-in closet and spa-inspired en-suite bath. Upstairs three additional bedrooms and two-and-a-half baths provide ample space for family, guests, or dedicated office and flex spaces. The heated and air-conditioned garage adds exceptional versatility, ideal for a fitness studio, workshop, hobby space, or climate-controlled storage. Combining upscale finishes, thoughtfully designed living spaces, and access to one of Annapolis’ most desirable waterfront communities, this remarkable home offers a rare opportunity. to embrace the luxury lifestyle of Cape St. John! Located just minutes from Annapolis Town Center, restaurants, shopping and easy access to major highways Cape St John is the perfect location! 4 Beds ⋅ 4 Baths Welcome to this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017 in the highly sought-after, water-privileged community of Cape St. John. This outstanding home offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Residents enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the water, gathering with neighbors, or taking in breathtaking sunsets along the shoreline, life here is defined by effortless waterfront living. Perfectly positioned on the corner of Cape St. John Road and Valley View Road, this well appointed home is designed for both refined entertaining and effortless everyday living. The professionally landscaped, fully fenced backyard creates a private outdoor retreat, highlighted by an elegant stone patio ideal for al fresco dining, evening cocktails, or relaxing around the fire pit under the stars. Inside, the open-concept living space is anchored by a dramatic six-foot fireplace, creating a sophisticated yet inviting atmosphere. The gourmet kitchen serves as the heart of the home, featuring a spacious quartz-topped island, soft-close cabinetry, and premium stainless steel appliances....perfect for casual gatherings and memorable celebrations alike. The main-level primary suite offers a luxurious private sanctuary, complete with a generous walk-in closet and spa-inspired en-suite bath. Upstairs three additional bedrooms and two-and-a-half baths provide ample space for family, guests, or dedicated office and flex spaces. The heated and air-conditioned garage adds exceptional versatility, ideal for a fitness studio, workshop, hobby space, or climate-controlled storage. Combining upscale finishes, thoughtfully designed living spaces, and access to one of Annapolis’ most desirable waterfront communities, this remarkable home offers a rare opportunity. to embrace the luxury lifestyle of Cape St. John! Located just minutes from Annapolis Town Center, restaurants, shopping and easy access to major highways Cape St John is the perfect location! 2978 Valley View Rd, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$845,000 Location, location, location! Your new home is waiting! Looks can be deceiving, must see inside to appreciate the open, airy, light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Bring your vision and ideas to make this space your own. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings. This home is truly a must‑see. Looks can be deceiving — it is far more spacious than it appears from the outside, offering room to spread out and enjoy every part of the property and its incredible location. 4 Beds ⋅ 3 Baths Location, location, location! Your new home is waiting! Looks can be deceiving, must see inside to appreciate the open, airy, light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Bring your vision and ideas to make this space your own. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings. This home is truly a must‑see. Looks can be deceiving — it is far more spacious than it appears from the outside, offering room to spread out and enjoy every part of the property and its incredible location. 278 Hillsmere Dr, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,750,000 Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining, with the current living room serving as a billiards room. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home! 4 Beds ⋅ 5 Baths Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining, with the current living room serving as a billiards room. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home! 3403 Hidden River View Rd, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$860,000 Lovingly maintained by the original owners since 1986, this classic colonial is ready for its next chapter. Tucked away on a peaceful cul-de-sac, this home offers a wonderful setting with a spacious lot, mature trees, established gardens and a backyard that was thoughtfully designed and professionally landscaped over the years. Enjoy the changing seasons from the impressive 18x16 sunroom addition featuring walls of windows overlooking the beautiful backyard, or step outside onto the adjoining deck for outdoor entertaining and relaxation. The main level offers a traditional layout with formal living and dining rooms, while the kitchen, family room and sunroom create a spacious gathering area in the heart of the home. The large kitchen features granite countertops, abundant cabinet space and a center island with plenty of room for meal preparation and casual seating. A convenient half bathroom and attached two-car garage complete this level. Upstairs, you will find three generously sized bedrooms including the primary suite with an attached bathroom featuring a soaking tub, separate walk-in shower and dual vanity. The primary bedroom also offers excellent closet space along with a versatile adjoining sitting room/walk-in closet area that could easily be converted back into an additional bedroom. An additional walk-in closet within the primary bedroom includes a convenient second-level laundry area while still providing functional closet space. Two additional spacious bedrooms and a full hall bathroom complete the upper level. The unfinished walk-up lower level provides additional storage, a second laundry area and plenty of possibilities for future living space. With updated HVAC (2026),new siding(2025) wonderful additions and a beautiful established homesite, this special property offers the opportunity to make lasting memories for years to come. 4 Beds ⋅ 3 Baths Lovingly maintained by the original owners since 1986, this classic colonial is ready for its next chapter. Tucked away on a peaceful cul-de-sac, this home offers a wonderful setting with a spacious lot, mature trees, established gardens and a backyard that was thoughtfully designed and professionally landscaped over the years. Enjoy the changing seasons from the impressive 18x16 sunroom addition featuring walls of windows overlooking the beautiful backyard, or step outside onto the adjoining deck for outdoor entertaining and relaxation. The main level offers a traditional layout with formal living and dining rooms, while the kitchen, family room and sunroom create a spacious gathering area in the heart of the home. The large kitchen features granite countertops, abundant cabinet space and a center island with plenty of room for meal preparation and casual seating. A convenient half bathroom and attached two-car garage complete this level. Upstairs, you will find three generously sized bedrooms including the primary suite with an attached bathroom featuring a soaking tub, separate walk-in shower and dual vanity. The primary bedroom also offers excellent closet space along with a versatile adjoining sitting room/walk-in closet area that could easily be converted back into an additional bedroom. An additional walk-in closet within the primary bedroom includes a convenient second-level laundry area while still providing functional closet space. Two additional spacious bedrooms and a full hall bathroom complete the upper level. The unfinished walk-up lower level provides additional storage, a second laundry area and plenty of possibilities for future living space. With updated HVAC (2026),new siding(2025) wonderful additions and a beautiful established homesite, this special property offers the opportunity to make lasting memories for years to come. 2802 Autumn Chase Run, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$525,000 Welcome home to this four bedroom, three full bath, rancher in Cape St Clarie in sought after Cape St Claire. Walk in to living room where the beautiful hardwood floors have juste been refinished. A great vaulted ceiling spans the kitchen and dining area combo with ceramic tile, stainless appliances, and a slider leading to the private backyard. The primary bedroom also has a vaulted ceiling, along with an attached full bath, hardwood floor, and walk in closet. Refinished hardwood flooring in the other three main level bedrooms and they share the hall full bath. Down the stairs walk into a huge rec room with plenty of room to spread out. Another full bath is tucked away downstairs, along with a very big laundry room and ample sized storage room. The backyard is fully fenced, and the back gate opens to a path which leads to the elementary school fields. *********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR 4 Beds ⋅ 3 Baths Welcome home to this four bedroom, three full bath, rancher in Cape St Clarie in sought after Cape St Claire. Walk in to living room where the beautiful hardwood floors have juste been refinished. A great vaulted ceiling spans the kitchen and dining area combo with ceramic tile, stainless appliances, and a slider leading to the private backyard. The primary bedroom also has a vaulted ceiling, along with an attached full bath, hardwood floor, and walk in closet. Refinished hardwood flooring in the other three main level bedrooms and they share the hall full bath. Down the stairs walk into a huge rec room with plenty of room to spread out. Another full bath is tucked away downstairs, along with a very big laundry room and ample sized storage room. The backyard is fully fenced, and the back gate opens to a path which leads to the elementary school fields. *********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR 1248 Hilltop Dr, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$1,075,000 Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home. 4 Beds ⋅ 3 Baths Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home. 700 N Holly Dr, Annapolis Listing courtesy of Keller Williams Capital Properties. Contact:
$849,000 Welcome to 1848 Carriage Drive! A charming home in the highly sought-after Lindamoor neighborhood! Situated on a quiet street, enjoy an easy three minute walk to the community beach for play or serene happy hours. With only a small voluntary fee ( apx. 125/yearly), enjoy kayak storage and water access to the Severn River. In addition to water accessibility, the home features convenient main level living with undeniable charm. From the pull-through driveway, step inside to a warm and inviting living room with lots of natural light that flows seamlessly into the dining area and kitchen. Functioning like a rancher, with three generous sized, sun-filled bedrooms and two full bathrooms, everything you need is on the main level. The kitchen opens onto a deck overlooking a spacious backyard — perfect for gardening, entertaining, pets, or play. The fully finished lower-level is bright and sunny with full-sized windows, a large walk out sliding door, and access to the two-car garage. With plenty of storage and flexible layout options, to include a large family room, 3rd full bathroom, and spacious 4th bedroom, the lower level offers endless possibilities. Located just minutes from historic downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and cultural events, plus convenient routes to Washington, D.C., and Baltimore. Don’t miss the chance to make this rare combination of pricing and location your own! 4 Beds ⋅ 3 Baths Welcome to 1848 Carriage Drive! A charming home in the highly sought-after Lindamoor neighborhood! Situated on a quiet street, enjoy an easy three minute walk to the community beach for play or serene happy hours. With only a small voluntary fee ( apx. 125/yearly), enjoy kayak storage and water access to the Severn River. In addition to water accessibility, the home features convenient main level living with undeniable charm. From the pull-through driveway, step inside to a warm and inviting living room with lots of natural light that flows seamlessly into the dining area and kitchen. Functioning like a rancher, with three generous sized, sun-filled bedrooms and two full bathrooms, everything you need is on the main level. The kitchen opens onto a deck overlooking a spacious backyard — perfect for gardening, entertaining, pets, or play. The fully finished lower-level is bright and sunny with full-sized windows, a large walk out sliding door, and access to the two-car garage. With plenty of storage and flexible layout options, to include a large family room, 3rd full bathroom, and spacious 4th bedroom, the lower level offers endless possibilities. Located just minutes from historic downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and cultural events, plus convenient routes to Washington, D.C., and Baltimore. Don’t miss the chance to make this rare combination of pricing and location your own! 1848 Carriage Dr, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$6,995,000 Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake. 4 Beds ⋅ 6 Baths Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake. 3728 Ramsgate Dr, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$750,000 Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight across all four seasons. Inside, the flexible floor plan features 4 spacious bedrooms, 2.5 bathrooms, and multiple fireplaces designed for everyday comfort and effortless entertaining. The main living areas offer a natural flow with stunning wooded views, while the versatile lower level provides excellent additional space for a home office, recreation room, gym, or guest suite. Outdoor living is a major highlight—maximize your indoor-outdoor lifestyle on the massive deck spanning the length of the home, surrounded by mature trees, serene landscaping, and a sense of calm that is hard to find. Complete with a 2-car garage and a premier location just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, Route 50, and I-97. Schedule your tour today and step into your next chapter! Sellers are providing a one year home warranty to new owners! Sellers are offering a one-year home warranty to the new owners, providing added peace of mind. 4 Beds ⋅ 3 Baths Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight across all four seasons. Inside, the flexible floor plan features 4 spacious bedrooms, 2.5 bathrooms, and multiple fireplaces designed for everyday comfort and effortless entertaining. The main living areas offer a natural flow with stunning wooded views, while the versatile lower level provides excellent additional space for a home office, recreation room, gym, or guest suite. Outdoor living is a major highlight—maximize your indoor-outdoor lifestyle on the massive deck spanning the length of the home, surrounded by mature trees, serene landscaping, and a sense of calm that is hard to find. Complete with a 2-car garage and a premier location just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, Route 50, and I-97. Schedule your tour today and step into your next chapter! Sellers are providing a one year home warranty to new owners! Sellers are offering a one-year home warranty to the new owners, providing added peace of mind. 1709 Point No Point Dr, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$1,175,000 This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled home features dark wood floors and quality fixtures and features throughout. The fresh GOURMET KITCHEN has expansive quartz counter tops, new high-end appliances, gas cooking, Samsung “Family Hub” refrigerator, double drawer dishwasher, custom shelving and a gleaming white farmhouse sink. The kitchen is open to a large bright family room with a feature wall fireplace and tons of windows. A great place to gather and watch the game! Right outside the kitchen door is a large flagstone patio with built-in brick barbecue, making this home an ENTERTAINER'S DREAM ... whether indoors or out! The living room features a wood-burning fireplace, built-in shelving and custom lighting, and is open to a large dining area that allows for comfortable flow to the kitchen and living areas. Owner’s IMPRESSIVE BEDROOM SUITE has wood floors, large walk-in closet and stunning bathroom with marble double sink, walk-in shower and custom shelving. Three additional generous-sized bedrooms have loads of closet space, ceiling fans and hardwood floors. Second floor laundry features high-end washer and dryer and custom cabinets and shelving while the guest bath has a classic navy blue cabinet with quartz counter top, tile floor and fresh white bathtub/shower combo. Lower level features full gourmet kitchen, full bath with walk-in shower, and open living area with glass sliding doors to lower patio and back yard. A lower level “bonus” room is perfect for home gym or a dedicated media room! And if that isn’t enough to tempt you, in addition to the two-car attached garage there is an 1100 sf detached garage with high ceilings that can accommodate an RV, boat, trucks, cars or any number of outdoor toys! Doors operate via phone or remote. Above the detached garage is a 700sf apartment with galley kitchen, bedroom, living space and full bath. Plus the large shed on the property is out-fitted with electricity and perfect for storing outdoor equipment. Tasteful touches such as wallpaper, light-up closets, built-ins and more make this MOVE-IN READY A REAL GEM! This location has easy access to Annapolis shopping and the Historic Downtown district, and to major commuting routes to Fort Meade, Baltimore, and Washington. Plus BWI is a hop, skip and a jump away! Smith’s Marina on the Severn River is five (5) miles from this home, and offers access to slips (17-40 feet), a boat ramp, fuel dock and boat maintenance services. 4 Beds ⋅ 4 Baths This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled home features dark wood floors and quality fixtures and features throughout. The fresh GOURMET KITCHEN has expansive quartz counter tops, new high-end appliances, gas cooking, Samsung “Family Hub” refrigerator, double drawer dishwasher, custom shelving and a gleaming white farmhouse sink. The kitchen is open to a large bright family room with a feature wall fireplace and tons of windows. A great place to gather and watch the game! Right outside the kitchen door is a large flagstone patio with built-in brick barbecue, making this home an ENTERTAINER'S DREAM ... whether indoors or out! The living room features a wood-burning fireplace, built-in shelving and custom lighting, and is open to a large dining area that allows for comfortable flow to the kitchen and living areas. Owner’s IMPRESSIVE BEDROOM SUITE has wood floors, large walk-in closet and stunning bathroom with marble double sink, walk-in shower and custom shelving. Three additional generous-sized bedrooms have loads of closet space, ceiling fans and hardwood floors. Second floor laundry features high-end washer and dryer and custom cabinets and shelving while the guest bath has a classic navy blue cabinet with quartz counter top, tile floor and fresh white bathtub/shower combo. Lower level features full gourmet kitchen, full bath with walk-in shower, and open living area with glass sliding doors to lower patio and back yard. A lower level “bonus” room is perfect for home gym or a dedicated media room! And if that isn’t enough to tempt you, in addition to the two-car attached garage there is an 1100 sf detached garage with high ceilings that can accommodate an RV, boat, trucks, cars or any number of outdoor toys! Doors operate via phone or remote. Above the detached garage is a 700sf apartment with galley kitchen, bedroom, living space and full bath. Plus the large shed on the property is out-fitted with electricity and perfect for storing outdoor equipment. Tasteful touches such as wallpaper, light-up closets, built-ins and more make this MOVE-IN READY A REAL GEM! This location has easy access to Annapolis shopping and the Historic Downtown district, and to major commuting routes to Fort Meade, Baltimore, and Washington. Plus BWI is a hop, skip and a jump away! Smith’s Marina on the Severn River is five (5) miles from this home, and offers access to slips (17-40 feet), a boat ramp, fuel dock and boat maintenance services. 1602 Locksley Dr, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$655,900 Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and granite countertops, dining room and kitchen open to family room with gas fireplace and lovely hardwood floors. Kitchen has granite counters, stainless appliances and porcelain tile floors. Upstairs is a master bedroom with en-suite bath, 2 additional bedrooms and another full bath. There are ceiling fans in all the bedrooms Step out of the kitchen to a screened porch and brick patio. The back yard is fenced with gardens and a small area with a fountain. The roof has been replaced in the last 5 years and there are pull down stairs for the attic. Attached 2 car garage. The seller is offering a 1 year home warranty. This home has been well maintained and is waiting for it's new owner! 4 Beds ⋅ 3 Baths Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and granite countertops, dining room and kitchen open to family room with gas fireplace and lovely hardwood floors. Kitchen has granite counters, stainless appliances and porcelain tile floors. Upstairs is a master bedroom with en-suite bath, 2 additional bedrooms and another full bath. There are ceiling fans in all the bedrooms Step out of the kitchen to a screened porch and brick patio. The back yard is fenced with gardens and a small area with a fountain. The roof has been replaced in the last 5 years and there are pull down stairs for the attic. Attached 2 car garage. The seller is offering a 1 year home warranty. This home has been well maintained and is waiting for it's new owner! 2656 Shadow Cv, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,950,000 Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%. 4 Beds ⋅ 3 Baths Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%. 1739 Vineyard Trl, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$995,995 Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2021 & 2022. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes. 4 Beds ⋅ 4 Baths Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2021 & 2022. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes. 553 Choptank Cove Ct, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact: