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Welcome to 1017 Hyde Park Dr, a charming two-story Dutch Colonial nestled in Annapolis, where classic character meets a convenient location. This 3-bedroom, 2-bath home offers 1,272 square feet of living space on a 5,971-square-foot lot, with a basement providing additional flexible space for storage, recreation, hobbies, or a home office. The inviting interior features a cozy fireplace and traditional Dutch Colonial character, creating a warm backdrop for everyday living and entertaining. With its versatile layout and established charm, this home offers an opportunity to personalize the space and make it your own. Enjoy an exceptional Annapolis location just minutes from the Severn River, Annapolis Maritime Museum, and downtown Annapolis. Spend the day exploring waterfront attractions, local shops, restaurants, and historic downtown, or enjoy easy access to the Eastern Shore and major commuter routes to Washington, D.C., Baltimore, and beyond. If you're looking for a home that combines architectural charm, flexible living space, and an outstanding Annapolis location, 1017 Hyde Park Dr is ready to welcome you. Come see all this home and location have to offer!

1017 Hyde Park Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,050,000

Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inviting front porch and watch the world go by, or step out your door and walk to Eastport’s renowned restaurants, lively bars, boutique shopping, marinas, yacht clubs, and the water taxi to historic downtown Annapolis. Inside, beautiful heart pine floors add warmth and character. The spacious rear yard is a rare find in Eastport and offers plenty of room for entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. The chef’s kitchen features Viking refrigerator and stainless steel appliances, creating a wonderful space for both everyday cooking and entertaining. Thoughtful improvements and major updates throughout the years make this home truly move-in ready while still offering the opportunity to add your own personal touches. Notable improvements include: * Pella rear sliding glass door — 2025 * Carrier first-floor HVAC — 2025 * Washer & dryer — 2024 * Viking refrigerator — 2024 * New roof — 2023 * First-floor bathroom remodeled — 2018 * Front porch replaced and metal roof added — 2018 * First-floor floors and stairs refinished by Beers — 2017 * Rinnai tankless water heater — 2016 * Upstairs bathroom and closet remodeled by Gate One Builders — 2011 * HardiePlank siding — 2009 * Fence — 2005 * Brick foundation repointed — 2004 * Shed — 2003 * Renovation and rear addition — 1998 A wonderful opportunity to own a piece of Eastport—move right in, enjoy the lifestyle, and make it your own.

2 Beds ⋅ 2 Baths

Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inviting front porch and watch the world go by, or step out your door and walk to Eastport’s renowned restaurants, lively bars, boutique shopping, marinas, yacht clubs, and the water taxi to historic downtown Annapolis. Inside, beautiful heart pine floors add warmth and character. The spacious rear yard is a rare find in Eastport and offers plenty of room for entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. The chef’s kitchen features Viking refrigerator and stainless steel appliances, creating a wonderful space for both everyday cooking and entertaining. Thoughtful improvements and major updates throughout the years make this home truly move-in ready while still offering the opportunity to add your own personal touches. Notable improvements include: * Pella rear sliding glass door — 2025 * Carrier first-floor HVAC — 2025 * Washer & dryer — 2024 * Viking refrigerator — 2024 * New roof — 2023 * First-floor bathroom remodeled — 2018 * Front porch replaced and metal roof added — 2018 * First-floor floors and stairs refinished by Beers — 2017 * Rinnai tankless water heater — 2016 * Upstairs bathroom and closet remodeled by Gate One Builders — 2011 * HardiePlank siding — 2009 * Fence — 2005 * Brick foundation repointed — 2004 * Shed — 2003 * Renovation and rear addition — 1998 A wonderful opportunity to own a piece of Eastport—move right in, enjoy the lifestyle, and make it your own.

412 Third St, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$9,500,000

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining. Upon entering, there is a gracious paneled foyer that opens to the living room. With Brazilian cherry floors, a gas fireplace with marble surround, and built-in bookcases, this room has fabulous water views and opens to one of the screened porches on this level that invite outdoor living. To the right is the heart of the home – the great room. It includes a just remodeled chef’s kitchen with multiple work areas, a family room, and the dining area. The kitchen includes Taj Mahal leathered countertops, two wall ovens, two Bosch dishwashers, a warming drawer, instant hot dispenser, Wolf 5-burner gas cooktop, and KitchenAid side-by-side refrigerator. There’s also a wet bar with beverage cooler. The family room has a wood-burning fireplace with raised hearth and stone surround; there’s also a spacious workspace with built-in bookshelves. The dining area overlooks the water, and there’s access to both screened porches. The main level also features a fabulous guest suite: there is a large bedroom with water views, walk-in closet, and a private bath with radiant heated floor. In addition, there are two powder rooms and a mudroom with three closets and an abundance of storage space. The main level has 10 ft ceilings and 8 ft interior doors. Upstairs, the primary suite is an owner’s dream escape. There’s a spacious bedroom with water views, dark cherry floors and a gas fireplace. The study, with wet bar, built-in shelves and file drawers, leads to a small reading room – with water views. The spa-like bathroom, with radiant heated floor, includes a separate water closet room, jetted tub with marble surround, oversized steam shower, and separate vanities. Step onto the private screened porch to enjoy a cup of coffee in the morning. The primary suite also includes two large walk-in closets and a laundry room. There are three additional water view bedrooms on the second floor, each with private bathroom and walk-in closet. The main laundry is in a dedicated room with ample storage. There’s also a walk-in cedar closet. All of the bedrooms and closets that have carpeting were re-carpeted in 2026. The walk-out lower level has a huge game room that includes a big screen TV, wet bar, and full bathroom. From here, you can step out to the bluestone patio that leads up to the pool. There is a half-bath off the patio, accessible for pool visitors. The 6th bedroom with ensuite bathroom also has peaceful views, and multiple closets. The main utility room houses the commercial grade water treatment system. It has a garage door for easy access to boat supplies and equipment servicing. A secondary utility room houses the elevator mechanism and reverse osmosis treatment system. A third unfinished area has the camera and internet systems. This exceptional home offers sophisticated waterfront living just minutes from the heart of Annapolis and the Chesapeake Bay. The year-round beauty of this scenic setting and unrivaled design is truly unsurpassed!

6 Beds ⋅ 10 Baths

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining. Upon entering, there is a gracious paneled foyer that opens to the living room. With Brazilian cherry floors, a gas fireplace with marble surround, and built-in bookcases, this room has fabulous water views and opens to one of the screened porches on this level that invite outdoor living. To the right is the heart of the home – the great room. It includes a just remodeled chef’s kitchen with multiple work areas, a family room, and the dining area. The kitchen includes Taj Mahal leathered countertops, two wall ovens, two Bosch dishwashers, a warming drawer, instant hot dispenser, Wolf 5-burner gas cooktop, and KitchenAid side-by-side refrigerator. There’s also a wet bar with beverage cooler. The family room has a wood-burning fireplace with raised hearth and stone surround; there’s also a spacious workspace with built-in bookshelves. The dining area overlooks the water, and there’s access to both screened porches. The main level also features a fabulous guest suite: there is a large bedroom with water views, walk-in closet, and a private bath with radiant heated floor. In addition, there are two powder rooms and a mudroom with three closets and an abundance of storage space. The main level has 10 ft ceilings and 8 ft interior doors. Upstairs, the primary suite is an owner’s dream escape. There’s a spacious bedroom with water views, dark cherry floors and a gas fireplace. The study, with wet bar, built-in shelves and file drawers, leads to a small reading room – with water views. The spa-like bathroom, with radiant heated floor, includes a separate water closet room, jetted tub with marble surround, oversized steam shower, and separate vanities. Step onto the private screened porch to enjoy a cup of coffee in the morning. The primary suite also includes two large walk-in closets and a laundry room. There are three additional water view bedrooms on the second floor, each with private bathroom and walk-in closet. The main laundry is in a dedicated room with ample storage. There’s also a walk-in cedar closet. All of the bedrooms and closets that have carpeting were re-carpeted in 2026. The walk-out lower level has a huge game room that includes a big screen TV, wet bar, and full bathroom. From here, you can step out to the bluestone patio that leads up to the pool. There is a half-bath off the patio, accessible for pool visitors. The 6th bedroom with ensuite bathroom also has peaceful views, and multiple closets. The main utility room houses the commercial grade water treatment system. It has a garage door for easy access to boat supplies and equipment servicing. A secondary utility room houses the elevator mechanism and reverse osmosis treatment system. A third unfinished area has the camera and internet systems. This exceptional home offers sophisticated waterfront living just minutes from the heart of Annapolis and the Chesapeake Bay. The year-round beauty of this scenic setting and unrivaled design is truly unsurpassed!

3285 Harness Creek Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$610,000

Discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Major renovations completed in 2020 have transformed this residence into a warm and inviting retreat, featuring solid hardwood flooring throughout and a fully finished basement that offers ample space for relaxation or entertainment. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy fireplace in the living area creates a perfect ambiance for gatherings, while the well-appointed kitchen is ready for your culinary adventures. Step outside to enjoy the expansive 0.32-acre lot, where you can unwind in your private outdoor space or explore the community amenities, including a refreshing pool. For water enthusiasts, the property is just 2 miles from the South River, providing easy access for boating, fishing, and kayaking. With multiple slips available by lease, your aquatic adventures are just a stone's throw away. This home also features a convenient driveway for parking and a shed for additional storage. Embrace the lifestyle you've always wanted in a community that offers both tranquility and recreational opportunities. This is more than just a house; it's a place to create lasting memories. Don't miss your chance to make it your own!

Discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Major renovations completed in 2020 have transformed this residence into a warm and inviting retreat, featuring solid hardwood flooring throughout and a fully finished basement that offers ample space for relaxation or entertainment. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy fireplace in the living area creates a perfect ambiance for gatherings, while the well-appointed kitchen is ready for your culinary adventures. Step outside to enjoy the expansive 0.32-acre lot, where you can unwind in your private outdoor space or explore the community amenities, including a refreshing pool. For water enthusiasts, the property is just 2 miles from the South River, providing easy access for boating, fishing, and kayaking. With multiple slips available by lease, your aquatic adventures are just a stone's throw away. This home also features a convenient driveway for parking and a shed for additional storage. Embrace the lifestyle you've always wanted in a community that offers both tranquility and recreational opportunities. This is more than just a house; it's a place to create lasting memories. Don't miss your chance to make it your own!

301 Cedar Ln, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

$2,695,000

Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home!

Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home!

507 1st St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$2,795,000

Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Café Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself—a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland’s Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home.

3 Beds ⋅ 3 Baths

Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Café Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself—a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland’s Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home.

113 Bay Dr, Annapolis

Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921

$989,000

** Offer deadline, please submit your best offers by Monday September 14th at 12 noon ** Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, and privacy, this home provides plenty of space for everyday living and entertaining. The impressive lofted living room is filled with natural light and features skylights that create an open, airy atmosphere. The inviting family room offers a propane fireplace, providing a cozy gathering space for relaxing evenings. The spacious kitchen offers plenty of cabinet and counter space, providing a functional and inviting setting for preparing meals and gathering with family and friends. A convenient half bath completes the main level. The spacious primary bedroom features its own ensuite bathroom and private laundry, creating a comfortable retreat with added convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Outside, the expansive 1.8-acre property offers room to enjoy the outdoors and plenty of privacy, while the attached 2-car garage provides ample parking and storage. With its generous lot, versatile floor plan, lofted living space, and sought-after Annapolis location, 580 Pinedale Dr offers an opportunity to enjoy both space and convenience.

23 Hull Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$750,000

** Offer deadline, please submit your best offers by Monday September 14th at 12 noon ** Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, and privacy, this home provides plenty of space for everyday living and entertaining. The impressive lofted living room is filled with natural light and features skylights that create an open, airy atmosphere. The inviting family room offers a propane fireplace, providing a cozy gathering space for relaxing evenings. The spacious kitchen offers plenty of cabinet and counter space, providing a functional and inviting setting for preparing meals and gathering with family and friends. A convenient half bath completes the main level. The spacious primary bedroom features its own ensuite bathroom and private laundry, creating a comfortable retreat with added convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Outside, the expansive 1.8-acre property offers room to enjoy the outdoors and plenty of privacy, while the attached 2-car garage provides ample parking and storage. With its generous lot, versatile floor plan, lofted living space, and sought-after Annapolis location, 580 Pinedale Dr offers an opportunity to enjoy both space and convenience.

580 Pinedale Dr, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$575,000

EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle.

4 Beds ⋅ 2 Baths

EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle.

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$750,000

Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, 2.5 bath home has barn doors, great moldings, newer siding and windows, great deck overlooking a perfect sized fenced yard with Thermospa Hot Tub. Irrigation with rain sensor. Upgraded lighting. Kitchen and baths are renovated, newer deck. Three bedrooms up. 4th bedroom/office in the lower level with a great theater & Murphy Bed in the Lower level. Hvac unit for garage. Absolutely adorable. Community pool, swim team, events and 5 minutes to downtown Annapolis.

3 Beds ⋅ 3 Baths

Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, 2.5 bath home has barn doors, great moldings, newer siding and windows, great deck overlooking a perfect sized fenced yard with Thermospa Hot Tub. Irrigation with rain sensor. Upgraded lighting. Kitchen and baths are renovated, newer deck. Three bedrooms up. 4th bedroom/office in the lower level with a great theater & Murphy Bed in the Lower level. Hvac unit for garage. Absolutely adorable. Community pool, swim team, events and 5 minutes to downtown Annapolis.

304 Saddle Ridge Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$525,000

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighborhood - and just a short walk to Broadneck High School. Upstairs, three bedrooms and two full baths include a spacious primary suite, all set off by newer carpet (2024) and a cozy fireplace in the light-filled living room. The eat-in kitchen features oak cabinetry and new stainless steel refrigerator, range, and dishwasher (2025).The updated hall bath offers a clean, modern look with new flooring and fixtures. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room with a new whole-home water filtration/Revers Osmosis system (2025). Major systems are already handled, with a new roof (2024), New water heater (2025), Well Tank (2024), and Well Pump (2025) giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard — plenty of room to entertain, garden, or let kids and pets roam — with a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you'll enjoy access to the community's sought-after amenities, including beaches, boat ramps, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park.

4 Beds ⋅ 2 Baths

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighborhood - and just a short walk to Broadneck High School. Upstairs, three bedrooms and two full baths include a spacious primary suite, all set off by newer carpet (2024) and a cozy fireplace in the light-filled living room. The eat-in kitchen features oak cabinetry and new stainless steel refrigerator, range, and dishwasher (2025).The updated hall bath offers a clean, modern look with new flooring and fixtures. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room with a new whole-home water filtration/Revers Osmosis system (2025). Major systems are already handled, with a new roof (2024), New water heater (2025), Well Tank (2024), and Well Pump (2025) giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard — plenty of room to entertain, garden, or let kids and pets roam — with a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you'll enjoy access to the community's sought-after amenities, including beaches, boat ramps, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$1,950,000

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

400 Jefferson St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$542,900

Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that has been carefully maintained inside and out. At the heart of the home is an updated kitchen featuring newer appliances, 42-inch cabinetry, quartz countertops, a custom backsplash, and a farmhouse apron sink. The home features two full bathrooms, including one that was completely renovated from top to bottom with a new tub, tile, flooring, toilet, vanity, and sink. The second full bath has also been refreshed with new flooring, vanity, and sink. Newer luxury vinyl plank flooring and carpeting add a fresh, cohesive feel throughout the interior, while all-new custom window treatments installed throughout the home in 2026 provide a polished finishing touch. The finished lower level offers valuable additional living space with the flexibility to function as a recreation room, home office, or a combination of both. A fireplace adds warmth and character, creating an inviting setting for working, relaxing, or entertaining. A dedicated mini-split system installed in 2025 provides independent climate control for this level. The home has benefited from a substantial list of recent improvements, including a new main-level HVAC system installed in 2024, Hardie siding and shutters in 2025, replacement windows in 2022, and a roof replaced in 2018. The home also includes a garage with a new door installed in 2025. A security system was added in 2026, and an owned whole-house water treatment and softener system was installed in 2024, providing added convenience and value for the next owner. Outdoor living is equally appealing. A new deck completed in 2026 provides an ideal setting for dining, entertaining, or relaxing outdoors, while the fully fenced yard offers added privacy, security, and flexibility for pets or play. An expanded driveway and parking area installed in 2025 adds valuable everyday functionality and additional off-street parking. Tucked along a quiet, lightly traveled street with just five homes, the property enjoys a more private neighborhood setting while remaining only a few blocks from the Cape St. Claire community beach. The location also offers convenient access to Annapolis, shopping, dining, recreation, and major commuter routes while retaining the neighborhood atmosphere that makes Cape St. Claire so sought after. The home is served by the highly regarded Broadneck school district. With an updated kitchen, one fully renovated bath, a refreshed second full bath, extensive recent improvements, newer major systems, dedicated climate control on both finished levels, a garage, and substantial exterior upgrades already completed, this home offers the opportunity to simply move in and enjoy. Years of investment, care, and thoughtful enhancement have created a property where very little remains for the next owner to do.

Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that has been carefully maintained inside and out. At the heart of the home is an updated kitchen featuring newer appliances, 42-inch cabinetry, quartz countertops, a custom backsplash, and a farmhouse apron sink. The home features two full bathrooms, including one that was completely renovated from top to bottom with a new tub, tile, flooring, toilet, vanity, and sink. The second full bath has also been refreshed with new flooring, vanity, and sink. Newer luxury vinyl plank flooring and carpeting add a fresh, cohesive feel throughout the interior, while all-new custom window treatments installed throughout the home in 2026 provide a polished finishing touch. The finished lower level offers valuable additional living space with the flexibility to function as a recreation room, home office, or a combination of both. A fireplace adds warmth and character, creating an inviting setting for working, relaxing, or entertaining. A dedicated mini-split system installed in 2025 provides independent climate control for this level. The home has benefited from a substantial list of recent improvements, including a new main-level HVAC system installed in 2024, Hardie siding and shutters in 2025, replacement windows in 2022, and a roof replaced in 2018. The home also includes a garage with a new door installed in 2025. A security system was added in 2026, and an owned whole-house water treatment and softener system was installed in 2024, providing added convenience and value for the next owner. Outdoor living is equally appealing. A new deck completed in 2026 provides an ideal setting for dining, entertaining, or relaxing outdoors, while the fully fenced yard offers added privacy, security, and flexibility for pets or play. An expanded driveway and parking area installed in 2025 adds valuable everyday functionality and additional off-street parking. Tucked along a quiet, lightly traveled street with just five homes, the property enjoys a more private neighborhood setting while remaining only a few blocks from the Cape St. Claire community beach. The location also offers convenient access to Annapolis, shopping, dining, recreation, and major commuter routes while retaining the neighborhood atmosphere that makes Cape St. Claire so sought after. The home is served by the highly regarded Broadneck school district. With an updated kitchen, one fully renovated bath, a refreshed second full bath, extensive recent improvements, newer major systems, dedicated climate control on both finished levels, a garage, and substantial exterior upgrades already completed, this home offers the opportunity to simply move in and enjoy. Years of investment, care, and thoughtful enhancement have created a property where very little remains for the next owner to do.

1155 Spruce Tree Ln, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325

$900,000

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

5 Beds ⋅ 4 Baths

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

215 Windell Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,250,000

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm. Set on a generous .598-acre tract, the property backs-up to Tawes Gardens, that gives the home a tranquil and private setting. The home has been completely renovated in 2026, both inside and out, offering thoughtful updates while maintaining the integrity of the community. Enjoy the best of Annapolis, all within walking distance or true city living just a short drive away. Welcome home to 700 Miller Road.

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm. Set on a generous .598-acre tract, the property backs-up to Tawes Gardens, that gives the home a tranquil and private setting. The home has been completely renovated in 2026, both inside and out, offering thoughtful updates while maintaining the integrity of the community. Enjoy the best of Annapolis, all within walking distance or true city living just a short drive away. Welcome home to 700 Miller Road.

700 Miller Rd, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$1,625,000

Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

2 Beds ⋅ 3 Baths

Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

100 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$865,000

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space, this home delivers an exceptional combination of size, style, updates, and value. The sellers have thoughtfully refreshed the home throughout, highlighted by a completely updated kitchen featuring new appliances, quartz countertops, new flooring, and fresh paint. The adjacent laundry room has also been transformed with new flooring, a deep utility sink, new washer and dryer, fresh paint, and added shelving. Numerous bathrooms throughout the home have been refreshed with new vanities, lighting, flooring, fixtures, and paint, while the primary bath features a new glass shower enclosure and fresh paint. The impressive two-story family room is filled with natural light and enhanced by custom plantation shutters and a dual-sided fireplace shared with a wonderfully cozy home office. The formal living and dining rooms are architecturally open and flowing while still creating distinct, elegant spaces perfect for entertaining and special occasions. Upstairs, you will find a stunning primary suite with a sitting area, dual walk-in closets with custom organization, and a spa-like primary bathroom. All of the secondary bedrooms are generously sized, including one with its own updated ensuite bath. The finished lower level truly feels like an extension of the main home rather than a traditional basement. Tall ceilings and abundant space create an inviting third level featuring a full bathroom, an expansive recreation area with a custom built-in bar, an oversized wine storage closet, and a versatile additional room ideal for an in-home gym, theater, guest space, or potential fifth bedroom. Outside, enjoy a wonderful brick patio overlooking a level, cleared backyard surrounded by a full wood privacy fence—ideal for entertaining, pets, play, or simply relaxing outdoors. Major improvements add peace of mind, including a roof about two years old, upper-level HVAC about two years old, lower-level HVAC about seven years old, and a water heater about seven years old. With wonderfully executed, expansive square footage, extensive updates, impressive entertaining spaces, and a fantastic setting in one of the area's most amenity-rich communities, this Kingsport home offers incredible value. Move right in and enjoy!

4 Beds ⋅ 5 Baths

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space, this home delivers an exceptional combination of size, style, updates, and value. The sellers have thoughtfully refreshed the home throughout, highlighted by a completely updated kitchen featuring new appliances, quartz countertops, new flooring, and fresh paint. The adjacent laundry room has also been transformed with new flooring, a deep utility sink, new washer and dryer, fresh paint, and added shelving. Numerous bathrooms throughout the home have been refreshed with new vanities, lighting, flooring, fixtures, and paint, while the primary bath features a new glass shower enclosure and fresh paint. The impressive two-story family room is filled with natural light and enhanced by custom plantation shutters and a dual-sided fireplace shared with a wonderfully cozy home office. The formal living and dining rooms are architecturally open and flowing while still creating distinct, elegant spaces perfect for entertaining and special occasions. Upstairs, you will find a stunning primary suite with a sitting area, dual walk-in closets with custom organization, and a spa-like primary bathroom. All of the secondary bedrooms are generously sized, including one with its own updated ensuite bath. The finished lower level truly feels like an extension of the main home rather than a traditional basement. Tall ceilings and abundant space create an inviting third level featuring a full bathroom, an expansive recreation area with a custom built-in bar, an oversized wine storage closet, and a versatile additional room ideal for an in-home gym, theater, guest space, or potential fifth bedroom. Outside, enjoy a wonderful brick patio overlooking a level, cleared backyard surrounded by a full wood privacy fence—ideal for entertaining, pets, play, or simply relaxing outdoors. Major improvements add peace of mind, including a roof about two years old, upper-level HVAC about two years old, lower-level HVAC about seven years old, and a water heater about seven years old. With wonderfully executed, expansive square footage, extensive updates, impressive entertaining spaces, and a fantastic setting in one of the area's most amenity-rich communities, this Kingsport home offers incredible value. Move right in and enjoy!

729 Crisfield Way, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$745,000

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

228 Dewey Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$949,999

Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a refreshing touch for those warm summer days. Parking is a breeze with an attached carport and additional driveway space, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where cherished memories are made. Experience the perfect blend of classic design and modern living in this delightful Admiral Heights gem. Don't miss the opportunity to make this house your home!

5 Beds ⋅ 4 Baths

Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a refreshing touch for those warm summer days. Parking is a breeze with an attached carport and additional driveway space, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where cherished memories are made. Experience the perfect blend of classic design and modern living in this delightful Admiral Heights gem. Don't miss the opportunity to make this house your home!

13 Rickover Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$750,000

Nestled in the charming Eastport neighborhood, this exceptional property blends warmth, character, and versatility. The main residence features 2 bedrooms and 1.5 bathrooms, with rich wood flooring, a cozy fireplace, and an inviting layout designed for comfortable living. A convenient basement laundry area and attached 1-car garage add everyday functionality. Step outside to discover even more possibilities, including a detached 1-bedroom, 1-bath guest house —perfect for guests, extended living, a home office, or additional storage. Set on a generous 0.17-acre lot, the property offers a wonderful balance of privacy, outdoor space, and neighborhood charm. With its desirable Eastport location, flexible living arrangements, and abundant character, this unique property offers an opportunity to enjoy both comfort and convenience in one of the area’s most appealing communities.

3 Beds ⋅ 3 Baths

Nestled in the charming Eastport neighborhood, this exceptional property blends warmth, character, and versatility. The main residence features 2 bedrooms and 1.5 bathrooms, with rich wood flooring, a cozy fireplace, and an inviting layout designed for comfortable living. A convenient basement laundry area and attached 1-car garage add everyday functionality. Step outside to discover even more possibilities, including a detached 1-bedroom, 1-bath guest house —perfect for guests, extended living, a home office, or additional storage. Set on a generous 0.17-acre lot, the property offers a wonderful balance of privacy, outdoor space, and neighborhood charm. With its desirable Eastport location, flexible living arrangements, and abundant character, this unique property offers an opportunity to enjoy both comfort and convenience in one of the area’s most appealing communities.

906 Jackson St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,995,000

Welcome to 14 Hull Avenue, where comfortable modern living meets the coveted Bay Ridge lifestyle. Beautifully maintained and thoughtfully designed, this five/six-bedroom home offers generous, flexible spaces across three finished levels and has been exceptionally well cared for. The spacious primary suite enjoys its own private wing, with a large walk-in closet and an equally generous bath featuring two vanities, a separate shower and a stylish soaking tub. Two additional bedrooms feature en suite baths, with two more bedrooms completing the home's impressive five-bedroom layout. A large second-floor laundry room adds everyday convenience. Upstairs, a spacious family/rec room offers even more flexibility—perfect as a second gathering space, playroom, home gym or a combination of all three. At the heart of the home is a large chef's kitchen, thoughtfully designed with marble countertops, GE Monogram appliances, including dual ovens and a six-burner gas range with griddle, abundant storage and space for casual eat-in dining. A walk-in pantry of your dreams completes the space, with an additional refrigerator and tons of storage to keep everything effortlessly organized. The kitchen opens to a substantial dining area, while the inviting living room is anchored by a gas fireplace. Built-in shutters add another layer of character and thoughtful detail throughout. From the main living spaces, step out to one of the home's best features: a luxurious screened porch overlooking the serene, private backyard. Thoughtful additions make the most of life near the water, including an outdoor shower and a spacious mudroom just off the two-car garage, complete with built-in cubbies for everything that comes along with days spent at the beach and pool. Solar panels with battery backup add another layer of efficiency and convenience. And then there is Bay Ridge. You're just steps from the Chesapeake Bay beaches and only two streets from the beloved Bay Ridge pool and clubhouse overlooking the Bay. Enjoy miles of shoreline, explore the Big Woods, dock your boat at the community marina, or head to the playground, clubhouse or softball field. Year-round events and traditions bring neighbors together throughout the seasons. It's a lifestyle that makes Bay Ridge one of Annapolis's most beloved waterfront communities. Impeccably cared for and designed for comfortable everyday living, this home offers a wonderful combination of space, privacy, outdoor living and the unmistakable Bay Ridge lifestyle.

5 Beds ⋅ 5 Baths

Welcome to 14 Hull Avenue, where comfortable modern living meets the coveted Bay Ridge lifestyle. Beautifully maintained and thoughtfully designed, this five/six-bedroom home offers generous, flexible spaces across three finished levels and has been exceptionally well cared for. The spacious primary suite enjoys its own private wing, with a large walk-in closet and an equally generous bath featuring two vanities, a separate shower and a stylish soaking tub. Two additional bedrooms feature en suite baths, with two more bedrooms completing the home's impressive five-bedroom layout. A large second-floor laundry room adds everyday convenience. Upstairs, a spacious family/rec room offers even more flexibility—perfect as a second gathering space, playroom, home gym or a combination of all three. At the heart of the home is a large chef's kitchen, thoughtfully designed with marble countertops, GE Monogram appliances, including dual ovens and a six-burner gas range with griddle, abundant storage and space for casual eat-in dining. A walk-in pantry of your dreams completes the space, with an additional refrigerator and tons of storage to keep everything effortlessly organized. The kitchen opens to a substantial dining area, while the inviting living room is anchored by a gas fireplace. Built-in shutters add another layer of character and thoughtful detail throughout. From the main living spaces, step out to one of the home's best features: a luxurious screened porch overlooking the serene, private backyard. Thoughtful additions make the most of life near the water, including an outdoor shower and a spacious mudroom just off the two-car garage, complete with built-in cubbies for everything that comes along with days spent at the beach and pool. Solar panels with battery backup add another layer of efficiency and convenience. And then there is Bay Ridge. You're just steps from the Chesapeake Bay beaches and only two streets from the beloved Bay Ridge pool and clubhouse overlooking the Bay. Enjoy miles of shoreline, explore the Big Woods, dock your boat at the community marina, or head to the playground, clubhouse or softball field. Year-round events and traditions bring neighbors together throughout the seasons. It's a lifestyle that makes Bay Ridge one of Annapolis's most beloved waterfront communities. Impeccably cared for and designed for comfortable everyday living, this home offers a wonderful combination of space, privacy, outdoor living and the unmistakable Bay Ridge lifestyle.

14 Hull Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$879,990

Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder’s approved lender and title company! The exciting Bancroft model offers approximately 2,411 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today’s homebuyers desire. Enjoy a spacious 12’ x 16’ sunroom, 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, and upgraded cabinetry with soft-close doors and drawers. Additional included features include ceramic tile in the bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, a generous landscaping package, and so much more. Best of all, these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options, including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Conveniently located with easy access to Annapolis, Baltimore, and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder’s work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder’s approved lender and title company! The exciting Bancroft model offers approximately 2,411 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today’s homebuyers desire. Enjoy a spacious 12’ x 16’ sunroom, 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, and upgraded cabinetry with soft-close doors and drawers. Additional included features include ceramic tile in the bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, a generous landscaping package, and so much more. Best of all, these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options, including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Conveniently located with easy access to Annapolis, Baltimore, and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder’s work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

1049 Sun Valley Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$874,900

Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows designed to maximize natural light. The focal point of the main level is the Great Room with soaring ceilings and a stacked stone fireplace flanked by Palladian windows. The kitchen was designed for entertaining with a versatile open floor plan that blends seamlessly into the den and Great Room. No expense was spared with top of the line appliances, quartz countertops and new cabinetry. The main level bedroom and full bath is perfect for multi-generational living. The upper level features two en-suite bedrooms both feature walk in closets. Both bedrooms feature soaring ceiling and incredible architectural features. The guest bath features a vanity with granite countertop and shower with custom tile work. The primary suite offers the ultimate in luxury with a gorgeous Palladian window and skylights. The gorgeous bathroom offers a double vanity with granite tops, shower with custom tile work and high end finishes. The lower Every inch of this property has been updated, including a stunning kitchen renovation that boasts modern finishes and a seamless layout. Gleaming hardwood floors flow throughout the home, paired with elegant chandeliers and recessed lighting that create a warm, inviting ambiance. The living space is anchored by a soaring stacked stoned fireplace which is flanked by Palladian windows. The fully finished walk out basement adds valuable additional living space. The full windows provide tons of natural light in the family room. There is also a spacious bedroom, full bath with high end finishes, an office or exercise room and the laundry. Sought after water privileged community of Riva Trace in an ideal location minutes to Downtown Annapolis but close to major commuter routes. Amenities include tennis and bball courts, tot lot, walking trails and water privileges on Beard's Creek and the South River.

Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows designed to maximize natural light. The focal point of the main level is the Great Room with soaring ceilings and a stacked stone fireplace flanked by Palladian windows. The kitchen was designed for entertaining with a versatile open floor plan that blends seamlessly into the den and Great Room. No expense was spared with top of the line appliances, quartz countertops and new cabinetry. The main level bedroom and full bath is perfect for multi-generational living. The upper level features two en-suite bedrooms both feature walk in closets. Both bedrooms feature soaring ceiling and incredible architectural features. The guest bath features a vanity with granite countertop and shower with custom tile work. The primary suite offers the ultimate in luxury with a gorgeous Palladian window and skylights. The gorgeous bathroom offers a double vanity with granite tops, shower with custom tile work and high end finishes. The lower Every inch of this property has been updated, including a stunning kitchen renovation that boasts modern finishes and a seamless layout. Gleaming hardwood floors flow throughout the home, paired with elegant chandeliers and recessed lighting that create a warm, inviting ambiance. The living space is anchored by a soaring stacked stoned fireplace which is flanked by Palladian windows. The fully finished walk out basement adds valuable additional living space. The full windows provide tons of natural light in the family room. There is also a spacious bedroom, full bath with high end finishes, an office or exercise room and the laundry. Sought after water privileged community of Riva Trace in an ideal location minutes to Downtown Annapolis but close to major commuter routes. Amenities include tennis and bball courts, tot lot, walking trails and water privileges on Beard's Creek and the South River.

221 Spring Race Ct, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$644,900

You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, Just re-sanded Stunning Hardwood Floors throughout the main level, Master Bedroom with an ensuite bath and walk-in custom shower, New Beautiful Flooring in the lower-level Family Room, Great Rear Deck overlooking the large, fenced backyard and so much more!! The Heritage Community features a community pool is off Forest Dr. There is no HOA, just a Special Taxing district. The special taxes cover the pool. You just pay for the pool passes. heritage.hoaspace .com BE IN YOUR NEW HOME IN JUST 2 WEEKS USING PREFERRED LENDERS!

You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, Just re-sanded Stunning Hardwood Floors throughout the main level, Master Bedroom with an ensuite bath and walk-in custom shower, New Beautiful Flooring in the lower-level Family Room, Great Rear Deck overlooking the large, fenced backyard and so much more!! The Heritage Community features a community pool is off Forest Dr. There is no HOA, just a Special Taxing district. The special taxes cover the pool. You just pay for the pool passes. heritage.hoaspace .com BE IN YOUR NEW HOME IN JUST 2 WEEKS USING PREFERRED LENDERS!

1430 Catlyn Pl, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$950,000

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking.

5 Beds ⋅ 4 Baths

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking.

2175 Glencrest Cir, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900

$1,025,000

Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private wooded setting come together to create a home designed for both everyday comfort and entertaining. The main level opens with a welcoming foyer and hardwood flooring that carries into the formal living and dining rooms, where abundant natural light and classic details create an elegant setting for gatherings. At the heart of the home, the bright kitchen features crisp white cabinetry, expansive counter space, stainless steel appliances, gas cooking, and a center island, along with a casual dining area overlooking the surrounding greenery. The kitchen opens to the dramatic family room, highlighted by soaring ceilings and a floor-to-ceiling stone fireplace that serves as a striking focal point. A private office or study with French doors provides a dedicated space for working from home, while a conveniently located laundry room and powder room complete the level. Upstairs, the expansive primary suite offers a true private retreat with hardwood flooring, a bay of windows filling the room with natural light, and an impressive walk-in closet with extensive built-in storage. Elevator access to the primary-suite level adds an exceptional element of convenience. The spacious ensuite bath features a large soaking tub, separate walk-in shower, and dual vanities. Three additional bedrooms and a full hall bath provide comfortable accommodations for family and guests. The lower level expands the home's versatility with a substantial recreation area filled with natural light, walkout access to the backyard, along with multiple spaces that can adapt to a variety of uses. A mirrored studio offers an ideal setting for a home gym, dance or fitness studio, while an additional bonus area provides even more flexibility. A spa-like full bath with a full shower and a custom-built sauna creates a wellness experience right at home. Generous unfinished utility and storage areas round out this exceptionally functional level. Outside, the property feels tucked away among mature trees, creating a sense of privacy rarely found while remaining convenient to Annapolis. A spacious rear deck overlooks the wooded surroundings and provides plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful setting. The home is further complemented by an oversized attached garage and generous driveway parking. Enjoy the best of the Annapolis lifestyle with convenient access to shopping, dining, recreation, major commuter routes, and the waterfront attractions of Historic Downtown Annapolis and Annapolis City Dock. Outdoor destinations including Truxtun Park and Quiet Waters Park add even more opportunities to enjoy the area's trails, recreation, and waterfront setting. With 1.67 acres, impressive interior spaces, an elevator, custom sauna, expansive primary suite, and a peaceful wooded setting, 640 Sean Drive offers a rare combination of privacy, versatility, and convenience in Annapolis.