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Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!

3 Beds ⋅ 3 Baths

Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!

16 Woodlawn Ave, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$749,000

Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes secure assigned storage and dedicated bicycle space on the ground floor. The Point community inspects and cleans every unit's fireplace and dryer vent yearly. Whether you’re looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away.

1 Beds ⋅ 1 Baths

Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes secure assigned storage and dedicated bicycle space on the ground floor. The Point community inspects and cleans every unit's fireplace and dryer vent yearly. Whether you’re looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away.

5 President Point Dr Unit A2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$750,000

FRESHLY PAINTED INTERIOR & FRONT PORCH! Welcome to UP-TOWN EASTPORT! This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes throughout. The chef’s kitchen is fully equipped with Saint Cecilia granite counter tops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile back splash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms with NEW CARPET! and a full bathroom. Upstairs, a massive second-story addition houses a luxurious primary suite with a custom glass shower, a walk-in closet, and a sitting area. The lower level offers a family room with a storage area and a "DEN" with a full bath. No detail was spared in the renovation, which features gleaming new hardwood floors, energy-efficient double-pane tilt-in windows, and updated insulation. Enjoy worry-free living with a comprehensive HVAC setup including a gas furnace and central A/C, updated plumbing, new electrical panels, a new water heater, and a fully integrated, code-compliant interior fire sprinkler system. The exterior shines with architectural roof shingles, low-maintenance vinyl siding, new gutters, and a spacious gravel driveway. Outside, enjoy outdoor entertaining in the fully fenced, private backyard. Perfectly situated moments from historic downtown Annapolis & Eastport restaurants, and of course all the local waterways.

3 Beds ⋅ 3 Baths

FRESHLY PAINTED INTERIOR & FRONT PORCH! Welcome to UP-TOWN EASTPORT! This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes throughout. The chef’s kitchen is fully equipped with Saint Cecilia granite counter tops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile back splash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms with NEW CARPET! and a full bathroom. Upstairs, a massive second-story addition houses a luxurious primary suite with a custom glass shower, a walk-in closet, and a sitting area. The lower level offers a family room with a storage area and a "DEN" with a full bath. No detail was spared in the renovation, which features gleaming new hardwood floors, energy-efficient double-pane tilt-in windows, and updated insulation. Enjoy worry-free living with a comprehensive HVAC setup including a gas furnace and central A/C, updated plumbing, new electrical panels, a new water heater, and a fully integrated, code-compliant interior fire sprinkler system. The exterior shines with architectural roof shingles, low-maintenance vinyl siding, new gutters, and a spacious gravel driveway. Outside, enjoy outdoor entertaining in the fully fenced, private backyard. Perfectly situated moments from historic downtown Annapolis & Eastport restaurants, and of course all the local waterways.

907 Monroe St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$800,000

Room to spread out, space to entertain, and the Annapolis water-oriented lifestyle! Welcome to 1007 Harbor Drive in sought-after Annapolis Roads, offering 3,722 finished square feet, four bedrooms, three full and two half baths, a two-car garage, and a versatile floor plan designed for today's lifestyles. One of this home's standout features is the finished walkout lower level, complete with a recreation room, kitchenette, full bath, bonus room, and private entrance. Whether you need space for guests, a home office, hobbies, or additional living and entertaining areas, this home offers exceptional flexibility. Outdoor living is just as impressive! Enjoy the screened porch, deck, 10-person hot tub, and newly built fire pit with custom paver patio overlooking the level, fenced backyard. The extra-wide driveway provides additional parking for vehicles, a boat, or an RV, while the two-car garage offers extensive storage with a floored attic, shelving, and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet, and recessed lighting complement generous living spaces. The main level features a wood-burning fireplace, dedicated living room/home office, dining area, kitchen with granite countertops and island, and a bright breakfast room with vaulted ceiling and skylights. Upstairs, the spacious primary suite includes a sitting/dressing area, walk-in closet, and private laundry, along with three additional bedrooms and an updated hall bath with double vanity. Major improvements have already been completed, including a two-zone HVAC system and most windows replaced in 2024, roof approximately 2020, water heater and well tank in 2026, refrigerator in 2025, cooktop in 2023, and dishwasher in 2022. A Choice home warranty through 2030 conveys to the buyer. Beyond the home, enjoy everything Annapolis Roads has to offer, including access to a sandy community beach, boat ramp, waterfront park, playground, picnic area, and pavilion along the Chesapeake Bay. All just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. No HOA!

4 Beds ⋅ 5 Baths

Room to spread out, space to entertain, and the Annapolis water-oriented lifestyle! Welcome to 1007 Harbor Drive in sought-after Annapolis Roads, offering 3,722 finished square feet, four bedrooms, three full and two half baths, a two-car garage, and a versatile floor plan designed for today's lifestyles. One of this home's standout features is the finished walkout lower level, complete with a recreation room, kitchenette, full bath, bonus room, and private entrance. Whether you need space for guests, a home office, hobbies, or additional living and entertaining areas, this home offers exceptional flexibility. Outdoor living is just as impressive! Enjoy the screened porch, deck, 10-person hot tub, and newly built fire pit with custom paver patio overlooking the level, fenced backyard. The extra-wide driveway provides additional parking for vehicles, a boat, or an RV, while the two-car garage offers extensive storage with a floored attic, shelving, and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet, and recessed lighting complement generous living spaces. The main level features a wood-burning fireplace, dedicated living room/home office, dining area, kitchen with granite countertops and island, and a bright breakfast room with vaulted ceiling and skylights. Upstairs, the spacious primary suite includes a sitting/dressing area, walk-in closet, and private laundry, along with three additional bedrooms and an updated hall bath with double vanity. Major improvements have already been completed, including a two-zone HVAC system and most windows replaced in 2024, roof approximately 2020, water heater and well tank in 2026, refrigerator in 2025, cooktop in 2023, and dishwasher in 2022. A Choice home warranty through 2030 conveys to the buyer. Beyond the home, enjoy everything Annapolis Roads has to offer, including access to a sandy community beach, boat ramp, waterfront park, playground, picnic area, and pavilion along the Chesapeake Bay. All just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. No HOA!

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

$750,000

2.625% Assumable FHA loan! Significant Price Improvement! Priced to sell, incredible value and opportunity. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for entertaining and evening dinners on the updated trex deck! The lot next to the home is a county preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Don't miss this great opportunity! Schedule your showing today.

5 Beds ⋅ 5 Baths

2.625% Assumable FHA loan! Significant Price Improvement! Priced to sell, incredible value and opportunity. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for entertaining and evening dinners on the updated trex deck! The lot next to the home is a county preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Don't miss this great opportunity! Schedule your showing today.

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact:

$800,000

NEW PRICE FOR AN EXCEPTIONAL PROPERTY !!! Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.

3 Beds ⋅ 3 Baths

NEW PRICE FOR AN EXCEPTIONAL PROPERTY !!! Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.

7038 Clinton Ct, Annapolis

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

$749,999

Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

3 Beds ⋅ 4 Baths

Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

21 Boucher Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$749,900

Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

4 Beds ⋅ 3 Baths

Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$749,000

Don't miss out on this great location. Fall is here and it is time to make your move and be settled in before the holiday season is here! Must see inside to appreciate all this home has to offer. Sellers are highly motivated! Details and features; -The kitchen used to be the carport -The upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access to Quiet Waters Park -Metal roof on barn/garage -Custom built doors on barn/garage This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings.

4 Beds ⋅ 3 Baths

Don't miss out on this great location. Fall is here and it is time to make your move and be settled in before the holiday season is here! Must see inside to appreciate all this home has to offer. Sellers are highly motivated! Details and features; -The kitchen used to be the carport -The upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access to Quiet Waters Park -Metal roof on barn/garage -Custom built doors on barn/garage This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings.

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$750,000

Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and AC), ideal for a workshop, home office, or studio. This move-in-ready home is steps away from marinas, street-end waterfront parks, shopping, dining, and downtown Annapolis.

2 Beds ⋅ 2 Baths

Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and AC), ideal for a workshop, home office, or studio. This move-in-ready home is steps away from marinas, street-end waterfront parks, shopping, dining, and downtown Annapolis.

418 Chesapeake Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$799,000

NEW PRICE ALERT!!******Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and high-end stainless steel appliances, including a gas range and built-in microwave. The combination of hardwood on the main level, throughout adds a touch of sophistication, while plush carpeting in the bedrooms ensures a cozy retreat. The home features three generously sized bedrooms, each designed with comfort in mind. The primary suite is a true sanctuary, complete with a walk-in closet and a luxurious en-suite bathroom featuring a tub shower. Enjoy the warmth of the gas fireplace in the family room, creating a perfect ambiance for relaxation. Thoughtful details such as ceiling fans and window treatments enhance the home's comfort and style. Step outside to your private outdoor oasis, where a roof top balcony, deck, and patio await, perfect for enjoying morning coffee or evening gatherings. The beautifully landscaped courtyard view adds to the serene atmosphere, making it an ideal spot to unwind. This property also includes a detached two-car garage with rear entry, ensuring convenience and ample storage. The paved driveway and well-maintained sidewalks enhance the overall appeal of the home. As part of the Boucher Place community, residents benefit from included association services such as lawn maintenance, snow removal, and insurance, allowing for a low-maintenance lifestyle. Experience the perfect blend of luxury and comfort in this stunning townhouse, where every detail has been carefully curated to create a welcoming home. Embrace the exclusive lifestyle that awaits you in this beautiful property. New Roof in 2024 and new hardwoods in 2025.

3 Beds ⋅ 4 Baths

NEW PRICE ALERT!!******Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and high-end stainless steel appliances, including a gas range and built-in microwave. The combination of hardwood on the main level, throughout adds a touch of sophistication, while plush carpeting in the bedrooms ensures a cozy retreat. The home features three generously sized bedrooms, each designed with comfort in mind. The primary suite is a true sanctuary, complete with a walk-in closet and a luxurious en-suite bathroom featuring a tub shower. Enjoy the warmth of the gas fireplace in the family room, creating a perfect ambiance for relaxation. Thoughtful details such as ceiling fans and window treatments enhance the home's comfort and style. Step outside to your private outdoor oasis, where a roof top balcony, deck, and patio await, perfect for enjoying morning coffee or evening gatherings. The beautifully landscaped courtyard view adds to the serene atmosphere, making it an ideal spot to unwind. This property also includes a detached two-car garage with rear entry, ensuring convenience and ample storage. The paved driveway and well-maintained sidewalks enhance the overall appeal of the home. As part of the Boucher Place community, residents benefit from included association services such as lawn maintenance, snow removal, and insurance, allowing for a low-maintenance lifestyle. Experience the perfect blend of luxury and comfort in this stunning townhouse, where every detail has been carefully curated to create a welcoming home. Embrace the exclusive lifestyle that awaits you in this beautiful property. New Roof in 2024 and new hardwoods in 2025.

19 Boucher Pl, Annapolis

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

1915 Towne Centre Blvd Unit 915, Annapolis

$719,900

Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community. Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout. The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities. Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation. Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space. Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package. Schedule your private tour today!

2 Beds ⋅ 2 Baths

Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community. Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout. The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities. Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation. Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space. Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package. Schedule your private tour today!

1915 Towne Centre Blvd Unit 915, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$715,000

Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality. The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport. This is the one you’ve been waiting for, schedule your private tour today.

4 Beds ⋅ 3 Baths

Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality. The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport. This is the one you’ve been waiting for, schedule your private tour today.

92 Clifford Blvd, Annapolis

Listing courtesy of Compass. Contact:

76 Old Mill Bottom Rd N Unit 102, Annapolis

$742,425

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

3 Beds ⋅ 7 Baths

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

76 Old Mill Bottom Rd N Unit 102, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

$800,000

This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for up to $9M on the water.. This property in not located in the "city" of Anapolis so no city property tax. There is a private community access to the waters of the Severn River that has a pier and boat slips.... If one wants to join the Boat Club, one can join--agent is verifying fees and will update this info. There is also a public county park, Jonas Green Park, just outside of Pendennis Mount (next to the Naval Academy Bridge off Rt. 450) that offers a sandy beach for cartop boat launching, 288-foot fishing pier, picnic tables and restrooms for public use, but no swimming--(per their website). One can access downtown Annapolis, the Naval Academy within minutes. Easy access to Rtes 2, 50 and I-97. Easy driving to DC, Baltimore, or the Eastern Shore.

3 Beds ⋅ 2 Baths

This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for up to $9M on the water.. This property in not located in the "city" of Anapolis so no city property tax. There is a private community access to the waters of the Severn River that has a pier and boat slips.... If one wants to join the Boat Club, one can join--agent is verifying fees and will update this info. There is also a public county park, Jonas Green Park, just outside of Pendennis Mount (next to the Naval Academy Bridge off Rt. 450) that offers a sandy beach for cartop boat launching, 288-foot fishing pier, picnic tables and restrooms for public use, but no swimming--(per their website). One can access downtown Annapolis, the Naval Academy within minutes. Easy access to Rtes 2, 50 and I-97. Easy driving to DC, Baltimore, or the Eastern Shore.

16 Brice Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

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