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Ideally situated in the desirable, water-privileged community of Riva Trace, 203 Autumn Chase Drive offers an inviting blend of thoughtful updates, comfortable living, and an exceptional Annapolis location. Set on a desirable corner lot with a level yard, this four-bedroom, two-and-a-half-bath home has been extensively refreshed with all-new interior paint, flooring and carpeting, updated light fixtures throughout, newly added recessed lighting, new kitchen appliances, and new shutters. Additional improvements include a new washer and dryer, new hot water heater, a refreshed fireplace, and an impressive three-panel sliding glass door opening to the backyard, creating a seamless connection between indoor and outdoor living. The result is a fresh, modern feel with a welcoming atmosphere and move-in-ready appeal. The upper level features four bedrooms, including a spacious primary suite, along with the convenience of an upstairs laundry room. The main level offers comfortable gathering spaces and a powder room, while the finished lower level provides additional flexibility for recreation, entertaining, or working from home, with a rough-in for a future bath. A two-car garage adds convenience and additional storage. Residents of Riva Trace enjoy an array of community amenities, including waterfront access along Gingerville Creek with a community pier and floating dock, tennis and pickleball courts, basketball, playground, picnic areas, walking trails, outdoor fitness stations, and kayak and canoe storage. Just minutes from historic downtown Annapolis, waterfront dining, boutique shopping, and everyday conveniences, the location offers easy access to major commuter routes, including Route 50 and I-97, providing convenient connections to Washington, D.C., Baltimore, and BWI Thurgood Marshall Airport. Offering the perfect balance of neighborhood charm, waterfront recreation, and regional accessibility, 203 Autumn Chase Drive is an exceptional opportunity to experience the best of the Annapolis lifestyle. Welcome Home!

203 Autumn Chase Dr, Annapolis

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

$799,900

Nestled in the charming community of Cape St. Claire, this stunning transitional-style home offers a perfect blend of comfort and modern living. Built in 2008, this detached residence boasts 3,252 square feet of thoughtfully designed space, featuring four spacious bedrooms and two and a half bathrooms. The kitchen is a delightful space with a breakfast area, perfect for casual meals, while the combination dining/living area is perfect for entertaining. Enjoy the luxury of a soaking tub and a walk-in shower in the master bath, along with ample storage provided by walk-in closets throughout the home. Beautiful wood floors add warmth and elegance, enhancing the overall ambiance. The fully finished basement offers additional living space, perfect for a home theater, playroom, or office, catering to your lifestyle needs. An upper-floor laundry room adds convenience to your daily routine, making chores a breeze. Outside, the property features a lovely deck and extensive patio, ideal for barbecues or quiet evenings under the stars. The exterior is adorned with tasteful lighting, enhancing the home's curb appeal. With an oversized side-entry garage and a driveway that accommodates 2+ vehicles, parking is never a concern. Cape St. Claire is not just a neighborhood; it's a community that embraces a vibrant lifestyle. Residents enjoy access to a private beach, where swimming, canoeing, and kayaking are just steps away. The nearby bay offers opportunities for boating, making it a haven for water enthusiasts. The neighborhood fosters a sense of belonging, with friendly neighbors and a welcoming atmosphere. Public services are readily available, ensuring convenience and peace of mind for all residents. This home is not just a place to live; it's a sanctuary where memories are made, and a community where you can truly thrive. Experience the best of Cape St. Claire living in this beautiful residence, where comfort meets convenience in a picturesque setting.

Nestled in the charming community of Cape St. Claire, this stunning transitional-style home offers a perfect blend of comfort and modern living. Built in 2008, this detached residence boasts 3,252 square feet of thoughtfully designed space, featuring four spacious bedrooms and two and a half bathrooms. The kitchen is a delightful space with a breakfast area, perfect for casual meals, while the combination dining/living area is perfect for entertaining. Enjoy the luxury of a soaking tub and a walk-in shower in the master bath, along with ample storage provided by walk-in closets throughout the home. Beautiful wood floors add warmth and elegance, enhancing the overall ambiance. The fully finished basement offers additional living space, perfect for a home theater, playroom, or office, catering to your lifestyle needs. An upper-floor laundry room adds convenience to your daily routine, making chores a breeze. Outside, the property features a lovely deck and extensive patio, ideal for barbecues or quiet evenings under the stars. The exterior is adorned with tasteful lighting, enhancing the home's curb appeal. With an oversized side-entry garage and a driveway that accommodates 2+ vehicles, parking is never a concern. Cape St. Claire is not just a neighborhood; it's a community that embraces a vibrant lifestyle. Residents enjoy access to a private beach, where swimming, canoeing, and kayaking are just steps away. The nearby bay offers opportunities for boating, making it a haven for water enthusiasts. The neighborhood fosters a sense of belonging, with friendly neighbors and a welcoming atmosphere. Public services are readily available, ensuring convenience and peace of mind for all residents. This home is not just a place to live; it's a sanctuary where memories are made, and a community where you can truly thrive. Experience the best of Cape St. Claire living in this beautiful residence, where comfort meets convenience in a picturesque setting.

1184 Green Holly Dr, Annapolis

Listing courtesy of Samson Properties. Contact:

$530,000

YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact:

$450,000

SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and online through the Ashland Auction Group bidding platform. List price is the suggested opening bid. A 10% buyer’s premium will be added to the high bid. On-site bidders must bring a $10,000 cashier’s check. Online bidders must register and complete the required credit card authorization. Pre-auction offers may be accepted. Built in 1920, this detached Eastport home offers 2 bedrooms and 2 full bathrooms. Inside, the home features a living room, dining room, hardwood floors, and an interior staircase. The outdoor space includes a patio and rear yard on approximately 0.07 acres. Butler’s Marina is nearby on Chester Avenue, and the Annapolis Maritime Museum’s waterfront campus is on Second Street. Eastport’s restaurants and marinas are nearby, with downtown Annapolis and City Dock across the Spa Creek Bridge. The property needs updates and is sold as-is.

2 Beds ⋅ 2 Baths

SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and online through the Ashland Auction Group bidding platform. List price is the suggested opening bid. A 10% buyer’s premium will be added to the high bid. On-site bidders must bring a $10,000 cashier’s check. Online bidders must register and complete the required credit card authorization. Pre-auction offers may be accepted. Built in 1920, this detached Eastport home offers 2 bedrooms and 2 full bathrooms. Inside, the home features a living room, dining room, hardwood floors, and an interior staircase. The outdoor space includes a patio and rear yard on approximately 0.07 acres. Butler’s Marina is nearby on Chester Avenue, and the Annapolis Maritime Museum’s waterfront campus is on Second Street. Eastport’s restaurants and marinas are nearby, with downtown Annapolis and City Dock across the Spa Creek Bridge. The property needs updates and is sold as-is.

316 Chester Ave, Annapolis

Listing courtesy of Ashland Auction Group LLC. Contact:

$985,000

CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL COLONIAL IN THE SOUGHT AFTER COMMUNITY OF PENDENNIS MOUNT JUST OVER THE NAVAL ACADEMY BRIDGE. THIS HOUSE IS SITUATED IN THE BEST LOCATION WITHIN THE NEIGHBORHOOD AND ON ONE OF THE BEST LOTS. LARGE LEVEL FRONT AND BACKYARDS(HARD TO FIND IN PENDENNIS). THIS HOME OFFERS 4/5 BEDROOMS & 3.5 BATHS. FULLY FINISHED LOWER LEVEL WITH ADDITIONAL BEDROOM & BATH FOR GUESTS(OR MIDS)! COMFY LIVING ROOM WITH BIG PICTURE WINDOW LOOKING AT YOUR IDYLLIC FRONT YARD. GREAT ENTERTAINING FLOW FROM THE GOURMET KITCHEN INTO THE OVERSIZED FAMILY ROOM WITH PLENTY OF EXTRA SEATING. WALK OUT ONTO THE DECK OVERLOOKING THE BEAUTIFULLY LANDSCAPED LARGE LEVEL BACKYARD STRUNG WITH OYSTER LIGHTS LEADING TO AN AWESOME FIREPIT THAT IS WONDERFUL FOR ENTERTAINING. NEWER HVAC, UPDATED ELECTRICAL AND EXTRA DEEP GARAGE. WATER ACESS TO THE SEVERN RIGHT NEAR THE SEVERN RIVER IN TOP LAUNCH A KAYAK OR PADDLE BOARD. BROADNECK SCHOOLS AND 5 MINUTES TO DOWNTOWN ANNAPOLIS!

CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL COLONIAL IN THE SOUGHT AFTER COMMUNITY OF PENDENNIS MOUNT JUST OVER THE NAVAL ACADEMY BRIDGE. THIS HOUSE IS SITUATED IN THE BEST LOCATION WITHIN THE NEIGHBORHOOD AND ON ONE OF THE BEST LOTS. LARGE LEVEL FRONT AND BACKYARDS(HARD TO FIND IN PENDENNIS). THIS HOME OFFERS 4/5 BEDROOMS & 3.5 BATHS. FULLY FINISHED LOWER LEVEL WITH ADDITIONAL BEDROOM & BATH FOR GUESTS(OR MIDS)! COMFY LIVING ROOM WITH BIG PICTURE WINDOW LOOKING AT YOUR IDYLLIC FRONT YARD. GREAT ENTERTAINING FLOW FROM THE GOURMET KITCHEN INTO THE OVERSIZED FAMILY ROOM WITH PLENTY OF EXTRA SEATING. WALK OUT ONTO THE DECK OVERLOOKING THE BEAUTIFULLY LANDSCAPED LARGE LEVEL BACKYARD STRUNG WITH OYSTER LIGHTS LEADING TO AN AWESOME FIREPIT THAT IS WONDERFUL FOR ENTERTAINING. NEWER HVAC, UPDATED ELECTRICAL AND EXTRA DEEP GARAGE. WATER ACESS TO THE SEVERN RIGHT NEAR THE SEVERN RIVER IN TOP LAUNCH A KAYAK OR PADDLE BOARD. BROADNECK SCHOOLS AND 5 MINUTES TO DOWNTOWN ANNAPOLIS!

1928 Pendennis Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,595,000

West Annapolis waterview home with elevated, views across Weems Creek and its own deeded Deep-Water Slip (approx. 17' x 33'), one of 4 on the pier, with great access to the Severn River and the Bay. The water faces northwest, so the sunsets are right out the windows. So many windows and outside seating areas to show off the water, and 13 of those windows are new from Thompson Creek. The MBR has a vaulted ceiling and a waterview balcony. There's also a guest suite or extra family room on the lower level with a living room, bathroom and separate entrance. 2-car garage. New air conditioning in 2023. Walk to coffee, dinner and shops in West Annapolis, catch a Navy game at the stadium just down the road, or stroll into downtown Annapolis. DC and Baltimore are an easy commute. Ever-changing water views and your own slip in one of the hottest neighborhoods in town!

West Annapolis waterview home with elevated, views across Weems Creek and its own deeded Deep-Water Slip (approx. 17' x 33'), one of 4 on the pier, with great access to the Severn River and the Bay. The water faces northwest, so the sunsets are right out the windows. So many windows and outside seating areas to show off the water, and 13 of those windows are new from Thompson Creek. The MBR has a vaulted ceiling and a waterview balcony. There's also a guest suite or extra family room on the lower level with a living room, bathroom and separate entrance. 2-car garage. New air conditioning in 2023. Walk to coffee, dinner and shops in West Annapolis, catch a Navy game at the stadium just down the road, or stroll into downtown Annapolis. DC and Baltimore are an easy commute. Ever-changing water views and your own slip in one of the hottest neighborhoods in town!

313 Tucker St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,225,000

Opportunity awaits at 711 Melrose Street, directly across from Navy-Marine Corps Memorial Stadium in one of Annapolis’s most sought-after locations. This original home is ready for a full renovation, making it an ideal project for investors, builders, or buyers looking to create something truly their own. The current layout offers 2 bedrooms, 1 full bath, and a partially finished basement with room to expand living space. Outside, enjoy a generous backyard with a storage shed, plus a newly installed driveway with parking for 2+ cars, a rare convenience in this area. Just minutes from the U.S. Naval Academy, downtown Annapolis, and the waterfront, this location offers lasting value in the heart of Anne Arundel County. Bring your vision and make the most of this exceptional setting. Property is being sold strictly as-is.

929 Sherwood Forest Rd, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact:

$469,900

2 Beds ⋅ 1 Baths

Opportunity awaits at 711 Melrose Street, directly across from Navy-Marine Corps Memorial Stadium in one of Annapolis’s most sought-after locations. This original home is ready for a full renovation, making it an ideal project for investors, builders, or buyers looking to create something truly their own. The current layout offers 2 bedrooms, 1 full bath, and a partially finished basement with room to expand living space. Outside, enjoy a generous backyard with a storage shed, plus a newly installed driveway with parking for 2+ cars, a rare convenience in this area. Just minutes from the U.S. Naval Academy, downtown Annapolis, and the waterfront, this location offers lasting value in the heart of Anne Arundel County. Bring your vision and make the most of this exceptional setting. Property is being sold strictly as-is.

711 Melrose St, Annapolis

Listing courtesy of Next Step Realty. Contact:

$995,000

Epic Home in the Waterfront Community of Epping Forest! Post and Beam Tree House with 6 Levels of Interior/Exterior Living Space plus an additional lower level with utility room and bonus storage in basement. The perfect location in one of Annapolis's prime waterfront communities! Contemporary log home design with custom built ins and windows everywhere bringing the surrounding peace of nature inside. Intimate spaces uniquely designed within an open floorplan. Custom cabinetry, soaring pine plank ceilings, walls of Anderson windows, Pine wide plank flooring and over 1,000 square feet of outside multi level deck space. Imagine spending a quiet Fall Saturday in this glorious property curled up with a book in the loft library surrounded by woods and nature. Anderson Windows, 15K Panoramic Forever Sliding Doors to access upper deck in loft and new roof in 2024. Recent 20K in Improvements including large parking area retaining wall. Epping Forest is a Gated Waterfront Community on the Severn River with a communal beach, waterfront Clubhouse with restaurant and bar, tennis/pickleball and Marina. Your neighbors will become your best friends and better than family. The very best you can find in Annapolis! Year around activities include 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, Kayaks & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around!

Epic Home in the Waterfront Community of Epping Forest! Post and Beam Tree House with 6 Levels of Interior/Exterior Living Space plus an additional lower level with utility room and bonus storage in basement. The perfect location in one of Annapolis's prime waterfront communities! Contemporary log home design with custom built ins and windows everywhere bringing the surrounding peace of nature inside. Intimate spaces uniquely designed within an open floorplan. Custom cabinetry, soaring pine plank ceilings, walls of Anderson windows, Pine wide plank flooring and over 1,000 square feet of outside multi level deck space. Imagine spending a quiet Fall Saturday in this glorious property curled up with a book in the loft library surrounded by woods and nature. Anderson Windows, 15K Panoramic Forever Sliding Doors to access upper deck in loft and new roof in 2024. Recent 20K in Improvements including large parking area retaining wall. Epping Forest is a Gated Waterfront Community on the Severn River with a communal beach, waterfront Clubhouse with restaurant and bar, tennis/pickleball and Marina. Your neighbors will become your best friends and better than family. The very best you can find in Annapolis! Year around activities include 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, Kayaks & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around!

1760 Birdbrook Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$950,000

Located in the sought-after Saefern community, this distinctive home offers a rare combination of privacy, natural beauty, and access to an array of community amenities. Tucked away in a peaceful, wooded setting, the home is approached by a long, sloping driveway and surrounded by mature trees, creating a private retreat with a treehouse-like feel. Inside, the home's post-and-beam construction, soaring vaulted ceilings, exposed beams, and dramatic two-story brick fireplace create a warm and inviting atmosphere. Natural light fills the open living spaces, while multiple glass sliders connect the interior to the expansive ipe deck, providing an ideal setting for entertaining or simply enjoying the surrounding landscape. The kitchen features granite countertops, stainless steel appliances, 42-inch upper cabinets, double wall ovens, a separate cooktop, and a center island. The main level offers the convenience of a primary bedroom and bath, along with an open living and dining area anchored by an oversized wood-burning fireplace. Upstairs, a catwalk and loft overlook the main living space, adding architectural interest and offering beautiful views of the home's interior and wooded surroundings. The walk-out lower level expands the home's living space with 10-foot ceilings, an additional bedroom and full bathroom, a spacious 24 x 20 family room with a woodstove, and ample storage. A covered area beneath the deck provides additional sheltered outdoor space. Other features include an attached two-car garage and an irrigation system. Recent improvements include a new roof installed at the end of 2024, a new septic tank in 2025, and a new HVAC system installed in 2025, converting the home from oil heat to an electric heat pump system. Saefern offers an impressive selection of community amenities, including a marina, outdoor swimming pool, horse stables, scenic trails, dog park, fishing pond, and tennis and pickleball courts. Membership is optional, though highly recommended within the community, and provides access to these amenities. Boat slips at the marina are subject to availability, with options for vessels of varying sizes and water depths. Enjoy the feeling of a private retreat while remaining conveniently located near Annapolis Mall, downtown Annapolis, Anne Arundel Medical Center, and major commuter routes including Routes 50 and 97. With its distinctive architectural character, peaceful natural setting, recent system updates, and access to the Severn River and community amenities, this home offers a unique opportunity to enjoy Saefern living.

Located in the sought-after Saefern community, this distinctive home offers a rare combination of privacy, natural beauty, and access to an array of community amenities. Tucked away in a peaceful, wooded setting, the home is approached by a long, sloping driveway and surrounded by mature trees, creating a private retreat with a treehouse-like feel. Inside, the home's post-and-beam construction, soaring vaulted ceilings, exposed beams, and dramatic two-story brick fireplace create a warm and inviting atmosphere. Natural light fills the open living spaces, while multiple glass sliders connect the interior to the expansive ipe deck, providing an ideal setting for entertaining or simply enjoying the surrounding landscape. The kitchen features granite countertops, stainless steel appliances, 42-inch upper cabinets, double wall ovens, a separate cooktop, and a center island. The main level offers the convenience of a primary bedroom and bath, along with an open living and dining area anchored by an oversized wood-burning fireplace. Upstairs, a catwalk and loft overlook the main living space, adding architectural interest and offering beautiful views of the home's interior and wooded surroundings. The walk-out lower level expands the home's living space with 10-foot ceilings, an additional bedroom and full bathroom, a spacious 24 x 20 family room with a woodstove, and ample storage. A covered area beneath the deck provides additional sheltered outdoor space. Other features include an attached two-car garage and an irrigation system. Recent improvements include a new roof installed at the end of 2024, a new septic tank in 2025, and a new HVAC system installed in 2025, converting the home from oil heat to an electric heat pump system. Saefern offers an impressive selection of community amenities, including a marina, outdoor swimming pool, horse stables, scenic trails, dog park, fishing pond, and tennis and pickleball courts. Membership is optional, though highly recommended within the community, and provides access to these amenities. Boat slips at the marina are subject to availability, with options for vessels of varying sizes and water depths. Enjoy the feeling of a private retreat while remaining conveniently located near Annapolis Mall, downtown Annapolis, Anne Arundel Medical Center, and major commuter routes including Routes 50 and 97. With its distinctive architectural character, peaceful natural setting, recent system updates, and access to the Severn River and community amenities, this home offers a unique opportunity to enjoy Saefern living.

523a Epping Forest Rd, Annapolis

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

$550,000

Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

976 Mount Holly Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$1,298,000

Skip the renovations and settle right into this Eastport gem. From top to bottom, flawlessly turnkey in every detail, this home invites you to immediately embrace the coveted downtown lifestyle. Custom-built in 2021, this 3200 sq ft home perfectly blends modern luxuries with classic Eastport charm. Fine finishes, 9-foot ceilings, stunning millwork, and gorgeous white oak floors set the tone. The heart is the chef’s kitchen with a show-stopping center island and granite counters. The kitchen is open to the light-filled family room, flanked by a cozy gas fireplace and custom built-ins. A versatile 4th bedroom or office, full bath, and chic beverage center complete the main level. Upstairs features a convenient laundry room, three spacious bedrooms—including a vaulted primary suite—and two beautifully appointed bathrooms with modern tile and granite vanities. The fully finished lower level adds a large recreation area, another full bath and ample storage. For outdoor living, the amazing 300-square-foot screened porch will quickly become a favorite spot. Step off the porch and enjoy the crafted stone patio, firepit and a fully fenced, grassy backyard. Perfectly positioned, you are just moments from Eastport's celebrated restaurants, marinas, and waterfront parks, with an easy stroll across the Spa Creek Bridge to Historic Downtown Annapolis. This exceptional turn-key offering delivers the best of Eastport living in a flawless package. Check out the Interactive Floor Plan! Open House Friday 11/6 3pm-5pm and Saturday 11/7 9am-11am.

Skip the renovations and settle right into this Eastport gem. From top to bottom, flawlessly turnkey in every detail, this home invites you to immediately embrace the coveted downtown lifestyle. Custom-built in 2021, this 3200 sq ft home perfectly blends modern luxuries with classic Eastport charm. Fine finishes, 9-foot ceilings, stunning millwork, and gorgeous white oak floors set the tone. The heart is the chef’s kitchen with a show-stopping center island and granite counters. The kitchen is open to the light-filled family room, flanked by a cozy gas fireplace and custom built-ins. A versatile 4th bedroom or office, full bath, and chic beverage center complete the main level. Upstairs features a convenient laundry room, three spacious bedrooms—including a vaulted primary suite—and two beautifully appointed bathrooms with modern tile and granite vanities. The fully finished lower level adds a large recreation area, another full bath and ample storage. For outdoor living, the amazing 300-square-foot screened porch will quickly become a favorite spot. Step off the porch and enjoy the crafted stone patio, firepit and a fully fenced, grassy backyard. Perfectly positioned, you are just moments from Eastport's celebrated restaurants, marinas, and waterfront parks, with an easy stroll across the Spa Creek Bridge to Historic Downtown Annapolis. This exceptional turn-key offering delivers the best of Eastport living in a flawless package. Check out the Interactive Floor Plan! Open House Friday 11/6 3pm-5pm and Saturday 11/7 9am-11am.

1010 Park Ave, Annapolis

Listing courtesy of Compass. Contact:

$550,000

DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

4 Beds ⋅ 2 Baths

DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

2638 Greenbriar Ln, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$725,000

Coming Soon! Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

Coming Soon! Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

848 Deerwood Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

$795,000

Welcome to Admiral Heights. Perched proudly, this beautifully maintained home at 405 Halsey Road, is where pride of ownership shines throughout. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy stadium, and major commuter routes to Washington, D.C., Northern Virginia, and Baltimore, this home offers the perfect blend of comfort, convenience, and lifestyle. Featuring 3 bedrooms and 2.5 bathrooms, the home offers a thoughtfully designed layout with inviting spaces for everyday living and entertaining. The main level features a kitchen that opens to the dining area and family room, complete with a cozy wood-burning fireplace. From here, step into the enclosed sunporch and out to the deck, creating a wonderful flow for indoor-outdoor living. A separate formal dining room and convenient powder room complete the main level. Upstairs, the spacious primary suite offers a large walk-in closet, a comfortable sitting area, and a private full bathroom. Two additional generously sized bedrooms and a full hall bathroom provide plenty of room for family, guests, or a home office. Major updates include a new roof and replacement windows, offering added peace of mind. The lower level provides excellent potential to create additional living space tailored to your needs, whether you envision a recreation room, home gym, theater, or hobby space. Outside, enjoy the lovely backyard, perfect for summer barbecues, entertaining friends, or simply relaxing at home. With this homes wonderful location, inviting living spaces, and meticulous care, this Admiral Heights home is ready for its next chapter. Come discover all it has to offer.

3 Beds ⋅ 3 Baths

Welcome to Admiral Heights. Perched proudly, this beautifully maintained home at 405 Halsey Road, is where pride of ownership shines throughout. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy stadium, and major commuter routes to Washington, D.C., Northern Virginia, and Baltimore, this home offers the perfect blend of comfort, convenience, and lifestyle. Featuring 3 bedrooms and 2.5 bathrooms, the home offers a thoughtfully designed layout with inviting spaces for everyday living and entertaining. The main level features a kitchen that opens to the dining area and family room, complete with a cozy wood-burning fireplace. From here, step into the enclosed sunporch and out to the deck, creating a wonderful flow for indoor-outdoor living. A separate formal dining room and convenient powder room complete the main level. Upstairs, the spacious primary suite offers a large walk-in closet, a comfortable sitting area, and a private full bathroom. Two additional generously sized bedrooms and a full hall bathroom provide plenty of room for family, guests, or a home office. Major updates include a new roof and replacement windows, offering added peace of mind. The lower level provides excellent potential to create additional living space tailored to your needs, whether you envision a recreation room, home gym, theater, or hobby space. Outside, enjoy the lovely backyard, perfect for summer barbecues, entertaining friends, or simply relaxing at home. With this homes wonderful location, inviting living spaces, and meticulous care, this Admiral Heights home is ready for its next chapter. Come discover all it has to offer.

405 Halsey Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$250,000

Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thursday, November 12, 11:00 AM–1:00 PM; Sunday, November 22, 10:00 AM–12:00 PM EST. Register at Prime Auction Solutions. Review complete auction terms, documents, buyer's premium, deposit requirements, and property documents before bidding. The final price to be set at auction. Excellent investor and investment opportunity. Register and bid your price at Prime Auction Solutions. Contact the agent for more specific information.

3 Beds ⋅ 3 Baths

Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thursday, November 12, 11:00 AM–1:00 PM; Sunday, November 22, 10:00 AM–12:00 PM EST. Register at Prime Auction Solutions. Review complete auction terms, documents, buyer's premium, deposit requirements, and property documents before bidding. The final price to be set at auction. Excellent investor and investment opportunity. Register and bid your price at Prime Auction Solutions. Contact the agent for more specific information.

721 Fairway Dr, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

$709,900

Nestled in the charming Admiral Heights neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full bathrooms, the open floor plan invites you to enjoy seamless transitions between the family room and the upgraded kitchen, featuring a oversized island with seating for 6, stainless steel appliances, and elegant granite countertops. The warm wood floors and recessed lighting create an inviting atmosphere, while the cozy fireplace adds a touch of warmth for those cooler evenings. Step outside to discover a serene outdoor space adorned with extensive hardscaping and lush gardens, perfect for relaxation or entertaining. The deck provides an ideal spot for morning coffee or evening gatherings with family and friends, all while enjoying views of the surrounding matured trees and lush gardens. With a generous 0.25-acre lot, there's plenty of room to breathe and unwind and relax. The renovations in the last several years of the kitchen, deck, roof and new windows ensure that this home is in excellent condition, ready for you to move in and make it your own. The partially finished basement offers additional space for entertaining and utility room w/storage. The huge detached 538 sq foot 2 car garage offers room to improve the space or for all your hobbies and the paved driveway provide ample parking. As part of the Admiral Heights community, you'll have access to delightful amenities, including a picnic area, outdoor pool, and private dock on Weems Creek, perfect for kayaking or canoeing(Pool and Boat Club membership available with a fee)Enjoy the tranquility of waterfront living while being just moments away from local shops, dining, and parks. Walkable to local to Navy Stadium, West street cafes, the public library, parks, West Annapolis restaurants and shops and all in the center of what Annapolis has to offer!! This home is not just a place to live; it's a lifestyle waiting for you to embrace!

Nestled in the charming Admiral Heights neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full bathrooms, the open floor plan invites you to enjoy seamless transitions between the family room and the upgraded kitchen, featuring a oversized island with seating for 6, stainless steel appliances, and elegant granite countertops. The warm wood floors and recessed lighting create an inviting atmosphere, while the cozy fireplace adds a touch of warmth for those cooler evenings. Step outside to discover a serene outdoor space adorned with extensive hardscaping and lush gardens, perfect for relaxation or entertaining. The deck provides an ideal spot for morning coffee or evening gatherings with family and friends, all while enjoying views of the surrounding matured trees and lush gardens. With a generous 0.25-acre lot, there's plenty of room to breathe and unwind and relax. The renovations in the last several years of the kitchen, deck, roof and new windows ensure that this home is in excellent condition, ready for you to move in and make it your own. The partially finished basement offers additional space for entertaining and utility room w/storage. The huge detached 538 sq foot 2 car garage offers room to improve the space or for all your hobbies and the paved driveway provide ample parking. As part of the Admiral Heights community, you'll have access to delightful amenities, including a picnic area, outdoor pool, and private dock on Weems Creek, perfect for kayaking or canoeing(Pool and Boat Club membership available with a fee)Enjoy the tranquility of waterfront living while being just moments away from local shops, dining, and parks. Walkable to local to Navy Stadium, West street cafes, the public library, parks, West Annapolis restaurants and shops and all in the center of what Annapolis has to offer!! This home is not just a place to live; it's a lifestyle waiting for you to embrace!

127 Porter Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$619,000

Enjoy the convenience of main-level living at 950 Marconi Avenue in Annapolis’s established 55+ community of Heritage Harbour. Set on a quarter-acre corner lot, this brick-front Colonial offers four bedrooms, three full baths, and approximately 1,966 square feet of flexible living space. The main level brings everyday essentials together, including a primary bedroom with an attached bath, a second bedroom, an additional full bath, and laundry. A spacious 23-by-19-foot living room with an electric fireplace provides plenty of room to gather, with direct access to a private patio for outdoor relaxation. The kitchen and separate dining room complete the main living spaces, while an attached one-car garage adds convenience. Upstairs, two additional bedrooms and a full bath offer space for guests, hobbies, or a home office. Heritage Harbour’s amenities include an indoor pool, exercise room, sauna, clubhouse, library, game room, and gathering spaces. With shopping nearby and a layout that balances comfortable daily living with room to spread out, this home offers an inviting opportunity to enjoy life in an amenity-rich Annapolis community.

Enjoy the convenience of main-level living at 950 Marconi Avenue in Annapolis’s established 55+ community of Heritage Harbour. Set on a quarter-acre corner lot, this brick-front Colonial offers four bedrooms, three full baths, and approximately 1,966 square feet of flexible living space. The main level brings everyday essentials together, including a primary bedroom with an attached bath, a second bedroom, an additional full bath, and laundry. A spacious 23-by-19-foot living room with an electric fireplace provides plenty of room to gather, with direct access to a private patio for outdoor relaxation. The kitchen and separate dining room complete the main living spaces, while an attached one-car garage adds convenience. Upstairs, two additional bedrooms and a full bath offer space for guests, hobbies, or a home office. Heritage Harbour’s amenities include an indoor pool, exercise room, sauna, clubhouse, library, game room, and gathering spaces. With shopping nearby and a layout that balances comfortable daily living with room to spread out, this home offers an inviting opportunity to enjoy life in an amenity-rich Annapolis community.

950 Marconi Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$749,999

Welcome home to this charming Waterview colonial in sought after Cape St Clarie community. Enjoy your morning coffee or an evening beverage on your expansive deck while taking in the views of the Little Magothy River. This home has so many wonderful features. The main level as you enter the home has a separate living area with a dining area right off that. The large gourmet kitchen will be the heart of the home with the sprawling open floor plan. Off the family room you step out to the spacious deck and enjoy the river views year-round. The upper level boasts 3 ample sized bedrooms, with the primary enjoying its own primary bath. If that wasn't enough, the lower level has another whole separate living area, with a kitchen, full bath, laundry, 2 bedrooms, a living room and its own separate entrance from the main level of the house. The exterior has a great, fenced yard for the family and the pets to enjoy, there is even an above ground pool for summertime enjoyment. The community has a beach, clubhouse and boat slips available for an additional fee. Don't miss out for a chance to own in this community!

Welcome home to this charming Waterview colonial in sought after Cape St Clarie community. Enjoy your morning coffee or an evening beverage on your expansive deck while taking in the views of the Little Magothy River. This home has so many wonderful features. The main level as you enter the home has a separate living area with a dining area right off that. The large gourmet kitchen will be the heart of the home with the sprawling open floor plan. Off the family room you step out to the spacious deck and enjoy the river views year-round. The upper level boasts 3 ample sized bedrooms, with the primary enjoying its own primary bath. If that wasn't enough, the lower level has another whole separate living area, with a kitchen, full bath, laundry, 2 bedrooms, a living room and its own separate entrance from the main level of the house. The exterior has a great, fenced yard for the family and the pets to enjoy, there is even an above ground pool for summertime enjoyment. The community has a beach, clubhouse and boat slips available for an additional fee. Don't miss out for a chance to own in this community!

962 Woodland Cir, Annapolis

Listing courtesy of Rosendale Realty. Contact:

$670,000

Welcome to your turn-key coastal retreat in the highly sought-after water-privilege community of Oyster Harbor! Situated on a rare double lot, this beautiful 4-bedroom, 3-full-bath home offers the perfect blend of modern updates and outdoor flexibility. The main level shines with refinished hardwood floors, a freshly painted interior, and a bright, open-concept kitchen, living, and dining area. Step through the glass doors onto the elevated wrap-around deck—an entertainer's dream perfect for catching cool breezes off the Chesapeake Bay. Retreat to the private primary suite addition, featuring a cozy stone fireplace, dual closets, with a private bath. The fully finished lower level boasts brand-new wall-to-wall carpet, a spacious family room, a full bath, a fourth bedroom, den, and ample storage space. Outside, the expansive double lot provides endless possibilities for a garage, boat storage, or custom gardens. Enjoy premier community amenities including a private beach, playground, and boat slips. Don't miss this incredible opportunity to live the Coastal Annapolis Lifestyle!

Welcome to your turn-key coastal retreat in the highly sought-after water-privilege community of Oyster Harbor! Situated on a rare double lot, this beautiful 4-bedroom, 3-full-bath home offers the perfect blend of modern updates and outdoor flexibility. The main level shines with refinished hardwood floors, a freshly painted interior, and a bright, open-concept kitchen, living, and dining area. Step through the glass doors onto the elevated wrap-around deck—an entertainer's dream perfect for catching cool breezes off the Chesapeake Bay. Retreat to the private primary suite addition, featuring a cozy stone fireplace, dual closets, with a private bath. The fully finished lower level boasts brand-new wall-to-wall carpet, a spacious family room, a full bath, a fourth bedroom, den, and ample storage space. Outside, the expansive double lot provides endless possibilities for a garage, boat storage, or custom gardens. Enjoy premier community amenities including a private beach, playground, and boat slips. Don't miss this incredible opportunity to live the Coastal Annapolis Lifestyle!

3349 Arundel On The Bay Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$585,000

Coming Soon! Updated contemporary with a renovated kitchen, baths, new flooring, whole house sprinkler system, new electric panel, closed electric, plumbing, building, mechanical, and sprinkler permits coming soon in Stonecreek!

3 Beds ⋅ 3 Baths

Coming Soon! Updated contemporary with a renovated kitchen, baths, new flooring, whole house sprinkler system, new electric panel, closed electric, plumbing, building, mechanical, and sprinkler permits coming soon in Stonecreek!

14 Landings Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

$1,749,000

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

173 Williams Dr, Annapolis

Listing courtesy of Homecoin.com. Contact:

$1,795,000

Priced to Sell! This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis. Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

Priced to Sell! This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis. Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

830 Chester Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,119,290

Enjoy a prime location directly across from Quiet Waters Park and just minutes from downtown Annapolis. This home presents a unique opportunity to make it your own, with the builder completing construction through the drywall stage before the buyer selects their preferred interior finishes and colors. Personalize the details to suit your style, with completion and move-in anticipated by March.

4 Beds ⋅ 5 Baths

Enjoy a prime location directly across from Quiet Waters Park and just minutes from downtown Annapolis. This home presents a unique opportunity to make it your own, with the builder completing construction through the drywall stage before the buyer selects their preferred interior finishes and colors. Personalize the details to suit your style, with completion and move-in anticipated by March.

112 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$1,475,000

Luxury New Construction | A Lifestyle of Walkability, Elegance & Annapolis Charm. Don’t miss this exceptional opportunity to own a stunning new-construction home in the highly desirable Homewood neighborhood of Annapolis! With permits in hand and construction about to begin, there is still time to personalize select finishes and make this beautiful home your own. Offering three finished levels of thoughtfully designed living space, this residence delivers more than luxury living, it offers a lifestyle centered around comfort, connection, and the best of Annapolis right outside your door. Inside, 9-foot ceilings on every level and a bright, open-concept floor plan create an inviting sense of space. The gourmet kitchen is designed to impress, featuring 42-inch custom cabinetry, quartz countertops with a coordinating backsplash, stainless steel appliances, and an oversized island that seamlessly connects the dining area and spacious family room. A cozy gas fireplace creates a warm and welcoming gathering space, while sliding glass doors open to a private deck, perfect for morning coffee, evening cocktails, or entertaining friends. A stylish powder room and convenient mudroom with laundry space complete the main level. Upstairs, the expansive primary suite offers a peaceful retreat, complete with a generous walk-in closet and spa-inspired bath featuring a double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests. The finished lower level expands the possibilities with a spacious recreation room, fourth bedroom, and full bath, ideal for hosting overnight guests, accommodating extended family, or creating a flexible space for work and leisure. Set along a charming, tree-lined street, this home captures the character of Homewood while offering the style, comfort, and convenience of modern construction. Here, the lifestyle is just as special as the home itself. Enjoy a leisurely walk to downtown Annapolis for waterfront dining, boutique shopping, coffee with friends, and evenings spent exploring the city’s vibrant historic district. With inviting green spaces, a welcoming neighborhood atmosphere, and convenient access to major commuter routes, you can enjoy the perfect balance of urban convenience and residential charm. With its exceptional design, flexible living spaces, and coveted walkable location, this is more than a place to call home, it’s an opportunity to embrace the Annapolis lifestyle. And with construction just getting underway, you may still have the opportunity to add your own personal touch.

Luxury New Construction | A Lifestyle of Walkability, Elegance & Annapolis Charm. Don’t miss this exceptional opportunity to own a stunning new-construction home in the highly desirable Homewood neighborhood of Annapolis! With permits in hand and construction about to begin, there is still time to personalize select finishes and make this beautiful home your own. Offering three finished levels of thoughtfully designed living space, this residence delivers more than luxury living, it offers a lifestyle centered around comfort, connection, and the best of Annapolis right outside your door. Inside, 9-foot ceilings on every level and a bright, open-concept floor plan create an inviting sense of space. The gourmet kitchen is designed to impress, featuring 42-inch custom cabinetry, quartz countertops with a coordinating backsplash, stainless steel appliances, and an oversized island that seamlessly connects the dining area and spacious family room. A cozy gas fireplace creates a warm and welcoming gathering space, while sliding glass doors open to a private deck, perfect for morning coffee, evening cocktails, or entertaining friends. A stylish powder room and convenient mudroom with laundry space complete the main level. Upstairs, the expansive primary suite offers a peaceful retreat, complete with a generous walk-in closet and spa-inspired bath featuring a double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests. The finished lower level expands the possibilities with a spacious recreation room, fourth bedroom, and full bath, ideal for hosting overnight guests, accommodating extended family, or creating a flexible space for work and leisure. Set along a charming, tree-lined street, this home captures the character of Homewood while offering the style, comfort, and convenience of modern construction. Here, the lifestyle is just as special as the home itself. Enjoy a leisurely walk to downtown Annapolis for waterfront dining, boutique shopping, coffee with friends, and evenings spent exploring the city’s vibrant historic district. With inviting green spaces, a welcoming neighborhood atmosphere, and convenient access to major commuter routes, you can enjoy the perfect balance of urban convenience and residential charm. With its exceptional design, flexible living spaces, and coveted walkable location, this is more than a place to call home, it’s an opportunity to embrace the Annapolis lifestyle. And with construction just getting underway, you may still have the opportunity to add your own personal touch.

1207 Mcguckian St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

1820 Baltimore Annapolis Blvd, Annapolis

$1,895,000

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

6 Beds ⋅ 5 Baths

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

1820 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$625,000

Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities come together! This beautifully updated home offers 5 bedrooms, 3.5 bathrooms, and approximately 2,500 square feet of finished living space across three levels. Step inside to discover a thoughtfully designed floor plan featuring a convenient main-level bedroom, perfect for guests, a home office, or flexible living arrangements. The brand-new kitchen showcases all-new cabinetry and appliances, creating a fresh, inviting space for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, including a private primary suite. The finished lower level provides even more versatile living space, complete with a fifth bedroom, full bathroom, and plenty of room for recreation, entertaining, or relaxation. Enjoy outdoor living at its finest with a charming covered front porch, an expansive approximately 40-foot-wide rear deck, and a spacious, fully fenced backyard offering endless possibilities for entertaining, gardening, or simply unwinding. A two-car driveway provides convenient off-street parking. Located in the desirable Landings community, residents enjoy access to wonderful amenities, including a swimming pool, tennis courts, and pickleball courts, with an HOA fee of $140/Month. With five bedrooms, extensive updates, flexible living spaces, and outstanding community amenities, this Annapolis home offers an exceptional opportunity. Make sure to book your showing before its gone!

Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities come together! This beautifully updated home offers 5 bedrooms, 3.5 bathrooms, and approximately 2,500 square feet of finished living space across three levels. Step inside to discover a thoughtfully designed floor plan featuring a convenient main-level bedroom, perfect for guests, a home office, or flexible living arrangements. The brand-new kitchen showcases all-new cabinetry and appliances, creating a fresh, inviting space for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, including a private primary suite. The finished lower level provides even more versatile living space, complete with a fifth bedroom, full bathroom, and plenty of room for recreation, entertaining, or relaxation. Enjoy outdoor living at its finest with a charming covered front porch, an expansive approximately 40-foot-wide rear deck, and a spacious, fully fenced backyard offering endless possibilities for entertaining, gardening, or simply unwinding. A two-car driveway provides convenient off-street parking. Located in the desirable Landings community, residents enjoy access to wonderful amenities, including a swimming pool, tennis courts, and pickleball courts, with an HOA fee of $140/Month. With five bedrooms, extensive updates, flexible living spaces, and outstanding community amenities, this Annapolis home offers an exceptional opportunity. Make sure to book your showing before its gone!

7 Landings Ct, Annapolis

Listing courtesy of Alberti Realty, LLC. Contact:

$544,000

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

4 Beds ⋅ 2 Baths

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

584 Wayward Ct, Annapolis

Listing courtesy of Executive Choice Realty. Contact:

$1,395,000

Discover an exceptional blend of sophisticated design, resort-inspired living, and everyday convenience in this beautifully appointed Annapolis residence. Tucked along a quiet street yet remarkably close to everything that makes Annapolis so desirable, this distinctive home offers the perfect balance of privacy and accessibility. From the vibrant restaurants, boutiques, and waterfront attractions of Historic Downtown Annapolis to the charm of nearby neighborhoods and marinas, the very best of the Annapolis lifestyle is just moments away. Designed with both elegant entertaining and comfortable everyday living in mind, the home welcomes you with striking architectural details, beautifully curated finishes, and thoughtfully designed spaces throughout. The main level features gracious formal living and dining areas, complemented by a butler's pantry that makes hosting effortless. At the heart of the home, a beautifully appointed kitchen opens seamlessly to the casual dining area and inviting family room, where accordion glass doors overlook the backyard retreat with serene pool as the focal point The outdoor living experience is truly exceptional. A stunning private pool serves as the centerpiece of a beautifully designed backyard, framed by lush landscaping and mature greenery that create a wonderful sense of seclusion. An expansive covered patio with comfortable lounging and dining areas, ceiling fans, and a fully equipped outdoor kitchen provides the perfect setting for everything from leisurely summer afternoons to memorable evenings entertaining family and friends. The seamless connection between the interior living spaces and poolside retreat creates an atmosphere reminiscent of a private luxury resort. Upstairs, an open loft with a bar area provides an additional gathering space, ideal for relaxing or entertaining or can easily be transformed into an additional bedroom and bath. The luxurious primary suite offers a peaceful escape, complete with an expansive walk-in closet and beautifully appointed spa-inspired bath featuring a curbless walk-through shower. A private balcony overlooking the pool adds another inviting place to unwind. Two additional bedrooms share a well-appointed full bath, offering comfortable accommodations for family or guests. The finished lower level provides remarkable versatility, with a spacious living room, kitchenette, bedroom, and full bath creating an ideal arrangement for extended family, overnight guests, or multigenerational living. A dedicated wine cellar adds a sophisticated touch, while an additional bonus room, currently utilized as a conference room, offers endless possibilities as a private home theater, media lounge, or recreation space. With its elegant interiors, exceptional outdoor amenities, and peaceful setting just minutes from the energy and excitement of Annapolis, this remarkable residence offers an extraordinary opportunity to experience luxury living without compromising convenience. Welcome Home!