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Waterfront Homes for Sale in Annapolis, MD

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  • 1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    /56

    $875,000

    $20K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,150 Sq Ft

    1848 Cherry Rd, Annapolis, MD 21409

    Some addresses just make life better. This one is tucked back in Beechwood on the Burley — a sought-after water-privileged community in St. Margarets, with private access to Burley Creek for kayaking, canoeing, and boating, plus a community pier, dock slips, and picnic area steps from your door. Downtown Annapolis is less than 2 miles away, yet the setting feels genuinely private, sheltered under

    Emily Marsh Engel & Völkers Annapolis

    1848 Cherry Rd, Annapolis, MD 21409
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /14

    $1,495,000

    $380K PRICE DROP
    • Land
    • 26,571 Sq Ft
    • $2,450,820 per Acre

    4 Shiley St, Annapolis, MD 21401

    An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,218,375

    $64K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    /42

    $1,125,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    819 Janice Dr, Annapolis, MD 21403

    Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, Annapolis, MD 21403
  • 104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    /18

    $745,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    104 Groh Ln, Annapolis, MD 21403

    Don't miss this incredible opportunity to own a beautifully updated home in the highly sought-after waterfront community of Hillsmere Shores. Coming soon to 104 Groh Lane, this exceptional residence offers the perfect blend of modern updates, generous living space, and the unmatched lifestyle that makes Hillsmere one of Annapolis' most desirable neighborhoods. Imagine spending your days enjoying

    Wendy Oliver Coldwell Banker Realty

    104 Groh Ln, Annapolis, MD 21403
  • 820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    /55

    $1,875,000

    • 4 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    820 Bay Ridge Ave, Annapolis, MD 21403

    An exceptional blend of timeless craftsmanship, thoughtful customization, and coastal elegance, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living across four levels in Eastport's coveted Sailor's Quay enclave. Unlike many homes in the community, this residence was thoughtfully customized with numerous builder upgrades and enhancements, creating a level of

    Wendy Oliver Coldwell Banker Realty

    820 Bay Ridge Ave, Annapolis, MD 21403
  • 310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    /42

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft

    310 Epping Way, Annapolis, MD 21401

    Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments

    Brad Kappel TTR Sotheby's International Realty

    310 Epping Way, Annapolis, MD 21401
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /58

    $11,500,000

    $1M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining.

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    /53

    $1,075,000

    Open Sun 2PM - 4PM $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    700 N Holly Dr, Annapolis, MD 21409

    Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living

    Sheena Saydam Keller Williams Capital Properties

    700 N Holly Dr, Annapolis, MD 21409
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /113

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    /39

    $549,995

    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    $ 25,000.00 PRICE REDUCTION --WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • 3115 Starboard Dr, Annapolis, MD 21403
    3115 Starboard Dr, Annapolis, MD 21403
    /2

    $965,750

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 2,900 Sq Ft

    3115 Starboard Dr, Annapolis, MD 21403

    A spectacular home is about to hit the market in one of Annapolis' most sought-after waterfront communities. Welcome to 3115 Starboard Drive in Anchorage—an expansive, beautifully renovated residence featuring 5 generous bedrooms, 3 full baths, rich hardwood floors, two fireplaces, a spacious two-car garage, and a stunning screened porch designed for effortless year-round enjoyment. Perfectly

    Wendy Oliver Coldwell Banker Realty

    3115 Starboard Dr, Annapolis, MD 21403
  • 844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    /70

    $1,175,000

    $75K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,920 Sq Ft

    844 Harbor View Terrace, Annapolis, MD 21409

    Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled

    Brooke Austin-McAdam TTR Sotheby's International Realty

    844 Harbor View Terrace, Annapolis, MD 21409
  • 1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    /39

    $2,500,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,709 Sq Ft

    1603 Winchester Rd, Annapolis, MD 21409

    READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1603 Winchester Rd, Annapolis, MD 21409
  • 1132 Bay Ridge Rd, Annapolis, MD 21403
    1132 Bay Ridge Rd, Annapolis, MD 21403
    1132 Bay Ridge Rd, Annapolis, MD 21403
    /49

    $675,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    1132 Bay Ridge Rd, Annapolis, MD 21403

    Bring all offers! Beautiful, well maintained, quality one level living home with basement with water privileges at the end of Lake Ogleton, delivering the ultimate move-in ready experience. Fantastic location on private lane with lots of “New” in 2026 including new roof, skylight with remote shade, kitchen window, heat pump, hot water heater, carpet, sliding glass door, freshly painted, exterior

    Wendy Trebbe Blackwell Real Estate, LLC

    1132 Bay Ridge Rd, Annapolis, MD 21403
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /78

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,890 Sq Ft

    1739 Vineyard Trail, Annapolis, MD 21401

    Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    /42

    $464,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer

    Linda Pelton Taylor Properties

    410 Walnut Dr, Annapolis, MD 21403
  • 35 Decatur Ave, Annapolis, MD 21403
    35 Decatur Ave, Annapolis, MD 21403
    35 Decatur Ave, Annapolis, MD 21403
    /67

    $1,420,000

    • 4 Beds
    • 5 Baths
    • 3,145 Sq Ft

    35 Decatur Ave, Annapolis, MD 21403

    OFFER DEADLINE: 9PM, SUNDAY, JULY 12. A rare coastal retreat in Bay Ridge offering the perfect blend of timeless charm, thoughtful modern updates, and an incredibly versatile floor plan. This lovingly maintained 4-bedroom, 3 full bath, 2 half bath home, totally renovated in 2015, seamlessly combines traditional and Craftsman-inspired character with comfortable living spaces. Inside, the main

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    35 Decatur Ave, Annapolis, MD 21403
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /51

    $2,295,000

    $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /50

    $685,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /28

    $1,895,000

    • Land
    • 9,583 Sq Ft
    • $8,613,636 per Acre

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /47

    $479,999

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    /45

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    The Seasons change the views. Tremendous price reduction. A great opportunity just before the summer. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • 718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    718 Whitehall Beach Rd, Annapolis, MD 21409
    /95

    $1,600,000

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    718 Whitehall Beach Rd, Annapolis, MD 21409

    A rare opportunity to own over 2 private acres in one of Annapolis’ most desirable waterfront communities. Complete with a private tennis court and backing to a sprawling horse farm, this exceptional property offers the perfect blend of privacy, recreation, and the Chesapeake lifestyle. Nestled in the sought-after Whitehall Beach neighborhood, residents enjoy community water access, a fishing

    Joanna Dalton Coldwell Banker Realty

    718 Whitehall Beach Rd, Annapolis, MD 21409
  • 2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    /46

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 4,400 Sq Ft

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully

    Ms. Kristina Boyd Keller Williams Preferred Properties

    2203 Mulberry Hill Rd, Annapolis, MD 21409
  • 117 Sunset Dr, Annapolis, MD 21403
    117 Sunset Dr, Annapolis, MD 21403
    117 Sunset Dr, Annapolis, MD 21403
    /81

    $874,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    117 Sunset Dr, Annapolis, MD 21403

    Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores community one block from the marina, private beach, waterfront playground/parks, community pool, and boat ramp. Thoughtfully redesigned with high-end finishes throughout, this turnkey home offers the perfect blend of style, flexibility,

    Kate Hopkins Coldwell Banker Realty

    117 Sunset Dr, Annapolis, MD 21403
  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /46

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 783 Sonne Dr, Annapolis, MD 21401
    783 Sonne Dr, Annapolis, MD 21401
    783 Sonne Dr, Annapolis, MD 21401
    /47

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 3,152 Sq Ft

    783 Sonne Dr, Annapolis, MD 21401

    Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home

    Brad Kappel TTR Sotheby's International Realty

    783 Sonne Dr, Annapolis, MD 21401
  • 1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    /101

    $1,149,000

    $51K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,240 Sq Ft

    1812 Shore Dr, Annapolis, MD 21401

    Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grove—just minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main

    Day Weitzman Coldwell Banker Realty

    1812 Shore Dr, Annapolis, MD 21401
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • 2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    /50

    $12,950,000

    • 6 Beds
    • 9 Baths
    • 15,859 Sq Ft

    2045 Maidstone Farm Rd, Annapolis, MD 21409

    Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed

    Brad Kappel TTR Sotheby's International Realty

    2045 Maidstone Farm Rd, Annapolis, MD 21409
  • 996 Headwater Rd, Annapolis, MD 21403
    996 Headwater Rd, Annapolis, MD 21403
    996 Headwater Rd, Annapolis, MD 21403
    /59

    $1,099,500

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,288 Sq Ft

    996 Headwater Rd, Annapolis, MD 21403

    Annapolis Waterfront home located right off the South River with easy access to the Chesapeake Bay. This recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning

    Amanda Greenfield Engel & Völkers Annapolis

    996 Headwater Rd, Annapolis, MD 21403
  • 7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    /49

    $614,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new

    Steven Lane LPT Realty, LLC

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 66 Franklin St Unit 412, Annapolis, MD 21401
    66 Franklin St Unit 412, Annapolis, MD 21401
    66 Franklin St Unit 412, Annapolis, MD 21401
    /50

    $849,000

    • 2 Beds
    • 2.5 Baths
    • 1,479 Sq Ft

    66 Franklin St Unit 412, Annapolis, MD 21401

    Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, Main Street, the Naval Academy, restaurants, shops, and marinas, this sought-after community offers an exceptional opportunity to enjoy a truly walkable Annapolis lifestyle.Acton's Landing is known for its distinctive

    Elizabeth Dooner Coldwell Banker Realty

    66 Franklin St Unit 412, Annapolis, MD 21401
  • 66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    /80

    $995,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    66 Franklin St Unit 418, Annapolis, MD 21401

    Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to each floor. The main level is sun-drenched with banks of windows outfitted with plantation shutters, 9-foot ceilings, crown molding, custom built-ins, and a gourmet granite and stainless kitchen and half bath. The lower-level hosts

    Jenn Klarman Long & Foster Real Estate, Inc.

    66 Franklin St Unit 418, Annapolis, MD 21401
  • 1518 Winchester Rd, Annapolis, MD 21409
    1518 Winchester Rd, Annapolis, MD 21409
    1518 Winchester Rd, Annapolis, MD 21409
    /73

    $799,999

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,249 Sq Ft

    1518 Winchester Rd, Annapolis, MD 21409

    Open House Sunday 12-2 Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with

    Ginna Quinn Coldwell Banker Realty

    1518 Winchester Rd, Annapolis, MD 21409
  • 2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    /50

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403

    Open Friday, July 10th from 4-6:30 PM! Vacation every day in your stunning two-level condo with exceptional views and amazing privacy! Wonderful open floor plan and walls of glass make you feel like you are on a boat and create outstanding views from every room. Exceptional features include smart technology throughout, a wood-burning fireplace, soaring ceilings, GE Cafe appliances (new in 2024),

    Alex Tower Sears TTR Sotheby's International Realty

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403

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