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Waterfront Homes for Sale in Annapolis, MD

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  • 2758 Bon Haven Ln, Annapolis, MD 21401
    2758 Bon Haven Ln, Annapolis, MD 21401
    2758 Bon Haven Ln, Annapolis, MD 21401
    /49

    $1,299,000

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    2758 Bon Haven Ln, Annapolis, MD 21401

    Welcome to 2758 Bon Haven Lane — a rare waterfront retreat nestled along the scenic South River in Annapolis, Maryland. Set on over an acre of land with more than 100 feet of waterfrontage, this exceptional property offers the perfect blend of privacy, recreation, and coastal charm in one of the area’s most unique waterfront communities. Enjoy unrestricted water access with quick runs out to the

    Trent Waite Cummings & Co. Realtors

    2758 Bon Haven Ln, Annapolis, MD 21401
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $1,025,000

    Open Sat 11AM - 1PM $25K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    704 Caleb Lane is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    /59

    $800,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    520 Harbor Dr, Annapolis, MD 21403

    520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless

    Wendy Oliver Coldwell Banker Realty

    520 Harbor Dr, Annapolis, MD 21403
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $2,795,000

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, May 24th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 2616 Vantage Cove, Annapolis, MD 21401
    2616 Vantage Cove, Annapolis, MD 21401
    2616 Vantage Cove, Annapolis, MD 21401
    /61

    $599,900

    Open Sun 1:30PM - 3:30PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,707 Sq Ft

    2616 Vantage Cove, Annapolis, MD 21401

    Located in the desirable Middle Coves section of Heritage Harbour, this non-age-restricted 3-bedroom, 2-bath home offers comfortable one-level living on a quiet cul-de-sac. Residents enjoy the option to access Heritage Harbour’s exceptional amenities with a lower HOA fee and no upfront capital contribution. Inside, the home features hardwood flooring throughout, an updated kitchen and bathrooms,

    Jack Papaleonti Academy Realty Inc.

    2616 Vantage Cove, Annapolis, MD 21401
  • 2550 Golfers Ridge Rd, Annapolis, MD 21401
    2550 Golfers Ridge Rd, Annapolis, MD 21401
    2550 Golfers Ridge Rd, Annapolis, MD 21401
    /46

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft

    2550 Golfers Ridge Rd, Annapolis, MD 21401

    HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in

    Jenn Klarman Long & Foster Real Estate, Inc.

    2550 Golfers Ridge Rd, Annapolis, MD 21401
  • 7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    /46

    $640,000

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    7006 Channel Village Ct Unit 101, Annapolis, MD 21403

    Welcome to 7006 Channel Village Ct #101, a beautifully maintained 2-bedroom, 2-bath condo located in the highly desirable Chesapeake Harbour community. This light-filled unit offers an open floor plan, a spacious living area with a fireplace, and a private outdoor space perfect for relaxing or entertaining. Enjoy resort-style living with amenities including multiple pools, tennis courts, private

    Andy McConnell EXP Realty, LLC

    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    /69

    $3,195,000

    $300K PRICE DROP
    • 3 Beds
    • 4,223 Sq Ft

    1800 River Watch Ln, Annapolis, MD 21401

    Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone

    Doc Keane Washington Fine Properties, LLC

    1800 River Watch Ln, Annapolis, MD 21401
  • 907 Beacon Way, Annapolis, MD 21401
    907 Beacon Way, Annapolis, MD 21401
    907 Beacon Way, Annapolis, MD 21401
    /59

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    907 Beacon Way, Annapolis, MD 21401

    BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely place to retreat to. Another bonus... you get to move right in! That's right, the Seller has made thoughtful updates along the way so you can envision your furniture and decorating style - the rest is done. Features I made special note of: Front porch. Vaulted ceiling in

    Jenn Klarman Long & Foster Real Estate, Inc.

    907 Beacon Way, Annapolis, MD 21401
  • 1047 Little Magothy View, Annapolis, MD 21409
    1047 Little Magothy View, Annapolis, MD 21409
    1047 Little Magothy View, Annapolis, MD 21409
    /82

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,892 Sq Ft

    1047 Little Magothy View, Annapolis, MD 21409

    Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the garage, powder room, and sunroom in more

    Christopher Fuller Long & Foster Real Estate, Inc.

    1047 Little Magothy View, Annapolis, MD 21409
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /91

    $2,200,000

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

    1739 Vineyard Trail, Annapolis, MD 21401

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

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /138

    $7,999,000

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

    11 S Acton Place, Annapolis, MD 21401

    Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively

    Shawn Martin Real Broker, LLC

    11 S Acton Place, Annapolis, MD 21401
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /47

    $710,000

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • 327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    /46

    $2,349,000

    $146K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,831 Sq Ft

    327 Riverview Trail, Annapolis, MD 21401

    Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like

    Brad Kappel TTR Sotheby's International Realty

    327 Riverview Trail, Annapolis, MD 21401
  • 1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    1848 Cherry Rd, Annapolis, MD 21409
    /57

    $895,000

    Open Sat 11AM - 1PM
    • 6 Beds
    • 3 Baths
    • 3,150 Sq Ft

    1848 Cherry Rd, Annapolis, MD 21409

    CALL NOW TO SCHEDULE YOUR PRIVATE SHOWING OR VISIT THE OPEN HOUSE THIS SATURDAY! Just in time to enjoy summer in the fabulous water-privileged community of Beechwood on the Burley. Ideally located approximately 2 miles from Downtown Annapolis, yet tucked within a quiet, tree-lined setting that feels worlds away. This spacious home offers wonderful living spaces inside and out! Versatile main

    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

    $1,700,000

    $175K PRICE DROP
    • Land
    • 26,571 Sq Ft
    • $2,786,885 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

    $1,282,500

    • 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
  • 130 Summer Village Dr Unit 118, Annapolis, MD 21401
    130 Summer Village Dr Unit 118, Annapolis, MD 21401
    130 Summer Village Dr Unit 118, Annapolis, MD 21401
    /40

    $625,000

    • 3 Beds
    • 4 Baths
    • 2,488 Sq Ft

    130 Summer Village Dr Unit 118, Annapolis, MD 21401

    Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level

    Brad Kappel TTR Sotheby's International Realty

    130 Summer Village Dr Unit 118, Annapolis, MD 21401
  • 2702 Summerview Way Unit 103, Annapolis, MD 21401
    2702 Summerview Way Unit 103, Annapolis, MD 21401
    2702 Summerview Way Unit 103, Annapolis, MD 21401
    /18

    $349,999

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2702 Summerview Way Unit 103, Annapolis, MD 21401

    Just Reduced + $5000 closing cost credit towards this move-in ready condo in the sought-after Riva Trace community! Freshly painted with brand-new carpet throughout, this home features a bright solarium, a spacious primary bedroom with a walk-in closet, and a primary bath complete with a soaking tub and separate shower. All appliances convey, making this home truly turnkey. Step outside to enjoy

    Carol-Ann Wyrostek Paul Wesley Real Estate

    2702 Summerview Way Unit 103, Annapolis, MD 21401
  • 219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    /45

    $3,595,000

    • 5 Beds
    • 6.5 Baths
    • 8,296 Sq Ft

    219 Wardour Dr, Annapolis, MD 21401

    Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

    Brad Kappel TTR Sotheby's International Realty

    219 Wardour Dr, Annapolis, MD 21401
  • 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
    /100

    $11,500,000

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

    8 Spa View Cir, Annapolis, MD 21401

    Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 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
  • 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
  • 1689 Alice Ct, Annapolis, MD 21401
    1689 Alice Ct, Annapolis, MD 21401
    1689 Alice Ct, Annapolis, MD 21401
    /49

    $875,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    1689 Alice Ct, Annapolis, MD 21401

    Welcome to 1689 Alice Court, a distinctive Mid-Century Modern Acorn Deck House tucked away on a wooded cul-de-sac in the community of Saefern in Annapolis. Blending architectural character, thoughtful updates and a serene natural setting, this home offers a rare combination of design, privacy and community lifestyle. Inside the home the layout is warm, inviting and ideal for everyday living and

    Michele Deckman TTR Sotheby's International Realty

    1689 Alice Ct, Annapolis, MD 21401
  • 316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    /34

    $474,000

    $8K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    316 Burnside St Unit 203, Annapolis, MD 21403

    Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 203, Annapolis, MD 21403
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /52

    $2,450,000

    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 2118 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2118 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2118 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    /53

    $739,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,618 Sq Ft

    2118 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403

    Life at Chesapeake Harbour feels like being on vacation every single day. Mornings begin with coffee on the balcony as the sun rises over the marina and the Chesapeake Bay. Even simple moments feel special here, whether it’s curling up with a book by the fireplace on a rainy afternoon, taking an evening stroll along the shoreline, or enjoying dinner on the deck as the sky changes colors over the

    Jennifer Schaub EXP Realty, LLC

    2118 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /20

    $695,000

    Coming Soon
    • 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. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just 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
  • 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

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    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, private

    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
  • 443 Schley Rd, Annapolis, MD 21401
    443 Schley Rd, Annapolis, MD 21401
    443 Schley Rd, Annapolis, MD 21401
    /39

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    443 Schley Rd, Annapolis, MD 21401

    Beautifully renovated and brimming with charm, this exceptional Cape Cod is perfectly positioned on an oversized lot in the highly sought-after water-privileged community of Admiral Heights—one of Annapolis’ most coveted neighborhoods for its unmatched lifestyle, convenience, and community amenities. Thoughtfully updated while preserving its timeless character, the home welcomes you with a warm

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    443 Schley Rd, 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
  • 66 Franklin St Unit 306, Annapolis, MD 21401
    66 Franklin St Unit 306, Annapolis, MD 21401
    /2

    $1,324,500

    Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    66 Franklin St Unit 306, Annapolis, MD 21401

    **Coming Soon***, Beautiful renovation just completed. This 2 bedroom, 2.5 bath plus Den/Office was fully renovated in 2026 and is Turn Key ready for the new owner. Prime Downtown Annapolis location with 2 deeded garage parking spaces in the building. The residence is filled with natural light from its desirable southern exposure and features an oversized balcony extending the full length of the

    George Turner Coldwell Banker Realty

    66 Franklin St Unit 306, Annapolis, MD 21401
  • 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
  • 1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    /101

    $1,200,000

    • 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
  • 411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    /48

    $3,595,000

    • 4 Beds
    • 4.5 Baths
    • 5,950 Sq Ft

    411 Ridgely Ave, Annapolis, MD 21401

    Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and

    Brad Kappel TTR Sotheby's International Realty

    411 Ridgely Ave, Annapolis, MD 21401
  • 553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    553 Choptank Cove Ct, Annapolis, MD 21401
    /47

    $999,995

    • 4 Beds
    • 4 Baths
    • 3,759 Sq Ft

    553 Choptank Cove Ct, Annapolis, MD 21401

    Days on market reflects seller ability to show because of illness.Tax record is not correct house has over 3500 sq.ft. Has 2 fireplaces and 4 baths not reflected in tax records.English Tudor featuring a stone front patio, covered front porch for nature lovers and bird watchers. Driveway paved and widened in 2021, extensive gardens and plantings. House surrounded by mature trees for tons

    Linda Patterson Long & Foster Real Estate, Inc.

    553 Choptank Cove Ct, Annapolis, MD 21401

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