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Annapolis, MD Homes for Sale

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  • /48

    $659,900

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    406 Edgemere Dr, Annapolis, MD 21403

    Stunning Hillsmere Shores Home – Water-Privileged & Move-In Ready! Brand New HVAC.Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home in the highly sought-after Hillsmere Shores community. Nestled on a spacious, level lot, this home has undergone extensive upgrades, blending modern elegance with timeless charm. Recent Upgrades & Features:2021: Major renovation, including new

    Jason Donovan RE/MAX Leading Edge

    406 Edgemere Dr, Annapolis, MD 21403
  • /68

    $3,500,000

    • 6 Beds
    • 5.5 Baths
    • 6,732 Sq Ft

    1576 Bay Head Rd, Annapolis, MD 21409

    Boating season is here! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this 6,700+ sq. ft. custom home offers the rare opportunity to be out on the Bay in under five minutes—just in time for boating season.

    Wendy Oliver Coldwell Banker Realty

    1576 Bay Head Rd, Annapolis, MD 21409
  • /45

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this exceptional 3 bedroom, 2.5 bath home has all the elements needed to enjoy life to the

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • /21

    $875,000

    • Studio
    • 1,512 Sq Ft

    544 Second St, Annapolis, MD 21403

    Eastport Peninsula Opportunity. Easy access to Historic Annapolis, Naval Academy, restaurants, marinas, two blocks to the Maritime Museum. Situated on a corner lot, Second St and Chester, across the street from Leeward Market. Current layout offers 2 legal ; 2 bedroom/ 1 full bathroom apartments with decks . An added bonus is the 3 car detached garage accessed from Chester. This

    Celeste Blessin Coldwell Banker Realty

    544 Second St, Annapolis, MD 21403
  • /112

    $6,750,000

    • 6 Beds
    • 8.5 Baths
    • 11,045 Sq Ft

    803 Coachway, Annapolis, MD 21401

    This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting

    Georgie Berkinshaw Coldwell Banker Realty

    803 Coachway, Annapolis, MD 21401
  • /43

    $729,900

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    5 Park Place Unit 527, Annapolis, MD 21401

    Situated in a prestigious Annapolis neighborhood, experience the epitome of luxury living in this stunning 2-bedroom, 2-bathroom Park Place unit, with an east-facing view overlooking the pool area.Immerse yourself in the area's rich history, with iconic landmarks just a short stroll away. Enjoy a variety of dining experiences, from charming cafes to high-end restaurants, all within walking

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 527, Annapolis, MD 21401
  • /37

    $2,300,000

    • 4 Beds
    • 2.5 Baths
    • 4,404 Sq Ft

    41 Cornhill St, Annapolis, MD 21401

    Built by Captain Beriah Maybury in 1772 and known as the Kings' Arms Tavern, this Historically designated property is a MUST SEE! This Five-Bay wide brick Single Family Home sits on top of a high scored stone foundation. 9.5 foot ceilings illuminated by nearly floor to ceiling windows showcase a lovely Library with built-In Bookcases and a wood burning Fireplace; a Two Room Parlor, also with a

    Lorain Shore Expert Realty, LLC.

    41 Cornhill St, Annapolis, MD 21401
  • /37

    $1,249,900

    • 2 Beds
    • 3 Baths
    • 1,921 Sq Ft

    66 Franklin St Unit 106, Annapolis, MD 21401

    This one-of-a-kind luxury condo in Historic Downtown Annapolis offers the perfect blend of elegance, convenience, and vibrant city living. Located in the sought-after Acton’s Landing, this 1,921 sq. ft. outside corner unit is just steps from waterfront parks, fine dining, boutique shopping, and iconic landmarks such as the U.S. Naval Academy, the Governor’s Mansion, and the Maryland State House.

    Jeremy McDonough Mr. Lister Realty

    66 Franklin St Unit 106, Annapolis, MD 21401
  • /35

    $749,900

    • Land
    • 0.78 Acre
    • $961,410 per Acre

    7033 Bembe Beach Rd, Annapolis, MD 21403

    Nestled in a tranquil corner of Annapolis, this expansive ¾-acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas

    Jeremy McDonough Mr. Lister Realty

    7033 Bembe Beach Rd, Annapolis, MD 21403
  • /25

    $574,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    5 Park Place Unit 314, Annapolis, MD 21401

    PRICE REDUCED. Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the gorgeous Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis’s finest restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval

    William Hyland Anne Arundel Properties, Inc.

    5 Park Place Unit 314, Annapolis, MD 21401
  • /35

    $749,900

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    7033 Bembe Beach Rd, Annapolis, MD 21403

    Nestled in a tranquil corner of Annapolis, this expansive ¾-acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas

    Jeremy McDonough Mr. Lister Realty

    7033 Bembe Beach Rd, Annapolis, MD 21403
  • /60

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 3,555 Sq Ft

    1812 Millridge Ct, Annapolis, MD 21409

    Nestled in the desirable community of The Meadows, this elegant brick-front home offers a perfect balance of space on 2.5 acres with functionality and refined details. Designed for both comfortable living and effortless entertaining, it gives an inviting open-concept layout that seamlessly connects the family room to the gourmet kitchen. The kitchen is a chef’s dream, featuring stainless steel

    Michele Cordle Long & Foster Real Estate, Inc.

    1812 Millridge Ct, Annapolis, MD 21409
  • /35

    $550,000

    • 6 Beds
    • 2 Baths
    • 2,039 Sq Ft

    201 Janwall St, Annapolis, MD 21403

    Sellers prefer Original Title & Escrow, LLC. Welcome to this beautifully maintained corner ranch in Eastport, MD, with easy access to Downtown Annapolis. No HOA fees! The bathrooms have been remodeled, and the appliances are stainless steel. This home offers two levels of comfortable living space, with three bedrooms and a full bathroom on the upper level, and the same living space in the

    Madeleine Melgar Alltrade Real Estate

    201 Janwall St, Annapolis, MD 21403
  • /51

    $550,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,177 Sq Ft

    7024 Channel Village Ct Unit T2, Annapolis, MD 21403

    WOW! Nestled along the Chesapeake Bay, this waterfront residence offers views of the community marina and the open water beyond. Situated in the sought-after gated community of The Village of Chesapeake Harbour, this beautifully updated two-bedroom, two-bath home combines modern elegance with coastal charm.Step into the welcoming foyer, where an open-concept design unfolds with a soothing color

    Kiara Merriweather Northrop Realty

    7024 Channel Village Ct Unit T2, Annapolis, MD 21403
  • /47

    $3,250,000

    • 5 Beds
    • 4 Baths
    • 5,201 Sq Ft

    145 Spa Dr, Annapolis, MD 21403

    Exceptionally built custom waterfront home with spectacular panoramic views of Spa Creek. Enjoy the perfect vantage point for watching the Blue Angels performance, the 4th of July fireworks and all the activity up and down the creek. Attention to detail and high-end finishes are the hallmark of this wonderful home with 12 ft ceilings on the main level. Over 5,000 sqft of living space on 3

    Brad Kappel TTR Sotheby's International Realty

    145 Spa Dr, Annapolis, MD 21403
  • /67

    $3,500,000

    • 6 Beds
    • 4.5 Baths
    • 5,020 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    An extraordinary opportunity to own a premier property in The Downs has arrived. This expansive contemporary on almost 2 acres offers over 5,000sqft of open living with direct views of Clements Creek from seven rooms and a 180ft pier. This home has some serious wow factors including; a hexagonal dining room... double entry doors...an enclosed hot tub area with river views...an exquisitely

    Robert Sobczak Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • /41

    $6,498,000

    • 5 Beds
    • 5.5 Baths
    • 6,911 Sq Ft

    205 Winchester Beach Dr, Annapolis, MD 21409

    Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the

    Brad Kappel TTR Sotheby's International Realty

    205 Winchester Beach Dr, Annapolis, MD 21409
  • /27

    $290,000

    • 1 Bed
    • 1 Bath
    • 1,133 Sq Ft

    1231 Gemini Dr Unit L, Annapolis, MD 21403

    RARELY available floorplan with second story loft! 1 BR and 1FB but loft could be additional bedroom or home office space. 1,133 sq. ft. making this floorplan the largest available in the building. W/D are in the unit. Updated kitchen has stainless steel appliances and granite counters. Patio space offers room for enjoying the outdoors from the upper level of the condo building. Dues include

    Farrah Fuchs Redfin Corp

    1231 Gemini Dr Unit L, Annapolis, MD 21403
  • /34

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 2,671 Sq Ft

    105 Spa Dr, Annapolis, MD 21403

    Spa Creek Waterfront with pool and private pier with 2 boat lifts! Perched above the serene shores of Spa Creek this 3 bedroom 2 bath home offers the perfect escape for year-round living, weekend getaways, or rental opportunities. Enjoy the home as-is or bring your architect to create the waterfront home of your dreams. Imagine waking up every morning to the gentle stirrings of the water fowl as

    Brad Kappel TTR Sotheby's International Realty

    105 Spa Dr, Annapolis, MD 21403
  • /44

    $639,900

    • 2 Beds
    • 2 Baths
    • 1,923 Sq Ft

    2014 Sams Way Unit 8A, Annapolis, MD 21403

    Nestled in the gated waterfront condo community of Chesapeake Harbor, this home offers an array of resort-style amenities, including two pools, a private beach, two fishing piers, kayak storage, jogging paths, a gym, a marina, tennis and pickleball courts, and an on-site waterfront restaurant. Inside, you'll find a spacious primary bedroom featuring a cozy reading nook, a large walk-in closet,

    Rick Gloekler RE/MAX Executive

    2014 Sams Way Unit 8A, Annapolis, MD 21403
  • /56

    $555,000

    • 3 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    915 Boom Way, Annapolis, MD 21401

    Welcome to Heritage Harbour’s coveted “Skipjack Landing". Step into sophisticated comfort with this spacious 2,640 sq. ft. end of group colonial townhouse, that feels like a single family home. Designed for easy living and entertaining, this sun-drenched two story home boasts generously sized rooms and a smart, flowing layout affording plenty of privacy and space to gather. An inviting entrance

    Laura Byrne Long & Foster Real Estate, Inc.

    915 Boom Way, Annapolis, MD 21401
  • /22

    $259,900

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    38 Pleasant St, Annapolis, MD 21401

    Welcome to 38 Pleasant St! This renovated 2-bedroom, 1-bath townhome is located in downtown Annapolis and could be the perfect starter home or investment property. Renovations in 2021 included a new kitchen with stainless steel GE appliances, new flooring, HVAC, and a hot water heater. The main level features a living room, dining room, and kitchen that leads out to a fenced-in yard. The upper

    Santiago Navarro-monzo Coldwell Banker Realty

    38 Pleasant St, Annapolis, MD 21401
  • /64

    $615,000

    • 4 Beds
    • 2.5 Baths
    • 2,231 Sq Ft

    402 S Cherry Grove Ave, Annapolis, MD 21401

    Welcome home to the sought-after community of Heritage in Annapolis! This 3 level colonial has so many wonderful features and updates throughout! Features brand new paint, new carpet & LVP flooring, updated fixtures, new drywall/recessed lights in partially finished basement, brand new shower in upper level Jack n Jill bathroom, new hardware, new fridge and freshly painted kitchen cabinets. Other

    Michelle Triolo Compass

    402 S Cherry Grove Ave, Annapolis, MD 21401
  • /37

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    OPEN HOUSE, Sat. 5/3, 2-4 pm...Cape St. Claire Home with Extra Lot and Detached Garage Plans!This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is working on providing approved plans and permit for a detached garage, adding even more potential.Upon entering the home, you’ll immediately feel at ease. The spacious living room, which

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • /128

    $3,249,000 Open Sat 12PM - 2PM

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

    856 St Edmonds Place, Annapolis, MD 21401

    OPEN HOUSE 5/10 12-2!! Welcome to 856 St Edmonds Place! 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 this updated and well conceived home. Dramatic details throughout

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • /33

    $235,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    2574 Riva Rd Unit 12A, Annapolis, MD 21401

    COVETED SINGLE LEVEL CONDOMINIUM in PRIME ANNAPOLIS LOCATION! CAREFREE LIVING with RESIDENT AMENITIES including beautifully tended common grounds, gazebo & picnic areas, outdoor pool, and Clubhouse social hub! Delight in this 2nd floor Condo’s open-air balcony for basking in the seasons! Special features include: Neutral turnkey paint palette to complement any décor; LVP flooring; crisp,

    Karlton Morris Long & Foster Real Estate, Inc.

    2574 Riva Rd Unit 12A, Annapolis, MD 21401
  • /35

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    114 2nd St, Annapolis, MD 21401

    Motivated seller has a new and improved price! Well-maintained rancher in Annapolis offering over 2,300 square feet of living space on a 1/4-acre lot. This home features an updated kitchen and is complemented by a large family room/dining room. Offers a main-level, Whirlpool front loading washer and dryer for true one-level living. Expose the beauty of hardwood floors beneath the carpet in

    Kimberly O'Connor Coldwell Banker Realty

    114 2nd St, Annapolis, MD 21401
  • /38

    $2,699,000

    • 4 Beds
    • 4 Baths
    • 3,010 Sq Ft

    68 E Lake Dr, Annapolis, MD 21403

    BAY RIDGE WATERFRONT! Great opportunity for a wonderful home with stunning water views of Lake Ogleton in the coveted Bay Ridge community! This 4 bedroom, 4 bath home features vaulted ceilings, screened porch, gourmet Kitchen, spacious bedrooms and private Primary Suite all with beautiful views overlooking Lake Ogleton. The light and bright main level living space is filled with natural light and

    Brad Kappel TTR Sotheby's International Realty

    68 E Lake Dr, Annapolis, MD 21403
  • /23

    $600,000

    • Land
    • 0.12 Acre
    • $5,000,000 per Acre

    14 A Dorsey Ave, Annapolis, MD 21401

    Brand New Luxury Construction.*READY TO BE CUSTIMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!In addition to the builder warranty there is a 5-year roof warranty.Listing Photos are just for representation purposes only.

    Chase Kincer VYBE Realty

    14 A Dorsey Ave, Annapolis, MD 21401
  • /39

    $679,900

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    5 Park Place Unit 607, Annapolis, MD 21401

    Experience luxury and convenience at The Residence at Park Place Annapolis! This two-bedroom, two-bathroom condo has been sparingly used as a second residence, ensuring it remains in pristine condition. The open floor plan seamlessly integrates the living and dining areas, creating a bright and spacious environment. The gourmet kitchen boasts granite countertops, breakfast bar, stainless steel

    Chip Carr Monument Sotheby's International Realty

    5 Park Place Unit 607, Annapolis, MD 21401
  • /25

    $725,000

    • 3 Beds
    • 3 Baths
    • 1,976 Sq Ft

    404 Beach Dr, Annapolis, MD 21403

    Move-in ready ! 404 Beach Drive is a warm and inviting gracious home nestled in the beautiful Hillsmere Estates/Hillsmere Shores water privileged community offering access to two beachfront playgrounds, private beaches, picnic area, marina club, a boat ramp, canoe/kayak storage, boat slips, beach pavilions, volleyball courts and a community pool. New Samsung stove, over the range microwave, and

    Rita Cook Cook Real Estate Brokerage

    404 Beach Dr, Annapolis, MD 21403
  • /54

    $930,000

    • 3 Beds
    • 3 Baths
    • 2,868 Sq Ft

    1634 Orchard Beach Rd, Annapolis, MD 21409

    **PRICE IMPROVED** An incredible opportunity with endless potential awaits! This 3-bedroom, 3-bath home sits on an elevated 3 acres, offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Whether you're looking to enjoy the existing solidly built home, renovate, or expand - this property provides the space and flexibility to create your dream

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409
  • /36

    $535,000

    • 2 Beds
    • 2 Baths
    • 1,277 Sq Ft

    7022 Channel Village Ct Unit T2, Annapolis, MD 21403

    Enjoy resort-like living at Chesapeake Harbour, a gated community filled with amenities and beautiful water views of the Chesapeake Bay! This desirable 2 bedroom, 2 bathroom ground-floor unit offers access to dual covered terraces, a wood-burning fireplace, and updates throughout. The kitchen features new countertops and a new refrigerator as well as recently updated sink, stove, dishwasher, and

    Margaret Dammeyer Long & Foster Real Estate, Inc.

    7022 Channel Village Ct Unit T2, Annapolis, MD 21403
  • /48

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    940 Astern Way Unit 409, Annapolis, MD 21401

    Welcome to your serene retreat in this highly sought-after 55+ community, where resort-style living meets the comforts of home. This beautifully maintained 2-bedroom, 2-bath condominium offers a spacious and light-filled layout designed with functionality in mind. The bright kitchen with ample counter-top space offers a breakfast bar, cooktop, wall oven, and built in microwave. The spacious

    Kerri Gates EXP Realty, LLC

    940 Astern Way Unit 409, Annapolis, MD 21401
  • /47

    $1,000,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    143 Market St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis, right on storied Market Street, this beautifully updated detached historic home seamlessly blends timeless charm with modern convenience. Hardwood floors lead from room to room, and high ceilings and gorgeous millwork prove that no detail has been overlooked. A total kitchen renovation creates the perfect space for cooking and entertaining, enhanced by

    Steven Knopf Engel & Völkers Annapolis

    143 Market St, Annapolis, MD 21401
  • /37

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    1251 Pine Hill Dr, Annapolis, MD 21409

    New Renovation in popular Cape Saint Claire *** Water oriented community *** Walking distance from schools *** Stylish finishes *** Wood floors *** Large sunroom ***

    Nathan Young Real Estate Professionals, Inc.

    1251 Pine Hill Dr, Annapolis, MD 21409
  • /47

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401

    FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapolis Town Center. Perched atop the prestigious 12th floor, this sprawling residence stands as one of the most coveted penthouses, offering panoramic views that stretch for miles, complemented by two expansive balconies that

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
  • /33

    $2,150,000

    • 3 Beds
    • 2.5 Baths
    • 1,759 Sq Ft

    327 Riverview Trail, Annapolis, MD 21401

    Epping Forest WATERFRONT! Stunning Craftsmen cottage in Epping Forest with captivating water views across Saltworks Creek to the Severn River. Recently updated with new roof, remodeled bathrooms, redesigned upper level with new spacious balcony, new stairs to the new floating dock and much more has been improved on this fabulous property. This highly coveted private gated waterfront community

    Brad Kappel TTR Sotheby's International Realty

    327 Riverview Trail, Annapolis, MD 21401
  • /65

    $1,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    1735 Broadlee Trail, Annapolis, MD 21401

    Annapolis MD Lifestyle - Severn River Views - Water Privileged, Water Access Community of Epping Forest - This one owner home, custom built in 2005, is located in the highly sought after Severn River waterfront community of Epping Forest. Be delighted by the custom finishes including four floors of custom millwork, built-in shelving and cabinetry, hardwood and ceramic tile and two gas

    Laura Litten Laura Litten Real Estate

    1735 Broadlee Trail, Annapolis, MD 21401
  • /32

    $6,350,000

    • 3 Beds
    • 3 Baths
    • 2,949 Sq Ft

    287 State St Unit 2, Annapolis, MD 21403

    South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence.

    George Turner Coldwell Banker Realty

    287 State St Unit 2, Annapolis, MD 21403

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