149

Annapolis, MD Houses for Sale

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  • 3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    3126 Port Way, Annapolis, MD 21403
    /59

    $1,497,000

    • 4 Beds
    • 5 Baths
    • 3,200 Sq Ft

    3126 Port Way, Annapolis, MD 21403

    Annapolis New Turnkey Masterpiece: Welcome to 3126 Port Way - an extraordinary residential real estate transformation in the highly sought-after Anchorage waterfront community in Annapolis. This fully reimagined masterpiece is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3126 Port Way, Annapolis, MD 21403
  • 16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    /36

    $350,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    16 Parole St, Annapolis, MD 21401

    Check the photos - Beautiful * Immediate possession * Amazing opportunity to own a detached home at a condominium price * NO HOA or condo fees * Large yard * Remodeled / upgraded * Cutest cape cod with hardwood floors * screened in front porch * updated kitchen and baths * New stainless steel appliances * All solid wood cabinets with granite countertop * Freshly painted * Deep lot with plenty of

    Katie Neighoff RE/MAX United Real Estate

    16 Parole St, Annapolis, MD 21401
  • 917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    917 Arbutus Rd, Annapolis, MD 21403
    /121

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,945 Sq Ft

    917 Arbutus Rd, Annapolis, MD 21403

    Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed

    Georgie Berkinshaw Coldwell Banker Realty

    917 Arbutus Rd, Annapolis, MD 21403
  • 1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    1014 St Charles Dr, Annapolis, MD 21409
    /33

    $729,900

    • 5 Beds
    • 3 Baths
    • 3,312 Sq Ft

    1014 St Charles Dr, Annapolis, MD 21409

    This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors,

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • 107 Spring Valley Dr, Annapolis, MD 21403
    107 Spring Valley Dr, Annapolis, MD 21403
    107 Spring Valley Dr, Annapolis, MD 21403
    /57

    $658,000

    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    107 Spring Valley Dr, Annapolis, MD 21403

    This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including a main-level suite with a full bathroom and sitting area, currently utilized as a family room with a home office. A rear staircase offers secondary access to the updated kitchen, which showcases stainless steel appliances and

    Celeste Blessin Coldwell Banker Realty

    107 Spring Valley Dr, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

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

    1486 Downham Market, Annapolis, MD 21401

    Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    39 Windwhisper Ln, Annapolis, MD 21403
    /58

    $700,000

    • 3 Beds
    • 3.5 Baths
    • 3,193 Sq Ft

    39 Windwhisper Ln, Annapolis, MD 21403

    Tucked away on a peaceful cul-de-sac in the desirable Georgetown Grove community, this beautifully maintained three-level waterfront home offers the perfect blend of privacy, comfort and convenience. Set on the largest lot in the neighborhood, the property abuts onto the headwaters of Back Creek. A picturesque, wooded lot surrounds the home and provides a blanket of greenery during the summer

    Kristi Neidhardt Northrop Realty

    39 Windwhisper Ln, Annapolis, MD 21403
  • 1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    1809 Labrott Ln, Annapolis, MD 21401
    /35

    $570,000

    • 3 Beds
    • 3.5 Baths
    • 2,236 Sq Ft

    1809 Labrott Ln, Annapolis, MD 21401

    Great SFH situated on flag lot in desirable location! Multiple living spaces on main level, open concept kitchen and family room with high ceilings and skylights. 2 generous sized bedrooms upstairs and spacious Primary Bedroom with private En Suite. Large basement with storage, exterior access, another bedroom and full bath. Garage was converted to additional space but can easily be converted

    Heidi Heiderman Samson Properties

    1809 Labrott Ln, Annapolis, MD 21401
  • 3259 Chrisland Dr, Annapolis, MD 21403
    3259 Chrisland Dr, Annapolis, MD 21403
    3259 Chrisland Dr, Annapolis, MD 21403
    /46

    $1,550,000

    • 5 Beds
    • 3.5 Baths
    • 4,583 Sq Ft

    3259 Chrisland Dr, Annapolis, MD 21403

    Welcome Home to 3529 Chrisland Drive! This beautifully upgraded 5-bedroom, 4-bathroom is located in the highly desired neighborhood of Annapolis Cove, only minutes from downtown Annapolis. Enjoy stunning views of the water from all aspects of your new home. A gourmet open kitchen, family room, formal dining room, formal living room, sunroom, private office and half bath offer amazing living

    Michelle Kirby Coldwell Banker Realty

    3259 Chrisland Dr, Annapolis, MD 21403
  • 399 Hilltop Ln, Annapolis, MD 21403
    399 Hilltop Ln, Annapolis, MD 21403
    399 Hilltop Ln, Annapolis, MD 21403
    /71

    $595,000

    • 4 Beds
    • 4 Baths
    • 3,668 Sq Ft

    399 Hilltop Ln, Annapolis, MD 21403

    Huge Price adjustment!!!!!Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. It is Opened up to be one home but with little work you can close off to make this two separate living areas. Main Home (3BR/2BA): Beautiful hardwood floors flow through the

    James Ellis Coldwell Banker Realty

    399 Hilltop Ln, Annapolis, MD 21403
  • 414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    414 Blossom Tree Ct, Annapolis, MD 21409
    /44

    $444,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • 1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    1864 Milvale Rd, Annapolis, MD 21409
    /85

    $5,950,000

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft

    1864 Milvale Rd, Annapolis, MD 21409

    A Rare Opportunity on Milvale Road and Mill Creek.This exceptional waterfront property, crafted by renowned builder Lynbrook Homes and thoughtfully designed by architect Vince Green, offers a rare blend of luxury and serenity. The open-concept floor plan is designed to maximize the sweeping, panoramic views of Mill Creek, with western exposure providing breathtaking sunsets

    Glenn Sutton TTR Sotheby's International Realty

    1864 Milvale Rd, Annapolis, MD 21409
  • 90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    90 River Dr, Annapolis, MD 21403
    /44

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 1,830 Sq Ft

    90 River Dr, Annapolis, MD 21403

    Coastal Charm with Iconic Views | 90 River Drive, Bay Ridge!Experience timeless waterfront living at 90 River Drive in the heart of Bay Ridge, Annapolis. This beautifully appointed 3–4 bedroom, 4-bath home features a detached guest house, ideal for guests, a home office, or a studio space. Enjoy breathtaking views of the Bay Bridge and direct access to one of the area’s most spectacular

    Salley Widmayer TTR Sotheby's International Realty

    90 River Dr, Annapolis, MD 21403
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $524,500

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    2828 Berth Ct, Annapolis, MD 21401

    !!Price Improvement!! Charming Home in Heritage Harbour – 55+ Community Living at Its Finest!Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living.Step inside to find a bright and inviting living

    Belinda Taylor EXP Realty, LLC

    2828 Berth Ct, Annapolis, MD 21401
  • 22 E Lake Dr, Annapolis, MD 21403
    22 E Lake Dr, Annapolis, MD 21403
    22 E Lake Dr, Annapolis, MD 21403
    /50

    $2,775,000

    • 3 Beds
    • 3.5 Baths
    • 3,320 Sq Ft

    22 E Lake Dr, Annapolis, MD 21403

    Previous Buyer's financing fell thru so back on the market with a huge 200k price reduction . Take advantage of this opportunity to vacation at home this summer and enjoy it now!Welcome to 22 East Lake, located in the sought-after waterfront community of Bay Ridge. This 3 bedroom 3.1 bath exceptional home blends refined sophistication with relaxed coastal living, offering the perfect space

    Betsy Dunigan TTR Sotheby's International Realty

    22 E Lake Dr, Annapolis, MD 21403
  • 3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • 2514 Lyon Dr, Annapolis, MD 21403
    2514 Lyon Dr, Annapolis, MD 21403
    2514 Lyon Dr, Annapolis, MD 21403
    /59

    $3,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,678 Sq Ft

    2514 Lyon Dr, Annapolis, MD 21403

    Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn

    Marcia Zercoe TTR Sotheby's International Realty

    2514 Lyon Dr, Annapolis, MD 21403
  • 1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    1534 Circle Dr, Annapolis, MD 21409
    /44

    $975,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,316 Sq Ft

    1534 Circle Dr, Annapolis, MD 21409

    Stunning contemporary in Winchester on the Severn featuring abundant windows that provide lovely views. Enjoy multi-level decks, patios, and custom hardscaping, complete with a private putting green and hot tub. Main level includes foyer, large sunroom, living room with stone fireplace - dining room combination, kitchen with granite countertops, main bedroom with adjoining full bath, 2

    Holly Smith Long & Foster Real Estate, Inc.

    1534 Circle Dr, Annapolis, MD 21409
  • 3117 Port Way, Annapolis, MD 21403
    3117 Port Way, Annapolis, MD 21403
    3117 Port Way, Annapolis, MD 21403
    /60

    $797,000

    • 5 Beds
    • 3 Baths
    • 2,288 Sq Ft

    3117 Port Way, Annapolis, MD 21403

    Priced to Sell: Annapolis Hidden Gem in the Sought-After Anchorage Waterfront Community: Welcome to 3117 Port Way, a beautifully updated home nestled in the highly desirable Anchorage Waterfront community of Annapolis. This spacious 5-bedroom, 3-bathroom residence offers approximately 2,400 square feet of open-concept living space on a 0.34-acre lot, complete with a partially fenced backyard and

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3117 Port Way, Annapolis, MD 21403
  • 1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    1634 Orchard Beach Rd, Annapolis, MD 21409
    /54

    $930,000

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

    1634 Orchard Beach Rd, Annapolis, MD 21409

    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 retreat. Take advantage

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409
  • 201 Nottingham Hill, Annapolis, MD 21405
    201 Nottingham Hill, Annapolis, MD 21405
    201 Nottingham Hill, Annapolis, MD 21405
    /90

    $1,980,000

    • 5 Beds
    • 3 Baths
    • 2,353 Sq Ft

    201 Nottingham Hill, Annapolis, MD 21405

    PRICE REDUCTION - Exciting Opportunity in Sherwood Forest – Enjoy breathtaking panoramic water vistas of Brewers Pond and Round Bay on the Severn River. Observe Bald Eagles, Herons, and Osprey soaring amidst the stunning backdrop from your water view deck or spacious living room adorned with floor-to-ceiling windows. This elegantly designed home, nestled in the hillside, seamlessly blends modern

    Brian Wood Long & Foster Real Estate, Inc.

    201 Nottingham Hill, Annapolis, MD 21405
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /47

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • 3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    /43

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 4,750 Sq Ft

    3015 Friends Rd, Annapolis, MD 21401

    3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living

    Reid Buckley Long & Foster Real Estate, Inc.

    3015 Friends Rd, Annapolis, MD 21401
  • 1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, Annapolis, MD 21409
    1900 Carrollton Rd, Annapolis, MD 21409
    /50

    $8,995,000

    • 7 Beds
    • 9 Baths
    • 12,200 Sq Ft

    1900 Carrollton Rd, Annapolis, MD 21409

    Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the everchanging scenery out your windows, step out onto your private balcony with a freshly brewed coffee from your in-room coffee bar, feeling the gentle river breeze as you watch sailboats drift by. Make your way down via the

    Brad Kappel TTR Sotheby's International Realty

    1900 Carrollton Rd, Annapolis, MD 21409
  • 2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    /37

    $3,875,000

    • 4 Beds
    • 3.5 Baths
    • 4,587 Sq Ft

    2512 Lyon Dr, Annapolis, MD 21403

    Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a

    Brad Kappel TTR Sotheby's International Realty

    2512 Lyon Dr, Annapolis, MD 21403
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /72

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Stunning Updated Colonial in a Water-Privileged Community! This beautifully renovated four-bedroom, two-and-a-half bath home features a custom kitchen with all-new cabinetry, Calcutta Quartz countertops, and sleek stainless-steel appliances, including dual ovens with a gas cooktop. The inviting family room is equipped with built-in surround sound speakers, perfect for entertaining. The luxurious

    James Fegan RE/MAX Executive

    2942 Southaven Dr, Annapolis, MD 21401
  • 1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm Rd, Annapolis, MD 21409
    1741 Holly Beach Farm Rd, Annapolis, MD 21409
    /35

    $3,800,000

    • 5 Beds
    • 3 Baths
    • 2,775 Sq Ft

    1741 Holly Beach Farm Rd, Annapolis, MD 21409

    Rare Waterfront Opportunity! Escape to your waterfront farmhouse retreat. Nestled on 3.5 picturesque acres overlooking the tranquil waters of protected Moss Pond, this charming historic property offers big views of and direct access to the Chesapeake Bay. Originally part of a working thoroughbred racehorse farm, this home is surrounded by parkland and privacy while still close to the city.

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1741 Holly Beach Farm Rd, Annapolis, MD 21409
  • 2680 Claibourne Ct, Annapolis, MD 21403
    2680 Claibourne Ct, Annapolis, MD 21403
    2680 Claibourne Ct, Annapolis, MD 21403
    /67

    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,415 Sq Ft

    2680 Claibourne Ct, Annapolis, MD 21403

    Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach,

    Doc Keane Washington Fine Properties, LLC

    2680 Claibourne Ct, Annapolis, MD 21403
  • 111 Clay St, Annapolis, MD 21401
    111 Clay St, Annapolis, MD 21401
    111 Clay St, Annapolis, MD 21401
    /28

    $599,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    111 Clay St, Annapolis, MD 21401

    Major Price Adjustment!! Great opportunity in West Annapolis! Discover the charm of 111 Clay St, a delightful 1940s Colonial offering a fantastic chance to own near Annapolis Downtown District. This home features a huge front porch, Large windows that brings in tons of natural light, to an open floor plan. Newly updated a few short years ago, this home features modern functionality and original

    Thomas Johnson Smart Realty, LLC.

    111 Clay St, Annapolis, MD 21401
  • 1141 Mainsail Dr, Annapolis, MD 21403
    1141 Mainsail Dr, Annapolis, MD 21403
    1141 Mainsail Dr, Annapolis, MD 21403
    /46

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    1141 Mainsail Dr, Annapolis, MD 21403

    Welcome to 1141 Mainsail Drive, a beautifully updated colonial nestled on a desirable corner lot in Anchorage, one of Annapolis’ most coveted waterfront communities. This move-in-ready 4-bedroom, 2.5-bathroom home blends timeless colonial charm with thoughtful modern upgrades. Just one block from the community’s 49-slip marina, boat ramp, kayak and paddleboard racks, outdoor pool, and half

    Ani Gonzalez-Brunet Coldwell Banker Realty

    1141 Mainsail Dr, Annapolis, MD 21403
  • 1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, Annapolis, MD 21409
    1576 Bay Head Rd, Annapolis, MD 21409
    /68

    $3,475,000

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

    1576 Bay Head Rd, Annapolis, MD 21409

    Boating season is here! Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down! 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

    Wendy Oliver Coldwell Banker Realty

    1576 Bay Head Rd, Annapolis, MD 21409
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $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 home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 803 Coachway, Annapolis, MD 21401
    803 Coachway, Annapolis, MD 21401
    803 Coachway, Annapolis, MD 21401
    /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
  • 145 Spa Dr, Annapolis, MD 21403
    145 Spa Dr, Annapolis, MD 21403
    145 Spa Dr, Annapolis, MD 21403
    /47

    $2,950,000

    • 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
  • 205 Winchester Beach Dr, Annapolis, MD 21409
    205 Winchester Beach Dr, Annapolis, MD 21409
    205 Winchester Beach Dr, Annapolis, MD 21409
    /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
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /128

    $3,100,000 Open Sat 2PM - 4PM

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open house Saturday, 9/13, 2-4 pm** 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

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 1604 Winchester Rd, Annapolis, MD 21409
    1604 Winchester Rd, Annapolis, MD 21409
    1604 Winchester Rd, Annapolis, MD 21409
    /49

    $19,995,000

    • 7 Beds
    • 13 Baths
    • 35,435 Sq Ft

    1604 Winchester Rd, Annapolis, MD 21409

    THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft

    Brad Kappel TTR Sotheby's International Realty

    1604 Winchester Rd, Annapolis, MD 21409
  • 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 renowned local architect as the culmination of an award winning career. The unsurpassed attention to architectural details, exquisitely curated finishes and breathtaking views of Spa Creek places this trophy home in a league of its own. Tucked away at the end of a quiet street in a premier

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 1971 Dominoe Rd, Annapolis, MD 21401
    1971 Dominoe Rd, Annapolis, MD 21401
    1971 Dominoe Rd, Annapolis, MD 21401
    /29

    $508,900

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    1971 Dominoe Rd, Annapolis, MD 21401

    Welcome to this Wonderful home very close to Annapolis & the properties to be in a private area but close proximity to be in the City of Annapolis! Located in close proximity to restaurants , shopping, and entertainmemt . You will enjoy summer evenings dining - out in the over large deck out back! The Home offers an open floor plan that leads you to entertaining with a spacious living

    Alda Lourenco RE/MAX Realty Group

    1971 Dominoe Rd, Annapolis, MD 21401

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In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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In Annapolis, there are currently 149 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Annapolis, MD and find the perfect place to call home.

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