297

Luxury Homes for Sale in Annapolis, MD

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  • 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
  • 3182 Harness Creek Rd, Annapolis, MD 21403
    3182 Harness Creek Rd, Annapolis, MD 21403
    3182 Harness Creek Rd, Annapolis, MD 21403
    /129

    $11,500,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 5,375 Sq Ft

    3182 Harness Creek Rd, Annapolis, MD 21403

    Experience sweeping waterfront vistas and unforgettable sunsets from this never-lived-in, newly completed luxury estate on 1.04 acres along the protected waters of Aberdeen Creek.Designed by Hammond Wilson Architects and built by the award-winning Pyramid Builders, this custom residence was conceived to celebrate its extraordinary waterfront setting, where southwest sunsets reflect

    Georgie Berkinshaw Coldwell Banker Realty

    3182 Harness Creek Rd, Annapolis, MD 21403
  • 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
  • 287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    /43

    $7,950,000

    • 3 Beds
    • 4.5 Baths
    • 4,702 Sq Ft

    287 State St Unit 3, Annapolis, MD 21403

    Enjoy Luxury Living on Spa Creek. This is the perfect property for those who seek a serene backdrop to an extraordinary life. With exclusivity and serenity, the Penthouse with 2 guest suites at South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular design that is both timeless and modern. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the

    Brad Kappel TTR Sotheby's International Realty

    287 State St Unit 3, Annapolis, MD 21403
  • 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
  • 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
  • 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
  • 117 Stilly Way, Annapolis, MD 21403
    117 Stilly Way, Annapolis, MD 21403
    117 Stilly Way, Annapolis, MD 21403
    /58

    $6,000,000

    • Land
    • 0.22 Acre
    • $27,272,727 per Acre

    117 Stilly Way, Annapolis, MD 21403

    Price is for a total of 10 buildable lots. Lots are permit ready, all SWM are already completed by Reliable Contracting under original grading permit that is already bonded by Chesapeake Realty Group, only requiring all of the permits that are required by the city of Annapolis. No permits are required by The Anne Arundel County Department of permits. Builder just needs to submit house plan, pay

    Eric Black Northrop Realty

    117 Stilly Way, Annapolis, MD 21403
  • 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
  • 287 State St Unit 2, Annapolis, MD 21403
    287 State St Unit 2, Annapolis, MD 21403
    287 State St Unit 2, Annapolis, MD 21403
    /32

    $5,950,000

    • 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
  • 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
  • 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
  • 1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • 840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    /50

    $3,890,000

    • 6 Beds
    • 9 Baths
    • 9,176 Sq Ft

    840 Childs Point Rd, Annapolis, MD 21401

    An extraordinary private waterfront estate, perfectly positioned on Church Creek with direct access to the South River—this offering is a rare blend of luxury, design, and location. Ideally located just minutes from Annapolis and convenient to both Washington D.C. and Baltimore, the home is masterfully designed for elevated everyday living and effortless entertaining, whether hosting an intimate

    Brad Kappel TTR Sotheby's International Realty

    840 Childs Point Rd, Annapolis, MD 21401
  • 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
  • 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
  • 4 Little Harbor Way, Annapolis, MD 21403
    4 Little Harbor Way, Annapolis, MD 21403
    4 Little Harbor Way, Annapolis, MD 21403
    /47

    $3,800,000

    • 5 Beds
    • 6 Baths
    • 5,186 Sq Ft

    4 Little Harbor Way, Annapolis, MD 21403

    A picture perfect piece of waterfront in Eastport with views across Back Creek out to the Bay bridge. This impeccable coastal craftsman style home is beautifully appointed making it turn-key for either a forever home or a fabulous weekend escape. A rare find to be nestled in the heart of Eastport located on a serene protected creek with pier and still have expansive views up the Chesapeake Bay

    Brad Kappel TTR Sotheby's International Realty

    4 Little Harbor Way, Annapolis, MD 21403
  • 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
  • 88 River Dr, Annapolis, MD 21403
    88 River Dr, Annapolis, MD 21403
    88 River Dr, Annapolis, MD 21403
    /67

    $3,750,000

    • 4 Beds
    • 2 Baths
    • 1,881 Sq Ft

    88 River Dr, Annapolis, MD 21403

    Chesapeake Bay Cottage with Unmatched Views in Prestigious Bay Ridge. Welcome to Bay Ridge—Annapolis’ most coveted waterfront community—where charm, history, and lifestyle come together. This storybook cottage offers one of the best Chesapeake Bay views and frontages in the neighborhood, with a sandy beach just steps from your front door. Featuring 4 bedrooms and 2 bathrooms, this home exudes

    Colleen Smith EXP Realty, LLC

    88 River Dr, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
    /50

    $3,600,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 3,422 Sq Ft

    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401

    A rare opportunity at the Annapolis Town Center — two units combined into one stunning residence. This 4-bedroom, 3-bath luxury condo features expansive living spaces, two private balconies, and high-end custom finishes throughout. Enjoy the convenience of four garage parking spaces and two storage units, along with all the premier amenities of GrandView Condominiums. This one-of-a-kind

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /63

    $3,499,999 Coming Soon

    • 6 Beds
    • 7 Baths
    • 7,766 Sq Ft

    812 Coachway, Annapolis, MD 21401

    Welcome to 812 Coachway, an exceptional all-brick estate at the point of the coveted community of The Downs on the Severn River. Offering 6 bedrooms, 7 bathrooms, and more than 7,500 square feet, this residence has been thoughtfully updated by the current owners to combine timeless architecture with modern luxury. From every level, enjoy stunning Severn River views and multiple outdoor venues

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 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
  • 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
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /17

    $3,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake 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
  • 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
  • 3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    /44

    $3,195,000

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

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road-- a Nantucket style, coastal home with spectacular water views, a private backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by the natural warmth

    Reid Buckley Long & Foster Real Estate, Inc.

    3307 Harness Creek Rd, Annapolis, MD 21403
  • 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
  • 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
  • 139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    139 Spa Dr, Annapolis, MD 21403
    /49

    $2,900,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,628 Sq Ft

    139 Spa Dr, Annapolis, MD 21403

    Welcome to 139 Spa Drive – A Stunning Waterfront Craftsman Home on Spa Creek!Experience the best of coastal-inspired living at this beautifully designed, single-family home located directly on Spa Creek. This exquisite residence offers three fully finished levels, each with expansive walls of windows that flood the home with natural light and showcase breathtaking water

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 329-5557

    139 Spa Dr, Annapolis, MD 21403
  • 93 Bay Dr, Annapolis, MD 21403
    93 Bay Dr, Annapolis, MD 21403
    93 Bay Dr, Annapolis, MD 21403
    /78

    $2,895,000

    • 3 Beds
    • 1 Bath
    • 2,381 Sq Ft

    93 Bay Dr, Annapolis, MD 21403

    SPECTACULAR WATER VIEWS OF THE THE CHESPEAKE BAY! LOCATION LOCATION! Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. Make this your "NEW HOME"! USE YOUR IMAGINATION! CONTACT YOUR ARCHITECT & BUILDER OF CHOICE NOW! .38 acre Lot size w/ 2502 SQFT total home currently & 2-Car Detached Garage. STEPS to EVERYTHING BAY RIDGE HAS TO OFFER! THE BAY RIDGE LIFESTYLE IS

    Gary Schneider Long & Foster Real Estate, Inc.

    93 Bay Dr, Annapolis, MD 21403
  • 778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    /94

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 4,900 Sq Ft

    778 Bon Haven Dr, Annapolis, MD 21401

    Exquisite South River Waterfront Estate Coming Soon! Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from

    Steven Knopf Engel & Völkers Annapolis

    778 Bon Haven Dr, 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
  • 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
  • 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
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /42

    $2,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors,

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • 45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    /24

    $2,375,000

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft

    45 E Lake Dr, Annapolis, MD 21403

    Don’t miss the rare chance to create your waterfront dream lifestyle in the highly sought-after Bay Ridge community. This premium lot offers sweeping views of the Chesapeake Bay from the rear and serene lake views from the front—an unparalleled setting for your custom-designed home. This stunning 4-bedroom, 3.5-bathroom residence has been thoughtfully designed to maximize the views, featuring

    Colleen Smith EXP Realty, LLC

    45 E Lake Dr, Annapolis, MD 21403
  • 1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
    /33

    $2,350,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,803 Sq Ft

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409

    **TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an

    Rachel Best RE/MAX Leading Edge

    1634 P 269 Orchard Beach 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

Showing Results 1 - 40, Page 1 of 8

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Frequently Asked Questions

What is the average home price in Annapolis, MD?
Homes for sale in Annapolis, MD have an average home price of $902,238.
How many homes have sold over the last 12 months in Annapolis, MD?
1,263 homes have sold in Annapolis, MD over the last 12 months.
Is Annapolis, MD a safe city?
In general, the safest neighborhoods in Annapolis, MD with lower crime scores are Victor Haven, Eastport, Tyler Heights-Primrose Acres and Forest Villa.
What are the most popular zip codes in Annapolis, MD?
The most popular zip codes in Annapolis, MD include 21401, 21403, 21032, 21037 and 21409.
What are the most popular neighborhoods in Annapolis, MD?
The most popular neighborhoods in Annapolis, MD with the most homes for sale are Parole, Victor Haven, Eastport, Tyler Heights-Primrose Acres and Forest Villa.
How much do you need to make to afford a house in Annapolis?
The median home price in Annapolis is $630,000. If you put a 20% down payment of $126,000 and had a 30-year fixed mortgage with an interest rate of 6.5%, your estimated principal and interest payment would be $3,190 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $137K a year to afford the median home price in Annapolis.
How are the schools in Annapolis, MD?
Annapolis, MD has highly rated public and private schools. Some of the best schools in Annapolis based on Niche Grades are Key School, St Martins Lutheran Church School and St. Anne's School of Annapolis. The neighborhoods in Annapolis with the highest rated schools are Parole, Victor Haven and Eastport. Browse all the schools in Annapolis, MD to learn more.

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 32 days on the market compared to the national average of 52 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$432,000
Median 1 Bedroom Sale Price
$442,450
Average Price Per Sq Ft
$356
Number of Homes for Sale
274
Last 12 months Home Sales
1,263
Months of Supply
2.60
Median List Price
$630,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

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

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