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Waterfront Homes for Sale in Annapolis, MD

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  • /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

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

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

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • /50

    $10,850,000

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

    3344 Harness Creek Rd, Annapolis, MD 21403

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

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • /30

    $585,000

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

    3448 Cohasset Ave, Annapolis, MD 21403

    Located in the sought-after waterfront community of Arundel on the Bay, this 3-bedroom, 2.5-bath rancher offers relaxed coastal living with stunning bay views just minutes from downtown Annapolis. Stroll just blocks to the community beach, dock, boat ramp and playground to experience the charm of Chesapeake Bay living. Inside, an open floor plan features a cozy family room with a wood-burning

    Sarah Ernest Cummings & Co. Realtors

    3448 Cohasset Ave, Annapolis, MD 21403
  • /41

    $2,999,999

    $175K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    Welcome to one of Annapolis’ most coveted addresses, perfectly positioned within the vibrant waterfront community of Bay Ridge, where the rhythm of daily life is defined by the water, the shoreline, and a true sense of connection. Set on a level, manicured lot with sweeping Chesapeake Bay views, this property offers a front row seat to ever changing scenery, from passing sailboats to colorful

    Brad Kappel TTR Sotheby's International Realty

    113 Bay Dr, Annapolis, MD 21403
  • /55

    $579,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 3 Baths
    • 2,041 Sq Ft

    735 Warren Dr, Annapolis, MD 21403

    Welcome to 735 Warren Drive, nestled in the heart of Greenacres. This beautifully updated 3-bedroom, 3-bath rancher is the perfect blend of modern comfort and timeless charm. The fully renovated kitchen is a chef’s dream, featuring custom cabinetry, gleaming quartz countertops, and top-of-the-line JennAir appliances. Adjacent to the kitchen, the light-filled sunroom offers the ideal space to

    Jaime Watt Compass

    735 Warren Dr, Annapolis, MD 21403
  • /59

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,288 Sq Ft

    996 Headwater Rd, Annapolis, MD 21403

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

    Amanda Greenfield Engel & Völkers Annapolis

    996 Headwater Rd, Annapolis, MD 21403
  • /45

    $699,000

    $26K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,615 Sq Ft

    114 Spring Place Way, Annapolis, MD 21401

    ****BEST VALUE IN RIVA TRACE. THIS HOME HAS BEEN TREATED WITH TENDER LOVING CARE AND HAS HAD MANY RECENT UPGRADES****It is impossible to detail every upgrade to this lovely property and here are just a few: hardie board siding, new Trex decking, all baths totally renovated, new hybrid water heater, replacement double hung windows, maintenance free PVC trim, hardwood or ceramic tile throughout the

    Steve Chapman Douglas Realty, LLC

    114 Spring Place Way, 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 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • /55

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,307 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

    Alexander Esfahani Coldwell Banker Realty - Washington

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • /10

    $849,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    164 Woodside Trail, Annapolis, MD 21401

    Professional pictures coming soon!!Located in the sought-after water-oriented community of Cape St. John, this stunning colonial offers exclusive access to a community boat ramp and sandy beach on the South River. Thoughtfully updated with top-of-the-line appliances and finishes, this home is designed for both everyday comfort and elegant entertaining.The gourmet kitchen is a true

    Mark Milligan RE/Max Experience

    164 Woodside Trail, Annapolis, MD 21401
  • /2

    $485,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2 Highland Ave, Annapolis, MD 21403

    Charming 2 bedroom 1 bathroom home in Eastport. Home has large fenced yard, finished attic, and large unfinished basement.

    Michelle Greenwaldt Innovative Properties, Inc.

    2 Highland Ave, Annapolis, MD 21403
  • /56

    $1,348,880

    New Construction $35K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • /2

    $799,900

    Open House 6/07 Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    NOTE: Professional pictures, floor plans pictures are being completed within a week. Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • /65

    $844,990

    $20K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,230 Sq Ft

    712 Coybay Dr, Annapolis, MD 21401

    Ready for an Annapolis address? Here's your home! Seller is offering a $10,000 concession, which may be applied toward buyer’s allowable closing costs or other permitted expenses, subject to lender guidelines. Seller has thoughtfully priced the home for immediate consideration and is open to negotiating price and terms with a well-structured offer. Seller is flexible and willing to work with a

    Tina Marie Biggs EXP Realty, LLC

    712 Coybay Dr, Annapolis, MD 21401
  • /32

    $700,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    OPEN all weekend noon - 3PM === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • /21

    $1,025,000

    Open House 6/06 Coming Soon
    • 4 Beds
    • 3 Baths
    • 4,061 Sq Ft

    124 E Bay View Dr, Annapolis, MD 21403

    Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp

    Jennifer Gregorski Washington Fine Properties

    124 E Bay View Dr, Annapolis, MD 21403
  • /53

    $3,095,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,466 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10'

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • /54

    $6,500,000

    • 7 Beds
    • 8.5 Baths
    • 9,026 Sq Ft

    2562 Carrollton Rd, Annapolis, MD 21403

    A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    2562 Carrollton Rd, Annapolis, MD 21403
  • /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

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