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Homes for Sale in 21403

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  • 1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    /44

    $499,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

    1005 Hyde Park Dr, Annapolis, MD 21403

    Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /97

    $675,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403

    Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • 120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $293,500 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath with den condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Extra storage area included in basement ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! New glass door in shower

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /2

    $50,000

    • Land
    • 0.23 Acre
    • $217,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 4/10/2026 @ 10:00 AM. Bidding ends 4/14/2026 @ 11:50 AM. List Price is Suggested Opening Bid. Deposit: $15,000. +/- 10,000 ft2 parcel of land located in Anne Arundel County.JUST MINUTES to Fishing Creek and Thomas Point Park.Easy access to major traffic artery Forest

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    /48

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft

    7002 Channel Village Ct Unit 101, Annapolis, MD 21403

    MOTIVATED SELLER!!!! This is a fabulous unit, and Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities is just waiting for YOU!A MOTIVATED SELLER and located in one of the best buildings, at least that's the seller's opinion with a

    Jeannine Wayson Coldwell Banker Realty

    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    300 Hilltop Ln Unit H, Annapolis, MD 21403

    Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space with a bright, open layout perfect for everyday living and entertaining. The spacious living and dining area features beautiful hardwood flooring and abundant natural light, creating a warm and inviting atmosphere. The kitchen is

    Christopher Sidoriak Keller Williams Flagship

    300 Hilltop Ln Unit H, Annapolis, MD 21403
  • 10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    /30

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    10 Amberstone Ct, Annapolis, MD 21403

    This lovely first floor condo, conveniently located in Annapolis, has two bedrooms, a den and two full bathrooms. Open concept living room, dining area and kitchen with a nice patio overlooking the woods behind it. Ceramic floors in the front hall and kitchen. Freshly painted throughout. New carpet in the den and two bedrooms. Luxury vinyl plank flooring in the living room and dining room area.

    Wilma Richards Long & Foster Real Estate, Inc.

    10 Amberstone Ct, Annapolis, MD 21403
  • 2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    /67

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. Inside, the additional square footage an end unit offers creates an open floor plan bathed in sunlight, thanks to windows on three sides. The living spaces are airy and inviting,

    Lorna Kaim Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • 99 Summerfield Dr, Annapolis, MD 21403
    99 Summerfield Dr, Annapolis, MD 21403
    99 Summerfield Dr, Annapolis, MD 21403
    /55

    $524,900

    • 4 Beds
    • 3 Baths
    • 1,980 Sq Ft

    99 Summerfield Dr, Annapolis, MD 21403

    Charming rancher in the heart of Annapolis! Hardwood throughout, updates to the kitchens and bathrooms, fully finished basement with full bathroom, screened-in porch, large backyard. 2.5 miles to Historic Downtown Annapolis, just over a mile to Eastport restaurants. Ask about 2.375% assumable FHA loan!

    Jack Papaleonti Academy Realty Inc.

    99 Summerfield Dr, Annapolis, MD 21403
  • 101 Huse Dr, Annapolis, MD 21403
    101 Huse Dr, Annapolis, MD 21403
    101 Huse Dr, Annapolis, MD 21403
    /45

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    101 Huse Dr, Annapolis, MD 21403

    YES, YOU CAN HAVE IT ALL. Completely remodeled from top to bottom in one of the most sought-after neighborhoods around—this one checks ALL the boxes. The kitchen, the great room... this is the hub. The heart of the home. And the best part? You’re not dreaming about what it could be—the work is already done. Big island, open flow—everyone ends up here. Whether you’re cooking, hanging out, or just

    Kristi Krankowski RE/MAX One

    101 Huse Dr, Annapolis, MD 21403
  • 2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    /56

    $1,384,000 New Construction

    • 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 5 bedroom, 3 full bathroom residence offers all the amenitiew of Annapolis Roads and lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • 2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /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
  • 790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    /18

    $350,000

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403

    Live the Severn House waterfront lifestyle along scenic Back Creek, with beautifully maintained grounds and an unmatched setting. Enjoy a waterfront swimming pool with expansive patio and marina views, grilling and picnic areas, pier access, a small craft launch for kayaks, canoes, and paddleboards, and EV charging stations. Walk to restaurants, fitness options, and shopping, or hop the water

    Deborah Laggini Long & Foster Real Estate, Inc.

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
  • 141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    /56

    $1,125,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    She’s one and a half years young. She’s flawless. She’s Annapolis. Welcome to 141 Stilly Way — a barely lived-in, fully upgraded showpiece in the sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale. This is the finished product — every bump-out, every upgrade, every design decision already made at the highest level. No waiting. No construction. No

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, 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
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /35

    $2,750,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 3 Elliott Rd, Annapolis, MD 21403
    3 Elliott Rd, Annapolis, MD 21403
    3 Elliott Rd, Annapolis, MD 21403
    /43

    $745,000

    • Studio
    • 2,928 Sq Ft

    3 Elliott Rd, Annapolis, MD 21403

    3 Elliott Road offers a fantastic opportunity to own a well-maintained two-unit duplex with completely separate living spaces and entrances on opposite sides of the property—ideal for investors or owner-occupants seeking rental income. Unit 1 (Vacant) is a spacious 2-bedroom, 1-bath residence featuring high ceilings, hardwood floors, and abundant natural light. The unit includes an updated

    Benjamin Mueller Innovative Properties, Inc.

    3 Elliott Rd, Annapolis, MD 21403
  • 4 Boxwood Rd, Annapolis, MD 21403
    4 Boxwood Rd, Annapolis, MD 21403
    /2

    $389,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Boxwood Rd, Annapolis, MD 21403

    Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major commuter routes. The home sits on a prominent corner lot and presents a great opportunity for investors, builders, or buyers looking to renovate and customize a home to their own vision. The property is in need of updating and is

    Rick Gloekler RE/MAX Executive

    4 Boxwood Rd, Annapolis, MD 21403
  • 3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    /44

    $630,000

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    3410 Newport Ave, Annapolis, MD 21403

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets,

    Irina Mironova Douglas Realty, LLC

    3410 Newport Ave, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, 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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