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Luxury Homes for Sale in Annapolis, MD

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  • 2900 Shipmaster Way Unit 312, Annapolis, MD 21401
    2900 Shipmaster Way Unit 312, Annapolis, MD 21401
    2900 Shipmaster Way Unit 312, Annapolis, MD 21401
    /56

    $349,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    2900 Shipmaster Way Unit 312, Annapolis, MD 21401

    Enjoy breathtaking, picturesque views of the woods and the South River from this beautifully updated 2-bedroom, 2-bath condo. Relax on your private balcony and take in some of the best scenery Heritage Harbour has to offer. Inside, the home features new flooring throughout and an updated kitchen and baths, making it truly move-in ready. This condo offers comfortable, low-maintenance living paired

    Jack Papaleonti Academy Realty Inc.

    2900 Shipmaster Way Unit 312, Annapolis, MD 21401
  • 2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401
    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401
    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401
    /15

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401

    Welcome to this move-in ready, updated two-bedroom, two-bathroom Annapolis condo, ideally located just minutes from Downtown Annapolis, the Naval Academy, and major commuter routes. The eat-in kitchen features ample cabinet storage, a pantry, and updated countertops, offering both functionality and style. The primary suite includes a walk-in closet and a private en-suite bathroom with double

    Whitney Jerdal Compass

    2157 Scotts Crossing Ct Unit 204, Annapolis, MD 21401
  • 2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    /53

    $347,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2900 Shipmaster Way Unit 216, Annapolis, MD 21401

    Welcome to Waterfront living at its finest! This exclusive second floor unit is a rare gem, currently the only one of its kind available in the entire building. Indulge in the breathtaking scenery that unfolds from both bedrooms and main living/dining area, offering a peaceful oasis with beautiful water views. Additionally, the convenience of an assigned parking space located just across from the

    Karlton Morris Long & Foster Real Estate, Inc.

    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
  • 1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    /13

    $346,000

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1553 Star Pine Dr, Annapolis, MD 21409

    Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • 2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    /32

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401

    Wow—this could be your new home! This bright and sunny top-floor penthouse condo offers an open floor plan with great natural light, a cozy fireplace for those relaxing evenings at home, and a balcony for you to enjoy your morning beverage.Recently refreshed in 2025, the home features brand-new wood-laminate floors, New light fixtures, beautifully refinished kitchen cabinets, new countertops,

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
  • 668 N Bestgate Rd, Annapolis, MD 21401
    668 N Bestgate Rd, Annapolis, MD 21401
    668 N Bestgate Rd, Annapolis, MD 21401
    /19

    $325,000

    • Land
    • 0.65 Acre
    • $500,000 per Acre

    668 N Bestgate Rd, Annapolis, MD 21401

    0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The

    Patrick Kelley Taylor Properties

    668 N Bestgate Rd, Annapolis, MD 21401
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /17

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome Home to Easy Coastal Living in Annapolis! Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    /43

    $320,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403

    Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.

    Crystal Smith RE/MAX Executive

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this fully renovated, single level condo on the 2nd floor of the building. This is the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 30 Hearthstone Ct Unit A, Annapolis, MD 21403
    30 Hearthstone Ct Unit A, Annapolis, MD 21403
    30 Hearthstone Ct Unit A, Annapolis, MD 21403
    /30

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft

    30 Hearthstone Ct Unit A, Annapolis, MD 21403

    Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a

    Jason Donovan RE/MAX Leading Edge

    30 Hearthstone Ct Unit A, Annapolis, MD 21403
  • 192 Clay St, Annapolis, MD 21401
    192 Clay St, Annapolis, MD 21401
    192 Clay St, Annapolis, MD 21401
    /23

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    192 Clay St, Annapolis, MD 21401

    You won't find a home like this for this price anywhere in Annapolis! There is a nice water view of College Creek! Recorded plat and deed indicate the lot goes to the shores of College Creek. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Fully fenced back yard is much larger than other townhomes and is perfect for the gardener. The home was fully renovated in 2002: Open

    William Whitman Long & Foster Real Estate, Inc.

    192 Clay St, Annapolis, MD 21401
  • 300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    /61

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403

    Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from

    Christopher Fuller Long & Foster Real Estate, Inc.

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
  • 304 Hilltop Ln, Annapolis, MD 21403
    304 Hilltop Ln, Annapolis, MD 21403
    304 Hilltop Ln, Annapolis, MD 21403
    /33

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    304 Hilltop Ln, Annapolis, MD 21403

    Welcome home! This beautiful 2-bedroom, 2-bath condo in Annapolis! This spacious unit offers a bright, open layout with a large living and dining area and convenient in-unit laundry. The eat-in kitchen features granite countertops and stainless-steel appliances, making it perfect for everyday meals or entertaining. The primary bedroom includes an en-suite bathroom and walk-in closet, while the

    Tiffany Dodson Samson Properties

    304 Hilltop Ln, Annapolis, MD 21403
  • 1167 Green Holly Dr, Annapolis, MD 21409
    1167 Green Holly Dr, Annapolis, MD 21409
    1167 Green Holly Dr, Annapolis, MD 21409
    /10

    $160,000

    • Land
    • 0.21 Acre
    • $761,905 per Acre

    1167 Green Holly Dr, Annapolis, MD 21409

    Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.

    Darlene Winegardner RE/MAX Executive

    1167 Green Holly Dr, Annapolis, MD 21409
  • 1012 Carrs Rd, Annapolis, MD 21403
    1012 Carrs Rd, Annapolis, MD 21403
    /2

    $98,000

    • Land
    • 0.16 Acre
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

    Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • 1221 Creek Dr, Annapolis, MD 21403
    1221 Creek Dr, Annapolis, MD 21403
    /2

    $55,000

    • Land
    • 0.26 Acre
    • $211,538 per Acre

    1221 Creek Dr, Annapolis, MD 21403

    Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life. The property is currently not connected to public water or sewer but are slated for

    Melissa Smith Samson Properties

    1221 Creek Dr, Annapolis, MD 21403

Showing Results 161 - 176, Page 5 of 5

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