Annapolis, MD 3-Story Homes for Sale

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  $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
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  $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
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  $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
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  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,231 Sq Ft

  402 S Cherry Grove Ave, Annapolis, MD 21401

  Welcome home to the sought-after community of Heritage in Annapolis! This 3 level colonial has so many wonderful features and updates throughout! Features brand new paint, new carpet & LVP flooring, updated fixtures, new drywall/recessed lights in partially finished basement, brand new shower in upper level Jack n Jill bathroom, new hardware, new fridge and freshly painted kitchen cabinets. Other

  Michelle Triolo Compass

  402 S Cherry Grove Ave, Annapolis, MD 21401
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  $3,100,000

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

  856 St Edmonds Place, Annapolis, MD 21401

  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 details throughout highlight the open

  James Schaecher Keller Williams Flagship

  856 St Edmonds Place, Annapolis, MD 21401
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  $1,400,000

  • 5 Beds
  • 5 Baths
  • 4,308 Sq Ft

  133 Lake View Dr, Annapolis, MD 21403

  Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

  Brad Kappel TTR Sotheby's International Realty

  133 Lake View Dr, Annapolis, MD 21403
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  $979,900

  • 5 Beds
  • 3.5 Baths
  • 3,028 Sq Ft

  1825 Johnson Rd, Annapolis, MD 21409

  ***BEST VALUE!!***Be at the forefront of the Neighborhood Property Expansions and Enjoy the Future Appreciation ofthis stunning five-bedroom, three full and one-half bath colonial is located in the Mulberry Hill community. Situated on a large corner lot, this home boasts a covered front porch, rear deck and attached three-car garage. Inside, you will find beautiful hardwood floors,

  John Burgess Samson Properties

  1825 Johnson Rd, Annapolis, MD 21409
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  $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
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  $3,795,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,600 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
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  $849,000 New Construction

  • 0.5 Baths

  3268 Kitty Duvall Dr, Annapolis, MD 21403

  Rare Opportunity to Build Your Dream Home Near Historic Downtown Annapolis3268 Kitty Duvall Drive | Offered at $875,000 |Includes Lot, Site Work Budget & Customizable Chestnut Model by Timberlake HomesEmbrace the chance to create your dream home on a peaceful, build-ready .62-acre wooded lot just minutes from the charm and energy of downtown Annapolis. Nestled off a quiet, private

  Jill Lapides Cummings & Co. Realtors

  3268 Kitty Duvall Dr, Annapolis, MD 21403
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  $600,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  14 A Dorsey Ave, Annapolis, MD 21401

  *TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!In addition to the builder's warranty, there is a 5-year roof warranty.Listing Photos are just for representation purposes of the same spec house.

  Chase Kincer VYBE Realty

  14 A Dorsey Ave, Annapolis, MD 21401
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  $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
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  $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
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  $1,039,990 Open Sat 12PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 5,017 Sq Ft

  110 Stilly Way, Annapolis, MD 21403

  New Construction - Move In Ready March 2025! Please go to Model home to tour!Welcome to the Lynnfield model at Parkside Preserve, where luxury meets tranquility in this stunning new construction adjacent to the serene Quiet Waters Park. With over 5,017 finished square footage this meticulously designed living space across four levels, featuring 5-bedrooms, 5.5-bathrooms, 4th level loft,

  Mary Anne Long Keller Williams Realty Centre

  110 Stilly Way, Annapolis, MD 21403
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  $1,484,000 New Construction

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

  2644 Claibourne Rd, Annapolis, MD 21403

  AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. 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. The main level showcases 9-foot ceilings and LVP hardwood floors

  Brian Wood Long & Foster Real Estate, Inc.

  2644 Claibourne Rd, Annapolis, MD 21403
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  $825,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  3273 Arundel on The Bay Rd, Annapolis, MD 21403

  Beautifully renovated coastal home in Oyster Harbor! This stylish home offers comfort, privacy, and thoughtful upgrades in one of Annapolis’s most beloved water-privileged communities. The two-bay garage adds everyday convenience, while the fenced rear yard is perfect for fire pits, lawn games, and outdoor fun. Inside, you'll find wide-plank hardwood floors on the main and upper levels,

  Teresa Klem Long & Foster Real Estate, Inc.

  3273 Arundel on The Bay Rd, Annapolis, MD 21403
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  $599,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  2942 Winters Chase Way, Annapolis, MD 21401

  Welcome to this beautiful end unit located in Riva Trace. Perfect family home with three bedrooms and 2.5 baths and a full finished basement. The home not only has plenty of street parking but also has an oversized one car garage with a power door opener. Go around the back and you will find a custom patio and a deck off the family room.... very private!!! The kitchen features granite counter

  Craig Diemer Trademark Realty, Inc

  2942 Winters Chase Way, Annapolis, MD 21401
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  $699,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1192 Bay Highlands Dr, Annapolis, MD 21403

  Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining.You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo

  Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

  1192 Bay Highlands Dr, Annapolis, MD 21403
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  $950,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 4,440 Sq Ft

  534 Post Oak Rd, Annapolis, MD 21401

  Welcome to your dream home in the exclusive Windfern Forest community—a private, water-privileged enclave of executive homes offering both tranquility and recreation. Nestled on a spacious .54-acre cul-de-sac lot, this well-maintained home offers approximately 5,100 square feet of living space. Inside, you’ll find four generously sized bedrooms and 3.5 bathrooms, including a luxurious en-suite

  Kimberly O'Connor Coldwell Banker Realty

  534 Post Oak Rd, Annapolis, MD 21401
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  $860,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,264 Sq Ft

  1100 Broadview Dr, Annapolis, MD 21409

  Stunning Waterview Home in Prime Water Privileged NeighborhoodDiscover this beautiful, spacious residence offering water views and luxurious living. This large 4-bedroom home features three and a half bathrooms, perfect for comfortable living and entertaining. Enjoy a gourmet kitchen equipped with a large island—ideal for family meals and gatherings. Eat-in kitchen and formal dining

  Amy Juras Long & Foster Real Estate, Inc.

  1100 Broadview Dr, Annapolis, MD 21409
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  /19

  $500,000

  • 3 Beds
  • 3 Baths
  • 1,770 Sq Ft

  199 Prince George St, Annapolis, MD 21401

  ONLINE REAL ESTATE AUCTION!! Online Bidding Opens - Monday, September 1, 2025. Online Bidding Closes - Wednesday, September 3, 2025 at 11:00 AM. List price is opening bid only. 199 Prince George Street is situated in the Downtown Annapolis Historic District, one block east of State Circle, and one block northwest of the City Dock. The home is within a short walk of Maryland State government

  Daniel Billig A.J. Billig & Company

  199 Prince George St, Annapolis, MD 21401
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  $1,600,000

  • 4 Beds
  • 3.5 Baths
  • 6,724 Sq Ft

  371 Carriage Park Way, Annapolis, MD 21401

  **SEVERE MOLD THROUGHOUT - MASK & HOLD HARMLESS REQUIRED TO ENTER**This is a short sale and the property requires a full renovation. Being sold strictly as-is, with no repairs or warranties offered.Third-party approval required. The list price is not approved by the lender and reflects the amount currently owed, not the property's fair market value. Offers will not be reviewed

  Rebecca Ravera Real Broker, LLC

  371 Carriage Park Way, Annapolis, MD 21401

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