40,686

Annapolis, MD Homes

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  • /39

    $539,900

    • 3 Beds
    • 3.5 Baths
    • 2,497 Sq Ft

    560 Herons Nest, Annapolis, MD 21409

    Tucked among the trees in the sought-after Woods Landing community, this inviting contemporary 3 bedroom, 3 full, 1 half bath townhouse blends comfort with a warm, rustic feel. Inside, wood floors set the tone for a home that feels both grounded and welcoming. The kitchen is outfitted with stainless steel appliances, granite countertops, and a sunny bay window—perfect for morning coffee. A

    John Collins Long & Foster Real Estate, Inc.

    560 Herons Nest, Annapolis, MD 21409
  • /15

    $2,100 per month

    • 1 Bath
    • 505 Sq Ft
    • Condo for Rent

    180 Main St Unit 202, Annapolis, MD 21401

    Welcome to Downtown Annapolis living at its finest! This fully furnished studio apartment is ideally located on Main Street, surrounded by historic charm, waterfront views, and the vibrant energy of the city. Enjoy the downtown Annapolis lifestyle of local restaurants, boutique shopping, the State House, City Dock, and Ego Alley. Take part in beloved community events like Midnight Madness and the

    Sarah Horwath Long & Foster Real Estate, Inc.

    180 Main St Unit 202, Annapolis, MD 21401
  • /20

    $999,990 Sold Jun 27, 2025

    122 Stilly Way, Annapolis, MD 21403

    • 4 Beds
    • 4.5 Baths
    • 4,806 Sq Ft

    Last Sold Summary

    • $208/SF
    • 114 Days On Market

    Current Estimated Value $999,218

    Last Listing Agent Terri Hill Builder Solutions Realty

    122 Stilly Way, Annapolis, MD 21403
    • /43

      Est $679,372 Not Listed For Sale

      71 Primrose Hill Ln, Annapolis, MD 21403

      • 4 Beds
      • 5 Baths
      • 2,475 Sq Ft
      • Built 2018
      71 Primrose Hill Ln, Annapolis, MD 21403

      Last Sold Summary

      • 6% Above List Price
      • $259/SF
      • 19 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Jean Berkinshaw Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /18

    $895,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,304 Sq Ft

    600 Tayman Dr, Annapolis, MD 21403

    Welcome to 600 Tayman Drive, where timeless Colonial charm meets the easy, coastal lifestyle that defines this sought-after Annapolis waterfront community. From the moment you arrive, the inviting front porch sets the tone — a place for morning coffee, evening wine, and neighbors who still wave as they pass by.Inside, the home opens effortlessly with a bright, flowing floor plan anchored by

    Wendy Oliver Coldwell Banker Realty

    600 Tayman Dr, Annapolis, MD 21403
  • /11

    $1,850 total monthly price

    • 1 Bed
    • 1 Bath
    • 514 Sq Ft
    • Townhouse for Rent

    10 Ironstone Ct Unit D, Annapolis, MD 21403

    This spacious 1-bedroom, 1-bathroom rental at 10 Ironstone Ct offers a luxurious 514 square feet master suite. The spacious bedroom features a large walk-in closed and is equipped with ceiling fans and fire place for comfort. The en-suite bathroom includes double vanities, a jacuzzi tub, and a separate standing shower. Shared spaces include a beautifully updated kitchen with kitchen

    10 Ironstone Ct Unit D, Annapolis, MD 21403
  • /65

    $670,000 Sold Sep 17, 2025

    1115 Tyler Ave, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 1,876 Sq Ft
    • Built 1926

    Last Sold Summary

    • $357/SF
    • 1 Day On Market

    Current Estimated Value $662,151

    Last Listing Agent Christian Schou TTR Sotheby's International Realty

    1115 Tyler Ave, Annapolis, MD 21403
    • /36

      Est $241,621 Not Listed For Sale

      1233 Gemini Dr, Annapolis, MD 21403

      • 1 Bed
      • 1 Bath
      • 858 Sq Ft
      • Built 1978
      1233 Gemini Dr, Annapolis, MD 21403

      Last Sold Summary

      • 5% Above List Price
      • $268/SF
      • 0 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Sergey Taksis Long & Foster

  • /67

    $549,900 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,676 Sq Ft

    566 Foxpaw Trail, Annapolis, MD 21409

    Sellers request all offers be submitted by Monday April 13th at 6pm to give the opportunity for you to come by over the weekend! Welcome to 566 Fox Paw Trail, an exceptional end-unit townhome in the highly sought-after Woods Landing community of Annapolis, offering over 2,300 square feet of beautifully maintained living space surrounded by nature. Perfectly positioned with mature trees along the

    David Webber RE/MAX Leading Edge

    566 Foxpaw Trail, Annapolis, MD 21409
  • /16

    $2,725 per month

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft
    • Condo for Rent

    21 Silverwood Cir Unit 4, Annapolis, MD 21403

    Move- In Ready!3 large bedrooms with 2 full bathrooms, lots of closets and storage. Fantastic patio with brick grow boxes for your favorite flowers or your very own herb garden. Large living room, dining room along with a bonus room. The Community offers Plenty of parking with a very park like setting. Outdoor Pool, Tennis Courts, Playground, Grilling area with picnic table for lots of summer

    Joie White Northrop Realty

    21 Silverwood Cir Unit 4, Annapolis, MD 21403
  • /32

    $700,000 Sold Dec 09, 2025

    529 Tayman Dr, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1986

    Last Sold Summary

    • $250/SF
    • 31 Days On Market

    Current Estimated Value $708,173

    Last Listing Agent Nick Waldner Keller Williams Realty Centre

    529 Tayman Dr, Annapolis, MD 21403
    • /6

      Not Listed For Sale

      30 Sandstone Ct, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,119 Sq Ft
      • Built 1994
      30 Sandstone Ct, Annapolis, MD 21403

      Last Sold Summary

      • $250/SF

      Last Sold Price $280,000

      Last Listing Agent Bryan Yerby Darling Real Estate Company

  • /2

    $450,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,743 Sq Ft

    936 Bay Ridge Ave Unit 306, Annapolis, MD 21403

    Penthouse living in the heart of Eastport! This spacious 2 bedroom, 2 bathroom condo with a large loft offers the perfect blend of comfort and convenience. The updated kitchen features modern finishes and the ease of an in-unit washer and dryer, while the elevator provides effortless access to your top-floor retreat. Located just across the street from restaurants and shopping, you’re also within

    Chad Robertson Compass

    936 Bay Ridge Ave Unit 306, Annapolis, MD 21403
  • /22

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    922 Jackson St, Annapolis, MD 21403

    Welcome to Eastport! This exquisitely restored 1945 Cape Cod boasts modern amenities, four bedrooms, and two full bathrooms. Available with lovely antique furnishings to sleep up to 8 people. The expansive, fenced backyard boasts a deck and patio. You'll love the charm, the glorious gardens, and the proximity to all that Annapolis has to offer. Walk to restaurants, shops, and yacht clubs! This is

    Jennifer Holden Compass

    922 Jackson St, Annapolis, MD 21403
  • /49

    $715,000 Sold Nov 24, 2025

    311 Canterfield Rd, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 2,318 Sq Ft
    • Built 1986

    Last Sold Summary

    • $308/SF
    • 2 Days On Market

    Current Estimated Value $717,117

    Last Listing Agent Jennifer Chino Compass

    311 Canterfield Rd, Annapolis, MD 21403
    • /44

      Est $604,171 Not Listed For Sale

      532 Deep Creek View, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 2,760 Sq Ft
      • Built 2013
      532 Deep Creek View, Annapolis, MD 21409

      Last Sold Summary

      • 5% Above List Price
      • $208/SF
      • 9 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Scott Swahl Redfin Corp

  • /6

    $979,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,752 Sq Ft

    1610 Stern Ct, Annapolis, MD 21409

    Step into pure elegance and comfort with this stunning Colonial nestled in the coveted St. Margaret’s Landing community. From the moment you cross the threshold of this meticulously maintained home, you’ll be captivated by the thoughtful design, vibrant upgrades, and remarkable attention to detail. Greeted by a grand entrance and gleaming oak wood floors, the main level beckons with an open,

    Jaime Watt Compass

    1610 Stern Ct, Annapolis, MD 21409
  • /16

    $1,950 per month

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • Townhouse for Rent

    913 Spa Rd, Annapolis, MD 21401

    Updated 2-bedroom townhouse in Forest Villa neighborhood. West of Downtown. Laminate flooring. Stainless steel appliances. Gas stove. Dishwasher. Microwave. Stackable washer and dryer in unit. Bathtub/shower combo. Private patio area. One parking space. Cross listed on Zillow. Minimum credit score 600.

    Rosie Rothamer Coldwell Banker Realty

    913 Spa Rd, Annapolis, MD 21401
  • /30

    $350,000 Sold Dec 05, 2025

    1577 Native Dancer Ct, Annapolis, MD 21409

    • 4 Beds
    • 1.5 Baths
    • 1,340 Sq Ft
    • Built 1983

    Last Sold Summary

    • $261/SF
    • 45 Days On Market

    Current Estimated Value $348,337

    Last Listing Agent Michelle Larkin Douglas Realty, LLC

    1577 Native Dancer Ct, Annapolis, MD 21409
    • /8

      Est $615,650 Not Listed For Sale

      1544 Bay Head Rd, Annapolis, MD 21409

      • Built 2015
      1544 Bay Head Rd, Annapolis, MD 21409

      Last Sold Summary

      • 3% Above List Price
      • $134/SF
      • 327 Days On Market

      Last Sold Price $599,000

      Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

  • /29

    $899,000 Pending

    • 2,330 Sq Ft

    148 Jefferson St, Annapolis, MD 21403

    Brand New Construction Completed and ready for move in! Price reduction and the home is ready for its very first owner. Perfectly positioned in Eastport, Annapolis, just moments from downtown, this brand-new home places you in the heart of it all: boat shows, waterfront dinners, parades, morning coffee walks, and sunset strolls along the harbor. Leave the car behind and lean into the Annapolis

    Kevin Brown Long & Foster Real Estate, Inc.

    148 Jefferson St, Annapolis, MD 21403
  • /28

    $4,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • House for Rent

    1330 Washington Dr, Annapolis, MD 21403

    Discover the charm of this exquisite Colonial-style home nestled in the desirable Oyster Harbor community. This stunning 3-bedroom, 2.5-bathroom residence boasts 1,584 sq. ft. of meticulously maintained living space, featuring solid hardwood floors and an inviting family room that seamlessly connects to the kitchen-perfect for entertaining. Enjoy cozy evenings by the brick fireplace or bask in

    Joseph Butcher Long & Foster Real Estate, Inc.

    1330 Washington Dr, Annapolis, MD 21403
  • /34

    $945,000 Sold Aug 21, 2025

    709 Pilot House Dr, Annapolis, MD 21401

    • 4 Beds
    • 4.5 Baths
    • 4,494 Sq Ft
    • Built 2003

    Last Sold Summary

    • $210/SF
    • 86 Days On Market

    Current Estimated Value $933,221

    Last Listing Agent Anne Tkacik Long & Foster Real Estate, Inc.

    709 Pilot House Dr, Annapolis, MD 21401
    • /44

      Est $1,079,206 Not Listed For Sale

      3424 Narragansett Ave, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      • Built 2023
      3424 Narragansett Ave, Annapolis, MD 21403

      Last Sold Summary

      • 3% Above List Price
      • $350/SF
      • 112 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Matthew Wyble Next Step Realty

  • /74

    $899,999 Under Contract

    • 2,390 Sq Ft

    2941 Southaven Dr, Annapolis, MD 21401

    Back on the market and ready for its next owner!!! Want coastal style living, here is a home you can’t miss!!! Architecturally distinctive and thoughtfully designed, this three-level coastal style residence offers 4 bedrooms, 2 full baths, and 2 half baths. All this and more set on a corner lot in the established South Haven community. The home combines a flexible floor plan with curated custom

    Rob Carter Douglas Realty, LLC

    2941 Southaven Dr, Annapolis, MD 21401
  • /2

    $2,800 per month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    409 Chester Ave Unit 3, Annapolis, MD 21403

    Live on the Eastport peninsula - surrounded by water views, water activities, restaurants and shops! Within walking distance to DTA, this 1 bedroom, 1 bath with deck is a rare opportunity. The view is breathtaking! Renter has access to common areas of the marina and 1 off-street parking space. A boat slip may be available to rent at the marina - inquire about. Tenant is responsible for electric

    Pier Butler Curtis Real Estate Company

    409 Chester Ave Unit 3, Annapolis, MD 21403
  • /59

    $3,600,000 Sold Dec 17, 2025

    2514 Lyon Dr, Annapolis, MD 21403

    • 6 Beds
    • 6.5 Baths
    • 5,678 Sq Ft
    • Built 1971

    Last Sold Summary

    • $634/SF
    • 149 Days On Market

    Current Estimated Value $3,542,052

    Last Listing Agent Marcia Zercoe TTR Sotheby's International Realty

    2514 Lyon Dr, Annapolis, MD 21403
    • /41

      Est $781,809 Not Listed For Sale

      112 Carraway Ln, Annapolis, MD 21401

      • 4 Beds
      • 4.5 Baths
      • 3,176 Sq Ft
      • Built 2013
      112 Carraway Ln, Annapolis, MD 21401

      Last Sold Summary

      • 8% Above List Price
      • $228/SF
      • 2 Days On Market

      Last Sold Price $723,025

      Last Listing Agent Carol Snyder Monument Sotheby's International Realty

  • /57

    $895,000

    • 5 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    1106 Mainsail Dr, Annapolis, MD 21403

    At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more.This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated

    Jill Windsor Long & Foster Real Estate, Inc.

    1106 Mainsail Dr, Annapolis, MD 21403
  • /2

    $25,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,855 Sq Ft
    • House for Rent

    1848 Milvale Rd, Annapolis, MD 21409

    Welcome to 1848 Milvale located in the Saint Margarets area of Annapolis. As you enter the home you are struck by the beautiful wide views of Mill Creek, the open floor plan, and architectural details. The dining room and living room have gorgeous coffered ceilings, cherry hardwood floors, extensive millwork, floor-to-ceiling windows, and French doors that overlook the saltwater pool, spa, and

    Glenn Sutton TTR Sotheby's International Realty

    1848 Milvale Rd, Annapolis, MD 21409
  • /52

    $255,000 Sold Dec 17, 2025

    128 Merryman Ct, Annapolis, MD 21401

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • Built 1973

    Last Sold Summary

    • $257/SF
    • 7 Days On Market

    Current Estimated Value $255,279

    Last Listing Agent Christopher Fuller Long & Foster Real Estate, Inc.

    128 Merryman Ct, Annapolis, MD 21401
    • /40

      Est $574,522 Not Listed For Sale

      551 Leftwich Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2018
      551 Leftwich Ln, Annapolis, MD 21401

      Last Sold Summary

      • 1% Above List Price
      • $219/SF
      • 72 Days On Market

      Last Sold Price $569,000

      Last Listing Agent Lori Gough Long & Foster

  • /2

    $875,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,103 Sq Ft

    1202 Chrisland Ct, Annapolis, MD 21403

    Welcome to 1202 Chrisland Ct, ideally situated on a quiet cul-de-sac in the sought-after community of Annapolis Cove. This home offers a wonderful blend of privacy, comfort, and coastal living, with easy access to community waterfront amenities, the opportunity to join the Bay Ridge Pool, and a quick ride into downtown Annapolis.

    Jennifer Schaub EXP Realty, LLC

    1202 Chrisland Ct, Annapolis, MD 21403
  • /16

    $2,500 per month

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft
    • Townhouse for Rent

    1004 Dreams Landing Way, Annapolis, MD 21401

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    1004 Dreams Landing Way, Annapolis, MD 21401
  • /51

    $565,000 Sold Apr 30, 2025

    1231 Mount Pleasant Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1972

    Last Sold Summary

    • $517/SF
    • 2 Days On Market

    Current Estimated Value $556,062

    Last Listing Agent Carolyn Buchleitner Berkshire Hathaway HomeServices PenFed Realty

    1231 Mount Pleasant Dr, Annapolis, MD 21409
    • /39

      Est $420,837 Not Listed For Sale

      2706 Summerview Way Unit 303, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,934 Sq Ft
      • Built 1989
      2706 Summerview Way Unit 303, Annapolis, MD 21401

      Last Sold Summary

      • 3% Above List Price
      • $212/SF
      • 14 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Jeannie Miller Long & Foster

  • /66

    $875,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,760 Sq Ft

    1866 Lynnfield Dr, Annapolis, MD 21401

    Welcome to 1866 Lynnfield Drive—a rare offering that seamlessly balances privacy, space, and convenience. Set on just under 6 serene, wooded acres, this meticulously updated 5-bedroom, 3-bathroom retreat delivers the feel of a secluded forest sanctuary while remaining just minutes from Annapolis Mall and the vibrant energy of downtown Annapolis. Inside, a sun-drenched floor plan unfolds across

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1866 Lynnfield Dr, Annapolis, MD 21401
  • /37

    $3,400 per month

    • 3 Beds
    • 1.5 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    8 Fleet St, Annapolis, MD 21401

    Welcome to downtown Annapolis!Discover the charm of this beautifully renovated 3-bedroom, 1 and 1/2 bath apartment in the heart of the Colonial Annapolis Historic District, available for lease starting April 10, 2026. This unit boasts a modern open layout, featuring a cozy breakfast area and a seamless combination dining/living space, perfect for entertaining or relaxing. Enjoy the

    Léopoldine Farrington Coldwell Banker Realty

    8 Fleet St, Annapolis, MD 21401
  • /46

    $565,000 Sold Aug 14, 2025

    709 Agnes Dorsey Place, Annapolis, MD 21401

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft
    • Built 2019

    Last Sold Summary

    • $249/SF
    • 36 Days On Market

    Current Estimated Value $579,202

    Last Listing Agent Hazel Shakur Redfin Corp

    709 Agnes Dorsey Place, Annapolis, MD 21401
    • /34

      Est $1,494,000 Not Listed For Sale

      100 Severn Ave Unit 606, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1978
      100 Severn Ave Unit 606, Annapolis, MD 21403

      Last Sold Summary

      • 29% Below List Price
      • $1,312/SF
      • 4 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

Showing Results 281 - 320, Page 8 of 18

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