40,686

Annapolis, MD Homes

Section Image Section Image
  • /33

    $415,000 Under Contract

    • 2 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    21 Muir Woods Ct, Annapolis, MD 21403

    New Price, A must see!!!Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (410) 883-7825

    21 Muir Woods Ct, Annapolis, MD 21403
  • /8

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • 865 Sq Ft
    • Condo for Rent

    1225 Gemini Dr Unit B, Annapolis, MD 21403

    Wonderful bright first floor condo in convenient Annapolis location with pool view. Same sqft as 2 bedroom. Plenty of storage. Custom Windows & Doors by Pella. Granite counter tops w/ stainless steel appliances &solid maple cabinets. Crown molding and upgraded interior doors. Hardwood floors throughout. Ceiling fans, move in ready! Pets case by case- could be furnished if desired. walk out level

    Bridget Fischer Coastal Realty Maryland

    1225 Gemini Dr Unit B, Annapolis, MD 21403
  • /71

    $810,000 Sold Jun 09, 2025

    1043 Skyview Dr, Annapolis, MD 21409

    • 5 Beds
    • 3.5 Baths
    • 3,213 Sq Ft
    • Built 2000

    Last Sold Summary

    • $252/SF
    • 0 Days On Market

    Current Estimated Value $797,882

    Last Listing Agent Stacy Early Long & Foster Real Estate, Inc.

    1043 Skyview Dr, Annapolis, MD 21409
    • /11

      Est $630,333 Not Listed For Sale

      1007 Mount Holly Dr, Annapolis, MD 21409

      • 5 Beds
      • 4.5 Baths
      • 3,590 Sq Ft
      • Built 2025
      1007 Mount Holly Dr, Annapolis, MD 21409

      Last Sold Summary

      • 37% Below List Price
      • $279/SF
      • 0 Days On Market

      Last Sold Price $1,000,634

      Last Listing Agent Julie Lamartina-Dinko Douglas Realty, LLC

  • /57

    $695,000 Under Contract

    • 3 Beds
    • 1,845 Sq Ft

    2804 Pennypond Ln N, Annapolis, MD 21401

    Nestled within the sought-after Riva Trace community of Annapolis, this beautifully updated end-unit townhome is surrounded by mature trees, offering a private and tranquil setting with access to water, tennis and pickleball courts, and scenic walking, jogging, and biking paths. Enter through the front door or one-car garage to a warm and inviting main level, where rich hardwood floors complement

    Agent Photo

    Kristi Neidhardt

    Northrop Realty

    (410) 604-8601

    2804 Pennypond Ln N, Annapolis, MD 21401
  • /28

    $2,067 - $6,110 per month

    Crosswinds at Annapolis Town Center

    Studio - 2 Beds

    1903 Towne Centre Blvd, Annapolis, MD 21401

    Crosswinds at Annapolis Town Center offers you upscale apartment finishes and exquisite amenity spaces you won't find anywhere else, alongside a community focused on local connection. Vibrant, urban, and just minutes from historic downtown Annapolis, Crosswinds is redefining traditional luxury living. With the best shopping, dining, and entertainment just moments away, you can find the perfect

    1903 Towne Centre Blvd, Annapolis, MD 21401
  • /35

    $875,000 Sold Feb 02, 2026

    1141 Mainsail Dr, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1966

    Last Sold Summary

    • $315/SF
    • 65 Days On Market

    Current Estimated Value $872,146

    Last Listing Agent Reid Buckley Long & Foster Real Estate, Inc.

    1141 Mainsail Dr, Annapolis, MD 21403
    • /48

      Est $713,139 Not Listed For Sale

      18 Woodlawn Ave, Annapolis, MD 21401

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1940
      18 Woodlawn Ave, Annapolis, MD 21401

      Last Sold Summary

      • $470/SF
      • 5 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Malina Koerschner Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /13

    $1,079,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    113 Stilly Way, Annapolis, MD 21403

    Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 431-3849

    113 Stilly Way, Annapolis, MD 21403
  • /52

    $3,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft
    • Townhouse for Rent

    2915 Winters Chase Way, Annapolis, MD 21401

    Welcome to 2915 Winters Chase Way! This 3-level, end unit townhome is nestled within the highly desirable Riva Trace community. This lovely, 3 bedroom, 2.5 bath updated, contemporary, light-filled home includes cathedral ceilings, two fireplaces, gourmet kitchen and beautiful LVP floors. The main level is perfect for relaxation or entertaining with a formal living room, and separate family room

    Carlos Segura Berkshire Hathaway HomeServices PenFed Realty

    2915 Winters Chase Way, Annapolis, MD 21401
  • /31

    $570,000 Sold May 27, 2025

    529 Ridge Rd, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1970

    Last Sold Summary

    • $279/SF
    • 29 Days On Market

    Current Estimated Value $598,284

    Last Listing Agent Melissa Marsden Hoffman Real Estate Group, LLC

    529 Ridge Rd, Annapolis, MD 21401
    • /61

      Est $513,484 Not Listed For Sale

      1009 Monroe St, Annapolis, MD 21403

      • 4 Beds
      • 3 Baths
      • 1,636 Sq Ft
      • Built 1955
      1009 Monroe St, Annapolis, MD 21403

      Last Sold Summary

      • 7% Below List Price
      • $336/SF
      • 13 Days On Market

      Last Sold Price $549,900

      Last Listing Agent Michael Green Witz Realty, LLC

  • /21

    $1,099,990 New Construction

    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    116 Stilly Way, Annapolis, MD 21403

    Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 222-1215

    116 Stilly Way, Annapolis, MD 21403
  • /18

    $2,481 - $2,995 total monthly price

    North Severn Village - No Costs Utilities*

    3 - 4 Beds

    349 Kinkaid Rd, Annapolis, MD 21402

    Welcome to North Severn Village! North Severn Village is located near the entrance of NSA Annapolis and just moments away from the from historic downtown Annapolis waterfront. North Severn Village features spacious two-story three-, and four-bedroom townhomes, all of which feature fenced-in backyards and storage sheds and average usage of utilities is included. On-base housing gives you the

    349 Kinkaid Rd, Annapolis, MD 21402
  • /53

    $500,000 Sold Jun 27, 2025

    1412 Anna Marie Ct, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 2000

    Last Sold Summary

    • $214/SF
    • 2 Days On Market

    Current Estimated Value $501,805

    Last Listing Agent Zsuzsanna Rainey Taylor Properties

    1412 Anna Marie Ct, Annapolis, MD 21409
    • /34

      Est $943,718 Not Listed For Sale

      160 West St, Annapolis, MD 21401

      • 5 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1920
      160 West St, Annapolis, MD 21401

      Last Sold Summary

      • 2% Above List Price
      • $633/SF
      • 15 Days On Market

      Last Sold Price $922,000

      Last Listing Agent Jackie Reinauer Long & Foster

  • /21

    $1,064,990 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,398 Sq Ft

    117 Stilly Way, Annapolis, MD 21403

    Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom, fireplace,

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 834-4223

    117 Stilly Way, Annapolis, MD 21403
  • /10

    $2,075 per month

    • 2 Beds
    • 1 Bath
    • 2,499 Sq Ft
    • House for Rent

    920 Boucher Ave Unit 2, Annapolis, MD 21403

    Beautiful Unit Available Now in Eastport! This 2 bed 1 bath unit is the lower unit of the home and has Hardwood Floors throughout with Lots of natural light! This home features an in unit washer/dryer, new appliances, and recently had some paint and minor repairs completed. Fantastic location with easy access to downtown Annapolis and Spa Creek. Ready for immediate occupancy! ****Minimum Credit

    Natalie Dickie Blackwell Real Estate, LLC

    920 Boucher Ave Unit 2, Annapolis, MD 21403
  • /49

    $600,000 Sold Jul 29, 2025

    3510 Narragansett Ave, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1987

    Last Sold Summary

    • $375/SF
    • 6 Days On Market

    Current Estimated Value $628,023

    Last Listing Agent Teresa Klem Long & Foster Real Estate, Inc.

    3510 Narragansett Ave, Annapolis, MD 21403
    • /23

      Est $347,924 Not Listed For Sale

      1670 Secretariat Dr, Annapolis, MD 21409

      • 3 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 1983
      1670 Secretariat Dr, Annapolis, MD 21409

      Last Sold Summary

      • 1% Below List Price
      • $299/SF
      • 2 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Kevin Brown Long & Foster

  • /70

    $750,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,645 Sq Ft

    2018 Quay Village Ct Unit 201, Annapolis, MD 21403

    Welcome to an exceptional living experience at Chesapeake Harbour, where this well maintained 3 bedroom, 3 full bath condo offers not just a home but a lifestyle. Perfectly situated in a premium location, this residence boasts breathtaking views of the Bay Bridge and the sparkling waters of the Bay, providing a serene backdrop to your daily life. Step into a well-designed space that seamlessly

    Agent Photo

    Lorna Kaim

    Compass

    (410) 305-9422

    2018 Quay Village Ct Unit 201, Annapolis, MD 21403
  • /18

    $2,395 - $3,700 total monthly price

    Gardens of Annapolis

    1 - 2 Beds

    931 Edgewood Rd, Annapolis, MD 21403

    As the two time winner of the Active Senior Community Award from Maryland Multi-Housing Association, Gardens of Annapolis is the premier senior living community in Annapolis, MD. Just moments from Annapolis Mall and the Annapolis Town Center, you can enjoy and appreciate all the comforts of independent living at this luxurious rental community created exclusively for seniors 62 and better.

    931 Edgewood Rd, Annapolis, MD 21403
  • /37

    $575,000 Sold Jun 27, 2025

    1614 Belle Dr, Annapolis, MD 21401

    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft
    • Built 2016

    Last Sold Summary

    • $235/SF
    • 42 Days On Market

    Current Estimated Value $583,802

    Last Listing Agent Joanna Dalton Coldwell Banker Realty

    1614 Belle Dr, Annapolis, MD 21401
    • /44

      Est $511,919 Not Listed For Sale

      2625 Rigging Dr, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 2,040 Sq Ft
      • Built 1991
      2625 Rigging Dr, Annapolis, MD 21401

      Last Sold Summary

      • $250/SF
      • 4 Days On Market

      Last Sold Price $511,000

      Last Listing Agent Teresa Klem Long & Foster

  • /34

    $512,000 Open Sat 10AM - 12PM

    • 1,968 Sq Ft

    21 Chelsea Ct, Annapolis, MD 21403

    Tucked away on a quiet cul-de-sac in the sought-after Hunt Meadow community, this stylish 3-bedroom, 2.5-bath contemporary townhome offers warmth and versatility throughout. The main level features a spacious living room with a cozy fireplace, a separate dining room, and a convenient half bath—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a

    Amelia Caraker Redfin Corp

    21 Chelsea Ct, Annapolis, MD 21403
  • /15

    $2,300 per month

    • 3 Beds
    • 1 Bath
    • 1,103 Sq Ft
    • Condo for Rent

    2570 Riva Rd Unit 15C, Annapolis, MD 21401

    New Listing!! This 3BR/1BA condo in Riva Commons is move in ready! This unit is conveniently located minutes from 50/97 and near the Annapolis Park n Ride for ease to DC and Baltimore. Walking distance to grocery stores and many restaurants. This unit features new carpet and new LVP flooring, freshly painted throughout. Primary bedroom has a large walk in closet. Two other bedrooms both have

    Danielle Franz EXP Realty, LLC

    2570 Riva Rd Unit 15C, Annapolis, MD 21401
  • /38

    $440,000 Sold Apr 25, 2025

    759 Fairview Ave Unit 759 A, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1968

    Last Sold Summary

    • $367/SF
    • 39 Days On Market

    Last Listing Agent Ann Englehart Coldwell Banker Realty

    759 Fairview Ave Unit 759 A, Annapolis, MD 21403
    • /58

      Est $629,401 Not Listed For Sale

      1251 Ramblewood Ct, Annapolis, MD 21409

      • 4 Beds
      • 3 Baths
      • 2,320 Sq Ft
      • Built 1971
      1251 Ramblewood Ct, Annapolis, MD 21409

      Last Sold Summary

      • $272/SF
      • 18 Days On Market

      Last Sold Price $629,999

      Last Listing Agent Amy Juras Long & Foster

  • /27

    $415,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    1943 Marconi Cir, Annapolis, MD 21401

    PRICE REDUCTION!One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: NEW ANDERSON WINDOWS, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.The renovated kitchen (approx. 5 years) boasts granite countertops, white

    Deborah Wade RE/MAX Executive

    1943 Marconi Cir, Annapolis, MD 21401
  • /35

    $2,150 - $3,761 per month

    The James

    Studio - 2 Beds

    251 Admiral Cochrane Dr, Annapolis, MD 21401

    Sophistication and elegance make every apartment home at The James worth remembering. Each apartment home is expertly designed with custom home style finishes and spacious floorplans. Situated in Annapolis, residents will enjoy the communitys close proximity to unique shopping, cultural venues, and world-class dining.

    251 Admiral Cochrane Dr, Annapolis, MD 21401
  • /28

    $284,900 Sold Jul 03, 2025

    40 Hearthstone Ct Unit K, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft
    • Built 1992

    Last Sold Summary

    • $207/SF
    • 13 Days On Market

    Current Estimated Value $298,917

    Last Listing Agent Scott Swahl Redfin Corp

    40 Hearthstone Ct Unit K, Annapolis, MD 21403
    • /31

      Est $388,283 Not Listed For Sale

      219 Garden Gate Ln, Annapolis, MD 21403

      • 5 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1962
      219 Garden Gate Ln, Annapolis, MD 21403

      Last Sold Summary

      • 2% Above List Price
      • $317/SF
      • 1 Day On Market

      Last Sold Price $380,000

      Last Listing Agent John Collins Long & Foster

  • /59

    $2,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403

    Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown Annapolis. Blending classic seaside charm with refined finishes, this meticulously curated home features stunning interiors, where every detail reflects superior craftsmanship and thoughtful design. Rich hardwood flooring, custom

    John Collins Long & Foster Real Estate, Inc.

    400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403
  • /14

    $1,950 per month

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

    22 S Monroe Rd, Annapolis, MD 21402

    Wardour Bluffs is an exclusive boutique community of just 27 townhome-style apartments in highly sought-after West Annapolis, ideally located adjacent to the United States Naval Academy. Residents enjoy a serene, well-maintained setting with expansive green space and mature landscaping, all within walking distance to popular local shops and dining, including Graul’s Market, Naval Bagels, and

    Kerri Gates EXP Realty, LLC

    22 S Monroe Rd, Annapolis, MD 21402
  • /29

    $350,000 Sold May 16, 2025

    12 Belvedere Ct, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft
    • Built 1983

    Last Sold Summary

    • $253/SF
    • 28 Days On Market

    Current Estimated Value $367,214

    Last Listing Agent Marina Yousefian Long & Foster Real Estate, Inc.

    12 Belvedere Ct, Annapolis, MD 21403
    • /22

      Not Listed For Sale

      5 Park Place Unit 732, Annapolis, MD 21401

      • 1 Bed
      • 1.5 Baths
      • 926 Sq Ft
      • Built 2007
      5 Park Place Unit 732, Annapolis, MD 21401

      Last Sold Summary

      • 50% Below List Price
      • $589/SF
      • 4 Days On Market

      Last Sold Price $545,000

      Last Listing Agent George Gorayeb Anne Arundel Properties, Inc.

  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /36

    $2,550 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Condo for Rent

    1972 Scotts Crossing Way Unit 202, Annapolis, MD 21401

    Largest Model in the Community | 1,298 Sq. Ft. | 3BR/2BA Annapolis CondoEnjoy spacious second-floor living in this beautifully laid-out 3-bedroom, 2-bath condo offering 1,298 sq. ft. of living space. As the largest model in the community, this home combines comfort, functionality, and an excellent Annapolis location.The open floor plan features a large living room with a gas

    1972 Scotts Crossing Way Unit 202, Annapolis, MD 21401
  • /24

    $366,000 Sold Sep 29, 2025

    605 Broach Ct, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Built 1996

    Last Sold Summary

    • $233/SF
    • 12 Days On Market

    Current Estimated Value $361,694

    Last Listing Agent Pedro Fortiz LPT Realty, LLC

    605 Broach Ct, Annapolis, MD 21401
    • /43

      Est $666,751 Not Listed For Sale

      13 Brewer Ave, Annapolis, MD 21401

      • 4 Beds
      • 2.5 Baths
      • 1,434 Sq Ft
      • Built 1925
      13 Brewer Ave, Annapolis, MD 21401

      Last Sold Summary

      • 1% Below List Price
      • $471/SF
      • 195 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Steve Browning Keller Williams Flagship

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home