40,686

Annapolis, MD Homes

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    • 2003 Warners Terrace N Unit 217, Annapolis, MD 21401
      2003 Warners Terrace N Unit 217, Annapolis, MD 21401
      2003 Warners Terrace N Unit 217, Annapolis, MD 21401
      /35

      Est $333,687 Not Listed For Sale

      2003 Warners Terrace N Unit 217, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • Built 1999
      2003 Warners Terrace N Unit 217, Annapolis, MD 21401

      Last Sold Summary

      • 27 Days On Market

      Last Sold Price $332,500

      Last Listing Agent Jenn Bonk Cummings & Co. Realtors

  • 2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    /44

    $2,295,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome with elevator spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • 16 Silverwood Cir Unit 2, Annapolis, MD 21403
    16 Silverwood Cir Unit 2, Annapolis, MD 21403
    16 Silverwood Cir Unit 2, Annapolis, MD 21403
    /29

    $275,000 Sold Aug 12, 2025

    16 Silverwood Cir Unit 2, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1974

    Last Sold Summary

    • $210/SF
    • 3 Days On Market

    Current Estimated Value $276,342

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

    16 Silverwood Cir Unit 2, Annapolis, MD 21403
    • 2003 Warners Terrace N Unit 321, Annapolis, MD 21401
      2003 Warners Terrace N Unit 321, Annapolis, MD 21401
      2003 Warners Terrace N Unit 321, Annapolis, MD 21401
      /40

      Est $367,413 Not Listed For Sale

      2003 Warners Terrace N Unit 321, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1999
      2003 Warners Terrace N Unit 321, Annapolis, MD 21401

      Last Sold Summary

      • 1% Below List Price
      • $240/SF
      • 1 Day On Market

      Last Sold Price $372,500

      Last Listing Agent Gary Schneider Long & Foster

  • 969 Running Brook Way, Annapolis, MD 21401
    969 Running Brook Way, Annapolis, MD 21401
    969 Running Brook Way, Annapolis, MD 21401
    /44

    $739,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,621 Sq Ft

    969 Running Brook Way, Annapolis, MD 21401

    Beautiful single-family home nestled in a private cul-de-sac, offering a spacious layout designed with both comfort and entertaining in mind, and fresh paint throughout. The floor plan flows seamlessly from room to room, featuring a family room with soaring cathedral ceilings and a cozy gas fireplace. The dining room opens through elegant French doors into a four-season sunroom, while an

    Jeannette Lancaster Douglas Realty LLC

    969 Running Brook Way, Annapolis, MD 21401
  • 1031 Old Bay Ridge Rd, Annapolis, MD 21403
    1031 Old Bay Ridge Rd, Annapolis, MD 21403
    1031 Old Bay Ridge Rd, Annapolis, MD 21403
    /48

    $739,000 Sold Mar 13, 2026

    1031 Old Bay Ridge Rd, Annapolis, MD 21403

    • 4 Beds
    • 3 Baths
    • 2,296 Sq Ft
    • Built 1968

    Last Sold Summary

    • $322/SF
    • 10 Days On Market

    Current Estimated Value $730,506

    Last Listing Agent Deborah Savoie Long & Foster Real Estate, Inc.

    1031 Old Bay Ridge Rd, Annapolis, MD 21403
    • 21 Silverwood Cir Unit 7, Annapolis, MD 21403
      21 Silverwood Cir Unit 7, Annapolis, MD 21403
      21 Silverwood Cir Unit 7, Annapolis, MD 21403
      /32

      Est $301,028 Not Listed For Sale

      21 Silverwood Cir Unit 7, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1974
      21 Silverwood Cir Unit 7, Annapolis, MD 21403

      Last Sold Summary

      • 2% Above List Price
      • $177/SF
      • 4 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Jeannine Wayson Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 962 Coachway, Annapolis, MD 21401
    962 Coachway, Annapolis, MD 21401
    962 Coachway, Annapolis, MD 21401
    /111

    $1,299,900 Open Sun 2PM - 4PM

    • 6 Beds
    • 3.5 Baths
    • 5,889 Sq Ft

    962 Coachway, Annapolis, MD 21401

    Tranquility and nature awaits you, this timeless all-brick estate offers the rare feeling of living in your own private retreat — while still being just minutes from the heart of Annapolis.A long private drive opens to a circular driveway welcoming you home, a picturesque landscape with mature trees and open space. A three-car garage and separate shed, there’s plenty of room for vehicles,

    Sarah Garza Compass

    962 Coachway, Annapolis, MD 21401
  • 1383 Sunwood Terrace, Annapolis, MD 21409
    1383 Sunwood Terrace, Annapolis, MD 21409
    1383 Sunwood Terrace, Annapolis, MD 21409
    /58

    $880,000 Sold Aug 08, 2025

    1383 Sunwood Terrace, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 4,136 Sq Ft
    • Built 1994

    Last Sold Summary

    • $213/SF
    • 24 Days On Market

    Current Estimated Value $893,514

    Last Listing Agent Kimberly McGrath Compass

    1383 Sunwood Terrace, Annapolis, MD 21409
    • 805 Coxswain Way Unit 208, Annapolis, MD 21401
      805 Coxswain Way Unit 208, Annapolis, MD 21401
      805 Coxswain Way Unit 208, Annapolis, MD 21401
      /44

      Est $426,215 Not Listed For Sale

      805 Coxswain Way Unit 208, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,369 Sq Ft
      • Built 1990
      805 Coxswain Way Unit 208, Annapolis, MD 21401

      Last Sold Summary

      • 7% Above List Price
      • $292/SF
      • 4 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Carl Merewitz PAX Real Estate

  • 102 Vanguard Ln, Annapolis, MD 21401
    102 Vanguard Ln, Annapolis, MD 21401
    102 Vanguard Ln, Annapolis, MD 21401
    /29

    $565,000

    • 4 Beds
    • 5 Baths
    • 2,000 Sq Ft

    102 Vanguard Ln, Annapolis, MD 21401

    Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that

    Nina Thompson RE/MAX Concierge Realty

    102 Vanguard Ln, Annapolis, MD 21401
  • 7044 Harbour Village Ct Unit 102, Annapolis, MD 21403
    7044 Harbour Village Ct Unit 102, Annapolis, MD 21403
    7044 Harbour Village Ct Unit 102, Annapolis, MD 21403
    /60

    $645,000 Sold Oct 21, 2025

    7044 Harbour Village Ct Unit 102, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1989

    Last Sold Summary

    • $539/SF
    • 10 Days On Market

    Current Estimated Value $639,394

    Last Listing Agent Joanna Dalton Coldwell Banker Realty

    7044 Harbour Village Ct Unit 102, Annapolis, MD 21403
    • 2050 Quaker Way Unit 4, Annapolis, MD 21401
      2050 Quaker Way Unit 4, Annapolis, MD 21401
      2050 Quaker Way Unit 4, Annapolis, MD 21401
      /34

      Est $344,691 Not Listed For Sale

      2050 Quaker Way Unit 4, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,117 Sq Ft
      • Built 1997
      2050 Quaker Way Unit 4, Annapolis, MD 21401

      Last Sold Summary

      • 1% Above List Price
      • $306/SF
      • 3 Days On Market

      Last Sold Price $342,000

      Last Listing Agent Heather Giovingo Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 191 S Southwood Ave, Annapolis, MD 21401
    191 S Southwood Ave, Annapolis, MD 21401
    191 S Southwood Ave, Annapolis, MD 21401
    /23

    $600,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    191 S Southwood Ave, Annapolis, MD 21401

    Welcome to this beautifully updated split foyer home, where modern upgrades meet everyday comfort! This home features three spacious bedrooms and two full bathrooms, thoughtfully updated for today’s lifestyle. Step inside to an inviting open floor plan that seamlessly connects the living and dining areas—perfect for both everyday living and entertaining. A cozy fireplace adds warmth and charm,

    Elizabeth Parks Berkshire Hathaway HomeServices PenFed Realty

    191 S Southwood Ave, Annapolis, MD 21401
  • 23 Linden Ave, Annapolis, MD 21401
    23 Linden Ave, Annapolis, MD 21401
    23 Linden Ave, Annapolis, MD 21401
    /44

    $675,000 Sold Jul 31, 2025

    23 Linden Ave, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1970

    Last Sold Summary

    • $375/SF
    • 3 Days On Market

    Current Estimated Value $683,701

    Last Listing Agent Jennifer Grizzle Coldwell Banker Realty

    23 Linden Ave, Annapolis, MD 21401
    • 5 Silverwood Cir Unit 5, Annapolis, MD 21403
      5 Silverwood Cir Unit 5, Annapolis, MD 21403
      5 Silverwood Cir Unit 5, Annapolis, MD 21403
      /40

      Est $275,373 Not Listed For Sale

      5 Silverwood Cir Unit 5, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,312 Sq Ft
      • Built 1974
      5 Silverwood Cir Unit 5, Annapolis, MD 21403

      Last Sold Summary

      • 10% Above List Price
      • $191/SF
      • 2 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Ani Gonzalez-Brunet Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 1519 Winchester Rd, Annapolis, MD 21409
    1519 Winchester Rd, Annapolis, MD 21409
    1519 Winchester Rd, Annapolis, MD 21409
    /34

    $849,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,375 Sq Ft

    1519 Winchester Rd, Annapolis, MD 21409

    Set on a beautifully landscaped 0.34-acre corner lot in sought-after Winchester-on-the-Severn, this thoughtfully renovated residence offers a seamless blend of style, comfort, and everyday livability. A fully fenced backyard creates a private outdoor retreat, complete with a deck, patio, garden, playground, and storage shed, perfectly designed for both entertaining and relaxed daily living.

    Brad Kappel TTR Sotheby's International Realty

    1519 Winchester Rd, Annapolis, MD 21409
  • 11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    /31

    $587,000 Sold Jul 24, 2025

    11 1/2 College Ave, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1784

    Last Sold Summary

    • $405/SF
    • 5 Days On Market

    Current Estimated Value $626,504

    Last Listing Agent Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    11 1/2 College Ave, Annapolis, MD 21401
    • 623 Admiral Dr Unit 403, Annapolis, MD 21401
      623 Admiral Dr Unit 403, Annapolis, MD 21401
      623 Admiral Dr Unit 403, Annapolis, MD 21401
      /20

      Est $395,826 Not Listed For Sale

      623 Admiral Dr Unit 403, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,581 Sq Ft
      • Built 1996
      623 Admiral Dr Unit 403, Annapolis, MD 21401

      Last Sold Summary

      • $250/SF
      • 40 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Christian Dimenna Cummings & Co. Realtors

  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /2

    $710,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403

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