2,717

Windsor, VA Homes

Section Image
  • 12296 Keaton Ave, Windsor, VA 23487

    $415,000 Sold Jun 13, 2025

    12296 Keaton Ave, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 2,323 Sq Ft
    • Built 2005

    Last Sold Summary

    • $179/SF
    • 106 Days On Market

    Current Estimated Value $428,934

    Last Listing Agent Durwood Scott Scott & Assoc. Inc. Realtors

    12296 Keaton Ave, Windsor, VA 23487
    • /2

      Est $290,585 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,688 Sq Ft

      8784 Fire Tower Rd, Windsor, VA 23487

      8784 Fire Tower Rd, Windsor, VA 23487
  • /48

    $335,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    12387 Old Suffolk Rd, Windsor, VA 23487

    Welcome home to this beautiful ranch-style home perfectly situated on 1.30+ acres, offering exceptional space to spread out, entertain, and enjoy peaceful outdoor living. Inside this well maintained home, you’ll find 4 good sized bedrooms and 2 full bathrooms, along with bright and welcoming living and dining areas designed for both comfortable everyday living and entertaining. The home features

    Rodney Shearn Howard Hanna Real Estate Svcs.

    12387 Old Suffolk Rd, Windsor, VA 23487
  • 22480 York Ct, Windsor, VA 23487

    $405,000 Sold Jul 28, 2025

    22480 York Ct, Windsor, VA 23487

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 2002

    Last Sold Summary

    • $198/SF
    • 11 Days On Market

    Current Estimated Value $412,120

    Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

    22480 York Ct, Windsor, VA 23487
    • /2

      Est $311,728 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,133 Sq Ft

      25 E Griffin St, Windsor, VA 23487

      25 E Griffin St, Windsor, VA 23487
  • /9

    $1,375,000 Pending

    • Land
    • 84.9 Acres
    • $16,196 per Acre

    13009 Windsor Blvd, Windsor, VA 23487

    With over a quarter mile of road frontage on well travelled 460 and almost 85 acres makes this a prime development opportunity for residential or business uses. A 1790 farmhouse comes with the property but the value is in the land. A pond in the back makes for a ready BMP to handle potential development runoff. Located in Isle of Wight between the cities of Suffolk and Windsor gives ready access

    John Rector The Real Estate Group

    13009 Windsor Blvd, Windsor, VA 23487
  • 25253 Kelsie St, Windsor, VA 23487

    $445,000 Sold May 09, 2025

    25253 Kelsie St, Windsor, VA 23487

    • 5 Beds
    • 3 Baths
    • 2,510 Sq Ft
    • Built 2020

    Last Sold Summary

    • $177/SF
    • 88 Days On Market

    Current Estimated Value $449,646

    Last Listing Agent Debra Monette Better Homes & Gdns Ntv Am Grp

    25253 Kelsie St, Windsor, VA 23487
    • /2

      Est $652,410 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,766 Sq Ft

      17262 Woodland Dr, Windsor, VA 23487

      17262 Woodland Dr, Windsor, VA 23487
  • /3

    $199,900 Pending

    • Land
    • 25.5 Acres
    • $7,839 per Acre

    25.5AC Woodland Dr, Windsor, VA 23487

    This incredible 25.50-acre wooded parcel in charming Windsor, VA offers the perfect blend of privacy and potential. Nestled in a peaceful, rural setting with easy access to Route 460, you're just minutes from local favorites like the Windsor Castle Park trails and historic downtown Smithfield—and less than an hour from the vibrant culture and amenities of Norfolk. Enjoy the small-town warmth,

    Norman Domingo XRealty.NET LLC

    25.5AC Woodland Dr, Windsor, VA 23487
  • 11112 Windsor Way, Windsor, VA 23487

    $435,000 Sold Sep 04, 2025

    11112 Windsor Way, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft
    • Built 1999

    Last Sold Summary

    • $210/SF
    • 9 Days On Market

    Current Estimated Value $438,774

    Last Listing Agent Angie Clark Pointe East Realty LLC

    11112 Windsor Way, Windsor, VA 23487
    • /2

      Est $363,634 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,848 Sq Ft

      17044 N Carolina Ave, Windsor, VA 23487

      17044 N Carolina Ave, Windsor, VA 23487
  • /2

    $199,000 Under Contract

    • Land
    • 15.93 Acres
    • $12,492 per Acre

    15.9AC Ecella Rd, Windsor, VA 23898

    Discover nearly 16 acres of pristine farmland, the perfect canvas for your custom dream home or a premier equestrian estate. This expansive lot is mostly cleared and ready for development, featuring mature tree lines on two sides for natural privacy. Experience the quintessential peace and tranquility of country living without sacrificing convenience; you are located just off Rt. 460, less than 7

    Tracie Gaskins Howard Hanna Real Estate Svcs.

    15.9AC Ecella Rd, Windsor, VA 23898
  • 16 B Ave, Windsor, VA 23487

    $143,000 Sold Jun 04, 2025

    16 B Ave, Windsor, VA 23487

    • 2 Beds
    • 1 Bath
    • 1,284 Sq Ft
    • Built 1920

    Last Sold Summary

    • $111/SF
    • 1 Day On Market

    Current Estimated Value $147,939

    Last Listing Agent Lee Cross Cross Realty

    16 B Ave, Windsor, VA 23487
    • /2

      Est $356,357 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,712 Sq Ft

      27568 Parsons Dr, Windsor, VA 23487

      27568 Parsons Dr, Windsor, VA 23487
  • /49

    $435,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    32 N Court St, Windsor, VA 23487

    DO NOT LET THIS OPPORTUNITY GET AWAY! This home has LOTS of potential to customize and make it personal for your taste. This is a well built home with steel beam under the home and lots of quality! 4 Bedroom BRICK Colonial with 2 car attached brick carport, copper gutters, large yard and deck etc. on the exterior and Large kitchen, lots of cabinets, eat in area, utility room, hardwood floors,

    S Dane Scott Scott & Assoc. Inc. Realtors

    32 N Court St, Windsor, VA 23487
  • 17294 Jolly Cir, Windsor, VA 23487

    $349,990 Sold Jun 18, 2025

    17294 Jolly Cir, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2016

    Last Sold Summary

    • $233/SF
    • 25 Days On Market

    Current Estimated Value $359,404

    Last Listing Agent Jay Hassell Keller Williams Realty Twn Ctr

    17294 Jolly Cir, Windsor, VA 23487
    • /2

      Est $491,656 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,200 Sq Ft

      27210 Avis Dr, Windsor, VA 23487

      27210 Avis Dr, Windsor, VA 23487
  • /42

    $445,000

    • 5 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    11492 Savannah St, Windsor, VA 23487

    Welcome to this stunning 5 bed, 2.5 bath home in the desirable Holland Meadows community, built in 2020. This spacious home features an open floor plan with a living area that flows seamlessly into the open kitchen. The kitchen boasts a large island, granite countertops, stainless steel appliances, pantry, and plenty of cabinet space. A convenient mudroom adds organization. All bedrooms are

    Vernon Sims Keller Williams Realty Twn Ctr

    11492 Savannah St, Windsor, VA 23487
  • 17359 Courthouse Hwy, Windsor, VA 23487

    $435,000 Sold Oct 27, 2025

    17359 Courthouse Hwy, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Built 2012

    Last Sold Summary

    • $244/SF
    • 14 Days On Market

    Current Estimated Value $437,057

    Last Listing Agent Robin Stiltner Pink Flamingo Realty LLC

    17359 Courthouse Hwy, Windsor, VA 23487
    • /2

      Est $354,914 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      26364 Walters Hwy, Windsor, VA 23487

      26364 Walters Hwy, Windsor, VA 23487
  • /25

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,134 Sq Ft

    17009 Mt Olive Ave, Windsor, VA 23487

    Come see this beautiful home located in Isle of Wight in Windsor that sits on a large corner lot! This 3 Bedroom 2 bathroom home is a must see! It has been upgraded!! LVP throughout the home. Updated kitchen with a large island! The primary bedroom has a large bathroom and walk in closet! The laundry room leads you outside to a perfect yard for entertaining! The fire pit area is a must see! Don't

    Brittany Hendrickson KW Coastal Virginia Chesapeake

    17009 Mt Olive Ave, Windsor, VA 23487
  • 8503 W Blackwater Rd, Windsor, VA 23487

    $379,000 Sold May 09, 2025

    8503 W Blackwater Rd, Windsor, VA 23487

    • 4 Beds
    • 3.5 Baths
    • 2,036 Sq Ft
    • Built 1954

    Last Sold Summary

    • $186/SF
    • 52 Days On Market

    Current Estimated Value $381,653

    Last Listing Agent Raietta Thomas Melody Matthews&Assoc.RE Prof

    8503 W Blackwater Rd, Windsor, VA 23487
    • /2

      Est $335,897 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft

      26317 Walters Hwy, Windsor, VA 23487

      26317 Walters Hwy, Windsor, VA 23487
  • /32

    $439,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,230 Sq Ft

    24401 John Henry St, Windsor, VA 23487

    Lovely 4 bedroom 3.5 bathroom home located in the Holland Meadows neighborhood of Windsor. IN-Ground Swimming pool / Salt water / located in a cup-de-sac / white vinyl back yard. You will love the home and the neighborhood! Items to convey - all items to include all appliances to include the washer and dryer, 8'/8' garden shed . Tile showers / Granite island and vanities. electric fire place in

    John Drames MOP Land and Farms Realty

    24401 John Henry St, Windsor, VA 23487
  • Prcl 1 Bank St, Windsor, VA 23487

    $50,000 Sold Oct 22, 2025

    Prcl 1 Bank St, Windsor, VA 23487

    • Land
    • 0.44 Acre
    • $113,636 per Acre

    Last Sold Summary

    • 7 Days On Market

    Last Listing Agent Lee Cross Cross Realty

    Prcl 1 Bank St, Windsor, VA 23487
    • /2

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,100 Sq Ft

      26292 Colosse Rd, Windsor, VA 23487

      26292 Colosse Rd, Windsor, VA 23487
  • /3

    $275,000

    • Land
    • 17.69 Acres
    • $15,546 per Acre

    15+AC Courthouse Hwy, Windsor, VA 23487

    Great opportunity to purchase almost 20 acres of land in the town of Windsor VA. There is an easement that gives 50' of road frontage the land is zoned Residential.

    JR Doughty 1st Class Real Estate Norfolk

    15+AC Courthouse Hwy, Windsor, VA 23487
  • 11356 Old Suffolk Rd, Windsor, VA 23487

    $321,000 Sold Jun 09, 2025

    11356 Old Suffolk Rd, Windsor, VA 23487

    • Land
    • 29.93 Acres
    • $10,725 per Acre

    Last Sold Summary

    • 561 Days On Market

    Current Estimated Value $322,574

    Last Listing Agent John Rector The Real Estate Group

    11356 Old Suffolk Rd, Windsor, VA 23487
    • /2

      Est $446,271 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,086 Sq Ft

      13118 Shiloh Dr, Windsor, VA 23487

      13118 Shiloh Dr, Windsor, VA 23487
  • /9

    $175,000

    • Land
    • 0.71 Acre
    • $245,098 per Acre

    .71 Ac E Windsor Blvd, Windsor, VA 23487

    *FRONTAGE ON MAJOR HWY. ENTRANCE FROM ADJACENT PROPERTY IS AVAILABLE WHICH WOULD NOT REQUIRE TURN LANE.**SEE ATTACHED SURVEY.

    Durwood Scott Scott & Assoc. Inc. Realtors

    .71 Ac E Windsor Blvd, Windsor, VA 23487
  • 24167 Lovers Ln, Windsor, VA 23487

    $268,000 Sold Nov 21, 2025

    24167 Lovers Ln, Windsor, VA 23487

    • 2 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Built 1967

    Last Sold Summary

    • $164/SF
    • 39 Days On Market

    Current Estimated Value $272,555

    Last Listing Agent Angie Jones Howard Hanna Real Estate Svcs.

    24167 Lovers Ln, Windsor, VA 23487
    • /2

      Est $442,919 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,606 Sq Ft

      10451 Albert Ct, Windsor, VA 23487

      10451 Albert Ct, Windsor, VA 23487
  • /27

    $384,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    10174 Bank St, Windsor, VA 23487

    New construction with premium upgrades by an award-winning builder—move-in ready and built to impress! This modern home offers spacious open living, upgraded LVP flooring, elegant granite countertops, and upgraded cabinetry throughout. A designer lighting package enhances the bright, airy feel of every room. Step outside to a large fenced backyard, ideal for entertaining, or play. Conveniently

    Ralph Harvey ListWithFreedom.com Inc

    10174 Bank St, Windsor, VA 23487
  • 16 W Windsor Blvd, Windsor, VA 23487

    $225,000 Sold Dec 30, 2025

    16 W Windsor Blvd, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft
    • Built 1950

    Last Sold Summary

    • $209/SF

    Last Listing Agent Durwood Scott Scott & Assoc. Inc. Realtors

    16 W Windsor Blvd, Windsor, VA 23487
    • /2

      Est $434,391 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,329 Sq Ft

      10401 Sylvia Cir, Windsor, VA 23487

      10401 Sylvia Cir, Windsor, VA 23487
  • /50

    $450,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,797 Sq Ft

    23068 Andrew Ct, Windsor, VA 23487

    Located in the established Windsor Woods community, this spacious 5-bedroom, 3-full-bath home offers a flexible layout and comfortable living with no HOA. The first floor features a primary suite and a guest bedroom, along with soaring cathedral ceilings that fill the home with natural light and create an open, airy feel. Upstairs offers three additional generously sized bedrooms with excellent

    Amanda Emanuel BHHS RW Towne Realty

    23068 Andrew Ct, Windsor, VA 23487
  • 26438 Walters Hwy, Windsor, VA 23487

    $650,000 Sold May 06, 2025

    26438 Walters Hwy, Windsor, VA 23487

    • 5 Beds
    • 3.5 Baths
    • 2,986 Sq Ft
    • Built 1997

    Last Sold Summary

    • $218/SF
    • 14 Days On Market

    Current Estimated Value $650,663

    Last Listing Agent Ron Sawyer RE/MAX Prime

    26438 Walters Hwy, Windsor, VA 23487
    • /2

      Est $468,525 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,582 Sq Ft

      10450 Albert Ct, Windsor, VA 23487

      10450 Albert Ct, Windsor, VA 23487
  • /7

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    11480 Blue Ridge Trail, Windsor, VA 23487

    PRICE ADJUSTMENT! Idyllic Farmstead Escape with Equine FacilitiesExperience peaceful country living on 9.03 acres of gently rolling pastureland. This 3-bedroom, 3-bath home offers inviting living spaces, including a generous living room, cozy den with gas fireplace, and a kitchen featuring rich cabinetry, black appliances, and a central island. A formal dining room with classic chandelier

    Donnie Upton Upton Realty

    11480 Blue Ridge Trail, Windsor, VA 23487
  • 14494 Bowling Green Rd, Windsor, VA 23487

    $415,000 Sold Jan 23, 2026

    14494 Bowling Green Rd, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $206/SF
    • 30 Days On Market

    Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

    14494 Bowling Green Rd, Windsor, VA 23487

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