3,061

Isle Of Wight, VA Homes in ZIP Code 23487

Section Image Section Image
  • 9059 Whispering Pines Trail, Windsor, VA 23487

    $490,000 Sold Oct 31, 2024

    • 2,660 Sq Ft
    • $184/SF
    • 77 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2007

    9059 Whispering Pines Trail, Windsor, VA 23487

    Looking for your dream home? This stunning transitional gem sits on over 5 acres of land, offering ample space and privacy. With custom molding, trim, and blinds throughout, natural light fills every room. The spacious master bedroom boasts a luxurious bathroom and closet. The open floor plan, beautiful floors, and large kitchen make this home great for entertaining. Don't miss out on this

    Jimmy Auvil 1st Advantage Realty LLC

    9059 Whispering Pines Trail, Windsor, VA 23487
    • 21126 Orbit Rd, Windsor, VA 23487
      21126 Orbit Rd, Windsor, VA 23487
      /2

      Est $215,180 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 640 Sq Ft

      21126 Orbit Rd, Windsor, VA 23487

      21126 Orbit Rd, Windsor, VA 23487
  • 10 Roberts Ave, Windsor, VA 23487

    $355,000 Sold Oct 29, 2024

    • 1,700 Sq Ft
    • $209/SF
    • 80 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    10 Roberts Ave, Windsor, VA 23487

    Welcome to your dream home! This beautifully updated residence offers 3 spacious bedrooms and 2 full baths, featuring a brand-new roof, HVAC system, and stunning new flooring throughout. The kitchen is a chef’s delight with ample cabinet space, all new appliances, and modern finishes. Both bathrooms have been completely remodeled with contemporary fixtures and design. The home includes a

    Anna Boyer Howard Hanna Real Estate Services

    10 Roberts Ave, Windsor, VA 23487
    • 44 Holland Ln, Windsor, VA 23487
      44 Holland Ln, Windsor, VA 23487
      /2

      Est $322,318 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,189 Sq Ft

      44 Holland Ln, Windsor, VA 23487

      44 Holland Ln, Windsor, VA 23487
  • 11496 Shiloh Dr, Windsor, VA 23487

    $252,000 Sold Oct 29, 2024

    • 1,621 Sq Ft
    • $155/SF
    • 71 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1954

    11496 Shiloh Dr, Windsor, VA 23487

    Charming country living close to big town amenities. .55 acres with multiple storage sheds, green house, above ground pool. Lots of shade trees to enjoy this hot summer. Inside you'll find a huge laundry room, eat in kitchen, dining room and living room. 2 Bedrooms downstairs, one with 2 closets, upstairs is a large bedroom with half bath. Act now!

    Darlene Smithwick Hometown Realty LLC

    11496 Shiloh Dr, Windsor, VA 23487
    • 13352 Windsor Blvd, Windsor, VA 23487
      13352 Windsor Blvd, Windsor, VA 23487
      /2

      Not Listed For Sale

      • Studio

      13352 Windsor Blvd, Windsor, VA 23487

      13352 Windsor Blvd, Windsor, VA 23487
  • 9030 Winston Dr, Windsor, VA 23487

    $599,900 Sold Oct 25, 2024

    • 2,940 Sq Ft
    • $204/SF
    • 77 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2024

    9030 Winston Dr, Windsor, VA 23487

    Custom New Home on 2.43 acres Move in Ready September 2024!!! Open living/ dining/ kitchen, mudroom, bedroom with attached bathroom on the 1st floor (or use as office). Custom Kitchen with 42in cabinets, tile backsplash, granite countertops, Stainless Steel appliances, walk-in pantry and large island. HUGE Primary Suite on the 2nd floor with spa like bathroom with dual shower heads in tiled

    Rachel Beasley Own Real Estate LLC

    9030 Winston Dr, Windsor, VA 23487
    • 7.1 AC Maple Ln, Isle of Wight, VA 23487
      7.1 AC Maple Ln, Isle of Wight, VA 23487
      /2

      Not Listed For Sale

      7.1 AC Maple Ln, Isle of Wight, VA 23487

      7.1 AC Maple Ln, Isle of Wight, VA 23487
  • 11161 Old Suffolk Rd, Windsor, VA 23487
    11161 Old Suffolk Rd, Windsor, VA 23487
    11161 Old Suffolk Rd, Windsor, VA 23487
    /25

    $175,000 Sold Oct 23, 2024

    • 900 Sq Ft
    • $194/SF
    • 21 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1988

    11161 Old Suffolk Rd, Windsor, VA 23487

    Don't miss the opportunity to own this gem in the heart of Windsor with loads of potential! This cozy 3-bedroom home, in good condition, sits on a spacious 1/2-acre lot. Enjoy the large yard, perfect for outdoor activities, and relax on the wood side deck. With endless possibilities, this property is ready to become your dream home.

    Derek Greene The Greene Realty Group

    11161 Old Suffolk Rd, Windsor, VA 23487
    • 11115 Dunston Dr, Windsor, VA 23487
      11115 Dunston Dr, Windsor, VA 23487
      /2

      Est $290,815 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,336 Sq Ft

      11115 Dunston Dr, Windsor, VA 23487

      11115 Dunston Dr, Windsor, VA 23487
  • 66 Church St, Windsor, VA 23487
    66 Church St, Windsor, VA 23487
    66 Church St, Windsor, VA 23487
    /3

    $199,000 Pending

    • Land
    • 26 Acres
    • $7,710 per Acre

    66 Church St, Windsor, VA 23487

    25.81 acres in the Town of Windsor Va. divided into 5 parcels. Approximately 11 acres are in wetland. for more information Contact owners rep. Peter Acker (757-818-4527)

    MALLORY MARTIN Acker Real Estate Service

    66 Church St, Windsor, VA 23487
  • 108 S Court St, Windsor, VA 23487

    $360,000 Sold Oct 04, 2024

    • 1,360 Sq Ft
    • $265/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    108 S Court St, Windsor, VA 23487

    Step into modern comfort with this stunning 3-bedroom, 2.5-bath home, featuring newer construction and high-end finishes throughout. This beautifully designed property boasts an open-concept floor plan that is great for both family living and entertaining. The kitchen is equipped with custom cabinets, granite countertops, and sleek stainless steel appliances. The spacious fenced backyard offers

    Gina Woodward COVA Home Realty

    108 S Court St, Windsor, VA 23487
    • 27364 Buckhorn Dr, Windsor, VA 23487
      27364 Buckhorn Dr, Windsor, VA 23487
      /2

      Est $627,901 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,088 Sq Ft

      27364 Buckhorn Dr, Windsor, VA 23487

      27364 Buckhorn Dr, Windsor, VA 23487
  • 25.5AC Woodland Dr, Windsor, VA 23487
    25.5AC Woodland Dr, Windsor, VA 23487
    /2

    $199,900 Pending

    • Land
    • 26 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
  • 10451 Albert Ct, Windsor, VA 23487

    $444,900 Sold Oct 04, 2024

    • 2,606 Sq Ft
    • $171/SF
    • 73 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2006

    10451 Albert Ct, Windsor, VA 23487

    Lovely home in very desired neighborhood. One of the largest yards in the neighborhood with extra wide driveway. Open floor plan with one bedroom downstairs connected to bathroom. Newer LVP flooring downstairs with carpet upstairs. Shed in backyard.

    Sharon Daniels Chesapeake Bay Realty

    10451 Albert Ct, Windsor, VA 23487
    • 17272 Woodland Dr, Windsor, VA 23487
      17272 Woodland Dr, Windsor, VA 23487
      /2

      Not Listed For Sale

      17272 Woodland Dr, Windsor, VA 23487

      17272 Woodland Dr, Windsor, VA 23487
  • 27035 Colosse Rd, Carrsville, VA 23315
    27035 Colosse Rd, Carrsville, VA 23315
    /2

    $350,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,204 Sq Ft

    27035 Colosse Rd, Carrsville, VA 23315

    Great opportunity to move to the country! Cozy bungalow with 4 bedrooms, office space, 2 car detached garage. Enjoy outdoors on covered porch with swing or multi-level rear deck. Updated in recent years with new roof, new septic system, new 1st floor flooring, new heat pump, new composite decking. Updated kitchen with newer appliances. First floor bedroom and bath.

    Julie Lane Crestline Realty Corporation

    27035 Colosse Rd, Carrsville, VA 23315
  • 24365 Lovers Ln, Windsor, VA 23487

    $339,900 Sold Oct 04, 2024

    • 2,418 Sq Ft
    • $141/SF
    • 59 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1976

    24365 Lovers Ln, Windsor, VA 23487

    Welcome home to 24365 Lovers Lane! Nestled on a generous 1-acre lot in the heart of Windsor, this 4-bedroom, 2.5-bathroom gem offers the perfect blend of comfort, convenience, and country living. Step Inside: With over 2,400 square feet of living space, this home boasts ample room for family and friends to gather. The well-appointed kitchen features updated appliances, ample counter space, and a

    Donnie Upton Weichert Realtors-KBL Companies

    24365 Lovers Ln, Windsor, VA 23487
    • 13091 Poor House Rd, Windsor, VA 23487
      13091 Poor House Rd, Windsor, VA 23487
      /2

      Est $286,640 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,818 Sq Ft

      13091 Poor House Rd, Windsor, VA 23487

      13091 Poor House Rd, Windsor, VA 23487
  • 3 S Court St, Windsor, VA 23487
    3 S Court St, Windsor, VA 23487
    /2

    $55,000 Pending

    • Land
    • 0.90 Acre
    • $61,111 per Acre

    3 S Court St, Windsor, VA 23487

    Nearly 1 Acre Buildable Lot in Town of Windsor. Recent Construction in Area. Great Opportunity for Builder or Individual to Construct Dream Home. Front of Lot is Clear with Woods on the Rear. Two Additional Adjacent Lots Available, Would Prefer to Sell as a Package. Surveys Available.

    Kyera VanDyke Opulent Realty LLC

    3 S Court St, Windsor, VA 23487
  • 40AC Shiloh Dr, Windsor, VA 23487

    $1,200,000 Sold Sep 27, 2024

    • Land
    • 40 Acres
    • $30,000 per Acre
    • 767 Days On Market

    40AC Shiloh Dr, Windsor, VA 23487

    Located in the Town of Windsor. Country Atmosphere, very close to Schools, Post Office, Doctor, Pharmacy, Hardware Store, Grocery Store, Convenience Store and many more.

    Durwood Scott Scott & Assoc. Inc. Realtors

    40AC Shiloh Dr, Windsor, VA 23487
    • 12256 Redhouse Rd, Windsor, VA 23487
      12256 Redhouse Rd, Windsor, VA 23487
      /2

      Est $614,514 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,640 Sq Ft

      12256 Redhouse Rd, Windsor, VA 23487

      12256 Redhouse Rd, Windsor, VA 23487
  • 2 S Court St, Windsor, VA 23487
    2 S Court St, Windsor, VA 23487
    /2

    $55,000 Pending

    • Land
    • 0.94 Acre
    • $58,511 per Acre

    2 S Court St, Windsor, VA 23487

    Nearly 1 Acre Buildable Lot Town of Windsor. Recent Construction in Area. Great Opportunity for Individual to Construct Dream Home or Builder. Front of Lot is Clear with Woods on the Rear. Two Additional Adjacent Lots Available, Would Prefer to Sell as a Package. Surveys Available.

    Kyera VanDyke Opulent Realty LLC

    2 S Court St, Windsor, VA 23487
  • 24284 John Henry St, Windsor, VA 23487

    $397,000 Sold Sep 23, 2024

    • 1,623 Sq Ft
    • $245/SF
    • 45 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    24284 John Henry St, Windsor, VA 23487

    This home is beautifully maintained and sitting on just under 1/2 acre. Fully fenced in backyard with white vinyl privacy fence. 3 bedrooms, 2,5 bathrooms and just over 1,600 square feet of living space. Brand new carpet throughout, freshly painted, power washed new light fixtures in every room and professionally cleaned from top to bottom. Spacious backyard has space for a playground, pool,

    Kerrie Obbink Iron Valley Real Estate Hampton Roads

    24284 John Henry St, Windsor, VA 23487
    • 17479 Courthouse Hwy, Windsor, VA 23487
      17479 Courthouse Hwy, Windsor, VA 23487
      /2

      Est $559,940 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,775 Sq Ft

      17479 Courthouse Hwy, Windsor, VA 23487

      17479 Courthouse Hwy, Windsor, VA 23487
  • 4 S Court St, Windsor, VA 23487
    4 S Court St, Windsor, VA 23487
    /2

    $55,000 Pending

    • Land
    • 0.86 Acre
    • $63,953 per Acre

    4 S Court St, Windsor, VA 23487

    Nearly 1 Acre Buildable Lot in Town of Windsor. Recent Construction in Area. Great Opportunity for Builder or Individual to Construct Dream Home. Front of Lot is Clear with Woods on the Rear. Two Additional Adjacent Lots Available, Would Prefer to Sell as a Package. Surveys Available.

    Kyera VanDyke Opulent Realty LLC

    4 S Court St, Windsor, VA 23487
  • 9140 Joyners Bridge Rd, Windsor, VA 23487

    $550,000 Sold Aug 22, 2024

    • 1,800 Sq Ft
    • $306/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2017

    9140 Joyners Bridge Rd, Windsor, VA 23487

    4 BED, 2 BATH OPEN CONCEPT HOME. 28 ACRES SITUATED BEHIND A PRIVATE LUSH TREE LINE. UPDATED LIGHTING, 3 WALK-IN CLOSETS, BREAKFAST AREA, LARGE DECK, PRIMARY SUITE W/EXTRA LARGE TUB, WALK-IN SHOWER & DOUBLE VANITY. PROPERTY BACKS UP TO FARMLAND. 1025 SQ FT HANGER STYLE GARAGE WORKSHOP W/ SPACE FOR 4+ CARS, POURED ON EXTRA DEEP CONCRETE. 3 ACRES CLEAR, 25 WOODED FOR MECHANIC, HUNTING, 4 WHEELING,

    Brandon Loboda Iron Valley Real Estate Hampton Roads

    9140 Joyners Bridge Rd, Windsor, VA 23487
    • 18201 Beale Place Dr, Windsor, VA 23487
      18201 Beale Place Dr, Windsor, VA 23487
      /2

      Est $173,094 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,700 Sq Ft

      18201 Beale Place Dr, Windsor, VA 23487

      18201 Beale Place Dr, Windsor, VA 23487
  • 13009 Windsor Blvd, Windsor, VA 23487
    13009 Windsor Blvd, Windsor, VA 23487
    /2

    $1,375,000 Pending

    • Land
    • 85 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

    John Rector Chorey & Associates Realty LTD

    13009 Windsor Blvd, Windsor, VA 23487
  • 35 Church St, Windsor, VA 23487

    $329,900 Sold Aug 09, 2024

    • 2,100 Sq Ft
    • $157/SF
    • 31 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1956

    35 Church St, Windsor, VA 23487

    Welcome home to this well-maintained 5 bedroom 3 full bath ranch set on half an acre just outside of downtown Windsor, Virginia! Roof and HVAC were new in 2016, current owner had replacement windows installed and the hot water heater was recently replaced as well. This one is ready for your personal touches! Plenty of storage in the walk-in attic space. Enjoy easy vehicle access with the huge

    Jeff Lurie 1st Class Real Estate Barn Door Homes

    35 Church St, Windsor, VA 23487
    • 8784 Fire Tower Rd, Windsor, VA 23487
      8784 Fire Tower Rd, Windsor, VA 23487
      /2

      Est $276,714 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
  • Lot 9 Walters Hwy, Windsor, VA 23487
    Lot 9 Walters Hwy, Windsor, VA 23487
    /2

    $25,000 Under Contract

    • Land
    • 0.16 Acre
    • $156,250 per Acre

    Lot 9 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia LLC

    Lot 9 Walters Hwy, Windsor, VA 23487
  • 14242 Trump Town Rd, Windsor, VA 23487

    $110,000 Sold Jul 23, 2025

    • 861 Sq Ft
    • $128/SF
    • 9 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    14242 Trump Town Rd, Windsor, VA 23487

    Calling all investors! Cash or rehab loan only! Probable tear down. Sold strictly as-is. Seller to make no repairs. Acreage is an estimate. Acreage per tax records is not accurate. Value is in the land.

    Michael & Lena Hogue Keller Williams Realty Town Center

    14242 Trump Town Rd, Windsor, VA 23487
    • 25 E Griffin St, Windsor, VA 23487
      25 E Griffin St, Windsor, VA 23487
      /2

      Est $313,249 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
  • LOT 8 Walters Hwy, Windsor, VA 23487
    LOT 8 Walters Hwy, Windsor, VA 23487
    /2

    $25,000 Under Contract

    • Land
    • 0.17 Acre
    • $147,059 per Acre

    LOT 8 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia LLC

    LOT 8 Walters Hwy, Windsor, VA 23487
  • 10484 Sylvia Cir, Windsor, VA 23487

    $450,000 Sold Jul 18, 2025

    • 2,650 Sq Ft
    • $170/SF
    • 24 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2006

    10484 Sylvia Cir, Windsor, VA 23487

    Well maintained home in desirable Windsor Woods! This beautiful home features an open layout with a spacious Family Room, Formal Living and Dining Rooms, a large Kitchen with island and Breakfast Nook. First floor Bedroom with dual entry full bath (BR & hall). Upstairs you'll find a huge Primary Bedroom and Ensuite that includes a separate tub/shower, double sink and large walk-in closet...as

    Jenni Ellington The Real Estate Group

    10484 Sylvia Cir, Windsor, VA 23487

Showing Results 81 - 120, Page 3 of 18

Virginia Isle Of Wight County Windsor 23487

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group