2,730

Isle Of Wight, VA Homes

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  • /2

    $945,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,100 Sq Ft

    16196 Quaker Pointe, Windsor, VA 23487

    Country Oasis on Lake Burnt Mills. Welcome to your private sanctuary. This 4,100 sf all-brick estate is nestled on nearly 7 acres.This stately 4-bedroom, 2.5-bath home is filled with southern charm, featuring 3 inviting porches perfect for relaxing or entertaining. The main level offers a semi-open floor plan, w/ a spacious eat-in kitchen with room for multiple chefs, 2 large pantries, formal

    Agent Photo

    Stacy Ryan

    Howard Hanna Real Estate Services

    (757) 699-1907

    16196 Quaker Pointe, Windsor, VA 23487
  • /30

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 2,460 Sq Ft
    • House for Rent

    23 E Griffin St, Windsor, VA 23487

    Well Maintained Home on Nicely Landscaped Lot. 2 Car Detached Garage and Paved Driveway. Nice Sun Porch & Covered Patio. Outbuildings. Replacement Windows. All Showings Require Application With Income Verification For Pre-Qualification Prior to Scheduling.

    Dale Scott Scott & Assoc. Inc. Realtors

    23 E Griffin St, Windsor, VA 23487
  • 22480 York Ct, Windsor, VA 23487

    $405,000 Sold Jul 28, 2025

    • 2,050 Sq Ft
    • $198/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    22480 York Ct, Windsor, VA 23487

    Welcome to Windsor Woods! This charming 3-bedroom, 2-bath home sits on a spacious corner lot with no HOA. Inside you'll find an open-concept living, dining, and kitchen area, perfect for entertaining. The large FROG offers flexible space for a guest room, playroom, or office. The primary suite features an updated ensuite bath, walk-in closet, and bonus nook ideal for a home office or workout

    Anna Boyer Howard Hanna Real Estate Services

    22480 York Ct, Windsor, VA 23487
    • /45

      Est $1,059,568 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 6,369 Sq Ft

      24073 Lawrence Haven Ln, Windsor, VA 23487

      24073 Lawrence Haven Ln, Windsor, VA 23487
  • /37

    $374,800 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    39 Bank St, Windsor, VA 23487

    This beautifully renovated 2,800 sq. ft. home on 2.30 acres in the heart of Windsor is truly a must-see! Taken down to the studs & completely rebuilt, everything is NEW—roof, siding, windows, HVAC, plumbing, lighting, drywall, & flooring. The spacious layout offers a FIRST FLOOR primary suite with a full bath, a large living room, a cozy den, & a mudroom for added convenience. The stunning

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 908-6315

    39 Bank St, Windsor, VA 23487
  • 48.8ac Murphy Mill Rd, Windsor, VA 23487

    $750,000 Sold Jul 11, 2025

    • Land
    • 49 Acres
    • $15,369 per Acre
    • 377 Days On Market

    48.8ac Murphy Mill Rd, Windsor, VA 23487

    This beautiful 48.8 acres of waterfront property along Lake Burnt Mills in Isle of Wight County is waiting for your new dream home or retreat! The property is being offered for purchase in its entirety or the opportunity to purchase one of the two 24+/- acre parcels preliminary approved for subdivision. The property features over 5000 feet of lakefront along Lake Burnt Mills. This beautiful

    Caleb Hooker Mossy Oak Properties/Land and Farms Realty

    48.8ac Murphy Mill Rd, Windsor, VA 23487
    • /2

      Est $471,882 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft

      13505 Shiloh Dr, Windsor, VA 23487

      13505 Shiloh Dr, Windsor, VA 23487
  • /41

    $474,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,425 Sq Ft

    31 Bank St, Windsor, VA 23487

    Pioneer Model to be built on 5.78 acres in the heart of Windsor!! This 4 bedroom home has it all. Front Porch leads into the foyer. On forward the Living room is open to Dining and Kitchen all with LVP flooring. Kitchen with granite counters, tile backsplash, SS appliances. Primary Bedroom is large with walk-in-closet & lovely bathroom with gorgeous vanity, tile flooring & nice shower. Bedrooms

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 798-8402

    31 Bank St, Windsor, VA 23487
  • 10421 Central Hill Rd, Windsor, VA 23487

    $449,500 Sold Jul 07, 2025

    • 2,296 Sq Ft
    • $196/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    10421 Central Hill Rd, Windsor, VA 23487

    Embrace the tranquility of country living in this beautifully maintained brick ranch, set on nearly 3 acres of land. This spacious home offers 4 bedrooms, 2.5 baths, and 2,296 square feet of comfortable living space. The large living room is perfect for relaxing or entertaining, while the updated kitchen (renovated in 2019) featuring a double oven—makes cooking a joy. Step outside to the

    Anna Boyer Howard Hanna Real Estate Services

    10421 Central Hill Rd, Windsor, VA 23487
    • /2

      Est $228,167 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,088 Sq Ft

      7 Community Dr, Windsor, VA 23487

      7 Community Dr, Windsor, VA 23487
  • /2

    $999,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    18101 Foxfire Trail, Windsor, VA 23487

    WELCOME HOME! This home boasts all of the luxury and space you could ever dream of, all while being on 21+ acres of your own wooded paradise. Aspen Barndo

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 267-6687

    18101 Foxfire Trail, Windsor, VA 23487
  • 213 Robinson Way, Windsor, VA 23487

    $459,900 Sold Jun 30, 2025

    • 2,774 Sq Ft
    • $166/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    213 Robinson Way, Windsor, VA 23487

    Discover this well-appointed 4-bedroom, 2.5-bath home in the sought-after Hidden Acres neighborhood of Windsor. Boasting a spacious and functional layout, the home features a large living room, dining room, and a comfortable family room—fantastic for both everyday living and entertaining. You will also find a spacious kitchen with plenty of counter and storage space, great for preparing meals and

    Dayana Cervantes Thrive Realty

    213 Robinson Way, Windsor, VA 23487
    • /2

      Est $260,858 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      13540 Bowling Green Rd, Windsor, VA 23487

      13540 Bowling Green Rd, Windsor, VA 23487
  • /41

    $799,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    18052 Foxfire Trail, Windsor, VA 23487

    Hello Barndos! The Aspen Barndominium to be built on 21+ acres of wooded paradise. Customize this 4 bedroom 2.5 bath barndo w/ your style, colors & finishes w/ the builder. Stunning Covered Front Porch leads to the Open Great Room designed w/ 15+ ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen w/ Stainless Steel Appliances, granite counters, tile backsplash &

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 863-1318

    18052 Foxfire Trail, Windsor, VA 23487
  • 15338 Everets Rd, Windsor, VA 23487

    $590,000 Sold Jun 26, 2025

    • 1,760 Sq Ft
    • $335/SF
    • 269 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    15338 Everets Rd, Windsor, VA 23487

    Welcome home to your charming Isle of Wight farmhouse. Built in 2023, you will find the convenience of today and simplicity of years gone by. This nature lover's paradise is awaiting you to explore over 10 acres. Keep your hay dry in the 20 x 40 metal barn. Come inside to feel the warmth of the wood burning fireplace. The open floor plan is designed for sharing meals, laughter and unforgettable

    Melissa Boyce EXP Realty LLC

    15338 Everets Rd, Windsor, VA 23487
    • /2

      Est $393,941 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft

      18223 Pope Swamp Trail, Windsor, VA 23487

      18223 Pope Swamp Trail, Windsor, VA 23487
  • /2

    $539,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,165 Sq Ft

    8561 Peanut Dr, Windsor, VA 23487

    Set on 2 acres, this beautiful country home features a beautiful updated kitchen, fireplace, large front porch, attached garage and a custom storage shed. In immaculate condition, it includes a modern geothermal unit and a whole house generator for comfort and reliability. A charming driveway leads to a spacious interior, highlighted by a huge bonus room for entertaining. The expansive yard is

    Jimmy Auvil 1st Advantage Realty LLC

    8561 Peanut Dr, Windsor, VA 23487
  • 12005 Lena Rose St, Windsor, VA 23487

    $397,500 Sold Jun 13, 2025

    • 1,986 Sq Ft
    • $200/SF
    • 88 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2020

    12005 Lena Rose St, Windsor, VA 23487

    Discover the perfect blend of modern convenience and small-town charm in this newer-built 4-bed, 2.5-bath home. If you're looking for a move-in-ready home—this is it! With a relaxed HOA, you can store your RV or boat at home, and no storage fees. The oversized driveway ensures ample parking for all your vehicles. The kitchen flows seamlessly into the living and dining areas, creating an

    Amanda Emanuel BHHS RW Towne Realty

    12005 Lena Rose St, Windsor, VA 23487
    • /36

      Est $307,516 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,424 Sq Ft

      8747 Fire Tower Rd, Windsor, VA 23487

      8747 Fire Tower Rd, Windsor, VA 23487
  • /2

    $450,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    11105 Windsor Way, Windsor, VA 23487

    Charming 4-bedroom, 2-bath home in the desirable Windsor Woods neighborhood! All bedrooms are located on the main floor with the primary bedroom having a lovely siting area. Enjoy dual vanities in both bathrooms, a spacious kitchen, and a bonus room over the garage—perfect flex space for a home office or bonus room. Brand new oak floors and carpet were just installed and the house has been

    Brittany Shazier Garrett Realty Partners

    11105 Windsor Way, Windsor, VA 23487
  • 12296 Keaton Ave, Windsor, VA 23487

    $415,000 Sold Jun 13, 2025

    • 2,323 Sq Ft
    • $179/SF
    • 106 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    12296 Keaton Ave, Windsor, VA 23487

    This beautiful home sits on an elevated, private lot in a quiet neighborhood located in the Town of Windsor. This property features a nice front porch and a rear patio for relaxing. Conveniently located near Hwy 460 and minutes away from Hwy 58. Do not let this rare purchase opportunity get away!

    Durwood Scott Scott & Assoc. Inc. Realtors

    12296 Keaton Ave, Windsor, VA 23487
    • /130

      Est $1,059,568 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 6,369 Sq Ft

      24073 Lawrence Haven Ln, Windsor, VA 23487

      24073 Lawrence Haven Ln, Windsor, VA 23487
  • /2

    $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
  • 23081 Courthouse Hwy, Windsor, VA 23487

    $299,000 Sold Jun 03, 2025

    • 1,188 Sq Ft
    • $252/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1963

    23081 Courthouse Hwy, Windsor, VA 23487

    Move-in ready and full of charm! This spacious home features 3 bedrooms, 2 full baths, and a smart split floor plan with the private primary suite on one side and additional bedrooms on the other. A flexible bonus room off the kitchen is perfect as a dining area, mudroom, office, or playroom. Enjoy peaceful mornings on the large front porch and host gatherings on the expansive back deck. Sitting

    Morgan Wood Liz Moore & Associates LLC

    23081 Courthouse Hwy, Windsor, VA 23487
    • /17

      Not Listed For Sale

      00 Walter Hwy - Hwy 258 Hwy S, Windsor, VA 23487

      00 Walter Hwy - Hwy 258 Hwy S, Windsor, VA 23487
  • /50

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,313 Sq Ft

    67 E Windsor Blvd, Windsor, VA 23487

    Welcome to 67 East Windsor Blvd. This charming and most loved home is the perfect opportunity for first time buyers - located in super convenient location near shopping and medical amenities as well as great schools! Kitchen/dining combo for all those family gatherings, cozy living area with gas fireplace and gorgeous wood floors, downstairs bedroom, office area with private entrance, spacious

    Lacey Whitaker Iron Valley Real Estate Hampton Roads

    67 E Windsor Blvd, Windsor, VA 23487
  • 17214 Woodland Dr, Windsor, VA 23487

    $465,000 Sold May 01, 2025

    • 1,980 Sq Ft
    • $235/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    17214 Woodland Dr, Windsor, VA 23487

    Welcome to your Dream Home In Windsor Your personal oasis awaits, nestled on five acres yet only ten minutes to town. Relax on your 20ft x 6 deep front porch, enjoy your thoughtfully renovated open concept floorpan, kitchen with new quartz countertops, updated cabinets and large center island with room for multiple barstools.Spacious laundry for all your storage/laundry needs.Split bedroom

    Tammy Glover Fathom Realty

    17214 Woodland Dr, Windsor, VA 23487
    • /17

      Not Listed For Sale

      00 Walters Hwy, Windsor, VA 23487

      00 Walters Hwy, Windsor, VA 23487
  • /19

    $182,000

    • 3 Beds
    • 1.5 Baths
    • 926 Sq Ft

    24465 Curve Dr, Windsor, VA 23487

    Great Purchase Opportunity for a 3 Bedroom, 1.5 Bath Home with a Detached Garage in Town of Windsor. Home has Vaulted Ceilings that Provides an Open Concept and Versatile Floor Plan. Detached Garage with Power. Brand New Heat Pump in November, 2024. Relax on the Brick Patio in Back Yard.

    Dale Scott Scott & Assoc. Inc. Realtors

    24465 Curve Dr, Windsor, VA 23487
  • 46 N Court St, Windsor, VA 23487

    $197,000 Sold Apr 04, 2025

    • 1,670 Sq Ft
    • $118/SF
    • 14 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1945

    46 N Court St, Windsor, VA 23487

    Investor Special or Buyer wanting sweat equity! This 1 story located on approx .5 acre lot home has 1640 sf, 3 bedrooms, 1 bath, Great room, Living room, eat in kitchen, spare room or office, laundry/pantry closet, side patio, 360sf detached garage and fenced rear yard. Great opportunity to live in the country and make this home your own. Home is being sold "as is".

    Kimberly Harrah 1st Class Real Estate Coastal Breeze

    46 N Court St, Windsor, VA 23487
    • /2

      Est $427,158 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      11 Holland Ln, Windsor, VA 23487

      11 Holland Ln, Windsor, VA 23487
  • /23

    $364,900

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    10 Church St, Windsor, VA 23487

    Welcome Home to this Spacious and Beautiful Farm House on almost 1/2 an acre Nestled in the Heart of Windsor! Renovated to Include: Soft Close Shaker Style Cabinets, Granite Counters, Tiled Back Splash, Stainless Steel Appliances, Carpet, Paint, LVP Flooring, Upgraded Lighting and Fixtures! New Roof, HVAC and Most Windows are Brand New! Owners Retreat Offers a HUGE walk in Closet, Formal Dining

    Karen Swaney Salty Dog Realty LLC

    10 Church St, Windsor, VA 23487
  • 12001 Lena Rose St, Windsor, VA 23487

    $429,900 Sold Mar 11, 2025

    • 2,808 Sq Ft
    • $153/SF
    • 35 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2021

    12001 Lena Rose St, Windsor, VA 23487

    Welcome to your dream home nestled in a highly sought-after neighborhood. This stunning home sits on 0.43 ac lot, providing space for outdoor activities and relaxation in a completely fenced backyard. Freshly painted throughout , this property features an open floor plan that's great for entertaining and daily family life. With 5 BR and 3 BA, including a bedroom and bath on the first floor, this

    Candace Saunders 1st Class Real Estate Riverside

    12001 Lena Rose St, Windsor, VA 23487
    • /2

      Est $202,311 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 400,792 Sq Ft

      12 Community Dr, Windsor, VA 23487

      12 Community Dr, Windsor, VA 23487
  • /29

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,634 Sq Ft

    11361 Lena Rose St, Windsor, VA 23487

    Great Purchase Opportunity for a One Owner Home on a Cul-de-Sac Street with Limited Traffic. Recent Upgrades Include Wood Flooring Downstairs. Many Functions of Home are Wired for Convenience Utilizing the Alexa App. Relax on the Concrete Patio and Admire the Lush, Green Lawn in the Private Back Yard Enclosed by a Vinyl Privacy Fence. Lots of Convenient Storage in Garage with Lofts & Cabinets

    Dale Scott Scott & Assoc. Inc. Realtors

    11361 Lena Rose St, Windsor, VA 23487
  • 27220 Avis Dr, Windsor, VA 23487

    $335,000 Sold Mar 07, 2025

    • 1,400 Sq Ft
    • $239/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    27220 Avis Dr, Windsor, VA 23487

    This move-in ready, one story ranch is ready for you to call HOME! It's located on a wooded lot in the sought out Carrsville Elementary School district. The home offers newer LVP flooring throughout the majority of the home, neutral paint, a large living room, eat-in kitchen with a bar area, mud room that leads to the 2 car attached garage, 3 spacious bedrooms, and 2 full bathrooms. It also

    Kelsey Derby RE/MAX Country to Coast

    27220 Avis Dr, Windsor, VA 23487
    • /10

      Est $341,107 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,454 Sq Ft

      24125 Butler Ave, Windsor, VA 23487

      24125 Butler Ave, Windsor, VA 23487
  • /41

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    13067 Poor House Rd, Windsor, VA 23487

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher on a spacious lot! This home features a large remodeled interior, including a generous primary suite with private bath. Enjoy a bright, open layout with updated flooring, fixtures, and fresh paint throughout. The kitchen flows easily into the living and dining spaces, making it perfect for everyday living or entertaining. Step outside

    Candice Vande Brake Surry Side Realty

    13067 Poor House Rd, Windsor, VA 23487
  • 10383 Carroll Bridge Rd, Windsor, VA 23487

    $135,000 Sold Feb 27, 2025

    • Land
    • 28 Acres
    • $4,909 per Acre
    • 1093 Days On Market

    10383 Carroll Bridge Rd, Windsor, VA 23487

    27.5 Acres of land out in Windsor! Plenty of treed privacy and electric available. Not suitable for subdivision because the county said most of the land is technically wetlands beyond the front portion of the land. Ideal to build one mega estate or horse farm or more with the buildings needing to be towards the front of the lot.

    Greg Garrett Garrett Realty Partners

    10383 Carroll Bridge Rd, Windsor, VA 23487
    • /2

      Est $275,329 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,375 Sq Ft

      16 Roberts Ave, Windsor, VA 23487

      16 Roberts Ave, Windsor, VA 23487

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windsor, VA

Housing Trends

Median Sale Price
$389,000
Median Single Family Sale Price
$360,000
Average Price Per Sq Ft
$151
Number of Homes for Sale
1
Last 12 months Home Sales
9
Months of Supply
1.30
Median List Price
$429,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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