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Recently Sold Windsor, VA Homes

Section Image
  • 8561 Peanut Dr, Windsor, VA 23487

    $540,000

    Sold Aug 18, 2025

    8561 Peanut Dr, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 3,165 Sq Ft
    • Built 1985

    Last Sold Summary

    • $171/SF
    • 8 Days On Market

    Current Estimated Value $552,021

    Last Listing Agent Jimmy Auvil 1st Advantage Realty LLC

    8561 Peanut Dr, Windsor, VA 23487
  • 18 B Ave, Windsor, VA 23487

    $230,000

    Sold Feb 26, 2026

    18 B Ave, Windsor, VA 23487

    • 3,600 Sq Ft
    • Built 1935

    Last Sold Summary

    • $64/SF
    • 64 Days On Market

    Current Estimated Value $238,715

    Last Listing Agent Lee Cross Cross Realty

    18 B Ave, Windsor, VA 23487
  • 11072 Wythe Dr, Windsor, VA 23487

    $507,000

    Sold Jun 05, 2026

    11072 Wythe Dr, Windsor, VA 23487

    • 5 Beds
    • 3 Baths
    • 2,997 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Above List Price
    • $169/SF
    • 12 Days On Market

    Current Estimated Value $484,246

    Last Listing Agent Rachel Beasley KW Allegiance Shoreline

    11072 Wythe Dr, Windsor, VA 23487
  • 66 Church St, Windsor, VA 23487
    66 Church St, Windsor, VA 23487
    66 Church St, Windsor, VA 23487
    /3

    $150,000

    Sold Nov 13, 2025

    66 Church St, Windsor, VA 23487

    • Land
    • 25.81 Acres
    • $5,812 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 178 Days On Market

    Current Estimated Value $201,342

    Last Listing Agent Jim MARTIN Acker Real Estate Service

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

    $354,999

    Sold Jun 08, 2026

    105 S Court St, Windsor, VA 23487

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Built 2026

    Last Sold Summary

    • $240/SF
    • 87 Days On Market

    Last Listing Agent Ralph Harvey ListWithFreedom.com Inc

    105 S Court St, Windsor, VA 23487
  • 53 Pine Ln, Windsor, VA 23487

    $384,900

    Sold May 05, 2026

    53 Pine Ln, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1962

    Last Sold Summary

    • $248/SF
    • 39 Days On Market

    Current Estimated Value $360,479

    Last Listing Agent Christy Leitner Choice Real Estate

    53 Pine Ln, Windsor, VA 23487
  • 67 E Windsor Blvd, Windsor, VA 23487

    $299,900

    Sold Sep 26, 2025

    67 E Windsor Blvd, Windsor, VA 23487

    • 3 Beds
    • 1 Bath
    • 1,313 Sq Ft
    • Built 1969

    Last Sold Summary

    • $228/SF
    • 27 Days On Market

    Current Estimated Value $307,133

    Last Listing Agent Lacey Whitaker Aweigh Real Estate VB

    67 E Windsor Blvd, Windsor, VA 23487
  • 17314 Jolly Cir, Windsor, VA 23487

    $490,000

    Sold Jul 16, 2026

    17314 Jolly Cir, Windsor, VA 23487

    • 4 Beds
    • 3 Baths
    • 1,749 Sq Ft
    • Built 1949

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 92 Days On Market

    Current Estimated Value $429,192

    Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

    17314 Jolly Cir, Windsor, VA 23487
  • 13067 Poor House Rd, Windsor, VA 23487

    $329,900

    Sold Mar 02, 2026

    13067 Poor House Rd, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft
    • Built 1968

    Last Sold Summary

    • $218/SF
    • 245 Days On Market

    Current Estimated Value $319,053

    Last Listing Agent Candice Vande Brake Surry Side Realty

    13067 Poor House Rd, Windsor, VA 23487
  • 10419 Sylvia Cir, Windsor, VA 23487

    $410,000

    Sold Jan 23, 2026

    10419 Sylvia Cir, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 2,141 Sq Ft
    • Built 2005

    Last Sold Summary

    • $191/SF
    • 12 Days On Market

    Current Estimated Value $417,361

    Last Listing Agent Connie Melton Iron Valley Real Est Norfolk

    10419 Sylvia Cir, Windsor, VA 23487
  • 203 Hidden Acres Cir, Windsor, VA 23487

    $357,900

    Sold Sep 15, 2025

    203 Hidden Acres Cir, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • Built 1990

    Last Sold Summary

    • $209/SF
    • 0 Days On Market

    Current Estimated Value $372,953

    Last Listing Agent Ellen Drames BHHS RW Towne Realty

    203 Hidden Acres Cir, Windsor, VA 23487
  • 12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    /18

    $569,990

    Sold Jun 02, 2026

    12199 Ava Ln, Windsor, VA 23487

    • 4 Beds
    • 3.5 Baths
    • 3,201 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $178/SF
    • 1 Day On Market

    Eastwood Homes Windsor Station

    12199 Ava Ln, Windsor, VA 23487
  • 24441 Lovers Ln, Windsor, VA 23487

    $400,000

    Sold Nov 14, 2025

    24441 Lovers Ln, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1977

    Last Sold Summary

    • $200/SF
    • 9 Days On Market

    Current Estimated Value $404,972

    Last Listing Agent Diane Pearman The Real Estate Group

    24441 Lovers Ln, Windsor, VA 23487
  • 11397 Shiloh Dr, Windsor, VA 23487

    $510,000

    Sold Nov 10, 2025

    11397 Shiloh Dr, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 2009

    Last Sold Summary

    • $222/SF
    • 5 Days On Market

    Current Estimated Value $510,716

    Last Listing Agent April Partida RE/MAX Alliance

    11397 Shiloh Dr, Windsor, VA 23487
  • 24465 Curve Dr, Windsor, VA 23487

    $178,000

    Sold Dec 15, 2025

    24465 Curve Dr, Windsor, VA 23487

    • 3 Beds
    • 1.5 Baths
    • 926 Sq Ft
    • Built 1955

    Last Sold Summary

    • $192/SF
    • 103 Days On Market

    Current Estimated Value $182,609

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

    24465 Curve Dr, Windsor, VA 23487
  • 15023 Five Forks Rd, Windsor, VA 23487

    $1,025,000

    Sold Jul 09, 2026

    15023 Five Forks Rd, Windsor, VA 23487

    • 3 Beds
    • 3.5 Baths
    • 2,919 Sq Ft
    • Built 2002

    Last Sold Summary

    • $351/SF
    • 191 Days On Market

    Current Estimated Value $877,215

    Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

    15023 Five Forks Rd, Windsor, VA 23487
  • 11115 Dunston Dr, Windsor, VA 23487

    $315,000

    Sold Jul 24, 2026

    11115 Dunston Dr, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $236/SF
    • 12 Days On Market

    Current Estimated Value $322,903

    Last Listing Agent Brandon Privette 1st Advantage Realty LLC

    11115 Dunston Dr, Windsor, VA 23487
  • 23227 Stave Mill Rd, Windsor, VA 23487

    $150,000

    Sold Mar 25, 2026

    23227 Stave Mill Rd, Windsor, VA 23487

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Built 1969

    Last Sold Summary

    • $200/SF
    • 0 Days On Market

    Current Estimated Value $153,516

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

    23227 Stave Mill Rd, Windsor, VA 23487
  • 16196 Quaker Pointe, Windsor, VA 23487

    $916,650

    Sold Aug 20, 2025

    16196 Quaker Pointe, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 4,100 Sq Ft
    • Built 2008

    Last Sold Summary

    • $224/SF
    • 7 Days On Market

    Current Estimated Value $879,637

    Last Listing Agent Stacy Ryan Howard Hanna Real Estate Svcs.

    16196 Quaker Pointe, Windsor, VA 23487
  • 26288 Colosse Rd, Windsor, VA 23487

    $330,000

    Sold Nov 25, 2025

    26288 Colosse Rd, Windsor, VA 23487

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft
    • Built 2007

    Last Sold Summary

    • $338/SF

    Current Estimated Value $332,856

    Last Listing Agent Stacey Hayden BHHS RW Towne Realty

    26288 Colosse Rd, Windsor, VA 23487
  • 12387 Old Suffolk Rd, Windsor, VA 23487

    $330,000

    Sold Mar 20, 2026

    12387 Old Suffolk Rd, Windsor, VA 23487

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $206/SF
    • 35 Days On Market

    Current Estimated Value $333,585

    Last Listing Agent Rodney Shearn Howard Hanna Real Estate Svcs.

    12387 Old Suffolk Rd, Windsor, VA 23487
  • 17009 Florida Ave, Windsor, VA 23487

    $310,000

    Sold Aug 03, 2026

    17009 Florida Ave, Windsor, VA 23487

    • 3 Beds
    • 1.5 Baths
    • 1,438 Sq Ft
    • Built 1903

    Last Sold Summary

    • $216/SF
    • 25 Days On Market

    Current Estimated Value $306,438

    Last Listing Agent Lisa Seay CENTURY 21 Nachman Realty

    17009 Florida Ave, Windsor, VA 23487
  • 24420 Lovers Ln, Windsor, VA 23487

    $378,000

    Sold Dec 15, 2025

    24420 Lovers Ln, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 1968

    Last Sold Summary

    • $158/SF
    • 41 Days On Market

    Current Estimated Value $471,000

    Last Listing Agent Ricardo Martins Weichert Realtors-KBL Company

    24420 Lovers Ln, Windsor, VA 23487
  • 10176 Bank St, Windsor, VA 23487

    $384,999

    Sold Jul 28, 2026

    10176 Bank St, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • Built 2026

    Last Sold Summary

    • $223/SF
    • 50 Days On Market

    Last Listing Agent Stephanie Hynes Redefy Real Estate

    10176 Bank St, Windsor, VA 23487
  • 39 Bank St, Windsor, VA 23487

    $374,800

    Sold Aug 15, 2025

    39 Bank St, Windsor, VA 23487

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • $134/SF
    • 64 Days On Market

    Current Estimated Value $399,832

    Last Listing Agent Rachel Beasley KW Allegiance Shoreline

    39 Bank St, Windsor, VA 23487
  • 40 Holland Ln, Windsor, VA 23487

    $275,000

    Sold Mar 27, 2026

    40 Holland Ln, Windsor, VA 23487

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1970

    Last Sold Summary

    • $225/SF
    • 7 Days On Market

    Current Estimated Value $277,104

    Last Listing Agent Michael Daugherty Own Real Estate LLC

    40 Holland Ln, Windsor, VA 23487
  • 16290 Trump Town Rd, Windsor, VA 23487

    $490,000

    Sold May 01, 2026

    16290 Trump Town Rd, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft
    • Built 1960

    Last Sold Summary

    • $242/SF
    • 20 Days On Market

    Current Estimated Value $482,653

    Last Listing Agent Melissa Boyce EXP Realty LLC

    16290 Trump Town Rd, Windsor, VA 23487
  • 11361 Lena Rose St, Windsor, VA 23487

    $389,900

    Sold Nov 04, 2025

    11361 Lena Rose St, Windsor, VA 23487

    • 3 Beds
    • 2.5 Baths
    • 1,634 Sq Ft
    • Built 2011

    Last Sold Summary

    • $239/SF
    • 25 Days On Market

    Current Estimated Value $398,675

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

    11361 Lena Rose St, Windsor, VA 23487
  • 54 Pine Ln, Windsor, VA 23487

    $315,000

    Sold Apr 30, 2026

    54 Pine Ln, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $202/SF
    • 4 Days On Market

    Current Estimated Value $312,456

    Last Listing Agent Christopher Howell MOP Land and Farms Realty

    54 Pine Ln, Windsor, VA 23487
  • 13350 Shiloh Dr, Windsor, VA 23487

    $315,000

    Sold Nov 25, 2025

    13350 Shiloh Dr, Windsor, VA 23487

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Built 1986

    Last Sold Summary

    • $216/SF
    • 23 Days On Market

    Current Estimated Value $315,266

    Last Listing Agent Stacey Hayden BHHS RW Towne Realty

    13350 Shiloh Dr, Windsor, VA 23487
  • 25 E Griffin St, Windsor, VA 23487

    $340,000

    Sold May 11, 2026

    25 E Griffin St, Windsor, VA 23487

    • 4 Beds
    • 1 Bath
    • 2,133 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $159/SF
    • 36 Days On Market

    Current Estimated Value $303,156

    Last Listing Agent Kelle Foster The Real Estate Group

    25 E Griffin St, Windsor, VA 23487
  • 15.9AC Ecella Rd, Windsor, VA 23898

    $180,000

    Sold May 01, 2026

    15.9AC Ecella Rd, Windsor, VA 23898

    • Land
    • 15.93 Acres
    • $11,299 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 47 Days On Market

    Last Listing Agent Tracie Gaskins Howard Hanna Real Estate Svcs.

    15.9AC Ecella Rd, Windsor, VA 23898
  • 14242 Trump Town Rd, Windsor, VA 23487

    $320,000

    Sold Jul 10, 2026

    14242 Trump Town Rd, Windsor, VA 23487

    • 2 Beds
    • 1 Bath
    • 931 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Below List Price
    • $344/SF
    • 29 Days On Market

    Current Estimated Value $238,218

    Last Listing Agent Stacy O'Neill Fathom Realty

    14242 Trump Town Rd, Windsor, VA 23487
  • 18513 Shady Pine Ln, Windsor, VA 23487

    $651,000

    Sold Jul 23, 2026

    18513 Shady Pine Ln, Windsor, VA 23487

    • 5 Beds
    • 5 Baths
    • 3,868 Sq Ft
    • Built 2001

    Last Sold Summary

    • $168/SF
    • 24 Days On Market

    Current Estimated Value $299,000

    Last Listing Agent Lori Bauer Long & Foster Real Estate Inc.

    18513 Shady Pine Ln, Windsor, VA 23487
  • 11492 Savannah St, Windsor, VA 23487

    $445,000

    Sold Apr 03, 2026

    11492 Savannah St, Windsor, VA 23487

    • 5 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 2021

    Last Sold Summary

    • $181/SF
    • 40 Days On Market

    Current Estimated Value $449,693

    Last Listing Agent Vernon Sims Keller Williams Realty Twn Ctr

    11492 Savannah St, 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 $445,090

    Last Listing Agent Angie Clark Pointe East Realty LLC

    11112 Windsor Way, Windsor, VA 23487
  • 24 N Court St, Windsor, VA 23487

    $370,000

    Sold Apr 07, 2026

    24 N Court St, Windsor, VA 23487

    • 3 Beds
    • 1.5 Baths
    • 1,785 Sq Ft
    • Built 1942

    Last Sold Summary

    • 3% Above List Price
    • $207/SF
    • 9 Days On Market

    Current Estimated Value $360,708

    Last Listing Agent Nicholas Conigliaro The Real Estate Group

    24 N Court St, Windsor, VA 23487
  • 10455 Sylvia Cir, Windsor, VA 23487

    $460,000

    Sold Jun 23, 2026

    10455 Sylvia Cir, Windsor, VA 23487

    • 4 Beds
    • 3 Baths
    • 2,535 Sq Ft
    • Built 2006

    Last Sold Summary

    • $181/SF
    • 41 Days On Market

    Current Estimated Value $464,025

    Last Listing Agent Mark Rusnak RE/MAX Allegiance

    10455 Sylvia Cir, Windsor, VA 23487
  • 14002 Old Suffolk Rd, Windsor, VA 23487

    $675,000

    Sold Jul 14, 2026

    14002 Old Suffolk Rd, Windsor, VA 23487

    • 4 Beds
    • 3.5 Baths
    • 2,668 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Below List Price
    • $253/SF
    • 60 Days On Market

    Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

    14002 Old Suffolk Rd, 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 $450,507

    Last Listing Agent Robin Stiltner Pink Flamingo Realty LLC

    17359 Courthouse Hwy, Windsor, VA 23487

Showing Results 1 - 40, Page 1 of 2

Virginia Isle Of Wight County

Recently Sold Real Estate & Homes in Windsor, VA

Frequently Asked Questions

What is the average home price in Windsor, VA?
Homes for sale in Windsor, VA have an average home price of $443,992.
What is the average time to sell a house in Windsor, VA?
The houses for sale in Windsor, VA spend an average of 35 days on the market.
What is the number of active homes for sale in Windsor, VA?
There are 23 active homes for sale in Windsor, VA.
How many homes have sold over the last 12 months in Windsor, VA?
58 homes have sold in Windsor, VA over the last 12 months.

Home Prices in Windsor, VA

The median home sale price in Windsor, VA is $384,999, up 69% year-over-year. Homes in Windsor sell in 35 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$384,999
Median Single Family Sale Price
$440,000
Median 2 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
23
Last 12 months Home Sales
58
Months of Supply
4.80
Median List Price
$435,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
69%
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