Recently Sold Windsor, VA Homes

• 

  $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 $449,001

  Last Listing Agent Robin Stiltner Pink Flamingo Realty LLC

  17359 Courthouse Hwy, Windsor, VA 23487
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• 

  $50,000

  Sold Oct 22, 2025

  Prcl 1 Bank St, Windsor, VA 23487

  • Land
  • 19,166 Sq Ft
  • $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
• 

  $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 $291,308

  Last Listing Agent Angie Jones Howard Hanna Real Estate Svcs.

  24167 Lovers Ln, Windsor, VA 23487
• 

  $335,000

  Sold Jul 17, 2026

  24456 Walters Hwy, Windsor, VA 23487

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $209/SF
  • 66 Days On Market

  Current Estimated Value $318,093

  Last Listing Agent S Dane Scott Scott & Assoc. Inc. Realtors

  24456 Walters Hwy, 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

  Current Estimated Value $229,592

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

  16 W Windsor Blvd, Windsor, VA 23487
• 

  $419,900

  Sold Apr 20, 2026

  16 Holland Dr, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 2,033 Sq Ft
  • Built 2007

  Last Sold Summary

  • $207/SF
  • 21 Days On Market

  Current Estimated Value $429,835

  Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

  16 Holland Dr, Windsor, VA 23487
• 

  $602,902

  Sold Aug 18, 2026

  12348 Ava Ln, Windsor, VA 23487

  • 4 Beds
  • 3 Baths
  • 2,701 Sq Ft
  • Built 2026

  Last Sold Summary

  • 21% Above List Price
  • $223/SF
  • 50 Days On Market

  Last Listing Agent Lori Cutrell BHHS RW Towne Realty

  12348 Ava Ln, 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

  Current Estimated Value $421,293

  Last Listing Agent Anna Boyer Howard Hanna Real Estate Svcs.

  14494 Bowling Green Rd, Windsor, VA 23487
• 

  

  /53

  $290,000

  Sold Mar 19, 2026

  15401 Loblolly Ln, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $199/SF
  • 4 Days On Market

  Current Estimated Value $299,767

  Last Listing Agent James Nay River City Elite Properties - Real Broker

  15401 Loblolly Ln, Windsor, VA 23487
• 

  $550,000

  Sold Nov 25, 2025

  9161 Whispering Pines Trail, Windsor, VA 23487

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft
  • Built 2001

  Last Sold Summary

  • $316/SF
  • 5 Days On Market

  Current Estimated Value $551,317

  Last Listing Agent Caleb Hooker MOP Land and Farms Realty

  9161 Whispering Pines Trail, Windsor, VA 23487
• 

  $250,000

  Sold Apr 13, 2026

  17009 Mt Olive Ave, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • Built 1986

  Last Sold Summary

  • $220/SF
  • 16 Days On Market

  Current Estimated Value $416,000

  Last Listing Agent Brittany Hendrickson AtCoastal Realty

  17009 Mt Olive Ave, Windsor, VA 23487
• 

  $445,000

  Sold Mar 19, 2026

  24401 John Henry St, Windsor, VA 23487

  • 4 Beds
  • 3.5 Baths
  • 2,230 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 3 Days On Market

  Current Estimated Value $448,578

  Last Listing Agent John Drames COVA Home Realty

  24401 John Henry St, Windsor, VA 23487
• 

  $90,000

  Sold May 18, 2026

  14014 Bowling Green Rd, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2010

  Last Sold Summary

  • $67/SF
  • 0 Days On Market

  Current Estimated Value $154,682

  Last Listing Agent Phil Jones Liz Moore & Associates LLC

  14014 Bowling Green Rd, Windsor, VA 23487
• 

  $191,000

  Sold Nov 24, 2025

  15045 Trump Town Rd, Windsor, VA 23487

  • Land
  • 9.05 Acres
  • $21,105 per Acre

  Last Sold Summary

  • 22 Days On Market

  Current Estimated Value $196,421

  Last Listing Agent Etta Black Virginia 1st Realty Group LLC

  15045 Trump Town Rd, Windsor, VA 23487
• 

  $315,000

  Sold Aug 21, 2026

  24129 Johnson Ave, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Above List Price
  • $257/SF
  • 40 Days On Market

  Current Estimated Value $305,291

  Last Listing Agent Devin Moore Innovation Properties LLC

  24129 Johnson Ave, Windsor, VA 23487
• 

  $301,000

  Sold Jun 30, 2026

  17050 Florida Ave, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $251/SF
  • 29 Days On Market

  Current Estimated Value $290,609

  Last Listing Agent Brad Rosenberg Keller Williams Coastal VA Norfolk

  17050 Florida Ave, Windsor, VA 23487
• 

  $60,000

  Sold Mar 16, 2026

  Lot 23 Lovers Ln, Windsor, VA 23487

  • Land
  • 18,730 Sq Ft
  • $139,535 per Acre

  Last Sold Summary

  • 1% Above List Price
  • 3 Days On Market

  Last Listing Agent Cristie Clarke CENTURY 21 Nachman Realty

  Lot 23 Lovers Ln, Windsor, VA 23487
• 

  $270,000

  Sold May 29, 2026

  13421 Shiloh Dr, Windsor, VA 23487

  • 2 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 15 Days On Market

  Current Estimated Value $277,305

  Last Listing Agent Sue Sanders Real Broker LLC

  13421 Shiloh Dr, Windsor, VA 23487
• 

  $349,900

  Sold Dec 04, 2025

  10 Church St, Windsor, VA 23487

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1927

  Last Sold Summary

  • $175/SF
  • 98 Days On Market

  Current Estimated Value $351,181

  Last Listing Agent Karen Swaney Salty Dog Realty LLC

  10 Church St, Windsor, VA 23487
• 

  $479,000

  Sold Dec 15, 2025

  24192 Twin Cir, Windsor, VA 23487

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft
  • Built 1986

  Last Sold Summary

  • $192/SF
  • 65 Days On Market

  Current Estimated Value $478,455

  Last Listing Agent Julie d Crist RE/MAX Capital

  24192 Twin Cir, Windsor, VA 23487
• 

  $420,000

  Sold May 21, 2026

  24347 Lovers Ln, Windsor, VA 23487

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 37 Days On Market

  Current Estimated Value $407,021

  Last Listing Agent Hillary Kaufman Barn Door Homes

  24347 Lovers Ln, Windsor, VA 23487
• 

  $384,999

  Sold Mar 26, 2026

  10174 Bank St, Windsor, VA 23487

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

  Last Sold Summary

  • $223/SF
  • 50 Days On Market

  Current Estimated Value $389,805

  Last Listing Agent Ralph Harvey ListWithFreedom.com Inc

  10174 Bank St, Windsor, VA 23487
• 

  $45,000

  Sold Nov 14, 2025

  4 S Court St, Windsor, VA 23487

  • Land
  • 37,461 Sq Ft
  • $52,326 per Acre

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Kyera VanDyke Opulent Realty LLC

  4 S Court St, Windsor, VA 23487
• 

  $456,500

  Sold Feb 25, 2026

  23068 Andrew Ct, Windsor, VA 23487

  • 5 Beds
  • 3 Baths
  • 2,797 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $163/SF
  • 35 Days On Market

  Current Estimated Value $461,715

  Last Listing Agent Amanda Emanuel BHHS RW Towne Realty

  23068 Andrew Ct, Windsor, VA 23487
• 

  $400,000

  Sold Aug 05, 2026

  17 Randolph Dr, Windsor, VA 23487

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1983

  Last Sold Summary

  • $308/SF
  • 1 Day On Market

  Current Estimated Value $371,565

  Last Listing Agent Krystle Tomlin AtCoastal Realty

  17 Randolph Dr, Windsor, VA 23487
• 

  $345,000

  Sold Nov 18, 2025

  112 S Court St, Windsor, VA 23487

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 2021

  Last Sold Summary

  • $246/SF
  • 11 Days On Market

  Current Estimated Value $353,713

  Last Listing Agent Jay Hassell Keller Williams Realty Twn Ctr

  112 S Court St, Windsor, VA 23487
• 

  $199,000

  Sold Sep 22, 2026

  42 W Windsor Blvd, Windsor, VA 23487

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1948

  Last Sold Summary

  • $259/SF

  Current Estimated Value $201,429

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

  42 W Windsor Blvd, Windsor, VA 23487

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