4,486

Windsor, WI Homes

Section Image
  • /20

    $135,000

    Sold Mar 27, 2026

    Lot 8 Diamond Dr, Deforest, WI

    • Land
    • 17,424 Sq Ft
    • $337,500 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 41 Days On Market

    Last Listing Agent Brian Montrey Realty Executives Cooper Spransy

    Lot 8 Diamond Dr, Deforest, WI
    • /54

      Est $381,865

      Not Listed For Sale

      6796 Dawn Dr, Windsor, WI 53598

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft
      • Built 1974
      6796 Dawn Dr, Windsor, WI 53598

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jennell Kinsler Conrad Development LLC

  • /46

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft

    6828 Parkside Cir, Windsor, WI 53532

    Join Parkside Village 55+ Retirement Community. Parkside Village offers Residents the opportunity to Purchase their unit through a Limited Life Estate Grant. Parkside Village offers numerous amenities: a clubhouse, library, fitness center, movie room, billiards room, common grilling station, on-site management and on-site maintenance, Common Area House Keeping. No property taxes! The monthly

    Alex Filkouski Madison Commercial Real Estate LLC

    6828 Parkside Cir, Windsor, WI 53532
  • /82

    $975,000

    Sold Mar 11, 2026

    6358 Reagan Ct, Sun Prairie, WI 53590

    • 4 Beds
    • 3.5 Baths
    • 4,173 Sq Ft
    • Built 2018

    Last Sold Summary

    • $234/SF
    • 3 Days On Market

    Current Estimated Value $975,471

    Last Listing Agent Kim Elton Realty Executives Cooper Spransy

    6358 Reagan Ct, Sun Prairie, WI 53590
    • /26

      Est $370,316

      Not Listed For Sale

      4397 Curry Ln, Windsor, WI 53598

      • 3 Beds
      • 1.5 Baths
      • 1,298 Sq Ft
      • Built 1968
      4397 Curry Ln, Windsor, WI 53598

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Cindy Ulsrud Realty Executives Cooper Spransy

  • /14

    $1,225,000

    $568K PRICE DROP
    • Land
    • 9.88 Acres
    • $123,988 per Acre

    Lot 1-2 Gray Rd, Deforest, WI 53532

    PRICE REDUCTION - Take advantage of this ready-to-develop investment opportunity in Windsor, WI. This 9.883-acre property is city-approved for a 122-unit multi-family complex, boasting a strategic location at the intersection of Gray Rd & CTH CV. The proposed development includes 12 studios, 48 one-bedroom, and 62 two-bedroom apartments across a 4-story building. With 22 garage parking stalls and

    James Stopple Madison Property Management, Inc.

    Lot 1-2 Gray Rd, Deforest, WI 53532
  • /35

    $545,000

    Sold Jun 09, 2026

    4380 Van Winkle Way, de Forest, WI 53532

    • 4 Beds
    • 3.5 Baths
    • 2,821 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Above List Price
    • $193/SF
    • 21 Days On Market

    Current Estimated Value $541,836

    Last Listing Agent Marine Yoo Real Broker LLC

    4380 Van Winkle Way, de Forest, WI 53532
    • 6751 Windsor St, Windsor, WI 53598

      Est $353,376

      Not Listed For Sale

      6751 Windsor St, Windsor, WI 53598

      • Studio
      • 2,002 Sq Ft
      • Built 1950
      6751 Windsor St, Windsor, WI 53598

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Jason Booth Redefined Realty Advisors LLC

  • /21

    $179,000

    • Land
    • 23,958 Sq Ft
    • $325,455 per Acre

    L129 Lucas Ln, Sun Prairie, WI 53590

    Lot 129 Windsor Gardens. 2026 Parade of Homes neighborhood! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L129 Lucas Ln, Sun Prairie, WI 53590
  • /12

    $122,500

    Sold Apr 13, 2026

    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590

    • Land
    • 33,541 Sq Ft
    • $159,091 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 69 Days On Market

    Current Estimated Value $122,000

    Last Listing Agent Seth Peterson Realty Executives Cooper Spransy

    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
    • /18

      Est $279,965

      Not Listed For Sale

      4474 4th St, Windsor, WI 53598

      • 3 Beds
      • 1 Bath
      • 1,189 Sq Ft
      • Built 1949
      4474 4th St, Windsor, WI 53598

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Imani Jones EXIT Realty HGM

  • /46

    $514,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,724 Sq Ft

    4450 Snowy Ridge Trail, Windsor, WI 53598

    Prairie Creek 4 bedroom/4 bath Charmer! Property offers a fantastic open floor plan, generous room sizes and an impressive list of updates! The main level boasts newer LVP flooring, spacious kitchen featuring a huge walk-in pantry, island, maple cabinets, solid surface tops, newer sink/faucet and stainless appliances. Upstairs includes a spacious primary suite with huge walk-in closet and private

    Scott Mistretta Net More Realty

    4450 Snowy Ridge Trail, Windsor, WI 53598
  • /36

    $529,900

    Sold Sep 11, 2025

    6671 Warner Farm Dr, Windsor, WI 53532

    • 4 Beds
    • 3 Baths
    • 2,736 Sq Ft
    • Built 2025

    Last Sold Summary

    • $194/SF
    • 63 Days On Market

    Last Listing Agent Josh Lamp Berkshire Hathaway HomeServices True Realty

    6671 Warner Farm Dr, Windsor, WI 53532
    • /23

      Est $298,130

      Not Listed For Sale

      4476 2nd St, Windsor, WI 53598

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1970
      4476 2nd St, Windsor, WI 53598

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Joe Weber First Weber Inc

  • /20

    $179,000

    Under Contract
    • Land
    • 23,522 Sq Ft
    • $331,481 per Acre

    L137 Colton Way, Sun Prairie, WI 53590

    Lot 137 Windsor Gardens. 2026 Parade of Homes neighborhood ! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L137 Colton Way, Sun Prairie, WI 53590
  • /10

    $685,900

    Sold Jul 28, 2026

    4036 Whistle Rock Cir, Deforest, WI 53532

    • 4 Beds
    • 3 Baths
    • 2,652 Sq Ft
    • Built 2026

    Last Sold Summary

    • $259/SF
    • 9 Days On Market

    Last Listing Agent Aeryn Barry Tim O'Brien Homes LLC

    4036 Whistle Rock Cir, Deforest, WI 53532
    • /40

      Est $287,330

      Not Listed For Sale

      4479 3rd St, Windsor, WI 53598

      • 2 Beds
      • 1 Bath
      • 840 Sq Ft
      4479 3rd St, Windsor, WI 53598

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Randy Alsmo Badgerland Real Estate & Associates, LLC

  • /21

    $269,000

    Under Contract
    • Land
    • 40,510 Sq Ft
    • $289,247 per Acre

    L124 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 124 Windsor Gardens. 2026 Parade of Homes neighborhood ! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L124 Blue Victoria Dr, Sun Prairie, WI 53590
  • /79

    $950,000

    Sold Jun 12, 2026

    6396 Hayden Rd, Sun Prairie, WI 53590

    • 4 Beds
    • 4.5 Baths
    • 3,389 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Below List Price
    • $280/SF
    • 12 Days On Market

    Current Estimated Value $912,954

    Last Listing Agent Kim Elton Realty Executives Cooper Spransy

    6396 Hayden Rd, Sun Prairie, WI 53590
    • /39

      Est $299,903

      Not Listed For Sale

      4465 1st St, Windsor, WI 53598

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1950
      4465 1st St, Windsor, WI 53598

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Rena Ripp EXP Realty, LLC

  • /21

    $209,000

    • Land
    • 27,442 Sq Ft
    • $331,746 per Acre

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 3 Windsor Gardens. 2026 Parade of Homes neighborhood! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /8

    $656,467

    Sold Aug 29, 2025

    6614 Grouse Woods Rd, Deforest, WI 53532

    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $294/SF
    • 27 Days On Market

    Last Listing Agent Renee Bailey Tim O'Brien Homes LLC

    6614 Grouse Woods Rd, Deforest, WI 53532
    • /27

      Est $621,412

      Not Listed For Sale

      6657 Winding Way, de Forest, WI 53532

      • 5 Beds
      • 3.5 Baths
      • 3,050 Sq Ft
      • Built 1989
      6657 Winding Way, de Forest, WI 53532

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Samantha Shaw EXP Realty, LLC

  • /68

    $999,900

    $50K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,330 Sq Ft

    6359 Brandywood Trail, Sun Prairie, WI 53590

    Nestled on a breathtaking 5-acre homesite in the highly sought-after Wynbrooke subdivision, this expansive 4,000+ sqft home offers the perfect blend of space, privacy, and comfort. Grand two-story foyer w/ hardwood floors welcomes you inside, leading to formal dining, office/flex, and a inviting living room anchored by a cozy gas fireplace. The spacious eat-in kitchen features stainless steel

    Chris Barreau MHB Real Estate

    6359 Brandywood Trail, Sun Prairie, WI 53590
  • /2

    $717,012

    Sold Sep 19, 2025

    4052 Royal View Dr, Deforest, WI 53532

    • 4 Beds
    • 2.5 Baths
    • 3,506 Sq Ft
    • Built 2025

    Last Sold Summary

    • $205/SF
    • 0 Days On Market

    Current Estimated Value $785,000

    Last Listing Agent Renee Bailey Tim O'Brien Homes LLC

    4052 Royal View Dr, Deforest, WI 53532
    • /41

      Est $473,870

      Not Listed For Sale

      3999 Sunnyvale Dr, de Forest, WI 53532

      • 4 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1983
      3999 Sunnyvale Dr, de Forest, WI 53532

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jordan Bishop Real Broker LLC

  • /2

    $529,290

    Sold Aug 22, 2025

    4007 Banbury St Unit 136, Windsor, WI 53598

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft
    • Built 2025

    Last Sold Summary

    • 15% Below List Price
    • $258/SF
    • 66 Days On Market

    Last Listing Agent Emily Ostermiller First Weber Inc

    4007 Banbury St Unit 136, Windsor, WI 53598
    • /87

      Est $698,163

      Not Listed For Sale

      6640 Forest Park Dr, de Forest, WI 53532

      • 4 Beds
      • 3.5 Baths
      • 3,567 Sq Ft
      • Built 1987
      6640 Forest Park Dr, de Forest, WI 53532

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Tonya Nye Stark Company, REALTORS

  • /37

    $695,757

    Sold Aug 18, 2025

    6646 Royal View Dr Unit 170, Deforest, WI 53532

    • 5 Beds
    • 2.5 Baths
    • 2,605 Sq Ft
    • Built 2025

    Last Sold Summary

    • $267/SF
    • 0 Days On Market

    Last Listing Agent Ben Tourdot Elevate Estates Realty Co.

    6646 Royal View Dr Unit 170, Deforest, WI 53532
    • /37

      Est $537,048

      Not Listed For Sale

      6643 Forest Park Dr, de Forest, WI 53532

      • 3 Beds
      • 2.5 Baths
      • 2,180 Sq Ft
      • Built 1978
      6643 Forest Park Dr, de Forest, WI 53532

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Brandon Mortenson Preferred Realty Group

  • /34

    $274,500

    Sold Feb 03, 2026

    6743 Depot St, Windsor, WI 53598

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $357/SF
    • 15 Days On Market

    Current Estimated Value $280,839

    Last Listing Agent Jake Johnson Real Broker LLC

    6743 Depot St, Windsor, WI 53598
    • /26

      Est $520,152

      Not Listed For Sale

      3990 Empire Dr, de Forest, WI 53532

      • 3 Beds
      • 2 Baths
      • 2,192 Sq Ft
      • Built 1992
      3990 Empire Dr, de Forest, WI 53532

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Kelly Bennett First Weber Inc

  • /34

    $302,500

    Sold Oct 15, 2025

    4469 2nd St, Windsor, WI 53598

    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $242/SF
    • 1 Day On Market

    Current Estimated Value $420,664

    Last Listing Agent Jannea Wood Stark Company, REALTORS

    4469 2nd St, Windsor, WI 53598
    • /2

      Est $464,395

      Not Listed For Sale

      3976 Empire Dr, de Forest, WI 53532

      • 3 Beds
      • 2 Baths
      • 2,068 Sq Ft
      • Built 1989
      3976 Empire Dr, de Forest, WI 53532

  • /2

    $519,765

    Sold Nov 25, 2025

    4013 Banbury St Unit 139, Windsor, WI 53598

    • 4 Beds
    • 3 Baths
    • 2,265 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $229/SF
    • 114 Days On Market

    Last Listing Agent Emily Ostermiller First Weber Inc

    4013 Banbury St Unit 139, Windsor, WI 53598
    • /34

      Est $681,349

      Not Listed For Sale

      3742 Sunny Wood Dr, de Forest, WI 53532

      • 3 Beds
      • 4 Baths
      • 3,564 Sq Ft
      • Built 1987
      3742 Sunny Wood Dr, de Forest, WI 53532

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Tayler Spannknebel Real Broker LLC

  • /2

    $640,394

    Sold May 21, 2026

    4031 Whistle Rock Cir, Deforest, WI 53532

    • 3 Beds
    • 2 Baths
    • 1,897 Sq Ft
    • Built 2026

    Last Sold Summary

    • $338/SF
    • 2 Days On Market

    Last Listing Agent Tammy Shallberg Restaino & Associates

    4031 Whistle Rock Cir, Deforest, WI 53532
    • /43

      Est $437,959

      Not Listed For Sale

      3757 Millstone Ln, de Forest, WI 53532

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft
      • Built 1985
      3757 Millstone Ln, de Forest, WI 53532

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Steve Schwartz Restaino & Associates

  • /21

    $231,000

    Sold Apr 27, 2026

    L4 Blue Victoria Dr, Sun Prairie, WI 53590

    • Land
    • 33,976 Sq Ft
    • $296,154 per Acre

    Last Sold Summary

    • 1% Above List Price
    • 566 Days On Market

    Last Listing Agent Kristin Lemke Wisconsin Real Estate Prof, LLC

    L4 Blue Victoria Dr, Sun Prairie, WI 53590
    • /77

      Est $792,145

      Not Listed For Sale

      6627 Mill Race Trail, de Forest, WI 53532

      • 5 Beds
      • 6 Baths
      • 3,888 Sq Ft
      • Built 1980
      6627 Mill Race Trail, de Forest, WI 53532

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Peggy Acker-Farber RE/MAX Preferred

Showing Results 201 - 240, Page 6 of 18

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