4,511

Windsor, WI Homes

Section Image
    • /75

      Est $503,886

      Not Listed For Sale

      6604 S Oak Ln, Windsor, WI 53598

      • 5 Beds
      • 3 Baths
      • 2,650 Sq Ft
      • Built 1977
      6604 S Oak Ln, Windsor, WI 53598

      Last Sold Summary

      • 60 Days On Market

  • /28

    $679,900

    Open Sun 10AM - 12PM
    • 4 Beds
    • 3 Baths
    • 2,865 Sq Ft

    6551 Wolf Hollow Rd, Windsor, WI 53598

    Welcome to your dream home in sought-after Pleasant Hill Estates! Nestled on a professionally landscaped 0.30-acre lot backing to serene green space, this property offers over 2,800 sq ft of thoughtfully designed living space. The main level boasts zero-threshold entries, an open layout, vaulted ceilings, a lovely owner's suite, and a gourmet kitchen featuring custom soft-close Amish cabinetry,

    Angela Tessner Ray Kuehl & Associates Realty

    6551 Wolf Hollow Rd, Windsor, WI 53598
  • /50

    $709,000

    Sold May 15, 2026

    4066 Eagle Mound Pass, Deforest, WI 53532

    • 4 Beds
    • 2.5 Baths
    • 2,674 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $265/SF
    • 60 Days On Market

    Current Estimated Value $696,066

    Last Listing Agent Matt Winzenried Realty Executives Cooper Spransy

    4066 Eagle Mound Pass, Deforest, WI 53532
    • /71

      Est $629,629

      Not Listed For Sale

      6628 S Oak Ln, Windsor, WI 53598

      • 5 Beds
      • 3 Baths
      • 3,830 Sq Ft
      • Built 1973
      6628 S Oak Ln, Windsor, WI 53598

      Last Sold Summary

      • 38 Days On Market

  • /64

    $724,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,795 Sq Ft

    4419 Eagle Ridge Ln, Windsor, WI 53598

    A spectacular 4-bedroom ranch home backing directly to a scenic bike path and acres of mature, vibrant grasslands awaits its next owner! Step inside to discover a meticulously maintained home featuring gorgeous hardwood floors, expansive picture windows, and an open, airy floor plan filled with natural light. The stunning kitchen showcases stainless steel apps, quartz counters, a walk-in pantry,

    Dustin Laufenberg MHB Real Estate

    4419 Eagle Ridge Ln, Windsor, WI 53598
  • /43

    $260,000

    Sold Nov 19, 2025

    4627 Willow St, Windsor, WI 53571

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $164/SF
    • 11 Days On Market

    Current Estimated Value $271,360

    Last Listing Agent Justin May Realty Executives Cooper Spransy

    4627 Willow St, Windsor, WI 53571
    • /28

      Est $353,736

      Not Listed For Sale

      6669 Fairway Cir, Windsor, WI 53598

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1974
      6669 Fairway Cir, Windsor, WI 53598

      Last Sold Summary

      • 8 Days On Market

  • /6

    $1,299,000

    New Construction Under Contract
    • 5 Beds
    • 3.5 Baths
    • 4,092 Sq Ft

    3364 Colton Way, Sun Prairie, WI 53590

    Completion date 6/14/2026. Check out Bill Weber Jr. Homes 2026 Spring Parade Home in Sun Prairie. Find the high end features you would expect with a Bill Weber Jr. Home. Soaring ceilings, unique kitchen design, custom cabinets by Auburn Ridge, closets by Tailored Living, custom built-ins for living room, cabinets to the ceiling in the kitchen, walkout basement, at-home office, sunroom, custom

    Tristan Weber First Weber Inc

    3364 Colton Way, Sun Prairie, WI 53590
  • /70

    $640,000

    Sold Oct 31, 2025

    4312 Autumn Fields Rd, Windsor, WI 53598

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $227/SF
    • 20 Days On Market

    Current Estimated Value $652,375

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    4312 Autumn Fields Rd, Windsor, WI 53598
    • /22

      Est $269,596

      Not Listed For Sale

      6683 Charlie Grimm Rd, Windsor, WI 53598

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1975
      6683 Charlie Grimm Rd, Windsor, WI 53598

      Last Sold Summary

      • 6 Days On Market

  • /38

    $1,600,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,930 Sq Ft

    2981 Mueller Rd, Deforest, WI 53532

    Discover nearly 5,000 sq ft on 2.5 acres! Thoughtfully designed living space in this new build featuring 4 bedrooms, an office, flex room, and a lofted garage bonus area. Premium details include handcrafted Amish cabinetry and quality craftsmanship throughout. Enjoy the benefits of lower Bristol property taxes while living in a home built to impress inside and out.

    Sarah Crose Berkshire Hathaway HomeServices True Realty

    2981 Mueller Rd, Deforest, WI 53532
  • /79

    $1,830,000

    Sold May 05, 2026

    3322 Colton Way, Sun Prairie, WI 53590

    • 5 Beds
    • 5 Baths
    • 5,612 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $326/SF
    • 281 Days On Market

    Current Estimated Value $1,871,000

    Last Listing Agent Abby Marten Winterberry Realty, LLC.

    3322 Colton Way, Sun Prairie, WI 53590
    • /34

      Est $443,022

      Not Listed For Sale

      4538 Melwood Ln, Windsor, WI 53598

      • 4 Beds
      • 2 Baths
      • 2,020 Sq Ft
      • Built 1995
      4538 Melwood Ln, Windsor, WI 53598

      Last Sold Summary

      • 1 Day On Market

  • /21

    $199,000

    Under Contract
    • Land
    • 26,571 Sq Ft
    • $326,230 per Acre

    L10 Lucas Ln, Sun Prairie, WI 53590

    Lot 10 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

    L10 Lucas Ln, Sun Prairie, WI 53590
  • /31

    $579,900

    Sold Jul 25, 2025

    6631 Royal View Dr, Deforest, WI 53532

    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft
    • Built 2025

    Last Sold Summary

    • $326/SF
    • 34 Days On Market

    Current Estimated Value $582,904

    Last Listing Agent Sherry Yu Real Broker LLC

    6631 Royal View Dr, Deforest, WI 53532
    • /58

      Est $450,853

      Not Listed For Sale

      6698 Charlie Grimm Rd, Windsor, WI 53598

      • 3 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1994
      6698 Charlie Grimm Rd, Windsor, WI 53598

      Last Sold Summary

      • 56 Days On Market

  • /8

    $143,900

    • Land
    • 15,246 Sq Ft
    • $411,143 per Acre

    Lot 417 Whistle Rock Cir, Deforest, WI 53532

    Build your future in Bear Tree Farms, a master-planned community located between DeForest, Windsor, and Sun Prairie with quick access to Hwy 51 and the Madison metro. This destination neighborhood offers generously sized lots, modern new homes, and exceptional amenities. Residents enjoy a 22-acre community park with splash pad, playgrounds, tennis, basketball and pickleball courts, plus walking

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 417 Whistle Rock Cir, Deforest, WI 53532
  • /42

    $440,000

    Sold Mar 27, 2026

    3880 Sunny Wood Dr, de Forest, WI 53532

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $320/SF
    • 2 Days On Market

    Current Estimated Value $435,388

    Last Listing Agent Luke Bruckner Collective Real Estate Group

    3880 Sunny Wood Dr, de Forest, WI 53532
    • /25

      Est $564,419

      Not Listed For Sale

      6658 Highland Dr, Windsor, WI 53598

      • 4 Beds
      • 3.5 Baths
      • 3,213 Sq Ft
      • Built 1980
      6658 Highland Dr, Windsor, WI 53598

      Last Sold Summary

      • 27 Days On Market

  • /20

    $179,000

    • Land
    • 21,780 Sq Ft
    • $358,000 per Acre

    L138 Colton Way, Sun Prairie, WI 53590

    Lot 138 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

    L138 Colton Way, Sun Prairie, WI 53590
  • /2

    $574,600

    Sold Nov 03, 2025

    4004 Banbury St Unit 148, Windsor, WI 53598

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $254/SF
    • 64 Days On Market

    Last Listing Agent Emily Ostermiller First Weber Inc

    4004 Banbury St Unit 148, Windsor, WI 53598
    • /42

      Est $454,683

      Not Listed For Sale

      6780 Bootmaker Way, Windsor, WI 53598

      • 4 Beds
      • 2.5 Baths
      • 2,230 Sq Ft
      • Built 1998
      6780 Bootmaker Way, Windsor, WI 53598

      Last Sold Summary

      • 4 Days On Market

  • /53

    $649,900

    • 5 Beds
    • 3 Baths
    • 2,584 Sq Ft

    6557 Vista Valley, Windsor, WI 53598

    STUNNING NEWER RANCH HOME w/5 Bedrooms, 3 Baths, 3 Season Sunroom, 1st Floor Laundry + 3 Car Garage! LARGE Kitchen w/Quartz Countertops, Tile Backsplash, Walk-in Pantry, Kitchen Island + Dinette Area that Opens to the Great Room w/Cathedral Ceilings & Floor to Ceiling Stone Gas Fireplace! Primary Suite w/Tray Ceiling, Large Walk-in Closet + Full Bath w/Walk-in Tile Shower! The Walkout Lower Level

    Acker Maly Home Team RE/MAX Preferred

    6557 Vista Valley, Windsor, WI 53598
  • /64

    $1,165,000

    Sold Jun 22, 2026

    3658 Brandywood Ct, Sun Prairie, WI 53590

    • 3 Beds
    • 3.5 Baths
    • 4,396 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $265/SF
    • 4 Days On Market

    Current Estimated Value $1,115,599

    Last Listing Agent Matthew Krawczyk Modern Realty Partners LLC

    3658 Brandywood Ct, Sun Prairie, WI 53590
    • /61

      Est $522,383

      Not Listed For Sale

      6780 Victory Cir, Windsor, WI 53598

      • 4 Beds
      • 2.5 Baths
      • 2,382 Sq Ft
      • Built 2000
      6780 Victory Cir, Windsor, WI 53598

      Last Sold Summary

      • 7 Days On Market

  • /63

    $725,000

    Under Contract
    • 4 Beds
    • 4 Baths
    • 3,508 Sq Ft

    6668 Royal View Dr, Deforest, WI 53532

    In the desirable Bear Tree Farms subdivision this beautiful home offers modern living with an unbeatable location! Inside, a stunning chef's kitchen with quartz countertops, large island, and walk-in pantry. This open concept features vaulted ceilings and a cozy gas fireplace for entertaining. Upstairs are 4 generous bedrooms with insulated walls and floors for added privacy. The master suite

    Sarah Peterson Coldwell Banker Realty

    6668 Royal View Dr, Deforest, WI 53532
  • /2

    $500,000

    Sold Aug 22, 2025

    6708 Windsor Ridge Ln, Windsor, WI 53598

    • 4 Beds
    • 2 Baths
    • 2,920 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Above List Price
    • $171/SF
    • 47 Days On Market

    Current Estimated Value $516,354

    Last Listing Agent Jeff Lange First Weber Inc

    6708 Windsor Ridge Ln, Windsor, WI 53598
    • /52

      Est $447,255

      Not Listed For Sale

      6800 Bootmaker Way, Windsor, WI 53598

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 2001
      6800 Bootmaker Way, Windsor, WI 53598

      Last Sold Summary

      • 4 Days On Market

  • /21

    $209,000

    Under Contract
    • Land
    • 33,976 Sq Ft
    • $267,949 per Acre

    L127 Lucas Ln, Sun Prairie, WI 53590

    Lot 127 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

    L127 Lucas Ln, Sun Prairie, WI 53590
  • /48

    $415,000

    Sold Aug 08, 2025

    6761 Sunset Meadow Dr, Windsor, WI 53598

    • 5 Beds
    • 3 Baths
    • 3,339 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $124/SF
    • 5 Days On Market

    Current Estimated Value $467,348

    Last Listing Agent Josh Lamp Berkshire Hathaway HomeServices True Realty

    6761 Sunset Meadow Dr, Windsor, WI 53598
    • /30

      Est $242,469

      Not Listed For Sale

      4317 Windsor Rd, Windsor, WI 53598

      • 1 Bed
      • 1 Bath
      • 720 Sq Ft
      • Built 1935
      4317 Windsor Rd, Windsor, WI 53598

      Last Sold Summary

      • 13 Days On Market

  • /21

    $209,000

    Under Contract
    • Land
    • 28,314 Sq Ft
    • $321,538 per Acre

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 4 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

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /62

    $850,000

    Sold May 21, 2026

    3403 Whistling Wind Way, Sun Prairie, WI 53590

    • 4 Beds
    • 3.5 Baths
    • 4,374 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 74 Days On Market

    Current Estimated Value $867,586

    Last Listing Agent Ryan Oliversen Collective Real Estate Group

    3403 Whistling Wind Way, Sun Prairie, WI 53590
    • /44

      Est $310,801

      Not Listed For Sale

      4477 Windsor Rd, Windsor, WI 53598

      • 4 Beds
      • 2 Baths
      • 1,764 Sq Ft
      • Built 1930
      4477 Windsor Rd, Windsor, WI 53598

      Last Sold Summary

      • 13 Days On Market

  • /21

    $239,000

    $10K PRICE INCREASE Under Contract
    • Land
    • 33,976 Sq Ft
    • $306,410 per Acre

    L1 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 1 CSM 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

    L1 Blue Victoria Dr, Sun Prairie, WI 53590
  • /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
  • /2

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,782 Sq Ft

    4414 Gray Rd, de Forest, WI 53532

    Don't miss this rare opportunity to own a spacious 4-bedroom, 2-bath condo in a desirable, established DeForest neighborhood—with NO monthly condo fees! This well-maintained split-level home offers a functional layout with plenty of room to spread out. The bright and inviting main level features comfortable living spaces, while the partially finished lower level provides additional room for a

    Kyle Broom Y Realty

    4414 Gray Rd, de Forest, 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 $959,598

    Last Listing Agent Kim Elton Realty Executives Cooper Spransy

    6358 Reagan Ct, Sun Prairie, WI 53590
    • /18

      Est $266,130

      Not Listed For Sale

      6639 Windsor Commons Ave Unit 34, Windsor, WI 53598

      • 2 Beds
      • 2 Baths
      • 1,150 Sq Ft
      • Built 2006
      6639 Windsor Commons Ave Unit 34, Windsor, WI 53598

      Last Sold Summary

      • 6 Days On Market

Showing Results 161 - 200, Page 5 of 18

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