4,511

Windsor, WI Homes

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  • /48

    $500,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,146 Sq Ft

    4383 Van Winkle Way, de Forest, WI 53532

    Just minutes from Madison in the popular neighborhood of Holland Fields, this meticulously maintained home is within walking distance to the grade school and close to the bike path. Vaulted ceilings help make this home bright and open. It boasts TWO living spaces: a great room living space (wired for surround sound!) as well as a large rec room with a wet bar in the finished lower level (which

    Agent Photo

    Angi Ackard

    EXP Realty, LLC

    (844) 455-2727

    4383 Van Winkle Way, de Forest, WI 53532
  • /21

    Starting at $1,339

    Total Monthly Price

    • Studio - 3 Beds

    6640 N Towne Rd, Windsor, WI 53598

    The Terraces of Windsor Crossing set a new standard for luxury living in the village of Windsor, just minutes from DeForest. These modern, market-rate apartments offer a peaceful suburban setting while keeping you close to shopping, dining, and entertainment with just a short drive away from Madison, WI.Enjoy an active lifestyle with scenic walking, running, and biking trails woven

    The Terraces of Windsor Crossing

    (608) 602-4033

    6640 N Towne Rd, Windsor, WI 53598
  • /54

    $510,000

    Sold Mar 19, 2026

    3766 Sunny Wood Dr, de Forest, WI 53532

    • 3 Beds
    • 2.5 Baths
    • 1,966 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Above List Price
    • $259/SF
    • 5 Days On Market

    Current Estimated Value $512,688

    Last Listing Agent Steve Schwartz Restaino & Associates

    3766 Sunny Wood Dr, de Forest, WI 53532
    • /33

      Est $309,112

      Not Listed For Sale

      4499 Golf Dr, Windsor, WI 53598

      • 3 Beds
      • 2.5 Baths
      • 1,522 Sq Ft
      • Built 1986
      4499 Golf Dr, Windsor, WI 53598

      Last Sold Summary

      • 4 Days On Market

  • /46

    $889,900

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    6682 Morning Dew Ln, Windsor, WI 53590

    Luxury living without the wait! Move right into this brand-new custom ranch in the Windsor subdivision. Enjoy morning coffee on the private screened porch off the primary suite, the front porch, or the spacious deck overlooking newly added trees, upgraded landscaping, and a cement patio with a built-in fireplace. Inside features include an open floor plan with gas fireplace, gourmet kitchen with

    Agent Photo

    LETS GO! Realty Group*

    Keller Williams Realty-Milwaukee Southwest

    (608) 765-9573

    6682 Morning Dew Ln, Windsor, WI 53590
  • /25

    Starting at $1,345

    Total Monthly Price

    • 1 - 2 Beds

    4320 N Towne Ct, Windsor, WI 53598

    Sign any lease for select vacant apartments and receive the first month rent FREE! Welcome to North Towne Homes in growing Windsor! This property consists of a 42-unit apartment building and six 3-plex townhouses. The apartments consist of multiple 1- and 2-bedroom floorplans. The townhouses include six 2-bedroom units (middle units) and twelve 3-bedroom units (end units).All the

    North Towne Homes

    (608) 999-8215

    4320 N Towne Ct, Windsor, WI 53598
  • /39

    $1,243,100

    Sold Sep 24, 2025

    3314 Colton Way, Sun Prairie, WI 53575

    • 5 Beds
    • 3.5 Baths
    • 4,020 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $309/SF
    • 33 Days On Market

    Last Listing Agent Tristan Weber First Weber Inc

    3314 Colton Way, Sun Prairie, WI 53575
    • /37

      Est $518,555

      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

  • /66

    $659,900

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft

    6918 Rembrandt Rd, de Forest, WI 53532

    Pride of ownership shines throughout this meticulously maintained & lovingly cared-for home in the highly sought-after Holland Fields neighborhood. Every detail reflects years of thoughtful updates, quality improvements, & exceptional care, making "move-in ready" an understatement. Located on the bike path connecting Windsor & DeForest & within biking distance to all area schools, parks, & splash

    Agent Photo

    Samiera Kookasemkit

    Sprinkman Real Estate

    (877) 343-0514

    6918 Rembrandt Rd, de Forest, WI 53532
  • /50

    Starting at $1,300 Per Month

    • 1 Bed

    6556 Stack Dr, Windsor, WI 53598

    WE'RE CURRENTLY FULLY LEASED! We don’t have any immediate availability, but we’d love to stay in touch. Submit an inquiry to join our waitlist and be notified as soon as something opens up.Welcome to your new home at Pleasant Hill Place—Windsor’s newest apartment community offering modern comfort and convenience. Nestled on the edge of the Pleasant Hill Estates neighborhood, our

    Pleasant Hill Place - FULLY LEASED

    (608) 405-8377

    6556 Stack Dr, Windsor, WI 53598
  • /38

    $809,521

    Sold Jan 30, 2026

    6634 Royal View Dr Unit 167, Deforest, WI 53532

    • 4 Beds
    • 2.5 Baths
    • 3,254 Sq Ft
    • Built 2025

    Last Sold Summary

    • $249/SF
    • 1 Day On Market

    Last Listing Agent Alex Meunier Elevate Estates Realty Co.

    6634 Royal View Dr Unit 167, Deforest, WI 53532
    • /36

      Est $534,994

      Not Listed For Sale

      4389 Juliana Ln, de Forest, WI 53532

      • 4 Beds
      • 3 Baths
      • 2,616 Sq Ft
      • Built 2006
      4389 Juliana Ln, de Forest, WI 53532

      Last Sold Summary

      • 32 Days On Market

  • /53

    $635,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft

    6659 Grouse Woods Rd, Windsor, WI 53532

    Enjoy effortless zero-entry living in the Village of Windsor. The open-concept main level flows beautifully, anchored by a spacious kitchen with a breakfast bar, walk-in pantry, stainless appliances, and generous cabinetry. The secluded primary suite is a sanctuary featuring a walk-in closet, large ensuite with double vanity, walk-in shower, and private water closet. Entertain with ease on the

    Agent Photo

    Erica Thompson Colstad

    Stark Company, REALTORS

    (844) 440-5271

    6659 Grouse Woods Rd, Windsor, WI 53532
  • /11

    Starting at $979 Per Month

    • Studio - 1 Bed

    6512 Lake Rd, Windsor, WI 53598

    Coachlite Apartments

    (262) 290-4160

    6512 Lake Rd, Windsor, WI 53598
  • /40

    $545,000

    Sold Apr 13, 2026

    4433 Memorial Cir, Windsor, WI 53598

    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • Built 2015

    Last Sold Summary

    • 4% Above List Price
    • $279/SF
    • 6 Days On Market

    Current Estimated Value $542,137

    Last Listing Agent Gordon Stebbings Wisco Real Estate Sales

    4433 Memorial Cir, Windsor, WI 53598
    • /39

      Not Listed For Sale

      6847 Parkside Cir, Deforest, WI 53532

      • 2 Beds
      • 2 Baths
      • 1,132 Sq Ft
      • Built 2005
      6847 Parkside Cir, Deforest, WI 53532

      Last Sold Summary

      • 28 Days On Market

  • /66

    $634,900

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,711 Sq Ft

    4416 Eagle Ridge Ln, Windsor, WI 53598

    Beautifully maintained home in the desirable Windsor community offering modern style, functional living space. The main level features open living and dining areas filled with natural light and kitchen with quality fnishes, walk-in pantry, mudroom with laundry and extra storage. Upstairs offers 3 bedrooms, primary suite featuring two walk-in closets, tiled shower, double vanity. Two additional

    Agent Photo

    Sherry Yu

    Real Broker LLC

    (608) 413-4826

    4416 Eagle Ridge Ln, Windsor, WI 53598
  • /38

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Condo for Rent

    6649 Windsor Commons Ave, Windsor, WI 53598

    Newly updated 2 bed/2 bath townhome with private entry available in Windsor, WI! Available as soon as August 1st. Townhome features a large master bedroom with an ensuite bathroom and walk-in closet, beautiful hardwood flooring throughout living spaces, new refrigerator, 1 car attached garage (with space for storage), and a large (approx. 500 sq ft) rooftop deck perfect for movie night and

    Alexis Venter Sprinkman Real Estate

    6649 Windsor Commons Ave, Windsor, WI 53598
  • /67

    $559,000

    Sold Feb 09, 2026

    4011 Shadows Ct, de Forest, WI 53532

    • 3 Beds
    • 3.5 Baths
    • 2,986 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $187/SF
    • 158 Days On Market

    Current Estimated Value $578,832

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    4011 Shadows Ct, de Forest, WI 53532
    • /4

      Not Listed For Sale

      4099 Eagle Mound Pass, Deforest, WI 53532

      • 4 Beds
      • 3 Baths
      • 3,024 Sq Ft
      • Built 2025
      4099 Eagle Mound Pass, Deforest, WI 53532

      Last Sold Summary

      • 226 Days On Market

  • /44

    $475,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    4431 Meadowwood Cir, de Forest, WI 53532

    Welcome to this beautifully maintained 4-bedroom, 3-bath home, offering the perfect blend of comfort, updates, and location. Step inside to appreciate the fresh feel of brand new carpet, updated paint, and refreshed bathrooms that give the home a modern, move-in-ready appeal. The spacious layout is designed for everyday living and entertaining, with inviting main-level spaces filled with natural

    Agent Photo

    Jed Burk

    Coldwell Banker Real Estate Group

    (877) 419-6976

    4431 Meadowwood Cir, de Forest, WI 53532
  • /66

    $705,000

    Sold Jun 01, 2026

    6569 Norski Ct, Windsor, WI 53598

    • 4 Beds
    • 3 Baths
    • 2,769 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $255/SF
    • 15 Days On Market

    Current Estimated Value $718,636

    Last Listing Agent Brent Quade EXIT Professional Real Estate

    6569 Norski Ct, Windsor, WI 53598
    • /53

      Est $1,024,289

      Not Listed For Sale

      6712 Florance Ruth Ln, Sun Prairie, WI 53590

      • 5 Beds
      • 3.5 Baths
      • 4,098 Sq Ft
      • Built 2016
      6712 Florance Ruth Ln, Sun Prairie, WI 53590

      Last Sold Summary

      • 5 Days On Market

  • /2

    $792,685

    New Construction Under Contract
    • 5 Beds
    • 4.5 Baths
    • 3,457 Sq Ft

    4075 Whistle Rock Cir, Windsor, WI 53532

    Agent Photo

    Sherry Yu

    Real Broker LLC

    (866) 769-0541

    4075 Whistle Rock Cir, Windsor, WI 53532
  • /59

    $649,900

    Sold Jul 01, 2025

    4015 Banbury St, Windsor, WI 53598

    • 4 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $224/SF
    • 172 Days On Market

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    4015 Banbury St, Windsor, WI 53598
    • /12

      Not Listed For Sale

      L37 Florance Ruth Ln, Sun Prairie, WI 53590

      • 5 Beds
      • 3.5 Baths
      • 3,445 Sq Ft
      • Built 2025
      L37 Florance Ruth Ln, Sun Prairie, WI 53590

      Last Sold Summary

      • 26 Days On Market

  • /21

    $629,900

    New Construction Under Contract
    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    6620 Grouse Woods Rd, Deforest, WI 53532

    Welcome to this brand-new, beautifully crafted ranch home = Move In Ready End May 2026. Open floor plan, vaulted ceilings, large windows, and elegant LVP flooring. Gas FP in the great room, kitchen with SS appliances, quartz countertops, tile backsplash, spacious island. Bright dining area opens seamlessly to a four-season room/flex room, great for relaxing or entertaining. Primary bedroom with

    Agent Photo

    Sherry Yu

    Real Broker LLC

    (844) 314-6492

    6620 Grouse Woods Rd, Deforest, WI 53532
  • /66

    $420,000

    Sold Jun 05, 2026

    6776 Dawn Dr, Windsor, WI 53598

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $213/SF
    • 24 Days On Market

    Current Estimated Value $436,952

    Last Listing Agent Jane Marie Pechauer JMP Properties

    6776 Dawn Dr, Windsor, WI 53598
    • /62

      Est $591,055

      Not Listed For Sale

      4369 Autumn Harvest Way, Windsor, WI 53598

      • 3 Beds
      • 3 Baths
      • 2,416 Sq Ft
      • Built 2018
      4369 Autumn Harvest Way, Windsor, WI 53598

      Last Sold Summary

      • 109 Days On Market

  • /76

    $669,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    6420 Brandywood Trail, Sun Prairie, WI 53590

    OPEN HOUSE CANCELED! Exceptional living awaits in this 4 Bdrm, 2.5 bath home situated on a private 1/2 acre lot in the coveted Raintree neighborhood. Hardwood floors flow throughout the home. Large living rm, formal dining, inviting kitchen with Sub-Zero and Wolf appliances. Family room with gas FP opens to the amazing screened porch and Trex deck. Spacious 3 car garage with epoxy flooring.

    Lori Murphy Sprinkman Real Estate

    6420 Brandywood Trail, Sun Prairie, WI 53590
  • /54

    $590,000

    Sold Mar 13, 2026

    6630 Ramshorn Dr, Windsor, WI 53532

    • 3 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $334/SF
    • 50 Days On Market

    Current Estimated Value $587,423

    Last Listing Agent Abby Landsness Real Broker

    6630 Ramshorn Dr, Windsor, WI 53532
  • /44

    $500,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,167 Sq Ft

    6715 Forest Park Dr, de Forest, WI 53532

    Welcome to this beautifully updated, contemporary, south-facing home in the sought-after Terrace Park neighborhood. Situated on a spacious 0.64-acre lot, this 3-bedroom, 2-bath home offers 2,167 sqft of finished living space w/ a perfect blend of modern updates & functional design. Step inside to a bright, open layout featuring vaulted ceilings, skylights & a spacious great room w/ a cozy gas

    John David Vasquez Realty Executives Cooper Spransy

    6715 Forest Park Dr, de Forest, WI 53532
  • /69

    $669,900

    Sold Mar 18, 2026

    6662 Dusky Glen, Windsor, WI 53598

    • 4 Beds
    • 3.5 Baths
    • 3,156 Sq Ft
    • Built 2016

    Last Sold Summary

    • $212/SF
    • 6 Days On Market

    Current Estimated Value $667,558

    Last Listing Agent Samiera Kookasemkit Sprinkman Real Estate

    6662 Dusky Glen, Windsor, WI 53598
    • /59

      Est $803,787

      Not Listed For Sale

      4117 Golden Wheat Run, Windsor, WI 53532

      • 4 Beds
      • 3 Baths
      • 3,704 Sq Ft
      • Built 2017
      4117 Golden Wheat Run, Windsor, WI 53532

      Last Sold Summary

      • 3 Days On Market

  • /76

    $539,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    6685 Winding Way, de Forest, WI 53532

    Stunning, fully remodeled 2-story home on a private 1/2-acre lot surrounded by beautiful landscaping and pear, plum, apple, and cherry trees. Move-in ready and set in a quiet neighborhood, this home features 4 spacious bedrooms with hardwood floors, 3 updated baths, a walk-in pantry, and a striking stacked-stone fireplace. Enjoy an oversized finished garage with additional parking—perfect for

    Tammy Shallberg Restaino & Associates

    6685 Winding Way, de Forest, WI 53532
  • /21

    $549,900

    Sold Jul 23, 2025

    4007 Banbury St, Windsor, WI 53598

    • 3 Beds
    • 2 Baths
    • 2,063 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $267/SF
    • 52 Days On Market

    Current Estimated Value $543,479

    4007 Banbury St, Windsor, WI 53598
    • /22

      Est $592,365

      Not Listed For Sale

      4034 Taunton Rd, Windsor, WI 53598

      • 4 Beds
      • 3 Baths
      • 3,057 Sq Ft
      • Built 2018
      4034 Taunton Rd, Windsor, WI 53598

      Last Sold Summary

      • 38 Days On Market

  • /72

    $1,050,000

    Open Fri 5PM - 7PM $150K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    6629 Morning Dew Ln, Sun Prairie, WI 53590

    Move-in ready with no detail overlooked! Completed in 2023 as a custom Parade of Homes residence, this Windsor Gardens home delivers refined living without the wait of new construction. Set on a large corner lot, the main level is anchored by a dramatic great room and chef's kitchen with soaring ceilings and ample natural light. A private primary suite offers a luxurious spa-inspired bath.

    Julie Bernauer Sprinkman Real Estate

    6629 Morning Dew Ln, Sun Prairie, WI 53590
  • /27

    $199,900

    Sold Aug 04, 2025

    6802 Parkside Cir, Deforest, WI 53532

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Built 2005

    Last Sold Summary

    • 5% Below List Price
    • $182/SF
    • 12 Days On Market

    Last Listing Agent Alex Filkouski Madison Commercial Real Estate LLC

    6802 Parkside Cir, Deforest, WI 53532

Showing Results 1 - 40, Page 1 of 18

Home Prices in Windsor, WI

Home Price Trends

Median Sale Price
$541,955
Median Single Family Sale Price
$549,900
Median 2 Bedroom Sale Price
$302,500
Average Price Per Sq Ft
$236
Number of Homes for Sale
7
Last 12 months Home Sales
56
Months of Supply
1.50
Median List Price
$575,955
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-1%
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