4,487

Windsor, WI Homes

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  • /69

    $599,900

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft

    6918 Rembrandt Rd, de Forest, WI 53532

    VRP $599,900-$649,900. 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

    Agent Photo

    Samiera Kookasemkit

    Sprinkman Real Estate

    6918 Rembrandt Rd, 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

    6640 N Towne Rd, Windsor, WI 53598
  • /48

    $503,000

    Sold Aug 03, 2026

    4383 Van Winkle Way, de Forest, WI 53532

    • 3 Beds
    • 2 Baths
    • 2,146 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $234/SF
    • 5 Days On Market

    Current Estimated Value $497,015

    Last Listing Agent Angi Ackard EXP Realty, LLC

    4383 Van Winkle Way, de Forest, WI 53532
    • /48

      Est $481,085

      Not Listed For Sale

      6761 Sunset Meadow Dr, Windsor, WI 53598

      • 5 Beds
      • 3 Baths
      • 3,339 Sq Ft
      • Built 1969
      6761 Sunset Meadow Dr, Windsor, WI 53598

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Josh Lamp Berkshire Hathaway HomeServices True Realty

  • /67

    $619,900

    Open Sun 12PM - 2PM $30K 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

    4416 Eagle Ridge Ln, Windsor, WI 53598
  • /57

    Starting at $1,309

    Total Monthly Price

    • Studio - 2 Beds

    4299 N Towne Ct, Windsor, WI 53598

    Welcome to The Terraces 55+, a premier independent living community designed for those 55 and older seeking a vibrant, maintenance-free lifestyle. Nestled in Windsor, Wisconsin, a fast growing community, The Terraces offers the perfect blend of comfort, convenience, and connection. Just 12 minutes from Madison, residents enjoy easy access to big-city amenities while embracing the beauty of the

    Terraces of Windsor Crossing 55+

    4299 N Towne Ct, 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 $525,425

    Last Listing Agent Steve Schwartz Restaino & Associates

    3766 Sunny Wood Dr, de Forest, WI 53532
    • /27

      Not Listed For Sale

      6802 Parkside Cir, Deforest, WI 53532

      • 2 Beds
      • 2 Baths
      • 1,098 Sq Ft
      • Built 2005
      6802 Parkside Cir, Deforest, WI 53532

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Alex Filkouski Madison Commercial Real Estate LLC

  • /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

    6659 Grouse Woods Rd, Windsor, WI 53532
  • /25

    Starting at $1,345

    Total Monthly Price

    • 1 - 3 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 Apartments and Townhomes

    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
    • /62

      Est $604,872

      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

      Last Listing Agent Matt Deadman Real Broker LLC

  • /77

    $580,000

    • 5 Beds
    • 2 Baths
    • 2,616 Sq Ft

    3893 Terrace Cir, Deforest, WI 53532

    Look what just hit the market! Presenting this 5 bedroom bi-level home with many updates! I bet you will spend tons of time in the beautiful sun room basking in the natural light! Kitchen has been updated, and all the stainless steel appliances are included - as well as on demand hot water for tea or other beverages at the kitchen sink! The lower level has two bedrooms plus an office. Seeking

    Agent Photo

    Shelley Miller

    Turning Point Realty

    3893 Terrace Cir, Deforest, WI 53532
  • /50

    Starting at $1,850 Per Month

    • 2 Beds

    6556 Stack Dr, Windsor, WI 53598

    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 thoughtfully designed complex features 47 one- and two-bedroom units, perfect for individuals, couples, and small families alike.With construction we are not doing walkthroughs until June however

    Pleasant Hill Place

    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
    • 6570 Pleasant Prairie Dr, Windsor, WI 53598

      Est $740,626

      Not Listed For Sale

      6570 Pleasant Prairie Dr, Windsor, WI 53598

      • 5 Beds
      • 3.5 Baths
      • 3,495 Sq Ft
      • Built 2018
      6570 Pleasant Prairie Dr, Windsor, WI 53598

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent MetroMLS NON NON MLS

  • /72

    $999,000

    $201K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    6629 Morning Dew Ln, Sun Prairie, WI 53590

    Like new; priced better. Move-in ready with no detail overlooked—and offered at a best-possible price difficult to replicate with today’s new construction. 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

    Julie Bernauer Sprinkman Real Estate

    6629 Morning Dew Ln, Sun Prairie, WI 53590
  • /8

    Starting at $1,150 Per Month

    • 1 Bed

    6512 Lake Rd, Windsor, WI 53598

    Convenient location, pet friendliness, and easy parking, make this a great location for any resident. Windsor is a growing community in the Madison area that offers access to city life with a village atmosphere.

    Coachlite Apartments

    6512 Lake Rd, Windsor, WI 53598
  • /40

    $445,000

    Sold Jul 28, 2026

    4555 Golf Dr, Windsor, WI 53598

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $244/SF
    • 27 Days On Market

    Current Estimated Value $488,084

    Last Listing Agent Dan Presser First Weber Inc

    4555 Golf Dr, Windsor, WI 53598
    • /59

      Est $794,168

      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

      Last Listing Agent Dan Chin Homes Team Real Broker LLC

  • /53

    $599,900

    • 5 Beds
    • 3 Baths
    • 3,370 Sq Ft

    6624 Chestnut Cir, Windsor, WI 53598

    This sprawling home sits atop a large lot with views of the Lake Windsor Country Club golf course from the large back deck. Inside, there's plenty of space to grow and gather between the living room, family room, and screened porch. This home is one you can love for many years with ease; enjoy main level laundry along with three bedrooms, including the primary. The primary bedroom has private

    Shelley Lazzareschi Realty Executives Cooper Spransy

    6624 Chestnut Cir, Windsor, WI 53598
  • /8

    $2,500

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    4358 Eagle Ridge Ln, Windsor, WI 53598

    Brand new 4 bedroom townhouses in Windsor. Conveniently located minutes away from Deforest and Sun Prairie. Only a fifteen minute drive to the State Capital, Dane County Regional Airport, and Madison College. Open floor-plan with 9 foot ceilings and 1,700 square feet of livable area. Stainless steel appliances, granite counter tops, side-by-side Whirlpool washer & dryer, and beautiful

    4358 Eagle Ridge Ln, 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 $545,425

    Last Listing Agent Gordon Stebbings Wisco Real Estate Sales

    4433 Memorial Cir, Windsor, WI 53598
    • /22

      Est $629,250

      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

      Last Listing Agent Mike Coke Team EXP Realty, LLC

  • /66

    $1,349,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,792 Sq Ft

    6651 Lucas Ln, Sun Prairie, WI 53598

    From the moment you arrive, you know this home is special. The striking exterior sets a confident tone, and stepping inside only deepens that feeling. The great room welcomes you with 12-foot ceilings, a stone surround gas fireplace flanked by custom built-ins, and multi-section patio doors framing sweeping open views. The chef's kitchen features hickory cabinetry, quartz counters, Cafe

    Brandon Buell Realty Executives Cooper Spransy

    6651 Lucas Ln, Sun Prairie, WI 53598
  • /38

    $1,950 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 $595,171

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    4011 Shadows Ct, de Forest, WI 53532
    • /19

      Est $629,257

      Not Listed For Sale

      4026 Taunton Rd, Windsor, WI 53598

      • 3 Beds
      • 2 Baths
      • 2,369 Sq Ft
      • Built 2022
      4026 Taunton Rd, Windsor, WI 53598

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Stuart Meland Madcityhomes.Com

  • /69

    $399,900

    Under Contract
    • 4 Beds
    • 3 Baths
    • 1,603 Sq Ft

    4702 County Hwy Dam, Morrisonville, WI 53571

    This impressive 4-bedroom, 3 bath home has been extensively remodeled inside and out over the years. The remodeling includes but is not limited to; all wiring, electrical panel(200 amp service), all drywall, all trim, all windows, roof, siding, 2 furnaces, 2 C/A units, kitchen, all 3 bathrooms, the main floor laundry room with walk-in pantry, the heated 2 car garage, huge deck, patio and more.

    Jeff Lange First Weber Inc

    4702 County Hwy Dam, Morrisonville, WI 53571
  • /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 $706,800

    Last Listing Agent Brent Quade EXIT Professional Real Estate

    6569 Norski Ct, Windsor, WI 53598
    • /75

      Est $620,082

      Not Listed For Sale

      4023 Taunton Rd, Windsor, WI 53598

      • 4 Beds
      • 3 Baths
      • 2,899 Sq Ft
      • Built 2020
      4023 Taunton Rd, Windsor, WI 53598

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rena Ripp EXP Realty, LLC

  • /76

    $549,900

    $10K PRICE INCREASE 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
  • /44

    $472,000

    Sold Jul 01, 2026

    4431 Meadowwood Cir, de Forest, WI 53532

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $197/SF
    • 50 Days On Market

    Current Estimated Value $468,701

    Last Listing Agent Jed Burk Coldwell Banker Real Estate Group

    4431 Meadowwood Cir, de Forest, WI 53532
    • /15

      Not Listed For Sale

      6832 Parkside Cir, Deforest, WI 53532

      • 2 Beds
      • 2 Baths
      • 1,098 Sq Ft
      • Built 2004
      6832 Parkside Cir, Deforest, WI 53532

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Alex Filkouski Madison Commercial Real Estate LLC

  • /21

    $249,000

    • Land
    • 27,007 Sq Ft
    • $401,613 per Acre

    L23 Colton Way, Windsor, WI 53590

    Lot 23 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

    L23 Colton Way, Windsor, WI 53590
  • /77

    $440,000

    Sold Jul 10, 2026

    6580 Linden Cir, Windsor, WI 53598

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $177/SF
    • 26 Days On Market

    Current Estimated Value $448,700

    Last Listing Agent Steve Britt Spencer Real Estate Group

    6580 Linden Cir, Windsor, WI 53598
    • /4

      Est $348,966

      Not Listed For Sale

      7033 Parkside Cir, de Forest, WI 53532

      • 2 Beds
      • 2 Baths
      • 1,572 Sq Ft
      • Built 2001
      7033 Parkside Cir, de Forest, WI 53532

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Alex Filkouski Madison Commercial Real Estate LLC

  • /32

    $725,000

    • 4 Beds
    • 3 Baths
    • 3,177 Sq Ft

    6586 Wolf Hollow Rd, Windsor, WI 53598

    Newer home situated in the popular Wolf Hollow neighborhood. Between the split bedroom ranch layout, 4 bedrooms, 3 full baths, finished exposed basement, possible to make 2 more bdrms in the basement and the generous sized mud room you'll never run out of space. Cozy up in front of the gas fireplace. Featuring tray ceilings and large windows, the living room opens up to a gorgeous kitchen with

    Karl Tsering Keller Williams Realty

    6586 Wolf Hollow Rd, Windsor, WI 53598
  • /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 $422,742

    Last Listing Agent Jane Marie Pechauer JMP Properties

    6776 Dawn Dr, Windsor, WI 53598
    • /33

      Est $425,238

      Not Listed For Sale

      4242 Cortland Ct, Windsor, WI 53598

      • 3 Beds
      • 2.5 Baths
      • 1,763 Sq Ft
      • Built 2015
      4242 Cortland Ct, Windsor, WI 53598

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Kim Elton Realty Executives Cooper Spransy

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$529,595
Median Single Family Sale Price
$536,905
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$229
Number of Homes for Sale
10
Last 12 months Home Sales
50
Months of Supply
2.40
Median List Price
$534,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-3%
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