4,498

Windsor, WI Homes

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  • /29

    $665,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,656 Sq Ft

    4380 Scenic View Rd, Windsor, WI 53598

    Showings begin February 19th...Immaculate & move in ready! This one owner custom built ranch offers over 2,600 sq ft, 4 bedrooms, 3 baths, great room with soaring ceilings, gas fireplace and large picture windows for natural light, spacious kitchen and dining area with stainless steel appliances, quartz countertops, island and pantry, owners suite with coffered ceiling, ensuite with dual vanities

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (608) 557-6168

    4380 Scenic View Rd, Windsor, WI 53598
  • /30

    $1,339 - $2,029 per month

    The Terraces of Windsor Crossing

    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

    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 $637,245

    Last Listing Agent Steve Schwartz Restaino & Associates

    3766 Sunny Wood Dr, de Forest, WI 53532
    • /35

      Est $513,615 Not Listed For Sale

      4415 Snowy Ridge Trail, Windsor, WI 53598

      • 3 Beds
      • 3.5 Baths
      • 2,554 Sq Ft
      • Built 2010
      4415 Snowy Ridge Trail, Windsor, WI 53598

      Last Sold Summary

      • 3% Above List Price
      • $196/SF
      • 17 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Josh Page Sprinkman Real Estate

  • /58

    $925,000 New Construction

    • 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) 401-4467

    6682 Morning Dew Ln, Windsor, WI 53590
  • /65

    $1,309 - $2,199 per month

    Terraces of Windsor Crossing 55+

    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

    4299 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
    • /75

      Est $492,657 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

      • 4% Above List Price
      • $178/SF
      • 60 Days On Market

      Last Sold Price $472,000

      Last Listing Agent Sara Anderson First Weber, Inc

  • /85

    $659,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,929 Sq Ft

    4079 Whistle Rock Cir, Deforest, WI 53532

    Gorgeous New Ranch Home w/full walkout LL! welcoming front porch, large foyer open space w/cathedral ceilings, tons of natural light & living rm w/custom fireplace! Kitchen has oversized island, quartz countertops, tile backsplash, LVP flooring, large walk-in pantry & spacious dinette space & gorgeous screened in porch w/gorgeous pond view. Oversized laundry rm/ mudroom w/ walk-in-closet, primary

    Tammy Shallberg Restaino & Associates

    4079 Whistle Rock Cir, Deforest, WI 53532
  • /20

    $1,395 - $1,785 per month

    North Towne Homes

    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

    4320 N Towne Ct, 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
    • /83

      Est $590,408 Not Listed For Sale

      7616 Conifer Ct, de Forest, WI 53532

      • 3 Beds
      • 2.5 Baths
      • 1,908 Sq Ft
      • Built 1999
      7616 Conifer Ct, de Forest, WI 53532

      Last Sold Summary

      • 2% Below List Price
      • $314/SF
      • 14 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Jeff Lange First Weber Inc

  • /50

    $699,900 New Construction

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

    4066 Eagle Mound Pass, Deforest, WI 53532

    This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 4-bed, 2.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center

    Matt Winzenried Realty Executives Cooper Spransy

    4066 Eagle Mound Pass, Deforest, WI 53532
  • /50

    $1,800 - $1,850 per month

    Pleasant Hill Place

    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

    6556 Stack Dr, Windsor, WI 53598
  • /47

    $525,000 Sold May 30, 2025

    6532 Cortland Park Dr, Deforest, WI 53532

    • 4 Beds
    • 3.5 Baths
    • 2,701 Sq Ft
    • Built 2021

    Last Sold Summary

    • $194/SF
    • 3 Days On Market

    Current Estimated Value $519,409

    Last Listing Agent Jonathan Horsfall Berkshire Hathaway HomeServices True Realty

    6532 Cortland Park Dr, Deforest, WI 53532
    • /89

      Est $574,245 Not Listed For Sale

      6630 Traveler Trail, Windsor, WI 53598

      • 4 Beds
      • 3 Baths
      • 2,875 Sq Ft
      • Built 2016
      6630 Traveler Trail, Windsor, WI 53598

      Last Sold Summary

      • $200/SF
      • 7 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Tammy Shallberg Restaino & Associates

  • /42

    $424,900 Under Contract

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

    3880 Sunny Wood Dr, de Forest, WI 53532

    Welcome home to your own secluded paradise, ideally located between Sun Prairie & Waunakee! This beautifully maintained 3-bedroom, 2-bath home sits on nearly a full acre of wooded privacy w/no rear neighbors, offering the perfect blend of space & serenity. Step inside to a bright, inviting living room featuring vaulted ceilings & laminate wood flooring that flows seamlessly into the kitchen &

    Luke Bruckner Collective Real Estate Group

    3880 Sunny Wood Dr, de Forest, WI 53532
  • /11

    $979 - $1,149 per month

    Coachlite Apartments

    Studio - 1 Bed

    6512 Lake Rd, Windsor, WI 53598

    6512 Lake Rd, 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 $561,118

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

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

      Not Listed For Sale

      L31 Colton Way, Sun Prairie, WI 53590

      L31 Colton Way, Sun Prairie, WI 53590

      Last Sold Summary

      • 2 Days On Market

      Last Sold Price $234,000

      Last Listing Agent Kristin Lemke Wisconsin Real Estate Prof, LLC

  • /62

    $865,000

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

    3403 Whistling Wind Way, Sun Prairie, WI 53590

    Nestled in the hills of Migration Path Estates, this 4-bedroom, 3.5-bath home gives you everything you need in a thoughtfully designed living space. Abundant oversized windows fill the home with natural light and showcase stunning panoramic views. The main level features a bright sunroom, a dedicated home office, and a spacious gourmet kitchen with an expansive island, walk-in pantry, and custom

    Ryan Oliversen Collective Real Estate Group

    3403 Whistling Wind Way, Sun Prairie, WI 53590
  • /2

    $510,000 Sold Apr 25, 2025

    4144 Eton Cir, Windsor, WI 53598

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $249/SF
    • 46 Days On Market

    Last Listing Agent Emily Ostermiller First Weber Inc

    4144 Eton Cir, Windsor, WI 53598
    • /36

      Not Listed For Sale

      L276 Bear Tree, Deforest, WI 53532

      L276 Bear Tree, Deforest, WI 53532

      Last Sold Summary

      • 62 Days On Market

      Last Sold Price $101,900

      Last Listing Agent Tammy Shallberg Restaino & Associates

  • /68

    $750,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 4,028 Sq Ft

    3419 Whistling Wind Way, Sun Prairie, WI 53590

    Located in highly sought-after Migration Path Estates, this stunning 4BR 4.5BA custom home offers 4,028 sq ft of living space on a private, wooded 0.69-acre lot. All four bedrooms are conveniently located on the upper level, along with a laundry room featuring a brand new washer and dryer. The main floor includes a dedicated office and spacious living areas. The finished lower level offers a

    Anthony Hudzinski Wisco Real Estate Sales

    3419 Whistling Wind Way, Sun Prairie, WI 53590
  • /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
    • /19

      Est $697,796 Not Listed For Sale

      6687 Honeycomb Ln, Windsor, WI 53532

      • 5 Beds
      • 3 Baths
      • 3,227 Sq Ft
      • Built 2024
      6687 Honeycomb Ln, Windsor, WI 53532

      Last Sold Summary

      • $217/SF
      • 175 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Heather Crowe Realty1

  • /76

    $415,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    4581 Linden Dr, Windsor, WI 53598

    Nestled in the Lake Windsor Country Club neighborhood of Lake Windsor, this lovely 4BR/3BA home offers an exceptional blend of comfort and scenic beauty. Set on .64 acres and overlooking Hole #4 of the Lake Windsor Country Club, the property captures open fairway views and lovely sunsets. Large windows bring in natural light and showcase the beauty of the course, while the spacious layout

    Sheryl Schroeder Coldwell Banker Real Estate Group

    4581 Linden Dr, Windsor, WI 53598
  • /86

    $675,000 Sold Apr 25, 2025

    4138 Royal View Dr, de Forest, WI 53532

    • 5 Beds
    • 3.5 Baths
    • 3,381 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $200/SF
    • 275 Days On Market

    Current Estimated Value $686,797

    Last Listing Agent Tammy Shallberg Restaino & Associates

    4138 Royal View Dr, de Forest, WI 53532
    • /21

      Not Listed For Sale

      6671 Covered Bridge Trail, Sun Prairie, WI 53590

      6671 Covered Bridge Trail, Sun Prairie, WI 53590

      Last Sold Summary

      • 130% Above List Price
      • 684 Days On Market

      Last Sold Price $139,000

      Last Listing Agent Kristin Lemke Wisconsin Real Estate Prof, LLC

  • /81

    $1,275,000

    • 5 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    6629 Morning Dew Ln, Sun Prairie, WI 53590

    The seller is offering attractive buyer incentives on this exceptional home don't miss your opportunity! Discover better-than-new luxury living in this custom-built 2023 Parade Home in highly desirable Windsor Gardens. Main-floor living shines in this better-than-new home: a soaring great room centers on a sleek gas fireplace. The gourmet kitchen features premium appliances, elegant cabinetry,

    Ryan Oliversen Collective Real Estate Group

    6629 Morning Dew Ln, 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 $589,315

    Last Listing Agent Abby Landsness Real Broker

    6630 Ramshorn Dr, Windsor, WI 53532
    • /62

      Est $553,831 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

      • 6% Above List Price
      • $217/SF
      • 109 Days On Market

      Last Sold Price $523,500

      Last Listing Agent Matt Deadman Real Broker LLC

  • /56

    $1,199,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,982 Sq Ft

    3327 Colton Way, Sun Prairie, WI 53590

    Timeless elegance abounds in this sprawling Parade ranch home. Vaulted cedar entry sets the tone for elevated craftsmanship throughout. Main level captivates w/ 11’ ceilings & expansive windows. Living room feat. gas fireplace w/ stone surround & built-ins. Enjoy chef’s kitchen w/ Cafe appliances, quartz counters, & walk-in pantry. Mudroom, laundry room & granite counter, and powder room make

    Brandon Buell Realty Executives Cooper Spransy

    3327 Colton Way, Sun Prairie, WI 53590
  • /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 $598,183

    Last Listing Agent Samiera Kookasemkit Sprinkman Real Estate

    6662 Dusky Glen, Windsor, WI 53598
    • 6570 Pleasant Prairie Dr, Windsor, WI 53598

      Est $728,457 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% Above List Price
      • $200/SF
      • 4 Days On Market

      Last Sold Price $699,900

      Last Listing Agent MetroMLS NON NON MLS

  • /27

    $990,000

    • 4 Beds
    • 3 Baths
    • 3,208 Sq Ft

    L138 Colton Way, Sun Prairie, WI 53590

    Building Will Start at Signed Building Contract. 6-9 Month Build. Make all your choices with little hassle. Open-concept main level is airy & bright w/ample light and windows. Beautiful great room features vaulted ceiling & floor-to-ceiling stone fp. Showstopping kitchen–sleek Quartz counters, SS apps, & custom Amish cabinetry. Serene primary suite w/vaulted ceiling boasts luxurious en suite

    Molli Babler Keller Williams Realty

    L138 Colton Way, Sun Prairie, WI 53590
  • /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 $534,857

    4007 Banbury St, Windsor, WI 53598
    • /59

      Est $750,065 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

      • 10% Below List Price
      • $224/SF
      • 3 Days On Market

      Last Sold Price $830,000

      Last Listing Agent Dan Chin Homes Team Real Broker LLC

  • /12

    $1,120,000

    • 5 Beds
    • 3 Baths
    • 2,882 Sq Ft

    L28 Colton Way, Sun Prairie, WI 53590

    To be built with at the time of signed building contract. This tree lined lot with an upscale ranch will feature Amish cabinetry, a primary suite seamlessly connected to a luxurious laundry area that boasts a heated bath floor. Serene views from the screened-in porch overlook a tree-lined/farm field. The exterior showcases a charming blend of LP siding, elegant brick accents, and delightful

    Molli Babler Keller Williams Realty

    L28 Colton Way, 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 Trends in Windsor, WI

Housing Trends

Median Sale Price
$538,910
Median Single Family Sale Price
$541,955
Average Price Per Sq Ft
$236
Number of Homes for Sale
1
Last 12 months Home Sales
57
Months of Supply
0.20
Median List Price
$562,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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