Windsor, WI Homes

• 

  

  

  /69

  $669,900 Under Contract

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

  6662 Dusky Glen, Windsor, WI 53598

  This meticulously cared-for, move-in ready ranch showcases sleek, modern design and a prime location near schools, convenience stores, parks, and Windsor’s extensive walking and biking paths. The open-concept main level offers a spacious kitchen, dedicated office space perfect for working from home, and a well-appointed primary en-suite designed for comfort and ease. Two additional bedrooms on

  

  Samiera Kookasemkit

  Sprinkman Real Estate

  (608) 596-5116

  6662 Dusky Glen, Windsor, WI 53598
• Explore Windsor

• 

  

  

  /30

  $1,339 - $1,999 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
• 

  

  

  /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
• 

  

  

  /26

  Est $350,997 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,298 Sq Ft

  4397 Curry Ln, Windsor, WI 53598

  4397 Curry Ln, Windsor, WI 53598
• 

  

  

  /72

  $649,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,938 Sq Ft

  6661 Dusky Glen, Windsor, WI 53598

  Beautiful home + prime location on quiet cul-de-sac. Perfectly situated near schools, convenience stores, parks, and scenic walking/biking paths, this move-in ready home sits within a vibrant, sought-after neighborhood community. Inside, all four bedrooms are privately tucked away upstairs, including a spacious primary en-suite featuring vaulted ceilings and dual walk-in closets. The main level

  

  Samiera Kookasemkit

  Sprinkman Real Estate

  (608) 905-6819

  6661 Dusky Glen, Windsor, WI 53598
• 

  

  /54

  $2,500 per month

  • 3 Beds
  • 3 Baths
  • 1,620 Sq Ft
  • Apartment for Rent

  4307 Windsor Rd Unit D, Windsor, WI 53598

  Peggy Acker-Farber RE/MAX Preferred

  4307 Windsor Rd Unit D, 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

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

  

  /19

  Not Listed For Sale

  L123 Blue Victoria Dr, Sun Prairie, WI 53590

  L123 Blue Victoria Dr, Sun Prairie, WI 53590
• 

  

  /81

  $1,299,000

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

  6629 Morning Dew Ln, Sun Prairie, WI 53590

  Custom-built 2023 Parade Home in Windsor Gardens. This stunning two-story offers a soaring great room with gas fireplace, gourmet kitchen, and spacious main-floor primary suite with office/den. Upstairs: two large bedrooms sharing a Jack-and-Jill bath, plus convenient second-floor laundry hookups. The finished lower level with partial exposure includes two more bedrooms, family room, and full

  Ryan Oliversen Collective Real Estate Group

  6629 Morning Dew Ln, Sun Prairie, WI 53590
• 

  

  /65

  $1,309 - $1,569 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
• 

  

  /40

  $695,582 Sold Feb 28, 2025

  6672 Ramshorn Dr, Deforest, WI 53532

  • 5 Beds
  • 3 Baths
  • 3,258 Sq Ft
  • Built 2023

  Last Sold Summary

  • 8% Above List Price
  • $213/SF
  • 94 Days On Market

  Current Estimated Value $671,515

  Last Listing Agent Tammy Shallberg Restaino & Associates

  6672 Ramshorn Dr, Deforest, WI 53532
• 

  

  /7

  Est $592,477 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,514 Sq Ft

  6720 Honey Bee Ct, Deforest, WI 53532

  6720 Honey Bee Ct, Deforest, WI 53532
• 

  

  /56

  $1,250,000 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
• 

  

  /20

  $1,395 - $1,995 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
• 

  

  /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 $509,208

  Last Listing Agent Jonathan Horsfall Berkshire Hathaway HomeServices True Realty

  6532 Cortland Park Dr, Deforest, WI 53532
• 

  

  /52

  Est $671,341 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,372 Sq Ft

  4329 Welcome Home Ct, Windsor, WI 53598

  4329 Welcome Home Ct, Windsor, WI 53598
• 

  

  /85

  $659,900 Under Contract

  • 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
• 

  

  /50

  $1,300 - $1,850 per month

  Pleasant Hill Place

  1 - 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
• 

  /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
• 

  Est $714,378 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,495 Sq Ft

  6570 Pleasant Prairie Dr, Windsor, WI 53598

  6570 Pleasant Prairie Dr, Windsor, WI 53598
• 

  

  /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
• 

  

  /11

  $979 - $1,149 per month

  Coachlite Apartments

  Studio - 1 Bed

  6512 Lake Rd, Windsor, WI 53598

  6512 Lake Rd, Windsor, WI 53598
• 

  

  /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
• 

  

  /59

  Est $739,835 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,704 Sq Ft

  4117 Golden Wheat Run, Windsor, WI 53532

  4117 Golden Wheat Run, Windsor, WI 53532
• 

  

  /68

  $775,000

  • 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
• 

  

  /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 $681,969

  Last Listing Agent Tammy Shallberg Restaino & Associates

  4138 Royal View Dr, de Forest, WI 53532
• 

  

  /14

  Est $701,967 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  6480 Revere Pass, de Forest, WI 53532

  6480 Revere Pass, de Forest, WI 53532
• 

  

  /47

  $739,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,583 Sq Ft

  6456 Revere Pass, Deforest, WI 53532

  Open Saturday, December 27 and Sunday, December 28, 11 to 1 o’clock! Transferring seller sad to leave this custom 4 bdrm ranch! Magnificent .68 acre lot & sought after location w/DeForest Schools & mins from Sun Prairie shopping, Hospital & East Madison. Easy access to Hwy 51, 90/94, & Hwy 151! Under 20 mins to UW Madison! Open flrplan flooded w/natural sunlight! Classy formal dining rm w/10ft

  Peggy Acker-Farber RE/MAX Preferred

  6456 Revere Pass, Deforest, 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 $537,508

  4007 Banbury St, Windsor, WI 53598
• 

  

  /22

  Est $590,731 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,057 Sq Ft

  4034 Taunton Rd, Windsor, WI 53598

  4034 Taunton Rd, Windsor, WI 53598
• 

  

  /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
• 

  

  /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
• 

  

  /19

  Est $600,141 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,369 Sq Ft

  4026 Taunton Rd, Windsor, WI 53598

  4026 Taunton Rd, Windsor, WI 53598
• 

  

  /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
• 

  

  /4

  $1,440,000 Sold Oct 07, 2025

  3330 Colton Way, Sun Prairie, WI 53590

  • 5 Beds
  • 3.5 Baths
  • 4,333 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $332/SF
  • 86 Days On Market

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  3330 Colton Way, Sun Prairie, WI 53590
• 

  

  /75

  Est $576,358 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,899 Sq Ft

  4023 Taunton Rd, Windsor, WI 53598

  4023 Taunton Rd, Windsor, WI 53598
• 

  

  /82

  $975,000 Under Contract

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

  6358 Reagan Ct, Sun Prairie, WI 53590

  Showings begin 1/14/26. Imagine coming home to the perfect blend of rustic charm and sleek modernity. Located in the coveted Apple Valley neighborhood, this stunning farmhouse returns to the market in pristine, move-in-ready condition. Whether you’re hosting under the soaring cathedral ceilings of the great room or sharing a quiet morning by the double-sided stone fireplace, every inch of this

  Kim Elton Realty Executives Cooper Spransy

  6358 Reagan Ct, Sun Prairie, WI 53590
• 

  

  /73

  $1,530,000 Sold May 16, 2025

  6613 Wagner's Vineyard Trail, Sun Prairie, WI 53590

  • 5 Beds
  • 3.5 Baths
  • 4,098 Sq Ft
  • Built 2023

  Last Sold Summary

  • 4% Below List Price
  • $373/SF
  • 20 Days On Market

  Last Listing Agent Ryan Oliversen Collective Real Estate Group

  6613 Wagner's Vineyard Trail, Sun Prairie, WI 53590
• 

  

  /34

  Est $560,661 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  4036 Taunton Rd, Windsor, WI 53598

  4036 Taunton Rd, Windsor, WI 53598
• 

  /2

  $792,685 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 3,457 Sq Ft

  4075 Whistle Rock Cir, Windsor, WI 53532

  Sherry Yu Real Broker LLC

  4075 Whistle Rock Cir, Windsor, WI 53532

Showing Results 1 - 40, Page 1 of 18