4,381

Windsor, WI Homes

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  • /11

    $479,900 Open Thu 4PM - 6PM

    • 3 Beds
    • 2.5 Baths
    • 1,917 Sq Ft

    4374 Bent Grass Ct, Windsor, WI 53598

    Discover comfort and tranquility in this charming 3 bedroom, 2 bath home nestled on a quiet cul-de-sac within the desirable Prairie Creek subdivision. This delightful residence boasts an open concept living and kitchen area, perfect for entertaining and family gatherings. Enjoy the spaciousness and seamless flow, complemented by plenty of natural light. Step outside to a large, fenced backyard,

    Agent Photo

    Anthony Schey

    Lakeplace.com/Dane Arthur Real Estate Agency

    (608) 925-3395

    4374 Bent Grass Ct, Windsor, WI 53598
  • /30

    $1,299 - $2,399 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
  • /37

    $500,000 Sold Jun 20, 2025

    • 2,180 Sq Ft
    • $229/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    6643 Forest Park Dr, de Forest, WI 53532

    This stunning home boasts a huge, private wooded park like backyard - the perfect retreat for outdoor relaxation and entertainment. Located within the highly sought-after DeForest school district and just minutes from Madison, this home offers both peaceful living and convenient access to everything the city has to offer. Inside, you'll find a spacious and inviting floor plan, featuring a

    Brandon Mortenson Preferred Realty Group

    6643 Forest Park Dr, de Forest, WI 53532
    • /62

      Est $906,701 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,359 Sq Ft

      3446 Heatherstone Ridge, Windsor, WI 53590

      3446 Heatherstone Ridge, Windsor, WI 53590
  • /89

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,595 Sq Ft

    4104 Painted Arabian Run, Deforest, WI 53532

    Better than new ranch home located in Bear Tree Farms across from greenspace/park. Beautiful open floor plan cathedral ceiling, w/large open kitchen w/island, quartz countertops, LVP, SS appliances, custom gas fireplace, mudroom, primary suite w/walk-in closet, walk-in tile shower, heated towel bars & shower. The LL is exposed w/plenty of natural light 2bdrns, full bath & storage. This gorgeous

    Tammy Shallberg Restaino & Associates

    4104 Painted Arabian Run, Deforest, WI 53532
  • /39

    $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 June 1st. Townhome features 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
  • /33

    $312,000 Sold Jun 20, 2025

    • 1,522 Sq Ft
    • $205/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    4499 Golf Dr, Windsor, WI 53598

    Golfview Townhouse Condo boasts great updates, a quiet secluded location and feels spacious and sunny! The floor plan is great offering a great room with vaulted ceilings, hardwood floors, fireplace, dining & kitchen w/new SS appliances! Owners suite with walk-in closet and updated shower + 2nd bdrm on main floor w/spacious closets. Walk out lower level offers a recreation room, 3rd bedroom,

    Liz Lauer Lauer Realty Group, Inc.

    4499 Golf Dr, Windsor, WI 53598
    • /48

      Est $540,850 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,114 Sq Ft

      4378 Autumn Harvest Way, Windsor, WI 53598

      4378 Autumn Harvest Way, Windsor, WI 53598
  • /62

    $1,675,000 Open Fri 4PM - 8PM

    • 5 Beds
    • 4.5 Baths
    • 4,540 Sq Ft

    6835 Angelica Trail, Windsor, WI 53590

    Step inside this modern European Tudor on a private lot in a choice neighborhood. Less than 15 minutes from east side hospitals, shopping and restaurants. Here, every detail has been curated for elegance, from the steep roof pitches, custom beams, white oak flooring with an incredible layout. The main level is perfect for daily life and entertaining, featuring an open great room, home office,

    Cait Berry Berkshire Hathaway HomeServices True Realty

    6835 Angelica Trail, Windsor, WI 53590
  • /65

    $1,269 - $1,799 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
  • /4

    $590,000 Sold Jun 20, 2025

    • 3,024 Sq Ft
    • $195/SF
    • 226 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    4099 Eagle Mound Pass, Deforest, WI 53532

    Completion June 2025 Brand new construction in bear tree farms $539,900 to $599,900 MRP. Property features 4 beds & 3 baths with almost 1900 sq ft on the main level. Home will be just over 3000 ft.2 including the lower level & will feature luxury high-end finishes throughout. Buyers still have time to make all interior selections.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4099 Eagle Mound Pass, Deforest, WI 53532
  • /56

    $1,399,900 New Construction

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

    3327 Colton Way, Windsor, WI 53598

    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, Windsor, WI 53598
  • /55

    $1,305 - $1,785 per month

    North Towne Homes

    1-2 Beds

    4320 N Towne Ct, Windsor, WI 53598

    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 apartments include an underground parking stall. All the townhouses have private entrances

    4320 N Towne Ct, Windsor, WI 53598
  • /53

    $1,000,000 Sold Jun 17, 2025

    • 4,098 Sq Ft
    • $244/SF
    • 5 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2016

    6712 Florance Ruth Ln, Sun Prairie, WI 53590

    OPEN HOUSE CANCELLED DUE TO A/O. This elegant custom built former Parade home will take your breathe away. Over 4,000 sq ft, 5 bedrooms + main level office + exercise / flex room & 3 baths.  Gourmet kitchen with island, stunning granite countertops, tile backsplash, large walk-in pantry & stainless steel appliances, breakfast nook plus formal dining room w/ butlers pantry, great room with

    Kelly Bennett First Weber Inc

    6712 Florance Ruth Ln, Sun Prairie, WI 53590
    • /59

      Est $708,232 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
  • /24

    $518,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    Siena II, Windsor, WI 53598

    Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

    Lennar

    Siena II, Windsor, WI 53598
  • /18

    $1,300 - $2,000 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
  • /32

    $530,000 Sold Jun 16, 2025

    • 2,243 Sq Ft
    • $236/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    4132 Royal View Dr, de Forest, WI 53532

    Don't miss this wonderful 3 BR / 2.5 BA 2 story home in Bear Tree Farms. Open concept floorplan bathed in sunlight and living room w/ gas FP. The kitchen has an island, Quartz countertops, SS appliances and large walk-in pantry. Primary BR has 2 walk-in closets and spa-like bath w/ dual vanity sinks and walk-in shower. Upper level has 2 bedrooms, 2nd full bath with dual vanity sinks, laundry

    MHB Real Estate Team MHB Real Estate

    4132 Royal View Dr, de Forest, WI 53532
    • /32

      Est $540,479 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,961 Sq Ft

      4388 Scenic View Rd, Windsor, WI 53598

      4388 Scenic View Rd, Windsor, WI 53598
  • /18

    $513,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    Rutherford II, Windsor, WI 53598

    This new single-story home was designed to suit active-adult lifestyles. It features an open design among the family room, dining room and kitchen, which offers a large center island. The covered front porch and back patio enhance outdoor enjoyment. Included are two secondary bedrooms and an owner’s suite tucked in a back corner of the home for privacy.

    Lennar

    Rutherford II, Windsor, WI 53598
  • /11

    $979 - $1,149 per month

    Coachlite Apartments

    Studio-1 Bed

    6512 Lake Rd, Windsor, WI 53598

    6512 Lake Rd, Windsor, WI 53598
  • /19

    $234,000 Sold Jun 16, 2025

    • Land
    • 0.67 Acre
    • $349,254 per Acre
    • 50 Days On Market

    L29 Colton Way, Sun Prairie, WI 53590

    Lot 29 Windsor Gardens. 2025 Parade of Homes site! 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

    L29 Colton Way, Sun Prairie, WI 53590
    • /14

      Est $682,436 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
  • /27

    $624,990 New Construction

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

    Raleigh, Windsor, WI 53598

    This new two-story home is optimized for gracious living. On the first floor, a lovely living room and dining room are situated off the foyer, and an open-plan layout connects the family room, kitchen and breakfast room. A secluded study is perfect for work-from-home assignments. On the second floor, four bedrooms including the lavish owner’s suite are restful retreats. A highly desirable

    Lennar

    Raleigh, Windsor, WI 53598
  • /36

    $525,000 Sold Jun 13, 2025

    • 2,616 Sq Ft
    • $201/SF
    • 32 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    4389 Juliana Ln, de Forest, WI 53532

    Meticulously cared-for home in the desirable Holland Fields neighborhood. Step into the warm & inviting open-concept living space, featuring newer flooring throughout. The spacious kitchen is equipped with ample counter space, pantry, and easy access to both indoor & outdoor dining areas. Step outside to enjoy the backyard complete with a deck, patio, and charming pergola. The primary bedroom

    Joffre Pedretti Keller Williams Realty

    4389 Juliana Ln, de Forest, WI 53532
    • /36

      Est $718,679 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,315 Sq Ft

      6462 Revere Pass, de Forest, WI 53532

      6462 Revere Pass, de Forest, WI 53532
  • /27

    $578,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,612 Sq Ft

    Galveston, Windsor, WI 53598

    This new two-story home features an expansive design with a convenient three-car garage. The first floor offers a formal living and dining room that complement the casual family room and breakfast room, plus a gourmet kitchen and a private study. The second floor hosts three secondary bedrooms and an owner’s suite with a generously sized walk-in closet and luxe bathroom.

    Lennar

    Galveston, Windsor, WI 53598
  • /39

    $215,000 Sold Jun 12, 2025

    • 1,132 Sq Ft
    • $190/SF
    • 28 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    6847 Parkside Cir, Deforest, WI 53532

    Join Parkside Village 55+ Retirement Community. Parkside Village offers Residents the opportunity to Purchase their unit through a Limited Life Estate Grant. Parkside Village offers numerous amenities: a clubhouse, library, fitness center, movie room, billiards room, common grilling station, on-site management and on-site maintenance, Common Area House Keeping. No property taxes! The monthly

    Alex Filkouski Madison Commercial Real Estate LLC

    6847 Parkside Cir, Deforest, WI 53532
    • /7

      Not Listed For Sale

      L2 Mill Race Tr, Windsor, WI 53532

      L2 Mill Race Tr, Windsor, WI 53532
  • /35

    $700,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    6562 Norski Ct, Windsor, WI 53598

    Bright and airy new construction with a modern, open-concept layout designed for everyday ease and elegant entertaining. The main floor offers, gas fireplace, large pantry, mud room, and a private office for quiet work-from-home days and a covered back porch perfect for summer lounging. Upstairs, find four spacious bedrooms including a stunning ensuite with a tiled walk-in shower and walk-in

    Matt Winzenried Realty Executives Cooper Spransy

    6562 Norski Ct, Windsor, WI 53598
  • /12

    $979,900 Sold Jun 09, 2025

    • 3,445 Sq Ft
    • $284/SF
    • 26 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2025

    L37 Florance Ruth Ln, Sun Prairie, WI 53590

    Estimated completion date is 6/1/25. Nestled on a corner lot in Windsor Gardens, this stunning 5-bedroom custom home offers 3,445 sqft of beautifully designed living space in the highly rated DeForest School District. Built by Magestro Custom Homes, it showcases exceptional craftsmanship and attention to detail throughout. Upgrades include elegant wood floors, Amish-made cabinetry, quartz

    MHB Real Estate Team MHB Real Estate

    L37 Florance Ruth Ln, Sun Prairie, WI 53590
    • /25

      Est $558,827 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,250 Sq Ft

      4030 Taunton Rd, Windsor, WI 53598

      4030 Taunton Rd, Windsor, WI 53598
  • /41

    $735,000

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

    6586 Wolf Hollow Rd, Windsor, WI 53598

    Nestled in Windsor, this stunning 4-bedroom, 3-bath home effortlessly combines elegance and comfort! Expansive tray ceilings, large windows, and a cozy fireplace make the living room a welcoming retreat. Designed for entertaining, the bright white kitchen features a spacious island and striking quartz countertops. An oversized primary suite impresses with its luxurious shower and walk-in closet.

    Shelley Reynolds Glass Slipper Homes, LLC

    6586 Wolf Hollow Rd, Windsor, WI 53598
  • /47

    $525,000 Sold May 30, 2025

    • 2,701 Sq Ft
    • $194/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    6532 Cortland Park Dr, Deforest, WI 53532

    This High-End Condo located across from the Windsor Community Park is available for sale. The condo has been meticulously maintained and updated. Come take a look at the panoramic sunlight views from this end unit. Located right on the bike and walking trails. The pickleball and tennis courts are directly behind this unit. The location is second to none. The access to Highway 51, 151 and the

    Jonathan Horsfall Berkshire Hathaway HomeServices True Realty

    6532 Cortland Park Dr, Deforest, WI 53532
    • /19

      Est $578,717 Not Listed For Sale

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

      4026 Taunton Rd, Windsor, WI 53598

      4026 Taunton Rd, Windsor, WI 53598
  • /25

    $675,000

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    4399 Eagle Ridge Ln, Windsor, WI 53598

    New Listing! Showings start Thursday. Welcome to your dream retreat nestled in the heart of Windsor. This impressive 2,689sf ranch backs up to 60 acres of restored prairie, and features your own private backyard oasis with a salt-water pool! You'll love cooling off on those hot summer days! Inside you'll find an open floor plan, 9ft ceilings and beautiful views out every window. The finished walk

    Jason Geiger Geiger, Realtors

    4399 Eagle Ridge Ln, Windsor, WI 53598
  • /44

    $700,000 Sold May 30, 2025

    • 3,550 Sq Ft
    • $197/SF
    • 37 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    6632 Grouse Woods Rd, Deforest, WI 53532

    Welcome to the "Teddy" by Maverick Homes. This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 3-bed, 2.5-bath ranch home boasts an open concept layout ideal for everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The dream kitchen is equipped w/ a large

    Jason Holtman RE/MAX Preferred

    6632 Grouse Woods Rd, Deforest, WI 53532
    • /16

      Est $616,963 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,612 Sq Ft

      4021 Taunton Rd, Windsor, WI 53598

      4021 Taunton Rd, Windsor, WI 53598
  • /34

    $620,000

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    6655 Royal View Dr, Deforest, WI 53532

    Welcome to this exquisite Tim O'Brien ranch in DeForest's coveted Bear Tree Farms-better than new with upgrades including a wrought iron fence, custom California closet, decorative shiplap, and stylish blinds. Upon entering, you'll be greeted by a uniquely defined flex room, offering versatile space for your personal needs, whether it's an office or lounge. The wide, welcoming entryway leads you

    Marine Yoo Real Broker LLC

    6655 Royal View Dr, Deforest, WI 53532

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windsor, WI

Housing Trends

Median Sale Price
$529,950
Median Single Family Sale Price
$557,450
Median 2 Bedroom Sale Price
$282,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
50
Last 12 months Home Sales
124
Months of Supply
4.80
Median List Price
$564,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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