24

Windsor, WI Houses for Sale

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  • /72

    $649,900 Open House 2/01

    • 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

    Agent Photo

    Samiera Kookasemkit

    Sprinkman Real Estate

    (608) 905-6819

    6661 Dusky Glen, Windsor, WI 53598
  • /56

    $1,250,000 Open Sun 1PM - 3PM

    • 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
  • /85

    $659,900 New Construction

    • 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
  • /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
  • /54

    $600,000 Open Sat 11AM - 1PM

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

    6630 Ramshorn Dr, Windsor, WI 53532

    Energy-efficient and move-in ready, this newer construction home is designed for the way you live today. The open-concept layout features spacious rooms, 9’ first-floor ceilings, and luxury plank flooring for easy, everyday living. The bright kitchen shines with quartz countertops, stainless steel appliances, and soft-close cabinetry — perfect for both hosting and daily routines. An expanded

    Abby Landsness Real Broker

    6630 Ramshorn Dr, Windsor, WI 53532
  • /58

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    4396 Low Countries Rd, de Forest, WI 53532

    This home in Holland Fields is waiting for you! Welcome to this refreshed 2 story home boasting 4 bedrooms (all up!) & 2.5 baths. A quaint front porch perfect for cups & conversations. Main floor space packs a punch w/NEW SS kitchen appliances, sink, faucet & countertops in the kitchen, a formal dining room, cozy fireplace in the living room for winter nights ahead & a flex/office space to fit

    Ashley Pilarowski Century 21 Affiliated

    4396 Low Countries Rd, de Forest, WI 53532
  • /2

    $624,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft

    6660 Ramshorn Dr, Deforest, WI 53532

    Selene Homes offers their Dolomite floor plan on Lot 243 in popular Bear Tree subdivision! The Dolomite is a sprawling 2,580sf ranch home offering 4 bedrooms and 3 full baths! Huge open concept living area with tall ceilings, a formal entry and open staircase to the lower level. The kitchen offers furniture grade dovetailed soft-close cabinets, granite countertops, stainless steel appliances

    Ryan Petry Keller Williams Realty Signature

    6660 Ramshorn Dr, Deforest, WI 53532
  • /43

    $549,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    6683 Warner Farm Dr, Deforest, WI 53532

    Home will be completed Nov 2025. New Construction in Bear tree Farm. MVP Pricing starts at $549,900-$559,900.4 bedroom & 3 bathrooms with quality finishes throughout. Some of the upgrades include 2 gas fireplace, quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide two plus car garage. All kitchen appliances included

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6683 Warner Farm Dr, Deforest, WI 53532
  • /79

    $1,969,900

    • 5 Beds
    • 5 Baths
    • 5,612 Sq Ft

    3322 Colton Way, Sun Prairie, WI 53590

    Thoughtfully designed parade home by Marten Building & Design, full of awesome details like built-in Amish crafted cabinetry, heated bathroom floor, custom lighting, beams, stone fireplace & hardwood floors. Spacious, private homesite with beautiful unobstructed view of rolling hills. Natural light floods every room through oversized windows, creating a bright and inviting atmosphere. The kitchen

    Abby Marten Winterberry Realty, LLC.

    3322 Colton Way, Sun Prairie, WI 53590
  • /8

    $564,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft

    4044 Royal View Dr, Deforest, WI 53532

    Completion Date March 2026. New home in Bear Tree! This stunning 4-bedroom, 3-bath residence showcases quality finishes throughout. Enjoy a bright, open layout featuring quartz countertops, custom cabinetry, and large picture windows that fill the home with natural light. The finished lower-level family room provides extra space to relax or entertain, and the extra-wide three-car garage offers

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4044 Royal View Dr, Deforest, WI 53532
  • /19

    $1,600,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,930 Sq Ft

    2981 Mueller Rd, Deforest, WI 53532

    New construction home due to start digging January 2026. Discover nearly 5,000 sq ft on 2.5 acres! Thoughtfully designed living space in this new build featuring 4 bedrooms, an office, flex room, and a lofted garage bonus area. This home combines luxury, offering the opportunity to choose your own finishes and create a space that reflects your style and personality. Premium details include

    Sarah Crose Berkshire Hathaway HomeServices True Realty

    2981 Mueller Rd, Deforest, WI 53532
  • /8

    $589,900 Open Fri 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    6644 Grouse Woods Rd, Deforest, WI 53532

    Tim O'Brien Homes Lavender plan boasts an open living in the great room, kitchen & dining. Quartz countertops and large pantry make this large kitchen a chef's dream. LVP flooring throughout main floor main living spaces. Cozy fireplace in the great room. The primary bedroom is a split floor plan and features en suite bath with tiled shower and two walk in closets! 2 additional bedrooms, one with

    Aeryn Barry Tim O'Brien Homes LLC

    6644 Grouse Woods Rd, Deforest, WI 53532
  • /34

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    6697 Morning Dew Ln, Sun Prairie, WI 53590

    Construction to begin upon an accepted offer, photos of a similar model. Cornerstone Construction brings you a sprawling split-bedroom ranch home in desirable Windsor Gardens set on half acre lot featuring 2,400sqft on the main floor, great room, 4 bedrooms (with optional 5th), cozy screen porch with fireplace, theater room, and so much more. No detail is overlooked with custom finishes

    Michael Weiss MHB Real Estate

    6697 Morning Dew Ln, Sun Prairie, WI 53590
  • /48

    $2,190,000

    • 3 Beds
    • 1 Bath
    • 928 Sq Ft

    6889 and 6897 N Towne Rd, Deforest, WI 53532

    Spectacular investment! Rare opportunity to own 36.78 acres in the Village of Deforest along North Towne & newer developments to the North & West closing in around it. South-the New Inter School. This heartfelt family estate has been owned since the 1960’s & 36 acres have been prime farmland for owner. Owners occupy 2 Ranch houses on this site and many outbuildings-a newer 60'x32' metal bldg, a

    Peggy Acker-Farber RE/MAX Preferred

    6889 and 6897 N Towne Rd, Deforest, WI 53532
  • /60

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,074 Sq Ft

    3723 Meadowbrooke Cir, de Forest, WI 53532

    A rare find! Attention Hobbyists, Gardeners, Star Gazers & Nature Lovers! This beautiful setting w/prime location & privacy backs up to approximately 190 acres of Token Creek conservancy. The 'modern vibe' features an open kitchen/family room living center w/gas fireplace & adjoining 3-season room. Formal dining room that leads to a great room w/vaulted ceiling & wood burning FP. The primary

    Sherry Larson Shorewest Realtors, Inc.

    3723 Meadowbrooke Cir, de Forest, WI 53532
  • /55

    $633,400 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    4133 Great Bridge Dr, Deforest, WI 53532

    Ready for the ultimate mix of modern style & elegance? This Fox Hill Estates charmer has the full package! A welcoming open concept lends itself perfectly to entertaining & space to spread out. Gourmet kitchen features, new stainless steel appliances, tons of rich Quartz counter space, & enough cupboards to store all of your equipment. Primary bedroom boasts massive walk-in closet & private

    Justin Witkins RE/MAX Preferred

    4133 Great Bridge Dr, Deforest, WI 53532
  • /9

    $950,000 New Construction

    • 6 Beds
    • 4 Baths
    • 4,970 Sq Ft

    2362 Lonnie Ct, Sun Prairie, WI 53590

    June 26 completion. Stunning new construction 6 Bd, 4 bth 2-story home with a walk-out lower level. Tucked away on a quiet cul-de-sac in sought-after Serenity Estates and overlooking mature greenspace, this nearly 5,000 sq ft residence offers the perfect blend of elegance, comfort, and functionality. The main level is designed for effortless entertaining, featuring soaring 10-foot ceilings, a

    Jo Ferraro EXP Realty, LLC

    2362 Lonnie Ct, Sun Prairie, WI 53590
  • /2

    $599,900

    • 4 Beds
    • 3 Baths
    • 3,088 Sq Ft

    4069 Whistle Rock Cir, Deforest, WI 53532

    MVP $599,000-$650,900 Completion Spring 2026! Welcome to this stunning 4-bedroom, 3-bath home in the highly sought-after Bear Tree Farm community. Thoughtfully designed with high-end finishes throughout, this home features a spacious open floor plan, custom flooring, and a modern kitchen with a walk-in pantry. Enjoy seamless indoor-outdoor living with a covered lower-level porch overlooking a

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4069 Whistle Rock Cir, Deforest, WI 53532
  • /36

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,084 Sq Ft

    6323 Portage Rd, de Forest, WI 53532

    Affordable, cute and cozy. This home is ready for a new owner to love it as much as the current owner has for the past 50 years! This 3 bedroom home sits on almost a half acre in the heart of Token Creek! "Retro" counter tops, corner shelves and bread board in the galley style kitchen add charm and character. Bright breakfast nook, Living/dining combo. Natural hardwood floors cover most of the

    Gina Marie John Realty Executives Capital City

    6323 Portage Rd, de Forest, WI 53532
  • /19

    $599,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    4031 Great Bridge Dr, Deforest, WI 53532

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    4031 Great Bridge Dr, Deforest, WI 53532
  • /90

    $1,228,000

    • 5 Beds
    • 3.5 Baths
    • 4,388 Sq Ft

    1452 Serenity Ct, Sun Prairie, WI 53590

    Designed for multi-gen living, this exceptional ranch pairs sophisticated design & thoughtful functionality all while backing to serene Token Creek Conservancy. 2 main-level suites: spa-inspired primary w/rain shower, body sprays & soaking tub. Versatile 3rd BR-no doors-creates inviting space for private office, library or flex rm. The gourmet kitchen is a chef’s dream, showcasing Wolf, Monogram,

    Leslie Haverland Restaino & Associates

    1452 Serenity Ct, Sun Prairie, WI 53590
  • /64

    $1,195,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,230 Sq Ft

    1438 Greenleaf Ct, Sun Prairie, WI 53590

    Experience contemporary elegance in this 2024-built 4,230 sq. ft. home with 5 bedrooms and 3 full/2 half baths. The open layout features soaring 18’ ceilings and walls of windows that flood the space with light. The gourmet kitchen is equipped with Sub-Zero and Wolf appliances, a large island, custom cabinetry, and a walk-in pantry. The luxurious primary suite includes a spa-like bath and

    Kaitlin Solomon MHB Real Estate

    1438 Greenleaf Ct, Sun Prairie, WI 53590
  • /15

    $1,600,000 New Construction

    • 4 Beds
    • 3 Baths
    • 5,883 Sq Ft

    1468 Serenity Ct, Sun Prairie, WI 53590

    Jan 30th Completion Date. Serenity All Around! This beautiful New Construction 4-bedroom 3 Bath ranch walk-out lower level home checks all the boxes! Located in the quiet Serenity Estates cul-de-sac neighborhood, backing up to mature green space, this 5,913 SF home presents a spacious main level entertaining area with a huge upper patio, a warm fireplace and 16' vaulted ceilings. Travel

    Jo Ferraro EXP Realty, LLC

    1468 Serenity Ct, Sun Prairie, WI 53590
  • /53

    $419,900

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft

    6653 Gehrig Place, Deforest, WI 53532

    NEW! NEW! NEW! This lovely 2 bedroom ranch home includes great finishes, vaulted ceilings, and room to grow with an unfinished basement! Discover this brand-new, zero-entry ranch home in the sought-after Bear Tree neighborhood of DeForest. Enjoy an open-concept layout with large windows, and LVP flooring throughout. The kitchen shines with quartz countertops, white cabinets, a large island, and a

    The Lavik Home Team EXP Realty, LLC

    6653 Gehrig Place, Deforest, WI 53532

Why Live in Windsor

Windsor, WI, located 30 minutes north of Madison via Route 113, is a growing suburb that maintains a tucked-away charm. The village features two new subdivisions, Diamond Village and Bear Tree Farms, offering various house sizes and styles. Homes in Windsor typically include ranch-style and split-level designs with spacious lawns shaded by mature spruce and fir trees. Architectural styles range from Greek Revival to Midcentury Modernism, with most homes featuring two-car garages. Home sizes vary, with options from condos and duplexes to single-family homes with up to five bedrooms. The median home cost is around $549,000, with efforts to keep prices affordable through the construction of smaller homes. Windsor's schools are highly rated, with Windsor Elementary and Harvest Intermediate providing primary education and DeForest Middle and High Schools serving older students. The village boasts 16 parks, including the 22-acre Windsor Fireman’s Park, which hosts community events like Summer Movie Nights and Windsor Fest. Recreational facilities include basketball and pickleball courts, playgrounds, and splash pads. For dining and shopping, residents frequent nearby DeForest and Sun Prairie, with local favorites like BB Jack’s and Buck and Honey offering American comfort food. Essential shopping needs are met by stores like Costco, Target, and Walmart, all within a 15-minute drive, while Woodman’s Market is a preferred local grocery option. Plans for the Village Center of Windsor Crossing aim to enhance business and housing opportunities in the area.

Home Trends in Windsor, WI

Housing Trends

Median Sale Price
$529,595
Median Single Family Sale Price
$538,910
Average Price Per Sq Ft
$228
Number of Homes for Sale
2
Last 12 months Home Sales
64
Months of Supply
0.40
Median List Price
$562,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-5%
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