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Windsor, WI Houses for Sale

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  • /58

    $889,900

    • 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

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    LETS GO! Realty Group*

    Keller Williams Realty-Milwaukee Southwest

    (608) 765-9573

    6682 Morning Dew Ln, Windsor, WI 53590
  • /48

    $500,000

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

    4383 Van Winkle Way, de Forest, WI 53532

    Just minutes from Madison in the popular neighborhood of Holland Fields, this meticulously maintained home is within walking distance to the grade school and close to the bike path. Vaulted ceilings help make this home bright and open. It boasts TWO living spaces: a great room living space (wired for surround sound!) as well as a large rec room with a wet bar in the finished lower level (which

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    Angi Ackard

    EXP Realty, LLC

    (844) 455-2727

    4383 Van Winkle Way, de Forest, WI 53532
  • /81

    $1,395,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 5,883 Sq Ft

    1468 Serenity Ct, Sun Prairie, WI 53590

    Serenity Estates....It's a lifestyle few can even dream of! This custom built spacious ranch home at the end of a cul-de-sac amongst other high end newly built homes shows well! Enjoy wildlife and tranquil views from this 1/3 acre lot backing to an 18 acre Outlot! Expansive main level features vaulted ceilings, skylight windows & tons of natural light! Delightful kitchen features white cabinetry,

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    Josh Blasi

    Restaino & Associates

    (608) 927-6846

    1468 Serenity Ct, Sun Prairie, WI 53590
  • /66

    $634,900

    $15K 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

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    Sherry Yu

    Real Broker LLC

    (608) 413-4826

    4416 Eagle Ridge Ln, Windsor, WI 53598
  • /66

    $659,900

    • 3 Beds
    • 2 Baths
    • 2,724 Sq Ft

    6918 Rembrandt Rd, de Forest, WI 53532

    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. Ideally located on the bike path connecting Windsor & DeForest and within biking distance to all area schools, this

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    Samiera Kookasemkit

    Sprinkman Real Estate

    (877) 343-0514

    6918 Rembrandt Rd, de Forest, WI 53532
  • /53

    $635,000

    • 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

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    Erica Thompson Colstad

    Stark Company, REALTORS

    (844) 440-5271

    6659 Grouse Woods Rd, Windsor, WI 53532
  • /72

    $1,050,000

    Open Sat 11AM - 1PM $150K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    6629 Morning Dew Ln, Sun Prairie, WI 53590

    Move-in ready with no detail overlooked! 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 with soaring ceilings and ample natural light. A private primary suite offers a luxurious spa-inspired bath.

    Julie Bernauer Sprinkman Real Estate

    6629 Morning Dew Ln, Sun Prairie, WI 53590
  • /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
  • /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
  • /20

    $694,900

    • 4 Beds
    • 4 Baths
    • 3,407 Sq Ft

    4091 Eagle Mound Pass, Deforest, WI 53532

    Beautiful brand new construction ready soon. Gorgeous open concept, 4 bedroom, 4 bath ranch with partial basement exposure, LVP flooring, 10 ft main level ceilings, 9 ft basement ceilings and insulated/drywalled 3 car garage. Great rm with vaulted ceiling, gas fireplace and adjacent composite deck is partially covered for shade and sun option. Stunning kitchen with island/breakfast bar, pot

    Jennifer O'Connell Berkshire Hathaway HomeServices True Realty

    4091 Eagle Mound Pass, Deforest, WI 53532
  • /33

    $474,900

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

    4555 Golf Dr, Windsor, WI 53598

    Here's your chance to own a home within walking distance of the golf course at a great value! Priced below assessment, this open concept ranch has everything you need all on one floor. Enjoy natural views in your cozy 4-season room with a fireplace. Entertain in the well-appointed kitchen flowing into the living room. There's Amish-built cabinetry, luxury vinyl tile, and quartz countertops

    Dan Presser First Weber Inc

    4555 Golf Dr, Windsor, WI 53598
  • /63

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 3,355 Sq Ft

    6689 Highland Dr, Windsor, WI 53598

    First time ever offered! Nestled on a stunning 3⁄4-acre lot along the 6th hole of Lake Windsor Golf Club, this custom-built 1969 multi-level home blends timeless character with an unbeatable setting. Featuring 4 bedrooms, 2.5 baths, over 3,400 sq ft, and a 3-car garage, this home offers spacious living throughout. Main level features a large open foyer, expansive living room with oversized

    Amber Huemmer LPT Realty

    6689 Highland Dr, Windsor, WI 53598
  • /14

    $579,900

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

    6660 Ramshorn Dr, Deforest, WI 53532

    Lot 243 in Bear Tree Farms showcases the newly built Dolomite plan, a 4-bedroom, 3-bath home located minutes from Madison. Offering over 2,500 sq ft this thoughtfully designed home is filled w/ upscale finishes throughout. Interior highlights include open railings w/ black iron spindles, oversized 5" base trim, SS appliances and beautifully tiled tub & shower surrounds. The kitchen features

    Kyle Carrier Best Realty of Edgerton

    6660 Ramshorn Dr, Deforest, WI 53532
  • /76

    $1,149,900

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,976 Sq Ft

    6612 Florance Ruth Ln, Sun Prairie, WI 53590

    Executive Luxury Custom-built home! COMPLETED DEC 2022, 5-bed /3-bath/ 3car HEATED garage. 3 HEATING ZONES w/ high-end finishes throughout. Nestled in the ONLY cul-de-sac in Windsor Gardens, you’ll enjoy the peaceful charm of country living just minutes from Sun Prairie. The perfect blend of privacy and convenience! Open-concept floor plan, , 2 built-in electric fireplaces, & premium Café

    Alicia Navarrete Fathom Realty, LLC

    6612 Florance Ruth Ln, Sun Prairie, WI 53590
  • /77

    $1,250,000

    Open Sun 1PM - 4PM $150K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,022 Sq Ft

    6653 Morning Dew Ln, Sun Prairie, WI 53590

    Experience this inviting, meticulously kept custom design in the DeForest School District. Large windows in the dining and great rooms capture beautiful sunsets, the latter featuring a floor-to-ceiling stone fireplace. This 4,022 sq ft residence includes a deck overlooking the fenced backyard on 3/4+ acres. Quartz countertops and stained cabinetry extend throughout. The kitchen features GE

    Amber Huemmer LPT Realty

    6653 Morning Dew Ln, Sun Prairie, WI 53590
  • /4

    $589,900

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

    The Lavender Plan at Bear Tree Farms, Windsor, WI 53532

    The Lavender is a thoughtfully designed ranch plan that combines efficiency with charm. Upon entering through the front foyer, you'll immediately notice a dedicated hallway leading to two well-sized secondary bedrooms, offering privacy and comfort. The Lavender's main living area boasts an L-shaped design that's perfect for family time and hosting friends. The kitchen is a standout feature,

    Tim O'Brien Homes Builder
    6682 Warner Farm Dr Unit 36898874, Windsor, WI 53532
  • /23

    $515,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    6614 Ramshorn Dr, Deforest, WI 53532

    Beautiful Ranch Home in Bear Tree Farms, three bedroom, two bath Home including finished lower level family room, custom kitchen with quartz counters, vaulted ceilings & white trim/cabinet package. Property is at a spacious corner lot with wonderful views of the woods in the distance. Just steps away from the Windsor Park & bike/walking trail.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6614 Ramshorn Dr, Deforest, WI 53532
  • /64

    $724,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,795 Sq Ft

    4419 Eagle Ridge Ln, Windsor, WI 53598

    A spectacular 4-bedroom ranch home backing directly to a scenic bike path and acres of mature, vibrant grasslands awaits its next owner! Step inside to discover a meticulously maintained home featuring gorgeous hardwood floors, expansive picture windows, and an open, airy floor plan filled with natural light. The stunning kitchen showcases stainless steel apps, quartz counters, a walk-in pantry,

    Dustin Laufenberg MHB Real Estate

    4419 Eagle Ridge Ln, Windsor, WI 53598
  • /38

    $1,600,000

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

    2981 Mueller Rd, Deforest, WI 53532

    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. Premium details include handcrafted Amish cabinetry and quality craftsmanship throughout. Enjoy the benefits of lower Bristol property taxes while living in a home built to impress inside and out.

    Sarah Crose Berkshire Hathaway HomeServices True Realty

    2981 Mueller Rd, Deforest, WI 53532
  • /53

    $649,900

    Open Sun 12:30PM - 2PM
    • 5 Beds
    • 3 Baths
    • 2,584 Sq Ft

    6557 Vista Valley, Windsor, WI 53598

    STUNNING NEWER RANCH HOME w/5 Bedrooms, 3 Baths, 3 Season Sunroom, 1st Floor Laundry + 3 Car Garage! LARGE Kitchen w/Quartz Countertops, Tile Backsplash, Walk-in Pantry, Kitchen Island + Dinette Area that Opens to the Great Room w/Cathedral Ceilings & Floor to Ceiling Stone Gas Fireplace! Primary Suite w/Tray Ceiling, Large Walk-in Closet + Full Bath w/Walk-in Tile Shower! The Walkout Lower Level

    Acker Maly Home Team RE/MAX Preferred

    6557 Vista Valley, Windsor, WI 53598
  • /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
  • /62

    $759,900

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

    6462 Revere Pass, de Forest, WI 53532

    BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER. BUYER FINANCING FELL THROUGH. NO SHOWINGS UNTIL 6/18/26. Custom-built 6-bedroom, 4-bath home including a den/office and formal dining room, located in Windsor’s desirable Revere Trails subdivision within the DeForest School District! Situated on a stunning .68-acre lot, this home offers the perfect blend of space, comfort, and convenience. The

    Erika Kempf Realty Executives Premier

    6462 Revere Pass, de Forest, WI 53532
  • /54

    $599,000

    • 5 Beds
    • 3 Baths
    • 3,038 Sq Ft

    6680 Token Way, de Forest, WI 53532

    No Showings Until June 19th. Look At This Spacious 4/5 Bedroom, 3 Bath Home Set On Just Over An Acre Corner Lot In The Desirable Terrace Park Subdivision. This Home Offers A Flexible Layout With Multiple Living Areas, A Light-Filled Living Room, Formal Dining Area, Breakfast Nook, And A Functional Kitchen With Plenty Of Cabinet Space. The Primary Suite Features A Private Bath With Ceramic Tiled

    Sean Sweeney First Weber Inc

    6680 Token Way, de Forest, WI 53532
  • /47

    $1,050,000

    • 5 Beds
    • 3.5 Baths
    • 4,330 Sq Ft

    6359 Brandywood Trail, Sun Prairie, WI 53590

    Nestled on a breathtaking 5-acre homesite in the highly sought-after Wynbrooke subdivision, this expansive 4,000+ sqft home offers the perfect blend of space, privacy, and comfort. Grand two-story foyer w/ hardwood floors welcomes you inside, leading to formal dining, office/flex, and a inviting living room anchored by a cozy gas fireplace. The spacious eat-in kitchen features stainless steel

    Chris Barreau MHB Real Estate

    6359 Brandywood Trail, Sun Prairie, WI 53590
  • /2

    $559,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,436 Sq Ft

    4044 Whistle Rock Cir, Deforest, WI 53532

    Home will be completed September 2026. New Construction in Bear tree Farm. Four bedroom and three bathrooms with quality finishes throughout. Upgrades include quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide 3 car garage. All kitchen appliances included as well. See this beautiful home today.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4044 Whistle Rock Cir, Deforest, WI 53532
  • /75

    $664,900

    Open Sun 12PM - 2PM $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    1593 N Thompson Rd, Sun Prairie, WI 53590

    Discover the perfect blend of space, style & functionality in this move-in ready 2-story home in the desirable Reserve subdivision, a welcoming neighborhood just steps from Token Springs Elementary School, nearby parks & outdoor recreation. Situated on a spacious .47-acre lot, this thoughtfully designed home features a grand foyer & versatile flex room perfect for a home office, playroom or

    Beth Goethel RE/MAX Preferred

    1593 N Thompson Rd, Sun Prairie, WI 53590
  • /89

    $1,200,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,516 Sq Ft

    6811 Angelica Trail, Bristol, WI 53590

    Experience rustic elegance in this thoughtfully designed new construction home offering 4 bedrooms and 3.5 baths. Warm textures, a stunning stone fireplace, and timber beams hand-selected from northern Wisconsin create an inviting, elevated feel from the moment you step inside. The Mocha Mousse–inspired kitchen blends soft sophistication with earthy charm, while the open main level serves as the

    Carlos Saavedra Real Broker

    6811 Angelica Trail, Bristol, WI 53590
  • /46

    $399,900

    Open Sun 10:30AM - 12PM $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,513 Sq Ft

    704 Meadow Ct, de Forest, WI 53532

    Spacious and inviting, this 3 bed/2 bath home offers over 2,500 square feet of comfortable living space, all set on more than half an acre. The thoughtfully designed layout features a welcoming front room, cozy family room with a gas fireplace and custom built-ins. The large kitchen provides ample space for cooking and gathering and a fully finished lower level complete with a bonus room ideal

    Mike Coke EXP Realty, LLC

    704 Meadow Ct, de Forest, WI 53532
  • /10

    $999,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    7184 Pfeil Bend, Sun Prairie, WI 53590

    No Showings Until 6/19/2026. Brand new home in the Sun Prairie School District featuring 4 bedrooms, 3.5 baths, and a large elevated .75 acre lot that overlooks the neighborhood. Located in Winfield Estates with easy access to Sun Prairie amenities, parks, and Madison, this home offers both space and location. The open concept layout showcases quartz countertops, a high-end kitchen with upgraded

    Mike Coke EXP Realty, LLC

    7184 Pfeil Bend, Sun Prairie, WI 53590

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.

Single Family Home Prices in Windsor, WI

Single Family Home Price Trends

Median Home Price
$549,900
Median 3-Bedroom Home Price
$529,290
Median 4-Bedroom Home Price
$630,000
Median 5-Bedroom Home Price
$647,450
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