29

Windsor, WI Houses for Sale

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  • /77

    $580,000

    • 5 Beds
    • 2 Baths
    • 2,616 Sq Ft

    3893 Terrace Cir, Deforest, WI 53532

    Look what just hit the market! Presenting this 5 bedroom bi-level home with many updates! I bet you will spend tons of time in the beautiful sun room basking in the natural light! Kitchen has been updated, and all the stainless steel appliances are included - as well as on demand hot water for tea or other beverages at the kitchen sink! The lower level has two bedrooms plus an office. Seeking

    Agent Photo

    Shelley Miller

    Turning Point Realty

    3893 Terrace Cir, Deforest, WI 53532
  • /17

    $794,900

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,332 Sq Ft

    4067 Royal View Dr, de Forest, WI 53532

    Move in Ready Oct 2026—Stunning new construction in Bear Tree Farm, beautifully crafted 2-story floor plan with expansive windows throughout. This home backs up to a picturesque pond with a corner lot, providing peaceful outdoor views. The heart of the home is a great room with an electric fireplace and a chef-inspired kitchen with quartz surfaces and SS appliances. A spectacular four season room

    Agent Photo

    Sherry Yu

    Real Broker LLC

    4067 Royal View Dr, de Forest, WI 53532
  • /79

    $1,359,900

    New Construction $35K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 5,883 Sq Ft

    1468 Serenity Ct, Sun Prairie, WI 53590

    BRAND NEW CONSTRUCTION!!! Price reduced 8-13-2026! 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 ceiling, Huge foyer window & tons of natural

    Agent Photo

    Josh Blasi

    Restaino & Associates

    1468 Serenity Ct, Sun Prairie, WI 53590
  • /68

    $990,000

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

    6629 Morning Dew Ln, Sun Prairie, WI 53590

    Like new; priced better. Move-in ready with no detail overlooked—and offered at a best-possible price difficult to replicate with today’s new construction. 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 & chef's kitchen

    Josh Page Sprinkman Real Estate

    6629 Morning Dew Ln, Sun Prairie, WI 53590
  • /53

    $589,900

    $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,370 Sq Ft

    6624 Chestnut Cir, Windsor, WI 53598

    This sprawling home sits atop a large lot with views of the Lake Windsor Country Club golf course from the large back deck. Inside, there's plenty of space to grow and gather between the living room, family room, and screened porch. This home is one you can love for many years with ease; enjoy main level laundry along with three bedrooms, including the primary. The primary bedroom has private

    Shelley Lazzareschi Realty Executives Cooper Spransy

    6624 Chestnut Cir, Windsor, WI 53598
  • /66

    $1,349,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,792 Sq Ft

    6651 Lucas Ln, Sun Prairie, WI 53598

    From the moment you arrive, you know this home is special. The striking exterior sets a confident tone, and stepping inside only deepens that feeling. The great room welcomes you with 12-foot ceilings, a stone surround gas fireplace flanked by custom built-ins, and multi-section patio doors framing sweeping open views. The chef's kitchen features hickory cabinetry, quartz counters, Cafe

    Brandon Buell Realty Executives Cooper Spransy

    6651 Lucas Ln, Sun Prairie, WI 53598
  • /75

    $1,199,900

    • 4 Beds
    • 3 Baths
    • 4,022 Sq Ft

    6653 Morning Dew Ln, Sun Prairie, WI 53590

    VRP $1,199,900-$1,250,000. Space, setting and thoughtful design come together in this custom home situated on a beautiful ¾+ acre lot in the sought-after DeForest School District. The light-filled main level welcomes you with hickory hardwood floors, oversized Andersen windows, a coffered ceiling and striking floor-to-ceiling stone fireplace. The beautifully appointed kitchen features quartz

    Amy Reuter Sprinkman Real Estate

    6653 Morning Dew Ln, Sun Prairie, WI 53590
  • /37

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,449 Sq Ft

    6551 Linden Cir, Windsor, WI 53598

    Imagine coming home to the peaceful charm of the Lake Windsor neighborhood! Set on a beautiful 0.68-acre lot with a fenced-in yard, this inviting home offers the space, comfort, and setting you’ve been searching for. Inside, gather around the cozy fireplace or out in the screened porch overlooking the private backyard. The finished lower level adds even more flexibility, offering an ideal space

    Spencer Schumacher Spencer Real Estate Group

    6551 Linden Cir, Windsor, WI 53598
  • /24

    $729,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    4074 Whistle Rock Cir, Deforest, WI 53532

    Offer-Bump. Some homes check the boxes. This one welcomes you home the moment you step through the front door, where beautiful wood beams will greet you and it only gets better from there. Thoughtfully designed with a sought-after split-bedroom layout, this ranch home blends warm inviting spaces with exceptional craftmanship highlighted by dramatic floor-to-ceiling stone fireplace, Amish-crafted

    Heidi Waldner Waldner Realty LLC

    4074 Whistle Rock Cir, Deforest, WI 53532
  • /62

    $550,000

    • 3 Beds
    • 3.5 Baths
    • 2,732 Sq Ft

    6867 Valiant Dr, Windsor, WI 53598

    Welcome to this beautifully maintained 2-story offering space, comfort, & thoughtful updates throughout. The inviting front porch sets the tone as you step inside to hardwd flrs that flow through the front living rm, kitchen, dinette, hallways, & half bath. Spacious family rm features a vaulted ceiling & cozy gas FP, while the adjoining sunroom showcases a stunning pine vaulted ceiling & abundant

    Megan Roth-Markham Bunbury & Assoc, REALTORS

    6867 Valiant Dr, Windsor, WI 53598
  • /3

    $1,950,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 4,850 Sq Ft

    L24 Colton Way, Windsor, WI 53590

    A rare opportunity to own a thoughtfully designed signature home by KH Homes + Kayla Haven Interiors. Inspired by timeless Shingle Style + Cape Cod architecture, this 4,812 SF residence offers 5 bedrooms, 3.5 baths, and exceptional craftsmanship throughout. Designed w/ an open yet defined floor plan, the home features a chef's kitchen w/ custom cabinetry, quartz countertops, Wolf + Sub-Zero

    Alexander Degnan Sprinkman Real Estate

    L24 Colton Way, Windsor, WI 53590
  • /26

    $1,150,000

    • 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 - Option to build as part of Parade of Homes. This tree & field 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 *option for a 3 season or sun room overlooking the field. The exterior

    Molli Babler Keller Williams Realty

    L28 Colton Way, Sun Prairie, WI 53590
  • /15

    $499,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    6659 Ramshorn Dr, Windsor, WI 53532

    Welcome to Lot 285 in Bear Tree Farms, featuring the newly built Topaz Plan! This 3-bedroom, 2-bath ranch offers over 1,900 sq ft of thoughtfully designed living space just minutes from Madison. Enjoy upscale finishes throughout, including open railings with black iron balusters, oversized 5" base trim, stainless steel appliances, granite countertops, soft-close cabinetry, 42" upper cabinets, a

    Kyle Carrier Best Realty of Edgerton

    6659 Ramshorn Dr, Windsor, WI 53532
  • /60

    $599,900

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,697 Sq Ft

    4527 E Oak Ln, Windsor, WI 53598

    Charming! One owner and well cared for, this home is one of the original homes in the Lake Windsor Country Club area. Kitchen, dining, living areas remodeled in early 2000 with all new Anderson windows installed in the entire home. Nestled on 3/4ths of an acre, you have a wide array of perennials, gardens and mature trees for peace and tranquility. Cozy fireplace with walk-out patio in the family

    Nancy Barth First Weber Inc

    4527 E Oak Ln, Windsor, WI 53598
  • /23

    $479,999

    $55K 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
  • /54

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,051 Sq Ft

    4027 Taunton Rd, Windsor, WI 53598

    Wonderful 2 story home in convenient Windsor location. This 4 bedroom, 3+ bath newer home offers plenty of space from the large Master Suite with its own deck overlooking the neighborhood to the lower level Family Room with walkout to the backyard. Nice amenities with tile and wood flooring, gas fireplace and SS appliances. 3 car garage is drywalled with steps into the basement. Open first floor

    Mark Pawlowsky Stark Company, REALTORS

    4027 Taunton Rd, Windsor, WI 53598
  • /25

    $599,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,028 Sq Ft

    6656 Honeycomb Ln, de Forest, WI 53532

    Completed new construction! Lot 287 in Bear Tree Farms. Come see this newly built Pearl floor plan, a spacious 5-BR, 3.5-bath home located just minutes from Madison. With over 3,000 square feet, this home is loaded with upscale features throughout. Highlights include interior transom windows, open railings with black iron spindles, oversized 5" base trim, SS appliances, and beautifully tiled tub

    Kyle Carrier Best Realty of Edgerton

    6656 Honeycomb Ln, de Forest, WI 53532
  • /73

    $875,000

    • 5 Beds
    • 3 Baths
    • 3,429 Sq Ft

    6572 Kimberly Way, de Forest, WI 53532

    OPEN SAT 8/29 11:00-1:00! Nestled on almost an acre of land you'll find this beautiful custom built 3,429 sqft ranch lovingly cared for & in move in condition! Walk in & immediately be drawn to the magnificent great room with striking high 15 ft ceiling & gas fireplace! Beautiful hardwood graces the front formal dining room & extends into the enormous kitchen with quartz counters & stainless

    Peggy Acker-Farber RE/MAX Preferred

    6572 Kimberly Way, de Forest, WI 53532
  • /77

    $999,900

    • 4 Beds
    • 3 Baths
    • 3,336 Sq Ft

    6624 Covered Bridge Trail, Sun Prairie, WI 53590

    Thoughtfully designed by Marten Building & Design in sought-after Windsor Gardens, this beautifully crafted home is within walking distance of multiple parks. Amish-built cabinetry throughout, granite and quartz countertops, and engineered hardwood flooring on the main level showcase exceptional craftsmanship. The open-concept layout features vaulted ceilings, expansive windows, and abundant

    Abby Marten Winterberry Realty, LLC.

    6624 Covered Bridge Trail, Sun Prairie, WI 53590
  • /75

    $1,799,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    3306 Colton Way, Sun Prairie, WI 53590

    Filled with sunshine and amish made cabinetry throughout, including built-ins framing a floor-to-ceiling stone fireplace. Timeless and durable hardwood floors, and wood accents throughout give this home a cozy vibe, bringing warmth and character, and there's a walk-in closet in every bedroom! The kitchen is made for gathering, centered around a huge quarter-sawn oak kitchen island. The spacious

    Abby Marten Winterberry Realty, LLC.

    3306 Colton Way, Sun Prairie, WI 53590
  • /33

    $510,000

    • 3 Beds
    • 1.5 Baths
    • 3,302 Sq Ft

    4347 Windsor Rd, Windsor, WI 53598

    This inviting 3-bedroom, 2-bath home offers plenty of space both inside and out! The fully finished basement features a large rec room, perfect for entertaining, relaxing, or creating a second living space. Cozy up by the wood-burning fireplace, or head outside to enjoy the above-ground pool and spacious backyard—a rare find for an in-town property! Conveniently located across from Windsor

    Niki Petska First Weber Inc

    4347 Windsor Rd, 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
  • /18

    $534,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    6667 Ramshorn Dr, Windsor, WI 53532

    Lot 283 in Bear Tree Farms features the newly built Onyx plan, a 4-bedroom, 2.5-bath home just minutes from Madison, offering over 2,000 sq ft of thoughtfully designed living space with upscale finishes throughout. Interior highlights include open railings with black iron spindles, oversized 5" base trim, stainless steel appliances, and beautifully tiled tub and shower surrounds. The kitchen is

    Kyle Carrier Best Realty of Edgerton

    6667 Ramshorn Dr, Windsor, WI 53532
  • /28

    $450,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,141 Sq Ft

    4351 Windsor Rd, Windsor, WI 53598

    Charming 4-Bedroom Home with Modern Updates – Sold As-Is Step into this spacious 4-bedroom, 2.5-bath home that blends recent upgrades with room for your personal touch. The remodeled kitchen, bathrooms, and finished basement offer a fresh, modern feel, while major mechanical updates provide peace of mind — new furnace (2024), water heater (2024), roof (2022), and windows (2025). Inside, you’ll

    Stephanie Payne Realty of America, LLC

    4351 Windsor Rd, Windsor, WI 53598
  • /46

    $514,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,724 Sq Ft

    4450 Snowy Ridge Trail, Windsor, WI 53598

    Prairie Creek 4 bedroom/4 bath Charmer! Property offers a fantastic open floor plan, generous room sizes and an impressive list of updates! The main level boasts newer LVP flooring, spacious kitchen featuring a huge walk-in pantry, island, maple cabinets, solid surface tops, newer sink/faucet and stainless appliances. Upstairs includes a spacious primary suite with huge walk-in closet and private

    Scott Mistretta Net More Realty

    4450 Snowy Ridge Trail, Windsor, WI 53598
  • /68

    $999,900

    $50K PRICE DROP
    • 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
  • /88

    $1,150,000

    New Construction $45K PRICE DROP
    • 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
  • /18

    $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
  • /39

    $345,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    118 Renata Ct, de Forest, WI 53532

    Wonderful opportunity to own in DeForest! This well-maintained half duplex offers a great combination of comfort, convenience and value in a fantastic location close to schools, parks and everything DeForest has to offer. Step inside to a welcoming and functional layout with plenty of space to make your own. Updated mechanicals provide added peace of mind, while the attached 2-car garage offers

    Ken Brenner Stark Company, REALTORS

    118 Renata Ct, de Forest, 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.

Single Family Home Price Trends

Median Home Price
$539,455
Median 3-Bedroom Home Price
$519,882
Median 4-Bedroom Home Price
$587,450
Median 5-Bedroom Home Price
$645,000
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