20

Windsor, WI Houses for Sale

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  • /88

    $949,900

    • 6 Beds
    • 3 Baths
    • 4,190 Sq Ft

    3122 Saddle Brooke Trail, Sun Prairie, WI 53590

    Welcome to 3122 Saddle Brook, a warm and welcoming home designed for making memories. With 5 bedrooms plus a 6th bedroom/office/flex space and 3 full bathrooms, there’s room for everyone—and the flexibility to fit how you live today. The heart of the home is made for gathering, and the fun continues downstairs with a spacious rec room and a built-in bar—perfect for game nights, movie marathons,

    Agent Photo

    Jason Iverson

    Mode Realty Network

    (608) 413-4613

    3122 Saddle Brooke Trail, Sun Prairie, WI 53590
  • /58

    $925,000 New Construction

    • 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

    Agent Photo

    LETS GO! Realty Group*

    Keller Williams Realty-Milwaukee Southwest

    (608) 401-4467

    6682 Morning Dew Ln, Windsor, WI 53590
  • /21

    $629,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    6620 Grouse Woods Rd, Deforest, WI 53532

    Welcome to this brand-new, beautifully crafted ranch home = Move In Ready End May 2026. Open floor plan, vaulted ceilings, large windows, and elegant LVP flooring. Gas FP in the great room, kitchen with SS appliances, quartz countertops, tile backsplash, spacious island. Bright dining area opens seamlessly to a four-season room/flex room, great for relaxing or entertaining. Primary bedroom with

    Agent Photo

    Sherry Yu

    Real Broker LLC

    (844) 314-6492

    6620 Grouse Woods Rd, Deforest, WI 53532
  • /69

    $1,100,000

    • 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
  • /61

    $1,299,000 Open Thu 5PM - 7PM

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

    6653 Morning Dew Ln, Sun Prairie, WI 53590

    Experience luxury in this meticulously kept custom home in the DeForest School District, newly priced for the spring market. Large windows in the dining room and great room capture beautiful sunsets, with the latter featuring an impressive floor-to-ceiling stone fireplace. This 4,022 sq ft residence includes a deck off the dining room overlooking the fenced 3/4+ acres. Elegant quartz countertops

    Amber Huemmer LPT Realty

    6653 Morning Dew Ln, Sun Prairie, WI 53590
  • /80

    $1,244,125

    • 6 Beds
    • 4.5 Baths
    • 5,422 Sq Ft

    6645 Jerry Ryan Trail, Sun Prairie, WI 53590

    Additional *$25,000 bonus to use for rate buy down for accepted offer received before 4/30/26.* Custom former Parade Home in desirable Bristol Gardens! High quality construction & meticulously maintained 6-bedroom, 5400 sq ft ranch offers low Bristol taxes & countless high-end updates. Features include new rich hardwood and tile flooring, updated fixtures, custom cabinetry, granite countertops,

    Chris Thomas Badgerland Real Estate & Associates, LLC

    6645 Jerry Ryan Trail, Sun Prairie, WI 53590
  • /90

    $1,199,900

    • 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
  • /66

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    6776 Dawn Dr, Windsor, WI 53598

    Charming 3 bedroom ranch located in a quiet neighborhood close to schools and local amenities. This home features an open floor plan with great natural flow between the kitchen, dining and living areas. A finished basement includes additional living space, a bonus room, and large workshop area, as well as laundry room. Enjoy a spacious fenced-in backyard. Extra large 2 car garage offers ample

    Jane Marie Pechauer JMP Properties

    6776 Dawn Dr, Windsor, WI 53598
  • /20

    $694,900

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

    4091 Eagle Mound Pass, Deforest, WI 53532

    Showings start Sunday March 29th at Open House. 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.

    Jennifer O'Connell Berkshire Hathaway HomeServices True Realty

    4091 Eagle Mound Pass, Deforest, WI 53532
  • /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
  • /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
  • /24

    $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
  • /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
  • /61

    $700,000

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    6480 Revere Pass, de Forest, WI 53532

    Bright, warm, & character-filled, this beautifully crafted home in Windsor’s Revere Trail neighborhood offers an ideal blend of style & functionality. The open-concept design showcases a vaulted Great Room that flows seamlessly into the kitchen, complete with white premium cabinetry, quartz countertops, a large island, & breakfast bar, perfect for gathering & entertaining. The luxurious primary

    Ashley Jacobs Real Broker LLC

    6480 Revere Pass, de Forest, WI 53532
  • /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
  • /23

    $579,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,312 Sq Ft

    6712 Honey Bee, Deforest, WI 53532

    Lot 262 in Bear Tree Farms. Newly built Opalite floor plan is a 4 BR, 3.5-bath ranch home located just minutes from Madison. With over 2,300 sq ft, this thoughtfully designed home is filled with upscale finishes. Interior highlights include transom windows, open railings w/ black iron spindles, oversized 5" base trim, SS appliances & beautifully tiled tub/shower surrounds. The upgraded kitchen is

    Kyle Carrier Best Realty of Edgerton

    6712 Honey Bee, Deforest, WI 53532
  • /40

    $1,450,000 New Construction

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

    1468 Serenity Ct, Sun Prairie, WI 53590

    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 5,883 SF home presents a spacious main level entertaining area with a huge upper patio, a warm fireplace and 21' vaulted ceilings. Travel downstairs to enjoy the large

    Jo Ferraro EXP Realty, LLC

    1468 Serenity Ct, Sun Prairie, WI 53590
  • /5

    $559,000

    • 4 Beds
    • 3 Baths
    • 2,536 Sq Ft

    4040 Whistle Rock Cir, Deforest, WI 53532

    Home will be completed June 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

    4040 Whistle Rock Cir, 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
$549,900
Median Single Family Sale Price
$549,900
Average Price Per Sq Ft
$239
Number of Homes for Sale
4
Last 12 months Home Sales
57
Months of Supply
0.80
Median List Price
$575,955
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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