27

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
  • /50

    $699,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,674 Sq Ft

    4066 Eagle Mound Pass, Deforest, WI 53532

    This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 4-bed, 2.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center

    Matt Winzenried Realty Executives Cooper Spransy

    4066 Eagle Mound Pass, Deforest, WI 53532
  • /56

    $1,199,900 New Construction

    • 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
  • /69

    $1,200,000 Open Sun 11AM - 1PM

    • 4 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
  • /62

    $865,000

    • 4 Beds
    • 3.5 Baths
    • 4,374 Sq Ft

    3403 Whistling Wind Way, Sun Prairie, WI 53590

    Nestled in the hills of Migration Path Estates, this 4-bedroom, 3.5-bath home gives you everything you need in a thoughtfully designed living space. Abundant oversized windows fill the home with natural light and showcase stunning panoramic views. The main level features a bright sunroom, a dedicated home office, and a spacious gourmet kitchen with an expansive island, walk-in pantry, and custom

    Ryan Oliversen Collective Real Estate Group

    3403 Whistling Wind Way, Sun Prairie, WI 53590
  • /81

    $1,244,125 Open Sun 1PM - 3:30PM

    • 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! 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, and premium appliances. Enjoy

    Chris Thomas Badgerland Real Estate & Associates, LLC

    6645 Jerry Ryan Trail, Sun Prairie, WI 53590
  • /39

    $379,000

    • 3 Beds
    • 3 Baths
    • 2,105 Sq Ft

    4610 Iroquois Trail, Morrisonville, WI 53571

    Enjoy quiet, rural living + space to spread out with the convenience of Deforest schools and amenities just minutes away. Thoughtfully updated where it matters most and room to put your finishing touches to make it your own. All 3 bedrooms are on the main level with a full bath; the spacious primary features a private half bath & 2 large closets (offering potential to add a step-in shower or

    Christine Cooper RE/MAX Preferred

    4610 Iroquois Trail, Morrisonville, WI 53571
  • /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
  • /50

    $710,000

    • 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 and entertaining. The luxurious primary

    Ashley Jacobs Real Broker LLC

    6480 Revere Pass, de Forest, WI 53532
  • /64

    $1,399,900

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

    6653 Morning Dew Ln, Sun Prairie, WI 53590

    Enjoy every minute in this comfortable, quality home. Strike up a conversation with company in the 11 ft beamed ceiling great room with floor-to-ceiling stone fireplace and hickory hardwood floors. Relax in the 4 season sunroom while the sun fills the space or the shiplap fireplace adds a nice cozy feel. Cook up a gourmet meal like a pro with premium quartz surfaces, custom stained cabinetry,

    Amber Huemmer LPT Realty

    6653 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
  • /79

    $1,919,900 Open Sat 12PM - 4PM

    • 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
  • /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
  • /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
  • /23

    $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
  • /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
  • /48

    $719,900

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    3127 Vinburn Rd, Sun Prairie, WI 53590

    Never before offered for sale this one-of-a-kind well maintained home will dazzle you with the quality materials and care with which it was designed and built. Warm & inviting with great flow and light filled, you will fall in love with this exceptional home and property. Unique features include large 3 season sun room; hot tub room connected to master suite overlooking private wooded lot; full

    Matthew Trenkle Standard Real Estate Services, LLC

    3127 Vinburn Rd, 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
  • /47

    $885,000

    • 6 Beds
    • 3.5 Baths
    • 3,560 Sq Ft

    3168 Castleton Crossing, Sun Prairie, WI 53590

    Welcome to this custom-built craftsman home located in Winfield Estates! This 6-bedroom Ranch provides spacious living arrangements with room for guests. Located on a 2-acre corner lot, you can enjoy summer days from the screened porch, landscaped firepit, and lower patio. The primary bedroom has an exterior deck, large bathroom, walk-in closet, and direct access to the laundry. Custom features

    Adam Davenport Realty Executives Cooper Spransy

    3168 Castleton Crossing, 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
  • /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
  • /40

    $1,550,000 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
  • /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
  • /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.

    4031 Great Bridge Dr, Deforest, WI 53532
  • /2

    $570,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,736 Sq Ft

    6557 Hickory Glade Dr, Deforest, WI 53532

    Estimated completion June 2026. New construction ranch in the desirable Bear Tree Farms subdivision in DeForest / Windsor. This home features 4 bedrooms, 3 full baths, 2,736 finished sq ft, and a 3-car attached garage. Open-concept layout with vaulted ceilings, modern finishes, a full finished basement, and a spacious primary suite with walk-in closet and full bath.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6557 Hickory Glade Dr, 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
$538,910
Median Single Family Sale Price
$545,000
Average Price Per Sq Ft
$239
Number of Homes for Sale
2
Last 12 months Home Sales
57
Months of Supply
0.40
Median List Price
$564,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
0%
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