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Your Complete Guide to South Central Wisconsin Real Estate for Sale.

All Current Listings in Windsor WI

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Browse all current homes for sale in Windsor WI. This page updates continuously with the newest listings from the MLS.

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 appliances, + a pass-through scullery connecting to the outdoor kitchen, covered patio, + expansive outdoor living space. Main-level owner's suite provides a private retreat, while upstairs you'll find add'l bedrooms, a loft w/ wet bar, 2nd laundry room, + versatile bonus room over the four-car garage. Distinctive ceiling details, architectural millwork, + curated finishes create a truly custom feel rarely found in today's market. Situated across from a neighborhood park in a quiet setting, buyers will have the opportunity to personalize select finishes and make this exceptional residence their own! $1,950,000 Active

L24 Colton Way Windsor, Wisconsin

5 Beds 3.5 Baths 4,850 SqFt 0.63 Acres

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 pantry features a hidden, “secret” door and coffee bar. In the primary suite you'll find heated bathroom floors, a huge custom tiled walk-in shower, massive closet, and double vanity. The lower level features a walkout to the stamped concrete patio, walnut wet bar and walnut fireplace surround with more built-ins. Secure safe room with a vault door, plus a 2nd set of stairs to the heated garage. Peaceful, comfortable home on a private homesite with a sprinkler system, 3 zone heating, oversized garage, and a beautiful view of rolling hills. $1,779,900 Active

3306 Colton Way Windsor, Wisconsin

5 Beds 3.5 Baths 4,500 SqFt 0.65 Acres

Stunning 5-bedroom, 3.5-bath new construction by Victory Homes of WI, designed with an impressive mix of style, function and space. The open main level features a vaulted great room with exposed beams, stone fireplace and custom built-ins. The kitchen shines with a large island, quartz countertops, abundant cabinetry and statement lighting, while a dedicated office offers the perfect work-from-home space. The primary suite features a tray ceiling and beautifully finished bath with dual vanities and tiled walk-in shower. Downstairs, the finished lower level offers even more room to spread out with a spacious family room, wet bar and exercise room. Thoughtful finishes throughout, a striking exterior and 3-car garage complete this exceptional Sun Prairie home. $1,599,000 Active

3300 Colton Way Windsor, Wisconsin

5 Beds 3.5 Baths 3,820 SqFt 0.68 Acres

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 appliances, and a hidden walk-in pantry. The primary suite offers a tray ceiling, spa-like bathroom with zero-barrier entry shower, intricate tilework, dual vanity, and walk-in closet with custom organizers. Mudroom with seating and main level laundry round out the level. Two bedrooms, full bathroom and sunny loft are upstairs, giving privacy where needed. Downstairs, the walkout lower level delivers a large family room, rec room with French doors, a stunning wet bar with full-size refrigerator and modern tiled backsplash, full bathroom, and dedicated office. All this on 3/4 acre lot backing to a park! $1,349,900 Active

6651 Lucas Lane Windsor, Wisconsin

4 Beds 3.5 Baths 3,792 SqFt 0.72 Acres

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 showcases a charming blend of LP siding, elegant stone accents, and delightful flower boxes. Lower level walkout is perfect for entertaining, offering 2 additional bedrooms, a stylish bathroom, a rec room, and a wet bar. Inside, enjoy exquisite wall cladding, ceiling beams, and sleek tile floors. Built with Anderson windows for energy efficiency, this home masterfully combines rustic charm with modern luxury. Photos are of similar model. Don't like this model, we can design to suit your needs! $1,150,000 Active

L28 Colton Way Windsor, Wisconsin

5 Beds 3 Baths 2,882 SqFt 0.63 Acres

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 home’s primary entertaining space. The luxurious primary suite features large-format marble-look tile extended to the ceiling, plus a walk-in closet with direct access to the laundry room for everyday convenience. A smart split-bedroom layout offers added privacy, while the finished lower level and oversized 3-car garage provide space to live and relax. Every detail in this home was curated with comfort, style, and function in mind—bringing together rustic warmth and modern luxury in one beautifully crafted home. $1,125,000 Active

6811 Angelica Trail Windsor, Wisconsin

4 Beds 3.5 Baths 3,516 SqFt 0.57 Acres

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 throughout, Amish built cabinetry, chef's kitchen w/ island and dining space, walkout deck, and basement access from the 3 car garage. Option to finish the lower level with the ability to add an additional 1,100+sqft of living space, 4th & 5th bedrooms, and full bathroom. VRP $1,000,000-$1,100,000 depending if buyer finishes the lower level. $1,100,000 Active

6697 Morning Dew Lane Windsor, Wisconsin

4 Beds 3.5 Baths 3,500 SqFt 0.54 Acres

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 natural light overlooking a private backyard lined with mature trees. An 8' sliding glass door opens to a tiered patio with a gas line for grilling and pre-wiring for a hot tub. The kitchen offers a walk-in pantry with a coffee bar. The primary suite features a custom-tiled shower with dual shower heads and a spacious walk-in closet. The exposed lower level includes a secure vault/safe room, future wet bar plumbing, and access to the oversized heated 3-car garage with extra-tall ceilings, built-in storage, and EV charger wiring. $999,000 Active

6624 Covered Bridge Trail Windsor, Wisconsin

4 Beds 3 Baths 3,336 SqFt 0.47 Acres

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 apps, granite counters, and abundant prep space. Upstairs, you'll find 4 generously sized bedrooms, including a luxurious owner's suite complete with a WIC and beautifully remodeled en-suite w/ a soaking tub & tiled walk-in shower. The walkout lower level is designed for entertaining, offering a family room w/ wet bar, wood-burning fireplace, 5th bed, and full bath. Enjoy endless outdoor living from the Trex deck, patio, and built-in fireplace, all overlooking the stunning backyard. Additional highlights include ML laundry, a 3-car garage, ‘23 HVAC, ‘15 windows, ‘11 roof. See docs for more info! $984,900 Active

6359 Brandywood Trail Windsor, Wisconsin

5 Beds 3.5 Baths 4,330 SqFt 5.31 Acres

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 steel applcs. 3 bdrms together on the main level. Spectacular Owner's suite features a luxurious bath w/ jetted tub, dual granite vanity, & a NEW easy step in tiled shower($10k)! Magnificent exposed LL features a 4th bdrm, office (could be 5th bdrm-add closet) full bath & wonderful family room highlighted by a 2nd fireplace! Enormous 3 car garage offers a staircase to a huge bsmt workshop! Abundance of storage! Don't let this one slip by! Many updates including: New roof 6yrs appx, new furnace and AC 2025($14k), water heater 2023($3k), kitchen sink RO, whole house filtration ($6k)16x10 outbuilding! $849,900 Active

6572 Kimberly Way Windsor, Wisconsin

5 Beds 3 Baths 3,429 SqFt 0.98 Acres

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 floods the home with natural light and offers serene pond views. The dining space opens directly to the composite deck and patio, perfect for entertaining. A main-floor private office. Upstairs, retreat to a primary suite featuring a spacious walk-in closet, tile shower, and dual vanities. Three additional bedrooms and a second full bath with double vanity complete the top floor. First-floor laundry/mudroom adds daily convenience. The finished basement with half-exposure windows features a fifth bedroom, family recreation room with bar, and flexible space for an exercise or hobby room. $794,900 Active

4067 Royal View Drive Windsor, Wisconsin

5 Beds 4.5 Baths 3,332 SqFt 0.35 Acres

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 custom cabinetry, an oversized center island, an impressive walk-in pantry, and a covered porch featuring a stunning wood ceiling. The private primary suite offers a beautifully tiled walk-in shower, dual vanities, and a spacious walk-in closet. The exposed lower level is ready for your dream rec room, additional bedrooms, home office, fitness room, or entertaining space. Tour today and discover why this home won’t just check your boxes…it will capture your heart. $729,900 Active

4074 Whistle Rock Circle Windsor, Wisconsin

3 Beds 2 Baths 1,958 SqFt 0.26 Acres

Not all cities and towns in South Central Wisconsin have waterfront properties. If there is not an All Waterfront Properties button, see what is available in waterfront communities like: Monona, Middleton, Madison, Maple Bluff.

All Windsor Waterfront Properties
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