Windsor Real Estate

Windsor Real Estate

Welcome to Windsor, Wisconsin – a hidden gem nestled in the heart of Dane County. This charming city effortlessly blends small-town charm with modern conveniences, making it an ideal place for families, retirees, and anyone seeking a vibrant community to call home.

Windsor boasts a rich history and a welcoming atmosphere, characterized by its friendly residents and well-maintained neighborhoods. With its picturesque parks and green spaces, including the popular Windsor Park, outdoor enthusiasts will find plenty of opportunities for recreation, whether it’s hiking, biking, or simply enjoying a leisurely picnic. The city’s commitment to preserving its natural beauty is evident in the numerous trails and open spaces that invite exploration.

Education is a cornerstone of the Windsor community, with top-rated schools that prioritize student success and well-rounded development. Families can feel confident knowing their children are receiving a quality education in a supportive environment.

Windsor is conveniently located just a short drive from Madison, the state capital, offering residents easy access to a wealth of cultural attractions, shopping, and dining options. The city’s strategic location also provides a seamless commute for those working in the bustling metropolitan area, making it an ideal spot for professionals who desire both tranquility and proximity to urban amenities.

With its friendly community, excellent schools, and beautiful surroundings, Windsor, WI, is more than just a place to live; it’s a place to thrive. Come discover the charm of Windsor and see why so many are choosing to make this delightful city their home.

Newest Listings in Windsor

$325,000
3 Beds ⋅ 2 Baths ⋅ 2031061 MLS ⋅ ACTIVE Status
$0 Condo Fee. Value Range Market Pricing: $325,000-$350,000. Welcome home to this beautiful duplex nestled in a peaceful, established neighborhood close to walking trails, parks, schools, and community amenities. Bright and welcoming, the home features 3 bedrooms, a flexible bonus room, and 2 full baths. Enjoy the charming three season sunroom - perfect for morning coffee, relaxing evenings or taking in the outdoors. Outside, the spacious yard offers room to play, entertain, and garden, with two garden areas including raised beds. A wonderful blend of comfort, convenience & neighborhood charm. This lovely Windsor home awaits it's next owner and is the perfect space and location for new memories to be created. Welcome home!

6802 Sunset Meadow Dr, Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ 2031060 MLS ⋅ ACTIVE Status
Value Range Market Pricing: $325,000-$350,000. Welcome home to this beautiful duplex nestled in a peaceful, established neighborhood close to walking trails, parks, schools, and community amenities. Bright and welcoming, the home features 3 bedrooms, a flexible bonus room, and 2 full baths. Enjoy the charming three season sunroom - perfect for morning coffee, relaxing evenings or taking in the outdoors. Outside, the spacious yard offers room to play, entertain, and garden, with two garden areas including raised beds. A wonderful blend of comfort, convenience & neighborhood charm. This lovely Windsor home awaits it's next owner and is the perfect space and location for new memories to be created. Welcome home!

6802 Sunset Meadow Dr, Windsor
$799,900
5 Beds ⋅ 3 Baths ⋅ 2030943 MLS ⋅ ACTIVE Status
Custom-built in 2018 and beautifully positioned in Lake Windsor community, this exceptional 5-bedroom, 3-bath home offers 3,248 sq ft of thoughtfully designed living space. Quality craftsmanship, generous living areas and abundant natural light create a warm and inviting setting throughout. Enjoy beautiful views of select golf course holes, while a park directly behind the property and nearby walking and biking paths provide a peaceful connection to the outdoors. The finished lower level adds exceptional versatility and features a custom-built bar—perfect for entertaining, game nights or relaxing with friends and family. With its spacious floor plan, distinctive character and outstanding setting, this home offers a rare combination of custom construction, recreation and everyday convenience. Custom built. Beautifully designed. Exceptionally situated. Welcome home.

4538 E Oak Ln, Windsor
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 2030760 MLS ⋅ ACTIVE Status
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!

L28 Colton Way, Windsor
$250,000
2030736 MLS ⋅ ACTIVE Status
Imagine building your dream home on a beautiful, large, tree-lined and farm field country lot in the sought-after Windsor Gardens neighborhood. With very few tree lined lots left, the chance to create a truly custom home on an exceptional homesite surrounded by mature trees and peaceful country views could be yours. Bring your vision or let the builder help you with a building plan. Opportunity to take advantage of Parade of Homes opportunities. A special opportunity to build, showcase, and enjoy your dream home in one of the area’s most desirable settings!

L28 Colton Way, Windsor
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 2030567 MLS ⋅ ACTIVE Status
A rare opportunity to own a custom-built home with the feel of new construction, offered at an unbeatable price. Every detail and amenity has been thoughtfully considered, with no feature overlooked, from the hickory hardwood floors, fully fenced backyard, and 3-car garage to oversized Anderson windows, zoned heating, and a whole-house RO system. The four-season sunroom is a true highlight, overflowing with natural light and centered around one of three cozy gas fireplaces. The well-appointed kitchen includes stainless steel appliances, a 36-inch range, walk-in pantry, and quartz countertops. Two main-level bedrooms, a dedicated home office, and mud room add flexibility. The walkout lower level expands the living space with two additional bedrooms, bonus room, exercise room, wet bar, and rec room. With thoughtful design, quality finishes, and an extensive list of amenities, this meticulously maintained home delivers the advantages of a new build without the time or expense of building.

6653 Morning Dew Ln, Windsor
$215,000
2 Beds ⋅ 2 Baths ⋅ 2030119 MLS ⋅ ACTIVE Status
Join Parkside Village 55+ Retirement Community. Parkside Village offers Residents the opportunity to Purchase their unit through a Limited Life Estate Grant. Parkside Village offers numerous amenities: a clubhouse, library, fitness center, movie room, billiards room, common grilling station, on-site management and on-site maintenance, Common Area House Keeping. No property taxes! The monthly service fee is $720 and includes on-site management, on-site maintenance, snow removal, lawn care, Property Insurance, Phone, Internet, Cable, Water, Trash, cleaning of common areas, and a social fund for resident activities for an overall carefree, hands-off lifestyle!

6823 Parkside Cir, Windsor
$599,900
4 Beds ⋅ 3 Baths ⋅ 2030069 MLS ⋅ ACTIVE Status
Built by Waldner Construction, a name known for true craftsmanship. This custom ranch shows quality in every detail. Single-level living offers 3 bedrooms and 2 full baths, including the primary suite, plus a vaulted kitchen with maple cabinetry, granite counters, stainless appliances, and a center island. Enjoy a stylish main-floor laundry with butcher block counters. The finished lower level (2018) adds a 4th bedroom, 3rd full bath, and wet bar. Out back: an expanded deck (2022), hot tub, and dusk-to-dawn lighting. Move-in ready with roof (2011), water heater (2024), and an oversized 3-car garage with epoxy floor. Monthly costs stay low (gas ~$50, electric ~$100) and the HOA is just $25/yr. Exactly what you'd expect from a Waldner home.

4528 Scenic View Rd, Windsor
$485,000
3 Beds ⋅ 3 Baths ⋅ 2030049 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this beautiful 2-story Colonial on 0.53 acres in DeForest’s Terrace Park subdivision (Village of Windsor). With 3 beds, 2.5 baths & 2,170 sq ft, this home features major updates including a new roof & a stunning kitchen complete w/quartz counters, custom cabinets, modern appliances & breakfast bar. The kitchen opens seamlessly to a cozy family room w/beautiful wood fireplace. Nearby you'll find a formal dining area, living room & main-floor den ideal for an office. The main level laundry & half bath adds extra convenience. Upstairs, the expansive primary suite boasts a walk-in closet & full bath with a walk-in shower & separate tub, alongside two more bedrooms & second full bath. Downstairs, the full unfinished basement provides incredible potential to expand. To complete the package, enjoy outdoor living w/a private deck/patio overlooking the massive yard & the 2 car garage. Peace of mind comes easy, with pride-in-ownership evident throughout. Make it yours today!

3966 Sunnyvale Dr, Windsor
$99,000
2030026 MLS ⋅ ACTIVE UNDER CONTRACT Status
The value is in the land in this conveniently located residential lot. The structure has little or no monetary value, so imagine building what you'd like on this .21 acre parcel. Mature trees, Privacy from adjoining properties, bring your vision.

4449 2nd St, Windsor
$99,000
1 Beds ⋅ 1 Baths ⋅ 2030024 MLS ⋅ ACTIVE UNDER CONTRACT Status
This property offers mature trees and great flexibility to do as you please in a convenient location within Windsor! See the value in the land and imagine the possibilities. Start your home ownership here with some vision, build or rent, the sky's the limit. Will not pass FHA or VA financing.

4449 2nd St, Windsor
$875,000
5 Beds ⋅ 3 Baths ⋅ 2029989 MLS ⋅ ACTIVE Status
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 with jetted tub, dual granite vanity, & a NEW easy step in tiled shower($10k)! Magnificent exposed lower level 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 &more!

6572 Kimberly Way, Windsor
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