$533,401Average Value$238Average Price per Sq Ft7Homes For Sale
A Madison area getaway
30 minutes north of Madison via Route 113 is the Village of Windsor, a suburb that Wisconsin buyers are flocking to. Two new subdivisions, Diamond Village and Bear Tree Farms, contain lots of house size and price options. However, the new construction doesn’t mean Windsor has lost its tucked-away quality. Tammy Shallberg, a successful realtor and resident of Windsor, describes it as “a place for people to get away from the Madison area a little bit, that has so much community life.”
Windsor embodies the pride and soul of Wisconsin, "The Dairy State."
Windsor has big plans for a new village center, complete with shopping and more.
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Evergreen shaded lawns and two-car garages
Along the strollable looping streets are ranch-style and split-level homes with spacious front lawns, shaded by mature spruce and fir trees. Each house has its own unique blend of materials and styles. Some have column-framed entrances evoking Greek Revival, while others sport wood paneling and geometric shapes reminiscent of Midcentury Modernism. Regardless, almost every home has two bedrooms and a two-door garage.
On one end of the spectrum, a condo or duplex can cost around $280,000, while on the other a single-family home with five bedrooms can be $720,000 or more. Homes in Windsor have a median cost of $549,000. However, often prices fall below that because care has been taken to keep them from skyrocketing. “The developer is building smaller homes, and that’s really helped keep the price point down,” Shallberg says.
Many newer housing developments can be found in Windsor.
Windsor's residential streets are lined with mature tree growth.
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B-rated schools in Windsor
Windsor’s schools are rated a B by Niche across the board. These are Windsor Elementary School, Harvest Intermediate, DeForest Middle and DeForest High. Two aspects that the district is praised for are a high rate of afterschool club participation and high overall safety, particularly for children with special needs. Another unique feature is the split of primary education between two schools: Windsor Elementary for Grades K-4 and Harvest Intermediate for Grades 5-6. According to Shallberg, “Since we’re seeing so much growth right now, the middle school was getting overcrowded. Separating the fifth and sixth grades gives the kids more space to grow and keeps the class size manageable.”
Windsor Elementary school is part of a highly-rated school district outside of Madison.
Parents of Windsor area and beyond can send their children to Harvest Intermediate School.
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Pickleball and splash pads
16 parks are sprinkled throughout Windsor. Each one offers a variety of sports and activities, from basketball and pickleball courts to playgrounds and splash pads. At the heart of the village is the 22-acre Windsor Fireman’s Park, which holds all sorts of community events. Some, like Summer Movie Nights, are low-key and cozy. Others are all-out extravaganzas, none more so than Windsor Fest, when the park becomes a massive fairground with games, food and pony rides.
Play a game of pickleball with your friends at Fireman's Park in DeForest.
Windsor Community Park has a splash pad for families to cool off at, as well.
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Shopping and dining in nearby DeForest and Sun Prairie
Most dining and shopping can be found in the neighboring towns of DeForest and Sun Prairie. BB Jack’s and Buck and Honey serve American comfort food with an international twist. Branch + Daughter Quality Meats and Market sources goods from local farmers and has become a fixture of the community. The market stocks high-quality ingredients and meals, either pre-made to take on the go or prepared fresh to order. When it comes to bigger grocery hauls, Costco, Target and Walmart are all 15 minutes away. However, the people of Windsor prefer Woodman’s Market, a chain native to Wisconsin. Plans are in the works for the Village Center of Windsor Crossing, a new downtown area that will bring more business and housing opportunities into the heart of Windsor.
Stop by Windsor Breads Bakery & Coffee House for some delicious local eats.
Visit Branch & Daughter in Windsor for a variety of meats and fine liquors.
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Written By
Hannah Rainey
Photography Contributed By
Scott Mason Bittinger
Video By
Trevor Stevens
Interested in learning more about homes in this area?
Reach out to
Anne Baranski,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Windsor, WI sell after 38 days on the market compared to the national average of 58 days. The median sale price for homes in Windsor, WI over the last 12 months is $538,910, down 2% from the median home sale price over the previous 12 months.
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.
TOURING THE PARADE OF HOMES? STOP BY THIS WINDSOR GARDENS CUSTOM HOME. Experience this inviting, meticulously kept custom design in the DeForest School District. Large windows in the dining and great rooms capture beautiful sunsets, the latter featuring a floor-to-ceiling stone fireplace. This 4,022 sq ft residence includes a deck overlooking the fenced backyard on 3/4+ acres. Quartz countertops
BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER. BUYER FINANCING FELL THROUGH. NO SHOWINGS UNTIL 6/19/26. Custom-built 6-bedroom, 4-bath home including a den/office and formal dining room, located in Windsor’s desirable Revere Trails subdivision within the DeForest School District! Situated on a stunning .68-acre lot, this home offers the perfect blend of space, comfort, and convenience. The
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
Just minutes from Madison in the popular neighborhood of Holland Fields, this meticulously maintained home is within walking distance to the grade school and close to the bike path. Vaulted ceilings help make this home bright and open. It boasts TWO living spaces: a great room living space (wired for surround sound!) as well as a large rec room with a wet bar in the finished lower level (which
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 ceilings, skylight windows & tons of natural light! Delightful kitchen features white cabinetry,
Beautifully maintained home in the desirable Windsor community offering modern style, functional living space. The main level features open living and dining areas filled with natural light and kitchen with quality fnishes, walk-in pantry, mudroom with laundry and extra storage. Upstairs offers 3 bedrooms, primary suite featuring two walk-in closets, tiled shower, double vanity. Two additional
Pride of ownership shines throughout this meticulously maintained & lovingly cared-for home in the highly sought-after Holland Fields neighborhood. Every detail reflects years of thoughtful updates, quality improvements, & exceptional care, making "move-in ready" an understatement. Ideally located on the bike path connecting Windsor & DeForest and within biking distance to all area schools, this
OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4733 BELLFLOWER DR. Approx. completion end of June 2026. Quality built 2 story townhouses with 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural light, owners suite
OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4733 BELLFLOWER DR. Approx. completion end of June 2026. Quality built 2 story townhouses with 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural light, owners suite
OPEN HOUSES WILL BE HELD AT 4733 BELLFLOWER DR. Quality built ranch condo with nearly 3,000 sq ft, open floor plan, 4 bedrooms, 3 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace, owners suite with huge walk in closet, main level laundry, cozy sunroom, covered private entrance & 2 car
Stunning, fully remodeled 2-story home on a private 1/2-acre lot surrounded by beautiful landscaping and pear, plum, apple, and cherry trees. Move-in ready and set in a quiet neighborhood, this home features 4 spacious bedrooms with hardwood floors, 3 updated baths, a walk-in pantry, and a striking stacked-stone fireplace. Enjoy an oversized finished garage with additional parking—perfect for
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.
Here's your chance to own a home within walking distance of the golf course at a great value! Priced below assessment, this open concept ranch has everything you need all on one floor. Enjoy natural views in your cozy 4-season room with a fireplace. Entertain in the well-appointed kitchen flowing into the living room. There's Amish-built cabinetry, luxury vinyl tile, and quartz countertops
Lot 17 Windsor Gardens. 2026 Parade of Homes neighborhood! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!
The Terraces of Windsor Crossing set a new standard for luxury living in the village of Windsor, just minutes from DeForest. These modern, market-rate apartments offer a peaceful suburban setting while keeping you close to shopping, dining, and entertainment with just a short drive away from Madison, WI.Enjoy an active lifestyle with scenic walking, running, and biking trails woven
Welcome to The Terraces 55+, a premier independent living community designed for those 55 and older seeking a vibrant, maintenance-free lifestyle. Nestled in Windsor, Wisconsin, a fast growing community, The Terraces offers the perfect blend of comfort, convenience, and connection. Just 12 minutes from Madison, residents enjoy easy access to big-city amenities while embracing the beauty of the
Sign any lease for select vacant apartments and receive the first month rent FREE! Welcome to North Towne Homes in growing Windsor! This property consists of a 42-unit apartment building and six 3-plex townhouses. The apartments consist of multiple 1- and 2-bedroom floorplans. The townhouses include six 2-bedroom units (middle units) and twelve 3-bedroom units (end units).All the
Welcome to your new home at Pleasant Hill Place—Windsor’s newest apartment community offering modern comfort and convenience. Nestled on the edge of the Pleasant Hill Estates neighborhood, our thoughtfully designed complex features 47 one- and two-bedroom units, perfect for individuals, couples, and small families alike.With construction we are not doing walkthroughs until June however
$1,326 - $4,405 per month
The Residences Apartments at Bear Tree | DeForest, WI
Each unit at The Residences is a testament to modern convenience and luxury, featuring an open-concept design, stainless steel appliances, in-unit washers and dryers, and premium finishes that exude modern sophistication. The Residences at Bear Tree is not just an apartment community; it's a lifestyle choice for those seeking a blend of comfort and style mixed with nature.
Newer 4 bedroom townhouses in Windsor. Conveniently located minutes away from DeForest and Sun Prairie. Only a 15-minute drive to the State Capitol, Dane County Regional Airport, and Madison College. Open floor plan with 9 ft. ceilings and 1,700 square feet of livable area. Stainless steel appliances, granite countertops, side-by-side Whirlpool washer and dryer, and beautiful hardwood floors. The
Newly updated 2 bed/2 bath townhome with private entry available in Windsor, WI! Available as soon as August 1st. Townhome features a large master bedroom with an ensuite bathroom and walk-in closet, beautiful hardwood flooring throughout living spaces, new refrigerator, 1 car attached garage (with space for storage), and a large (approx. 500 sq ft) rooftop deck perfect for movie night and
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