$526,496Average Value$235Average Price per Sq Ft2Homes 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
John Reuter,
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.
View GreatSchools Rating Methodology
On average, homes in Windsor, WI sell after 44 days on the market compared to the national average of 54 days. The median sale price for homes in Windsor, WI over the last 12 months is $538,910, down 1% from the median home sale price over the previous 12 months.
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,
This simply charming ranch on 3/4 acre with mature trees offers nearly 2,800 sq ft, 4 bedrooms + office, 3 baths, main level laundry and 3 car garage (3rd stall extra deep for storage / workshop). Spacious kitchen & dining area with stainless steel appliances, cherry cabinets, granite countertops, breakfast bar & maple floors. Great room with soaring ceilings, huge windows and gas fireplace,
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OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4719 BELLFLOWER DR. MRP $449,900-$465,000. 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 with huge walk
Located in highly sought-after Migration Path Estates, this stunning 4BR 4.5BA custom home offers 4,028 sq ft of living space on a private, wooded 0.69-acre lot. All four bedrooms are conveniently located on the upper level, along with a laundry room featuring a brand new washer and dryer. The main floor includes a dedicated office and spacious living areas. The finished lower level offers a
Custom-built 2023 Parade Home in Windsor Gardens. This stunning two-story offers a soaring great room with gas fireplace, gourmet kitchen, and spacious main-floor primary suite with office/den. Upstairs: two large bedrooms sharing a Jack-and-Jill bath, plus convenient second-floor laundry hookups. The finished lower level with partial exposure includes two more bedrooms, family room, and full
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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
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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
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.
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