The Town of Middleton offers suburban living and abundant shopping
The Town of Middleton offers a mixture of open country, growing suburbs and diverse retail beyond the western edge of Madison . Separate from the neighboring city of Middleton since 1963, the town offers lower taxes and a more spacious feel than its urban counterpart. Residents of the town aren't far from downtown shopping and major highways.
The average price per square foot in the Town of Middleton is $270.
The main town square in Town of Middleton is filled with local high-end retail options.
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Brand-new homes mix with Frank Lloyd Wright designs
Homes are a mixture of brand-new houses closer to Madison and older homes farther west. Most properties along Middleton’s western edge were built from the 1960s to the 1990s, while the central and southeast sections of the town are full of residential areas developed from the 2000s to the mid-2020s. “There are a lot of Frank Lloyd Wright-inspired homes. There’s a whole neighborhood out there with his style of homes,” says Kelley Muselman, a Realtor with Realty Executives Cooper Spransy’s Minter Team. “It’s definitely growing.” Condos and townhouses smaller than 2,000 square feet have sold from the mid- $200,000s to the low $500,000s, while larger ones go from the low $400,000s to the low $900,000s. Single-family homes smaller than 2,500 square feet vary in price from the mid-$400,000s to low-$800,000s. Those between 2,500 and 6,000 square feet have sold from the mid-$500,000s to the mid-$1,600,000s, while larger homes with lot sizes up to 9,000 square feet run from the mid-$1,200,000s to the low-$3,400,000s. The town’s median sale price is $610,000, higher than the median for the cities of Middleton and Madison.
You can find larger homes in the new developments of the Town of Middleton.
Single-story ranch homes can also be found around the Town of Middleton area.
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Middleton-Cross Plains schools are among Wisconsin's highest rated
Students live in the attendance zone of the top-rated Middleton-Cross Plains Area School District, ranked the best district in the Madison area and the second-best in the state. The state’s school choice program also permits students to attend schools in neighboring districts, or to choose private schools like the nearby Madison Community Montessori School.
West Middleton Elementary School has an A- rating from Niche.
The entrance to Glacier Creek Middle School in Outer Middleton.
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Downtown Middleton and U.S. Route 12 are full of shopping outlets
U.S. Route 12 serves as the area’s main retail corridor, with shopping centers on both sides. “Middleton has great shopping. They’ve got Greenway Station — great food out there,” Muselman says. Highway-side retail hubs include:* Greenway Station, featuring a HomeGoods, Cooper’s Hawk Winery & Restaurant and the Ancho and Agave Mexican restaurant * The Prairie Towne Center, which includes a Target and Metro Market * Commerce Drive, with a Menards home improvement store and Brennan’s Market * The West Towne Mall across the highway, with plenty of big-box stores and a food court The city of Middleton’s downtown area is right across the highway from the town’s northern edge, and it includes plenty of boutique shops, local pubs and established eateries. “Middleton has a cute little area called Stone Horse Green,” Muselman says. “They have little concerts in the park, and there’s a whole bunch of little shops and restaurants around there.”
Cloth & Metal is a boutique clothing store in the heart of the Town of Middleton.
Louisanne's Etc. in the Town of Middleton offers Cajun food and live music on busy nights.
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Local parks preserve woodlands, savannas and spaces for hiking
Around half of the town consists of open farm fields and preserved woodlands. Part of the 1,200-mile-long Ice Age National Trail, which follows the path of migratory glaciers, runs along Middleton’s western edge. Hikers have access to several trailheads, including at Cross Plains State Park. Nature preserves like the Pope Farm Conservancy and Goth Conservancy allow nature lovers to explore miles of oak savanna and wildflowers. “There’s also the Pheasant Branch Conservancy out there - lots of walking, lots of nature,” Muselman says. Smaller green spaces like Blackhawk Park and Eagle Trace Park put playgrounds, baseball fields and other outdoor activities around every corner. Pleasant View Golf Course, which includes three nine-hole courses, is open to the public.
Enjoy a long nature walk at Pheasant Branch Conservatory.
Pioneer Park in the Town of Middleton also has playground facilities for kids.
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Middleton celebrates local creativity with annual events
Residents of both the town and city of Middleton often meet up for the Middleton Good Neighbor Festival at the Fireman's Park every August. Held on the last full weekend in August before Labor Day, the event includes a themed parade, a 5K run or walk, live music and arts and artisan vendors. Middleton also hosts city-wide events like the springtime Bockfest beer festival and summertime art walks.
Downtown Madison is 10 miles down U.S. Route 14
U.S. Route 14 and the Old Sauk Road each connect Middleton to downtown Madison, 10 miles away. UW Health’s Junction Road Medical Center serves as the local hospital. “From Middleton, you can go north and hit Baraboo in 45 minutes. The Dells is about 45 minutes from there, too,” Muselman says.
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GreatSchools:
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Town of Middleton country living with all the conveniences! Nestled on a partially wooded 1.13-acre lot in desirable Enchanted Valley Estates, this charming one-owner 4-bedroom, 2-bath home offers privacy, character, and endless possibilities. The great room features stunning beamed ceilings and a beautiful fireplace and hearth. French doors in the kitchen open to a deck overlooking the
Enjoy this Town of Middleton Stonebrook Estates 3 bedroom propertunity nestled on nearly .5 acres next to a 5-acre park setting. Look no further if you are looking for privacy, room to roam with the 66-acre walking trails/land or crave the active opportunities riding your bike to Settlers Park overlooking the local prairie/savanna. The backyard is perfect to practice your World Cup skills or work
Beautifully maintained home in Verona's desirable Linden Park neighborhood! This move-in ready home features an open-concept main level with a spacious great room, dedicated home office, convenient mudroom, and a well-appointed kitchen with granite countertops, stainless steel appliances, ample cabinetry, and a dining area that opens to the backyard deck. Upstairs offers generously sized
Welcome to this exceptional two-story Colonial in the prestigious Cherrywood community, set on a serene, private 1.385 acre wded homesite w/coveted southern exposure & sweeping views over Knoll Valley. Offering the tranquility of country living while remaining conveniently close to town, shopping, and amenities, this property provides a rare blend of privacy and accessibility. Spanning over 4,000
Beautiful two-story home on a mature lot in the heart of Cherrywood! This 4 bedroom, 2.5 bath home will shine like a diamond after some updates & freshening. Spacious rooms, large windows, hardwood floors & custom finishes make this a unique offering. Kitchen features solid surface counters, lots of cabinetry, pantry, dinette & easy access to the backyard patio. GR features a stone front
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Town of Middleton country living with all the conveniences! Nestled on a partially wooded 1.13-acre lot in desirable Enchanted Valley Estates, this charming one-owner 4-bedroom, 2-bath home offers privacy, character, and endless possibilities. The great room features stunning beamed ceilings and a beautiful fireplace and hearth. French doors in the kitchen open to a deck overlooking the
Premier lot in the Town of Middleton. Glaciers Trail Subdivision. Just steps away from the Ice Age Trail and Town Trails. Adjacent to and across from greenspace. It’s time to build your dream home in one of Madison’s best suburbs. Quiet street with spectacular homes. Great far west side location and Middleton Schools. Bring your own builder.
15+ breathtaking acres create one of the most impressive private estates in the Town of Middleton. Rolling countryside views, beautiful white fencing, and a true park-like setting surround this extraordinary equestrian property. Perched high above the estate, the custom-built home overlooks the entire property and offers hardwood floors, 3 fireplaces, 2 full kitchens, 2 laundry areas, and a
Enjoy this Town of Middleton Stonebrook Estates 3 bedroom propertunity nestled on nearly .5 acres next to a 5-acre park setting. Look no further if you are looking for privacy, room to roam with the 66-acre walking trails/land or crave the active opportunities riding your bike to Settlers Park overlooking the local prairie/savanna. The backyard is perfect to practice your World Cup skills or work
Beautifully maintained home in Verona's desirable Linden Park neighborhood! This move-in ready home features an open-concept main level with a spacious great room, dedicated home office, convenient mudroom, and a well-appointed kitchen with granite countertops, stainless steel appliances, ample cabinetry, and a dining area that opens to the backyard deck. Upstairs offers generously sized
Build your dream home with North Design Build in Middleton’s newest luxury neighborhood, just a short walk to the elementary school. This build-to-suit opportunity has a rare lower-level exposure & a truly personalized design process—expert guidance, hands-on support, and craftsmanship that sets the standard for modern living. Decades of experience allow North DB to move beyond the cookie-cutter
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What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open
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