Middleton Real Estate

Middleton Real Estate

Welcome to Middleton, Wisconsin – a charming city that perfectly balances small-town charm with modern amenities. Nestled in the heart of Dane County, Middleton is just a stone's throw away from the vibrant capital of Madison, making it an ideal location for those who appreciate both tranquility and accessibility.

Known for its picturesque landscapes, Middleton boasts an abundance of parks, trails, and natural beauty. The city is home to the stunning Lake Mendota, providing residents with opportunities for boating, fishing, and enjoying serene lakeside picnics. The well-maintained parks, such as the popular Pheasant Branch Conservancy, offer a haven for outdoor enthusiasts, featuring miles of trails for hiking and biking, as well as birdwatching opportunities.

Middleton’s thriving community is complemented by a rich cultural scene. The city hosts various events throughout the year, including the popular Middleton Farmers’ Market, where local vendors showcase fresh produce and artisanal goods. The local dining scene is equally impressive, with a variety of restaurants offering everything from cozy cafes to fine dining experiences.

Families will appreciate the highly-rated schools and safe neighborhoods, making Middleton an attractive option for those looking to settle down. The city’s commitment to maintaining a strong sense of community is evident through its numerous local organizations and events that bring residents together.

Whether you're seeking a vibrant community, beautiful natural surroundings, or proximity to the amenities of Madison, Middleton is a place that truly has it all. Come discover the warmth and charm of Middleton, where your dream home awaits!

Newest Listings in Middleton

$809,900
6 Beds ⋅ 4 Baths ⋅ 2028853 MLS ⋅ ACTIVE Status
Here's your chance to own a beautifully maintained home in the heart of Middleton Hills, with an unbeatable location and the major updates already complete. It's just half a block from Northside Elementary, with Kromrey and Middleton High School nearby, and the school bus stop just one door down. Enjoy being two blocks from one of several neighborhood parks, close to the trails of Pheasant Branch Conservancy, and only five minutes from the grocery store. The home features a three car garage, a charming cedar porch, a large patio for relaxing or entertaining, and abundant storage throughout. Major updates have already been taken care of, including a new roof (2026), oven (2026), water heater (2025), water softener (2025), furnace (2022) and A/C (2022), giving you the peace of mind to simply move in and enjoy everything this wonderful home and neighborhood have to offer.

6978 Apprentice Pl, Middleton
$469,500
2 Beds ⋅ 2 Baths ⋅ 2029139 MLS ⋅ ACTIVE Status
Better than new and loaded with nearly $12,000 in upgrades! This stunning home offers effortless single-level living with an open-concept design that's perfect for everyday living and entertaining. The kitchen features granite countertops, a ceramic tile backsplash, slate appliances, and a spacious pantry, all overlooking the inviting great room with a cozy fireplace. The private owner's suite features a walk-in closet and spa-like bath featuring dual sinks and a tiled shower. A generous main-floor laundry room adds convenience, while every detail has been thoughtfully enhanced. Standout upgrades include an Andersen 4000 Series full-view retractable storm door, Graber top-down/bottom-up cellular shades throughout with room-darkening shades in the bedrooms, a premium TSR Polyaspartic garage floor coating that's UV-stable and highly scratch-resistant, and a new LG washer and dryer. Move-in ready, and packed with high-end improvements - this is one you won't want to miss!

6977 Spotted Sandpiper St Unit 3, Middleton
$700,000
4 Beds ⋅ 4 Baths ⋅ 2029095 MLS ⋅ ACTIVE Status
Showings start 7/31 @ 3:30pm. Some homes simply provide shelter. This one offers a place to put down roots. Nestled in the heart of Prairie Home Estates, this beautifully appointed two-story home is surrounded by the kind of neighborhood families dream about—where evening walks become tradition, kids ride bikes to the nearby tennis courts, soccer fields and baseball diamonds, and miles of scenic prairie trails are just steps from your front door. Inside, generous living spaces invite everything from holiday celebrations to cozy nights together, while large windows bring the outdoors in. Outside, the private backyard is framed by mature landscaping, colorful gardens, and a charming strawberry patch that has been lovingly cultivated through the years. Here you'll find more than a beautiful home—you'll find a welcoming community, lifelong friendships, and a place where the moments that matter most naturally unfold.

8437 Ellington Way, Middleton
$174,900
2029086 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L267 Thrasher St, Middleton
$174,900
2029084 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L266 Thrasher St, Middleton
$174,900
2029083 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L265 Thrasher St, Middleton
$214,900
2029082 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L255 Thrasher St, Middleton
$219,900
2029080 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L253 Thrasher St, Middleton
$214,900
2029079 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L250 Thrasher St, Middleton
$214,900
2029077 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L247 Thrasher St, Middleton
$204,900
2029074 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L244 Hooded Merganser Dr, Middleton
$204,900
2029073 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L242 Hooded Merganser Dr, Middleton
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