Middleton, WI Homes for Sale (83 Real Estate Listings)

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Lot 13 Glacier Forest Court, Middleton

$2,500,000

↑ $100,000

Lot 13 Glacier Forest Court, Middleton

4 Beds 4.5 Baths 2 Acres 4,500 SqFt Single Family MLS® # 1991113

VRP $2M-$2.5M. This is an example of a luxurious home that can be built on this vacant lot. This home will be a completely custom new home in any size you want, built by Michael F. Simon Bui...

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Active
5511 Mendota Drive, Middleton

$2,400,000 Lake Mendota

5511 Mendota Drive, Middleton

4 Beds 3.5 Baths 0 Acres 4,246 SqFt Single Family MLS® # 2007823

Discover exceptional Lake living in Middleton with unobstructed water views of Lake Mendota and the State Capitol. Experience serene sunrises from two expansive balconies with immediate pier...

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Active
3395 White Cedar Drive, Middleton

$2,200,000

3395 White Cedar Drive, Middleton

5 Beds 4.5 Baths 1 Acres 6,182 SqFt Single Family MLS® # 2004160

Exceptional 5-bedroom new build by Victory Homes of WI! Filled with natural light, this home features soaring ceilings and walls of windows. The chef’s kitchen and spacious dining area open ...

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Active
4043 Serenbe Street, Middleton

$1,850,000

4043 Serenbe Street, Middleton

5 Beds 4.5 Baths 0 Acres 3,643 SqFt Single Family MLS® # 2010370

Inspired by coastal gems, this move-in ready contemporary home at Belle Farm blends a sense of awe with sustainable living. The house features an open concept floor plan, curved staircases, ...

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Active
4029 Serenbe Street, Middleton

$1,799,000

4029 Serenbe Street, Middleton

5 Beds 5.5 Baths 0 Acres 3,543 SqFt Single Family MLS® # 2010369

Move-in ready Cottage at Belle Farm, Middleton’s walkable eco, health and wellness neighborhood. This high-performance 5-bedroom home on a corner lot provides a separately accessed 1 bed/1 b...

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4922 Saint Annes Drive, Middleton

$1,575,000

4922 Saint Annes Drive, Middleton

4 Beds 3.5 Baths 0 Acres 4,443 SqFt Single Family MLS® # 1997973

Waunakee Schools. Stunning 4 bd/4 bath home in Community of Bishops Bay, backing to green space w/ incredible sunsets & views. Custom built home with 10 ft. ceilings, built-ins, gourmet kitc...

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Active
6833 Phil Lewis Way, Middleton

$1,499,000

6833 Phil Lewis Way, Middleton

4 Beds 4.5 Baths 0 Acres 4,656 SqFt Single Family MLS® # 2003214

This exceptional Middleton Hills home offers architectural character, modern convenience, and over 4,600 sq ft across three levels. Features include 4+ BD/4.5 BA with two large primary suite...

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Active
3579 Superior Oak Drive, Middleton

$1,425,000

↓ $25,000

3579 Superior Oak Drive, Middleton

5 Beds 4.5 Baths 1 Acres 4,237 SqFt Single Family MLS® # 2005829

Beautiful New Construction Home. The 1st floor open plan, with large Great Room and Kitchen/Dinette, kitchen island, large pantry and all appliances Formal Dining room and home office. Maste...

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Active
4329 Callaway Court, Middleton

$1,399,000

↓ $100,000

4329 Callaway Court, Middleton

4 Beds 3.5 Baths 1 Acres 3,632 SqFt Single Family MLS® # 2003620

A rare opportunity in the renowned Villas of Callaway Court in beautiful Bishops Bay, The Back Nine. Extremely private and quiet location overlooking the 5th fairway with plenty of land as a...

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Active
3307 Saracen Way, Middleton

$1,349,900

↓ $450,000

3307 Saracen Way, Middleton

4 Beds 3.5 Baths 1 Acres 5,400 SqFt Single Family MLS® # 2009758

Rare find in sought after Glaciers End! Spacious 1-story home backing up to the HOA owned 3+ acre wooded sanctuary & features a private yard with a multi-level paver patio. Sun/Hearth Room d...

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Pending
1369 Boundary Road, Middleton

$1,300,000

1369 Boundary Road, Middleton

4 Beds 3.5 Baths 0 Acres 4,012 SqFt Single Family MLS® # 2004693

Showings start after the Open House on 8/9! Stunning designer-remodeled home in Stonefield Village! Gourmet kitchen boasts Wolf 6-burner + griddle double oven/range, Sub-Zero 48" fridge/free...

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7724 Greenwood Road, Middleton

$1,295,000

↓ $100,000

7724 Greenwood Road, Middleton

5 Beds 3.5 Baths 8 Acres 4,931 SqFt Single Family MLS® # 1993431

Discover your dream retreat nestled among 7.74 acres of scenic woodland, only 5 minutes from Madison and in Middleton School District! This solid-built house is not your “cook-cutter” house,...

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Active
2809 Dewey Court, Middleton

$1,250,000

↓ $25,000

2809 Dewey Court, Middleton

2 Beds 2 Baths 0 Acres 1,704 SqFt Single Family MLS® # 1986898

Two lots available! This hidden gem is nestled between two buildable lots and is the perfect opportunity to have access to Lake Mendota. Whether you would like to remodel the home and have a...

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Active
7403 Elmwood Avenue, Middleton

$1,225,000

↓ $25,000

7403 Elmwood Avenue, Middleton

4 Beds 2.5 Baths 0 Acres 2,997 SqFt Single Family MLS® # 2003875

Rare opportunity to own this stunning, one of a kind 4 bedroom home just steps from all downtown Middleton has to offer. Find updates & custom remodels around every corner incl the Chefs kit...

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Pending
6997 Applewood Drive, Middleton

$1,195,000

6997 Applewood Drive, Middleton

5 Beds 6.5 Baths 1 Acres 7,291 SqFt Single Family MLS® # 2004718

Truly one-of-a-kind, this breathtaking home is nestled on a serene 0.87-acre wooded lot backing up to additional woodland, offering unmatched privacy and beauty. With 8 bedrooms (or customiz...

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Pending
5029 Augusta Drive, Middleton

$1,150,000

5029 Augusta Drive, Middleton

3 Beds 2.5 Baths 0 Acres 3,803 SqFt Single Family MLS® # 2007032

Showings start 9/18/25. Looking for a magnificent home on a one-of-a-kind property? Look no further! This spectacular home is breathtaking throughout. The beautiful stone on the front of thi...

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7205 Donna Drive, Middleton

$1,135,000

↓ $50,000

7205 Donna Drive, Middleton

4 Beds 3.5 Baths 0 Acres 4,780 SqFt Single Family MLS® # 2003887

Come experience the rare combination of private escape & in-town lifestyle—this home is truly special. The all-brick exterior is capped with cedar shake shingles, creating memorable curb app...

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Active
7710 Pamela Circle, Middleton

$1,100,000

7710 Pamela Circle, Middleton

4 Beds 3.5 Baths 2 Acres 4,599 SqFt Single Family MLS® # 2010513

A perfect blend of comfort & elegance in this beautifully appointed home in the desirable Cherrywood Acres neighborhood! Step inside to a seamless blend of open-concept living & private spac...

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Middleton, WI Real Estate Statistics

Average Price $619K
Lowest Price $3.9K
Highest Price $4M
Total Listings 185
Avg. Days On Market 117
Avg. Price/SQFT $270

Property Types (active listings)


As of October 21, 2025 there are 83 active Middleton, WI real estate listings for sale with an average listing price of $763,405. The highest-priced property listing is $2,500,000, while the lowest priced property can be purchased for $299,900. Middleton, WI homes for sale have an average price of $296 per square foot, based on listings with an average of 3.5 bedrooms, 2.8 bathrooms, and 2,603 square feet of living space.

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Middleton, WI Real Estate & Homes For Sale

If you're looking for a great place to live in the Midwest, look no further than Middleton, Wisconsin! This charming city is located just outside Madison, full of friendly people and beautiful amenities. There's always something to do in Middleton: enjoy the many parks and trails or take advantage of the city's great shopping and dining options. Plus, Middleton is known for its excellent schools, so you can be sure your kids will get an excellent education here.

History of Middleton, Wisconsin

Michel St. Cyr founded the first permanent settlement in what would become Wisconsin when he built a trading post on the northwest shore of Lake Mendota, just west of Madison two miles back then known as "Mendotas." Native Americans had long used this area and white settlers alike for gathering places; it was here that plats were laid out during statewide debates about where our state capital should go at some point between 1831-1834 which led them to create an imaginary 'City Of Four Lakes.'

Middleton is a picturesque village in Milwaukee County. English settlers first settled it, followed closely by German immigrants, who made this their home because of its rich soil that produced much wheat-storing capacity thanks to large quantities found within our town's boundaries! A native Vermont man suggested the name "Middle," - which refers to both smack dab middle between two larger cities ( Madison ) or just plain old state right there at your fingertips. You decide how you want live life.  

Middleton is a vibrant community that offers its residents a high quality of life. It is located in the picturesque rolling hills of southern Wisconsin, just minutes from Madison, the state capital. Middleton is home to various businesses, industries, schools, parks, and recreation facilities. Middleton is a thriving art and entertainment scene. There is something for everyone in Middleton!

Are we looking for a place to call home? Contact a local real estate agent today to learn more about Middleton, Wisconsin!

Demographics of Middleton, Wisconsin

Middleton is a city in Dane County, Wisconsin, United States. The population was 17,442 at the 2010 census. Middleton is part of the Madison Metropolitan Statistical Area. The city is located partially within the town of Middleton; depending on the definition used, a small portion of the municipality may extend into the town of Westport. Middleton was first settled in 1829 and was platted as the Village of Middleton in 1848. The village was named after Middletown, Connecticut. The City of Middleton was incorporated from the village in 1902. Central State Bank Building (now Verizon Wireless) and Thorp Building are listed on the National Register of Historic Places. A thriving community with a highly educated workforce (70% of residents have a bachelor's degree or higher), Middleton is home to about 5,800 businesses, including Epic Systems, Sigma-Aldrich, and Kerry Ingredients & Flavours. The area's economy has also been bolstered by attracting numerous biomedical technology companies to Middleton. These companies reside primarily in the 375-acre University Research Park adjacent to the University of Wisconsin–Madison campus. In 2009, Budget Travel magazine ranked Middleton number 7 on its list of "The Coolest Small Towns in America."

Things to do in Middleton, Wisconsin

There are plenty of things to do in Middleton, whether you enjoy spending time outdoors or exploring the city's vibrant cultural scene. Middleton offers plenty of green space for those who love to be outside, including the Middleton Hills Nature Preserve and Pheasant Branch Conservancy. Several golf courses and parks are also perfect for a picnic or a game of frisbee. If you're looking for something more urban, Middleton's downtown area is home to several shops and restaurants and the Capital Brewery, which offers tours and tastings. No matter your interests, you're sure to find something to do in Middleton!

Events in Middleton, Wisconsin

Middleton, Wisconsin, is home to various events throughout the year. One popular event is the annual Halloween parade, featuring floats and costumes created by local businesses and organizations. The parade is held on the Saturday before Halloween and attracts visitors from all over the state. Another popular event is the Middleton Farmer's Market, held every Saturday from May to October. The market features fresh produce, baked goods, and handcrafted items from local vendors. Visitors can also enjoy live music and entertainment. The Middleton Autumnfest is another popular event, including a parade, carnival rides, and a pumpkin-carving contest. The event is held every October and attracts visitors from all over the Midwest.

Parks in Middleton, Wisconsin

Parks are an essential part of any community. They provide green space for residents to enjoy, and they can also help improve air and water quality. Middleton, Wisconsin, is home to several parks, including Hinrichs Family Farm, Middleton Hills North, Middleton Hills South, and Middleton Station. Hinrichs Family Farm is a working farm that offers public tours and events. Middleton Hills North and South are adjacent parks that feature hiking trails, picnic areas, and playgrounds. Middleton Station is a nature preserve with miles of biking, hiking, and cross-country skiing trails. These parks offer a variety of amenities and activities for residents to enjoy year-round.

Real Estate in Middleton, Wisconsin

Middleton, Wisconsin, is a great place to buy a home. The city is about 20 minutes from Madison, the state capital. The city is home to several employers, including the University of Wisconsin-Madison and Epic Systems Corporation. Middleton also has several parks and recreational facilities. Middleton is the perfect place for you if you're looking for a small-town feel with all the amenities of a larger city.

Schools in Middleton, Wisconsin

Middleton is home to many excellent schools, both public and private. Kromrey Middle School is one of the top-rated middle schools in the state, and Clark Street Community School is a well-respected private school. Middleton High School is also an excellent choice for students looking for a challenging academic program. In addition to these excellent schools, Middleton also has some excellent elementary schools, including Sunset Ridge Elementary School and West Middleton Elementary School. With so many great school options, it's no wonder that Middleton is such a popular place to live.

Why Middleton, Wisconsin?

Middleton, Wisconsin, is a great place to live for several reasons. The city has a variety of parks and recreational facilities, as well as a thriving downtown area. Middleton is also home to several excellent schools, both public and private. In addition, the city is located just 20 minutes from Madison, the state capital. Middleton is the perfect place for you if you're looking for a small-town feel with all the amenities of a larger city.