Middleton, WI Homes for Sale (51 Real Estate Listings)

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4278 Blackstone Court, Middleton

$3,000,000

4278 Blackstone Court, Middleton

5 Beds 4.5 Baths 2 Acres 15,500 SqFt Single Family MLS® # 1984116

UNMATCHED LUXURY & SPACE! This 5-bed, 4.5-bath estate in a private cul-de-sac backs up to Pleasant View Golf Course and offers elegance at every turn. High-end details include tray ceilings,...

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Lot 13 Glacier Forest Court, Middleton

$2,400,000

Lot 13 Glacier Forest Court, Middleton

4 Beds 4.5 Baths 2 Acres 5,000 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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3710 Welcome Drive, Middleton

$1,695,000

3710 Welcome Drive, Middleton

4 Beds 4.5 Baths 1 Acres 4,728 SqFt Single Family MLS® # 1985416

Est completion end of Jan. Welcome to your dream home. This brand-new 2-story boasts 4,700+ sqft alone on Main & Upper of luxurious living space. Enjoy a grand entry leading to a main level ...

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New
7677 Summerfield Drive, Middleton

$1,600,000

7677 Summerfield Drive, Middleton

6 Beds 4.5 Baths 2 Acres 5,892 SqFt Single Family MLS® # 1992522

Show 2/14. Nestled on a gorgeous 2.37 acre lot, this stunning home blends modern luxury with thoughtful updates. The ML boasts solid hardwood floors with a complete kitchen remodel featuring...

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New
7849 Summerfield Drive, Middleton

$1,590,000

7849 Summerfield Drive, Middleton

5 Beds 3.5 Baths 1 Acres 5,302 SqFt Single Family MLS® # 1992591

Show 2/8. From high-end finishes to impeccable attention to detail, this 1.49 acre estate truly has it all, and then some. Every inch of this home has been meticulously updated to offer a pe...

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3579 Superior Oak Drive, Middleton

$1,500,000

3579 Superior Oak Drive, Middleton

5 Beds 4.5 Baths 1 Acres 4,237 SqFt Single Family MLS® # 1991399

This beautiful NEW CONSTRUCTION HOME will be ready for its new owner Feb/2025. The 1st floor open plan, with large Great Room and Kitchen/Dinette, Kitchen Island, large pantry and all applia...

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Active
2809 Dewey Court, Middleton

$1,325,000

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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Pending
7744 Pamela Circle, Middleton

$1,250,000

7744 Pamela Circle, Middleton

6 Beds 4.5 Baths 2 Acres 4,955 SqFt Single Family MLS® # 1992079

Showings start 3/1. Your very own tree-lined sanctuary moments from Middleton, Verona, and downtown Madison. With an expansive open lot, sunlit interiors, and a dreamy main bathroom retreat,...

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3626 Welcome Drive, Middleton

$1,179,000

3626 Welcome Drive, Middleton

3 Beds 3.5 Baths 1 Acres 3,610 SqFt Single Family MLS® # 1992315

Welcome to this Charming 3 Bed, 3.5 Bath Home in Cherry Wood Estates. This meticulously maintained home backs up to the stunning Pioneer Pointe Golf Course, offering both privacy and views. ...

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4622 Rocky Dell Road, Middleton

$1,125,000

↓ $25,000

4622 Rocky Dell Road, Middleton

4 Beds 1 Bath 9 Acres 2,565 SqFt Single Family MLS® # 1981309

Endless possibilities await for this rare find of nearly 10 acres in the Town of Middleton complete with semi-updated farm house, completely renovated outbuilding, and multiple other garages...

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Pending
7871 Wood Pond Trail, Middleton

$995,000

7871 Wood Pond Trail, Middleton

4 Beds 3 Baths 1 Acres 4,102 SqFt Single Family MLS® # 1992879

Nestled in a secluded & wooded neighborhood, this beautiful home offers luxury, comfort, & convenience. The home showcases quartz countertops in the kitchen & bathrooms, new oak hardwood flo...

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6643 Columbus Drive, Middleton

$849,900

6643 Columbus Drive, Middleton

4 Beds 3 Baths 0 Acres 3,748 SqFt Single Family MLS® # 1993187

Show 2/14. This Middleton home is EXCEPTIONAL, offering PRIME location near schools, parks, shopping, and downtown. Nestled in a wooded neighborhood by Pheasant Branch Conservancy, it blends...

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4028 Serenbe Street, Middleton

$735,000

4028 Serenbe Street, Middleton

2 Beds 2.5 Baths 0 Acres 1,282 SqFt Single Family MLS® # 1989098

Who says you cannot live beautifully on a smaller footprint? Build this Shotgun Home on Lot 14 at Belle Farm. Size ranges from 1282 sq.ft. to 1642 sq.ft. Option to finish basement bed + bath...

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Pending
4939 Highwood Circle, Middleton

$729,900

4939 Highwood Circle, Middleton

4 Beds 3 Baths 0 Acres 2,936 SqFt Single Family MLS® # 1991806

Well maintained ranch in the highly desired town of Middleton. Home features 4 bedrooms, 3 bath, 2 car attached garage, w/ nearly 3,000 finished square feet. Main level offers open concept ...

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Pending
3308 Glacier Ridge Road, Middleton

$699,900

3308 Glacier Ridge Road, Middleton

3 Beds 3.5 Baths 0 Acres 2,552 SqFt Single Family MLS® # 1989309

Charming Middleton Hills Craftsman featuring 3 bedrooms, 2 full baths, and 2 half baths. The main level boasts hardwood floors, a light-filled living room with a fireplace, and a den with bu...

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4410 Street Andrews Drive, Middleton

$645,000

↓ $10,000

4410 Street Andrews Drive, Middleton

5 Beds 3 Baths 0 Acres 2,366 SqFt Single Family MLS® # 1988821

The Community of Bishops Bay Back Nine is an unique development on the edge of Middleton with Waunakee Schools. It is located on the back side of Bishop's Bay Golf Course. This charming ranc...

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6839 Belle Fontaine Boulevard, Middleton

$643,900

6839 Belle Fontaine Boulevard, Middleton

4 Beds 2.5 Baths 0 Acres 2,230 SqFt Single Family MLS® # 1992260

Under construction; estimated completion 6/10/25. Welcome to Redtail Ridge—featuring Middleton Schools! Spacious carriage home plan with rear-load garage features two-story great room with g...

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6684 Junco Drive, Middleton

$642,900

6684 Junco Drive, Middleton

3 Beds 2 Baths 0 Acres 1,696 SqFt Single Family MLS® # 1992261

Under construction; estimated completion 6/17/25. Welcome to Redtail Ridge—featuring Middleton Schools! Cute as a button ranch with everything you need and not an inch of wasted space! Cooks...

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Middleton, WI Real Estate Statistics

Average Price $547K
Lowest Price $3.9K
Highest Price $4M
Total Listings 134
Avg. Days On Market 161
Avg. Price/SQFT $276

Property Types (active listings)


As of February 14, 2025 there are 51 active Middleton, WI real estate listings for sale with an average listing price of $761,061. The highest-priced property listing is $3,000,000, while the lowest priced property can be purchased for $379,900. Middleton, WI homes for sale have an average price of $305 per square foot, based on listings with an average of 3.4 bedrooms, 2.7 bathrooms, and 2,614 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.