Homes for Sale in Middleton, WI

Middleton real estate is always in high demand and is highly regarded by home buyers who want direct access to Madison while living in a smaller town setting. Known as “the good neighbor city,” this popular community is located both to the west and to the north of Madison. Middleton is known for its strong sense of community. In fact, Money Magazine recently rated the city as the “#1 best place to live in America," one of many reasons the properties here have become so popular.

Thinking about a condo in Middleton? Check out our comprehensive guide to all Middleton condos for sale. Our condo guide profiles 17 local condo associations with more profiles coming soon!

All Homes for Sale in Middleton, WI

124 Properties Found. Page 1 of 21.
Photo of Listing #1990637
New Listing

Lot 98 Plainfield Court, Middleton

$239,900

MLS® # 1990637, 2 days, Active

Photo of Listing #1990419

#108 - 6767 Frank Lloyd Wright Avenue, Middleton

$465,000 - 2 Beds, 2 Baths, 1,343 Sf

MLS® # 1990419, 8 days, Offer-Show

Photo of Listing #1990327

3224 Patty Lane, Middleton

$235,000 - 2 Beds, 2 Baths, 1,076 Sf

MLS® # 1990327, 10 days, Offer-Show

Photo of Listing #1990326

7420 Kenyon Drive, Middleton

$525,000 - 4 Beds, 3 Baths, 2,435 Sf

MLS® # 1990326, 11 days, Offer-Show

Photo of Listing #1985562

5410 Heather Road, Middleton

$499,900 - 3 Beds, 2 Baths, 2,410 Sf

MLS® # 1985562, 12 days, Offer-Show

Photo of Listing #1988821

4410 St Andrews Drive, Middleton

$675,000 - 5 Beds, 3 Baths, 2,366 Sf

MLS® # 1988821, 15 days, Active

Just Sold Homes in Middleton

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
5830 Highland Terrace $240,000 2024-12-12 3 1.50 1260 $190
#3 - 3410 Valley Ridge Road - #3 $241,000 2024-12-12 3 2.00 1385 $174
Lot 21 White Cedar Drive $325,000 2024-12-11 $
4600 Plantation Court $975,000 2024-12-10 4 3.50 3798 $257
#2 - 2829 Century Harbor Road - #2 $192,500 2024-12-09 1 1.00 875 $220
5306 Carnation Way $400,000 2024-12-06 3 2.50 2157 $185
Lot 15 Belle Farm $270,000 2024-12-05 $
Lot 17 Belle Farm $270,000 2024-12-05 $
#208 - 7777 Elmwood Avenue - #208 $459,900 2024-12-03 1 1.50 1552 $296
7542 Pioneer Place $529,000 2024-12-02 3 2.50 2487 $213
5409 South Ridge Way $366,000 2024-11-29 3 2.00 1613 $227
7249 Lily Lane $850,000 2024-11-25 4 3.00 3391 $251
6918 Belle Fontaine Boulevard $390,000 2024-11-22 3 2.50 1435 $272
Lot 5 Blue Cedar Drive $438,000 2024-11-22 $
Lot 75 Colonial Way $298,000 2024-11-22 $
6952 Pine Siskin Place $462,750 2024-11-21 2 2.00 1202 $385
Lot 38 Belle Farm $370,000 2024-11-20 $
8814 White Coral Way $524,900 2024-11-20 4 3.50 2855 $184
3324 High Road $430,000 2024-11-18 4 1.50 2100 $205
3871 Caribou Road $1,650,000 2024-11-15 6 5.50 7461 $221

Middleton Inventory & Price Trends

Current Listings

  • With Accepted Offers: 31
  • Without Accepted Offers: 93
  • Total Active Listings: 124
  • % with Accepted Offers: 25%
  • Months of Inventory: 2.8

Sold 12/14/2023 - 12/14/2024

  • Total Sold Listings: 405
  • Highest Sold Price: $10,750,000
  • Lowest Sold Price: $130,000
  • Average Sold Price: $595,677
  • Median Sold Price: $515,000

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo


More about Middleton, Wisconsin

Middleton has something to offer everyone. This city is home to the popular Middleton-Cross Plains School District. Middleton offers a great variety of parks and recreational spaces, including the Pheasant Branch Conservancy, the community pool, and the "splash pad" at Lakeview Park, a family favorite on hot summer days. The Pleasant View Golf Course is one of the more popular golf courses in the area. Food and shopping venues range from smaller, family owned businesses in the city's center to a vast array of options at Greenway Station. Middleton is home to the Good Neighbor Festival and the Capital Brewery beer garden, places where friends and neighbors relax on lazy summer days.

Middleton Homes for Sale by Neighborhood

Our handy Middleton real estate guides feature community profiles, current listings, maps, and sales data for twenty Middleton neighborhoods. You can learn more about the many great neighborhoods in Middleton by perusing our subdivision guides below.

Real Estate Near Downtown Middleton

Character and charm define the homes near downtown Middleton. If you like picket fences and wrap-around porches, or an old-fashioned brick home near the center of town, this part of the city is the place for you. Nearby, the Meadows, Middleton Heights, Foxridge, and Parklawn subdivisions are four popular neighborhoods located near the city center. The Stonefield subdivision is located a few blocks further to the southeast, while Middleton Beach is nestled up against Lake Mendota a few blocks to the northeast.  

Real Estate in the Town of Middleton

Drive west on Airport Road and the properties in the Town of Middleton feature many attractive designs built on large lots within the popular Sunset Ridge Elementary attendance area. Enchanted Valley, Prairie Home Estates, and Sunset Ridge Estates are three such neighborhoods located along the western edge of the city. 

Drive to the south and you'll encounter several upscale subdivisions situated along the Old Sauk Road and Mineral Point Road corridors. These include the Cherrywood, Cardinal Point Estates, Pheasant Point, Spruce Hollow, and Sauk Point Estates neighborhoods. Just a little further to the south, the Glaciers End and Noll Valley subdivisions offer more luxury properties built on spacious, private lots. If you're in search of luxury real estate, Middleton offers many neighborhoods for your consideration.

Neighborhoods Near Conservancy Spaces

A surprising number of Middleton properties are nestled up against natural environments and protected conservancies, including the homes in Northlake, located along the eastern edge of the Pheasant Branch Creek Conservancy. Middleton Hills, a "new urbanism" neighborhood featuring prairie-craftsman architecture, is located along the opposite end of the conservancy. Nearby, the Middleton Ridge and Misty Valley subdivisions offer access to the conservancy at Graber Pond.

A Bold New Community

North of Lake Mendota, development is underway at the Community of Bishops Bay. When complete, this new development will feature 7 distinct neighborhoods, 10 community parks, an elementary school, and many more amenities.

Carefree Living

Popular condominium communities include Middleton Conservancy and Bishops Bay. The Middleton Conservancy condos offer units in a unique, natural setting. The condos in Bishops Bay are conveniently situated near one of the most prestigious golf courses in the Madison area.

Middleton Neighborhood Guides

Get even more information on Middleton's neighborhoods by looking at each of our guides. We've included property information, recent sales, neighborhood parks and other information to help you target the right community for your next home.

Looking for reliable information on the Middleton real estate market? Be sure to check out our comprehensive updates on the Middleton single family home and condo markets. We update our reports regularly with reliable data sourced directly from the South Central Wisconsin MLS.

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