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

160 Properties Found. Page 1 of 27.
Photo of Listing #1981309
New Listing

4622 Rocky Dell Road, Middleton

$1,150,000 - 4 Beds, 1 Baths, 2,565 Sf

MLS® # 1981309, 3 days, Active

Photo of Listing #1979684
Open house

Scheduled Open House Open House Date: 2024-07-21 Open House Time: 10:00-11:30

New Listing

2105 N Gateway Street, Middleton

$810,000 - 4 Beds, 4 Baths, 3,039 Sf

MLS® # 1979684, 5 days, Active

Photo of Listing #1981118
New Listing

#206 - 6767 Frank Lloyd Wright Avenue, Middleton

$585,000 - 2 Beds, 3 Baths, 1,642 Sf

MLS® # 1981118, 5 days, Active

Photo of Listing #1980968
New Listing

#3818 - 3818 Signature Drive, Middleton

$1,310,000 - 4 Beds, 3 Baths, 4,654 Sf

MLS® # 1980968, 7 days, Active

Photo of Listing #1980825

#201 - 2834 Pleasant View Road, Middleton

$259,900 - 2 Beds, 1 Baths, 998 Sf

MLS® # 1980825, 8 days, Active

Photo of Listing #1980565

3598 Mathias Way, Middleton

$640,000 - 3 Beds, 4 Baths, 2,794 Sf

MLS® # 1980565, 8 days, Active

Just Sold Homes in Middleton

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
L12 Colonial Way $285,000 2024-07-15 $
7344 Century Place $430,000 2024-07-15 3 1.50 1848 $233
6939 Spotted Sandpiper Street $478,543 2024-07-15 3 2.50 1865 $257
2807 Park Street $402,500 2024-07-12 3 2.00 1860 $216
#a-1 - 6235 Charing Cross Lane - #A-1 $175,000 2024-07-12 1 1.00 760 $230
L60 Summerfield Drive $350,000 2024-07-12 $
4214 Thrasher Street $563,439 2024-07-10 4 3.50 2780 $203
#3907 - 3907 Patrick Henry Way - #3907 $350,000 2024-07-10 2 1.50 1360 $257
4208 Thrasher Street $473,682 2024-07-09 3 2.00 1675 $283
4833 Crystal Downs Way $775,000 2024-07-09 5 3.50 2931 $264
4419 Misty Valley Drive $638,500 2024-07-09 3 3.00 2775 $230
7491 Loveland Pass $1,112,500 2024-07-08 4 3.50 3464 $321
Lot 21 White Cedar Drive $324,900 2024-07-08 $
3415 Connie Lane $439,900 2024-07-08 4 2.00 1847 $238
4202 Thrasher Street $529,000 2024-07-08 3 2.50 1750 $302
3302 Valley Creek Circle $609,000 2024-07-05 2 3.00 2466 $247
#3905 - 3905 Patrick Henry Way - #3905 $370,000 2024-07-05 3 1.50 1616 $229
2508 Pinta Court $783,000 2024-07-03 4 2.00 2471 $317
4549 Deering Trail $1,035,000 2024-07-02 5 4.00 4438 $233
6858 Pine Siskin Place $500,664 2024-07-01 3 3.00 2107 $238

Middleton Inventory & Price Trends

Current Listings

  • With Accepted Offers: 54
  • Without Accepted Offers: 106
  • Total Active Listings: 160
  • % with Accepted Offers: 34%
  • Months of Inventory: 3.3

Sold 07/15/2023 - 07/15/2024

  • Total Sold Listings: 388
  • Highest Sold Price: $2,450,000
  • Lowest Sold Price: $90,000
  • Average Sold Price: $532,389
  • Median Sold Price: $491,750

* 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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