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

125 Properties Found. Page 1 of 21.
Photo of Listing #1919795
New Listing

5037 St Annes Dr, Middleton

$675,000 - 4 Beds, 3 Baths, 3,650 Sf

MLS® # 1919795, 3 days, Active

Photo of Listing #1919859
New Listing

1304 Stratford Ct, Middleton

$396,900 - 3 Beds, 3 Baths, 3,130 Sf

MLS® # 1919859, 3 days, Active

Photo of Listing #1919720
New Listing

6809 Maywood Ave, Middleton

$299,000 - 3 Beds, 2 Baths, 1,188 Sf

MLS® # 1919720, 3 days, Offer-Show

Photo of Listing #1918547
Open house

Scheduled Open House Open House Date: 2021-09-19 Open House Time: 12:00-2:00

New Listing

3938 Lewis St, Middleton

$619,900 - 5 Beds, 4 Baths, 3,432 Sf

MLS® # 1918547, 4 days, Active

Photo of Listing #1920042
Open house

Scheduled Open House Open House Date: 2021-09-19 Open House Time: 11:00-1:00

New Listing

5059 Congressional Hill, Middleton

$724,900 - 3 Beds, 4 Baths, 2,328 Sf

MLS® # 1920042, 4 days, Active

Photo of Listing #1919542
New Listing

1230 N Gammon Rd, Middleton

$199,900 - 3 Beds, 2 Baths, 1,290 Sf

MLS® # 1919542, 4 days, Active

Just Sold Homes in Middleton

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
7818 Wildlife Tr $430,000 2021-09-17 3 2.50 2346 $183
5201 Shorecrest Dr $380,000 2021-09-17 3 2.50 2196 $173
7209 Knoll Ct $567,000 2021-09-17 4 2.50 2944 $193
1305 Boundary Rd $888,000 2021-09-17 4 3.00 4658 $191
#10 - 2564 Branch St - #10 $127,000 2021-09-17 2 1.00 895 $142
5614 Sandhill Dr $655,500 2021-09-17 4 3.50 3564 $184
3301 Glacier Ridge Rd $491,000 2021-09-16 3 2.50 2081 $236
7757 Solstice Ct $1,500,000 2021-09-15 5 4.50 6969 $215
1620 Foxridge Ct $525,000 2021-09-15 3 2.50 3244 $162
6213 Mendota Ave $387,000 2021-09-13 3 1.50 1880 $206
7241 Maywood Ave $365,500 2021-09-13 4 1.50 1125 $325
3920 Chippewa Cir $590,000 2021-09-10 3 2.50 2600 $227
7397 W Mineral Point Rd $385,000 2021-09-10 4 2.00 3208 $120
4692 Sunset Ridge Dr $725,000 2021-09-10 4 3.50 3218 $225
4422 Misty Valley Dr $530,000 2021-09-09 4 2.50 2414 $220
7638 Hidden Savannah Ct $755,000 2021-09-09 5 3.50 4962 $152
8874 Sunstone Ln $388,000 2021-09-08 3 2.50 1963 $198
7111 Twin Sunset Rd $440,000 2021-09-07 4 2.50 2640 $167
L1 Timber Ln $360,000 2021-09-03 $
4221 Redtail Pass $690,000 2021-09-03 5 3.50 3779 $183

Middleton Inventory & Price Trends

Current Listings

  • With Accepted Offers: 45
  • Without Accepted Offers: 80
  • Total Active Listings: 125
  • % with Accepted Offers: 36%
  • Months of Inventory: 2.1

Sold 09/18/2020 - 09/18/2021

  • Total Sold Listings: 468
  • Highest Sold Price: $6,122,712
  • Lowest Sold Price: $70,000
  • Average Sold Price: $458,530
  • Median Sold Price: $414,750

* 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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