Homes in the Middleton School District

The Middleton-Cross Plains School District serves the residents in Middleton, Cross Plains, as well as portions of Madison, the Town of Westport and other smaller communities such as the Towns of Springfield and Berry. Browse all homes for sale in the Middleton-Cross Plains School District below. For more information on local schools and attendance areas, visit the school district home page here. Note: It's always a good idea to verify school attendance areas with the district when purchasing a home.

See our guides to real estate for sale by Middleton/Cross Plains school toward the bottom of this page. Each link displays the properties for sale for a specific grade school, middle school, or high school. 

Real Estate Listings in the Middleton-Cross Plains School District

Real Estate Listings in the Middleton-Cross Plains School District

424 Properties Found. Page 1 of 71.
Photo of Listing #2030333

Parmenter Street, Middleton

$5,148,000

MLS® # 2030333, 31 days, Active

Photo of Listing #2030335

Parmenter Street, Middleton

$5,126,000

MLS® # 2030335, 31 days, Active

Photo of Listing #2014349

4817 Parmenter Street, Middleton

$3,999,900

MLS® # 2014349, 250 days, Active

Photo of Listing #2025532

7876 Autumn Pond Trail, Springfield

$3,895,000 - 5 Beds, 6 Baths, 7,515 Sf

MLS® # 2025532, 66 days, Active

Photo of Listing #2028946

3440 Meadow Road, Middleton

$3,750,000

MLS® # 2028946, 47 days, Active

Photo of Listing #2023109

3440 Meadow Road, Middleton

$3,750,000 - 4 Beds, 5 Baths, 5,345 Sf

MLS® # 2023109, 123 days, Active

Market Snapshot: Middleton/Cross Plains Schools

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
1405 Schoepp Lane $125,475 2026-09-11 $
4302 Goldeneye Gateway Drive $540,000 2026-09-11 4 3.50 1865 $290
4302 Goldeneye Gateway Drive $540,000 2026-09-11 4 3.50 2500 $216
9368 Old Sauk Road $325,000 2026-09-11 2 1.50 1260 $258
10603 Emerald Elm Road $210,000 2026-09-10 $
8029 Shag Bark Circle $750,000 2026-09-10 2 2.00 2209 $340
730 Greystone Lane $785,000 2026-09-10 3 3.50 2572 $305
6622 Franklin Avenue $397,500 2026-09-10 2 1.00 1298 $306
4434 Misty Valley Drive $790,000 2026-09-10 4 3.50 3701 $213
4516 Nina Lane $1,298,000 2026-09-09 5 4.50 5188 $250
2020 Julius Street $335,000 2026-09-04 3 1.00 1522 $220
1724 Parmenter Street $399,000 2026-09-04 3 1.50 1742 $229
643 Rustic Rise Way $205,000 2026-09-03 $
7124 Schneider Road $410,000 2026-09-03 3 2.50 2308 $178
7110 Johann Farm Road $599,009 2026-09-03 3 2.00 1634 $367
6741 Century Avenue $350,000 2026-09-02 3 1.00 1120 $313
606 Tawny Elm Parkway $870,000 2026-09-01 4 3.00 3332 $261
7242 Lily Lane $665,000 2026-09-01 4 3.00 2444 $272
6711 S Chickahauk Trail $1,005,000 2026-09-01 5 3.00 3680 $273
7137 Graber Road $629,893 2026-09-01 3 2.50 1878 $335

MLS Stats for the District

Current Listings

  • With Accepted Offers: 93
  • Without Accepted Offers: 331
  • Total Active Listings: 424
  • % with Accepted Offers: 22%
  • Months of Inventory: 5.9

Sold 09/12/2025 - 09/12/2026

  • Total Sold Listings: 677
  • Highest Sold Price: $4,000,000
  • Lowest Sold Price: $124,650
  • Average Sold Price: $650,633
  • Median Sold Price: $580,826

* Source: IDX Active & Sold Listings

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

Cross Plains/Middleton Homes for Sale by School

Use these handy links to view homes for sale in the Middleton-Cross Plains School District by school attendance area. Select a link and view the properties for your preferred elementary school, middle school, or high school. 

View Middleton Properties by Neighborhood

Our neighborhood profiles include current real estate trends and details about each part of town.

Searching for Properties in the Middleton-Cross Plains School District

Did you know you can create your own real estate search by school and school district? Visit our easy-to-use property search page. Or tell us what you need, and we'll customize a search for you. Our full-service real estate team is here to help.

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