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

296 Properties Found. Page 1 of 50.
Photo of Listing #2012445
New Listing

628 Tabby Turn Drive, Madison

$494,900 - 3 Beds, 3 Baths, 1,615 Sf

MLS® # 2012445, 0 days, Offer-No Show

Photo of Listing #2012461
New Listing

621 Schewe Road, Madison

$439,900 - 4 Beds, 3 Baths, 1,832 Sf

MLS® # 2012461, 0 days, Offer-No Show

Photo of Listing #2012466
New Listing

604 Tabby Turn Drive, Madison

$519,900 - 3 Beds, 3 Baths, 1,690 Sf

MLS® # 2012466, 0 days, Offer-No Show

Photo of Listing #2014705
New Listing

6715 North Avenue, Middleton

$489,900 - 2 Beds, 1 Baths, 1,734 Sf

MLS® # 2014705, 0 days, Active

Photo of Listing #2006420
New Listing

6905 Belle Fontaine Boulevard, Middleton

$425,000 - 3 Beds, 3 Baths, 1,435 Sf

MLS® # 2006420, 1 day, Offer-No Show

Photo of Listing #2010883
New Listing

637 Schewe Road, Madison

$434,900 - 4 Beds, 3 Baths, 1,832 Sf

MLS® # 2010883, 1 day, Offer-No Show

Market Snapshot: Middleton/Cross Plains Schools

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
2214 Woodside Drive $420,000 2026-01-12 3 2.00 1934 $217
#3 - 711 Cricket Lane $340,000 2026-01-09 3 2.50 1773 $192
2610 S Elmwood Circle $405,900 2026-01-09 3 2.00 1720 $236
10120 Mosaic Way $454,900 2026-01-06 4 2.50 1891 $241
6341 Briarcliff Lane $1,006,250 2026-01-06 3 3.00 4149 $243
1803 Main Street $374,900 2026-01-05 4 2.00 1740 $215
522 Clear Pond Way $814,262 2026-01-05 4 3.50 2785 $292
1769 Woodford Road $156,000 2026-01-02 $
1718 Ludden Drive $375,000 2026-01-02 3 2.50 1835 $204
17 Holt Place $480,000 2025-12-31 4 3.50 2337 $205
3027 Acker Street $460,000 2025-12-31 4 2.50 2220 $207
Lot 17 White Cedar Drive $376,500 2025-12-30 $
6628 Linnett Lane $599,900 2025-12-30 3 2.50 1989 $302
13 Rustling Birch Court $565,000 2025-12-30 4 3.50 2466 $229
9423 Lost Meadow Road $715,000 2025-12-30 3 2.50 3034 $236
7728 Carolind Court $550,000 2025-12-30 3 3.00 2265 $243
#3 - 2146 Allen Boulevard $200,000 2025-12-29 2 1.00 905 $221
7110 E Valhalla Way $596,000 2025-12-29 4 3.50 2921 $204
5314 Jonquil Court $585,000 2025-12-29 4 3.00 2711 $216
#200 - 6741 Frank Lloyd Wright Avenue $375,000 2025-12-29 1 1.00 1040 $361

MLS Stats for the District

Current Listings

  • With Accepted Offers: 70
  • Without Accepted Offers: 226
  • Total Active Listings: 296
  • % with Accepted Offers: 24%
  • Months of Inventory: 4.4

Sold 01/13/2025 - 01/13/2026

  • Total Sold Listings: 612
  • Highest Sold Price: $4,600,000
  • Lowest Sold Price: $115,500
  • Average Sold Price: $636,559
  • Median Sold Price: $549,450

* 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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