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

265 Properties Found. Page 1 of 45.
Photo of Listing #1993215
New Listing

821 Ondossagon Way, Madison

$695,000 - 5 Beds, 4 Baths, 3,820 Sf

MLS® # 1993215, 2 days, Active

Photo of Listing #1993319
New Listing

422 Lush Woods Trail, Madison

$624,900 - 5 Beds, 3 Baths, 2,709 Sf

MLS® # 1993319, 3 days, Offer-Show

Photo of Listing #1992522
New Listing

7677 Summerfield Drive, Middleton

$1,600,000 - 6 Beds, 5 Baths, 5,892 Sf

MLS® # 1992522, 4 days, Active

Photo of Listing #1993187
New Listing

6643 Columbus Drive, Middleton

$849,900 - 4 Beds, 3 Baths, 3,748 Sf

MLS® # 1993187, 4 days, Active

Photo of Listing #1991571
New Listing

6701 Cooper Avenue, Middleton

$475,000 - 4 Beds, 2 Baths, 2,006 Sf

MLS® # 1991571, 4 days, Active

Photo of Listing #1991383
New Listing

2110 East Street, Cross Plains

$475,000 - 4 Beds, 2 Baths, 2,150 Sf

MLS® # 1991383, 5 days, Offer-Show

Market Snapshot: Middleton/Cross Plains Schools

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
#107 - 8530 Greenway Boulevard - #107 $257,000 2025-02-14 1 1.00 1061 $242
82 Chequamegon Bay $920,000 2025-02-14 6 5.50 5690 $162
2609 Woodside Drive $445,000 2025-02-14 3 2.50 1707 $261
658 Windy Willow Road $205,000 2025-02-13 $
654 Rustic Rise Way $195,000 2025-02-13 $
655 Rustic Rise Way $210,000 2025-02-13 $
4515 Deering Trail $1,343,000 2025-02-10 5 3.50 4560 $295
6923 Maywood Avenue $387,500 2025-02-07 3 2.00 1200 $323
6985 Belle Fontaine Boulevard $416,000 2025-02-07 3 2.50 1435 $290
Lot 20 White Cedar Drive $265,000 2025-02-07 $
520 Windy Willow Road $798,427 2025-02-06 4 2.50 2875 $278
6706 Century Avenue $200,000 2025-02-05 $
#4 - 1002 Gammon Lane - #4 $200,000 2025-02-04 2 1.00 925 $216
4433 Northern Flicker Road $477,000 2025-02-03 3 2.50 1563 $305
3629 Marigold Circle $499,900 2025-01-31 3 2.00 1756 $285
9922 Autumn Breeze Road $760,000 2025-01-31 4 3.50 3036 $250
6972 Belle Fontaine Boulevard $420,000 2025-01-31 3 2.50 1435 $293
Lot 25 Ox Trail Way $345,000 2025-01-31 $
#108 - 6767 Frank Lloyd Wright Avenue - #108 $460,000 2025-01-31 2 2.00 1343 $343
676 Clear Pond Way $210,000 2025-01-31 $

MLS Stats for the District

Current Listings

  • With Accepted Offers: 34
  • Without Accepted Offers: 231
  • Total Active Listings: 265
  • % with Accepted Offers: 13%
  • Months of Inventory: 4.6

Sold 02/17/2024 - 02/17/2025

  • Total Sold Listings: 606
  • Highest Sold Price: $4,000,000
  • Lowest Sold Price: $69,900
  • Average Sold Price: $590,909
  • Median Sold Price: $530,000

* 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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