9809 Trappers Trail, Madison
$4,500,000 - 7 Beds, 8 Baths, 11,292 Sf
MLS® # 1974648, 733 days, Offer-Show
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
- Under $100,000
- $100,000 - $200,000
- $200,000 - $300,000
- $300,000 - $400,000
- $400,000 - $500,000
- $500,000 - $600,000
- $600,000 - $700,000
- $700,000 - $800,000
- $800,000 - $900,000
- $900,000 - $1,000,000
- Over $1,000,000
347 Properties Found. Page 1 of 58.
New Listing
4713 County Road M, Westport
$3,850,000 - 4 Beds, 5 Baths, 6,311 Sf
MLS® # 2021146, 2 days, Active
4743 Delmara Road, Middleton
$3,500,000 - 4 Beds, 6 Baths, 9,019 Sf
MLS® # 2014199, 45 days, Offer-No Show
Lot 13 Glacier Forest Court, Middleton
$2,750,000 - 4 Beds, 5 Baths, 5,500 Sf
MLS® # 2014299, 109 days, Active
Market Snapshot: Middleton/Cross Plains Schools
| Address | Sold Price | Sold Date | Bed | Bath | Sqft. | Price Per Sqft |
|---|---|---|---|---|---|---|
| 7009 Fortune Drive | $325,000 | 2026-04-17 | 3 | 1.50 | 1390 | $234 |
| 6657 Wagtail Way | $659,600 | 2026-04-17 | 3 | 2.50 | 2060 | $320 |
| 6754 Frank Lloyd Wright Avenue | $730,000 | 2026-04-17 | 3 | 3.50 | 2816 | $259 |
| 49 Chequamegon Bay | $1,275,000 | 2026-04-16 | 5 | 3.50 | 5407 | $236 |
| 10102 Mosaic Way | $439,900 | 2026-04-16 | 4 | 2.50 | 1823 | $241 |
| 7146 Johann Farm Road | $599,900 | 2026-04-15 | 3 | 2.00 | 1577 | $380 |
| 3753 Coachman Way | $930,000 | 2026-04-15 | 5 | 3.50 | 3673 | $253 |
| 4205 Monarch Court | $720,000 | 2026-04-15 | 5 | 3.50 | 3415 | $211 |
| 4865 Scherbel Road | $760,000 | 2026-04-15 | 4 | 2.00 | 2574 | $295 |
| 6243 Middleton Springs Drive | $284,000 | 2026-04-15 | 2 | 2.00 | 1189 | $239 |
| 7387 Mineral Point Road | $310,000 | 2026-04-15 | 3 | 2.00 | 1736 | $179 |
| 7783 Martinsville Road | $349,550 | 2026-04-15 | 3 | 1.00 | 1512 | $231 |
| 4606 Signature Drive | $1,925,000 | 2026-04-14 | 5 | 5.50 | 8446 | $228 |
| #4 - 5542 Century Avenue | $250,000 | 2026-04-13 | 2 | 2.00 | 1060 | $236 |
| 5801 Taft Street | $430,000 | 2026-04-13 | 5 | 2.00 | 1668 | $258 |
| 1626 Meadowcrest Lane | $640,000 | 2026-04-13 | 3 | 2.50 | 2599 | $246 |
| 327 Clear Pond Way | $210,000 | 2026-04-10 | $ | |||
| 7726 Pamela Circle | $1,160,000 | 2026-04-10 | 5 | 3.50 | 4647 | $250 |
| 10114 Mosaic Way | $439,900 | 2026-04-10 | 3 | 2.50 | 1667 | $264 |
| 4494 Oak Valley Road | $1,150,000 | 2026-04-10 | 5 | 3.50 | 4716 | $244 |
MLS Stats for the District
Current Listings
- With Accepted Offers: 113
- Without Accepted Offers: 234
- Total Active Listings: 347
- % with Accepted Offers: 33%
- Months of Inventory: 4.4
Sold 04/20/2025 - 04/20/2026
- Total Sold Listings: 637
- Highest Sold Price: $4,600,000
- Lowest Sold Price: $115,500
- Average Sold Price: $646,462
- Median Sold Price: $557,000
* 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.
- Elm Lawn Elementary
- Glacier Creek Middle School
- Kromrey Middle School
- Middleton High School
- Northside Elementary
- Park Elementary
- Sauk Trail Elementary
- Sunset Ridge Elementary
- West Middleton Elementary
View Middleton Properties by Neighborhood
Our neighborhood profiles include current real estate trends and details about each part of town.
Middleton Neighborhoods
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.