Cherrywood Homes in Middleton

If your property search is focused on spacious and unique homes in Middleton, WI, Cherrywood real estate is a great place to begin. There is great variety in the style, size, and price of homes in Cherrywood. All are located close to shopping, restaurants, and business parks, while maintaining a country feel. Portions of the subdivision feature contemporary designs and large parcels of land which offer private and natural settings. Other sections contain homes dating back to the 1970s. More recent construction, and even new construction is available here. You can learn a lot more about the properties in the area by browsing the complete inventory of Cherrywood real estate listings below.

If you'd like more information about this unique Middleton neighborhood, please keep reading our Cherrywood property guide below. Signing up with our site is free and easy to do. You'll be able to create customized searches and tell us exactly what you're looking for. Let us help you find the home in Cherrywood that is the perfect fit for you. Register now.

Real Estate in Cherrywood, Middleton WI

3 Properties Found. Page 1 of 1.
Photo of Listing #1994136

3638 Welcome Drive, Middleton

$1,400,000 - 5 Beds, 5 Baths, 4,082 Sf

MLS® # 1994136, 23 days, Active

Photo of Listing #1992973

3553 Richie Road, Middleton

$779,000 - 5 Beds, 4 Baths, 4,236 Sf

MLS® # 1992973, 30 days, Active

Photo of Listing #1992315

3626 Welcome Drive, Middleton

$1,179,000 - 3 Beds, 4 Baths, 3,610 Sf

MLS® # 1992315, 57 days, Offer-Show

Cherrywood Sold Listings

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
3598 Mathias Way $600,000 2025-01-03 3 3.50 2794 $215
3612 Richie Road $585,000 2024-11-15 3 3.00 3634 $161
Lot 17 Welcome Drive $315,000 2024-11-06 $
7823 Ox Trail Way $705,000 2024-10-01 4 2.50 3440 $205
3647 Vickiann Street $785,000 2024-09-20 4 3.50 3500 $224
7795 Cherry Wood Lane $745,000 2024-08-30 5 3.50 5189 $144
7798 Cherry Wood Lane $687,500 2024-08-05 5 3.50 3191 $215
3595 Richie Road $892,200 2024-07-25 5 3.50 4545 $196
3767 Caribou Road $417,000 2024-06-20 3 2.50 1806 $231
7786 Betsy Lane $795,000 2024-06-14 4 4.00 4264 $186
3541 Harper Court $1,060,000 2024-06-05 4 3.50 3500 $303
3608 Mathias Way $575,000 2024-05-28 4 4.00 3790 $152

Cherrywood Real Estate Trends

Current Listings

  • With Accepted Offers: 1
  • Without Accepted Offers: 2
  • Total Active Listings: 3
  • % with Accepted Offers: 33%
  • Months of Inventory: 2.0

Sold 03/22/2024 - 03/22/2025

  • Total Sold Listings: 12
  • Highest Sold Price: $1,060,000
  • Lowest Sold Price: $315,000
  • Average Sold Price: $680,142
  • Median Sold Price: $696,250

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family

More Cherrywood Real Estate Information

Cherrywood includes a wide range of properties suited for a variety of budgets and preferences. Many houses here are built on large wooded lots which offer plenty of shade and privacy. Portions of neighborhoods floor plans typically include 4 to 6 bedrooms and more than 4,000 square feet of finished living space. Features such as granite counter tops, hardwood floors, and cathedral ceilings are common. The properties in Cherrywood are surrounded by ample green space, parks, and golf courses. Goth Park, Pioneer Park, and the Tumbledown Trails Golf Course are all easily accessible from the neighborhood. Many other outdoor destinations are just minutes away by car. West Middleton Elementary, located at 7627 W. Mineral Point Road, is also just a stone's throw from home. 

Browse Neighborhoods Near Cherrywood

Learn more about the variety of options in Middleton by viewing our neighborhood profiles.

Need to speak with a REALTOR®? We're here to help you with any of the homes for sale in Cherrywood, and other homes in Middleton, WI. Get in touch with us anytime.

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