Homes in Westwynde, Sun Prairie

The Westwynde real estate market is located north of Windsor Street a few blocks west of Highway 151 in Sun Prairie, Wisconsin. In this popular neighborhood you'll find a great selection of spacious homes with many upscale finishes. Many of these high-end homes are surprisingly affordable and offer a tremendous value for your real estate dollar. You can learn a lot more about the homes in Westwynde by continuing with our neighborhood property guide below.

View all homes for sale in Westwynde, Sun Prairie, WI below. Browse all recently sold listings, too. Want regular updates on the neighborhood real estate market? Sign-up with our website, and we'll send you updates when new Westwynde real estate listings are posted to the MLS.

All Westwynde Real Estate Listings

1 Property Found. Page 1 of 1.
Photo of Listing #2009487

1822 Cobblestone Court, Sun Prairie

$599,900 - 4 Beds, 4 Baths, 3,036 Sf

MLS® # 2009487, 105 days, Offer-Bump

Just Sold Westwynde Homes

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
1824 Chadsworth Drive $715,000 2025-12-22 4 3.50 4502 $159
643 Eddington Drive $470,000 2025-11-19 3 2.50 2199 $214
1847 Windemere Court $692,500 2025-11-14 4 3.50 4098 $169
1869 St Albert The Great Drive $548,500 2025-11-07 5 3.50 3227 $170
980 Norridge Drive $659,000 2025-10-01 3 3.00 3001 $220
888 N Thompson Road $421,000 2025-07-31 3 2.00 1810 $233
1834 Wallinford Drive $640,000 2025-07-17 4 3.50 3258 $196
1905 Steven Street $850,000 2025-07-11 4 3.50 4446 $191
2187 Essex Drive $580,000 2025-06-18 4 3.50 3434 $169
1889 Barrington Drive $559,000 2025-06-16 4 3.50 3449 $162
788 Broadway Drive $415,000 2025-06-06 3 2.50 2060 $201
1828 Wallinford Drive $575,000 2025-06-02 4 2.50 2352 $244
1872 Barrington Drive $657,000 2025-05-15 5 2.50 3040 $216
882 Eddington Drive $633,800 2025-04-23 4 2.50 4179 $152
1135 N Thompson Road $501,000 2025-04-17 3 3.00 2680 $187
1843 Chadsworth Drive $895,000 2025-03-14 4 3.50 3737 $239
2128 Steven Street $618,000 2025-02-05 4 4.00 2980 $207
793 Eddington Drive $775,000 2025-01-24 4 3.50 4733 $164

Key Westwynde Market Stats

Current Listings

  • With Accepted Offers: 1
  • Without Accepted Offers: 0
  • Total Active Listings: 1
  • % with Accepted Offers: 100%
  • Months of Inventory: 0.0

Sold 01/16/2025 - 01/16/2026

  • Total Sold Listings: 18
  • Highest Sold Price: $895,000
  • Lowest Sold Price: $415,000
  • Average Sold Price: $622,489
  • Median Sold Price: $625,900

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family

More about Westwynde Real Estate, Sun Prairie

Most of the homes in Westwynde were built around the year 2000. In this neighborhood you'll find a varied selection of two-story and ranch style homes which feature open floor plans and modern finishes. Imagine owning a 4 bedroom, 3 bathroom home with a chef's kitchen, formal dining room, living room, family room, and more finished family space in the lower level. Now throw in a beautiful deck overlooking a spacious back yard. You'll find many homes in the Westwynde neighborhood which fit this description. In Westwynde, many of the houses also come with three-car garages.

Neighborhood Amenities

The Westwynde subdivision offers excellent access to four local parks, including Orfan Community Park, Westwynde Park, Gateway Park, and Renstone Park. This neighborhood also offers excellent access to the local elementary and middle schools. Both schools are only minutes from home on the other side of Windsor Street. Royal Oaks Elementary is located at 2215 Pennsylvania Avenue. Prairie View Middle School is located at 400 N. Thompson Road. Commuting to and from this neighborhood is a breeze. Highway 151 and Interstate 90/94 are only a short drive down the road.

Westwynde Property Tip

Did you know you can view all recent neighborhood sales, accepted offers, and active listings without accepted offers in one handy view? All you need to do is click the "map view" tab located above the "just sold homes" table in the middle of this page.

Find Neighborhoods Near Westwynde Here

These neighborhoods offer a Sun Prairie address and a variety of real estate options throughout town. Take a look to gain insight into the current trends in each part of the community.

Thinking of selling or buying a home in Westwynde, Sun Prairie, Wisconsin? Whether you're buying or selling, we're here to assist you with professional real estate services. Contact us 24/7 for all of your Westwynde property needs.

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