Real Estate in Oregon, WI

Oregon homes are nestled in a village setting amidst a landscape of rolling hills and family farms, 7 miles south of Madison in South Central Wisconsin. Established in the mid-1800s, Oregon has grown steadily over time. The properties here are as varied as the town’s past; with historic downtown homes, mature neighborhoods, and modern homes and condos located along golf course greens.

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Oregon Real Estate Listings

61 Properties Found. Page 1 of 11.
Photo of Listing #2018286

5431 Lincoln Road, Oregon

$2,999,999

MLS® # 2018286, 211 days, Active

Photo of Listing #2032803

899 County Rd Mm, Oregon

$1,350,000 - 4 Beds, 4 Baths, 5,478 Sf

MLS® # 2032803, 28 days, Offer-Show

Photo of Listing #2021000

1053 Winged Foot Drive, Oregon

$1,275,000 - 5 Beds, 5 Baths, 6,638 Sf

MLS® # 2021000, 153 days, Offer-Show

Photo of Listing #2031393

1098 Brynhill Drive, Oregon

$999,900 - 5 Beds, 4 Baths, 3,281 Sf

MLS® # 2031393, 35 days, Offer-Show

Photo of Listing #2022796

4802 Country Meadows Road, Oregon

$949,000 - 4 Beds, 3 Baths, 4,030 Sf

MLS® # 2022796, 159 days, Active

Photo of Listing #2032196

1048 Brynhill Drive, Oregon

$924,900 - 5 Beds, 4 Baths, 3,581 Sf

MLS® # 2032196, 13 days, Offer-Show

Recent Sales in Oregon, Wisconsin

The Oregon Real Estate Market

Current Listings

  • With Accepted Offers: 26
  • Without Accepted Offers: 35
  • Total Active Listings: 61
  • % with Accepted Offers: 43%
  • Months of Inventory: 1.7

Sold 10/14/2025 - 10/14/2026

  • Total Sold Listings: 253
  • Highest Sold Price: $1,900,000
  • Lowest Sold Price: $94,000
  • Average Sold Price: $551,174
  • Median Sold Price: $491,998

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo


More about the Village of Oregon, WI 

An undeniable, small town vibe permeates the village of Oregon, just 7 miles from Madison. Oregon celebrates its small town roots each year at the Kiser park and carnival grounds, home to the village Summer Fest. The annual fair features a midway carnival, a softball tournament, dunk tank, tug of war, brat stand, a parade of bands - as well as a classic, car, truck, and bike show.

Oregon parks and green spaces are plentiful; local facilities include Lerner Conservation, Jaycee, Kiser, Bethel Greenacre, Scott Street, Thomson, and Town parks.

Oregon has its own school district which serves families in Fitchburg in addition to the residents of Oregon. Public schools include Brooklyn, Netherwood Knoll, and Prairie View Elementary – serving grades K through 4. Rome Corners Intermediate School serves the 5th and 6th grades, while Oregon Middle School serves grades 7 and 8. The high school, located on Perry Parkway, serves grades 9 through 12.

Choosing Real Estate in Oregon, WI

The real estate in Oregon offers a view of this Wisconsin village’s history. Main, Lincoln, Janesville, and Jefferson streets are home to a number of historic buildings and houses, several of which are on the National Register of Historic Places. Netherwood Heights is an established neighborhood with homes starting at accessible price points. The Windcrest and Alpine Meadows subdivisions offers newer construction. Golf course properties are also plentiful in Oregon, with the Bergamont golf course community offering spacious and modern options. 

Oregon, WI also features a wide variety of condos. The Villages of Foxboro is one popular condo community. At slightly higher price points are the Alpine Meadows and the Autumn Wood Greens golf course condos. Many of the units at the Autumn Wood Greens are standalone condos located next to the Foxboro Golf Course.

Check Out Our Oregon Neighborhood Guides

Our local real estate guides offer great insight into the available option within Oregon. Take a look at the different neighborhood links to learn more about the homes, parks, schools, and other features available around town.

Need more information about Oregon, WI real estate? We can help you buy or sell a house in the Dane County area. Create a custom home search to find more properties for sale in this area. Contact us online or by phone at 608-852-7071 for a free consultation.

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