Homes for Sale in Oregon, WI
Find Your Home in Oregon, WI
Oregon sits about 11 miles south of downtown Madison, close enough for a 20-minute drive up US-14 but far enough to keep its own historic downtown, village parks and hometown events. Buyers here find everything from 1800s homes near Main Street to brand-new construction on the edges of the village, all within the Oregon School District.
Oregon at a Glance
- Location: Southern Dane County, about 11 miles south of downtown Madison via US-14
- Commute: Roughly 20 minutes to downtown Madison; Fitchburg and Verona are a short drive away
- Population: 11,179 (2020 Census)
- Schools: Oregon School District
- Home prices: Median sale price of about $500,000 over the past 12 months (Homes.com, September 2026)
Oregon Neighborhoods and Homes
Oregon’s housing ranges wider than most buyers expect for a village its size:
- Historic downtown: Victorian homes, Foursquares and bungalows on the blocks around Main Street and Janesville Street, walking distance to local shops and the village’s landmark water tower.
- Bergamont: A higher-end neighborhood built around The Legend at Bergamont, an 18-hole golf course.
- Highlands of Netherwood: Newer construction from builders including Lennar, next to the Highlands of Netherwood park and its paved path.
- Established subdivisions: One- and two-story homes built over the past several decades, many close to parks and paved trails.
- Town of Oregon: The rural town surrounding the village offers acreage, hobby farms and country lots with Madison still within easy reach.
Oregon School District
Oregon is served by the Oregon School District, which also covers parts of Fitchburg and the village of Brooklyn. District schools include:
- Netherwood Knoll Elementary and Prairie View Elementary (Oregon)
- Brooklyn Elementary (Brooklyn)
- Forest Edge Elementary (Fitchburg)
- Rome Corners Intermediate School
- Oregon Middle School
- Oregon High School
School assignments depend on the specific address, so check with the Oregon School District before you make an offer.
Parks, Trails and Things to Do
- Anderson Farm County Park: Woodland and prairie trails, picnic areas and a dog park.
- Keller Alpine Meadows Park: More than 100 acres of wetlands, wildlife habitat and a 2-mile paved path.
- Lerner Conservation Park: 65 acres of grassland trails.
- Jaycee Community Park: Pickleball courts, ball diamonds and fields.
- Jon Blanchard Dog Park: 9 acres with separate areas for large and small dogs.
- Oregon Summer Fest: The village’s annual summer festival at Kiser Fireman’s Park.
- Badger State Trail: A 40-mile bike trail from Madison to the Illinois border, a short drive west of the village.
Our Favorite Spots in Oregon
A few downtown places we recommend to every client who’s touring Oregon:
- HERS Sushi Bar and Ramen (108 Janesville St.): Handcrafted sushi, ramen, rice bowls and teriyaki, plus sake and Japanese beer.
- Firefly Coffeehouse (114 N. Main St.): Specialty coffee, tea, fresh bakery items and lunch, right on Main Street.
- The Wine Reserve (113 N. Main St.): A relaxed wine bar with a self-serve wine wall, craft beer and a full bar.
Frequently Asked Questions
How far is Oregon, WI from Madison?
Oregon is about 11 miles south of downtown Madison. Most drives take around 20 minutes via US-14.
What school district serves Oregon, WI?
The Oregon School District serves the village, along with parts of Fitchburg and Brooklyn. Confirm the schools for a specific address with the district.
How much do homes cost in Oregon, WI?
The median sale price has been about $500,000 over the past 12 months, with older homes near downtown often listing lower and new construction and golf-course homes in Bergamont listing higher. Call me for current numbers on the neighborhoods you’re considering.
Is Oregon a city or a village?
Oregon is a village. The separate Town of Oregon surrounds it and is mostly rural, with larger lots and acreage.
Thinking About Oregon?
Whether you’re buying your first home near downtown or selling in Bergamont, I can walk you through recent sales and what’s coming on the market. Schedule a call or call me at 608.370.4020.
Also exploring nearby? See homes in Fitchburg, Verona, Stoughton and Madison.
