$509,502Average Value$246Average Price per Sq Ft27Homes For Sale
Suburban comforts with a small-town feel
Surrounded by miles of farmland and featuring a charming historic Main Street, Oregon provides a small-town atmosphere with the amenities and conveniences of modern suburbia. Located 11 miles south of downtown Madison, Oregon was originally settled in the 1840s and continues to expand outward towards the surrounding farmland. “All of Dane County has been growing, but Oregon is a great location because people can commute into Madison in 20 minutes and it’s also close to Stoughton,” says Ruth Wangerin, a broker associate with Stark Company Realtors who has sold homes across the Madison area. “It’s where people who work in the city can go to get away.” With a handful of restaurants and a grocery store, Oregon is mainly comprised of an array new and established homes that fan out from its quaint town center.
Welcome to Oregon, where residents like to stay active year-round.
Downtown Oregon is full of historic charm, including in its retail district.
1/2
Established homes near Main Street, with new subdivisions growing
Due to the area’s continued expansion, homes in Oregon encompass a wide range of build years and styles. Near the town’s historic Main Street, ranch-style homes and large Foursquares line the streets in tidy rows, surrounded by trees and framed by sidewalks. Further out, new subdivisions have cropped up with contemporary one- and two-story homes that sit on spacious half-acre lots with attached two-car garages. Some of these homes can cost upwards of $800,000, though there are also two-bedroom houses available in the lower $200,000s range, and the median for the area is close to $400,000. Homebuyers who can’t find a house that catches their eye can also build the custom home of their dreams, with plenty of available lots to choose from.
19th century Victorian homes can be found in on Main Street in Oregon, Wisconsin.
The Bergamot development in Oregon is one of the higher-end areas, with access to a golf course.
1/2
Excellent public education in the Oregon School District
Families can send their children to public schools in the Oregon School District. Kids might start out at Prairie View Elementary through the fourth grade before heading over to Rome Corners Intermediate for grades five and six; both schools receive an A-minus rating from Niche. Oregon Middle, which scores a B, prepares seventh and eighth graders to attend Oregon High. The high school also earns an A-minus and boasts a plethora of extracurriculars to boost its students’ resumes, from model U.N. and mock trial to bowling club and ski club.
Local teenaged students can attend Oregon Middle School.
Parents in Oregon can send their little ones to Prairie View Elementary School.
1/2
Commute into Downtown Madison in 20 minutes
Bordered to the east by US Highway 14 towards Highway 18, Oregon is just over 10 miles or a roughly 20-minute drive from Downtown Madison. With limited biking infrastructure and walkability, residents of Oregon are largely car dependent, but can get to their daily needs easily within town and commute into Madison for everything else, be it big-box shopping or UW Health’s University Hospital. When faraway destinations beckon, residents can take to the skies from Dane County Regional Airport, located approximately 30 minutes to the north.
Travel to the state capitol from Oregon is a breeze when you use Highway 18.
Oregon rates low on walkability, so most residents rely on cars.
1/2
Grab a bite at local restaurants along historic Main Street
Strolling down Main Street towards the heart of town, historic brick buildings with ornate facades spring up alongside the area’s 19th-century water tower, nicknamed “the tin man” by locals. This charming town center is populated by local businesses where owners know their patrons by name. Firefly Coffeehouse is the place to go to grab a quick coffee or relax in a comfortable lounge chair with a freshly baked pastry. There are plenty of spots to have a bite, such as Sonny’s Kitchen, a homestyle diner with a friendly feel. For after-dinner drinks, the Wine Reserve offers a chic spot to catch up over wine and a cheeseboard. For groceries and other daily goods, folks head north to the local Hy-Vee grocery store and Walgreens, open seven days a week.
Sonny's Kitchen is always busy on Sunday mornings, serving breakfast with a smile.
The Pizza Pit in Oregon has been around for over 30 years.
1/2
Parks for nature lovers, sports enthusiasts and four-legged friends
Oregon offers plenty of ways to get outdoors between its numerous outdoor parks. For a leisurely stroll past blooming wildflowers and around tranquil ponds, residents walk the 2-mile paved path at Lerner Conservation Park. Sports enthusiasts can be found at Kiser Fireman’s Park using its baseball diamonds, tennis courts, soccer fields or skate park. Golfers can book a tee time at the Legend at Bergamont, an 18-hole golf course designed by US Open Champion Andy North. Additionally, Oregon residents can bring their furry friends to Jon Blanchard Dog Park, where they can enjoy some off-leash exercise in the open air.
Jon Blanchard Dog Park in Oregon has two main fenced-in areas for pet owners to enjoy.
For birders in Oregon, Lerner Conservation Park has geese, sandhill cranes and more.
1/2
Written By
Tina Davis
Video By
Patrick Johnson
Interested in learning more about homes in this area?
Reach out to
Kelley Muselman,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Oregon, WI sell after 42 days on the market compared to the national average of 54 days. The median sale price for homes in Oregon, WI over the last 12 months is $480,000, consistent with the median home sale price over the previous 12 months.
Welcome to this cozy and well-maintained 2-bedroom condo in the desirable Heather Grove community of Oregon. Perfect for comfortable everyday living, this inviting home offers a warm and functional layout designed to make the most of the space. The bright living area flows effortlessly to a private back patio that overlooks a large open field, an ideal spot to enjoy your morning coffee, unwind in
Commuters, take note! Located just steps from Hwy 14 E, this 2-bedroom, 2-bath condo offers seamless access to downtown Madison while enjoying the charm of Oregon. Efficient floor plan, easy living, and an unbeatable location make this one a must-see.
Prime 18.5-acre development land opportunity in Oregon, WI located minutes from Madison in the path of growth between Oregon and the Bergamont area. This acreage offers outstanding future development opportunity for builders and investors seeking land with residential subdivision, multi-family, townhome, duplex, or estate-lot development potential. Positioned across from holes 13 & 14 of The
OPEN HOUSE ON SATURDAY 3/14 FROM 12-2. SUNDAY CANCELLED DUE TO WEATHER. Experience exceptional views overlooking the 3rd fairway of The Legend at Bergamont Golf Course from this stunning custom residence. Showcasing parade-quality craftsmanship and timeless design, the home features a handcrafted walnut entry door and an elegant exterior. The vaulted great room impresses with a floor-to-ceiling
This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 5-bed, 3.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center
Enjoy peace and tranquility in this wooded over 5 acre setting, yet so convenient & close to the Village of Oregon. First time on the market, this property built in 1992 has been beautifully updated with a gorgeous kitchen featuring large island, quality cabinets, quiet close and solid dovetailed drawers, double ovens, cooktop range, quartz countertops and pantry. Main level has oak hardwood
Seller is offering special incentive of $10,000 seller credit and Ultimate Home Warranty included for Buyers who close on or before 4/13/2026. Incredible opportunity to add value and peace of mind to your purchase! Set on 5.7 scenic acres in the highly sought after Oregon School District, this beautifully updated 5 bedroom, 3 full & 2 half bath ranch offers nearly 4,600 sq ft of thoughtfully
New construction nearing completion, designed with both style and functionality. The main level offers a spacious great room with a cozy fireplace, vaulted ceilings, a secondary bedroom, and a full bathroom. The owner’s suite is conveniently located on the main level and features a private bath and a walk-in closet. Finished lower level offers two additional bedrooms, large family room, a full
Prime 3.2-acre development opportunity in the Village of Oregon, WI! This PD (Planned Development)–zoned parcel offers flexibility with approved site plans that have included multifamily, duplex condos and a wide range of permitted uses. Ideal for developers and investors seeking a ready-to-advance project in a growing community. Utilities are available at the lot lines, providing a strong head
The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a
Every home tells a story — and The Chelsea was designed to begin a beautiful one. This two-story carriage lane home strikes a beautiful balance between charm and contemporary living. Step inside to an open, airy main floor that invites connection. From simple weeknight dinners to lively gatherings, this inviting layout makes every moment feel natural. Graceful yet grounded, The Chelsea feels both
Pick a room. Any room. And you’ll see more than enough to appreciate The Collette. Everything about it is open. The foyer opens to the living room which opens into the dining room which opens into the kitchen. Yet, not an inch of space is wasted. It’s time to open your heart and make The Collette your home. All prices, promotions and specifications are subject to change at any time without notice
Move in ready. Healthy, Energy-Efficient, NEW Construction, built for the way YOU live! The Lavender home plan offers an open concept on the main level with a beautiful open concept layout, cozy fireplace, and finished basement. The split ranch layout offers privacy in the primary suite and en suite bath with tiled shower. The finished basement features a huge family room plus an additional large
Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.
Welcome Home Bonus!Secure your new home by signing your lease within 24 hours of your showing and beginning your lease by April 1 to receive one month of rent complimentary with a 12-month lease.Your next chapter starts here — let us make your move effortless.Terms and conditions apply. Offer valid on new leases only.Brand new one and two bedroom apartments located in Oregon.
Townhomes with an open floor plan in scenic Oregon, WI. With a world-class golf course, exclusive clubhouse and swimming pool right down the road, you're just minutes from a lifestyle of luxury.
Nestled in the Village of Oregon, the Prairie Brook Apartments are in a great location for families, young professionals, retirees and more! There are many local parks nearby and the Jon Blanchard Dog Park is just minutes from your door. This new construction complex features many desirable amenities including on-site office, fitness center, community room, gazebo, grilling area and more. Each
Available now! These thoughtfully designed apartments have a lot to offer including key fob entry, full kitchens with stove, refrigerator, dishwasher, and microwave, private balcony, full bathrooms, and in-unit washer and dryer. No need to worry about parking, as off-street parking is available for your convenience.
This upper floor 2 bed, 1 bath unit is in a great location close to vibrant downtown Oregon and walkable to Oregon School District schools. Enjoy nearby restaurants and shopping, while also being conveniently located near the highway for easy commuting to Madison. The well-maintained brick building features units with a massive kitchen, beautiful hardwood floors throughout most of the unit, and 2
Two bedrooms one bath, right next to the Oregon Schools. Heat and water included.A/C unit. Washer and Dryer hook-ups in the basement.Walking distance to parks.Storage Locker included with rent1 dog under 35# or up to two cats allowed. The Pet fee is $45/month.Rental requirements:good credit score.Gross income must be three times rent.Good rental
Beautiful townhomes located in Oregon WI. Easy access to the HWY, yet in a quiet area. All units come with attached 1.5 car (Shotgun Style) garage.No pets.**The appearance of the unit may vary slightly. We strongly encourage viewing the unit in person before signing any lease agreement. Opting to skip a showing is entirely at the renter's discretion.**
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
