$532,210Average Value$249Average Price per Sq Ft41Homes 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.
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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.
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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.
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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.
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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.
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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.
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Written By
Tina Davis
Video By
Patrick Johnson
Interested in learning more about homes in this area?
Reach out to
Joshua Stevens,
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 44 days on the market compared to the national average of 56 days. The median sale price for homes in Oregon, WI over the last 12 months is $499,900, up 6% from the median home sale price over the previous 12 months.
This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. The property has a lot of rod iron touches by seller. A expansive 33'6"x22'6" garage fully insulated and recently sheet rocked and painted. The garage and second
Inviting 3 bedroom, 2.5 bath ranch located in the heart of Oregon! Situated on a desirable corner lot, this well maintained home offers comfortable main level living plus a finished basement with additional space for a family room, home office, or recreation area, along with plenty of storage. Step outside to enjoy the fully fenced backyard with a privacy fence, perfect for relaxing,
Looking for a low-maintenance lifestyle, but also craving something special that feels like home? This beautiful 2-bed, 2.5 bath townhouse, meticulously cared for by its original owner, delivers the quality touches that set it apart. Colorful perennials & an airy skylit foyer greet & invite you in. Its open floor plan is bathed in natural light & adorned w/elegant crown molding. Quartz
This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. The property has a lot of rod iron touches by seller. A expansive 33'6"x22'6" garage fully insulated and recently sheet rocked and painted. The garage and second
Opportunity awaits on this 5 acre property just south of Madison in the Town of Oregon. This classic foursquare farm house features spacious kitchen and dining room, four bedrooms and main level laundry. Several outbuildings on the property including the original barn, 3 car detached garage and two pole sheds provide multiple possibilities for storage, hobbies or animals. House and some
Amazing Oregon condo propertunity with park-like setting and all the kitchen updates you are looking for. Enjoy meals outside watching nature on the deck or the bump-out dining area. This 2-bed has exposed lower windows if you need to add more. The open floor plan makes it easy to entertain from the updated kitchen with maple cabinets and quartz counters breakfast bar to dining and into the
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
Opportunity awaits on this 5 acre property just south of Madison in the Town of Oregon. Several outbuildings on the property including the original barn, 3 car detached garage and two pole sheds provide multiple possibilities for storage, hobbies or animals. Includes a Foursquare farm house. House and some outbuildings are in need of some TLC. Property is also listed as Single Family. Seller is
Welcome home to this stunning custom-built 4-bedroom, 2.5-bath residence, where quality craftsmanship and thoughtful design come together seamlessly. Featuring beautiful upgrades throughout, this home offers an open and functional layout that's perfect for both everyday living and entertaining. The thoughtfully designed floor plan features expansive living spaces, a beautifully upgraded kitchen
Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already
Inviting 3 bedroom, 2.5 bath ranch located in the heart of Oregon! Situated on a desirable corner lot, this well maintained home offers comfortable main level living plus a finished basement with additional space for a family room, home office, or recreation area, along with plenty of storage. Step outside to enjoy the fully fenced backyard with a privacy fence, perfect for relaxing,
Showings start Friday on this exceptional custom home in Ravenoaks offering privacy, character & craftsmanship on a beautifully landscaped 1.28-acre lot near Paoli, the Badger State Trail & Oregon schools. This 4-bedroom, 2.5-bath home with a 3-car garage has been thoughtfully updated within the last six years, including hardwood floors, seamless steel siding with lifetime warranty, garage doors,
Looking for a low-maintenance lifestyle, but also craving something special that feels like home? This beautiful 2-bed, 2.5 bath townhouse, meticulously cared for by its original owner, delivers the quality touches that set it apart. Colorful perennials & an airy skylit foyer greet & invite you in. Its open floor plan is bathed in natural light & adorned w/elegant crown molding. Quartz
It's your lucky day!! This beautiful ranch style home is better than brand new; landscaping, pergola over patio, all window treatments are already in place for you. Meticulously maintained with pride of ownership evident. The foyer welcomes you to the bright, vaulted great room with gas fireplace, open to kitchen with breakfast bar, granite countertops, stainless appliances and dining area leads
Under Construction. Get ready to fall in love with your brand-new home on Autumn Blaze Court. Arriving in December 2026 is a stunning new construction by Alterra Design Homes. It offers the perfect balance of peace and proximity. Nestled on a scenic hill overlooking the Village of Oregon, you're just 15 minutes from the heart of Madison but worlds away from the noise.
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.
The Commons of Foxboro – Thoughtful Living in OregonWelcome to The Commons of Foxboro, a well-appointed apartment community in Oregon offering comfortable, connected living just minutes from Madison. Known for its family-friendly atmosphere, quiet neighborhoods, and strong sense of community, Oregon provides an ideal balance of small-town charm and convenient access to big-city
This spacious two story duplex in Oregon offers a comfortable and functional layout. The main level opens to a dining area that flows into a fully equipped kitchen. Just off the kitchen and dining area is a generous living room with access to a private deck and backyard. A convenient half bathroom and in unit laundry are also located on this level.Upstairs, you’ll find three bedrooms
3-bedroom, 1-bath side-by-side duplex in a welcoming, family-friendly neighborhood. The home features a recently remodeled kitchen with updated finishes, comfortable living spaces, and a private outdoor patio that is perfect for relaxing, grilling, or entertaining.A full unfinished basement provides generous storage space and includes a washer and dryer for added convenience. The property
Beautiful 3-bedroom, 2 1/2 bath townhomes for rent. 1,400 sq. ft. of living space, a two car garage, laundry hookups and storage on ground floor. Like-new apartment! Main floor has 9 foot ceilings, a huge living-dining room with gas fireplace, balcony, and fully appointed kitchen with breakfast bar, and a half bath. The second floor has a master suite with full bath and walk-in closet, and two
Welcome to 553 Sienna Glenn Way, a beautiful home nestled in one of Oregon's most desirable neighborhoods. This inviting residence offers comfortable living spaces filled with natural light, creating a warm and welcoming atmosphere throughout.The thoughtfully designed layout provides plenty of room for both everyday living and entertaining, while spacious bedrooms offer a relaxing
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