$514,780Average Value$243Average Price per Sq Ft26Homes 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
Jennifer Elliott,
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 41 days on the market compared to the national average of 53 days. The median sale price for homes in Oregon, WI over the last 12 months is $475,988, down 2% from the median home sale price over the previous 12 months.
Showings start 1/15 Tucked away in the beautiful Ravenoaks neighborhood, this stunning home offers space, privacy, and peaceful views. Featuring 3 bedrooms, 2.5 bathrooms, and a rare 4-car garage, it sits on an expansive lot. Enjoy a tranquil backyard setting—perfect for morning coffee, evening unwinds, or watching the seasons change. The thoughtful layout provides flexible living spaces for
Rare propertunity with golf course views, extra parcel for expanded side yard, 3rd and 4th bedroom options in the Oregon School District. This ranch has the master bedroom on the main floor with a 2nd master suite in the lower level. Cooks’ kitchen offers enough space for all your favorite kitchen gadgets and space to prep for parties. Formal dining room flows into the living room with fireplace
Discover a home that blends modern updates with timeless comfort, plus the added benefit of a versatile outbuilding ideal for hobbies or storage! Inside you’ll find charming wood floors & 6-panel doors, contemporary light fixtures, & a shiplap accent wall in the primary bdrm. You’ll love the custom coffee bar, closet organizers in each bdrm, & finished LL designed for entertaining with a
Showings start Jan.30! Sun Filled ranch on a quiet cul de sac with an amazing lot! This beauty has so much to offer. New Kitchen, New Roof, New Siding, New Gutters and downspouts, New Fence, Remodeled bathrooms, Closet systems, New well pump and pressure tank, and the list goes on! Whether you are a first time homebuyer or downsizing this house will suit your needs. Need more space? The LL is
Showings start 1/15 Tucked away in the beautiful Ravenoaks neighborhood, this stunning home offers space, privacy, and peaceful views. Featuring 3 bedrooms, 2.5 bathrooms, and a rare 4-car garage, it sits on an expansive lot. Enjoy a tranquil backyard setting—perfect for morning coffee, evening unwinds, or watching the seasons change. The thoughtful layout provides flexible living spaces for
Prime development opportunity! This property on Lincoln Rd offers exceptional potential for builders and investors with ample acreage and convenient access to Hwy 14 and Hwy M. Ideally located near the new Library, Post Office, Bergamont Subdivision, and directly across from holes 13 and 14 of The Legend at Bergamont Golf Course, the site is perfectly positioned for a new subdivision,
Rare propertunity with golf course views, extra parcel for expanded side yard, 3rd and 4th bedroom options in the Oregon School District. This ranch has the master bedroom on the main floor with a 2nd master suite in the lower level. Cooks’ kitchen offers enough space for all your favorite kitchen gadgets and space to prep for parties. Formal dining room flows into the living room with fireplace
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 stone fireplace, while the gourmet kitchen delights with Amish-built
Stunning 5.7 acre ranch offering the perfect balance of peaceful country living and convenience, located in the highly sought after Oregon School District. This beautifully updated 5 bedroom, 3 full & 2 half bath home is thoughtfully designed for comfort, functionality, and entertaining. Featuring a private in-law suite with kitchen, two dedicated office spaces, laundry on both floors with main
New construction home nearing completion, designed with both style and functionality. The main level offers an open-concept floor plan with vaulted ceilings, a spacious great room with a cozy fireplace, 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. The finished lower level expands your living
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
Oregon's newest addition to Autumn Ridge. This quiet cul-de-sac street will offer 21 new homesites. Located just down the street from Oregon Schools this popular subdivision offers larger lots backing up to green space. Lots are scheduled to be ready for digging in June/July 2024 so don't hesitate to secure your new home site before they're gone.
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
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Discover a home that blends modern updates with timeless comfort, plus the added benefit of a versatile outbuilding ideal for hobbies or storage! Inside you’ll find charming wood floors & 6-panel doors, contemporary light fixtures, & a shiplap accent wall in the primary bdrm. You’ll love the custom coffee bar, closet organizers in each bdrm, & finished LL designed for entertaining with a
Welcome Home Bonus!Sign a lease within 24 hours of your showing to receive one month of rent free with a 12-month lease.Your new home is ready — let us help make your move easier.Terms and conditions apply. Offer valid for new leases only.Brand new one and two bedroom apartments located in Oregon. Each unit is equipped with stainless steel appliances, granite countertops and
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
**FIRST MONTH RENT FREE WITH A 12 MONTH LEASE!**(Promo applies to new tenants only)Tenant is responsible for gas, electric, internet & cable.Dogs (up to 40lbs) and cats are welcome for $40/month per pet and a $250 refundable pet deposit.Rental Requirements:1) 3X monthly rent income2) Credit Check3) Criminal background check4) Tenant rental
Fall in love with home again at Main Street Townhomes, Oregon, WI’s newest workforce housing community where charm meets convenience. Nestled in the heart of downtown, these spacious 3-bedroom townhomes offer a thoughtfully designed floorplan with high-end finishes, an attached garage, and generous storage — all tailored for households at 30–80% AMI. Opening in November 2025, it’s where
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.**
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 showcasing sleek black cabinets and a large stainless steel
Rare find Duplex in Oregon. Located in the heart of beautiful Oregon WI. 12 minutes from Madison. This Alterra Design Home features open floor plan, open kitchen, living room features big windows with great sunlight, large Quartz kitchen island, SS appliances, pantry, mudroom. Upper level primary bedroom, 2nd and 3rd bedroom. 2 Car garage. Private Patio and yard space. Minutes from Coffee shops,
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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.
