Oregon, WI Homes for Sale (74 Real Estate Listings)

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596 Hillcrest Lane, Oregon

$1,999,500

596 Hillcrest Lane, Oregon

5 Beds 4.5 Baths 12 Acres 5,678 SqFt Single Family MLS® # 2004673

Range price $1,999,500-$2,300,000. This stunning custom built home offers the best of city/country location. Only 4 miles to Fitchburg. This home features amazing attention to architectura...

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Active
694 Inverness Street, Oregon

$1,845,900

↓ $4,000

694 Inverness Street, Oregon

5 Beds 5.5 Baths 1 Acres 8,831 SqFt Single Family MLS® # 1985669

Welcome to your own slice of Tuscany! A truly remarkable Tuscan inspired estate nestled on a sprawling .73-acre lot which overlooks the 10th hole at the Legend Of Bergamont Golf Course. Step...

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Active
1329 County Road D, Oregon

$1,550,000

1329 County Road D, Oregon

6 Beds 4.5 Baths 4 Acres 5,519 SqFt Single Family MLS® # 2008593

Welcome to 1329 County Road D—your private gathering oasis just minutes from Madison and EPIC. Set on scenic acreage, this retreat features a full-size athletic pool with a lounge area and p...

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Active
457 Union Road, Oregon

$1,499,000

↓ $200,000

457 Union Road, Oregon

4 Beds 3 Baths 16 Acres 5,389 SqFt Single Family MLS® # 1998519

Welcome home to this stunning country estate on ±16 acres just outside Oregon and Brooklyn! This expansive 5,000+ sq ft all-brick ranch offers sweeping views, spacious rooms, and a smart ope...

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Pending
670 Inverness Street, Oregon

$1,250,000

670 Inverness Street, Oregon

5 Beds 3.5 Baths 0 Acres 5,729 SqFt Single Family MLS® # 2007482

Freshly painted and move-in ready, this extraordinary 5-bedroom, 6-bathroom custom home offers true resort-style living on the 10th hole at The Legends at Bergamont. Blending elegance with e...

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Pending
863 Augusta Drive, Oregon

$1,099,000

↓ $25,000

863 Augusta Drive, Oregon

4 Beds 4.5 Baths 0 Acres 4,504 SqFt Single Family MLS® # 2000014

Welcome to this exquisite 2-story home boasting over 4500 square feet of thoughtfully designed living space. With 4 spacious bedrooms and 4.5 baths, this home offers an ideal blend of elegan...

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Pending
625 Interlachen Avenue, Oregon

$1,019,900

↓ $55,100

625 Interlachen Avenue, Oregon

5 Beds 3.5 Baths 1 Acres 4,154 SqFt Single Family MLS® # 2007774

Elegant custom built ranch w/ incredible views of The Legend at Bergamont! This one of a kind home is meticulously coordinated w/ the finest appointments throughout! Gourmet kitchen w/ custo...

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Active
920 Carnoustie Way, Oregon

$999,900

920 Carnoustie Way, Oregon

5 Beds 3.5 Baths 0 Acres 3,557 SqFt Single Family MLS® # 2009201

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...

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Pending
1025 Brynhill Drive, Oregon

$925,000

1025 Brynhill Drive, Oregon

4 Beds 2.5 Baths 0 Acres 2,918 SqFt Single Family MLS® # 1999539

Completion date: October 1, 2025. Incredible custom built 2 story on the 6th hole at The Legend at Bergamont! This well appointed home offers an incredible gourmet kitchen with custom cabin...

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Pending
667 Ridge View Lane, Oregon

$895,900

↓ $94,000

667 Ridge View Lane, Oregon

4 Beds 4.5 Baths 0 Acres 4,076 SqFt Single Family MLS® # 2004762

Step into luxury in this custom built home perfectly designed w/elegance. Upgraded throughout from the Sunset pallet upgraded exterior finish, landscaping to the zero step entry, expansive r...

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Pending
581 Concord Drive, Oregon

$850,000

581 Concord Drive, Oregon

5 Beds 3.5 Baths 1 Acres 4,059 SqFt Single Family MLS® # 2009181

Show 10/3. Why settle when you can have it all? This home is a rare blend of comfort, space, & style—perfect for staycations, lively gatherings, or simply spreading out & working from home w...

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Pending
924 Brynhill Drive, Oregon

$845,000

↑ $195,100

924 Brynhill Drive, Oregon

4 Beds 3.5 Baths 0 Acres 3,777 SqFt Single Family MLS® # 1990955

Your Dream Home Awaits! Construction has started and estimated completion February 2026. This stunning 4-bedroom, 3.5-bath home is designed for comfort and luxury. Featuring a spacious kitch...

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Pending
New
131 Raquel Circle, Oregon

$825,000

131 Raquel Circle, Oregon

4 Beds 3.5 Baths 0 Acres 3,482 SqFt Single Family MLS® # 2006847

Nestled in The Legend of Bergamont gated community, this elegant home sits on a private cul-de-sac with sweeping countryside views. A grand entry opens to a bright living room with cherry bu...

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Pending
963 Brynhill Drive, Oregon

$819,000

↓ $20,900

963 Brynhill Drive, Oregon

5 Beds 3.5 Baths 0 Acres 3,366 SqFt Single Family MLS® # 2000697

Beautifully maintained Alterra Design Home in The Legend at Bergamont! This spacious 2-story offers an open main level with a gourmet kitchen, walk-in pantry, and high-end KitchenAid SS appl...

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Active
370 Riviera, Oregon

$769,900

370 Riviera, Oregon

4 Beds 4 Baths 0 Acres 3,352 SqFt Single Family MLS® # 1933122

Quality home built by Classic Homes of Madison at Bergamont! Walk to the new library, Bergamont Park and trail system, or golf at the Legend of Bergamont. Updates include new roof, gutters, ...

Lannon Stone Realty LLCLogo

Active
315 Liberty Park Drive Drive, Oregon

$749,900

↓ $20,000

315 Liberty Park Drive Drive, Oregon

4 Beds 2.5 Baths 0 Acres 2,847 SqFt Single Family MLS® # 2010216

Tucked on quiet Liberty Park Dr. this wonderful 2 story home is in "Move-In" Condition! Builders home... So many upgrades! From the moment you step onto the beautiful front porch you will fe...

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Pending
387 Kassander Way, Oregon

$747,209

387 Kassander Way, Oregon

5 Beds 3.5 Baths 0 Acres 3,740 SqFt Single Family MLS® # 2003327

New construction with estimated October 25' completion. Eldon Homes, your Hometown Homebuilder presents The Kennedy Plan! This beautiful two-story home features a 3-car garage and fully fini...

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Pending
4795 Eisenhower Street, Oregon

$745,000

4795 Eisenhower Street, Oregon

5 Beds 3.5 Baths 1 Acres 3,650 SqFt Single Family MLS® # 2007586

Minutes from Oregon’s downtown, this stunning 5 bed, 3.5 bath ranch sits on a .74 mature lot. Step inside to a true wow-factor: a dramatic floor-to-ceiling stone fireplace anchoring the open...

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Oregon, WI Real Estate Statistics

Average Price $586K
Lowest Price $77.9K
Highest Price $3.8M
Total Listings 105
Avg. Days On Market 132
Avg. Price/SQFT $248

Property Types (active listings)


As of October 27, 2025 there are 74 active Oregon, WI real estate listings for sale with an average listing price of $636,835. The highest-priced property listing is $1,999,500, while the lowest priced property can be purchased for $249,900. Oregon, WI homes for sale have an average price of $248 per square foot, based on listings with an average of 3.6 bedrooms, 2.8 bathrooms, and 2,609 square feet of living space.

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Oregon, WI Real Estate & Home For Sale

Welcome to Oregon, Wisconsin! We are a vibrant community located in the heart of Dane County. We are proud of our small-town feel and our close-knit neighbors. We offer a variety of recreational activities, including hiking, biking, fishing, and more. Visit Oregon, Wisconsin, a great place to live!

History of Oregon, Wisconsin

Oregon, Wisconsin, was settled in 1841 by Bartlet Runey, and the first house was constructed in 1843. Initially, the settlement was known as "Rome Corners," and a road south of the village still bears that name. When the Chicago and North Western Transportation Company came through the town in 1864, their maps indicated the word "Oregon," and the name was adopted. The village was incorporated in 1881. 

Oregon's downtown district is home to many historical buildings, including the Netherwood Block, the Badger Cycle Company, and the original water tower. The Red Brick School, one of the most different structures in the village, was built in 1922 and served as the high school until it was recently restored. It now houses the business offices for the Gorman Company. Oregon is also home to numerous businesses lining the west side of North and South Main Street.

Today, Oregon is a thriving community with a rich history. The historic downtown area is home to various shops and businesses, and the Oregon School District serves over 3,700 students. The community is also home to several parks and recreation areas, including the 150-acre Oven Island Park. Whether you're looking for a place to call home or a place to visit, Oregon, Wisconsin is sure to provide everything you need.

Demographics of Oregon, Wisconsin

Oregon is a village located in Dane County, Wisconsin. As of the census of 2010, the population of Oregon was 9,232. The town has a total area of 4.36 square miles and a population density of 2,088.5 inhabitants per square mile. The racial makeup of the village is 95.4% White, 1.2% African American, 0.2% Native American, 0.8% Asian, 0.2% Pacific Islander, 0.8% from other races, and 1.5% from two or more races. Hispanic or Latino of any race is 2.2% of the population. There are 3,589 households in Oregon, with an average household size of 2.58 persons. The median income for a home in the village is $60,102, and the median income for a family is $70,833.

The unemployment rate in Oregon is 3.2%, which is lower than the national average of 3.7%. The median home value in the village is $181,700, and the median rent is $935. The cost of living in Oregon is 7.8% higher than the national average.

Oregon, Wisconsin, is a great place to live, work, and raise a family. Oregon has something to offer everyone with its rich history, beautiful parks and recreation areas, and a strong sense of community. 

Things to do in Oregon, Wisconsin

You won't be disappointed if you're looking for things to do in Oregon or Wisconsin. There's something for everyone, whether interested in history, farming, golf, or just enjoying some delicious chocolate.

For history buffs, the Oregon Area Historical Society Museum is a must-see. It exhibits the area's early settlers and native people and the city's founding and development. If you're more interested in current events, the Farmer's Market is a great place to shop for local produce and meet some friendly Oregon residents.

Looking to enjoy the great outdoors? The Foxboro Golf Course is perfect for a round of golf, or you can explore one of the many hiking trails in the area. And in winter, the Oregon Ice Arena is a great place to skate or play hockey.

Food in Oregon, Wisconsin

If you're looking for a great food city, you can't go wrong with Oregon, Wisconsin. This quaint Midwestern town is home to some delicious restaurants, cafes, and bakeries. From hearty farm-to-table fare to gourmet pizzas and pastries, there's something for everyone in Oregon. And if you're looking for a unique culinary experience, check out the city's many food carts. These mobile kitchens offer various cuisines, from Korean BBQ to Mexican street food. No matter what your taste, you're sure to find something to love in Oregon. So come on down and enjoy the best that this city has to offer!

Parks in Oregon, Wisconsin

Oregan Parks and Recreations accommodate many beautiful parks. Bicentennial Park, located in Oregon, Wisconsin, is a lovely park that offers many activities for visitors. The park has a playground, a pavilion, and a walking trail. Visitors can also enjoy the view of the river from the park. Hillcrest Park is another excellent option for visitors to Oregon, Wisconsin. The park has a playground, a baseball field, and a basketball court. Kennedy Park is a great place to bring the family for a picnic. The park has a playground and plenty of space to run around. Town Park is perfect for visitors who want to take a walk or jog. The park has a walking trail and is also home to the Oregon Public Library. Raven Oaks Park is a beautiful park that offers stunning views of the surrounding area. The park has a walking trail and an open field perfect for picnicking. These parks are great options for visitors to Oregon and Wisconsin.

Schools in Oregon, Wisconsin

The Oregon School District is dedicated to providing a high-quality education for all students. The district serves the communities of Brooklyn, Netherwood, Prairie View, Forest Edge, and Rome Corners. The district's schools include Brooklyn Elementary, Netherwood Knoll Elementary, Prairie View Elementary, Forest Edge Elementary, Rome Corners Intermediate, Oregon Middle School, and Oregon High School. Each school provides a unique learning experience for students, and the district as a whole is committed to preparing students for success in college and their careers. Visit the Oregon School District website to learn more about the district's schools and programs. Thank you for your interest in the Oregon School District!

Why Oregon, Wisconsin?

Whether you're looking for a place to raise a family, start a business, or just enjoy the good life, you'll find it in Oregon, Wisconsin. Oregon is a great place to call home with its small-town charm, beautiful scenery, and friendly people. And with its convenient location just a short drive from Madison and Milwaukee, you'll have all the city amenities you need right at your fingertips. So why not come on over and see what Oregon has to offer? You might just fall in love with this charming city.