Oregon Real Estate

Welcome to Oregon, Wisconsin – a charming village nestled in the heart of Dane County, just a stone's throw away from the vibrant city of Madison. Oregon boasts a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

With a population of around 10,000 residents, Oregon is known for its welcoming community and picturesque landscapes. The village is surrounded by lush greenery, offering ample opportunities for outdoor enthusiasts to explore its parks, trails, and recreational facilities. The scenic Badfish Creek and nearby parks provide perfect spots for hiking, biking, and picnicking, ensuring that nature lovers can enjoy the great outdoors year-round.

Oregon is also home to a thriving local economy, with a variety of businesses and services that cater to residents' needs. The village has a strong sense of community, highlighted by its numerous events and festivals throughout the year, such as the Oregon Area Community Band concerts and the beloved Oregon Strawberry Festival, which brings everyone together to celebrate the local culture.

Families will appreciate the highly-rated Oregon School District, which prides itself on providing quality education and a supportive environment for students. With a focus on academic excellence and extracurricular activities, the district is dedicated to nurturing the next generation.

Conveniently located just a short drive from Madison, Oregon offers easy access to all the amenities of a larger city while maintaining its serene, suburban atmosphere. Whether you’re looking for a peaceful retreat or a vibrant community, Oregon, Wisconsin, is the perfect place to plant your roots and create lasting memories. Come discover the charm of Oregon today!

Newest Listings in Oregon

$89,900

2032939 MLS ⋅ ACTIVE Status

1266 Tivoli Cir, Oregon

$434,900

2 Beds ⋅ 2 Baths ⋅ 2032927 MLS ⋅ ACTIVE Status

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 large park. Open-concept, ranch style homes have spacious living rms w/ direct deck access. Basements can be finished for extra living space & 3rd bed & bath. The majority of lots have half or full exposure in the basement. Multiple finish options & upgrades available. Builder is offering lots 1-30, see association docs.

1232 Tivoli Cir, Oregon

$599,900

4 Beds ⋅ 3 Baths ⋅ 2032906 MLS ⋅ ACTIVE Status

Set in Autumn Ridge, this 2020 Tim O'Brien-built two-story has the light and flow buyers keep asking for. The open main level moves from a granite kitchen with island and walk-in pantry into a dining room crowned by a three-tier French vintage chandelier, then into a cathedral-ceiling sunroom wrapped in five windows that opens right onto the patio and fully fenced backyard. Settle in by the brick gas fireplace, pour a nightcap in the cocktail lounge/flex room, and drop everything in the custom rear-foyer lockers. Crisp white cabinetry and trim plus east- and west-facing windows keep the whole house bright from morning to evening. Upstairs holds four bedrooms, two granite-topped baths, and second-floor laundry, with a spacious primary suite offering two walk-in closets, a walk-in shower, and golf course views. The full lower level is ready to finish with 8'+ ceilings, two egress windows, and a bath stub-in.

803 Liliana Ter, Oregon

$500,000

3 Beds ⋅ 1 Baths ⋅ 2032332 MLS ⋅ ACTIVE Status

Showings begin 9/19. Inviting home on just under 4 acres within the top-rated Oregon School District, just 20 minutes from downtown Madison. The fantastic open layout creates an easy flow for entertaining, gathering with friends, and everyday living. You’ll love the character throughout, with original accents, exposed brick, gorgeous hardwood floors, and stylish finishes. Spend warm weather days on the patio taking in peaceful views of the surrounding landscape, then make the most of your 3.92 acres with a vegetable garden, apple orchard, chickens, or even your own hobby farm. The possibilities are wide open, whether you want room to roam, space for outdoor projects, or a place to create something all your own. The spacious 30x40’ heated 4+ car garage offers plenty of room for vehicles, equipment, a boat, or your own workshop. A rare opportunity to enjoy country living with Madison just minutes away.

749 County Road Mm, Oregon

$1,350,000

4 Beds ⋅ 4 Baths ⋅ 2032803 MLS ⋅ ACTIVE Status

A rare opportunity to own a luxury retreat on +/-13ac just outside Oregon, WI. This secluded estate is surrounded by mature forest and abundant wildlife, offering a peaceful country feel minutes from town. The home features a chef's kitchen with Wolf and Sub-Zero appliances, a grand entry, and refined living spaces with uninterrupted views of nature. The finished lower level includes its own kitchen, full bath, and walkout to a paver patio. This property is perfect for entertaining or escaping the hustle of daily life. Two impressive outbuildings, a 56x40 and a 30x24, provide exceptional versatility, including a batting cage and indoor basketball court. A one-of-a-kind property blending privacy, recreation and luxury. Schedule your private showing today. Open House - Sat and Sun!

899 County Rd, Oregon

$429,900

4 Beds ⋅ 2 Baths ⋅ 2032685 MLS ⋅ ACTIVE Status

If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large living spaces offer a flexible floor plan and room for everyone to find their favorite spot in the home. Upstairs, a truly spectacular primary bedroom addition shines with vaulted ceilings, incredible natural light & and a large walk-in closet. If you love outdoor spaces, there are so many great options - a welcoming, lemonade-sipping front porch; a large, sunny deck; and a beautifully landscaped, fully fenced yard. Numerous updates, including windows, HVAC, and a newer garage! Incredible location - walking distance to parks, schools, and downtown Oregon.

145 Dewey St, Oregon

$299,900

2 Beds ⋅ 3 Baths ⋅ 2032677 MLS ⋅ ACTIVE Status

This inviting townhome offers spacious bedrooms, a generously sized primary suite, and the comfort of a full primary bath. The home has recently been refreshed with all-new flooring, giving the interior a clean, updated feel.The two oversized bedrooms provide plenty of room for furniture, guests, a home office, or additional living space, while the large primary suite offers a comfortable retreat with its own full bath. With its combination of generous room sizes, low price point and recent updates, this property offers a wonderful opportunity for buyers looking for space and move-in-ready appeal in Oregon.

326 Alpine Meadows Cir, Oregon

$405,000

3 Beds ⋅ 2 Baths ⋅ 2032317 MLS ⋅ ACTIVE UNDER CONTRACT Status

Terrific 3 bedroom 2 bath home with a unique floorplan and new windows in 2022; eat-in kitchen with stainless steel appliances opens to great room with vaulted ceiling and new sliding glass doors leading to a patio overlooking the large backyard which is fully fenced and includes a storage shed; Lower level has a generous second family room with home office or 4th bedroom option; An extra level offers ample storage space; attached 2-car garage with attic; walk into town from this convenient location!

280 Kierstead Ln, Oregon

$319,900

2 Beds ⋅ 1 Baths ⋅ 2032289 MLS ⋅ ACTIVE Status

Single-Level Comfort Meets Everyday Convenience. Enjoy the ease of single-level living in this welcoming 2-bedroom, 1-bath ranch-style duplex offering approximately 1,100 square feet of thoughtfully designed space. The open floor plan flows effortlessly from room to room, while a vaulted ceiling enhances the bright, spacious feel. Accessible features add everyday convenience, and a walk-in closet provides plenty of storage. An attached 2-car garage makes coming and going a breeze in every season. Step outside to the patio and private, fenced in yard, an ideal spot for morning coffee, summer grilling or unwinding at the end of the day. Comfortable, convenient and easy to enjoy, 329 Soden Dr is ready to welcome you home.

329 Soden Dr, Oregon

$575,000

2032203 MLS ⋅ ACTIVE Status

Calling all investors and owner occupants! Great opportunity to own a ranch-style side-by-side duplex in the heart of downtown Oregon. The 259 side has been gutted and completely redone, featuring new flooring and carpet, fresh paint, new doors and trim, new appliances and more—move-in ready for a new tenant or the perfect opportunity to live in one side while renting out the other! Major update with a new roof in 2024, plus one unit features a private, fenced-in backyard. Fantastic location just steps from schools, parks, pickleball courts, coffee shops, restaurants and everything downtown Oregon has to offer. Whether you're looking to add to your investment portfolio or offset your mortgage with rental income, this one is ready to go!

255-259 Park St, Oregon

$165,000

2032167 MLS ⋅ ACTIVE UNDER CONTRACT Status

Build the home you’ve been waiting for on this last remaining .28-acre residential lot in the Village of Oregon. Located on a quiet road in an established area, this homesite offers a great opportunity to create a home that fits your needs and style. Bring your own builder and enjoy the flexibility to design your future home from the ground up. Conveniently located within the Oregon School District and close to local parks, library, shopping, dining, walking biking/walking paths and all that the Village of Oregon has to offer. A great chance to secure a buildable lot in a desirable community with small-town appeal and easy access to the Madison area.

337 Kassander Way, Oregon

$460,000

3 Beds ⋅ 3 Baths ⋅ 2031908 MLS ⋅ ACTIVE Status

Built in 2020, this accessible ranch duplex in the Village of Oregon is within walking distance of the library and shopping and across the street from walking/biking trails. The main floor features a zero entry/no step in from the garage, an open concept floor plan with vaulted ceilings, and 2 bedrooms. The spacious lower level offers a large rec room, a 3rd bedroom, and plenty of storage. Catch the sunrise on the large east facing deck or enjoy the shade on a summer afternoon, overlooking the adjacent green space. Showings Start 9/11.

450 Ithaca Ct, Oregon

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