Oregon Homes for Sale

Oregon Homes for Sale

Welcome to Oregon, a charming village nestled in the heart of Dane County, Wisconsin! This picturesque community is renowned for its welcoming atmosphere, vibrant local culture, and stunning natural beauty. With its close proximity to Madison, Oregon offers the perfect balance of small-town charm and easy access to urban amenities.

Oregon boasts a rich history, with roots dating back to the 19th century. Today, it’s a thriving community that prides itself on its excellent schools, beautiful parks, and a strong sense of community spirit. Residents enjoy a plethora of outdoor activities, from hiking and biking in the scenic trails to enjoying family picnics in the lush parks. The village also hosts a variety of events throughout the year, fostering connections among neighbors and celebrating local artisans and businesses.

For those considering a move, Oregon offers an enticing selection of homes for sale. Whether you’re searching for a cozy single-family home, a modern townhouse, or a spacious property with room to grow, you’ll find a diverse range of options to suit your lifestyle and budget. The real estate market in Oregon is thriving, making it an ideal time to invest in your dream home.

With its friendly community, excellent schools, and beautiful surroundings, Oregon, WI, is more than just a place to live; it’s a place to call home. Come explore the homes for sale in this delightful village and discover the perfect setting for your next chapter!

Newest Oregon Homes for Sale

$850,000
4 Beds ⋅ 3 Baths ⋅ 2026945 MLS ⋅ ACTIVE Status
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, front deck, remodeled bath & new furnace/A/C. Rich architectural details shine throughout with Craftsman-style staircase & fireplace & solid wood 5-panel doors, trim & baseboards. Floor-to-ceiling windows & skylights flood the home with natural light while showcasing stunning views, also enjoyed from the remodeled three-season sunroom. Designed for entertaining, the kitchen offers abundant cabinetry, storage & a convenient butler’s pantry. The private primary suite holds a surprise—secret doors leading to an incredible walk-in closet complete with its own dedicated laundry area.

6239 Trail Ridge Ct, Oregon
$1,195,000
6 Beds ⋅ 4 Baths ⋅ 2028669 MLS ⋅ ACTIVE Status
Showing Start Sat 7/25 at noon - This stunning ranch home delivers spacious, high-quality living with an excellent open floor plan. The home features 6 bedrooms and 4 full bathrooms. A highlight is the massive six plus car heated garage measuring over 1,500 square feet, providing exceptional space for vehicles, storage, and hobbies while remaining comfortable in all seasons. The main level includes a private suite in its own separate wing, along with a dedicated home office and workout room. The lower level boasts a large, sunny walkout basement complete with a custom home theater—ideal for entertaining and enjoyment. This property offers the privacy and presence of a gated-style home without the added taxes or ongoing fees. It is also barrier-free design directly from the garage. Set on beautifully landscaped grounds, the home is move-in ready and includes a 2-year UHP home warranty for added peace of mind. Combining thoughtful design, generous living space, and practical luxury.

980 Brynhill Dr, Oregon
$589,900
3 Beds ⋅ 3 Baths ⋅ 2028336 MLS ⋅ ACTIVE Status
This inviting two-story home offers over 2,000 square feet of above-grade living space, blending timeless character with functional design. The spacious sunroom showcases exposed ceilings and walls, a beautifully painted brick fireplace, and direct access to the private, fenced backyard surrounded by mature trees. The kitchen features warm wood cabinetry, granite countertops, a peninsula for additional seating, a new sink, and abundant storage. Upstairs, the primary suite includes a walk-in closet and ensuite bath with a double vanity and granite countertops, while two additional bedrooms provide comfortable living space, with one featuring vaulted ceilings and an arched window. A partially finished lower level offers flexible living space and generous storage, complemented by an attached two-car garage and thoughtful details like a convenient laundry chute from the primary suite.

873 Peregrine Cir, Oregon
$499,900
4 Beds ⋅ 2 Baths ⋅ 2028272 MLS ⋅ ACTIVE Status
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 outbuildings are in need of TLC. Property is also listed as vacant land. Seller is selling AS-IS.

5794 Lincoln Rd, Oregon
$525,000
4 Beds ⋅ 4 Baths ⋅ 2028131 MLS ⋅ ACTIVE Status
Welcome to this lovely home, tucked into a quiet Oregon neighborhood with all the updates you’ve been looking for! Gorgeous hardwood floors flow throughout the main level, with tons of natural light, a gas fireplace in the living room, and a vaulted ceiling in the family room, with easy access to your brand new deck. The spacious kitchen is bright and open, with stainless steel appliances and abundant cabinet and counter space. Upstairs features 3 spacious bedrooms, also with gleaming hardwood floors. The primary suite boasts a walk in closet, private views, and a beautifully updated bathroom. The lower level rec room is the perfect place to entertain, including another full bathroom. And the 4th bedroom has large windows and a huge closet! Updates include roof (2025), AC, Furnace, Water Heater, and Water Softener (2021), Windows (2017), professionally cleaned carpets, and more! Just steps to Merri-Hill Park and moments to downtown, this home truly has it all. Don’t miss it!

360 Landover Dr, Oregon
$465,000
4 Beds ⋅ 2 Baths ⋅ 2028121 MLS ⋅ ACTIVE UNDER CONTRACT Status
Discover the perfect blend of peace and tranquility in this meticulously updated ranch, ideally located just minutes from Oregon and Madison. Situated on an expansive lot with a newly installed metal fence, this home offers the desired amenities of modern living with none of the work. The interior boasts 4 spacious bedrooms and 2 well-appointed bathrooms. Significant mechanical updates provide peace of mind, featuring a brand-new roof (2025) and a high-efficiency furnace (2023). The heart of the home has been refreshed with classy kitchen updates. Step outside to your private oasis, complete with raised garden beds and a cozy fire pit perfect for entertaining. Don’t miss your chance to own this move-in-ready gem—schedule your private showing today!

1055 Glenway Rd, Oregon
$465,000
3 Beds ⋅ 3 Baths ⋅ 2028087 MLS ⋅ ACTIVE Status
Looking for a well-maintained ranch home in a great neighborhood? This 3 bed/3 bath home on 1/3 acre lot in the Oregon School District is it! The main level boasts an updated eat-in kitchen with granite counters and SS appliances, LVP flooring throughout much of the home, and newer carpet in the sizable living room and bedrooms. A substantial primary suite with a private full bath w/skylight, walk-in closet, walkout to deck, and a fireplace is an absolute highlight. The beautiful large 4-season sunroom w/fireplace and expansive deck are a must see! Two secondary bedrooms and full bath round out the main level. The lower level features a large rec room w/bar and wood burning stove, den/office, full bath, laundry room, and plenty of storage. The oversized 2-car garage is an added bonus! Updates include a new roof and furnace (22), newer appliances incl washer/dryer, and more! Located close to schools, parks, and an easy commute to Madison, Epic and everything the area has to offer!

855 Clover Ln, Oregon
$450,000
3 Beds ⋅ 3 Baths ⋅ 2028027 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home that's filled with natural light and inviting spaces from the moment you walk in. One of the standout features is the beautiful sun porch overlooking a private backyard with mature landscaping, the perfect place to enjoy your morning coffee or relax at the end of the day. The oversized primary bedroom offers plenty of room to unwind, while the finished lower level provides extra living space for entertaining, a playroom, home office, or whatever fits your lifestyle, plus excellent storage. The thoughtful layout makes this home feel comfortable, functional, and easy to enjoy.

489 Cherry Wood Dr, Oregon
$799,900
4 Beds ⋅ 4 Baths ⋅ 2027752 MLS ⋅ ACTIVE Status
Completion date: September 30, 2026. Exceptional custom built 4-bedroom home overlooking Foxboro Golf Club! This well appointed home offers an incredible gourmet kitchen with custom cabinets, quartz counters, stainless appliances, hidden walk-in pantry and center island with snack bar. Enjoy the sun filled great room with gas fireplace, large dinette leading to a patio and great view of the course. Master suite features large walk-in closet and private master bath with double vanity and tiled shower. The finished lower level expands your living space with a spacious rec room, 4th bedroom and full bathroom - perfect for guests or entertaining. LVP flooring, 2nd floor laundry, 3 car garage and more!

480 Foxfield Ct, Oregon
$435,000
4 Beds ⋅ 2 Baths ⋅ 2027678 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
$429,900
3 Beds ⋅ 3 Baths ⋅ 2027563 MLS ⋅ ACTIVE Status
Move-in ready 9/16/26. This Tribeca home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

456 Savannah Dr, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2027522 MLS ⋅ ACTIVE Status
Welcome home to this bright and inviting 4-bedroom, 2.5-bath home in a fantastic Oregon location! Filled with natural sunlight, the open and functional floor plan offers the perfect blend of comfort and style. The great room features vaulted ceilings and creates a warm gathering space that flows seamlessly into the dining area and kitchen, complete with quartz countertops and plenty of workspace. The finished lower level offers even more living space with a separate family room, wet bar, and cozy electric fireplace—perfect for relaxing or entertaining. Enjoy a spacious primary suite, attached garage, and backyard ideal for play or unwinding outdoors. Located just steps from a neighborhood park and playground, this home offers the perfect combination of convenience, community, and modern living.

195 Prairie Mound Dr, Oregon
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