Refine Search
Map
Sort by
$449,900
3 Beds ⋅ 3 Baths ⋅ 2029285 MLS ⋅ ACTIVE Status
Move-in ready 10/12/26. This Chelsea 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.

462 New Hampton Dr, Oregon
$589,000
2029268 MLS ⋅ ACTIVE Status
Whether you're looking for the ultimate hobby space or a functional headquarters for your business, this turnkey commercial condo is ready to impress! Featuring 8+ garage stalls with two oversized 18ft garage doors and soaring 20ft ceilings, there's ample room for fleet vehicles, equipment, RVs, boats, trailers, or a fully outfitted workshop. The thoughtfully finished interior offers all the comforts of home with a full kitchen, private office, bedroom, living area, and bathroom—making it ideal for contractors, small business owners, car enthusiasts, hobbyists, or anyone looking for the ultimate man cave. Move right in and enjoy a space that's perfectly suited for work, storage, recreation, or all of the above!

1090a Union, Oregon
$579,900
4 Beds ⋅ 3 Baths ⋅ 2029261 MLS ⋅ ACTIVE Status
Move-in ready 10/21/26 This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 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.

1083 Merri-Hill Dr, Oregon
$715,000
4 Beds ⋅ 3 Baths ⋅ 2027731 MLS ⋅ ACTIVE Status
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 with premium finishes, and a luxurious primary suite designed for comfort and relaxation. The finished basement features a welcoming recreation area, a convenient dry bar, and abundant storage, providing versatile space for entertaining and everyday enjoyment. Every detail has been carefully considered, creating a home that is as practical as it is beautiful.

300 N Bergamont Blvd, Oregon
$424,900
3 Beds ⋅ 3 Baths ⋅ 2026980 MLS ⋅ ACTIVE Status
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, entertaining, or pets. Conveniently located near parks, schools, shopping, and dining, this move in ready home is an excellent opportunity for first time buyers or those looking to downsize without sacrificing space or functionality. Schedule your showing today!

941 Foxfield Rd, Oregon
$379,900
3 Beds ⋅ 3 Baths ⋅ 2029012 MLS ⋅ ACTIVE Status
Delayed until 7/31! Here we have a beautifully updated stand alone unit where you will receive a level of independence rare for condos. The newly finished basement creates an additional bonus room (theater) and flex room (workout room), custom tiled bathroom adding plenty of additional living space to enjoy. The stamped concrete Patio backs up to the Hawthorne breeze (Green space) and wooded city owned property you receive a feeling of large yard space that ensures no future neighbors. The kitchen features a new tile black splash and all new appliances within the past 2 years, plus the seller is offering a 13 month UHP home warranty of $825 for extra peace of mind. Conveniently located in Oregon making commuting to East, West or Downtown Madison super easy.

530 Lexington Dr, Oregon
$379,900
3 Beds ⋅ 3 Baths ⋅ 2028986 MLS ⋅ ACTIVE Status
Delayed until 7/31! Here we have a beautifully updated stand alone unit where you will receive a level of independence rare for condos. The newly finished basement creates an additional bonus room(theater) and flex room(workout room), custom tiled bathroom adding plenty of additional living space to enjoy. The stamped concrete Patio backs up to the Hawthorne breeze(Green space) and wooded city owned property you receive a feeling of large yard space that ensures no future neighbors. The kitchen features a new tile black splash and all new appliances within the past 2 years, plus the seller is offering a 13 month UHP home warranty of $825.00 for extra peace of mind. Conveniently located in Oregon making commuting to East, West or Downtown Madison super easy.

530 Lexington Dr, Oregon
$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
$300,000
2 Beds ⋅ 3 Baths ⋅ 2028288 MLS ⋅ ACTIVE Status
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 countertops, high quality cabinets, & stainless appliances grace the kitchen. The dining area’s glass doors open to a private patio where sunrises & morning coffee are on the menu. Relax among lilies, irises, & hydragenas. Upstairs, the huge primary suite features a soaring cathedral ceiling, sitting area, walk-in closet, & bath. A generously sized 2nd bedroom sits next to its own full bath, w/convenient laundry nearby. Spotless LL offers storage or extra living space. Bath rough-in & egress window make future finishing easy. Close to charming downtown Oregon & walking paths. Short drive to Madison!

148 Alpine Meadow Cir, Oregon
$499,900
2028273 MLS ⋅ ACTIVE Status
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 selling AS-IS.

5 Acres Lincoln Rd, 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
$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
$450,000
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 offering the perfect blend of comfort and thoughtful design! 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 with access to the patio, making it ideal for everyday living and entertaining. 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. 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
$589,900
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
$249,900
2 Beds ⋅ 2 Baths ⋅ 2027274 MLS ⋅ ACTIVE UNDER CONTRACT Status
Accepted sight unseen offer.

498 Cledell St Unit 2, Oregon
$375,000
3 Beds ⋅ 2 Baths ⋅ 2027080 MLS ⋅ ACTIVE UNDER CONTRACT Status
Affordable homes w/ this much character, space, & outdoor potential don't come along often! This authentic Craftsman offers 3 beds, 2 baths, & over 1,500 sq. ft. of inviting living space filled w/ timeless character, original woodwork, hardwood floors, & abundant natural light. Gather in the spacious kitchen, let the conversation flow into the formal dining room or out to the back deck. A first-floor bedroom & full bath provide flexible space for guests, a home office, or main-level living. Upstairs, you'll find two additional bedrooms, a bonus room, & a primary suite w/ a sitting room or dressing area & ensuite bath. Start your mornings w/ coffee on the deck overlooking two parcels totaling a rare .26-acre lot w/ exceptional sunshine & endless garden potential. The heated pass-through garage is perfect for your next project, while the mostly fenced backyard offers room to play, entertain, & unwind. Walk to schools, parks, downtown shops, & an easy commute to Madison. UHP Warranty too!

135 Johnson St, Oregon
$399,900
3 Beds ⋅ 3 Baths ⋅ 2027181 MLS ⋅ ACTIVE Status
Welcome home to this charming 3-bedroom, 2.5-bath Colonial in one of Oregon's most desirable neighborhoods! Perfectly situated across the street from a public park and just a short walk to Rome Corners Intermediate School, this home offers an unbeatable combination of location and lifestyle. Inside, you'll love the fresh paint, brand-new carpet, open-concept kitchen, and abundance of natural light that fills the living spaces. Step outside to enjoy the spacious backyard and large deck, ideal for entertaining, relaxing, or letting pets and kids play. The unfinished basement is ready for your personal touch, offering endless possibilities for additional living space. Conveniently located just minutes from Bergamont Golf Course and only 15 minutes from the Madison Beltline, this home provides easy access to recreation, dining, and commuting. Don't miss your opportunity, this one won't last long!

617 Windward Way, Oregon
$99,900
2027172 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 (fees: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people who frequently travel or are in the area for part of the year. Walking path connects the neighborhood to large community park. The majority of lots have half or full basement exposure. Builder is offering lots 1-30, see assoc. docs.

1269 Tivoli Cir, Oregon
$825,000
4 Beds ⋅ 3 Baths ⋅ 2027077 MLS ⋅ ACTIVE UNDER CONTRACT Status
PEACEFUL cul de sac. PRIVATE wooded lot. PERFECT condition inside and out. This spacious ranch invites you to relax on 4.21 acres. The delightful great room invites you to just come inside, sit by the fireplace, and look out the massive windows. The kitchen includes tons of cabinets surrounding the functional island, bright new tile, and updated fixtures. The primary suite includes everything you need, including a large walk-in closet, soaking tub, new tile shower, and stylish updates around the double vanity. The lower level offers lots of options with a home office, two legal bedrooms, and a large family room with a pellet stove. Entertaining is easy around the large basement bar-- or, take the party outside with the walk-out door to the private deck. Others might want to relax in the 3-season room that includes another pellet stove, as well as a hot tub for a quick dip! I could ramble on, but this rambling ranch speaks for itself. Schedule your showing today!

546 Echo Valley Rd, Oregon
$249,500
2 Beds ⋅ 2 Baths ⋅ 2027071 MLS ⋅ ACTIVE UNDER CONTRACT Status
Desirable 2-bedroom, 2-bathroom condo in the Heather Grove Condominium Association offers the perfect blend of easy living and unbeatable location. Enjoy seamless access to Madison, the Beltline, and Highway 14, all while enjoying the quiet charm of Oregon, just an easy walk into town, local amenities, walking paths, dog park and green space. A zero-entry, first-floor layout with a private patio. At the heart of the floor plan is an open kitchen flowing directly into the living room and dinette. The kitchen boasts a pantry and breakfast bar. The primary suite serves as your private sanctuary, featuring a walk-in closet and bathroom with a walk-in shower. Additional features include an oversized attached one-car garage with secure, direct home access and a full-sized washer and dryer tucked away in a hall closet. The HOA fee includes hot water, water/sewer, and softened water, alongside standard lawn care, snow removal, trash pick-up, and common area insurance are also provided

965 Park St Unit 101, Oregon
$629,900
3 Beds ⋅ 3 Baths ⋅ 2026363 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this beautiful 3-bedroom, 2-bath ranch on a corner lot across from Liberty Park! Open-concept layout with vaulted ceilings, hickory floors, and a great room with gas fireplace. Kitchen features cherry cabinetry, quartz countertops, island with ample seating, and bar area with a wine fridge. Primary suite offers two closets, double sinks, separate vanity, and walk-in tiled shower. Off the kitchen, there is a spacious mudroom with built-ins, a walk-in pantry, laundry room, and 3-car garage. Enjoy outdoor living on the low-maintenance deck and patio! Features an unfinished basement with an egress window to add another bedroom and stubbed for a bathroom, with plenty of room to expand. Convenient location close to parks, schools, restaurants, and more!

301 Liberty Park Dr, Oregon
$1,250,000
2026817 MLS ⋅ ACTIVE Status
Turnkey standalone restaurant and bar now available in Oregon, WI - fully equipped and ready to operate from day one. All furniture, fixtures, and equipment are included in the sale, and the property holds an active liquor license from the Village of Oregon. The main dining and bar space spans over 4,300 sq. ft. with an open floor plan, private party room, and patio seating, plus approximately 1,500 sq. ft. of basement storage. Ownership is motivated to sell but will consider leasing to experienced, qualified operators. A rare opportunity to step into a fully built-out, licensed hospitality concept without the typical startup burden. Serious inquiries only.

830 Oregon Ctr, Oregon
$300,000
2 Beds ⋅ 1 Baths ⋅ 2025491 MLS ⋅ ACTIVE UNDER CONTRACT Status
Just 1½ blocks from downtown Oregon, this character-filled bungalow offers a walkable lifestyle with easy access to local restaurants, coffee shops, parks, the library, and community events. Refinished hardwood floors, an enclosed front porch, and an open floor plan create inviting living spaces filled with timeless charm. The lower-level bonus room offers flexibility for a home office, workout area, hobby space, or recreation room. Enjoy outdoor living with a private deck, fire pit area, and raised garden beds. Practical updates, including central air and a durable metal roof, add peace of mind. Detached garage and additional off-street parking. Whether you're purchasing your first home, looking to simplify, or searching for a property with personality and convenience, this home delivers both.

224 S Main St, Oregon
$599,900
3 Beds ⋅ 2 Baths ⋅ 2026693 MLS ⋅ ACTIVE UNDER CONTRACT Status
Experience open-concept luxury living in this beautifully designed home, where thoughtful details and elevated finishes create a warm, welcoming feel from the moment you step inside. Come for the arched doorways and brilliant Brazilian Teak floors, and stay for the 5KW solar panels - saving you hundreds annually! The chef’s kitchen featuring granite countertops, a spacious kitchen island, and seamless flow between the kitchen, dining, and living areas—perfect for everyday living, hosting holidays, or gathering with friends. Just off the main living space, the deck extends your entertaining options outdoors and features a sun sail for added shade and comfort on warm Wisconsin days.The owner’s suite offers a peaceful retreat with tray ceilings, a dual vanity, and an expansive walk-in closet with convenient laundry access. A full unfinished basement provides incredible potential, complete with a walk-out to the yard and thoughtfully placed windows that bring in natural light.

280 Drumlin Cir, Oregon

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.