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$405,000
3 Beds ⋅ 2 Baths ⋅ 2032317 MLS ⋅ ACTIVE 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
$464,900
3 Beds ⋅ 3 Baths ⋅ 2030916 MLS ⋅ ACTIVE UNDER CONTRACT Status
Excellent one-owner home w/picturesque views in one of the most desirable neighborhoods in the heart of Oregon! This well maintained 3 bed, 2.5 bath home features 2 spacious living spaces & large eat-in kitchen on the main level. The family room has a fireplace for cozy relaxing evenings. Enjoy the expansive trex deck watching the sunsets and wildlife as the home backs up to beautiful public green space and pond. Upstairs boasts a generous primary suite w/full bath and large closet, 2 add'l beds & full bath. The basement is open & ready for your ideas featuring rear exposure with natural light and plumbed for another bath. New roof ('25), newer windows throughout, plus brand new carpeting and fresh paint on the main level. LVP to be added throughout the kitchen and hallway in early Oct. Main level laundry & substantial 3-car attached garage are added bonuses! Close to schools, parks, walking paths, and downtown Oregon. Easy commute to Madison, Epic, & everything the area has to offer.

137 Lynne Trl, Oregon
$365,000
2 Beds ⋅ 2 Baths ⋅ 2030772 MLS ⋅ ACTIVE Status
Well maintained sun-lit 2-bed/2-bath condo in the highly-rated Oregon School District featuring great space, wonderful views, and offers the perfect balance of comfort and convenience. The main living area boasts vaulted ceilings, oversized windows, a cozy gas fireplace, and walkout to the balcony deck overlooking the property. The kitchen has abundant cabinetry, a spacious island, and an adjoining dining area surrounded by a bay of windows. The generous primary suite features a large walk-in closet and private bath. A sizeable 2nd bedroom, full bath, six-panel doors, office nook & convenient main-floor laundry round out the main level. The unit offers private entry and large 2-car attached garage! Close to restaurants, coffee shops, shopping, schools, & multiple nearby parks. Easy commute to Madison, Epic, and everything the area has to offer.

377 Concord Dr, Oregon
$670,000
3 Beds ⋅ 3 Baths ⋅ 2030637 MLS ⋅ ACTIVE Status
Welcome to 363 Liberty Park Dr, an entertainer’s dream with space to gather, relax, and enjoy both inside and out! The main level features vaulted ceilings, a cozy gas fireplace, new carpet, main-level laundry hookups & a bright 4-season room that flows into the screened porch and overlooks the large, fenced-in backyard. Whether it’s summer cookouts, game days, evenings on the porch, or letting the pets run around the yard, this home was made for making memories. The finished lower level keeps the entertaining going with a spacious rec room, bar, electric fireplace, full bath, built-in shelving, and two bedrooms offering even more flexibility. There’s also a cedar closet, laundry area, ample storage, and convenient access to the garage. Tucked into a great Oregon neighborhood within walking distance to parks, restaurants, and trails, this home offers the space and setup to enjoy everyday living just as much as hosting a crowd!

363 Liberty Park Dr, Oregon
$749,900
4 Beds ⋅ 4 Baths ⋅ 2030583 MLS ⋅ ACTIVE Status
Brand new 4 bedroom 3.5 bath ranch home by Brian Anderson Homes. Ideal location at the end of a cul-de-sac in Autumn Ridge. Vaulted greatroom boasts gas fireplace, open kitchen/dining with island breakfast bar, quartz countertops and huge walk-in pantry. Main level laundry and mud room with built-in bench. Popular split bedroom design. Primary bedroom suite has walk-in closet and private full bath with double vanity. Finished lower level family/media room, BR4, full bath and ample storage. Estimated completion Sept 2026.

568 Autumn Ridge Ct, Oregon
$834,900
4 Beds ⋅ 3 Baths ⋅ 2030196 MLS ⋅ ACTIVE Status
Better than new, this 2023 Oregon ranch has been thoughtfully finished and upgraded since the day it was built. Step inside to an open, airy main level with wood floors that flow throughout and a great room made for gathering. The kitchen is a standout, featuring a large island, pantry, and quartz countertops, all opening naturally into the living and dining spaces. The primary suite is a true retreat with a walk-in closet and spa-like bathroom with walk-in shower. The main level laundry brings everyday convenience, and two additional bedrooms and a second full bath round out the level. Downstairs, the newly finished lower level adds serious value! The entire space is flooded with natural light, and features a rec room w/ wet bar, a fourth bedroom, a full bath, and an office. Out back, the patio with remote-control screened enclosure makes outdoor entertaining effortless, with easy access to patio and fenced yard. All this, with walking distance to library, parks and more!

435 Peterson Trl, Oregon
$415,000
3 Beds ⋅ 3 Baths ⋅ 2029687 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings 8/7. Exceptionally maintained 3 BR/ 3BA ranch situated on a quaint pond in Oregon! Step inside to discover a main level featuring a convenient mudroom with washer/dryer and access to 2 car garage. Kitchen has a breakfast bar and stainless steel appliances, and lot of pantry space. Cozy living room with a stone encased gas fireplace. Enjoy the deck overlooking pond and and large yard. The main bedroom hosts a walk-in closet and en suite with a walk-in shower. Lower level boasts garden views, an additional bedroom and bathroom, and ample unfinished storage space. Experience the perfect blend of comfort and natural beauty in this charming ranch home! Seller is a licensed Wisconsin Real Estate Agent. Basic UHP home warranty included.

746 Thompson Dr, Oregon
$799,900
4 Beds ⋅ 3 Baths ⋅ 2027077 MLS ⋅ ACTIVE Status
PRICED BELOW ASSESSED VALUE!!! This spacious ranch invites you to relax on 4.21 acres located on a peaceful cul de sac in a rural subdivision. A large open great room invites you to just come inside, sit by the fireplace, and look out the massive windows. Others might want to relax on the screened porch for a quick dip in the hot tub while overlooking the woods. The kitchen includes tons of cabinets surrounding the functional island, bright new tile, and updated fixtures. The primary suite feels like a relaxing spa with a large soaking tub, new tile shower, and stylish updates around the double vanity. The lower level makes entertaining easy around the large basement bar, relaxing by the pellet stove, or walk directly outside private deck. There’s room for a home office or workout area. The two legal bedrooms include large windows to bring in natural light. I could ramble on, but this rambling ranch speaks for itself. Schedule your showing today!

546 Echo Valley Rd, Oregon
$539,900
3 Beds ⋅ 3 Baths ⋅ 2026809 MLS ⋅ ACTIVE Status
Discover this stunning new home, designed with both comfort and style in mind. Boasting 1968 square feet of living space, this modern residence offers a spacious and open floor plan. The interior features three bedrooms, three bathrooms, and luxurious low-maintenance LVP flooring throughout. The brand new kitchen is a dream, complete with sleek stainless steel appliances, custom cabinetry with soft-close, with a large center island. Cozy up by the gas-burning fireplace on chilly evenings. Located on a peaceful street, this home is great for families with children, offering easy access to nearby schools. Don't miss this opportunity to make this beautiful new home your own!

1055 Autumn Blaze Ct, Oregon
$1,275,000
5 Beds ⋅ 5 Baths ⋅ 2021000 MLS ⋅ ACTIVE UNDER CONTRACT Status
Perfectly positioned on the Bergamont Golf Course, this stunning home offers some of the most breathtaking views in the community—overlooking the 10th & 18th fairways as well as the spectacular clubhouse. The gourmet kitchen is a true showstopper, complete with a large center island, high-end appliances including Sub-Zero, Viking and Thermador-perfect for the culinary enthusiast. The main living area is warm & inviting with gorgeous wood flooring, soaring vaulted ceilings, & a striking tiled fireplace that anchors the space. The walkout lower level is built for entertaining & enjoyment, offering a spacious family room, wet bar, wine room, dedicated entertainment space, & an exercise room. Stone fire pit area-perfect for outdoor gatherings.

1053 Winged Foot Dr, Oregon
$559,900
4 Beds ⋅ 4 Baths ⋅ 2020302 MLS ⋅ ACTIVE Status
Move-in ready and waiting for you! This beautifully maintained 4-bedroom, 3.5-bath home has been freshly painted and is ready to enjoy from day one. The bright, inviting main level offers comfortable living spaces and easy access to the deck—perfect for grilling, entertaining, or relaxing outdoors. Upstairs, you’ll find four spacious bedrooms, including a private primary suite with its own bath and generous closet space. The finished walkout lower level adds even more living space with a large family room, full bath, and backyard access—ideal for guests, movie nights, hobbies, or a game room. Outside, enjoy the versatile sport court/patio for basketball, pickleball, entertaining, and more. Conveniently located in the desirable Oregon community near parks, trails, shopping, dining, and Madison. Fresh, well cared for, and truly move-in ready—come take a look!

422 Oakwood Dr, Oregon
$420,000
2 Beds ⋅ 2 Baths ⋅ 2022950 MLS ⋅ ACTIVE Status
Thoughtfully updated condo that truly lives like a single-family home in a welcoming Oregon community! Enjoy a private entry and convenient 2-car attached garage, along with vaulted ceilings and abundant natural light throughout the inviting main living space. Upgraded lighting, new flooring, and an enhanced kitchen with added pantry cabinetry and butcher block counter add both style and function. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls. Conveniently located near parks, dining, local amenities, and with quick access to Madison.

1206 Tivoli Cir, Oregon
$949,000
4 Beds ⋅ 3 Baths ⋅ 2022796 MLS ⋅ ACTIVE Status
No showings until 5/13. Nestled in a serene, park-like setting, this 4,000+ sf rustic European-inspired cottage offers exceptional privacy surrounded by mature hardwood forest, perennial gardens, and spring wildflowers. Beautiful nature views of the landscaped terminal moraine can be enjoyed from nearly every window. The home showcases outstanding craftsmanship with custom cabinetry and millwork crafted from wood milled directly from the property, including red oak laundry cabinetry, a cherry primary bath vanity, quarter-sawn oak office shelving, oak kitchen bow window trim, a cherry built-in bookcase, and a walnut window seat. Modern conveniences include high-speed internet, a dedicated home office, and an easy commute—just 10 minutes to Oregon, 25 minutes to Madison. Additional 24’x40’ shop - basement features 220 volt outlets, equipped with 4" fine dust collection exhaust system for the artisan. The flagship property of this cul-de-sac. This is not just a home, this is a lifestyle.

4802 Country Meadows Rd, Oregon
$440,000
2 Beds ⋅ 3 Baths ⋅ 2021982 MLS ⋅ ACTIVE UNDER CONTRACT Status
Amazing Oregon condo propertunity with park-like setting and all the kitchen updates you are looking for. Enjoy meals outside watching nature on the deck or the bump-out dining area. This 2-bed has exposed lower windows if you need to add more. The open floor plan makes it easy to entertain from the updated kitchen with maple cabinets and quartz counters breakfast bar to dining and into the vaulted ceiling living room. The main level has two full bathrooms with the 3rd full bathroom in the lower level which also boasts a large family room. The unfinished area is perfect for a shop or other hobby. The level backyard and association area is perfect for cross-country skiing or playing yard games. Minutes from Madison and easy connections to the interstate.

357 Concord Dr, Oregon
$420,000
2 Beds ⋅ 2 Baths ⋅ 2019693 MLS ⋅ ACTIVE Status
Thoughtfully updated condo that truly lives like a single-family home in a welcoming Oregon community! Condo Fees are $200/month. Enjoy a private entry and convenient 2-car attached garage, along with vaulted ceilings and abundant natural light throughout the inviting main living space. Upgraded lighting, new flooring, and an enhanced kitchen with added pantry cabinetry and butcher block counter add both style and function. The main level offers easy everyday living, while the unfinished lower level is already prepped for future expansion with plumbing and framing in place. Major exterior improvements include professional drainage, French drains, and striking rock retaining walls. Conveniently located near parks, dining, local amenities, and with quick access to Madison.

1206 Tivoli Cir, Oregon
$749,900
4 Beds ⋅ 4 Baths ⋅ 2019010 MLS ⋅ ACTIVE Status
Under Construction. Get ready to fall in love with your brand-new home on Autumn Blaze Court. Arriving in December 2026 is a stunning new construction by Alterra Design Homes. It offers the perfect balance of peace and proximity. Nestled on a scenic hill overlooking the Village of Oregon, you're just 15 minutes from the heart of Madison but worlds away from the noise.

1044 Autumn Blaze Ct, Oregon
$829,900
4 Beds ⋅ 4 Baths ⋅ 2012675 MLS ⋅ ACTIVE UNDER CONTRACT Status
Proposed Construction: The Stonehaven by Eldon Homes, an exceptional 4-bed, 4 bath Customizable Craftsman two-story in one of areas premier golf-course communities. Featuring a 3-car garage and striking open-to-below great room, this home blends luxury with comfort. The gourmet kitchen offers solid-surface counters and a large island that anchors the main living area. A main-level office/flex room and mudroom add daily convenience. The primary suite offers a customizable bath and walk-in closet. Upper-level bedrooms are well sized with a full bath. Finished lower-level options allow for a gym, theater, wet bar, add Bedroom (640 sqft rec room included). Located in The Legend at Bergamot with top-tier golf, clubhouse, pools, courts, and a vibrant community lifestyle.

655 Cypress Way, Oregon
$365,000
3 Beds ⋅ 2 Baths ⋅ 2009766 MLS ⋅ ACTIVE Status
This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. A expansive 33'6"x22'6" garage fully insulated and sheet rocked and painted. The garage and second floor were added in 2015, 2016 and includes two bedrooms and a full bath with tiled walk-in shower. Enjoy the well lit heated 4-seasoned sunroom off the kitchen. New laminate tile flooring throughout. Major updates include 200-amp electrical service, 100-amp auxiliary panel in garage, furnaces #2, and central air(2x), new water heater, and all new finishes throughout. Property has been on the market for over a year due to unfinished projects not being completed in a timely manner and delayed installation of central air(2x) and furnace. All are done as well as updates completed based on a past inspection. Seller just reduced price drastically for a fast sale

507 Janesville St, 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.