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2001 Timber Lake Rd, Oregon
$625,000
4 Beds ⋅ 3 Baths ⋅ 2033369 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked among the trees on over an acre, this private ranch-style retreat offers comfort and natural beauty. Inside, a striking stone fireplace sets the tone for gatherings, while the sun-filled sunroom invites quiet moments overlooking the woods, stunning sunsets, and state capital views. The primary ensuite feels like a personal sanctuary with its own fireplace and deck access. The deck extends the living space outdoors, perfect for entertaining or simply enjoying the peaceful wooded backdrop. Evenings are best spent gathered around the built-in firepit under the stars. The walk-out lower level adds versatility with a welcoming family room and wood pellet stove along with space for games, recreation, fitness, and generous home office. Room to relax, recharge, and entertain. Wood floors, 2 fireplaces + wood burning stove, vaulted ceilings, an abundance of windows and 3-car garage! SF/dim/lot approx. - Buyer’s responsibility to verify. All pertinent info/docs are in MLS docs

2001 Timber Lake Rd, Oregon

5981 Purcell Rd, Oregon
$699,900
3 Beds ⋅ 3 Baths ⋅ 2033211 MLS ⋅ ACTIVE Status
Bring all offers and your vision, creativity, and TLC to transform this spacious home into one that reflects your own style. The setting and space are here-the home is ready for your updates and personal touches. A rare 5-acre retreat in an incredibly convenient location—just 6 miles from Oregon, Verona and the Beltline! The home is on 3 levels and offers 3400 sq ft. Two fireplaces and plenty of entertaining area. Once a Christmas tree farm, this unique property offers mature trees and a park-like setting. Two large outbuildings provide exceptional space for hobbies,storage,vehicles or a workshop. Inside, the expansive family room features an Endless pool, perfect for swimming exercise at home, plus additional exercise space and plenty of room to gather. relax and watch the big game. See the Drone view of land on the video tour link.

5981 Purcell Rd, Oregon

381 Cherry Wood Dr, Oregon
$449,900
3 Beds ⋅ 2 Baths ⋅ 2033003 MLS ⋅ ACTIVE Status
Showings Begin 10-15-2026 - Welcome home to this beautiful 3-bedroom, 2-bath property in the desirable Hickory Estates neighborhood. The spacious kitchen and dinette area offer plenty of room for everyday living and feature a walkout to the deck, perfect for outdoor dining and entertaining. Enjoy the large fenced backyard with ample space for recreation, gardening, or relaxing. The inviting living room provides plenty of natural light and easy access to outdoor living areas, while the cozy family room features a wood-burning fireplace, creating the perfect gathering space for family and friends. The spacious primary bedroom offers a comfortable retreat at the end of the day. Ideally located directly across from a park and just minutes from downtown Oregon, this home also provides convenient access to the community's extensive paved walking trails. Combining comfort, space, and a fantastic location, this home is ready for its next owner to enjoy. New Roof & Siding 2025, New A/C 2026

381 Cherry Wood Dr, Oregon

803 Liliana Ter, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2032906 MLS ⋅ ACTIVE UNDER CONTRACT Status
Set in Autumn Ridge - Oregon Subdivision this newer two-story has the light and flow buyers keep asking for. The open main level moves from a STUNNING granite kitchen with work island, breakfast bar and large pantry into a dining room crowned by a three-tier French vintage chandelier enhance by cathedral-ceiling + wrapped with sun-filled five windows leading to the patio and private fenced backyard. Settle in by the stone gas fireplace, pour a nightcap in the cocktail lounge/flex room, and drop everything in the custom rear-foyer mudroom area. 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 full bathrooms and second-floor laundry + the GORGEOUS primary suite offers two walk-in closets & a private full bath w/tile walk-in shower! The lower level is ready to finish with 8'+ ceilings, two egress windows, and a bathroom stub-in.

803 Liliana Ter, Oregon

899 County Rd, Oregon
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2032803 MLS ⋅ ACTIVE UNDER CONTRACT 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

6214 Knollwood Dr, Oregon
$599,900
4 Beds ⋅ 3 Baths ⋅ 2032732 MLS ⋅ ACTIVE UNDER CONTRACT Status
Tucked into the wooded Ravenoaks neighborhood, this spacious 4-bedroom, 2.5-bath contemporary style home offers privacy, mature trees, and a generous floor plan on a stunning 0.74 acre lot. The home features tall vaulted ceilings, a dramatic great room with an eye-catching wood burning fireplace, large bedrooms, primary suite with walk-in closet, loft, den/office, and finished lower level rec space. Enjoy the peaceful outdoors from the deck surrounded by mature hardwood trees, Raspberry bushes, an herb garden, and tons of wildflowers. The hardwoods provide a natural source of firewood for cozy evenings by the fireplace. A 3-car attached garage adds plenty of room for vehicles, hobbies, and storage. This tranquil setting remains conveniently close to Oregon's everyday necessities, including shopping, dining, schools, and more, with easy access to Madison.

6214 Knollwood Dr, Oregon

145 Dewey St, 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

329 Soden Dr, Oregon
$312,900
2 Beds ⋅ 1 Baths ⋅ 2032289 MLS ⋅ ACTIVE Status
Homeownership Looks Good on You! Your first home should feel like a place you’re excited to call your own. Welcome to 329 Soden Dr, a 2-bedroom, 1-bath ranch-style duplex with approximately 1,100 sq ft of comfortable, single-level living. The open floor plan and vaulted ceiling give the home a bright, spacious feel, while the walk-in closet adds storage where you need it most. An attached 2-car garage is a major bonus for Wisconsin winters, weekend projects and all your extra gear. Outside, the private fenced yard and patio give you your own space for grilling, gardening, pets or relaxing with friends. Easy to maintain and easy to enjoy, this home offers a great opportunity to leave renting behind, put down roots and start making a space truly your own.

329 Soden Dr, Oregon

377 Concord Dr, 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

363 Liberty Park Dr, Oregon
$670,000
3 Beds ⋅ 3 Baths ⋅ 2030637 MLS ⋅ ACTIVE UNDER CONTRACT 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

541 Union Rd, Oregon
$799,900
3 Beds ⋅ 2 Baths ⋅ 2030248 MLS ⋅ ACTIVE UNDER CONTRACT Status
A country property unlike the rest! Set on 22.08 acres, this unique 3-bedroom, 2-bath home offers an open multi-level design with vaulted ceilings, exposed wood accents and a distinctive sunken sound/living room. Relax in the spacious four-season room surrounded by windows and overlooking the beautiful backyard and countryside. Approximately 15 acres are tillable and currently rented for corn/soybeans. This awesome property has an attached 2-car garage, a 47x34 shop with concrete floor/insulated walls/heated/built in compressed air/ventilation system, with room for 2+ additional vehicles. Plus 2 additional equipment/storage buildings—ideal for hobbies, equipment, animals or projects. RM-16 Zoning offers agricultural and other rural uses, with additional possibilities subject to zoning/CUP approval. Horses allowed. Updates include furnace/AC 2024, windows 2025, water heater 2021. Mature trees even apple, plenty of room to make this property your own! Ultimate UHP Warranty Included

541 Union Rd, Oregon

358 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 2 Baths ⋅ 2029954 MLS ⋅ ACTIVE UNDER CONTRACT Status
Rare find! This 2-bedroom, 2-bath ranch condo offers easy one level living with vaulted ceilings, beautiful lvp floors, and a comfortable open feel with lots of natural light. The kitchen features brand-new appliances in 2026, along with an impressive list of recent updates including a new washer an dryer in 2025, furnace, A/C and water heater in 2024, and new roof in 2022. The spacious unfinished lower level offers plenty of potential for additional living space, with exposed windows and plumbing already in place for an additional bathroom. Enjoy the ease of low-maintenance condo living with the space, updates, and potential you've been looking for. Ranch condos like this don't come along often-don't miss this one!

358 Alpine Meadow Cir, Oregon

148 Alpine Meadow Cir, Oregon
$300,000
2 Beds ⋅ 3 Baths ⋅ 2028288 MLS ⋅ ACTIVE UNDER CONTRACT 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

546 Echo Valley Rd, Oregon
$789,900
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

1053 Winged Foot Dr, 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

1206 Tivoli Cir, 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! 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

1206 Tivoli Cir, 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

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.