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$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
$399,900
3 Beds ⋅ 3 Baths ⋅ 2031490 MLS ⋅ ACTIVE UNDER CONTRACT Status
Freshly renovated 3-4 bedroom home offering 2 full bathrooms and 1 half bath in an easy to access ranch home. Numerous updates throughout, including all-new flooring, modern lighting fixtures and more. All bathrooms have been updated with fresh, contemporary finishes. The home features a functional layout with additional space to suit a variety of needs. The exterior deck has also been newly painted and is ready for outdoor enjoyment. Move-in ready and thoughtfully refreshed throughout—come see all this home has to offer!

844 Dunn Ave, Oregon
$999,900
5 Beds ⋅ 4 Baths ⋅ 2031393 MLS ⋅ ACTIVE Status
Experience refined luxury in The Legend at Bergamont with this impressive former parade home showcasing sophisticated finishes and breathtaking views! The front of the home overlooks hole #7, while the backyard offers peaceful pond views for a truly picturesque setting. Inside, the beautiful chef’s kitchen takes center stage opposite a striking floor-to-ceiling stacked-stone gas fireplace. 5 spacious bedrooms, an extended mudroom w/ laundry, and 2 flex/office spaces add exceptional everyday functionality. The finished walk-out LL is designed for entertaining with an impressive bar & 2nd gas fireplace. Outdoors, enjoy the views from the Trex deck or relax beneath the covered patio. A rare opportunity to own a truly stunning home in one of the area's most desirable communities!

1098 Brynhill Dr, Oregon
$649,900
4 Beds ⋅ 4 Baths ⋅ 2031318 MLS ⋅ ACTIVE Status
Privacy, nature & space right outside your front door! Nestled on a quiet dead-end street with private wooded park land & walking trails adjoining the property, this 4-bedroom, 3.5-bath home offers room to spread out in a beautiful, private setting. An inviting wraparound front porch welcomes you inside, where gleaming refinished hardwood floors run throughout the main level. The spacious layout features a bright front living room, formal dining room & kitchen with solid-surface counters, stainless steel appliances plus new double oven, fridge, dishwasher & microwave in 2022. The kitchen opens to a large family room with brick gas fireplace, while the four-season sunroom offers hardwood floors, vaulted ceilings & peaceful views. You'll love the tree-filled backyard that is peaceful and quiet. Major updates include a new roof in 2025, new insulated garage doors & furnace/A/C replaced in 2023. Desirable 3-car garage provides plenty of room for vehicles, toys, storage & more!

827 Ridge View Ln, Oregon
$655,000
4 Beds ⋅ 3 Baths ⋅ 2031037 MLS ⋅ ACTIVE UNDER CONTRACT Status
Custom feel + thoughtful updates + meticulous maintenance define this exceptional ranch home. Thoughtfully designed + ready to move in, this 4-bedroom split-design, 3-bath home features 9' ceilings, abundant natural light + a spacious finished lower level. The inviting kitchen offers granite countertops, center island, pantry + new appliances, opening to the great room with newly refinished hardwood floors, cozy carpet insert + gas fireplace. The primary suite offers a large walk-in closet, double vanity + tiled walk-in shower. Lower level highlights a generous family room, 4th bedroom, full bath, wet bar with custom walnut countertops + ample storage. Enjoy the upgraded low-maintenance deck—perfect for relaxing + entertaining without the upkeep while the 3-car garage features an epoxy floor. Updates include roof, water heater, garage doors/motors, washer/dryer + refinished flooring. Meticulously maintained with custom touches throughout, this home is ready to move in + enjoy!

856 Peace 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
$649,900
4 Beds ⋅ 3 Baths ⋅ 2030900 MLS ⋅ ACTIVE UNDER CONTRACT Status
Show 8/21. Beautifully updated 5-bedroom, 3-full-bath home in Oregon, WI! The main level features vaulted ceilings, new LVP flooring, a spacious kitchen with stainless steel appliances, granite counters, and island with breakfast bar, plus a formal dining room and convenient mudroom/laundry. The primary suite offers tray ceilings, dual walk-in closets, a tiled walk-in shower, and dual vanity. Finished lower level includes a rec room, wet bar, 2 bedrooms, and full bath. Enjoy the Trex deck, spacious yard, and attached oversized 2-car garage (30X25) with epoxy flooring! Conveniently located near downtown Oregon, Oregon Public Library, and multiple parks and walking trails!

949 Halcyon Days Ct, 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
$414,900
3 Beds ⋅ 2 Baths ⋅ 2030702 MLS ⋅ ACTIVE Status
Beautiful ranch home offering the perfect blend of comfort, convenience, and outdoor enjoyment. Stunning hardwood floors welcome you inside, while the remodeled kitchen is ready for everyday living and entertaining alike. Unwind in the spa-like bathroom, designed to feel like your own private retreat. Outside, enjoy a generous lot featuring cherry trees, apple trees, plum tree, raspberry bush, and plenty of room to garden, play, or relax. The new maintenance-free deck is perfect for summer gatherings and quiet mornings alike. A dedicated theater room, complete with all equipment included, provides the ultimate movie-night experience. The oversized 3-car garage offers ample storage and workspace. Conveniently located near shopping, restaurants, parks, and everyday amenities, this home combines thoughtful updates, beautiful outdoor spaces, and exceptional value. Roof '20/'21, Water Heater '21, Kitchen Appliances '22, Furnace & A/C '23!

187 Sterling 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
$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
$300,000
2 Beds ⋅ 2 Baths ⋅ 2029954 MLS ⋅ ACTIVE 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
$488,000
3 Beds ⋅ 3 Baths ⋅ 2029822 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step inside this beautifully updated and excellently maintained home featuring a vaulted, open-concept main level designed for comfortable living and effortless entertaining. The remodeled kitchen showcases rich cherry cabinetry, quartz countertops, a spacious island, and a stylish tile backsplash, while luxury vinyl plank flooring flows throughout the main living areas. A striking stone gas fireplace with a Heat & Glo insert creates a warm and inviting focal point.The spacious 19x17 addition offers flexible use as a sunroom, family room, or gathering space, complete with skylights that fill the room with natural light. Just beyond, the screened porch features versatile gel windows and is structurally designed to support an eight-person hot tub. All three BR and two full BA are conveniently located on the main level, along with main-floor laundry. The primary suite includes dual closets, an additional linen closet, and a private bathroom with a walk-in shower. New roof 2021.

425 Landover Dr, 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
$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 UNDER CONTRACT 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
$574,900
3 Beds ⋅ 3 Baths ⋅ 2028336 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac with a quiet neighborhood setting, this inviting two-story home offers nearly 2,500 square feet of above-grade living space, blending timeless character with functional design. Located just two blocks from Anderson Farm Park, outdoor recreation is close at hand, with expansive green space and a large dog exercise area providing convenient opportunities to walk, explore, and enjoy time outside. Inside, the spacious sunroom showcases exposed ceilings and walls, a beautiful 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 an ensuite bath with a double vanity and granite countertops. Two additional bedrooms provide comfortable living space, including one with vaulted ceilings and a distinctive arched window.

873 Peregrine 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

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.