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$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
$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
$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
$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
$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
$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
$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
$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
$244,900
2 Beds ⋅ 2 Baths ⋅ 2025721 MLS ⋅ ACTIVE Status
Lovely, bright second floor condo featuring vaulted ceilings, new roof (2026)and new skylight with in-window blinds (includes remote) in kitchen, double pantry, gas fireplace in living room with deck from patio door, in unit laundry with stackable washer and dryer, large primary suite with walk-in closet and private bath, plus second bedroom/flex room and main hall second bath. Surprisingly, there is a lot of storage in the unit. One car attached garage, so no worries about the weather:) Newer Champion windows in bedrooms with transferable warranty.This affordable condo is less than paying rent and in a 20 unit association. Built by Ed Hefty Construction.

494 Cledell St Unit 4, Oregon
$674,900
4 Beds ⋅ 3 Baths ⋅ 2025719 MLS ⋅ ACTIVE Status
It's your lucky day!! This beautiful ranch style home is better than brand new; landscaping, pergola over patio, all window treatments are already in place for you. Meticulously maintained with pride of ownership evident. The foyer welcomes you to the bright, vaulted great room with gas fireplace, open to kitchen with breakfast bar, granite countertops, stainless appliances and dining area leads to rear yard overlooking park. Then the main level laundry/mudroom from 3 car garage (insulated & drywalled) and popular spilt bedroom plan with primary suite, walk-in closet and lovely bath on one side and two bedrooms and full bath on the other side and all with beautiful hardwood floors, this rounds out the main level!! The lower level does not disappoint: spacious family room with second gas fireplace, a fourth bedroom, flex room , full bath and lots of storage space! The lower level was completed by the builder so quality through out. Sprinker System too!

965 N Perry Pkwy, Oregon
$349,900
3 Beds ⋅ 2 Baths ⋅ 2025257 MLS ⋅ ACTIVE Status
Welcome home to this spacious end-unit condo offering over 1,900 square feet of living space in the sought-after Oregon community. This well-maintained home features soaring vaulted ceilings that create an open, airy feel throughout. The thoughtful floor plan includes newer LVP flooring, 3 spacious bedrooms, and separate dining room with access to a private patio. Attached 2-car garage offers convenience and extra storage. The unfinished basement is ready for your ideas, featuring drywall, rough-in plumbing, and an egress window. Desirable location near walking trails, public library, and downtown Oregon.

245 Alpine Meadow Cir, Oregon
$235,000
2 Beds ⋅ 2 Baths ⋅ 2025255 MLS ⋅ ACTIVE UNDER CONTRACT Status
BEST PRICE FOR A CONDO IN OREGON. End unit, nice views from windows, attached 1 car garage. Spacious and light-filled first-floor condo. The open floor plan features vaulted ceilings, breakfast bar and a private patio overlooking a wooded setting. The primary suite includes a walk-in closet and full bathroom (with walk-in shower). Additional features include an open kitchen to living room, pantry, in-unit laundry, and an oversized attached one-car garage. Convenient location near walking paths, green space, and easy walk into town Quick access to the Beltline and Hwy 14. Hot water, sewer/water, softened water all included with condo fee.

933 Park St Unit 101, Oregon
$650,000
4 Beds ⋅ 3 Baths ⋅ 2024254 MLS ⋅ ACTIVE 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. Summer 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 + woodburning 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
$1,275,000
5 Beds ⋅ 5 Baths ⋅ 2021000 MLS ⋅ ACTIVE 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
$439,900
2 Beds ⋅ 2 Baths ⋅ 2022950 MLS ⋅ ACTIVE Status
Thoughtfully updated condo in a welcoming Oregon community! Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. 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 for both function and curb appeal. Convenient location with quick access to Madison and nearby parks, dining, and local amenities.

1206 Tivoli Cir, Oregon
$390,000
3 Beds ⋅ 3 Baths ⋅ 2022548 MLS ⋅ ACTIVE Status
Spacious, well maintained, pet-friendly half-duplex condo in the heart of Oregon! This 3 bed/3 bath home has an open-concept main level that features a substantial great room with vaulted ceilings. The large eat-in kitchen has newer corian counters and appliances, a breakfast bar overlooking the great room, and a walk-out to a private deck and patio. The generous primary bedroom w/ensuite bath and walk-in closet. A 2nd bedroom and full bath round out the the main level. The lower level is highlighted by a sizeable rec room with a gas fireplace, 3rd bedroom, & den/workout room and has tons of exposure. The unfinished space offers considerable storage. Main level laundry/mud room, 2-car attached garage, and extra driveway space are added bonuses! Updates include Roof ('24), LVP flooring ('20), tankless Wtr Htr ('24). $5000 flooring credit and UHP home warranty incl! Close to schools, walking paths, and downtown Oregon. Easy commute to Madison, Epic, and everything the area has to offer.

806 Longwood Dr, Oregon
$714,900
3 Beds ⋅ 3 Baths ⋅ 2022184 MLS ⋅ ACTIVE UNDER CONTRACT Status
From the moment you enter from the large front porch, this home is thoughtfully designed, offering an open-concept perfect for modern living. A versatile flex room with double doors provides the ideal space for an office or den. The inviting great room features a cozy fireplace and flows seamlessly into the kitchen, a chef's dream complete with range hood, butler’s pantry and an oversized walk-in pantry, all open to a bright dinette area. Step outside to a green-treated deck overlooking the backyard—perfect for relaxing or entertaining. A 3-car garage adds convenience and ample storage. Upstairs, you’ll find 3 bedrooms and a convenient second-floor laundry room. The expansive primary suite boasts cathedral ceilings, a large walk-in closet, and a private en suite bath with tiled shower and built-in bench. Daylight window in partially exposed basement for opportunity for future finished space. Sept. completion. Make this Tim O'Brien Homes energy-efficient, green-built healthy home yours!

464 Foxfield Cir, Oregon
$440,000
2 Beds ⋅ 3 Baths ⋅ 2021982 MLS ⋅ ACTIVE 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
$749,900
4 Beds ⋅ 5 Baths ⋅ 2021892 MLS ⋅ ACTIVE Status
Stunning Oregon home offering 4 bd, 5 baths and over 4,150 sq. ft. of beautifully finished living space. Located just blocks from the scenic Bergamont Golf Club. The main floor showcases an open-concept design with a dramatic entry, soaring ceilings in the living room, and a warm, inviting fireplace. The kitchen is designed to impress with high-end stainless-steel appliances, quartz countertops, a walk-in pantry, and both formal / informal dining areas. Step outside to a spacious composite deck—perfect for entertaining. The main floor primary suite offers a private retreat with an oversized tiled shower, a generous walk-in closet, and convenient access to the laundry. Upstairs, you’ll find a large game room, office, a second suite w/ full bath, and 2 more bedrooms. The finished lower level expands your living space with a huge family room, stylish bar area, half bath, and a flexible exercise/hobby space. Extra-large two car garage for plenty of storage - nothing has been overlooked.

810 Sumac St, Oregon
$439,900
2 Beds ⋅ 2 Baths ⋅ 2019693 MLS ⋅ ACTIVE Status
Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. 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 for both function and curb appeal. Convenient location with quick access to Madison and nearby parks, dining, and local amenities.

1206 Tivoli Cir, Oregon
$750,000
5 Beds ⋅ 3 Baths ⋅ 2014589 MLS ⋅ ACTIVE UNDER CONTRACT Status
Estimated completion of End of May. This stunning, brand-new ranch-style home by Parview Homes offers 2,900 square feet of modern living space crafted for comfort and elegance. With 5 spacious bedrooms and 3 beautifully designed bathrooms, this residence provides ample room for relaxation and privacy. Situated on a generous .26-acre lot, it's ideal for outdoor activities and future landscaping projects. The 3-car garage offers plenty of space for vehicles and additional storage. The finished lower level includes a bathroom, 2 bedrooms, a recreation room. This home is conveniently located just a short drive from local amenities and schools.

477 Foxfield Ct, Oregon
$377,000
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. The property has a lot of rod iron touches by seller. A expansive 33'6"x22'6" garage fully insulated and recently 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 on both levels. Major updates include 200-amp electrical service, 100-amp electrical auxiliary panel in garage, second furnace for the 2nd floor, dual central air units, a new water heater, and all new finishes throughout. All projects have been completed and home is move in ready. This property is centrally located and conveniently near schools and Main Street shopping.

507 Janesville St, Oregon
$441,444
2 Beds ⋅ 2 Baths ⋅ 2000317 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 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. This is a ghost listing to be built to buyer’s specifications with offer.

1257 Tivoli Cir, Oregon
$441,444
2 Beds ⋅ 2 Baths ⋅ 2000318 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. This is a ghost listing to be built to buyer’s specifications with offer.

1257 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.