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$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
$464,900
3 Beds ⋅ 3 Baths ⋅ 2030916 MLS ⋅ ACTIVE 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
$419,900
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
$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
$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
$1,195,000
6 Beds ⋅ 4 Baths ⋅ 2028669 MLS ⋅ ACTIVE UNDER CONTRACT 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 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
$799,900
4 Beds ⋅ 4 Baths ⋅ 2027752 MLS ⋅ ACTIVE UNDER CONTRACT 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
$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
$799,900
4 Beds ⋅ 3 Baths ⋅ 2027077 MLS ⋅ ACTIVE 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
$394,900
3 Beds ⋅ 3 Baths ⋅ 2025775 MLS ⋅ ACTIVE Status
This Emerson 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.

1043 Merri-Hill Dr, Oregon
$539,900
3 Beds ⋅ 2 Baths ⋅ 2025638 MLS ⋅ ACTIVE Status
Move-in ready 9/3/26. This Harlow home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 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.

1003 Merri-Hill 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
$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
$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 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
$424,900
3 Beds ⋅ 2 Baths ⋅ 2020446 MLS ⋅ ACTIVE Status
The Pilot Home (504 Greenview Preserve) features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 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.

1035 Merri-Hill 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
$464,900
3 Beds ⋅ 3 Baths ⋅ 2019361 MLS ⋅ ACTIVE Status
This Gramercy 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 New Hampton Dr, Oregon
$399,900
3 Beds ⋅ 3 Baths ⋅ 2016256 MLS ⋅ ACTIVE Status
This Davis 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.

1087 Tundra Ave, Oregon
$429,900
3 Beds ⋅ 3 Baths ⋅ 2015348 MLS ⋅ ACTIVE Status
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.

457 Savannah Dr, 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.