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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

$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 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

$650,000
4 Beds 3 Baths 2030850 MLS ACTIVE Status
Tucked away in Autumn Ridge, this two-story home exudes elegance and charm. The open main level flows from a chef-ready kitchen with granite counters and an island into a stunning dining room crowned by a three-tier French vintage chandelier, all set in a five-window, cathedral-ceiling sunroom that spills onto the patio and into the fully fenced backyard. Cozy up by the brick gas fireplace, pour a nightcap in the cocktail lounge/flex room, and stay organized with custom lockers in the rear foyer. Crisp white cabinetry and trim keep every room bright while an abundance of east and west-facing windows drink in daylight. Upstairs, four bedrooms, two granite-topped baths, and second-floor laundry anchor the home. The primary suite offers two walk-in closets and an expansive bedroom overlooking golf course views.The unfinished lower level — already fitted with two egress windows — is designed for expansion, providing room to grow.

803 Liliana Ter, 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

$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

$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

$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

$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

$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

$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

$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

$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

$168,000
3 Beds 1 Baths 2025028 MLS ACTIVE UNDER CONTRACT Status
Ideally located within walking distance of schools and downtown Oregon, this move-in ready 3-bedroom, 1-bath home blends affordability with thoughtful updates throughout. The main floor features a spacious primary bedroom, a warm and welcoming living room, and a convenient main-floor laundry room. The remodeled kitchen impresses with ample cabinetry, generous counter space, and an eat-in dining area. Brand-new luxury vinyl plank flooring and carpet flow seamlessly throughout. Step into the charming enclosed 3-season room at the front of the home; it's an ideal spot to unwind and enjoy the outdoors in comfort. Upstairs, two additional bedrooms. Outside, the fully fenced double lot provides exceptional privacy. Two garages offer abundant space for vehicles, a workshop, or extra storage; a rare find at this price point. A newer roof completes the package, giving buyers added confidence and peace of mind. Opportunities like this don't last long. Schedule your private showing today!

304 N 3rd St, Oregon

$625,000
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. 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

$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

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.