Oregon, Wisconsin listings for sale

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$3,750,000 - Oregon, WI
5431 Lincoln Road Oregon, WI - Rare 20 acre development opportunity on the edge of Oregon WI. Land has access from Lincoln Rd as well as Glenway. Directly across from Bergamont Golf Course. Village of Oregon wants to see this property developed. Multi Family, Condo's Medical Facility, unlimited potential. Seller is will to subdivide into 2-6 acre and 1-8 acre parcel
1958 | 3 | 2 | 1,800 sqft.
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$2,550,000 - Oregon, WI
4890 County Road A Oregon, WI - 34 beautiful acres right outside of the Village of Oregon, hemmed in by parks and greenspace. With hardwood floors, the original mid-century styled kitchen and study, radiant heat, geothermal, and efficiency upgrades, add some cosmetic touches and the property will stand out! With mineral rights below the soil and the potential for alternate uses of the property in the future, this is one to investigate.
1971 | 4 | 2 | 2,628 sqft.
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$1,849,900 - Oregon, WI
694 Inverness Street Oregon, WI - Welcome to your own slice of Tuscany! A truly remarkable Tuscan inspired estate nestled on a sprawling .73-acre lot which overlooks the 10th hole at the Legend Of Bergamont Golf Course. Step inside to discover a grand entryway with heated Italian travertine tile. The heart of the home is a magnificent great room with vaulted ceilings, rustic wood beams, and a cozy stone fireplace, perfect for relaxing or entertaining guests. Each of the 5 bedrooms includes a WIC, en-suite bathroom and its own personal balcony. Kitchen features a chef’s kitchen with 2 islands, Wolf range w/6 burners and a sub zero side by side fridge with wood panel doors. Additional highlights include an exercise room, a steam room, heated golf cart garage and a state-of-the-art theatre. Truly One of a kind.
2006 | 5 | 6 | 8,831 sqft.
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$1,395,000 - Oregon, WI
665 Interlachen Avenue Oregon, WI - !NEW CONSTRUCTION in Bergamont w/ recently installed landscaping on rare half acre lot. Check out this custom built 5 bedrm, 4.5 -bath 2-story designed w/ an impeccable attention to detail. The exceptional living experience AND all the interior elements have all been curated for you. Custom cabinetry, gourmet kitchen w/plank ceiling,, tucked away primary suite, fabulous lighting selections, built-ins & creative spaces throughout provide both elegance & functionality. Charming 3-season porch w/ FP opens to the deck-perfect for enjoying warm Summer nights. LL walk out boasts a fabulous 20x15 multi-purpose space-"think golf simulator, gym/basktball court" & generous sized Rec Room w/wet bar, 5th bed & full bath. Oregon Schools!
2025 | 5 | 4 | 4,368 sqft.
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$1,395,000 - Oregon, WI
683 Rinpoche Lane Oregon, WI - Must see fabulous Bergamont executive home on the 13th fairway. This home was made for entertaining indoors and out. Features grand entrance with curving staircase, towering living room, giant gourmet kitchen, main floor master suite, & 4 season porch w/fireplace. Lower-level boasts rec room, game room w/custom wet bar, theater, wine room, steam shower and more. Deck and stamped patio overlook the golf course. Thoughtfully designed with gorgeous finishes! All measurements and SqFt estimated, buyer to verify if important.
2006 | 6 | 6 | 9,220 sqft.
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$1,299,900 - Oregon, WI
601 Cypress Way Oregon, WI - Stunning 5BR, 3.5BA custom home in Oregon’s sought-after Bergamont neighborhood! 5,000 sq ft of refined living space spans three levels, featuring quartz counters, a chef’s kitchen with premium Amish-built cabinetry, walk-in pantry, and a spacious primary suite with spa-like bath and custom walk-in closet. Soaring 12' ceilings, tray accents, LVP and tile floors, and a striking fireplace add elegant character. Enjoy the 3-season screened porch, Trex deck, and beautifully finished basement with rec room, guest suite, and flex space. Energy-smart amenities: 10.4kW solar system, 3-zone HVAC, integrated audio, main floor laundry, dual EV charging, and a massive heated 3-car garage with epoxy floors. Set on a pristine 0.48-acre corner lot with a sprinkler system—just minutes from Madison!
2022 | 5 | 4 | 5,296 sqft.
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$1,250,000 - Oregon, WI
6175 Oak Hollow Drive Oregon, WI - Welcome to luxury living in the highly sought-after Hampton Hills neighborhood. This stunning home sits on a private 1-acre lot with breathtaking sunset views and a beautifully remodeled main level designed for both style and function. The open-concept layout features a dramatic two-story living room, chef’s kitchen with high-end appliances, and a serene main floor primary suite. Step into your private indoor saltwater pool—crafted to create a seamless indoor-outdoor feel and perfect for year-round relaxation and entertaining. Enjoy the tranquility of your surroundings with the convenience of a quick commute to Madison and just minutes to the charming community of Paoli, known for its vibrant restaurants, art scene, and seasonal events.
? | 4 | 4 | 5,261 sqft.
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$919,900 - Oregon, WI
623 Bergamont Boulevard Oregon, WI - Located in Legend Hills at Bergamont, this 3,800 sqft home offers a perfect blend of refined craftsmanship & modern elegance. Est Date Comp: 7/25th. The open-concept design, enhanced by 9-ft ceilings throughout, creates an expansive, light-filled environment for both relaxation & entertaining. The kitchen is a true showstopper, featuring a large island, custom cabinetry, sleek Quartz countertops, a decorative tiled backsplash, a walk-in pantry & a builder-grade appliance package. Large windows bathe the home in natural light, while the luxurious primary suite is a peaceful retreat w/ a spa-like bathroom, walk-in shower, dual vanities & a spacious walk-in closet. The finished lower level features 2 additional bedrooms, a full bath, and two versatile recreation areas! Connect with us today!
2025 | 5 | 4 | 3,800 sqft.
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$845,000 - Oregon, WI
924 Brynhill Drive Oregon, WI - Your Dream Home Awaits! This stunning 4-bedroom, 3.5-bath home is designed for comfort and luxury. Featuring a spacious kitchen, elegant living room with a fireplace, & a cozy four-season room, this home is perfect for both entertaining and everyday living. The upstairs family room and lower-level rec room provide additional space to relax, while two laundry rooms--one on the main level & one upstairs-add convenience. Construction will be completed six months from signing the building contract. Nestled in the premier golf club community of The Legend at Bergamont, this home offers breathtaking views from the 34,000+ sq. ft. Mediterranean-style clubhouse, overlooking the 10th and 18th holes. Water park with two pools, water slides, lazy river, tennis court, basketball court, fitness complex
2025 | 4 | 4 | 3,777 sqft.
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$779,380 - Oregon, WI
661 Cypress Way Oregon, WI - Ready to build? The McKinley by Eldon Homes is an incredible opportunity in the beautiful Bergamont community. This proposed new construction offers a spacious layout that has it all and brings everyone together with style and grace. The Foyer and vast Great Room present an abundance of natural light will greet you as you enter. Kitchen with Quartz counters & large island Owners suite with Tile walk in shower. Come home to the 33x24-car garage that can store it all! Fireplace, Huge Pantry, laundry sink & additional cabinets, custom mudroom cubby/locker system off entry from garage, HUGE Lower Level completed with Rec room, wet bar, 4th & 5th bedrooms, and exercise room!
2024 | 5 | 3 | 2,928 sqft.