The Legend At Bergamont Homes with Oregon School district

Welcome to The Legend At Bergamont, an enchanting subdivision nestled in the heart of Oregon, Wisconsin, within the picturesque Dane County. This vibrant community offers a perfect blend of serene living and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

The Legend At Bergamont is renowned for its stunning homes, designed with both elegance and functionality in mind. Each residence is thoughtfully crafted, showcasing beautiful architectural details and spacious layouts that cater to a variety of lifestyles. From cozy single-family homes to more expansive estates, there's something for everyone in this delightful community. The lush landscapes and meticulously maintained surroundings create a welcoming atmosphere that residents are proud to call home.

Families will appreciate the exceptional educational opportunities provided by the Oregon School District, known for its commitment to academic excellence and holistic development. With a range of top-rated schools, your children will thrive in an environment that prioritizes learning and growth, all while being just minutes away from home.

Beyond the homes and schools, The Legend At Bergamont is perfectly positioned to take advantage of Oregon's charming downtown, where you can explore local shops, dine at delightful restaurants, and participate in community events. Additionally, the nearby parks and recreational facilities offer endless opportunities for outdoor activities, ensuring that residents can enjoy a balanced lifestyle filled with adventure and relaxation.

Discover the magic of The Legend At Bergamont, where community spirit meets the comforts of modern living in the heart of Oregon, Wisconsin. Your dream home awaits!

Newest The Legend At Bergamont Homes with Oregon School district

$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

$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

$999,900

2015467 MLS ⋅ ACTIVE UNDER CONTRACT Status

The last larger improved lot available in The Legend at Bergamont with outstanding views! Incredible 5.68-acre lot approved for 85 units. Electricity, gas, telephone, cable, municipal sewer, municipal water to the lot line. A short walk to the 34,000+ sq ft mediterranean style clubhouse overlooking the 10th & 18th holes! Amenities include a waterpark w/ 2 pools, 2 waterslides, lazy river, cabanas, 5 tennis courts, a basketball court & fitness complex! Membership not included.

1012 Winged Foot Dr, Oregon

$829,900

4 Beds ⋅ 4 Baths ⋅ 2012675 MLS ⋅ ACTIVE UNDER CONTRACT Status

Proposed Construction: The Stonehaven by Eldon Homes, an exceptional 4-bed, 4 bath Customizable Craftsman two-story in one of areas premier golf-course communities. Featuring a 3-car garage and striking open-to-below great room, this home blends luxury with comfort. The gourmet kitchen offers solid-surface counters and a large island that anchors the main living area. A main-level office/flex room and mudroom add daily convenience. The primary suite offers a customizable bath and walk-in closet. Upper-level bedrooms are well sized with a full bath. Finished lower-level options allow for a gym, theater, wet bar, add Bedroom (640 sqft rec room included). Located in The Legend at Bergamot with top-tier golf, clubhouse, pools, courts, and a vibrant community lifestyle.

655 Cypress Way, Oregon

Start Your Search

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.