Kennedy Hills Real Estate

Kennedy Hills Real Estate

Welcome to Kennedy Hills, a picturesque subdivision nestled in the charming city of Cottage Grove, Wisconsin. This enchanting community is located in Dane County, just a stone's throw away from the vibrant city of Madison, making it an ideal retreat for those seeking a perfect blend of suburban tranquility and urban convenience.

Kennedy Hills boasts beautifully designed homes that cater to a variety of lifestyles. With spacious lots and thoughtfully crafted architecture, this subdivision is perfect for families, professionals, and retirees alike. Residents enjoy the serenity of tree-lined streets and well-maintained landscaping, creating a warm and inviting atmosphere that feels like home.

One of the standout features of Kennedy Hills is its commitment to community and outdoor living. The subdivision is surrounded by lush parks and recreational areas, offering ample opportunities for outdoor activities such as hiking, biking, and picnicking. Families will appreciate the proximity to top-rated schools, ensuring that children receive a quality education while enjoying the benefits of a close-knit community.

Cottage Grove itself is known for its friendly atmosphere, rich history, and thriving local economy. With easy access to shopping, dining, and entertainment options, residents can enjoy the best of both worlds. Whether you’re exploring the local farmer’s market or indulging in a cozy café, there’s always something to discover.

In Kennedy Hills, you’re not just buying a home; you’re investing in a lifestyle. Experience the perfect blend of comfort, community, and convenience in this delightful subdivision. Welcome home!

Newest Listings in Kennedy Hills

$734,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome home to this beautiful ranch-style residence in the highly sought-after Kennedy Hills community! Situated on a spacious 0.62-acre lot, this thoughtfully designed split-bedroom floor plan offers both comfort and privacy. The bright and inviting great room features a cozy fireplace and flows seamlessly into the dinette and kitchen, creating the perfect space for everyday living and entertaining. The kitchen boasts a huge oversized island and an impressive walk-in pantry. A versatile flex room provides the ideal space for a home office, den, or playroom. The primary suite includes two walk-in closets and a luxurious en suite bath with a tiled shower and built-in bench. Both secondary bedrooms also feature walk-in closets. Enjoy the oversized backyard, three-car garage, and access to the neighborhood community park. A wonderful place to call home!

4991 Scenic Oak Drive, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$166,900
ACTIVE Status
Build your dream home in Kennedy Hills, a low-density neighborhood offering country-quiet living with large lots and open views, just minutes from everyday conveniences. Located in the Monona Grove School District with nearby parks, trails, and access to the Glacial Drumlin State Trail. Easy commuting via Hwy N, I-94, and Hwy 12/18, with convenient access to Madison?s east side, downtown, airport, and regional medical centers. Walkable streets, green space, and a strong park cottage grove park system support an active lifestyle while maintaining a peaceful residential setting. Lot sale is subject to a separate building agreement with Tim O?Brien Homes.

Lot 18 Scenic Oak Drive, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$160,900
ACTIVE Status
Build your dream home in Kennedy Hills, a low-density neighborhood offering country-quiet living with large lots and open views, just minutes from everyday conveniences. Located in the Monona Grove School District with nearby parks, trails, and access to the Glacial Drumlin State Trail. Easy commuting via Hwy N, I-94, and Hwy 12/18, with convenient access to Madison?s east side, downtown, airport, and regional medical centers. Walkable streets, green space, and a strong park cottage grove park system support an active lifestyle while maintaining a peaceful residential setting. Lot sale is subject to a separate building agreement with Tim O?Brien Homes.

Lot 36 Wooded Ridge Trail, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

$160,900
ACTIVE Status
Build your dream home in Kennedy Hills, a low-density neighborhood offering country-quiet living with large lots and open views, just minutes from everyday conveniences. Located in the Monona Grove School District with nearby parks, trails, and access to the Glacial Drumlin State Trail. Easy commuting via Hwy N, I-94, and Hwy 12/18, with convenient access to Madison?s east side, downtown, airport, and regional medical centers. Walkable streets, green space, and a strong park cottage grove park system support an active lifestyle while maintaining a peaceful residential setting. Lot sale is subject to a separate building agreement with Tim O?Brien Homes.

Lot 35 Wooded Ridge Trail, Cottage Grove

Listing courtesy of Tim O'Brien Homes LLC.

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Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.