Rolling Wheels Real Estate

Welcome to Rolling Wheels, a charming subdivision nestled in the heart of Cottage Grove, Wisconsin, located in the picturesque Dane County. This delightful community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, professionals, and retirees alike.

Rolling Wheels is characterized by its beautifully designed homes, each exuding a unique charm that reflects the warmth of the community. With spacious lots and well-maintained landscapes, residents enjoy a peaceful environment that encourages outdoor activities and neighborly connections. The subdivision is thoughtfully planned, featuring tree-lined streets and ample green spaces, perfect for leisurely strolls or afternoon picnics.

One of the standout features of Rolling Wheels is its proximity to local amenities. Residents have easy access to shopping centers, dining options, and recreational activities, ensuring that everything you need is just a short drive away. The community is also conveniently located near major highways, making commutes to nearby cities and employment hubs a breeze.

Families will appreciate the highly-rated schools in the area, which are known for their commitment to academic excellence and fostering a supportive learning environment. Additionally, the vibrant community spirit is palpable, with regular events and gatherings that bring neighbors together, creating lasting friendships and a sense of belonging.

Whether you’re looking for your first home, a place to raise a family, or a peaceful retreat to enjoy your golden years, Rolling Wheels in Cottage Grove, WI, offers an inviting atmosphere and a lifestyle that’s hard to resist. Discover the joys of living in this wonderful subdivision, where community and comfort come together seamlessly.

Newest Listings in Rolling Wheels

$749,900

5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

Discover country living without sacrificing convenience! Set on over an acre, this custom-built 5-bed, 3.5 bath home offers generous living space, an expansive yard, and plenty of room to enjoy the outdoors. Whether you're relaxing on the patio beneath the pergola or in the hot tub in the screened porch, or practicing your putting on the private green, there's something for everyone to enjoy. Inside, the open main level boasts a large kitchen w/island, great room, formal dining room, den & 1/2 bath. Upstairs has 4 bedrooms, incl. the spacious primary suite w/updated bath & w/in closet, plus a full bath and laundry. The finished LL features a rec area w/impressive wet bar, pool table, 5th bedroom, & full bath. Brand new roof and garage doors, newer HVAC, and SS kitchen appliances. Plus a 3-car garage! Located in the desirable Monona Grove School District w/easy access to the Beltline, I39 & I94, and Madison, this property offers the perfect blend of privacy, space, and accessibility.

3673 Graham Paige Road, Cottage Grove

Listing courtesy of RE/MAX Preferred.

$642,500

4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

Welcome to 3658 Graham Paige Rd, an immaculate one-owner home in the highly sought-after Rolling Wheels neighborhood in the Town of Cottage Grove. Set on a gorgeous 1-acre lot across from a park, this 4-bed, 3.5-bath home offers a spacious 3.5-car garage with basement access. Inside, enjoy vaulted ceilings, hardwood floors, and natural light from the kitchen skylight. The layout offers room to spread out with a living room, family room with cozy gas fireplace, and rec room with pool table included. Outside, enjoy views from 3 walk-outs, a beautiful paver patio with fire pit, and stunning landscaping throughout. Recent upgrades include water heater (2024), furnace (2020), roof (2019) and an updated deck in 2025. A rare opportunity in one of Cottage Grove's most desirable neighborhoods.

3658 Graham Paige Road, Cottage Grove

Listing courtesy of Homestead Realty Inc. Wi #2.

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