Cherrywood Real Estate

Welcome to Cherrywood, a picturesque subdivision nestled in the heart of Middleton, Wisconsin, within the beautiful Dane County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Cherrywood is renowned for its tree-lined streets, inviting parks, and friendly neighbors, fostering a warm and welcoming atmosphere. The subdivision features a variety of well-designed homes, each with its unique character, providing residents with an array of options to suit different lifestyles and preferences. Whether you’re looking for a cozy single-family home or a spacious residence with modern amenities, Cherrywood has something for everyone.

One of the standout features of Cherrywood is its proximity to Middleton's vibrant downtown area, where you can enjoy an eclectic mix of shops, restaurants, and entertainment options. Nature enthusiasts will appreciate the nearby parks and recreational areas, including the scenic Pheasant Branch Conservancy, perfect for hiking, biking, and enjoying the great outdoors.

Families with children will benefit from the highly-rated Middleton-Cross Plains Area School District, known for its commitment to academic excellence and a well-rounded education. With community events and activities throughout the year, Cherrywood fosters a strong sense of community and belonging.

Experience the charm and convenience of Cherrywood, where your dream home awaits amid the natural beauty and vibrant spirit of Middleton. Come and discover why this delightful subdivision is the perfect place to call home!

Newest Listings in Cherrywood

$600,000

4 Beds ⋅ 2 Baths ⋅ 2031883 MLS ⋅ ACTIVE Status

Tucked in the Cherrywood neighborhood, this beautifully maintained home offers a peaceful setting on over half an acre, backing to green space & with access to a neighborhood path. Inside, the light-filled living room is open to the remodeled kitchen, creating an inviting space. The kitchen features custom cherrywood cabinets, a granite island, tile backsplash, & quartz counters, while the adjacent dining room leads to the deck. The spacious rec room with a wet bar provides even more room to gather, with a walkout to the backyard. Four spacious bedrooms provide plenty of room for everyone, while the remodeled bathrooms add a fresh, updated feel, including heated floors in the upstairs bathroom. Outside, there’s plenty to enjoy, including garden beds & a heated shed with electricity that offers a versatile space for a getaway or greenhouse use. A new 2025 roof adds even more peace of mind, while Middleton schools & a convenient west-side location make this an easy place to call home.

3663 Swoboda Rd, Middleton

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