Crestwood Real Estate

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

Crestwood is renowned for its tree-lined streets, well-maintained parks, and friendly atmosphere. Residents enjoy a strong sense of community, with neighbors often gathering for seasonal events and activities that foster connections and create lasting friendships. The subdivision features a variety of homes, from cozy single-family residences to spacious modern designs, catering to diverse preferences and lifestyles.

Nature enthusiasts will appreciate the abundance of green spaces and recreational opportunities nearby. Crestwood Park, located at the heart of the community, boasts playgrounds, walking trails, and picnic areas, making it a perfect spot for family outings or leisurely strolls. The nearby scenic trails along the shores of Lake Wingra offer additional opportunities for hiking, biking, and enjoying the breathtaking Wisconsin landscape.

Convenience is key in Crestwood, with easy access to local shops, restaurants, and schools. The vibrant downtown Madison area is just a short drive away, providing residents with an array of dining, shopping, and entertainment options. Additionally, highly-rated schools in the Madison Metropolitan School District ensure that families have access to excellent educational opportunities.

In Crestwood, you’ll find not just a home, but a welcoming community where you can create cherished memories. Experience the charm and warmth of Crestwood – your perfect slice of Madison awaits!

Newest Listings in Crestwood

$545,000

4 Beds ⋅ 2 Baths ⋅ 2029322 MLS ⋅ ACTIVE Status

Nestled on a quiet cul-de-sac and backing directly to Owen Park, this beautifully updated soft contemporary 4 bedroom raised ranch offers the perfect blend of style, comfort, and an unbeatable location. Inside you'll notice the hardwood floors and kitchen featuring maple cabinetry, a pantry, and a sunny eat-in area that flows seamlessly into the informal dining and family room. Cozy up by the built-in wood stove or unwind on the newly stained deck with pergola, landscaped yard, stunning perennial gardens, and backyard path going to Crestwood trail to Owen Conservancy and Crestwood School. The spacious primary has been enhanced with additional windows for natural light and features a beautifully remodeled en suite bath with a custom-tiled walk-in shower. The second full bath has also been tastefully renovated, and the convenient upstairs laundry adds everyday functionality. Ideally located just minutes from parks, shopping, UW Hospital, and the University of Wisconsin

5714 Bittersweet Pl, Madison

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.