Pleasant Hill Estates Real Estate

Welcome to Pleasant Hill Estates, a charming subdivision nestled in the heart of Windsor, Wisconsin, within the picturesque Dane County. This serene community offers the perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between.

As you enter Pleasant Hill Estates, you’ll be greeted by beautifully landscaped streets lined with stunning homes that showcase a variety of architectural styles. Each residence is thoughtfully designed to provide comfort and functionality, ensuring that you find the perfect fit for your lifestyle. With spacious yards and friendly neighbors, this community fosters a warm and inviting atmosphere that makes you feel right at home.

One of the standout features of Pleasant Hill Estates is its prime location. Residents enjoy easy access to local parks, recreational facilities, and top-rated schools, ensuring that families have everything they need within reach. The nearby Windsor Community Park is a favorite spot for outdoor activities, featuring playgrounds, walking trails, and sports fields that promote an active lifestyle.

For those who enjoy shopping and dining, Pleasant Hill Estates is just a short drive away from the vibrant city of Madison, where you can explore a diverse array of boutiques, restaurants, and cultural attractions. Whether you’re commuting to work or seeking weekend adventures, the convenient access to major highways makes travel a breeze.

Embrace the charm and community spirit of Pleasant Hill Estates, where your dream home awaits in this idyllic Wisconsin setting. Come and experience the lifestyle that awaits you in this enchanting subdivision!

Newest Listings in Pleasant Hill Estates

$725,000

4 Beds ⋅ 3 Baths ⋅ 2027030 MLS ⋅ ACTIVE Status

Newer home situated in the popular Wolf Hollow neighborhood. Between the split bedroom ranch layout, 4 bedrooms, 3 full baths, finished exposed basement, possible to make 2 more bdrms in the basement and the generous sized mud room you'll never run out of space. Cozy up in front of the gas fireplace. Featuring tray ceilings and large windows, the living room opens up to a gorgeous kitchen with white cabinetry, stainless steel appliances and quartz countertops. The large master suite is your at-home paradise, featuring a walk-in, tile shower and double vanity. Finished basement includes family room, office and bedroom. Outdoor living and entertaining is made easy w/ finished landscaping, deck and patio

6586 Wolf Hollow Rd, Windsor

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.