Pleasant Hill Estates Real Estate

Welcome to Pleasant Hill Estates, a hidden gem nestled in the heart of Windsor, Wisconsin, within the picturesque Dane County. This charming subdivision offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

Pleasant Hill Estates boasts beautifully landscaped lots, lined with mature trees and vibrant gardens, creating a serene atmosphere that invites relaxation. With a variety of home styles, from modern single-family residences to cozy ranch-style houses, there’s something to suit every taste and lifestyle. The community is designed with family living in mind, featuring spacious yards, perfect for outdoor gatherings, gardening, or simply enjoying the fresh Wisconsin air.

One of the standout features of Pleasant Hill Estates is its proximity to nature. Residents can easily explore the nearby parks and trails, making it a haven for outdoor enthusiasts. Whether you enjoy hiking, biking, or leisurely strolls, the scenic beauty of the surrounding landscape will inspire you every day.

The subdivision is also conveniently located near schools, shopping centers, and dining options, providing residents with easy access to all their daily needs. The strong sense of community is palpable here, with friendly neighbors who take pride in their homes and foster a welcoming environment.

If you’re looking for a peaceful retreat that doesn’t compromise on convenience, Pleasant Hill Estates in Windsor, WI, is the perfect place to call home. Embrace a lifestyle filled with comfort, community, and the beauty of nature in this delightful subdivision. Come and discover the charm of Pleasant Hill Estates today!

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

$679,900

4 Beds ⋅ 3 Baths ⋅ 2026133 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to your dream home in sought-after Pleasant Hill Estates! Nestled on a professionally landscaped 0.30-acre lot backing to serene green space, this property offers over 2,800 sq ft of thoughtfully designed living space. The main level boasts zero-threshold entries, an open layout, vaulted ceilings, a lovely owner's suite, and a gourmet kitchen featuring custom soft-close Amish cabinetry, quartz counters, and a walk-in pantry. The finished walk-out lower level adds a massive entertainment space with a wet bar & full fridge, fitness room, full bath, additional bedroom, and extra storage. Outside, your backyard paradise awaits with a maintenance-free Trex deck, concrete patio, and direct access to a walking/bike path to enjoy gorgeous sunsets. Ideally located near schools, Hwy 51, and I-90. Seller is licensed realtor and listing agent. Measurements are approximate, buyer to verify if important. Pre-listing inspection was completed to put buyers mind at ease.

6551 Wolf Hollow Rd, Windsor

$649,900

5 Beds ⋅ 3 Baths ⋅ 2024178 MLS ⋅ ACTIVE UNDER CONTRACT Status

STUNNING NEWER RANCH HOME w/5 Bedrooms, 3 Baths, 3 Season Sunroom, 1st Floor Laundry + 3 Car Garage! LARGE Kitchen w/Quartz Countertops, Tile Backsplash, Walk-in Pantry, Kitchen Island + Dinette Area that Opens to the Great Room w/Cathedral Ceilings & Floor to Ceiling Stone Gas Fireplace! Primary Suite w/Tray Ceiling, Large Walk-in Closet + Full Bath w/Walk-in Tile Shower! The Walkout Lower Level Features a Huge Family Room, Bedroom + Full Bath! Maintenance Free Deck. White Trim! Tons of Storage!

6557 Vista Vly, Windsor

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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.