Greenbriar Estates Real Estate

Welcome to Greenbriar Estates, a picturesque subdivision nestled in the heart of Pleasant Springs, Wisconsin. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle just a stone's throw away from the vibrant city of Madison.

Greenbriar Estates is characterized by its beautifully designed homes that cater to various tastes and preferences. With spacious lots and meticulously landscaped yards, residents enjoy both privacy and a sense of community. The subdivision is well-planned, featuring wide streets, ample green spaces, and walking paths that encourage outdoor activities and social interactions among neighbors.

One of the standout features of Greenbriar Estates is its prime location. Situated in Dane County, residents have easy access to local amenities, including shopping centers, dining options, and recreational facilities. The nearby parks and lakes provide endless opportunities for outdoor adventures, whether it’s hiking, fishing, or simply enjoying a picnic with loved ones.

Families with children will appreciate the highly-rated schools in the area, ensuring a quality education for young learners. The friendly atmosphere of Pleasant Springs, combined with the stunning natural surroundings, makes Greenbriar Estates not just a place to live, but a place to thrive.

With its welcoming community spirit and convenient location, Greenbriar Estates invites you to discover your dream home in this idyllic Wisconsin setting. Come and experience the charm of Pleasant Springs – where your future awaits!

Newest Listings in Greenbriar Estates

$1,114,900

5 Beds ⋅ 5 Baths ⋅ 2027003 MLS ⋅ ACTIVE Status

One of the best built custom homes in all of Dane County, this 5,446-square-foot estate sits on nearly an acre overlooking the 16th fairway of Stoughton Country Club, with gorgeous Lake Kegonsa views and an available boat slip just five minutes away. Enjoy lake recreation without sacrificing the space and privacy of a luxury home. Located in the outstanding Stoughton Area School District, it is minutes from historic downtown Stoughton, the Opera House, restaurants, and boutique shops—only 12 minutes from the Beltline and offering favorable Pleasant Springs taxes. Highlights include steel-reinforced ICF construction through the second floor, radiant heat, Marvin windows, five bedrooms, five bathrooms, four en-suite bedrooms, two Rumford fireplaces, a private primary-suite office, steam shower, Jacuzzi tub, golf simulator space, and a movie theater that doubles as a certified concrete storm shelter. A new roof was installed in fall 2025

3002 Linnerud Dr, Pleasant Springs

$830,000

4 Beds ⋅ 3 Baths ⋅ 2020518 MLS ⋅ ACTIVE Status

BRAND NEW ROOF! Welcome to this beautifully maintained 4-bedroom, brick-built ranch nestled in Stoughton's highly desirable golf course neighborhood. The open floor plan creates an easy flow for everyday living and entertaining. Enjoy fresh updates throughout, including new carpet, fresh paint, rebuilt water filtration system to include new high efficient iron filter, water heater, and A/C for added comfort and peace of mind. Enter the Primary Bathroom and you'll discover a new shower with Kohler finishes throughout, new floor tiles, paint, and fixtures. Downstairs, you’ll find a spacious family and rec room featuring a bar area and movie projector—perfect for hosting and entertaining. Set on a half-acre lot with no neighbors to the rear, this property offers rare privacy and peaceful surroundings while still being part of a vibrant community. A wonderful blend of space, updates, and location—this is one you won’t want to miss.

1854 Sheryl Ln, Pleasant Springs

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