Greenbriar Estates Homes for Sale

Welcome to Greenbriar Estates, a picturesque subdivision nestled in the heart of Pleasant Springs, Dane County, Wisconsin. This charming community offers a perfect blend of serene country living and modern conveniences, making it an ideal place for families, retirees, and anyone looking to embrace a peaceful lifestyle.

Greenbriar Estates features a variety of homes for sale that cater to diverse tastes and preferences. From cozy single-family residences to spacious modern builds, each home is thoughtfully designed with quality craftsmanship and attention to detail. Many properties boast expansive yards, perfect for outdoor gatherings, gardening, or simply enjoying the stunning Wisconsin seasons. With tree-lined streets and well-maintained landscaping, the neighborhood exudes a warm and inviting atmosphere.

Residents of Greenbriar Estates enjoy easy access to a wealth of amenities. The nearby city of Madison, just a short drive away, offers a vibrant cultural scene, shopping, dining, and recreational activities. For those who appreciate nature, the scenic beauty of Pleasant Springs is just outside your doorstep, with numerous parks and trails for hiking, biking, and exploring.

Families will appreciate the highly-rated schools in the area, ensuring that children receive an excellent education. The community is also known for its friendly neighbors and a strong sense of belonging, making it easy to make lifelong friendships.

If you’re looking for a place to call home where comfort meets community, Greenbriar Estates is the perfect choice. Explore the homes for sale today and discover the lifestyle that awaits you in this enchanting corner of Wisconsin!

Newest Greenbriar Estates Homes for Sale

$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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