85 Sylvan Ridge Road, Winhall, VT 05340

• 4 beds |
• 5 baths |
• 3,360 sqft

Property Description

Great location, flexible living, and room for everyone! Featuring a massive private in-law suite with bonus room PLUS THREE additional bonus rooms in the main home — yes, THREE! Whether you need guest space, home offices, hobby rooms, or overflow sleeping areas, this Vermont property gives you options. Offered for the first time since it was built in 1986 and lovingly enjoyed by the same family ever since, this home was designed for gathering, flexibility, and making lifelong Vermont memories. The main level features true single-floor living with an open floor plan, vaulted ceilings, and abundant natural light. The spacious primary suite is thoughtfully separated from the guest bedrooms and includes two walk-in closets, a soaking tub, and standing shower. Two additional bedrooms, a family room, laundry room, and powder room provide comfortable everyday living. A large rear deck expands the living space outdoors and offers a peaceful setting to relax or entertain. T The finished lower level adds exceptional flexibility with another family room, full bath, and three (3!) bonus rooms ideal for guests, office space, hobbies or overflow sleeping areas. A separate 1-bed, 1-bath in-law suite with private entrance includes its own large kitchen, huge dining/living area, BONUS room with w/d, and cozy wood stove. Ideal for multi-generational living, guests, or rental income potential. Live in one space and rent the other, or host the entire family under one roof. Perfectly situated in Winhall on a very private 0.96-acre lot with a storage shed, this property offers easy access to some of Southern Vermont’s best four-season destinations—just 5 minutes to Bromley Mountain, 15 minutes to Stratton Resort, and 15 minutes to Manchester Center for shopping, dining, and entertainment. A rare opportunity in a prime Vermont location with room for everyone. Home will conveyed furnished minus some personal items. Pictures of in-law suite available upon request.

Listing Status:

Active

Date Added:

May 21, 2026

Data Last Updated:

May 25, 2026 at 4:58AM

Listing Office:

Real Broker LLC : 855-450-0442

Listing Agent:

KC Gandee : 802-774-7007 : kcgandeerealestate@gmail.com

MLS ID:

5090138

Interior

• General: Ceiling FanDining AreaWood Fireplace1 FireplaceFurnishedIn-Law SuiteLaundry Hook-upsPrimary BR w/ BANatural LightVaulted CeilingWalk-in Closet1st Floor Laundry
• Appliances: DishwasherDryerRange HoodMicrowaveRefrigeratorWasherDomestic Water HeaterPropane Water HeaterOwned Water HeaterExhaust FanWater Heater
• Basement: Apartment(s)Climate ControlledConcreteConcrete FloorDaylightFinishedFullInsulatedExterior StairsInterior StairsWalkoutInterior AccessExterior Access
• Flooring: CombinationCarpetLaminate
• A/C: None
• Heating: PropaneBaseboardForced AirBoiler

Exterior

• General: DeckInvisible Pet FenceGarden SpaceNatural ShadeOutbuildingShedDouble Pane Window(s)
• Style: Ranch
• Parking: DrivewayGarageOff StreetOn-SiteParking Spaces 1 - 10Unpaved

Construction

• Roofing: Architectural Shingle
• General: Vinyl ExteriorConcrete

Location

• Road/Access: Public Maintained Road
• School District: Flood Brook USD 20
• County: Bennington

Lot

• Driveway: Dirt
• Zoning: res

Utilities

• Utilities: Cable
• Water: Drilled Well
• Sewer: 1000 GallonSeptic