557 Bennett Hill Road, Shaftsbury, VT 05262

• 6 beds |
• 6 baths

Property Description

Gorgeous renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above—ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef’s kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch—where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

Listing Status:

Active

Date Added:

February 27, 2026

Data Last Updated:

March 22, 2026 at 1:59AM

Listing Office:

Mahar McCarthy Real Estate : 802-442-8337

Listing Agent:

Kelley M McCarthy : 802-779-4115 : kelley@mmcrealtyvt.com

MLS ID:

5077720

Interior

• General: BarCathedral CeilingCeiling FanGas FireplaceWood Fireplace2 FireplacesIn-Law/Accessory DwellingIn-Law SuiteKitchen IslandPrimary BR w/ BANatural LightSoaking TubVaulted CeilingWalk-in ClosetWet BarProgrammable Thermostat
• Appliances: DishwasherDryerRange HoodMicrowaveWall OvenGas RangeRefrigeratorWasherOn Demand Water HeaterOwned Water HeaterWine Cooler
• Basement: BulkheadConcreteConcrete FloorUnfinishedExterior AccessBasement Stairs
• Flooring: CarpetHardwoodTileWood
• A/C: Mini Split
• Heating: PropaneBaseboardMulti ZoneRadiantMini SplitBoilerGas Fireplace
• Disability Feature: 1st Floor 1/2 Bathroom1st Floor 3/4 BathroomKitchen w/5 Ft. DiameterLow Pile Carpet1st Floor Laundry

Exterior

• General: Partial FenceGarden SpaceNatural ShadeOutbuildingPatioPorchEnclosed PorchScreened PorchStorageWindow Screens
• Style: Colonial
• Parking: Auto OpenDrivewayGarageParking Spaces 1 - 10Detached

Construction

• Roofing: MetalArchitectural ShingleStanding Seam
• General: Cedar ExteriorClapboard ExteriorShake SidingWood SidingConcreteConcrete Slab

Location

• Road/Access: Public Maintained RoadPublic
• School District: Southwest Vermont
• County: Bennington

Lot

• Driveway: CircularCrushed Stone
• Zoning: RR

Utilities

• Utilities: Cable AvailablePropane
• Water: Drilled Well
• Sewer: Septic