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$1,495,000
2 Days On Site

557 Bennett Hill Road
Shaftsbury, VT 05262

For Sale|Single Family Residence|Active
6
Beds
6
Total Baths
3
Full Baths
3
Partial Baths
4,864
SqFt
$307
/SqFt
1963
Built
County:
VT-Bennington
Listing courtesy of Kelley M McCarthy of Mahar McCarthy Real Estate
Call Now: 802-254-6400
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802-254-6400
557 Bennett Hill Road557 Bennett Hill Road557 Bennett Hill Road557 Bennett Hill Road
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Mortgage Calculator

Monthly Payment (Est.)

$6,821
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$1,495,000
Days On Site 
2 Days
Bedrooms 
6
Inside Area (SqFt) 
4,864 sqft
Total Baths 
6
Full Baths 
3
Partial Baths 
3
Lot Size 
17.83 Acres
Year Built 
1963
MLS® Number 
5077720
Status 
Active
Property Tax 
$12,610.23
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Acres 
17.83
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Number Of Stories 
2
Parking 
DrivewayGarageDetachedCircular DrivewayAggregate
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Septic Tank
SqFt Above 
4864
SqFt Total 
6304
Style 
Colonial
Utilities 
Cable AvailablePropane
Water Source 
Well
Zoning 
RR
Interior Features
Appliances 
DryerRefrigeratorMicrowaveWasherDishwasherRange HoodGas RangeWine CoolerWater HeaterOven
Basement 
ConcreteUnfinishedExterior Entry
Cooling 
Ceiling Fan(s)Wall Unit(s)
Electric 
200+ Amp ServiceCircuit Breakers
Fireplace 
Yes
Fireplace Features 
GasWood Burning
Fireplaces 
2
Flooring 
CarpetHardwoodTileWood
Heating 
ZonedPropaneBaseboardRadiant
Interior 
BarKitchen IslandSoaking TubWet BarCathedral Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)High Speed InternetSmart Thermostat
Window Features 
Screens
Bathroom 1 
Bathroom 2 
Bathroom 3 
Bathroom 4 
Bathroom 5 
Bathroom 6 
Bedroom 2 
Dimensions - 17x16
Bedroom 3 
Dimensions - 12'6x13'3
Bedroom 4 
Dimensions - 12'7x15
Bedroom 5 
Dimensions - 12x15
Dining Room 
Dimensions - 14'5x15'1
Family Room 
Dimensions - 15'9x11'5
Kitchen 
Dimensions - 7'10x9'6
Living Room 
Dimensions - 23x12
Primary Bedroom 
Dimensions - 19x15'1
Studio 
Dimensions - 21x15
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Exterior Features
Construction Details 
CedarWood SidingShake SidingClapboard
Exterior 
StorageGarden
Fencing 
Partial
Frontage 
500
Lot Features 
LevelLandscaped
Other Structures 
Outbuilding
Patio And Porch 
PatioPorchScreenedEnclosed
Roof 
MetalShingle
View 
Mountain(s)
Waterfront Features 
Stream
Waterview 
Mountain(s)
Windows/Doors 
Screens
Community Features
School District 
Southwest Vermont
Schools
School District
Southwest Vermont
Elementary School
Shaftsbury Elem. School
Middle School
Mt. Anthony Union Middle Sch
High School
Mt. Anthony Sr. UHSD 14
Listing courtesy of Kelley M McCarthy of Mahar McCarthy Real Estate



Copyright 2026, PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2026-03-01 08:40 PM UTC
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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