557 Bennett Hill Road Shaftsbury, VT $ 1,495,000
557 Bennett Hill Road
$ 1,495,000
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557 Bennett Hill Road

Shaftsbury, VT, 05262
$ 1,495,000
Bedrooms6 Baths5.1 Sq 4,864

Monthly Estimate*

$ 9,205

Listed by Kelley McCarthy, Mahar McCarthy Real Estate, 802-779-4115, kelley@mmcrealtyvt.com
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Single Family Home for sale in Shaftsbury, VT

for $1,495,000 with 6 bedrooms and 5 full baths, 1 half bath. This 4,864 square foot home was built in 1963 on a lot size of 17.83.

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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Single Family Active

Price

$ 1,495,000

Bedrooms

6

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Colonial

Lot Size

17.83

Year Built

1963

Town/City

Shaftsbury

County/Region

Bennington

MLS | Web ID

5077720

Features
Interior
Basement Description Bulkhead Concrete Concrete Floor Unfinished Exterior Access Basement Stairs
Interior Amenities Bar Cathedral Ceiling Ceiling Fan Gas Fireplace Wood Fireplace 2 Fireplaces In-Law/Accessory Dwelling In-Law Suite Kitchen Island Primary BR w/ BA Natural Light Soaking Tub Vaulted Ceiling Walk-in Cl
Basement Yes
Flooring Carpet Hardwood Tile Wood
Beds 6
Total Rooms 13
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General
Road Frontage Yes
Sewer Septic
Heating Propane Baseboard Multi Zone Radiant Mini Split Boiler Gas Fireplace
Cooling Mini Split
Utilities Cable Available Propane
Roof Metal Architectural Shingle Standing Seam
Appliances Dishwasher Dryer Range Hood Microwave Wall Oven Gas Range Refrigerator Washer On Demand Water Heater Owned Water Heater Wine Cooler
Garage Yes
Flood Zone No
Zoning RR
3/4 Baths 2
Full Baths 3
Half Baths 1
Bathrooms 6
Year Built 1963
Electric 200+ Amp Service Circuit Breaker(s)
Style Colonial
Stories Count 2
Construction Status Existing
Type Single Family
Accessibility Features 1st Floor 1/2 Bathroom 1st Floor 3/4 Bathroom Kitchen w/5 Ft. Diameter Low Pile Carpet 1st Floor Laundry
Auction No
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Cedar Exterior Clapboard Exterior Shake Siding Wood Siding
High School Mt. Anthony Sr. UHSD 14
City Shaftsbury
Other Equipment CO Detector Dehumidifier Radon Mitigation Smoke Detector Hardwired Smoke Detector
School District Southwest Vermont
Seasonal No
Elementary School Shaftsbury Elem. School
Middle School Mt. Anthony Union Middle Sch
DOM 1
Price Per Sq Ft Total AG 307.36
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Exterior
Lot Features Country Setting Field/Pasture Landscaped Level Mountain View Stream View
Exterior Amenities Partial Fence Garden Space Natural Shade Outbuilding Patio Porch Enclosed Porch Screened Porch Storage Window Screens
Driveway Circular Crushed Stone
Lot Size Area 17.83
Water Source Drilled Well
Parking Features Auto Open Driveway Garage Parking Spaces 1 - 10 Detached
Garage Capacity 3
Foundation Concrete Concrete Slab
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* Excluded Features
List By
Kelley McCarthy

Listing Agent

Mahar Mccarthy Real Estate

Broker

(802) 779-4115

Phone

kelley@mmcrealtyvt.com

Email

Affordability Calculator

$9,205
Per Month
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Monthly Principal & Interest
$9,205
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1782827 Elementary School
451961 Middle School
Mt. Anthony Sr. UHSD 14 High School High School
Pricing History
DatePricePrice ChangeDescription
2/27/2026$1,495,000 Listed Price

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557 Bennett Hill Road, Shaftsbury, VT, 05262 is a Single Family Home for sale at $1,495,000 with 4,864 sqft and a lot size of 17.83. 557 Bennett Hill Road has 6 bedrooms, 5.1 baths, and was built in 1963. The property's zip code is 05262 which is in Shaftsbury, VT