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Briana Burke
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557 Bennett Hill Road, Shaftsbury, VT 05262

$1,495,000
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Active
BEDS6 BATHS5 full 1 partial SQUARE FEET4,864 MLS#5077720
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSouthwest Vermont

Listing Courtesy of: Mahar McCarthy Real Estate
Agency Phone: 802-442-8337
Associate Name: Kelley McCarthy
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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.

557 Bennett Hill Road | MLS# 5077720

This single family home located at 557 Bennett Hill Road, Shaftsbury, VT 05262 is currently listed for sale with an asking price of $1,495,000. This property was built in 1963 and has 6 bedrooms and 5 full and 1 partial baths with 4864 sq. ft. Bennett Hill Road is located within the Southwest Vermont school district. Search Shaftsbury real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Concrete, Concrete Floor, Unfinished, Exterior Access, Basement Stairs
Basement: Yes
Cooling: Mini Split
Fenced: Yes
Garage: 3
Heating: Propane, Baseboard, Multi Zone, Radiant, Mini Split, Bo
Home Style: Colonial
Lot Size: 17.83 Acres
Roof Type: Metal, Architectural Shingle, Standing Seam
Stories: 2.0
Taxes: $12,610
Year Built: 1963

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 Closet
Wet Bar
Programmable Thermostat
Partial Fence 
Garden Space
Natural Shade
Outbuilding
Patio
Porch
Enclosed Porch
Screened Porch
Storage
Window Screens

Feature Descriptions

Accessibility: 1st Floor 1/2 Bathroom, 1st Floor 3/4 Bathroom, Kitchen w/5 Ft. Diameter, Low Pile Carpet, 1st Floor Laundry
Appliances: Dishwasher, Dryer, Range Hood, Microwave, Wall Oven, Gas Range, Refrigerator, Washer, On Demand Water Heater, Owned Water Heater, Wine Cooler
Baths 1/2: 1
Baths 3/4: 2
Baths Full: 3
Color: White
Construction: Cedar Exterior, Clapboard Exterior, Shake Siding, Wood Siding
Construction Status: Existing
Days on Site: 18
Driveway: Circular, Crushed Stone
Electric: 200+ Amp Service, Circuit Breaker(s)
Equipment: CO Detector, Dehumidifier, Radon Mitigation, Smoke Detector, Hardwired Smoke Detector
Exterior: Cedar Exterior, Clapboard Exterior, Shake Siding, Woo
Flood Zone: No
Flooring: Carpet, Hardwood, Tile, Wood
Foundation: Concrete, Concrete Slab
Lot: Country Setting, Field/Pasture, Landscaped, Level, Mountain View, Stream, View
Number of Rooms: 13
Parking: Auto Open, Driveway, Garage, Parking Spaces 1 - 10, Detached
Road Frontage: 500
Roads: Public, Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 4864
Sq. Ft. Total Finished: 4864
Total Stories: 2
Water: Drilled Well
Zoning: RR

Room Sizes

Kitchen: 19.3x12.9 Level - 1
Living/Dining: 19x13 Level - 1
Living Room: 19.4x16 Level - 1
Dining Room: 14.5x15.1 Level - 1
Family Room: 15.9x11.5 Level - 1
Primary BR Suite: 19x15.1 Level - 2
Bedroom with Bath: 17x16 Level - 2
Bedroom: 12.6x13.3 Level - 2
Bedroom: 12.7x15 Level - 2
Bedroom: 12x15 Level - 1
Living Room: 23x12 Level - 1
Kitchen: 7.10x9.6 Level - 1
Studio: 21x15 Level - 2

Local Schools

High School: Mt. Anthony Sr. UHSD 14
Middle School: Mt. Anthony Union Middle Sch
Elementary School: Shaftsbury Elem. School
School District: Southwest Vermont

Listed By / Shown By

Listed By

Agency Name: Mahar McCarthy Real Estate
Agency Phone: 802-442-8337
Agent Name: Kelley McCarthy

agent picture

Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 4,814.10 per month $3,327.22 Principal & Interest $1,050.83 Property Tax $436.04 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-16 23:33:23

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