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557 Bennett Hill Road, Shaftsbury, VT, 05262

6beds
6baths
4,864sqft
$1,450,000
$298price/sqft
$10,749/moest. monthly cost
$429,960/yrincome needed

About This Home

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.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
11
BikeSomewhat Bikeable

Schools

4/10
5/10

Construction

Condition

  • Year built: 1963

Materials

  • Foundation: Concrete,Concrete Slab
  • Roof: Metal,Architectural Shingle,Standing Seam
  • Construction materials: Cedar Exterior,Clapboard Exterior,Shake Siding,Wood Siding

Type & Style

  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Range Hood,Microwave,Wall Oven,Gas Range,Refrigerator,Washer,Instant Hot Water,Owned Water Heater,Wine Cooler

Basement

  • Has basement: Yes
  • Basement: Bulkhead,Concrete,Concrete Floor,Unfinished,Exterior Entry,Basement Stairs,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 6
  • Full bathrooms: 3
  • 3/4 bathrooms: 2
  • 1/2 bathrooms: 1

Features

  • Bar,Cathedral Ceiling(s),Ceiling Fan(s),In-Law/Accessory Dwelling,In-Law Suite,Kitchen Island,Primary BR w/ BA,Natural Light,Soaking Tub,Vaulted Ceiling(s),Walk-In Closet(s),Wet Bar,Programmable Thermostat
  • Window features: Screens
  • Flooring: Carpet,Hardwood,Tile,Wood
  • Number of fireplaces: 2
  • Fireplace features: Gas,Wood Burning,2 Fireplaces
  • Fireplace: Yes
  • Finished area below ground: 0
  • Finished area above ground: 4,864

Heating & Cooling

  • Heating features: Propane,Baseboard,Zoned,Radiant,Mini Split
  • Cooling features: Mini Split

Interior Area

  • Total structure area: 6,304
  • Total interior livable area: 4,864 sqft

Property

Accessibility

  • Accessibility features: 1st Floor 1/2 Bathroom,1st Floor 3/4 Bathroom,Kitchen w/5 Ft. Diameter,Low Pile Carpet,1st Floor Laundry

Details

  • Parcel number: 57318011760
  • Zoning description: RR
  • Other equipment: Radon Mitigation

Features

  • Levels: Two
  • Stories: 2
  • Patio & porch: Patio,Porch,Enclosed Porch,Screened Porch
  • Exterior features: Garden,Natural Shade,Storage
  • Fencing: Partial
  • Has view: Yes
  • View description: Mountain(s)
  • Waterfront features: Stream
  • Frontage length: Road frontage: 500

Lot

  • Lot size: 17.83 Acres
  • Features: Country Setting,Field/Pasture,Landscaped,Level,Views

Parking

  • Total spaces: 3
  • Parking features: Circular Driveway,Crushed Stone,Auto Open,Driveway,Garage,Parking Spaces 1 - 10,Detached
  • Has garage: Yes
  • Attached garage spaces: 3
  • Covered spaces: 3
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Cold Wave
    Cold WaveVery High
  • Lightning
    LightningRelatively High
  • Inland Flooding
    Inland FloodingModerate
  • Ice Storm
    Ice StormModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Cold Wave
Lightning
Inland Flooding
Ice Storm
Winter Weather

FEMA Declared Disasters Across Vermont Counties

Flood
Severe Storm
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $7,331$87,972
Home Insurance $988$11,856
Property Taxes $1,812$21,744
Electricity $618$7,425
Total$10,749$128,988

Income You'd Need if You Spent...

35% on housing$368,537/yr
40% on housing$322,470/yr
45% on housing$286,640/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 4.6%
4.6%
0%30.0%
Electricity Growth Rate10-year average: 7.6%
7.6%
0%15.0%
Property Taxes Growth Rate2-year average: 1.1%
1.1%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$298This listing

vs Other Active Listings

Avg $/sqft

ZIP 05262$230
Bennington County$239

vs Homes Sold Last Month

Median $/sqft

ZIP 05262$151
Bennington County$202

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-02-27Listed for sale$1,495,000
2022-07-05Sold$1,100,000
2012-11-21Listing removed$745,000
2012-06-14Listed for sale$745,000
2004-08-05Sold$550,000

For Sale by Agent

AgentKelley M McCarthy
BrokerageMahar McCarthy Real Estate

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