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58 Round Hill Rd, Great Barrington, MA, 01230

5beds
8baths
6,378sqft
$4,250,000
$666price/sqft
$28,868/moest. monthly cost
$1,154,720/yrincome needed

About This Home

Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless indoor-outdoor experience. The first-floor primary suite features a luxurious bath and tranquil views. An exceptional cinema room includes theater-style reclining seats and a half bath. Generous guest accommodations throughout. A private office suite with full bath. Outdoors, enjoy an infinity pool, bluestone patios, lush gardens, a charming pool house — all just three miles from downtown Great Barrington.

Getting Around

3
WalkingCar-Dependent
0
TransitVery Limited Transit
11
BikeSomewhat Bikeable

Construction

Condition

  • Year built: 2004

Materials

  • Roof: Standing Seam Metal

Type & Style

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

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Range,Range Hood,Refrigerator,Washer

Basement

  • Has basement: Yes
  • Basement: Radon Remed Sys,Full,Partially Finished

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 8
  • Full bathrooms: 6
  • 1/2 bathrooms: 2

Features

  • Cathedral Ceiling(s),Central Vacuum,Radon Mitigation System,Walk-In Closet(s)
  • Flooring: Carpet,Ceramic Tile,Wood
  • Fireplace: Yes

Heating

  • Heating features: Propane,Oil,Hot Water,Fireplace(s)

Interior Area

  • Total structure area: 6,378
  • Total interior livable area: 6,378 sqft

Property

Accessibility

  • Accessibility features: 1st Flr Bdrm w/Bath

Details

  • Parcel number: GREA M:031.0 B:0000 L:0004.A
  • Zoning description: Residential

Features

  • Private pool: Yes
  • Pool features: In Ground
  • Patio & porch: Deck
  • Has view: Yes
  • View description: Pasture,Hill/Mountain,Distant

Lot

  • Lot size: 8.75 Acres

Parking

  • Total spaces: 3
  • Parking features: Garaged & Off-Street
  • Has garage: Yes
  • Attached garage spaces: 3
  • Covered spaces: 3

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

  • Inland Flooding
    Inland FloodingRelatively High
  • Strong Wind
    Strong WindRelatively High
  • Cold Wave
    Cold WaveModerate
  • Hurricane
    HurricaneModerate
  • Ice Storm
    Ice StormModerate
  • Lightning
    LightningModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Inland Flooding
Strong Wind
Cold Wave
Hurricane
Ice Storm
Lightning
Winter Weather

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

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 $21,490$257,880
Home Insurance *$1,231$14,772
Property Taxes $4,890$58,680
Electricity $1,257$15,092
Total$28,868$346,416
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$989,760/yr
40% on housing$866,040/yr
45% on housing$769,813/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

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: 10.9%
10.9%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 0.6%
0.6%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$666This listing

vs Other Active Listings

Avg $/sqft

ZIP 01230$386
Berkshire County$267

vs Homes Sold Last Month

Median $/sqft

ZIP 01230$405
Berkshire County$245

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
2026-01-14Listed for sale$4,250,000
2005-06-17Sold$2,380,000

For Sale by Agent

AgentSheila Thunfors
BrokerageSTONE HOUSE PROPERTIES, LLC

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