For sale

$3,950,000

Est. $25,516/mo —

•

6,378

sq ft

58 Round Hill Rd, Great Barrington, MA 01230

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.

Single-familyProperty Type

2004Year Built

8.75 acresLot Size

$619Price/Sq.Ft.

3 car garageParking

Listed by Sheila Thunfors • STONE HOUSE PROPERTIES, LLC

Listed by Nikki Carchedi • STONE HOUSE PROPERTIES, LLC

Listing updated: Sep 12, 2026 at 12:53pm

Redfin checked: 4 minutes ago

•Source:BCMLS #248548

Payment calculator

$25,516 per month

Principal and interest$22,095

Property taxes

$2,895

HOA dues

Home insurance

$527

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 11AM
$799,000
3 beds2 baths1,562 sq ft
14 Woodland Hill Rd, Great Barrington, MA 01230
OPEN SAT, 10AM TO 2PM
$1,995,000
4 beds5 baths4,350 sq ft
268 W Hill Rd, Austerlitz, NY 12017
OPEN SAT, 11AM TO 1PM
$579,000
3 beds1.5 baths1,512 sq ft
121 New York 203, Spencertown, NY 12165
OPEN SAT, 11AM TO 1PM
$849,900
3 beds2 baths1,600 sq ft
2955 State Route 23, Hillsdale, NY 12529
Listing by Coldwell Banker Advisor Realty
OPEN SAT, 12PM TO 2PM
$1,250,000
4 beds3.5 baths3,047 sq ft
3 Cornwall Dr, Great Barrington, MA 01230
OPEN SAT, 1PM TO 2:30PM
$649,000
5 beds3.5 baths3,068 sq ft
12 Mountain St, Great Barrington, MA 01230
OPEN SAT, 1PM TO 3PM
$1,185,000
3 beds2.5 baths2,800 sq ft
249 Boardman St, Sheffield, MA 01257
OPEN SAT, 2PM TO 4PM
$725,000
3 beds4 baths2,259 sq ft
8 Twin Bridges Road Ext, Copake, NY 12516
OPEN SUN, 12:30PM TO 2PM
$1,250,000
4 beds3 baths2,395 sq ft
9960 Route 22, Hillsdale, NY 12529
Listing by Four Seasons Sothebys Intl
OPEN OCT 10, 10AM TO 11:30AM
$1,295,000
3 beds3 baths3,048 sq ft
4 Sheffield Rd, South Egremont, MA 01258

Around this home

Schools

K - 12
Preschool & daycare

W.E.B. Du Bois Regional Middle School

Public 5-8 • Assigned • 4.6mi

6/10

Monument Mt Regional High School

Public 9-12 • Assigned • 5.1mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

58 Round Hill Rd · $3,950,000

Strong offer

$3.83M and above

75% chance or better to win

Why $3.83M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 46 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Cathedral ceilings
Central vacuum
Fireplace(s)
Radon mitigation system
Walk-in closet(s)
First-floor bedroom with bath (accessibility feature)

Bedrooms
11 total rooms (includes bedrooms and living spaces)

Bathrooms
6 full bathrooms
2 half bathrooms

Kitchen
Dishwasher
Range hood
Refrigerator

Laundry & utility
Washer
Dryer

Flooring
Carpet
Wood

Heating & cooling
Propane heating
Oil heating
Has heating

Sale and tax history for 58 Round Hill Rd

Sale History
Tax History

Date

Event

Price

BCMLS #248548

Sep 12, 2026

Price Changed

$3,950,000

$619/sq ft

Jan 14, 2026

Listed

$4,250,000

$666/sq ft

BCMLS #167118

Jun 7, 2005

Sold

$2,380,000

$373/sq ft

Dec 24, 2004

Listed

$2,925,000

$459/sq ft

Public Remarks

No expense has been spared on this large sunny home. Quality touches are everywhere from the three-sink, two- dishwasher kitchen, Viking commercial grade range and hood, granite counter tops, to the red oak and tumbled marble floors. Every detail is absolutely first class.. The pastoral southern views over protected sheep farm look down the Housatonic valley into Connecticut. One of the most ple

BCMLS #165524

Dec 20, 2004

Listing Removed

—

Jul 21, 2004

Listed

$2,850,000

$447/sq ft

BCMLS #164779

Aug 13, 2004

Listing Removed

—

May 26, 2004

Listed

$2,850,000

$447/sq ft

Public record

Beds

Baths

6.5

Stories

Lot width

—

Lot depth

—

Lot size

8.75 Acres

Year renovated

—

Finished Sq. Ft.

6,378

Unfinished Sq. Ft.

—

Total Sq. Ft.

6,378

Year built

2004

Style

Single Family Residential

County

Berkshire County

APN

4290037

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

4/10 Wind Factor

10% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Great Barrington, MA • 01230

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

91/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 23% for direct sun exposure in Great Barrington. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.2 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 58 Round Hill Rd

$3,653,737

$296K under list price of $3.95M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $810K to $2.4M.

SOLD SEP 24, 2026
$1,115,000 Last sold price
4 beds4 baths3,500 sq ft
3 Townhouse Hill Rd, Egremont, MA 01252
$300/sq ft
smaller lot
6 years older
SOLD DEC 19, 2025
$2,395,000 Last sold price
5 beds5.5 baths3,940 sq ft
19 Mill Rd, Egremont, MA 01258
$11/sq ft
larger lot
104 years older
SOLD APR 10, 2026
$860,000 Last sold price
3 beds4.5 baths6,762 sq ft
67 Blunt Rd, South Egremont, MA 01230
$492/sq ft
larger lot
19 years newer
SOLD SEP 17, 2026
$1,250,000 Last sold price
4 beds3 baths2,156 sq ft
117 Creamery Rd, Egremont, MA 01258
$39/sq ft
smaller lot
3 years older
SOLD SEP 25, 2026
$810,000 Last sold price
3 beds3 baths3,204 sq ft
211 Cottage St, Housatonic, MA 01236
$366/sq ft
smaller lot
105 years older
SOLD JUL 9, 2026
$950,000 Last sold price
4 beds2 baths2,742 sq ft
22 Sheffield Rd, Egremont, MA 01258
$273/sq ft
smaller lot
134 years older

Rental earnings

Est. $4,805 per month, based on comparable rentals

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Early Access listings

EARLY ACCESSCOMPASS COMING SOON

Contact for price

3 beds3 baths1,690 sq ft

96 Sweetwater Ave #9, Bedford, MA 01730

EARLY ACCESSCOMPASS COMING SOON

$1,185,000

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Undisclosed address, Boston, MA 02114

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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EARLY ACCESSCOMPASS COMING SOON

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130 Appleton St Unit 5B, Boston, MA 02116

EARLY ACCESSCOMPASS COMING SOON

$399,000

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$999,990

2 beds2 baths2,304 sq ft

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Nearby similar homes

NEW 7 HRS AGO

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New listings for sale in 01230

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OPEN OCT 10, 10AM TO 11:30AM

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Details provided by BCMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 58 Round Hill Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 58 Round Hill Rd

Early Access listings

Nearby similar homes

New listings for sale in 01230

More real estate resources