58 Round Hill RoadGreat Barrington, MA 01230Price: $4,250,000

Price: $4,250,000
Est. Mortgage of $/month
24 Days on Market

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.

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Tax Information

Assess Amount$2,518,800
Assessed Year2025
Tax Year2025
Taxes$34,734

Location

Address58 Round Hill Road
CountySouth Registry
StateMA
StreetRound Hill
TownGreat Barrington
Zip01230

Property

Acreage8.75
ZoningResidential

Exterior

Exterior SidingClapboard
RoofAsphalt Shingles

Property Information

Lot Size Sq Ft381,150
Property StyleContemporary
Property View DescriptionDistant, Pastoral, Hill/Mountain
Square Feet6,378

Other

Date Listed01/14/2026
Right to Farm CommYes
Year Built SourceAssessor
View Count1

School Information

Elementary SchoolMuddy Brook Reg.
High SchoolMonument Mountain
Junior HighW.E.B. DuBois Middle School

Basic Information

List Price$4,250,000
MA_BCMLS248548
Mls StatusActive
Modification Date02/01/2026
Property TypeResidential
Virtual TourView Tour

Interior

FloorCarpet, Wood, Ceramic Tile
Interior AmenitiesCentral Vacuum, Cathedral Ceilings, Radon Mitigation System, Walk-In Closet(s), Fireplace (s)

Amenities

Accessibility Amenities1st Flr Bdrm w/Bath
Appliances Included
- Dishwasher
- Dryer
- Range
- Range Hood
- Refrigerator
- Washer
Exterior AmenitiesDeck, Pool - In Ground, Outbuilding
Other AmenitiesBasement, Fireplace, Garden, Pool, Mountain View

Parking

Parking Spaces
Parking Spaces TypeGaraged & Off-Street

Rooms

Bathroom8
Bedrooms5
Full Bath6
Half Baths2
Rooms11

Building

BasementFinished-Partially, Radon Remed Sys, Full
Building Construction2x6 Walls
GarageAttached, Auto Opener
Garage Spaces3
Year Built2004

Utilities

Electric Type200 Amp
Heat SystemCentral AC, Hot Water, Heat Pump
Heating FuelOil, Propane
Hot WaterTankless
SewerPrivate

Water Body

Water AccessWell

School Name	Distance	Type	Grades

Based on information submitted to BCMLS as of February 7, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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58 Round Hill RoadGreat Barrington, MA 01230Price: $4,250,000

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58 Round Hill RoadGreat Barrington, MA 01230Price: $4,250,000

$/month over payments

Driving Directions

Ask A Question

More Info

Tax Information

Location

Property

Exterior

Property Information

Other

School Information

Basic Information

Interior

Amenities

Parking

Rooms

Building

Utilities

Water Body

Your Local Office

Share

Great Barrington, MA Real Estate Market Data

Faraday Attribution

Great Barrington, MA Demographics

Great Barrington, MA Schools

Walkability

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