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Kathleen Sposato

soldwithsposato@gmail.com +1(508) 523-8632

$2,295,000

Est. payment - /mo

31 Beds

21.5 Baths

38,415 SqFt

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UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 38,415 sqft

Price per Sqft $59

MLS Listing ID 73567764

Style Victorian,Mid-Century Modern

Bedrooms 31

Full Baths 14

Half Baths 15

HOA Y/N false

Year Built 1903

Annual Tax Amount $88,477

Tax Year 2026

Lot Size 11.900 Acres

Acres 11.9

Property Sub-Type Single Family Residence

Property Description

A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style.The original mansion remains at the heart of the property, surrounded by broad lawns and buildings added during its later evolution into an educational campus. Much of the character of the original country house remains, including handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom. Most recently used for classrooms and administrative functions, the mansion was originally designed as a residence, with bedrooms on its upper floors.Beyond the main house are two dormitory residences with approximately 24 bedrooms and shared common spaces, a separate multi-level building with commercial kitchen and dining facilities, classrooms, offices, library, conference and infirmary spaces, a substantial gymnasium, and additional support buildings. For a residential buyer, this unusual collection offers possibilities for guest and staff accommodations, studios, offices, recreation, wellness, or a multi-generational Berkshire estate, subject to applicable approvals.The gymnasium could accommodate fitness, indoor tennis, pickleball, squash, or other private amenities. Existing infrastructure includes public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, commercial sprinklering in select buildings, extensive parking, and established internal circulation.Hillcrest currently operates on the campus under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518284.For its next steward, Overlee offers the rare chance to inherit not simply a house, but an entire Berkshire estate—historic architecture, expansive grounds, and a collection of buildings ready to support a new vision.Offered at $2,295,000.

Location

State MA

County Berkshire

Zoning R1A

Direction From Lenox: Old Stockbridge Rd, property will be on left after Elm Court.

Rooms

Basement Walk-Out Access, Interior Entry, Concrete

Interior

Heating Central, Forced Air, Oil

Cooling Central Air, Wall Unit(s), Ductless

Flooring Wood, Tile, Carpet, Laminate

Fireplaces Number 1

Appliance Electric Water Heater, Dishwasher, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Range Hood

Exterior

Exterior Feature Patio, Pool - Inground, Storage, Sprinkler System

Pool In Ground

View Y/N Yes

View Scenic View(s)

Roof Type Metal,Asphalt/Composition Shingles

Total Parking Spaces 99

Garage Yes

Private Pool true

Building

Lot Description Underground Storage Tank

Foundation Stone

Sewer Private Sewer

Water Public

Architectural Style Victorian, Mid-Century Modern

Schools

Elementary Schools Morris

Middle Schools Lenox Memorial

High Schools Lenox Memorial

Others

Senior Community false

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Listed by Birch Properties

NEARBY SCHOOL & BUSINESS

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Kathleen Sposato

+1(508) 523-8632

Broker License ID: 9084437

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349 Old Stockbridge Rd Lenox, MA 01240

Kathleen Sposato

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

NEARBY SCHOOL & BUSINESS

GET MORE INFORMATION

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349 Old Stockbridge Rd