349 Old Stockbridge Rd, Lenox MA 01240
Lenox, MA 01240
$2,295,000
Est. $19,178/month
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About this home
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.
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Property History
Property Timeline
Listed for Sale
Aug 25, 2026
$2,295,000
Original listing
Agent: Selina Lamb
Office: Birch Properties
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/25/2026 | 🏠 Listed for Sale | $2,295,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $88,477 | $3,150,700 |
Financial Details
Annual Property Tax
$88,477
Tax Year 2026
Assessed Value
$3,150,700
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1903
Living Area
38,415 sq ft
Lot Size
11.90 acres
Bedrooms
31
Full Baths
14
Half Baths
15
Total Rooms
99
Interior
Heating
Central, Forced Air, Oil
Cooling
Central Air, Wall Unit(s), Ductless
Flooring
Wood, Tile, Carpet, Laminate
Appliances
Electric Water Heater, Dishwasher, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Range Hood
Fireplace
None
Fireplaces
1
Basement
Walk-out Access, Interior Entry, Concrete
Laundry
None
Features
None
Exterior
Construction
Frame, Brick
Architecture
Victorian, Mid-century Modern
Roof
Metal, Asphalt/composition Shingles
Features
Patio, Pool - Inground, Storage, Sprinkler System
Pool
In Ground
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Has Garage
Yes
Features
Detached, Paved Drive, Off Street, Paved, Unpaved
Total Spaces
99
Utilities
Electric
100 Amp Service, 200+ Amp Service
Water
Public
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$88,477
Assessed Value
$3,150,700
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
This Listing Does Not Include Property At 40 Frothingham Crossing, Lenox.
Exclusions
Security Systems At 349 Old Stockbridge Rd Properties Will Be Removed When Current Tenant Vacates.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Brick
Sq Ft Source
Public Record
Documents
None
County
Berkshire
Total market time (incl. prior listings)
70 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1903
Bedrooms
31
Full Bathrooms
14
Half Bathrooms
15
Living Area
38,415 sq ft
Total Rooms
99
Floor Layout
Interactive room guide
Floor Layout
Finished Area
38,415 sq ft above grade
Display Options
Outdoor Areas
PoolIn Ground
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Carpet, Laminate
Appliances:
Electric Water Heater, Dishwasher, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Range Hood
Interior Features:
Windows:
Basement:
Walk-Out Access, Interior Entry, Concrete
Laundry:
Security:
Construction & Materials
Style:
Victorian, Mid-Century Modern
Year Built:
1903
Structure Type:
Exterior Materials:
Frame, Brick
Roof:
Metal, Asphalt/Composition Shingles
Foundation:
Stone
Heating, Cooling & Utilities
Heating:
Central, Forced Air, Oil
Cooling:
Central Air, Wall Unit(s), Ductless
Hot Water:
Water Source:
Public
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Pool - Inground, Storage, Sprinkler System
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Underground Storage Tank
Road Surface:
Parking & Garage
Total Parking Spaces:
99
Parking Features:
Detached, Paved Drive, Off Street, Paved, Unpaved
Special Features
Fireplaces:
1
Fireplace Type:
Pool:
Private Pool
Pool Features:
In Ground
View:
Yes
View Type:
Scenic View(s)
Community Amenities:
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$7,373
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
349 Old Stockbridge Rd, Lenox MA 01240
Lenox, MA 01240
Listing Information
Listing Agent
Selina Lamb
Listing Office
Birch Properties
Office Phone
413-613-4363
Agent MLS ID
CN252416
Office MLS ID
AN7839
Listing Data Updated
Aug 25, 2026 10:19 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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