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Historic 1815 compound - 3 independent income-producing units - $154K gross revenue in 2025. 1815 Greek Revival farmhouse duplex + converted barn - an investment rental property or family compound minutes from Main Street Stockbridge. Turnkey 5-star Airbnb, 6 years running, $154K/year. On historic registry as birthplace of a U.S. Supreme Court Justice. Compact, low-maintenance parcel - all the Berkshires, none of the yard work. Original wide-beam floors, log rafters, double-sided fireplace with brick vaulted bread oven, mature gardens with bistro tables. Three addresses - 1574, 1577 & 1579 Pleasant St. Each unit fully self-contained with own entrance, kitchen, W/D, electricity meter, and heat source. 1574: 2BR/1BA downstairs.1579: 2+BR/2BA upstairs 1577: converted barn with king bed, queen futon loft, and full bath. The hard work is done; you simply take over a fully operational hospitality business. THE NUMBERS 2025 Gross Revenue: $153,702 | NOI: $136,526 | Cap Rate: 10.84% | Gross Yield: 12.20%5-yr avg NOI: $122,423. No pro forma. No projections. All actual. Revenue documented across all seasons- summer STR, fall/winter: remote professionals, insurance relocation, medical professionals. No stabilization period needed. THE LOCATION Minutes to Tanglewood, Kripalu, Stockbridge Bowl. 2.5 hrs NYC · 2 hrs Boston. Peak STR demand June-Aug; remote professionals and corporate tenants fill all three units Sept-May. Twelve months of documented revenue, no seasonal gap over 6 years. THE OPPORTUNITY Historic designation as birthplace of U.S. Supreme Court Justice Henry Billings Brown - a permanent differentiator no new build can replicate. Active STR/MTR listings, 4.88-star brand, 180+ reviews, active forward bookings, guest handbook, host handbook, and operating playbook all convey. Municipal sewer (no Title 5) · public water · FEMA Zone X · dual residential + commercial zoning · electrical updated · 4th unit potential in unfinished barn garage. Furniture, kitchenware, linens + digital marketing assets excluded; available by separate agreement. Active STR - all units occupied.

More Info

Basic Information

  • Gross Income $153,702
  • Lot Features Easements
  • Mls StatusNew
  • Rent Includes Unit 1(Heat, Electric, Water, Hot Water), Unit 2(Heat, Gas, Water, Hot Water), Unit 3(Heat, Electric, Water, Hot Water)

Location

  • Address1574-1579 Pleasant Street
  • Building Number1574-1579
  • CountyBerkshire
  • StateMA
  • StreetPleasant Street
  • TownLee
  • Zip01260

Exterior

  • Exterior Features Garden, Solar Powered Area Lighting
  • RoofAsphalt/Composition Shingles

Utilities

  • Cooling Window Unit(s)
  • Cooling YN Yes
  • Electric 110 Volts,220 Volts, Circuit Breakers, Individually Metered
  • Electric Expense 8332
  • Heat SystemYes
  • Heating
    • Electric
    • Forced Air
    • Natural Gas
    • Oil
    • Propane
    • Steam
  • Sewer Public Sewer
  • Water Source Public

Other

  • Date Listed08/13/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $486,800
  • Tax Year 2026
  • Taxes$5,694

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 4
  • Bedrooms5
  • Full Bath4

Building

  • BasementDirt Floor
  • Building Area Units Square Feet
  • Construction Materials Frame, Brick, Post & Beam, Barn board
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplace Features Electric
  • Fireplaces Total 4
  • FoundationBlock, Granite
  • Garage Spaces1
  • Levels 5
  • Patio And Porch Features Porch, Covered
  • Rooms12
  • Stories5
  • Units3
  • Utilities
    • For Electric Dryer
    • For Electric Oven
    • For Electric Range
    • For Gas Dryer
    • For Gas Oven
    • For Gas Range
    • Varies Per Unit
    • Washer Hookup
  • Window Features Insulated Windows, Storm Window(s)
  • Year Built1815
  • Year Built Details Actual
  • Year Built Source Public Records

Parking

  • Covered Spaces 1
  • Garage YN Yes
  • Parking Features Deeded, Stone/Gravel
  • Parking Spaces10

Basic Information

  • List Price$1,260,000
  • MLS Number73563141
  • Modification Date08/13/2026
  • Property SubTypeDuplex

Property

  • Acreage0.34

Interior

  • Flooring Wood, Hardwood
  • Interior Features
    • Bathroom With Tub & Shower
    • Bathroom with Shower Stall
    • Cathedral/Vaulted Ceilings
    • Ceiling Fan(s)
    • Country Kitchen
    • Crown Molding
    • High Speed Internet
    • Kitchen
    • Laundry Room
    • Living RM/Dining RM Combo
    • Loft
    • Office/Den
    • Smart Thermostat
    • Stone/Granite/Solid Counters
    • Storage
    • Walk-Up Attic

Property Information

  • Building Area Source Public Records
  • Living Area 3,334
  • Lot Size Square Feet 14,810
  • Lot Size Units Acres
  • Square Feet3,334
  • View YN Yes

Amenities

  • Appliances IncludedMicrowave, Refrigerator, Freezer, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Washer, Rangetop - ENERGY STAR, Oven, Washer, Dryer, ENERGY STAR Qualified Dishwasher, Range
  • Green Energy Efficient Thermostat, Varies per Unit
  • Other AmenitiesFireplace, Garden

Map Location

Listed by Derek Greene of The Greene Realty Group

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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