About 1574-1579 Pleasant St
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.
Features of 1574-1579 Pleasant St
| MLS® # | 73563141 |
|---|---|
| Price | $1,260,000 |
| Bedrooms | 5 |
| Bathrooms | 4.00 |
| Full Baths | 4 |
| Square Footage | 3,334 |
| Acres | 0.34 |
| Year Built | 1815 |
| Type | Residential Income |
| Sub-Type | Duplex |
| Status | Active |
Community Information
| Address | 1574-1579 Pleasant St |
|---|---|
| City | Lee |
| County | Berkshire |
| State | MA |
| Zip Code | 01260 |
Amenities
| Utilities | for Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Varies per Unit |
|---|---|
| Parking Spaces | 10 |
| Parking | Deeded, Stone/Gravel |
| # of Garages | 1 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior Features | Storage, Crown Molding, Stone/Granite/Solid Counters, Bathroom With Tub & Shower, Country Kitchen, Smart Thermostat, Walk-Up Attic, High Speed Internet, Bathroom with Shower Stall, Ceiling Fan(s), Cathedral/Vaulted Ceilings, Kitchen, Laundry Room, Living RM/Dining RM Combo, Office/Den, Loft |
|---|---|
| Appliances | Microwave, Refrigerator, Freezer, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Washer, Rangetop - ENERGY STAR, Oven, Washer, Dryer, ENERGY STAR Qualified Dishwasher, Range |
| Heating | Steam, Oil, Forced Air, Natural Gas, Propane, Electric |
| Cooling | Window Unit(s) |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Fireplaces | Electric |
| # of Stories | 5 |
| Stories | 5 |
Exterior
| Exterior Features | Garden, Solar Powered Area Lighting |
|---|---|
| Lot Description | Easements |
| Windows | Insulated Windows, Storm Window(s) |
| Roof | Asphalt/Composition Shingles |
| Construction | Frame, Brick, Post & Beam, Barn board |
| Foundation | Block, Granite |
Additional Information
| Zoning | RB |
|---|
Listing Details
| Agent | Derek Greene |
|---|---|
| Office | The Greene Realty Group |