
1574-1579 Pleasant St Lee — Photo 1 of 37
$1,260,000
Lee, MA 01260
Beds
5
Baths
4
SqFt
3,334
Style
Duplex
Built
1815
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.
Microwave • Refrigerator • Freezer • ENERGY STAR Qualified Dryer • ENERGY STAR Qualified Washer • Rangetop - ENERGY STAR • Oven • Washer • Dryer • ENERGY STAR Qualified Dishwasher • Range
Aug 13, 2026
MLS® 73563141
Dec 31, 2025
MLS® 73423628
Dec 31, 2025
MLS® 73423627
Aug 31, 2025
MLS® 73423628
Aug 31, 2025
MLS® 73423627
20
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$123K
U.S. Census Bureau, ACS 2021 5-Year Estimates (B19013)
0.0%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
144 housing units permitted in the last 12 months (+4% vs the prior 12 months) — 19 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Listing Agent: Derek Greene
Listing Office: The Greene Realty Group
MLS® Number: 73563141