
151 Oakland Street Wellesley — Photo 1 of 42
$3,595,000
151 Oakland Street, Wellesley, MA 02481
Wellesley, MA 02481
Beds
6
Baths
5
SqFt
6,525
Style
Single Family
Built
1748
Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room/nursery, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.
Market Value Analysis
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Medical Facility
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstBeamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood
Dining Room
Lvl FirstFlooring - Hardwood
Kitchen
Lvl FirstFlooring - Hardwood, Recessed Lighting, Remodeled
Office
Lvl FirstCloset, Recessed Lighting
Family Room
Lvl FirstFlooring - Hardwood, Wet Bar, Exterior Access, Recessed Lighting, Remodeled
Master Bedroom
Lvl SecondBathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondBathroom - Full, Flooring - Hardwood, Recessed Lighting
Bedroom 4
Lvl SecondFlooring - Wall to Wall Carpet, Recessed Lighting
Bedroom 5
Lvl SecondFlooring - Wall to Wall Carpet, Recessed Lighting
Bathroom 1
Lvl SecondBathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Remodeled
Bathroom 2
Lvl SecondBathroom - Full, Bathroom - With Tub & Shower, Remodeled
Bathroom 3
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Shower Stall, Remodeled
Property History
$3,595,000
Aug 28, 2026
MLS® 73569459
$3,695,000
Aug 21, 2026
MLS® 73469127
$3,695,000
Jan 15, 2026
MLS® 73469127
Population
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 6,525 sq ft principal dwelling). Lot size: 50,212 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: The Wilson Group
Listing Office: Compass
MLS® Number: 73569459
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