
151 Oakland Street Wellesley — Photo 1 of 42
$3,595,000
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, the home offers 6 bedrooms and 5 full baths. 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, 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.
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Medical Facility
Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood
Flooring - Hardwood
Flooring - Hardwood, Recessed Lighting, Remodeled
Closet, Recessed Lighting
Flooring - Hardwood, Wet Bar, Exterior Access, Recessed Lighting, Remodeled
Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
Bathroom - Full, Flooring - Hardwood, Recessed Lighting
Flooring - Wall to Wall Carpet, Recessed Lighting
Flooring - Wall to Wall Carpet, Recessed Lighting
Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Remodeled
Bathroom - Full, Bathroom - With Tub & Shower, Remodeled
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Shower Stall, Remodeled
Aug 28, 2026
MLS® 73569459
Aug 21, 2026
MLS® 73469127
Jan 15, 2026
MLS® 73469127
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
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)
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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