Active
12 Days on market
151 Oakland Street Wellesley — Photo 1 of 42

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

This Property
Size (SqFt) →Price →
This Property$551/sqft
Local Avg (Wellesley)$680/sqft
19% BelowMarket Average

* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$3,595,000
Annual Taxes$38,412

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms15
Fireplaces6
FlooringFlooring - Wood, Flooring - Wall to Wall Carpet
BasementFinished, Interior Entry, Garage Access

Climate & Utilities

HeatingForced Air, Natural Gas, Fireplace(s)
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter, Brick/Mortar
ZoningSR-30

Property & Lot

Acres1.15
SqFt Lot50,212
Lot Features--

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 1Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily Room
Living Room
Lvl First

Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood

Dining Room
Lvl First

Flooring - Hardwood

Kitchen
Lvl First

Flooring - Hardwood, Recessed Lighting, Remodeled

Office
Lvl First

Closet, Recessed Lighting

Family Room
Lvl First

Flooring - Hardwood, Wet Bar, Exterior Access, Recessed Lighting, Remodeled

Master Bedroom
Lvl Second

Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Bathroom - Full, Flooring - Hardwood, Recessed Lighting

Bedroom 4
Lvl Second

Flooring - Wall to Wall Carpet, Recessed Lighting

Bedroom 5
Lvl Second

Flooring - Wall to Wall Carpet, Recessed Lighting

Bathroom 1
Lvl Second

Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Remodeled

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - With Tub & Shower, Remodeled

Bathroom 3
Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Shower Stall, Remodeled

Property History

Listed
$3,595,000

Aug 28, 2026

MLS® 73569459

Terminated
$3,695,000

Aug 21, 2026

MLS® 73469127

Listed
$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 Provided By

Listing Agent: The Wilson Group

Listing Office: Compass

MLS® Number: 73569459

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