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  • 1229 Centre Street, Newton Centre, MA, USA
  • (774) 222-0952
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© 2026 Maggie Li. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 151 Oakland Street, Wellesley, MA 02481
Active
217 Days on market
151 Oakland Street Wellesley — Photo 1 of 42

151 Oakland Street Wellesley — Photo 1 of 42

Recent Drop: $1,255,000

$4,950,000
$3,695,000

$3,695,000

151 Oakland Street, Wellesley, MA 02481

Wellesley, MA 02481 — Wellesley Hills

Beds

6

Baths

5

SqFt

6,990

Style

Single Family

Built

1748

Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovated in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, dining room, home office with separate entrance w/full bath (or 6th bedroom). Primary suite with vaulted ceilings and radiant bathroom, 4 additional bedrooms (two ensuite), 4th bedroom access to third-floor game room. The finished lower level features a large billiards/family room, gym, workshop, mudroom & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn with electricity and water & a fenced in paddock. Abutts conservation land, 2 car garage, cobblestone parking, stoned walls, can be sold furnished.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$529/sqft
Local Avg (Wellesley)$679/sqft
22% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$4,950,000
Annual Taxes$38,412

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms15
Fireplaces6
FlooringTile, Carpet, Hardwood, Pine
BasementFull, Finished, Interior Entry, Garage Access, Concrete

Climate & Utilities

HeatingForced Air, Natural Gas, Hydro Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Brick/Mortar
ZoningSR30

Property & Lot

Acres1.15
SqFt Lot50,212
Lot FeaturesCorner Lot, Cleared, Level

Amenities & Appliances

Gas Water Heater • Range • Oven • Dishwasher • Disposal • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Shopping • Park • Walk/Jog Trails • Stable(s) • Golf • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

Second
OfficeMaster BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 1Bathroom 2Bathroom 3
First
Living RoomDining RoomFamily Room
Main,First
Kitchen
Living Room
Lvl First

13.6 x 11.1

Flooring - Hardwood

Dining Room
Lvl First

11.4 x 13.7

Flooring - Wood

Kitchen
Lvl Main,First

21.3 x 12

Dining Area, Pantry, French Doors, Kitchen Island, Wet Bar, Cabinets - Upgraded, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Slider

Office
Lvl Second

12.8 x 12

Family Room
Lvl First

22.1 x 24.9

Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Wood, Window(s) - Picture

Master Bedroom
Lvl Second

14.1 x 20.7

Bathroom - Full, Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Window(s) - Picture, Double Vanity, Recessed Lighting, Remodeled

Bedroom 2
Lvl Second

12.6 x 14.5

Bedroom 3
Lvl Second

15.6 x 15.3

Bedroom 4
Lvl Second

11.8 x 15.4

Bedroom 5
Lvl Second

11.9 x 11.9

Bathroom 1
Lvl Second
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second

Property History

Price Drop
$3,695,000

Was $3,850,000

Jul 28, 2026

MLS® 73469127

Price Drop
$3,850,000

Was $3,995,000

Jul 7, 2026

MLS® 73469127

Price Drop
$3,995,000

Was $4,195,000

May 7, 2026

MLS® 73469127

Price Drop
$4,195,000

Was $4,250,000

Apr 30, 2026

MLS® 73469127

Price Drop
$4,250,000

Was $4,495,000

Apr 15, 2026

MLS® 73469127

Price Drop
$4,495,000

Was $4,650,000

Mar 23, 2026

MLS® 73469127

Price Drop
$4,650,000

Was $4,950,000

Feb 27, 2026

MLS® 73469127

Listed
$4,950,000

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 6,990 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.

Full Wellesley, MA market report ZIP 02481 market data
Listing Provided By

Listing Agent: Beth Dickerson

Listing Office: Gibson Sotheby's International Realty

MLS® Number: 73469127

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