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151 Oakland Street — Photo 11 / 30

$3,995,000

Active

151 Oakland Street

Wellesley, MA 02481

6Beds
5Baths
6,990Sq Ft
$572$/Sq Ft
1.15 acLot
1748Built
17Days on Market

Listed by Beth Dickerson at Gibson Sotheby's International Realty

Listing courtesy of Beth Dickerson, Gibson Sotheby's International Realty

About This Property

Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovations 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, charming dining room, home office with separate entrance w full bath (6th bedroom) or private guest room. Primary Suite with vaulted ceilings, 4 additional bedrooms two ensuite, 4th bedroom access to third-floor game room. 2nd office, The finished lower level includes a billiards/family room, gym, workshop & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn w/2 horse stalls and fenced paddock. Abutts conservation land, Two-car garage, cobblestone parking lot, gorgeous stoned walls, sold furnished .

Property Details

Key Facts

Property Type

Single Family

Style

Antique, Three Family

Year Built

1748

Living Area

6,990 sqft

Lot Size

1.15 ac

Rooms

15

Bedrooms

6

Bathrooms

5 (5 full)

Construction

Exterior

A

Basement

Full Basement

Flooring

Wall to Wall Carpet, Hardwood, Laminate, O

Parking Spaces

6

Garage Spaces

2

Systems & Utilities

Heating

Hot Water Baseboard, Coal, U

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$38,412/yr

Price / Sqft

$572/sqft

MLS #

73469127

Days on Market

17

Price History

Listed

May 7, 2026

$3,995,000

Price

May 7, 2026

$4,195,000

$3,995,000

Price

Apr 30, 2026

$4,250,000

$4,195,000

Price

Apr 16, 2026

$4,495,000

$4,250,000

Price

Apr 15, 2026

$4,650,000

$4,495,000

Explore the Neighborhood

Schools Nearby

Wellesley Public Schools

9 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Bates Elementary School (K-5)8/10
Sprague Elementary School (K-5)8/10
Fiske Elementary School (K-5)8/10

Middle Schools

Wellesley Middle School (6-8)8/10

High Schools

Wellesley Senior High School (9-12)10/10
Gateways Program (therapeutic academic support at WHS)Strong AP course offerings across all academic departmentsPartnership opportunities with Wellesley CollegeComprehensive arts program (visual, performing, music)

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Beth Dickerson · Gibson Sotheby's International Realty
(617) 375-6900

MLS #73469127

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 24, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value