$4,950,000

151 Oakland Street, Wellesley, MA 02481

6 beds |
5 baths |
6,990 sqft

Single-Family Home
Built in ——
1.15acre lot
2 car garage
$708/sqft
Listed 20 days ago

Property Description

A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club with sweeping scenic golf course views. Fully renovated in 2022, this distinguished 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 great room, sophisticated library, elegant dining room, private home office with separate entrance (or 6th bedroom). The second floor features a vaulted primary suite and 4 additional bedrooms, while a flexible third-floor game room adds versatility. The finished lower level includes a billiards/family room, gym, workshop & storage. Outdoors, a bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century barn w/2 horse stalls and fenced paddock. Abutting conservation land with a two-car garage, this is a rare opportunity to own a piece of Wellesley history.

Listing Status:: Active
Date Added:: January 15, 2026
Data Last Updated:: February 5, 2026 at 4:06AM
Listing Office:: Gibson Sotheby's International Realty : 617-375-6900
Listing Agent:: Beth Dickerson : 617-510-8565
MLS ID:: 73469127

General: Bonus RoomBedroomExercise RoomOfficeWet BarWalk-up Attic
Appliances: RangeOvenDishwasherDisposalRefrigeratorFreezerWasherDryer
Basement: FullFinishedInterior EntryGarage Access
Flooring: Hardwood
A/C: Central Air
Heating: Forced AirNatural Gas
Fireplace: FireplaceFireplaces: 6
Disability Feature: None

General: DeckPatioStorageBarn/StableFenced YardFruit TreesHorses PermittedStone WallBarn/Stable
Style: Colonial
Parking: AttachedGarage Door OpenerStorageDrivewayStone/Gravel

General: Concrete PerimeterBrick/Mortar

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Norfolk

Zoning: SR30M:038 R:045 S:258039
View: Scenic View(s)
Fencing: Fenced/EnclosedFenced

Utilities: for Gas Range
Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network

Presented by Marathon Real Estate LLC

This listing courtesy of Beth Dickerson , Gibson Sotheby's International Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Joseph E. Fiske Elementary School

45 Hastings St, Wellesley Hills, MA, 02481

Grades KG-5

0.74 miles away

Wellesley Middle School

50 Kingsbury St, Wellesley Hills, MA, 02481

Grades 6-8

1.51 miles away

Wellesley High School

50 Rice St, Wellesley Hills, MA, 02481

Grades 9-12

1.03 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.