151 Oakland St

6,990 Sq. Ft.
$708 / Sq. Ft.
6,990
Sq. Ft.
$708
per Sq. Ft.

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...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.
  1. Listed by Beth Dickerson • Gibson Sotheby's International Realty

Property Details for 151 Oakland Street

Town
Wellesley
MLS Area
Wellesley Hills
Area
MA-Wellesley-Wellesley Hills, MA-Wellesley
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Parking Spaces
5.00
Parking Spaces Total
7

Open Houses

Saturday, Jan 24th

12:00 PM - 1:30 PM

Public

LISTING UPDATED: 01/19/2026 03:09 AM

Property Details for 151 Oakland Street

StatusActive
MLS #73469127
Days on Market9
Taxes$36,730 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1748
CountyNorfolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Beth Dickerson
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Building Information for 151 Oakland Street

Stories-Year Built1748Building Size-Lot Size1.15 AC / 50,212 SF

Payment Calculator

$27,186 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,125

Property Taxes

$3,061

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 151 Oakland Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Park, Walk/Jog Trails, Stables, Golf Course, Conservation Area
  • Living Area: 6990.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Fiske
  • High School: Wellesley High School
  • Middle School: Wellesley Middle School
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Full, Finished, Interior Access, Garage Access
  • Num of Baths: 5.0
  • Num of Full Baths: 5
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 5.00
  • Bathrooms Total Integer: 5
  • FireplaceYN: Yes
  • Fireplaces: 6
  • Flooring: Hardwood
  • Interior Features: Bonus Room, Bedroom, Exercise Room, Office, Wetbar, Walk-up Attic
  • Interior Features: Wetbar
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Deck, Patio, Storage Shed, Barn/Stable, Fenced Yard, Fruit Trees, Horses Permitted, Stone Wall
  • Exterior Features: Fenced Yard, Barn/Stable, Storage Shed, Fruit Trees, Horses Permitted, Stone Wall, Deck, Patio
  • Fencing: Fenced/Enclosed, Fenced
  • Frontage Type: Golf Course
  • Lot Description: Corner Lot
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck, Patio
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Storage, Improved Driveway, Stone/Gravel
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Storage, Improved Driveway, Stone/Gravel
  • Parking Features: Improved Driveway, Stone/Gravel
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Level: Second
Bathroom 1
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Level: First
Family Room
  • Family Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Other Room 1
  • Room Office Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Barn has horse stables and a fenced in paddock but equine ownership may need to be approved by the town. Possible ADU for the Barn. Buyers must do due dligence
Tax Information
  • Tax ID: M:038 R:045 S:,258039
  • Assessments: $3,573,000
  • Book: 40196
  • Tax Year: 2025
  • Zoning: SR30
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Concrete Perimeter, Brick/Mortar
Complex & Association Information
  • Adult Community: No
Rental Info
Rental Info
  • Horse: Yes

Property History for 151 Oakland Street

DateEvent & SourcePriceAppreciation
Jan 15, 2026

Listed (Active)

MLS PIN #73469127

$4,950,000—
Dec 30, 2021

Sold

MLS PIN #72792831

$2,950,000—
Apr 15, 2021

Under Agreement

MLS PIN #72792831

—
Apr 15, 2021

Contingent

MLS PIN #72792831

—
Mar 3, 2021

Listed (Active)

MLS PIN #72792831

$3,300,000—
Nov 15, 1991

Sold (Public Record)

Public Record #132796430

$675,000—
DateEvent & SourcePrice
01/15/2026

Listed (Active)

MLS PIN #73469127

$4,950,000
12/30/2021

Sold

MLS PIN #72792831

$2,950,000
04/15/2021

Under Agreement

MLS PIN #72792831

—
04/15/2021

Contingent

MLS PIN #72792831

—
03/03/2021

Listed (Active)

MLS PIN #72792831

$3,300,000
11/15/1991

Sold (Public Record)

Public Record #132796430

$675,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 151 Oakland Street

Taxable ValueLand$2,249,000Additions$1,324,000Total$3,573,000
Tax Record2025$36,730 ($3,061 / month)
Home Facts
Beds7Baths4.5Total Finished SqFt4,797 SqFtAbove Grade Finished SqFt4,797 SqFtStories2Lot Size50,212 SqFtStyleSingle Family ResidenceYear Built1999ZoningSR30CountyNORFOLKAPNWELL M:038 R:045 S:Fireplace TypeHas Fireplace

Schools near 151 Oakland Street

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Joseph E. Fiske Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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151 Oakland Street is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on January 15, 2026 by Gibson Sotheby's International Realty, it's currently listed at $4,950,000. It has been on the market for a total of 9 days and was last sold on December 30, 2021. This listing's school district is Wellesley School District. Nearby schools include Joseph E. Fiske Elementary School, Wellesley Middle School and Wellesley High School. 151 Oakland Street is a 6-bed, 5-bath, 6,990 sqft single family home built in 1748.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

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

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.