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151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
151 Oakland Street, Wellesley MA 02481
Massachusetts>Norfolk County>Wellesley Hills

151 Oakland StreetWellesley, MA 02481

For Sale

$4,950,000

Smart Buyer Rebate $24,750

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.

Listed by Beth Dickerson

·

Gibson Sotheby's International Realty

·

617-510-8565

Last updated January 27, 2026

·

Source: MLSPin #73469127

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Hills
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu15
  • Taxes$38,412/year
  • Size6,990 sqft
  • Price per sqft$708

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

01/15/2026
Listed by Gibson Sotheby's International Realty
$4,950,000

Property Details for 151 Oakland Street

Association

Amenities

  • Community Features: Park, Walk/Jog Trails, Stable(s), Golf, Conservation Area

Exterior

Construction

  • Year Built: 1748
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Exterior Features: Deck, Patio, Storage, Barn/Stable, Fenced Yard, Fruit Trees, Horses Permitted, Stone Wall

Features

  • Fencing: Fenced/Enclosed, Fenced
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Deck, Patio
  • Road Frontage Type: Public
  • View: Scenic View(s)

Measurements

  • Building Area Total: 6,990
  • Building Area Units: Square Feet
  • Frontage Type: Golf Course
  • Lot Features: Corner Lot
  • Lot Size Acres: 1.15
  • Lot Size Area: 1
  • Lot Size Square Feet: 50,212
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:038 R:045 S:,258039
  • Tax Annual Amount: $38,412.00
  • Tax Assessed Value: $3,777,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Flooring: Hardwood
  • Interior Features: Bonus Room, Bedroom, Exercise Room, Office, Wet Bar, Walk-up Attic

Measurements

  • Living Area: 6,990
  • Living Area Source: Appraiser

Rooms

  • Basement: Full, Finished, Interior Entry, Garage Access
  • Bathrooms Full: 5
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 15

Other

Features

  • Accessibility Features: No

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 3
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Storage, Driveway, Stone/Gravel
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Fiske

High School

  • High School: Wellesley High School

Middle or Junior School

  • Middle Or Junior School: Wellesley Middle School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 5 bathrooms in this single-family home at 151 Oakland Street.

What schools are nearby to 151 Oakland Street?

Nearby schools include the Fiske Elementary School, Wellesley Middle School, and Wellesley High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 151 Oakland Street.

What are the annual taxes for 151 Oakland Street?

Annual taxes for this single-family home are estimated at $38,412.

How does 151 Oakland Street compare to other single-family homes in Wellesley Hills?

This single-family home is listed 51% above the average price for single-family homes in Wellesley Hills and has been on the market for 34 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,990 sqft.

151 Oakland Street is a 6-bedroom, 5-bath single-family home for sale in Wellesley MA 02481. Available on Prevu for 15 days at $4,950,000. This home features 6,990 square feet of living space, located in Wellesley Hills. The median listing price for single-family homes in this area is $3,445,000. Nearby schools include Fiske Elementary School, Wellesley Middle School, and Wellesley High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.