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151 Oakland StreetWellesley, MA 02481

For Sale

$3,695,000

Smart Buyer Rebate $18,475

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.

Last updated August 01, 2026

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Source: MLSPin #73469127

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Hills
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu242
  • Taxes$38,412/year
  • Size6,990 sqft
  • Price per sqft$529

Amenities

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

Location

Mortgage Calculator

Listing History

07/28/2026
Price Decreased
$3,695,000
07/07/2026
Price Decreased
$3,850,000
05/07/2026
Price Decreased
$3,995,000
04/30/2026
Price Decreased
$4,195,000
04/15/2026
Price Decreased
$4,250,000
03/23/2026
Price Decreased
$4,495,000
02/27/2026
Price Decreased
$4,650,000
01/16/2026
Listed by
$4,950,000
  1. 07/28/2026$3,695,000
    Price Decreased
  2. 07/07/2026$3,850,000
    Price Decreased
  3. 05/07/2026$3,995,000
    Price Decreased
  4. 04/30/2026$4,195,000
    Price Decreased
  5. 04/15/2026$4,250,000
    Price Decreased
  6. 03/23/2026$4,495,000
    Price Decreased
  7. 02/27/2026$4,650,000
    Price Decreased
  8. 01/16/2026$4,950,000
    Listed by

Property Details for 151 Oakland Street

Association

Amenities

  • Community Features: Park, Stable(s), Golf

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1748
  • Year Built Details: Approximate
  • Architectural Style: Colonial, Colonial Revival
  • Construction Materials: Frame
  • Exterior Features: Storage, Garden

Features

  • Fencing: Fenced, Invisible, Stone
  • Other Structures: Barn(s), Storage
  • Patio And Porch Features: Porch, Deck, Patio
  • View: Scenic

Measurements

  • Building Area Total: 6,990
  • Building Area Units: Square Feet
  • Frontage Length: 229
  • Frontage Type: Golf Course
  • Lot Features: On Golf Course, Corner Lot, Cleared, Level, Landscaped
  • 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: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Fireplace Features: Dining Room, Family Room, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Wet Bar, Pantry, Walk-In Closet(s), Beamed Ceilings

Measurements

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

Rooms

  • Basement: Full, Finished, Interior Entry, Concrete
  • Has Basement: Yes
  • Bathrooms Full: 5
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 15

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Storage, Driveway, Paved, Garage
  • Parking Total: 6

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
  • Electric: Circuit Breakers
  • Heating: Natural Gas, Forced Air
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • 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 62% above the average price for single-family homes in Wellesley Hills and has been on the market for 184 more 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. On Prevu for 242 days at $3,695,000. This includes a recent price decrease of $155,000. This residence features 6,990 square feet of living space, located in Wellesley Hills. The median listing price for single-family homes in this area is $1,895,000. Nearby schools include Fiske Elementary School, Wellesley Middle School, and Wellesley High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore more 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.