151 Oakland Street, Wellesley, MA 02481

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
151 Oakland Street,Wellesley, MA 02481
$4,950,000
  • 5 Beds
  • 5 Baths
  • 6,990 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Jan 17
    10:30 am - 12:00 pm
  • Sun, Jan 18
    11:30 am - 01:00 pm
Listed by: beth dickerson
Office: gibson sotheby's international realty
MLS#:73469127
Source:MLSPIN

Price summary

  • Price:$4,950,000
  • Price per sq. ft.:$708.15

About this home

A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole and 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 large billiards/family room, gym, workshop & storage. Outdoors, a bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, and a 19th-century barn w/two 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.

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Home facts

  • Year built:1748
  • Listing ID #:73469127
  • Updated:January 16, 2026 at 04:58 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:5
  • Living area:6,990 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Natural Gas

Structure and exterior

  • Year built:1748
  • Building area:6,990 sq. ft.
  • Lot area:1.15 Acres

Schools

  • High school:Wellesley High School
  • Middle school:Wellesley Middle School
  • Elementary school:Fiske

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$4,950,000
  • Price per sq. ft.:$708.15
  • Tax amount:$36,730 (2025)
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 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 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. 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.

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