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Properties

  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
  • 279 Oakland Street, Wellesley, Massachusetts, 5 Bedrooms Bedrooms, 13 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Oakland Street,73509829
Property Description

Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family room flows seamlessly to an elegant fireplaced living room with French doors leading to a private stone patio. Upstairs, the serene primary suite features a walk-in closet and double vanity, along with three additional bedrooms & dedicated home office. The finished lower level offers a recreation room, full bath, & oversized laundry. Meticulously maintained with major system updates, including newer furnaces, central air, & hot water heater. Close to Needham & Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design. Fiske Elementary is a Blue Ribbon school

Features
Heating System:
Forced Air, Fireplace(s)
Cooling System:
Central Air
Basement:
Full, Finished
Fireplace:
Living Room
Parking:
Off Street, Paved, Paved Drive
Appliances:
Disposal, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Gas Water Heater
Construction:
Frame
Exterior Unit Features:
Professional Landscaping, Patio, Porch, Sprinkler System, Rain Gutters
Flooring:
Tile, Wood, Carpet, Flooring - Hardwood, Flooring - Wall To Wall Carpet, Flooring - Stone/ceramic Tile
Sewer:
Public Sewer
Style:
Garrison
Water:
Public
Disclosure
Electric Feature:
Circuit Breakers, 200+ Amp Service
Garage Parking
Interior Features:
Recessed Lighting, Home Office, Sun Room, Bathroom - Full, Bathroom, Bonus Room, Sitting Room
Lead Paint:
Unknown
Laundry Features:
Flooring - Stone/ceramic Tile, Electric Dryer Hookup, In Basement, Recessed Lighting, Sink
Additional Information
Grade School:
Fiske
High School:
Wellesley Hs
Middle School:
Wellesley Ms
Market Time:
7
Parking Spaces:
6
Tax Year:
2026
Status:
Active
Price Per Sqft:
$590
Zoning:
SR15
Orig Price:
$2,495,000
Fireplaces:
2
Waterfront:
No
MlsStatus:
Active
Address Map
City:
Wellesley
State:
MA
County:
Norfolk
Postal Code:
02481
Longitude:
W72° 45' 2''
Latitude:
N42° 18' 23.9''
  • Google Map

Residential

279 Oakland Street, Wellesley, Massachusetts

5 Bedrooms
3.5 Total Bathrooms
4,227 Sqft
$2,495,000
Listing ID #73509829
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Price :
$2,495,000
Bedrooms :
5
Rooms :
13
Total Bathrooms :
3.5
Full Bathrooms :
3
Half Bathrooms :
1
Square Footage :
4,227 Sqft
Year Built :
1948
Lot Area :
0.56 Acre
Listing ID :
73509829
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Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information 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 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 set forth herein.

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