$2,495,000
279 Oakland Street
Wellesley, MA, 02481
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
Property Details
Price:
$2,495,000
MLS #:
73509829
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 29, 2026
Finished Sq Ft:
4,227
Total Sq Ft:
4,227
Lot Size:
24,400 sqft / 0.56 acres (approx)
Year Built:
1948
Schools
Elementary School:
Fiske
Middle School:
Wellesley Ms
High School:
Wellesley Hs
Interior
Above Grade Finished Area
3267
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
960
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Tile, Carpet, Flooring – Stone/Ceramic Tile, Flooring – Wall to Wall Carpet, Flooring – Hardwood
Heating
Forced Air, Fireplace(s)
Interior Features
Recessed Lighting, Bathroom – Full, Sitting Room, Sun Room, Bonus Room, Bathroom, Home Office
Laundry Features
Flooring – Stone/Ceramic Tile, Recessed Lighting, Sink, In Basement, Electric Dryer Hookup
Exterior
Architectural Style
Garrison
Community Features
Public Transportation, Shopping, Park
Construction Materials
Frame
Exterior Features
Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System
Green Energy Efficient
Thermostat
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch, Patio
Roof
Shingle, Rubber
Window Features
Insulated Windows
Financial
Tax Year
2026
Taxes
$20,482
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Wellesley as of May 04, 2026
116
Single Family Listed
58
Avg DOM
663
Avg $ / SqFt
$3,151,107
Avg List Price
Community
- Address279 Oakland Street Wellesley MA
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- 279 Oakland Street Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $2,495,000 and features 5 beds, 4 baths, and has approximately 4,227 square feet of living space, and was originally constructed in 1948. The current price per square foot is $590. The average price per square foot for Single Family listings in Wellesley is $663. The average listing price for Single Family in Wellesley is $3,151,107. To schedule a showing of MLS#73509829 at 279 Oakland Street in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of William Raveis R.E. & Home Services. 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.
279 Oakland Street
Wellesley, MA