$2,270,000
319 Oakland St
Wellesley, MA, 02481
They don’t build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park
Property Details
Price:
$2,270,000
MLS #:
73541195
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
wellesleyhills
Listed Date:
Jun 24, 2026
Finished Sq Ft:
4,507
Total Sq Ft:
4,507
Lot Size:
19,119 sqft / 0.44 acres (approx)
Year Built:
1900
Schools
Elementary School:
Fiske
Middle School:
Wms
High School:
Whs
Interior
Above Grade Finished Area
3757
Bathrooms
3 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
750
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood
Heating
Central, Natural Gas
Interior Features
Bonus Room, Play Room, Office, Mud Room
Laundry Features
Second Floor
Exterior
Accessibility Features
No
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public School, University
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System
Fencing
Fenced/Enclosed
Garage Spaces
2
Lot Features
Other
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch, Deck, Patio
Roof
Shingle
Financial
Tax Year
2026
Taxes
$16,069
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…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Wellesley as of Jul 12, 2026
110
Single Family Listed
72
Avg DOM
698
Avg $ / SqFt
$2,916,335
Avg List Price
Community
- Address319 Oakland St Wellesley MA
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- 319 Oakland St Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $2,270,000 and features 5 beds, 4 baths, and has approximately 4,507 square feet of living space, and was originally constructed in 1900. The current price per square foot is $504. The average price per square foot for Single Family listings in Wellesley is $698. The average listing price for Single Family in Wellesley is $2,916,335. To schedule a showing of MLS#73541195 at 319 Oakland St in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Rutledge Properties. 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.
319 Oakland St
Wellesley, MA