Save
Ask
Tour
Hide
Share
$4,390,000
60 Days On Site

20 Oakland Street
Wellesley, MA 02481

For Sale|Single Family Residence|Active
7
Beds
7
Full Baths
1
Partial Bath
6,000
SqFt
$732
/SqFt
2025
Built
Subdivision:
Driveway on Worcester
County:
Norfolk

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

20 Oakland Street20 Oakland Street20 Oakland Street20 Oakland Street
Save
Ask
Tour
Hide
Share

Welcome to your dream home! This stunning luxury new construction is perched in a private enclave on the carriage road of Worcester Street. This exquisite residence features seven spacious bedrooms with en-suite baths offering the best opportunities with entertaining guests and relaxation. With privacy and quick access to major routes, this south-facing home has private country living near all Wellesley offers. The soaring ceilings and dramatic staircase create a grand two-story front entry. The finished basement enhances your lifestyle with an en-suite bedroom, a movie room, a gym, and versatile recreation areas. Step outside to beautifully designed outdoor spaces surrounded by tranquil woods, perfect for enjoying nature or hosting gatherings. Located just minutes from the vibrant Wellesley Center, you’ll have easy access to shopping, dog parks, and other local amenities. Experience the perfect fusion of elegance & comfort. DRIVEWAY ENTRANCE ON WORCESTER

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$4,390,000
Days On Site 
60 Days
Bedrooms 
7
Inside Area (SqFt) 
6,000 sqft
Total Baths 
8
Full Baths 
7
Partial Baths 
1
Lot Size 
0.66 Acres
Year Built 
2025
MLS® Number 
73330938
Status 
Active
Property Tax 
$999,999
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Other
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Acres 
0.66
Attached Garage 
Yes
Disclosures 
Driveway on Worcester Street
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
AttachedShared DrivewayOff Street
Parking Spaces 
5
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
4481
SqFt Below 
1519
SqFt Total 
6000
Style 
Colonial
Water Source 
Public
Zoning 
SR10
Interior Features
Appliances 
Gas Water Heater
Basement 
FullFinished
Cooling 
Central Air
Flooring 
WoodTileHardwood
Heating 
Forced AirRadiant
Window Features 
Insulated Windows
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Frame
Exterior 
Balcony
Lot Features 
WoodedGentle Sloping
Patio And Porch 
PorchDeck
Road Frontage 
Private Road
Roof 
Asphalt
View 
Scenic
Waterview 
Scenic
Windows/Doors 
Insulated Windows
Community Features
Community Features 
Park
Schools
School District
Unknown
Elementary School
Schofield
Middle School
Wellesley Ms
High School
Wellesley High
Listing courtesy of Erika Welch of Rettman Associates



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.

Last checked 2025-04-01 12:01 AM UTC

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share