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$2,270,000

319 Oakland St, Wellesley MA 02481
Wellesley, MA 02481
Listed by Kathleen Hughto
Bedrooms
5
Bathrooms
3.2
Living area
4,507 sqft
Year built
1900

About this home

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

Highlights

Fireplace

Property details

MLS #
73541195
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
N/A
Stories
N/A
Garage spaces
2
Lot size
0.44 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
John Eliot
0.32 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
431
Student:teacher ratio
12.7:1
District
Needham
Middle
Wellesley Middle
2.24 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,008
Student:teacher ratio
9.4:1
District
Wellesley
High
Needham High
1.6 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,669
Student:teacher ratio
12.9:1
District
Needham

Mortgage calculator

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Est. monthly payment
$13,820/mo
$454,000 down
$1,816,000 loan
Principal & interest$11,779
Property tax (est.)$1,892
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 28, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.