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319 Oakland St, Wellesley MA 02481

$2,270,000

Estimated $15,326/month Calculator

Single Family

5 Bedrooms

Baths

4507

Total Parking: 6 (2 Garage)

19,119 (0.44)

Built in 1900

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

This home has been viewed 4 times

Last Checked: June 25th, 2026 at 9:43am (Source: MLS PIN #73541195)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 319 Oakland St, Wellesley MA 02481

Listing ID73541195

Property TypeSingle Family / Detached

Price$2,270,000 ($503.66/SqFt)

StyleColonial

CityWellesley

CountyNorfolk

MLS AreaWellesley Hills

Neighborhood(s)

Garage Parking2

ZoningSR15

Year Built1900

Year Built SourcePublic Records

Year Built DetailsApproximate,Renovated Since

Handicap Access / Features0

Interior Features for 319 Oakland St, Wellesley MA 02481

Approximate Living Area Total4507

Living Area Includes BasementYes

Rooms12

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

Appliances

FlooringTile

Electric220 Volts

Exterior Features for 319 Oakland St, Wellesley MA 02481

Approximate Lot Size (Acres)0.44

Approximate Lot Size (Square Feet)19119

Total Parking6 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 319 Oakland St, Wellesley MA 02481

Lead PaintNone

UFFINo

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsLighting In Loft Area

Compensation Based On

Financial Information for 319 Oakland St, Wellesley MA 02481

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax16068.6

Tax Year2026

Assessed Value$1,580,000

Location Information for 319 Oakland St, Wellesley MA 02481

Elementary SchoolFiske

Middle SchoolWms

High SchoolWhs

Neighborhood(s)

MLS AreaWellesley Hills

Area AmenitiesWalk/jog Trails

Contact Information for 319 Oakland St, Wellesley MA 02481

Agent

Name: Kathleen Hughto

Office

Name: Rutledge Properties

Phone: 781-235-4663

Payment Calculator

, Interest

Property Taxes 1339.05

Principal & Interest 13987.02

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Rutledge Properties

Kathleen Hughto

Agent Phone

Office Phone

(781) 235-4663

Text Agent Call Agent Call Office

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EXIT

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