319 Oakland St, Wellesley MA 02481

Wellesley, MA 02481 • Wellesley Hills

$2,270,000

Est. $13,017/month

5

Beds

4

Baths

4,507

Sq Ft

$504

Price/Sq Ft

0.44

Acres

1900

Year Built

Single Family Residence

Type

8 hours 59 minutes

Time on Market

Active Listed Jun 24, 2026 • MLS# 73541195 Copied!

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

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1900

Bedrooms

5

Full Bathrooms

3

Half Bathrooms

2

Living Area

4,507 sq ft

Total Rooms

12

Facts & Features

2 Car Garage

Central AC

Home Facts

Type Residential

Style Single Family Residence

Year Built 1900

Living Area 4,507 sq ft

Lot Size 0.44 acres

Bedrooms 5

Full Baths 3

Half Baths 2

Total Rooms 12

Interior

Heating Central, Natural Gas

Cooling Central Air

Flooring Wood

Appliances None

Fireplace Family Room

Fireplaces 2

Basement Full, Finished, Interior Entry, Concrete

Laundry Second Floor

Features Bonus Room, Play Room, Office, Mud Room

Exterior

Construction Frame

Architecture Colonial

Roof Shingle

Features Porch, Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System

Pool None

Spa None

Fencing Fenced/enclosed

Patio/Porch Porch, Deck, Patio

Parking

Garage Spaces 2

Has Garage Yes

Features Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Total Spaces 4

Utilities

Electric 200+ Amp Service

Water Public

Sewer Public Sewer

Gas None

Other None

Financial

Annual Tax $16,069

Assessed Value $1,580,000

Interior Features

Flooring: Wood

Appliances:

Interior Features: Bonus Room, Play Room, Office, Mud Room

Windows:

Basement: Full, Finished, Interior Entry, Concrete

Laundry: Second Floor

Security:

Construction & Materials

Style: Colonial

Year Built: 1900

Structure Type:

Exterior Materials: Frame

Roof: Shingle

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Natural Gas

Heating Zones: 3

Cooling: Central Air

Cooling Zones: 3

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System

Patio & Porch: Porch, Deck, Patio

Fencing: Fenced/Enclosed

Other Structures:

Lot Features: Other

Road Surface:

Parking & Garage

Garage Spaces: 2

Garage Type: Attached

Total Parking Spaces: 4

Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Special Features

Fireplaces: 2

Fireplace Type: Family Room

Community Amenities: Public Transportation, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public School, University

Location

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Neighborhood

Wellesley Hills

319 Oakland St, Wellesley MA 02481

Wellesley, MA 02481

Walkability

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Nearby Schools

School District

Wellesley School District local

A+

🎓 Where Graduates Go Class of 2021

81% attend college

78% 4-Year 3% 2-Year 56% Out of State 2% Working

✓ School Safety 2024-25

0.3% Low

0.3% Suspensions 0.5% In-School

↓ 5.2% below state avg

E

Elementary Schools

3 schools

A

John Eliot School

0.3 mi | #98 of 824 | Score: 59.5

Dropped 40 spots from last year

+1.3 above state avg

397 students Diverse

Diverse Student Body Strong Attendance

Grades K-05

A+

Joseph E Fiske School

0.4 mi | #32 of 824 | Score: 63.6

Improved 28 spots from last year

+5.4 above state avg

278 students Diverse

Rising School Diverse Student Body Strong Attendance

Grades K-05

Preschool at Wellesley Schools

0.5 mi

87 students Diverse

Diverse Student Body

Grades PK

M

Middle Schools

3 schools

A+

Wellesley Middle School

2.2 mi | #7 of 352 | Score: 64.5

Same rank as last year

+6.3 above state avg

919 students Diverse

Strong Attendance

Grades 06-08

A+

High Rock School

2.3 mi | #5 of 352 | Score: 64.9

Improved 22 spots from last year

+6.6 above state avg

441 students Moderate

Rising School Strong Attendance

Grades 06

A+

Pollard Middle School

2.4 mi | #10 of 352 | Score: 63.3

Dropped 6 spots from last year

+5.1 above state avg

867 students Moderate

Strong Attendance

Grades 07-08

H

High Schools

3 schools

Clearway School

1.4 mi

Grades 06-12

Fusion Academy

1.6 mi

Grades 06-12

A+

Needham High School

1.6 mi | #4 of 346 | Score: 78.0

Improved 7 spots from last year

+19.8 above state avg

1,633 students Moderate

20 sports • 2,794 athletes

Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

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Property Tax $1,339

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Year 1

95% Interest

Year 15

50/50

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Property History

Property Timeline

🏠

Listed for Sale

Jun 24, 2026

$2,270,000

Original listing

Office: Rutledge Properties

Date	Event	Price	Change	$/sqft	Details
06/24/2026	🏠 Listed for Sale	$2,270,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Jun 24, 2026	New Listing Added	$2,270,000	—

Market Statistics

Time on Market

8 hours 59 minutes

Price per Sq Ft

$504

Tax History

Year	Taxes	Assessment
2026	$16,069	$1,580,000

Financial Details

Annual Property Tax

$16,069

Tax Year 2026

Assessed Value

$1,580,000

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High Schools

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319 Oakland St, Wellesley MA 02481

About this home

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Parking

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Heating, Cooling & Utilities

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Parking & Garage

Special Features

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