279 Oakland Street, Wellesley MA 02481

Wellesley, MA 02481

$2,495,000

Est. $14,523/month

5

Beds

3.5

Baths

4,227

Sq Ft

$590

Price/Sq Ft

0.56

Acres

1948

Year Built

Single Family Residence

Type

11 hours 7 minutes

Time on Market

Active Open House Listed Apr 29, 2026 • MLS# 73509829 Copied!

About this home

Timeless Garrison nestled on a picturesque half-acre lot. This beautifully renovated 4,000+ sq blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully updated with exceptional space and inviting gathering areas. The chef’s kitchen complete with oversized island opens to a fireside sitting area, while the expansive family room adjacent to an elegant fireplaced living room and French doors leading to a private stone patio. Upstairs, the serene primary suite features a walk-in closet and double vanity, along with three additional bedrooms and a dedicated home office. The finished lower level includes a recreation room, full bath, and oversized laundry. Close to Needham and Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design.

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1948

Bedrooms

5

Full Bathrooms

3

Half Bathrooms

1

Living Area

4,227 sq ft

Total Rooms

13

Open House Schedule

01

May

Friday, May 1

4:30 PM - 6:00 PM EDT

03

May

Sunday, May 3

12:00 PM - 2:00 PM EDT

02

May

Saturday, May 2

12:00 PM - 2:00 PM EDT

Facts & Features

Central AC

Home Facts

Type Residential

Style Single Family Residence

Year Built 1948

Living Area 4,227 sq ft

Lot Size 0.56 acres

Bedrooms 5

Full Baths 3

Half Baths 1

Total Rooms 13

Interior

Heating Forced Air, Fireplace(s)

Cooling Central Air

Flooring Wood, Tile, Carpet, Flooring - Stone/ceramic Tile, Flooring - Wall To Wall Carpet, Flooring - Hardwood

Appliances Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Fireplace Living Room

Fireplaces 1

Basement Full, Finished

Laundry Flooring - Stone/ceramic Tile, Recessed Lighting, Sink, In Basement, Electric Dryer Hookup

Features Recessed Lighting, Bathroom - Full, Sitting Room, Sun Room, Bonus Room, Bathroom, Home Office

Exterior

Construction Frame

Architecture Garrison

Roof Shingle, Rubber

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

Pool None

Spa None

Fencing None

Patio/Porch Porch, Patio

Parking

Features Paved Drive, Off Street, Paved

Total Spaces 6

Utilities

Electric Circuit Breakers, 200+ Amp Service

Water Public

Sewer Public Sewer

Gas None

Other For Electric Dryer

Financial

Annual Tax $20,482

Assessed Value $2,014,000

Interior Features

Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood

Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Interior Features: Recessed Lighting, Bathroom - Full, Sitting Room, Sun Room, Bonus Room, Bathroom, Home Office

Windows: Insulated Windows

Basement: Full, Finished

Laundry: Flooring - Stone/Ceramic Tile, Recessed Lighting, Sink, In Basement, Electric Dryer Hookup

Security:

Construction & Materials

Style: Garrison

Year Built: 1948

Structure Type:

Exterior Materials: Frame

Roof: Shingle, Rubber

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Fireplace(s)

Heating Zones: 4

Cooling: Central Air

Cooling Zones: 4

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features: Thermostat

Exterior & Lot

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

Patio & Porch: Porch, Patio

Fencing:

Other Structures:

Lot Features:

Road Surface:

Parking & Garage

Total Parking Spaces: 6

Parking Features: Paved Drive, Off Street, Paved

Special Features

Fireplaces: 1

Fireplace Type: Living Room

Community Amenities: Public Transportation, Shopping, Park

Location

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Neighborhood

279 Oakland Street, 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+

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

A

John Eliot School

0.5 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+

Sunita L. Williams Elementary School

0.5 mi | #19 of 824 | Score: 64.8

Improved 65 spots from last year

+6.6 above state avg

533 students Moderate

Rising School

Grades K-05

H

High Schools

3 schools

Clearway School

1.4 mi

Grades 06-12

A+

Wellesley Sr High School

1.6 mi | #28 of 346 | Score: 71.3

Improved 63 spots from last year

+13.1 above state avg

1,262 students Diverse

20 sports • 2,762 athletes

Strong AP Program High Graduation Rate Rising School Strong Athletics

Grades 09-12

A+

Needham High School

1.7 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 History

Property Timeline

🏠

Listed for Sale

Apr 29, 2026

$2,495,000

Original listing

Agent: Christine Norcross & Partners Office: William Raveis R.E. & Home Services

Date	Event	Price	Change	$/sqft	Details
04/29/2026	🏠 Listed for Sale	$2,495,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Apr 29, 2026	New Listing Added	$2,495,000	—

Market Statistics

Time on Market

11 hours 7 minutes

Price per Sq Ft

$590

Tax History

Year	Taxes	Assessment
2026	$20,482	$2,014,000

Financial Details

Annual Property Tax

$20,482

Tax Year 2026

Assessed Value

$2,014,000

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279 Oakland Street, Wellesley MA 02481

About this home

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Parking

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Interior Features

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Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

Location

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