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279 Oakland Street, Wellesley MA 02481

Wellesley, MA 02481
$2,495,000
$2,380,000
Est. $13,941/month
5
Beds
3.5
Baths
4,512
Sq Ft
$527
Price/Sq Ft
0.56
Acres
1948
Year Built
6
Parking
57
Days on Market
Pending Price Drop -$115,000 Listed Apr 29, 2026 • MLS# 73509829 Copied! • Updated Jun 26, 2026

About this home

Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family room flows seamlessly to an elegant fireplaced living room with 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 & dedicated home office. The finished lower level offers a recreation room, full bath, & oversized laundry. Meticulously maintained with major system updates, including newer furnaces, central air, & hot water heater. Close to Needham & Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design. Fiske Elementary is a Blue Ribbon school

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
4.6%
Price Range

Property Timeline

📋
Status: Active under contract
Jun 22, 2026
Active → Active Under Contract
Pending Sale
Jun 22, 2026
Offer accepted, sale pending
Price Reduced
May 28, 2026
$2,380,000 $115,000 (-4.61%)
From $2,495,000 to $2,380,000 (-4.6%)
🏠
Listed for Sale
Apr 29, 2026
$2,495,000
Original listing
Agent: Christine Norcross & Partners Office: William Raveis R.E. & Home Services

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

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1948
Living Area 4,512 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 2
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
Features Paved Drive, Off Street, Paved
Total Spaces 6
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Electric Dryer
Annual Tax $20,482
Assessed Value $2,014,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Per Seller The Light Pole At Driveway Does Not Work
Possession None
Accepted Financing None
Structure Type []
House Color Yellow
Sq Ft Source Public Record
Sq Ft Disclosures Measured approximate
Documents None
County Norfolk
Total market time (incl. prior listings) 58 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1948
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,512 sq ft
Total Rooms
13

Room Details

First Floor

Bathroom1
Bathroom - Half, Flooring - Stone/Ceramic Tile
Dining Room
16 x 14
Flooring - Hardwood
Kitchen
16 x 15
Wood / Coal / Pellet Stove, Closet/Cabinets - Custom Built, Recessed Lighting
Living Room
13 x 21
Flooring - Hardwood
Family Room
20 x 23
Coffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting

Second Floor

Bedroom4
13 x 11
Flooring - Hardwood
Bedroom3
11 x 17
Flooring - Wall to Wall Carpet
Bathroom2
Bathroom - Full, Flooring - Stone/Ceramic Tile
Bedroom2
16 x 12
Flooring - Hardwood
Bathroom3
Bathroom - Full, Flooring - Stone/Ceramic Tile
Master Bedroom
18 x 20
Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
Office
10 x 10
Flooring - Hardwood

Other Floor

Bedroom5
Master Bathroom
Yes

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: 2
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Park

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,707
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

279 Oakland Street, Wellesley MA 02481

Wellesley, MA 02481

Listing Information

Listing Agent Christine Norcross & Partners
Listing Office William Raveis R.E. & Home Services
Office Phone 781-235-5000
Agent MLS ID TEAM0242
Office MLS ID M95356
Listing Data Updated Jun 26, 2026 2:13 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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Steven Novak

Steven Novak

BMN Boston Real Estate

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