Dimensions13 x 11
FeaturesFlooring - Hardwood
LevelSecond
279 Oakland Street, Wellesley MA 02481
Wellesley, MA 02481
$2,495,000
$2,380,000
Est. $13,941/month
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/22/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/22/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 05/28/2026 | ↓ Price Reduced | $2,380,000 | $115,000 | - | From $2,495,000 to $2,380,000 (-4.6%) |
| 04/29/2026 | 🏠 Listed for Sale | $2,495,000 | - | - | Original listing |
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
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
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Per Seller The Light Pole At Driveway Does Not Work
Additional Details
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
Sale Pending
Year Built
1948
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,512 sq ft
Total Rooms
13
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,552 sq ft above grade
960 sq ft below grade
Dimensions11 x 17
FeaturesFlooring - Wall to Wall Carpet
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
Dimensions16 x 12
FeaturesFlooring - Hardwood
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
Dimensions18 x 20
FeaturesCeiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
LevelSecond
Dimensions10 x 10
FeaturesFlooring - Hardwood
LevelSecond
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile
LevelFirst
Dimensions16 x 14
FeaturesFlooring - Hardwood
LevelFirst
Dimensions16 x 15
FeaturesWood / Coal / Pellet Stove, Closet/Cabinets - Custom Built, Recessed Lighting
LevelFirst
Dimensions13 x 21
FeaturesFlooring - Hardwood
LevelFirst
Dimensions20 x 23
FeaturesCoffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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 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
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
Middle Schools
3 schools
A+
Wellesley Middle School
2.1 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
2.2 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
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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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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