Dimensions11 x 12
LevelSecond
319 Oakland St, Wellesley MA 02481
Wellesley, MA 02481 • Wellesley Hills
$2,270,000
Est. $13,017/month
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 History
Market Insights
Property Timeline
Status: Active under contract
Jun 29, 2026
Active → Active Under Contract
Pending Sale
Jun 27, 2026
Offer accepted, sale pending
Listed for Sale
Jun 24, 2026
$2,270,000
Original listing
Office: Rutledge Properties
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/29/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/27/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 06/24/2026 | 🏠 Listed for Sale | $2,270,000 | - | - | Original listing |
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
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
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Back Part Of Lot In Needham, 15029 Sf In Wellesley And 4090 Sf In Needham. Needham 2015 Tax Bill $105 Off $9900 Assessment. Wellesley Schools And Utilities.
Exclusions
Chandeliers, Sconces In Primary, Light Fixture Front Hall, Light Fixture Center Br, Ext & Ll Speaker
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Yellow
Sq Ft Source
Measured
Sq Ft Disclosures
Appraisal measure 3757, public record 3556 above grade, fin LL approx
Documents
None
County
Norfolk
Total market time (incl. prior listings)
19 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
1900
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
2
Living Area
4,507 sq ft
Total Rooms
12
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,757 sq ft above grade
750 sq ft below grade
Dimensions13 x 12
LevelSecond
Dimensions14 x 12
LevelSecond
Dimensions15 x 12
LevelSecond
Dimensions21 x 21
FeaturesBathroom - Full, Vaulted Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood
LevelSecond
Dimensions13 x 17
FeaturesFlooring - Hardwood, Window(s) - Bay/Bow/Box
LevelFirst
Dimensions11 x 13
FeaturesFlooring - Hardwood, Flooring - Wood, Window(s) - Bay/Bow/Box, Dining Area, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook
LevelMain,First
Dimensions11 x 13
FeaturesFlooring - Hardwood
LevelFirst
Dimensions9 x 10
LevelFirst
Dimensions17 x 20
FeaturesCoffered Ceiling(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Wainscoting
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Deck, 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
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
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
10 schools
St. John the Evangelist School
1.5 mi
Grades PK-06
Star Academy Boston (Wellesley Campus)
2.2 mi
Grades PK-12
Tenacre Country Day School
2.4 mi
Grades PK-06
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
A
Schofield School
1.0 mi
|
#141 of 824
|
Score: 57.4
Dropped 77 spots from last year
-0.9 below state avg
291 students
Diverse
Strong Attendance
Grades K-05
A
Hunnewell School
2.4 mi
|
#162 of 824
|
Score: 56.6
Dropped 73 spots from last year
-1.6 below state avg
294 students
Moderate
Strong Attendance
Grades K-05
A
Sprague Elementary School
2.6 mi
|
#165 of 824
|
Score: 56.3
Dropped 129 spots from last year
-1.9 below state avg
289 students
Diverse
Diverse Student Body
Grades K-05
A
Katharine Lee Bates School
3.1 mi
|
#119 of 824
|
Score: 58.1
Dropped 114 spots from last year
-0.2 below state avg
286 students
Moderate
Strong Attendance
Grades K-05
A+
John D Hardy School
3.2 mi
|
#51 of 824
|
Score: 62.2
Dropped 23 spots from last year
+4 above state avg
280 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-05
Middle Schools
1 school
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
High Schools
3 schools
Dana Hall School
2.4 mi
Grades 06-12
A+
Wellesley Sr High School
1.7 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
North American Hockey Academy
3.7 mi
Grades 09-12
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Location
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Neighborhood
Wellesley Hills
319 Oakland St, Wellesley MA 02481
Wellesley, MA 02481
Listing Information
Listing Agent
Kathleen Hughto
Listing Office
Rutledge Properties
Office Phone
781-235-4663
Agent MLS ID
CT003100
Office MLS ID
BB3820
Listing Data Updated
Jul 13, 2026 3:05 AM 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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