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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
9 hours 29 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

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
M

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
H

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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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,339
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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

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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.

Property History

Property Timeline

🏠
Listed for Sale
Jun 24, 2026
$2,270,000
Original listing
Office: Rutledge Properties

Price & Status History

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

Market Statistics

Time on Market
9 hours 29 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

Listing Information

Listing Agent Kathleen Hughto
Listing Office Rutledge Properties
Agent MLS ID CT003100
Office MLS ID BB3820
Listing Data Updated Jun 24, 2026 4:47 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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