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53 Chesterton Road, Wellesley MA 02481

Wellesley, MA 02481 • Bates
$3,295,000
Est. $18,807/month
5
Beds
5.5
Baths
5,779
Sq Ft
$570
Price/Sq Ft
0.24
Acres
2008
Year Built
Single Family Residence
Type
13 hours 13 minutes
Time on Market
Active Open House Listed Mar 4, 2026 • MLS# 73482542 Copied!

About this home

Located in one of Wellesley's most admired neighborhoods, this exceptional home offers four full floors of beautifully designed living space. The layout provides flexibility for family, guests, and everyday comfort. The fabulous custom kitchen features Dodd Woodworking cabinets, high end appliances, oversized island, dining area & opens to family room with built-ins & gas fireplace. The exquisite primary offers spas like bath with soaking tub, radiant floors & custom walk-in closet. Three additional bedrooms & two baths complete the second floor. Amazing third floor with bedroom/bonus room, office & full bath is perfect for today's needs. The finished lower level expands the living area, ideal for recreation with mudroom, gym, media space & bathroom, while maintaining the home’s polished feel. Each level flows seamlessly, offering both open gathering areas and quiet retreats. Set in a coveted setting known for its charm & community, close to Boulder Brook reservation & Bates school.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2008
Bedrooms
5
Full Bathrooms
5
Half Bathrooms
1
Living Area
5,779 sq ft
Total Rooms
12

Open House Schedule

07
Mar
Saturday, March 7
11:00 AM - 12:30 PM EST
05
Mar
Thursday, March 5
11:30 AM - 1:00 PM EST

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2008
Living Area 5,779 sq ft
Lot Size 0.24 acres
Bedrooms 5
Full Baths 5
Half Baths 1
Total Rooms 12

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet, Flooring - Hardwood
Appliances Range, Dishwasher, Refrigerator
Fireplace Living Room, Master Bedroom
Fireplaces 3
Basement Full, Partially Finished, Sump Pump
Laundry Closet/cabinets - Custom Built, Flooring - Stone/ceramic Tile, Second Floor, Washer Hookup
Features Closet, Wet Bar, Play Room, Bonus Room, Office

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
Pool None
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Total Spaces 6

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, Washer Hookup

Financial

Annual Tax $23,350
Assessed Value $2,296,000

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Appliances: Range, Dishwasher, Refrigerator
Interior Features: Closet, Wet bar, Play Room, Bonus Room, Office
Windows: Skylight, Insulated Windows
Basement: Full, Partially Finished, Sump Pump
Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor, Washer Hookup
Security: Security System

Construction & Materials

Style: Colonial
Year Built: 2008
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 4
Cooling: Central Air
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
Patio & Porch: Patio
Fencing: Fenced/Enclosed, Fenced
Other Structures:
Lot Features: Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 3
Fireplace Type: Living Room, Master Bedroom
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Public School

Location

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Neighborhood

Bates

53 Chesterton Road, 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
Star Academy Boston (Wellesley Campus)
1.7 mi
Grades PK-12
Tenacre Country Day School
2.3 mi
Grades PK-06
St. John the Evangelist School
2.7 mi
Grades PK-06
A
Katharine Lee Bates School
0.4 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
0.7 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
A
Sprague Elementary School
1.1 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
Hunnewell School
1.8 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
Schofield School
3.1 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
Preschool at Wellesley Schools
3.3 mi
87 students Diverse
Diverse Student Body
Grades PK
A+
Joseph E Fiske School
3.4 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
M

Middle Schools

1 school
A+
Wellesley Middle School
1.4 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
2.1 mi
Grades 06-12
North American Hockey Academy
0.8 mi
Grades 09-12
A+
Wellesley Sr High School
2.0 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
Learn about these ratings
School data provided by BMN Schools

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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 $1,946
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal 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
Mar 4, 2026
$3,295,000
Original listing
Agent: The Lara & Chelsea Collaborative Office: Coldwell Banker Realty - Wellesley

Price & Status History

Date Event Price Change
Mar 4, 2026 New Listing Added $3,295,000 —

Market Statistics

Time on Market
13 hours 13 minutes
Price per Sq Ft
$570

Tax History

Year Taxes Assessment
2026 $23,350 $2,296,000

Financial Details

Annual Property Tax
$23,350
Tax Year 2026
Assessed Value
$2,296,000

Listing Information

Listing Agent The Lara & Chelsea Collaborative
Listing Office Coldwell Banker Realty - Wellesley
Agent MLS ID TM350511
Office MLS ID AN6230
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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