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41 Chesterton Rd, Wellesley MA 02481

Wellesley, MA 02481 • Boulder Brook
$2,950,000
Est. $16,709/month
5
Beds
4.5
Baths
5,516
Sq Ft
$535
Price/Sq Ft
0.24
Acres
2006
Year Built
3
Days on Market
Closed Listed May 16, 2024 • MLS# 73239042 Copied!

About this home

Right in the heart of one of Wellesley’s most beloved neighborhoods, this stunning 2006 Colonial features over 5500 sq ft of living space with impressive proportions and fabulous details. A testament to warm family living, this home has everything on your wish list including the extras current new builds miss: lovely foyer, elegant living room w/fireplace, large dining room, first floor home office, gorgeous white kitchen w/ ample eating area, big family room w/fireplace. The primary suite is gorgeous, featuring raised ceiling, 2 walk-in closets & double vanity bath with tub. 4 more generous bedrooms and laundry room on 2nd floor. Spacious unfinished third floor provides expansion potential. Great mudroom, 2 car garage w/custom storage and extra space. Fabulous lower level w/rec room, playroom & full bath. A gorgeous bluestone patio and level landscaped yard are ready for fun and games. Walk to Bates and Boulder Brook reservation from this picture perfect location!

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Public Records

Current Owner

Owner Wright, Matthew T & Jennifer A, T
Mailing Address 41 Chesterton Road, Wellesley, MA, 02481

Land Use

Use Code 101
Description Single Family
Style Colonial

Tax Information

Assessed Value $2,416,000
Tax Rate $10.14 per $1,000
Base Tax $24,498
CPA Surcharge 1.5% ($352)
Estimated Annual Tax $24,851

Assessment History

Year Land Building Total Change
FY2025 $1,040,000 $1,366,000 $2,416,000

Sale History

Date Price Book/Page
Aug 1, 2024 $2,950,000 41922/311

Municipal Context: WELLESLEY

Median Home Value $1,575,000
Avg SF Tax Bill $15,970
Residential Tax Rate $10.14/1000
CPA Surcharge 1.5%
County Norfolk
Match: geocode_proximity (89.3% confidence) · Data as of Mar 8, 2026

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2006
Bedrooms
5
Full Bathrooms
4
Half Bathrooms
1
Living Area
5,516 sq ft
Total Rooms
13

Sale Statistics

Sale Overview
Original List Price: $2,850,000
Final Sale Price: $2,950,000
Difference: +$100,000 (+3.5%)
Performance Metrics
103.5%
List to Sale Ratio
Sold above asking price
3
Days on Market
Very fast sale
Price per Square Foot Analysis
Original $/sq ft: $517
Sale $/sq ft: $535
This property sold for $535 per square foot
Sale Summary

This property sold for 3.5% above the original asking price, indicating strong buyer demand.

With only 3 days on market, this was a quick sale compared to typical market conditions.

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2006
Living Area 5,516 sq ft
Lot Size 0.24 acres
Bedrooms 5
Full Baths 4
Half Baths 1
Total Rooms 13

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood
Appliances Gas Water Heater
Fireplace None
Fireplaces 2
Basement Full, Finished, Interior Entry, Bulkhead
Laundry Second Floor
Features Study, Central Vacuum

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Patio
Pool None
Spa None
Fencing None
Patio/Porch Patio

Parking

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

Utilities

Electric 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $19,102
Assessed Value $1,835,000

Interior Features

Flooring: Wood
Appliances: Gas Water Heater
Interior Features: Study, Central Vacuum
Windows: Insulated Windows
Basement: Full, Finished, Interior Entry, Bulkhead
Laundry: Second Floor
Security: Security System

Construction & Materials

Style: Colonial
Year Built: 2006
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

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

Exterior & Lot

Exterior Features: Patio
Patio & Porch: Patio
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

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

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Private School, Public School, T-Station, University

Location

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Neighborhood

Boulder Brook

41 Chesterton Rd, 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)
1.8 mi
Grades PK-12
Tenacre Country Day School
2.3 mi
Grades PK-06
St. John the Evangelist School
2.8 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
3.4 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
1.5 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
0.7 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

Monthly Payment Calculator

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

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,592
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
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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

Market Insights

13.5%
Price Range
4
Total Days on Market

Property Timeline

Current Active Listing - MLS #73498584
Full transaction history available when tracking began
🏡
Currently Listed
Apr 8, 2026
$3,295,000
MLS #73498584 - Active
Sold
Aug 1, 2024
$2,950,000
Property sold
Days on Market: 4
🏠
Listed for Sale
May 16, 2024
$2,850,000
Original listing
Agent: Christine Lawrence Office: Rutledge Properties

Price & Status History

Date Event Price Change
Apr 9, 2026 Sold $3,295,000
May 16, 2024 New Listing Added $2,850,000

Market Statistics

Days on Market
3 days
Price per Sq Ft
$535

Tax History

Year Taxes Assessment
2024 $19,102 $1,835,000

Financial Details

Annual Property Tax
$19,102
Tax Year 2024
Assessed Value
$1,835,000

Listing Information

Listing Agent Christine Lawrence
Listing Office Rutledge Properties
Agent MLS ID BB801125
Office MLS ID BB3820
Listing Data Updated Aug 1, 2024 6:01 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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Market Analytics for Wellesley, MA

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