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$3,295,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,779 Sq. Ft.
  • 0.24 Acres
  • 2 Car Garage
  • Updated 1 hour ago

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Open House: 11:00 AM - 12:30 PM

Saturday 3/7 11:00 AM - 12:30 PM

53 Chesterton Road,Wellesley, MA 02481

53 Chesterton RoadWellesleyMA02481

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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.

Full Property Details for 53 Chesterton Rd

General

  • Price: $3,295,000
  • Taxes: $23,350 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73482542
  • Updated: Today (3/4/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 12
  • Interior Features: Closet, Wet bar, Play Room, Bonus Room, Office
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Living Room, Master Bedroom
  • Appliances: Range, Dishwasher, Refrigerator
  • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Main - Full Baths: 5
  • Main - 1/2 Baths: 1
  • Bathroom 1: Half Bathroom, Stone/Ceramic Tile Flooring, First
  • Bathroom 2: Full Bathroom, Bathroom with Shower Stall, Stone/Cer, Basement
  • Bathroom 3: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Third

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Yes, 18.00 x 14.00, Second, 252 Sq. Ft.
  • Bedroom 2: Full Bathroom, Closet, Hardwood Flooring, Stone/Ceramic Tile Flooring, 13.00 x 18.00, Second, 234 Sq. Ft.
  • Bedroom 3: Full Bathroom, Bathroom Double Vanity/Double Sink, Closet, Hardwood Flooring, 16.00 x 16.00, Second, 256 Sq. Ft.
  • Bedroom 4: Closet, Hardwood Flooring, 16.00 x 15.00, Second, 240 Sq. Ft.

Other Rooms

  • Living Room: Hardwood Flooring, Picture Window(s), Crown Molding, 13.00 x 16.00, Main, First, 208 Sq. Ft.
  • Family Room: Custom-Built Closet/Cabinets, Hardwood Flooring, Open Floorplan, Recessed Lighting, 18.00 x 18.00, Main, First, 324 Sq. Ft.
  • Kitchen: Hardwood Flooring, Dining Area, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Second Dishwasher, 15.00 x 14.00, Main, First, 210 Sq. Ft.
  • Dining Room: Hardwood Flooring, Bay/Bow/Box Window(s), Chair Rail, Wainscoting, Crown Molding, 13.00 x 19.00, Main, First, 247 Sq. Ft.
  • Office: Skylight, Flooring - Hardwood, 7.00 x 18.00, Third, 126 Sq. Ft.
  • Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor, Washer Hookup

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
  • Color: Beige

Parking

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

Location

  • County: Norfolk
  • Subdivision: Bates
  • Driving Directions: Weston Road to Beverly to Chesterton

School Information

  • Elementary School: Bates
  • Middle School: Wms
  • High School: Whs

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Cooling Zones: 3
  • Heating Type: Forced Air, Natural Gas
  • Heating Fuel: Forced Air, Natural Gas
  • Heating Zones: 4

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Connection for Gas Range, Washer Hookup

Structural Information

  • Architectural Style: Colonial
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Full, Partially Finished, Sump Pump
  • Roof: Shingle
  • Drive-In Doors: Insulated Doors
  • Square Feet: 5,779
  • Sq. Ft. Source: Public Records
  • Year Built: 2008

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Dimensions: .24
  • Frontage: Public
  • Street/Road Desc.: Paved
  • Fence: Yes
  • Lot Features: Level
  • Fencing (Description): Fenced/Enclosed, Fenced

Financial Considerations

  • Price Per Sq. Ft.: $570.17
  • Tax Amount: $23,350
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: M:179 R:053 S:, 264243
Buyer's Brokerage Compensation: Contact Listing Agent
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— 53 Chesterton Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 53 Chesterton Rd

School District:Wellesley School District
NameGradesDistance
Katharine Lee Bates Elementary School
116 Elmwood Road, Wellesley, MA 02481
K-50.4 mi
Wellesley Middle School
50 Kingsbury Street, Wellesley, MA 02481
6-81.4 mi
Wellesley High School
50 Rice Street, Wellesley, MA 02481
9-121.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 53 Chesterton Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/04/2026
Listed
$3,295,000
88.41%
MLS
5/29/2008
Sold
$1,748,877
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 53 Chesterton Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,068
7%
$2,244,000
9%
2024
$21,476
3%
$2,063,000
14%
2023
$20,759
1%
$1,813,000
3%
2022
$20,627
-1%
$1,766,000
—
2021
$20,751
2%
$1,766,000
—
2020
$20,415
—
$1,766,000
—
2019
$20,433
-7%
$1,766,000
-4%
2018
$21,928
1%
$1,835,000
—
2017
$21,635
17%
$1,835,000
15%
2015
$18,473
-1%
$1,598,000
-1%
2014
$18,649
—
$1,616,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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53 Chesterton Road, Wellesley, MA 02481 (MLS# 73482542) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 53 Chesterton Road is currently listed for $3,295,000 and was received on March 04, 2026. This property is listed by The Lara & Chelsea Collaborative from our Wellesley Office.Want to learn more about 53 Chesterton Road? Do you have questions about finding other Single Family real estate for sale in Wellesley Fells? You can browse all Wellesley Fells real estate or contact a Coldwell Banker agent to request more information.

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