$3,295,000

53 Chesterton Road, Wellesley, MA 02481

5 beds |
6 baths |
5,779 sqft

Single-Family Home
Built in 2008
10,454sqft lot
2 car garage
$570/sqft
Listed 15 hours ago

Property Description

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.

Listing Status:: Active
Date Added:: March 4, 2026
Data Last Updated:: March 4, 2026 at 9:08PM
Listing Office:: Coldwell Banker Realty - Wellesley : 781-237-9090
Listing Agent:: The Lara & Chelsea Collaborative : 617-852-7018
MLS ID:: 73482542

General: ClosetWet barPlay RoomBonus RoomOffice
Appliances: RangeDishwasherRefrigerator
Laundry: Closet/Cabinets - Custom BuiltFlooring - Stone/Ceramic TileSecond FloorWasher Hookup
Basement: FullPartially FinishedSump Pump
Flooring: TileCarpetHardwoodFlooring - Wall to Wall CarpetFlooring - Hardwood
A/C: Central Air
Heating: Forced AirNatural Gas
Fireplace: Living RoomMaster BedroomFireplaceFireplaces: 3

General: PatioRain GuttersProfessional LandscapingSprinkler SystemFenced Yard
Style: Colonial
Parking: AttachedGarage Door OpenerHeated GaragePaved DriveOff StreetPavedParking spaces: 6

Roofing: Shingle
Windows: SkylightInsulated Windows
General: FrameConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Norfolk

Zoning: SR10M:179 R:053 S:264243
Fencing: Fenced/EnclosedFenced

Utilities: for Gas RangeWasher Hookup
Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network

This listing courtesy of The Lara & Chelsea Collaborative , Coldwell Banker Realty - Wellesley

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Katharine Lee Bates Elementary School

116 Elmwood Rd, Wellesley Hills, MA, 02481

Grades KG-5

0.38 miles away

Wellesley Middle School

50 Kingsbury St, Wellesley Hills, MA, 02481

Grades 6-8

1.43 miles away

Wellesley High School

50 Rice St, Wellesley Hills, MA, 02481

Grades 9-12

1.96 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.