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.
Sold for $3,225,000
$3,225,000
53 Chesterton Rd, Wellesley, MA 02481
5beds
5,779sqft
Single Family Residence
Built in 2008
10,462 Square Feet Lot
$3,224,600 Zestimate®
$558/sqft
$8,182 Estimated rent
Home value
$3,224,600
$3.03M - $3.42M
$8,182/mo
Zestimate® history
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List your homeWhat's special
Gas fireplaceFamily room with built-insDining areaMedia spaceThree additional bedroomsRadiant floorsOversized island
Zillow last checked:
Listing updated:
Listed by:
The Lara & Chelsea Collaborative 617-852-7018,
Coldwell Banker Realty - Wellesley 781-237-9090,
The Lara & Chelsea Collaborative 617-852-7018
Bought with:
Jonathan Russell
Columbus and Over Group, LLC
Source: MLS PIN,MLS#: 73482542
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Closet, Flooring - Hardwood, Recessed Lighting, Half Vaulted Ceiling(s)
- Level: Second
- Area: 252
- Dimensions: 18 x 14
Bedroom 2
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
- Level: Second
- Area: 234
- Dimensions: 13 x 18
Bedroom 3
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Closet, Flooring - Hardwood
- Level: Second
- Area: 256
- Dimensions: 16 x 16
Bedroom 4
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 240
- Dimensions: 16 x 15
Bedroom 5
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Third
- Area: 644
- Dimensions: 23 x 28
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
- Level: Basement
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Third
Dining room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Chair Rail, Wainscoting, Crown Molding
- Level: Main,First
- Area: 247
- Dimensions: 13 x 19
Family room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan, Recessed Lighting
- Level: Main,First
- Area: 324
- Dimensions: 18 x 18
Kitchen
- Features: Flooring - Hardwood, Dining Area, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Second Dishwasher
- Level: Main,First
- Area: 210
- Dimensions: 15 x 14
Living room
- Features: Flooring - Hardwood, Window(s) - Picture, Crown Molding
- Level: Main,First
- Area: 208
- Dimensions: 13 x 16
Office
- Features: Skylight, Flooring - Hardwood
- Level: Third
- Area: 126
- Dimensions: 7 x 18
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Dishwasher, Refrigerator
- Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor, Washer Hookup
Features
- Closet, Wet bar, Play Room, Bonus Room, Office
- Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Doors: Insulated Doors
- Windows: Skylight, Insulated Windows
- Basement: Full,Partially Finished,Sump Pump
- Number of fireplaces: 3
- Fireplace features: Living Room, Master Bedroom
Interior area
- Total structure area: 5,779
- Total interior livable area: 5,779 sqft
- Finished area above ground: 4,182
- Finished area below ground: 1,597
Property
Parking
- Total spaces: 6
- Parking features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
- Attached garage spaces: 2
- Uncovered spaces: 4
Features
- Patio & porch: Patio
- Exterior features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
- Fencing: Fenced/Enclosed,Fenced
Lot
- Size: 10,462 sqft
- Features: Level
Details
- Parcel number: M:179 R:053 S:,264243
- Zoning: SR10
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 2008
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, Washer Hookup
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Public School
Location
- Region: Wellesley
- Subdivision: Bates
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Sold | $3,225,000-2.1%$558/sqft |
Source: MLS PIN #73482542 Report a problem | ||
| 3/4/2026 | Listed for sale | $3,295,000+88.4%$570/sqft |
Source: MLS PIN #73482542 Report a problem | ||
| 5/29/2008 | Sold | $1,748,877+142.4%$303/sqft |
Source: Public Record Report a problem | ||
| 7/10/2007 | Sold | $721,500$125/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,068 +7.4% | $2,244,000 +8.8% |
| 2024 | $21,476 +3.5% | $2,063,000 +13.8% |
| 2023 | $20,759 +0.6% | $1,813,000 +2.7% |
| 2022 | $20,627 -0.6% | $1,766,000 |
| 2021 | $20,751 +1.6% | $1,766,000 |
| 2020 | $20,415 -0.1% | $1,766,000 |
| 2019 | $20,433 -6.8% | $1,766,000 -3.8% |
| 2018 | $21,928 +1.4% | $1,835,000 |
| 2017 | $21,635 -0.1% | $1,835,000 +0.3% |
| 2016 | $21,649 +17.2% | $1,830,000 +14.5% |
| 2015 | $18,473 -0.9% | $1,598,000 -1.1% |
| 2014 | $18,649 +6.1% | $1,616,000 +5.6% |
| 2012 | $17,576 -2.4% | $1,531,000 -2.9% |
| 2011 | $18,014 +7% | $1,576,000 -1.9% |
| 2010 | $16,831 +2.9% | $1,606,000 -7.1% |
| 2009 | $16,364 +156.5% | $1,728,000 +148.6% |
| 2008 | $6,380 +3.5% | $695,000 |
| 2007 | $6,165 +7.7% | $695,000 +1% |
| 2006 | $5,724 +5.3% | $688,000 +6.3% |
| 2005 | $5,435 +4.3% | $647,000 +6.2% |
| 2004 | $5,213 +12.6% | $609,000 +6.8% |
| 2003 | $4,628 +9.9% | $570,000 +9.6% |
| 2002 | $4,212 +12.4% | $520,000 +36.8% |
| 1999 | $3,747 | $380,000 |
Find assessor info on the county website
Neighborhood: 02481
Nearby schools
GreatSchools rating
- 8/10Katharine Lee Bates Elementary SchoolGrades: K-5Distance: 0.3 mi
- 8/10Wellesley Middle SchoolGrades: 6-8Distance: 1.4 mi
- 10/10Wellesley High SchoolGrades: 9-12Distance: 2 mi
Schools provided by the listing agent
- Elementary: Bates
- Middle: Wms
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,224,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$3,224,600
- Massachusetts
- Norfolk County
- Wellesley
- 02481
- 53 Chesterton Rd