This home's estimate is 16.6% higher than the average sale price ($2.84M) of 6 comparable homes.
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53 Chesterton Rd, Wellesley, MA 02481
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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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Market trends in 02481, MA
Last updated July 2026
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Est. $5,825 per month, based on comparable rentals
Sale and tax history for 53 Chesterton Rd
- Sale History
- Tax History
$558/sq ft
$570/sq ft
$303/sq ft
Public record
Property details
Parking
- Parking Information
- Has Garage
- Has Open Parking
- # of Garage Spaces: 2
- # of Covered Spaces: 2
- Open Parking Spaces: 4
- Parking Spaces: 6
- AttachedGarageYN: Yes
- Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Interior
- Master Bedroom Information
- Area: 252
- Length: 18
- Width: 14
- Level: Second
- Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet,Flooring - Hardwood,Recessed Lighting,Half Vaulted Ceiling(s)
- Bedroom #2 Information
- Area: 234
- Length: 13
- Width: 18
- Level: Second
- Features: Bathroom - Full,Closet,Flooring - Hardwood,Flooring - Stone/Ceramic Tile
- Bedroom #3 Information
- Area: 256
- Length: 16
- Width: 16
- Level: Second
- Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Flooring - Hardwood
- Bedroom #4 Information
- Area: 240
- Length: 16
- Width: 15
- Level: Second
- Features: Closet,Flooring - Hardwood
- Bedroom #5 Information
- Area: 644
- Length: 23
- Width: 28
- Level: Third
- Features: Closet,Flooring - Wall to Wall Carpet
- Bathroom Information
- # of Bathrooms (Full): 5
- # of Bathrooms (Half): 1
- Master Bathroom Features: Yes
- Bathroom #1 Information
- Level: First
- Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
- Bathroom #2 Information
- Level: Basement
- Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile
- Bathroom #3 Information
- Level: Third
- Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile
- Living Room Information
- Area: 208
- Length: 13
- Width: 16
- Level: Main,First
- Features: Flooring - Hardwood,Window(s) - Picture,Crown Molding
- Family Room Information
- Area: 324
- Length: 18
- Width: 18
- Level: Main,First
- Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Open Floorplan,Recessed Lighting
- Dining Room Information
- Area: 247
- Length: 13
- Width: 19
- Level: Main,First
- Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Chair Rail,Wainscoting,Crown Molding
- Kitchen Information
- Area: 210
- Length: 15
- Width: 14
- Level: Main,First
- Features: Flooring - Hardwood,Dining Area,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting,Second Dishwasher
- Office Room Information
- Area: 126
- Length: 7
- Width: 18
- Level: Third
- Features: Skylight,Flooring - Hardwood
- Basement Information
- Basement: Full, Partially Finished, Sump Pump
- Laundry Information
- Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor, Washer Hookup
- Fireplace Information
- Has Fireplace
- # of Fireplaces (Total): 3
- Fireplace Features: Living Room, Master Bedroom
- Appliances
- Appliances: Range, Dishwasher, Refrigerator
- Interior Features
- # of Rooms (Total): 12
- Door Features: Insulated Doors
- Window Features: Skylight, Insulated Windows
- Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Interior Features: Closet, Wet Bar, Play Room, Bonus Room, Office
Exterior
- Building Information
- Building Area (Total): 5,779
- Foundation Details: Concrete Perimeter
- Construction Materials: Frame
- Year Built Source: Public Records
- Year Built Details: Actual
- Color: Beige
- Exterior Features
- Fencing: Fenced/Enclosed, Fenced
- Roof: Shingle
- Patio And Porch Features: Patio
- Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
- Property Information
- PropertySubType: Single Family Residence
- Above Grade Finished Area: 4182
- Below Grade Finished Area: 1597
- Security Features: Security System
- ADU: N
- Lot Information
- Lot Size (Acres): 0.24
- Lot Features: Level
- Road Surface Type: Paved
- Road Frontage Type: Public
- Road Responsibility: Public Maintained Road
Financial
- Tax Information
- Tax Annual Amount: $23,350
- Tax Year: 2026
Utilities
- Utility Information
- Utilities: for Gas Range, Washer Hookup
- Sewer: Public Sewer
- Water Source: Public
- Heating & Cooling
- Has Heating
- Has Cooling
- Heating: Forced Air, Natural Gas
- Cooling: Central Air
Location
- School Information
- Elementary School: Bates
- Middle Or Junior School: Wms
- High School: Whs
- Location Information
- Directions: Weston Road to Beverly to Chesterton
- UnparsedAddress: 53 Chesterton Road, Wellesley MA 02481
- Community Information
- Senior CommunityYN: No
- Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Public School
Public facts
- Beds: 5
- Baths: 5.5
- Sq. Ft.: 4,368
- Stories: 2.0
- Lot Size: 10,454 square feet
- Style: Single Family Residential
- Year Built: 2008
- Year Renovated: —
- County: Norfolk County
- APN: 264243
Other
- Miscellaneous Information
- Heat Zones: 4
- Listing Information
- StandardStatus: Closed
Around this home
Schools Places Transit
Public K-5 • Assigned • 0.3mi
Public 6-8 • Assigned • 1.4mi
Public 9-12 • Assigned • 2.0mi
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 97° expected this year, 15 days in 30 years
53% chance of strong winds in next 30 years
1 unhealthy days expected this year, 2 days in 30 years
Sun exposure
Very good sunlight
SunscoreThere appears to be minimal shading by surrounding buildings, terrain, and vegetation.
Nearby similar homes
New listings for sale in 02481
Home values near 53 Chesterton Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 1545 Sq. Ft. | $1,578,418 |
5 Beds | 3.5 Baths | 4885 Sq. Ft. | $2,455,067 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 3 Baths | 2764 Sq. Ft. | $1,999,538 |
3 Beds | 2.5 Baths | 2125 Sq. Ft. | $1,616,842 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 4 Baths | 3611 Sq. Ft. | $2,403,051 |
4 Beds | 2 Baths | 2085 Sq. Ft. | $1,497,101 |
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