40 Chestnut St

3,369 Sq. Ft.
$727 / Sq. Ft.
3,369
Sq. Ft.
$727
per Sq. Ft.

Description

Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5 baths include a primary suite with a sitting room or office, along with two additional bedrooms on the third floor. Enjoy a finished...Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5 baths include a primary suite with a sitting room or office, along with two additional bedrooms on the third floor. Enjoy a finished lower level, landscaped grounds, and a patio. Major improvements include a new two-car garage, EV-ready 200-amp underground electrical service, and a high-efficiency Carrier Infinity gas and heat pump HVAC system, plus MassSave insulation, restored windows, Ethernet wiring, refreshed hall bath, and fresh interior paint. Close to Wellesley Square, the commuter rail, Route 9, I-95/128 and the Mass Pike. Classic character, thoughtful upgrades, and a standout Wellesley address.
  1. Listed by Paul Neavyn • Gibson Sotheby's International Realty

Property Details for 40 Chestnut Street

Town
Wellesley
MLS Area
Wellesley Farms
Area
MA-Wellesley-Wellesley Farms, MA-Wellesley
Architectural Style
Colonial, Shingle, Craftsman
Style
Colonial, Shingle, Craftsman
Garage Spaces
2
Parking Spaces
8.00
Parking Spaces Total
10

Open Houses

Saturday, Feb 7th

11:00 AM - 1:00 PM

Public

Sunday, Feb 8th

11:00 AM - 1:00 PM

Public

LISTING UPDATED: 02/04/2026 05:41 PM

Property Details for 40 Chestnut Street

StatusNew
MLS #73474474
Days on Market1
Taxes$20,951 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1901
CountyNorfolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Paul Neavyn
Add your commute

Building Information for 40 Chestnut Street

Stories-Year Built1901Building Size-Lot Size0.30 AC / 12,881 SF

Payment Calculator

$13,687 per month

30 year fixed, 6.15% Interest

Principal and Interest

$11,941

Property Taxes

$1,746

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 40 Chestnut Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf Course, Bike Path, Conservation Area, Highway Access, Private School, Public School
  • Living Area: 3369.0
  • Color: Grey
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Sprague
  • High School: Wellesley High
  • Middle School: Wellesley Middle
Features
Interior Features
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Washer, Dryer, Range Hood
  • Basement Features: Full, Partially Finished, Interior Access
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood
  • Interior Features: Lighting - Overhead, Bathroom - Half, Pedestal Sink, Closet, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Recessed Lighting, Breakfast Bar / Nook, Lighting - Pendant, Entrance Foyer, Bathroom, Bonus Room, Internet Available - Unknown
  • Interior Features: Internet Available - Unknown
  • Laundry Features: Electric Dryer Hookup, Recessed Lighting, Washer Hookup, In Basement
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Rain Gutters, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall
  • Exterior Features: Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall, Porch, Patio
  • Lot Description: Gentle Sloping
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Garage Door Opener, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Garage Door Opener, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air, Heat Pump, Ductless Mini-Split System
  • Cooling: Yes
  • Electric: 110 Volts, 220 Volts, Circuit Breakers, 200+ Amp Service
  • Heating: Central, Forced Air, Heat Pump, Natural Gas, Fireplace
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 270.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood
  • Room Primary Bedroom Length: 18.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 15.0
Bedroom 2
  • Bedroom2 Area: 221.0
  • Bedroom2 Features: Closet,Flooring - Hardwood,Window(s) - Stained Glass,Lighting - Overhead
  • Bedroom2 Length: 17.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.0
Bedroom 3
  • Bedroom3 Area: 144.0
  • Bedroom3 Features: Closet,Flooring - Hardwood,Lighting - Sconce
  • Bedroom3 Length: 12.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 12.0
Bedroom 4
  • Bedroom4 Area: 180.0
  • Bedroom4 Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom4 Length: 15.0
  • Bedroom4 Level: Third
  • Bedroom4 Width: 12.0
Bedroom 5
  • Bedroom5 Area: 270.0
  • Bedroom5 Features: Ceiling Fan(s),Flooring - Hardwood,Recessed Lighting
  • Bedroom5 Length: 18.0
  • Bedroom5 Level: Third
  • Bedroom5 Width: 15.0
Bathroom 1
  • Bathroom1 Area: 50.0
  • Bathroom1 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Lighting - Sconce,Lighting - Overhead
  • Bathroom1 Length: 10.0
  • Bathroom1 Level: Second
  • Bathroom1 Width: 5.0
Bathroom 2
  • Bathroom2 Area: 35.0
  • Bathroom2 Features: Bathroom - Tiled With Shower Stall,Closet,Countertops - Stone/Granite/Solid,Recessed Lighting,Lighting - Overhead
  • Bathroom2 Length: 7.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 5.0
Bathroom 3
  • Bathroom3 Area: 63.0
  • Bathroom3 Features: Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Lighting - Sconce
  • Bathroom3 Length: 9.0
  • Bathroom3 Level: Basement
  • Bathroom3 Width: 7.0
Dining Room
  • Dining Room Area: 208.0
  • Dining Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Lighting - Overhead,Pocket Door
  • Dining Room Length: 16.0
  • Dining Room Level: First
  • Dining Room Width: 13.0
Kitchen
  • Kitchen Area: 224.0
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Dining Area,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Recessed Lighting,Stainless Steel Appliances,Pot Filler Faucet,Lighting - Pendant
  • Kitchen Length: 16.0
  • Kitchen Level: Main,First
  • Kitchen Width: 14.0
Laundry
  • Laundry Dimen: 11X7
Living Room
  • Room Living Room Area: 323.0
  • Room Living Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Window(s) - Stained Glass,Recessed Lighting,Pocket Door
  • Room Living Room Length: 19.0
  • Room Living Room Level: First
  • Room Living Room Width: 17.0
Property Information
Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Seller's Disclosure,Lead Paint Disclosure,and Home Inspection Disclosure attached.
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:084 R:049 S:,259812
  • Assessments: $2,038,000
  • Book: 36629
  • Tax Year: 2025
  • Zoning: SR20
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Stone
  • Cooling Zones: 2
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 40 Chestnut Street

DateEvent & SourcePriceAppreciation
Feb 4, 2026

Listed (Active)

MLS PIN #73474474

$2,450,000—
Feb 25, 2019

Sold

MLS PIN #72440751

$1,690,000—
Jan 21, 2019

Contingent

MLS PIN #72440751

—
Jan 14, 2019

Listed (Active)

MLS PIN #72440751

$1,595,000—
Jun 30, 2009

Sold (Public Record)

Public Record #271377151

$1,210,000

+2.9% / yr

Jun 30, 2009

Sold

MLS PIN #70874794

$1,210,000—
Mar 16, 2009

Contingent

MLS PIN #70874794

—
Feb 11, 2009

Listed (Active)

MLS PIN #70874794

$1,349,000—
Apr 4, 2002

Sold (Public Record)

Public Record #120178954

$985,000—
Mar 15, 2002

Sold

MLS PIN #30569265

$985,000—
Jan 26, 2002

Under Agreement

MLS PIN #30569265

—
Jan 26, 2002

Contingent

MLS PIN #30569265

—
Jan 26, 2002

Expired

MLS PIN #30556148

$1,095,000—
Jan 3, 2002

Listed (Active)

MLS PIN #30569265

$999,000—
Oct 26, 2001

Listed (Active)

MLS PIN #30556148

$1,095,000—
DateEvent & SourcePrice
02/04/2026

Listed (Active)

MLS PIN #73474474

$2,450,000
02/25/2019

Sold

MLS PIN #72440751

$1,690,000
01/21/2019

Contingent

MLS PIN #72440751

—
01/14/2019

Listed (Active)

MLS PIN #72440751

$1,595,000
06/30/2009

Sold (Public Record)

Public Record #271377151

$1,210,000

+2.9% / yr

06/30/2009

Sold

MLS PIN #70874794

$1,210,000
03/16/2009

Contingent

MLS PIN #70874794

—
02/11/2009

Listed (Active)

MLS PIN #70874794

$1,349,000
04/04/2002

Sold (Public Record)

Public Record #120178954

$985,000
03/15/2002

Sold

MLS PIN #30569265

$985,000
01/26/2002

Under Agreement

MLS PIN #30569265

—
01/26/2002

Contingent

MLS PIN #30569265

—
01/26/2002

Expired

MLS PIN #30556148

$1,095,000
01/03/2002

Listed (Active)

MLS PIN #30569265

$999,000
10/26/2001

Listed (Active)

MLS PIN #30556148

$1,095,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 40 Chestnut Street

Taxable ValueLand$1,088,000Additions$950,000Total$2,038,000
Tax Record2025$20,951 ($1,746 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt2,573 SqFtAbove Grade Finished SqFt2,573 SqFtStories2Lot Size12,881 SqFtStyleSingle Family ResidenceYear Built1901ZoningSR20CountyNORFOLKAPNWELL M:084 R:049 S:Fireplace TypeHas Fireplace

Schools near 40 Chestnut Street

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Sprague Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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40 Chestnut Street is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on February 4, 2026 by Gibson Sotheby's International Realty, it's currently listed at $2,450,000. It has been on the market for a total of 1 days and was last sold on February 25, 2019. This listing's school district is Wellesley School District. Nearby schools include Sprague Elementary School, Wellesley Middle School and Wellesley High School. 40 Chestnut Street is a 5-bed, 4-bath, 3,369 sqft single family home built in 1901.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, Paul Neavyn

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.