40 Chestnut St, Wellesley, MA 02481
Property image
Property image
SOLD
MAY 6, 2026

40 Chestnut St
Wellesley, MA 02481

  • 5 Beds
  • 3.5 Baths
  • 3,369 sqft (on 0.30 acres)

$2,450,000

Last Sold: May 6, 2026
$727/sqft
Est. Refi. Payment $14,559/mo*
Refinance Your Home

$2,450,000

Last Sold: May 6, 2026
$727/sqft
Est. Refi. Payment $14,559/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,369 sqft
(on 0.30 acres)

Home Value

Trulia Estimate
$2.47M
Since last month
Decreased$7K (-0.3%)
Since last year
Decreased$23K (-0.9%)
Since last sale
Increased$15K (+0.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +61% in the last 10 years
MonthEstimated value
2026
August 2026$2.46M
July 2026$2.47M
June 2026$2.45M
May 2026$2.45M
April 2026$2.53M
March 2026$2.51M
February 2026$2.48M
January 2026$2.45M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
92 Woodlawn Ave, Wellesley, MA
0.32
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
7 Garden Rd, Wellesley, MA
0.25
Single-Family Home
$2,059,981
09/25/25
5
3.5
4,643
3 Garden Rd, Wellesley, MA
0.23
Single-Family Home
$2,500,000
03/05/26
4
3.5
4,870
54 Colburn Rd, Wellesley, MA
0.26
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
35 Arnold Rd, Wellesley, MA
0.44
Single-Family Home
$2,525,000
06/26/26
4
3.5
3,497
7 Cliff Rd, Wellesley, MA
0.27
Single-Family Home
$1,865,000
04/02/26
5
3.5
3,774
500 Worcester St, Wellesley, MA
0.37
Single-Family Home
$1,340,000
08/28/25
4
2.5
3,257
2 Woodlawn Oval, Wellesley, MA
0.42
Single-Family Home
$2,100,000
07/31/26
4
3.5
2,953

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
46 Garden Rd, Wellesley, MA 02481
0.10
$3,574,400
4
4.5
4,636
Off Market
37 Garden Rd, Wellesley, MA 02481
0.13
$3,196,200
6
4.5
4,297
Off Market
20 Colburn Rd, Wellesley, MA 02481
0.15
$2,256,400
3
2.5
3,184
Off Market
10 Lanark Rd, Wellesley, MA 02481
0.11
$4,400,000
6
3.5
7,404
Recently Sold
63 Garden Rd #C1, Wellesley, MA 02481
0.14
$1,911,200
2
2
1,643
Off Market
63 Garden Rd #C4, Wellesley, MA 02481
0.14
$2,186,600
3
2
2,326
Off Market
63 Garden Rd #G7, Wellesley, MA 02481
0.14
$1,654,100
3
2
2,342
Off Market
17 Colburn Rd, Wellesley, MA 02481
0.17
$1,884,500
3
1.5
1,878
Off Market
63 Garden Rd #C5, Wellesley, MA 02481
0.15
$995,000
1
1.5
1,205
For Sale
63 Garden Rd #G2, Wellesley, MA 02481
0.15
$1,100,000
2
2
1,224
Recently Sold
21 Cushing Rd, Wellesley, MA 02481
0.14
$3,814,100
5
5
4,558
Off Market

Local Information

  • Map ViewExplore the area around 40 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1901
Lot Size
0.3 acres
Living Area
3,369 sqft
Price/Sqft
$727/sqft
Parking
Garage

About this House

Sunday Open House Canceled! 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 and a standout Wellesley address.
40 Chestnut St, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 3,369 sqft single-family home built in 1901. It last sold for the $2,450,000 asking price on May 6, 2026. It is currently off market. The Trulia Estimate is $2,472,000, with a rent estimate of $7,804/month.
Last check for updates: about 23 hours ago
Listed by Paul Neavyn, (617) 721-8384
Gibson Sotheby's International Realty, (781) 237-8181
Bought with: Melissa Dailey, (617) 699-3922, Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73474474

Home Details for 40 Chestnut St

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior EntryNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3369 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Washer, Dryer, Range HoodDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Recessed Lighting,Washer Hookup,In BasementRefrigeratorWasher
Heating & Cooling
Heating: Central,Forced Air,Heat Pump,Natural Gas,FireplaceHas CoolingAir Conditioning: Central Air,Heat Pump,DuctlessHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 110 Volts, 220 Volts, Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Stone Slate, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, PatioExterior: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone WallFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Garage Door Opener,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2573Finished Area (below surface): 796

Property Information

Year Built
Year Built: 1901
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Shingle,Craftsman
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Seller's Personal BelongingsParcel Number: M:084 R:049 S:, 259812

Price & Status

Price
List Price: $2,450,000Price Per Sqft: $727/sqft
Status Change & Dates
Off Market Date: Sat Feb 14 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Wellesley
School Information
Elementary School: SpragueJr High / Middle School: Wellesley MiddleHigh School: Wellesley High

Building

Building Area
Building Area: 3369 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.30 acres

Offer

Contingencies: InspectionListing Terms: Contract

Miscellaneous

BasementMls Number: 73474474Above Grade Unfinished Area: 2573

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsGolfBike PathConservation AreaHighway AccessPrivate SchoolPublic School

Price and Tax history

DateEventPrice
May 6, 2026
Source: MLS PIN #73474474
Sold
$2,450,000
Feb 8, 2026
Source: MLS PIN #73474474
Contingent
$2,450,000
Feb 4, 2026
Source: MLS PIN #73474474
Listed For Sale
$2,450,000
Feb 25, 2019
Source: N/A
Sold
$1,690,000
Jan 14, 2019
Source: Agent Provided
Listed For Sale
$1,595,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

Around this home

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
    Flag

LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 40 Chestnut St

  • What is 40 Chestnut St estimated to be worth?
    Trulia's estimated value for 40 Chestnut St in Wellesley, MA is $2,472,000.
  • What is the price history for 40 Chestnut St?
    40 Chestnut St in Wellesley, MA last sold for $2,450,000 in May 2026.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • Does 40 Chestnut St have air conditioning?
    Yes, 40 Chestnut St in Wellesley, MA has air conditioning.
  • Does 40 Chestnut St have laundry facilities?
    Yes, 40 Chestnut St in Wellesley, MA has in-unit laundry.

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