40 Chestnut St
Wellesley, MA 02481
5 Beds
3.5 Baths
3,369 sqft (on 0.30 acres)
5 Beds
3.5 Baths
3,369 sqft
(on 0.30 acres)
Homes for sale near 40 Chestnut St
SOLDJUL 10, 2025The Lara & Chelsea Collaborative, Coldwell Banker Realty - Wellesley- The Pinnacle Group, Douglas Elliman Real Estate - Wellesley
- OFF MARKETDennis Folan, Coldwell Banker Realty - Westwood
- 0.59 ACRESRachel Lieberman, Berkshire Hathaway HomeServices Commonwealth Real Estate
See more homes for sale inWellesley
Apartments for Rent
- NEW - 1 DAY AGOPET FRIENDLYTotal price$2,935 - $8,832/moStudio-3 bd1-2 baThe Nines | 40 William St #656,
Wellesley Hills, MA 02481 - NEW - 2 DAYS AGOPET FRIENDLYINCOME RESTRICTED$3,830 - $6,741/moFees may apply1-3 bd1-3 baWoodland Station Apartments | 1940 Washington St #120,
Auburndale, MA 02466 - PET FRIENDLYTotal price$3,928 - $4,559/mo2 bd2-3 baHastings Village | 66 Hastings St #205,
Wellesley Hills, MA 02481 - $2,250 - $2,700/moFees may applyStudio-2 bd1 baWoodland Park | 264 Grove St #2,
Auburndale, MA 02466 - APPLY INSTANTLYPET FRIENDLYTotal price$3,500 - $3,995/mo2 bd1-2 baPhillip's Park | 324 Washington St #208,
Wellesley Hills, MA 02481 - $2,700 - $2,900/moFees may apply2 bd1 baHamilton Highlands | 757 Highland Ave #309S,
Needham Heights, MA 02494 - APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLY
- PET FRIENDLY
- APPLY INSTANTLY
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Local Information
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 07, 2026
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$727/sqft
Listed
15 days ago
Home Details for 40 Chestnut St
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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 |
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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 |
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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 |
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Price List Price: $2,450,000Price Per Sqft: $727/sqft |
Status Change & Dates Off Market Date: Sat Feb 14 2026 |
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MLS Status: Sold |
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Direction & Address City: Wellesley |
School Information Elementary School: SpragueJr High / Middle School: Wellesley MiddleHigh School: Wellesley High |
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Building Area Building Area: 3369 Square Feet |
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Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public SchoolNot Senior Community |
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No HOA |
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Lot Area: 0.30 acres |
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Contingencies: InspectionListing Terms: Contract |
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BasementMls Number: 73474474Above Grade Unfinished Area: 2573 |
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Public TransportationShoppingParkWalk/Jog TrailsGolfBike PathConservation AreaHighway AccessPrivate SchoolPublic School |
Last check for updates: about 3 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
Price History for 40 Chestnut St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/06/2026 | $2,450,000 | Sold | MLS PIN #73474474 |
| 02/08/2026 | $2,450,000 | Contingent | MLS PIN #73474474 |
| 02/04/2026 | $2,450,000 | Listed For Sale | MLS PIN #73474474 |
| 02/25/2019 | $1,690,000 | Sold | N/A |
| 01/14/2019 | $1,595,000 | Listed For Sale | Agent Provided |
| 06/30/2009 | $1,210,000 | Sold | N/A |
| 02/28/2009 | $1,349,000 | ListingRemoved | Agent Provided |
| 02/13/2009 | $1,349,000 | Listed For Sale | Agent Provided |
| 04/04/2002 | $985,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $20,951 |
| Assessment | $2,038,000 |
Home facts updated by county records
Comparable Sales for 40 Chestnut St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $2,610,000 | 06/02/25 | 5 | 3.5 | 3,390 | |
0.21 | Single-Family Home | $1,875,000 | 06/19/25 | 5 | 3 | 3,217 | |
0.25 | Single-Family Home | $2,059,981 | 09/25/25 | 5 | 3.5 | 4,643 | |
0.23 | Single-Family Home | $2,500,000 | 03/05/26 | 4 | 3.5 | 4,870 | |
0.56 | Single-Family Home | $2,380,000 | 07/22/25 | 5 | 3 | 3,317 | |
0.26 | Single-Family Home | $1,655,000 | 01/30/26 | 4 | 2.5 | 2,204 | |
0.27 | Single-Family Home | $1,865,000 | 04/02/26 | 5 | 3.5 | 3,774 | |
0.37 | Single-Family Home | $1,340,000 | 08/28/25 | 4 | 2.5 | 3,257 |
Assigned Schools
These are the assigned schools for 40 Chestnut St.
- Sprague Elementary School
- K-5
- Public
- 276 Students
9/10GreatSchools RatingParent Rating AverageWe love Sprague school! We have had 3 children in the school and love the atmosphere, teachers, and new principal. Updated building and playgrounds, with beautiful fields adjacent. The parents are WONDERFUL.Parent Review5y ago - Wellesley Middle School
- 6-8
- Public
- 910 Students
8/10GreatSchools RatingParent Rating AverageAfter an amazing experience at Wellesley public schools for elementary school, I entered middle school optimistic and excited. However, I was incredibly disappointed to find that Wellesley Middle School did not at all live up to my expectations. Most teachers seemed disinterested in their work and in teaching students. Little effort was given to support students who had difficulty learning material. Administrators were harsh and unkind to students. Students experiencing discrimination or bullying received next to no help from the school. The unfortunate reality is that Wellesley Middle School is a three year hell, and many other students and parents I have spoken to agree.Other Review1y ago - Wellesley High School
- 9-12
- Public
- 1231 Students
10/10GreatSchools RatingParent Rating AverageThis High School is excellent in that the teaching staff is top notch. There are so many courses to choose from and the individual departments and teacher encourage student to challenge themselves, stretch themselves and not limit them to mid-level course offerings. There seems to be a lot of communication between families, teachers and administration. The communication is open and the atmosphere is positive. Our kids all got great educations and had their choice of top tier colleges. The principal is very open to talking with parents and makes sure that the faculty adopts a similar open policy. I feel like they are concerned with your child and work with the student to achieve success.Parent Review12y ago 
Check out schools near 40 Chestnut St.
What Locals Say about Wellesley
At least 123 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
83 % Say yards are well-kept
80 % Say car is needed
79 % Say there are sidewalks
76 % Say there's holiday spirit
75 % Say kids play outside
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
62 % Say it's walkable to grocery stores
Learn more about our methodology.
LGBTQ Local Legal Protections
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
Homes for rent near 40 Chestnut St
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Off Market Homes Near 40 Chestnut St
- SOLDMAY 8, 2026The Varano Realty Group, Keller Williams Realty
- SOLDMAY 8, 2026Rob and Meaghan, Hawthorn Properties
- SOLDMAY 8, 2026Donahue Maley and Burns Team, Compass
- SOLDMAY 7, 2026Simon Gray, Coldwell Banker Realty - Newton
- SOLDMAY 6, 2026Patrick Mulligan, Northeast Realty + Co.
- SOLDMAY 6, 2026Denise Mosher, Coldwell Banker Realty - Weston
- SOLDMAY 6, 2026Dean Wilde, Berkshire Hathaway HomeServices Commonwealth Real Estate
- SOLDMAY 5, 2026Steve Leavey, Keller Williams Realty
- SOLDMAY 5, 2026Linda Shaughnessy, Coldwell Banker Realty - Wellesley
- See more homes for sale inWellesley
Explore by feature
NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLYTotal price$2,935 - $8,832/moStudio-3 bd1-2 baThe Nines | 40 William St #656,
Wellesley Hills, MA 02481
SPECIAL OFFERPET FRIENDLYTotal price$3,928 - $4,559/mo2 bd2-3 baHastings Village | 66 Hastings St #205,
Wellesley Hills, MA 02481
APPLY INSTANTLYSPECIAL OFFERPET FRIENDLYTotal price$3,500 - $3,995/mo2 bd1-2 baPhillip's Park | 324 Washington St #208,
Wellesley Hills, MA 02481
PET FRIENDLY
PET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
PET FRIENDLYFURNISHED
PET FRIENDLY
40 Chestnut St, Wellesley, MA 02481 is a 5 bedroom, 4 bathroom, 3,369 sqft single-family home built in 1901. This property is not currently available for sale. 40 Chestnut St was last sold on May 6, 2026 for $2,450,000 (0% higher than the asking price of $2,450,000). The current Trulia Estimate for 40 Chestnut St is $2,533,700.