36 Chestnut St, Weston, MA 02493
Property image
Property image
OFF MARKET

36 Chestnut St
Weston, MA 02493

  • 4 Beds
  • 2 Baths
  • 1,620 sqft (on 0.35 acres)

$1,027,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $6,216/mo*
Refinance Your Home

$1,027,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $6,216/mo*
Refinance Your Home
4 Beds
2 Baths
1,620 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 36 Chestnut St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1939
Lot Size
0.35 acres
Living Area
1,620 sqft
Price/Sqft
$634

About this House

Charming and private, this cozy single family features 2 bedrooms + den upstairs and a master suite or extra family room with high ceilings downstairs. Rustic fireplace and beautiful deck overlooking private road.

1 year lease, first last and deposit. Background and credit check required.

Rent excludes utilities
36 Chestnut St, Weston, MA 02493 is a 4 bedroom, 2 bathroom, 1,620 sqft single-family home built in 1939. It last sold for $680,000 on Sep 30, 2020. More recently, it was listed as a rental in August 2022 with an asking price of $3,600 per month. That rental listing was removed on October 24, 2022. It is currently off market. The Trulia Estimate is $1,027,300, with a rent estimate of $4,161/month.

Home Details for 36 Chestnut St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, Propane ButaneHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
Parking Spaces: 2Parking: Off Street

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.35 acres

Price History for 36 Chestnut St

DatePriceEventSource
10/24/2022ListingRemovedZillow Rental Manager
08/28/2022$3,590PriceChange
Zillow Rental Manager
08/12/2022$3,600Listed For RentZillow Rental Manager
10/27/2021ListingRemovedZillow Rental Manager
10/08/2021$3,500PriceChange
Zillow Rental Manager
10/06/2021$3,450Listed For RentZillow Rental Manager
08/24/2021ListingRemovedZillow Rental Network Premium
08/21/2021$3,450Listed For RentZillow Rental Network Premium #72884711
07/27/2021ListingRemovedZillow Rental Manager
07/16/2021$3,350Listed For RentZillow Rental Manager
02/26/2021ListingRemovedN/A
11/10/2020$3,300ListingRemovedN/A
11/03/2020$3,300PriceChange
N/A
10/21/2020$3,150PriceChange
N/A
10/01/2020$3,300Listed For RentN/A
09/30/2020$680,000Sold
N/A
03/21/2020$700,000ListingRemovedAgent Provided
02/13/2020$700,000Listed For SaleAgent Provided

Market trends in Weston

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
8MoM
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Property Tax and Assessment

Year2025
Tax$8,619
Assessment$776,500
Home facts updated by county records

Comparable Sales for 36 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
48 Golden Ball Rd, Weston, MA
0.54
Single-Family Home
$1,275,000
11/21/25
3
2.5
1,800
142 Wellesley St, Weston, MA
0.50
Single-Family Home
$1,930,000
08/22/25
4
3
3,760
51 Wellesley St, Weston, MA
1.08
Single-Family Home
$1,650,000
06/17/26
4
2.5
2,152
22 Chadwick Rd, Weston, MA
0.24
Single-Family Home
$3,350,000
08/29/25
5
5
6,252
3 White Rd, Wayland, MA
1.50
Single-Family Home
$900,000
08/21/25
3
1.5
1,569
849 Boston Post Rd, Weston, MA
1.26
Single-Family Home
$490,000
04/10/26
4
2
2,350
137 Wellesley St, Weston, MA
0.52
Single-Family Home
$2,600,000
11/17/25
5
3.5
5,100
226 Ash St, Weston, MA
0.71
Single-Family Home
$3,166,000
04/30/26
5
4.5
5,496
33 Winter St, Weston, MA
1.12
Single-Family Home
$1,500,000
08/08/25
3
2.5
2,206
118 Newton St, Weston, MA
1.24
Single-Family Home
$1,680,000
07/30/26
3
2
2,041

Nearby homes

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Assigned Schools

These are the assigned schools for 36 Chestnut St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Weston

At least 28 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
    0
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  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
    3
    Flag
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
    0
    Flag
  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
    1
    Flag
  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
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  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."
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Apartments for Rent

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Explore by feature - Pet Friendly

8 pet-friendly rentals in Weston, MA

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Explore by feature - Air Conditioning

7 rentals with air conditioning in Weston, MA

Explore by feature - Washer/dryer

12 rentals with a washer/dryer in Weston, MA

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Weston, MA

Homes for sale near 36 Chestnut St

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Off Market Homes Near 36 Chestnut St

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