40 Chiltern Rd, Weston, MA 02493
Property image
Property image
OFF MARKET

40 Chiltern Rd
Weston, MA 02493

  • 5 Beds
  • 6 Baths
  • 5,680 sqft (on 0.90 acres)

$3,361,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $19,920/mo*

$3,361,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $19,920/mo*
5 Beds
6 Baths
5,680 sqft
(on 0.90 acres)

Home Value

Trulia Estimate
$3.36M
Since last month
Increased$109K (+3.3%)
Since last year
Increased$584K (+21%)
Since last sale
Increased$630K (+23%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$3.37M
July 2026$3.26M
June 2026$3.13M
May 2026$2.88M
April 2026$2.75M
March 2026$2.77M
February 2026$2.79M
January 2026$2.74M
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
0.21
Single-Family Home
$3,750,000
07/08/26
5
5
5,387
0.40
Single-Family Home
$2,050,000
09/03/25
4
5
4,442
0.22
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
0.36
Single-Family Home
$4,620,000
07/08/26
6
6.5
7,606
0.70
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
0.32
Single-Family Home
$4,170,000
04/02/26
5
4.5
4,340
0.32
Single-Family Home
$2,299,000
11/10/25
4
3.5
4,200
0.70
Single-Family Home
$2,750,000
05/28/26
4
5.5
4,930
0.56
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
0.33
Single-Family Home
$2,100,000
10/15/25
4
3.5
3,220

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
0.04
$1,976,000
-
-
-
Off Market
0.17
$3,138,300
4
5
4,624
Off Market
0.21
$3,750,000
5
5
5,387
Recently Sold
0.22
$1,975,000
5
4
2,614
Recently Sold
0.26
$2,904,900
4
3
3,990
Off Market
0.29
$1,695,000
-
-
-
For Sale
0.32
$2,299,000
4
3.5
4,200
Recently Sold
0.29
$3,564,900
5
4
5,093
Off Market
0.32
$4,170,000
5
4.5
4,340
Recently Sold
0.31
$2,883,400
5
5.5
4,361
Off Market
0.33
$2,143,600
4
3.5
3,220
Off Market

Local Information

  • Map ViewExplore the area around 40 Chiltern Rd.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
0.9 acres
Living Area
5,680 sqft
Price/Sqft
$592
Parking
5 Car Garage

About this House

Masterfully renovated colonial in one of Weston's most desirable neighborhoods near the Wellesley line offers clean and contemporary top of the line finishes and a seamlessly flowing floor plan for luxury living. Main level offers the perfect combination of open and defined spaces highlighted by the cutting edge gourmet kitchen with massive island, stunning living room surrounded by glass with sleek gas fireplace, family room, formal and informal dining rooms, stylish powder room, and home office. Other notable features include a main floor bedroom, full bath, a built-in homework station, walk-in pantry, and large mudroom with half bath. Upstairs boasts a stunning primary ensuite with spa-like bath and walk-in closets. An additional ensuite bedroom and two more bedrooms plus custom hall bath complete the second level. Don't miss the expansive recreation room with full bath, 5 car garage and multiple outdoor entertaining areas. Location, layout, lifestyle...this is it!
40 Chiltern Rd, Weston, MA 02493 is a 5 bedroom, 7 bathroom, 5,680 sqft single-family home built in 1953. It last sold for $2,740,000 on Nov 15, 2024 (9% below the $2,995,000 asking price). It is currently off market. The Trulia Estimate is $3,361,600, with a rent estimate of $8,590/month.
Last check for updates: about 21 hours ago
Listed by The Shulkin Wilk Group, (617) 463-9816
Compass, (781) 365-9954
Bought with: Melissa Dailey, (617) 699-3922, Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73287657

Home Details for 40 Chiltern Rd

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 5680 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric OvenAppliances: Range, Oven, DishwasherDishwasherLaundry: Flooring - Vinyl,Recessed Lighting,In Basement
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Carpet, Hardwood, Stone / Slate, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Stone Slate, Flooring Wall To Wall Carpet, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Exterior, DeckExterior: DeckFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5Open Parking Spaces: 7No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 12Parking: Attached,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Basement Washer And Dryer, Pantry And Basement Refrigerator, Tv In Family Room, (Bracket Stays)Parcel Number: M:058.0 L:0044 S:000.0, 869296

Price & Status

Price
List Price: $2,995,000
Status Change & Dates
Off Market Date: Thu Oct 24 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Weston
School Information
Elementary School: WestonJr High / Middle School: WestonHigh School: Weston

Building

Building Area
Building Area: 5680 Square Feet

Community

Community Features: Public Transportation, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.90 acres

Offer

Contingencies: Pending P&S

Miscellaneous

Mls Number: 73287657

Additional Information

Public TransportationPublic School

Price and Tax history

DateEventPrice
Nov 15, 2024
Source: MLS PIN #73287657
Sold
$2,740,000
Oct 13, 2024
Source: MLS PIN #73287657
Contingent
$2,995,000
Sep 10, 2024
Source: MLS PIN #73287657
Listed For Sale
$2,995,000
Aug 5, 2024
Source: MLS PIN #73244221
ListingRemoved
$3,150,000
Jul 10, 2024
Source: MLS PIN #73244221
PriceChange
$3,150,000
Price decreased by 4%

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
57
5
MoM

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. "
  • 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."
  • 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. "
  • 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."
  • 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."
  • 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."

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 Chiltern Rd

  • What is 40 Chiltern Rd estimated to be worth?
    Trulia's estimated value for 40 Chiltern Rd in Weston, MA is $3,361,600.
  • What is the price history for 40 Chiltern Rd?
    40 Chiltern Rd in Weston, MA last sold for $2,740,000 in November 2024.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, MA as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Weston, MA.
  • Does 40 Chiltern Rd have air conditioning?
    Yes, 40 Chiltern Rd in Weston, MA has air conditioning.
  • Does 40 Chiltern Rd have laundry facilities?
    Yes, 40 Chiltern Rd in Weston, MA has laundry facilities.

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