16 Chiltern Rd, Weston, MA 02493
OFF MARKET

$2,576,300

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,168 sqft (on 0.79 acres)

16 Chiltern Rd, Weston, MA 02493

Est. Refi. Payment $16,011/mo*
Refinance Your Home
Currently Off Market - Sold Aug 4, 2022 for $2,300,000

Home Value

Trulia Estimate
$2.58M
Since last month
$200 (0%)
Since last year
Decreased$15K (-0.6%)
Since last sale
Increased$291K (+12.7%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$2.59M
August 2026$2.59M
July 2026$2.63M
June 2026$2.68M
May 2026$2.7M
April 2026$2.69M
March 2026$2.65M
February 2026$2.59M
January 2026$2.53M
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
8 Old Town Rd, Wellesley, MA
0.10
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
25 Riverdale Rd, Wellesley, MA
0.41
Single-Family Home
$1,895,000
08/19/26
4
3
2,695
50 Hubbard Rd, Weston, MA
0.45
Single-Family Home
$2,100,000
10/15/25
4
3.5
3,220
32 Intervale Rd, Weston, MA
0.37
Single-Family Home
$2,299,000
11/10/25
4
3.5
4,200
92 Woodlawn Ave, Wellesley, MA
0.55
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
70 Old Farm Rd, Wellesley, MA
0.55
Single-Family Home
$2,842,000
10/15/25
2
2
3,736
25 Hillside Rd, Wellesley, MA
0.62
Single-Family Home
$2,280,000
08/28/26
5
5.5
4,453
54 Colburn Rd, Wellesley, MA
0.62
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
7 Crescent St, Wellesley, MA
0.76
Single-Family Home
$1,975,000
12/10/25
4
2.5
2,533
17 Longfellow Rd, Wellesley, MA
0.88
Single-Family Home
$1,690,762
10/23/25
4
2.5
3,040

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
8 Old Town Rd, Wellesley, MA 02481
0.10
$1,975,000
5
4
2,614
Recently Sold
40 Chiltern Rd, Weston, MA 02493
0.13
$3,332,500
5
6
5,680
Off Market
37 Boulder Rd, Wellesley, MA 02481
0.15
$2,865,400
4
3
3,990
Off Market
243 Ridgeway Rd, Weston, MA 02493
0.16
$3,147,600
4
5
4,624
Off Market
135 Glen Rd, Wellesley, MA 02481
0.17
$3,518,100
5
4
5,093
Off Market
45 Chiltern Rd, Weston, MA 02493
0.15
$1,946,800
-
-
-
Off Market
121 Glen Rd, Wellesley, MA 02481
0.23
$4,757,700
5
5.5
4,586
Off Market
50 Crestwood Dr, Wellesley, MA 02481
0.22
$2,908,200
5
5.5
4,361
Off Market
116 Glen Rd, Wellesley, MA 02481
0.27
$2,124,400
4
5
4,442
Off Market
8 Glen Brook Rd, Wellesley, MA 02481
0.33
$4,620,000
6
6.5
7,606
Recently Sold
6 Crestwood Dr, Wellesley, MA 02481
0.34
$2,154,000
4
2.5
2,510
Off Market
153 Ridgeway Rd, Weston, MA 02493
0.32
$3,750,000
5
5
5,387
Recently Sold

Local Information

  • Map ViewExplore the area around 16 Chiltern Rd.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1953
0.79 acre lot
3,168 sqft
$813/sqft

About this House

Single-family home located on Weston's southside is the perfect home for years to come! Offering 4 bedrooms and 3 bathrooms, this property is meticulously maintained and updated throughout. Quartz countertops, stainless steel appliances, and gas cooking; the gourmet style kitchen is the heart of the home. Opening up to the fireplaced living room, you also have access to the sizable deck. Perfect for indoor-outdoor entertaining, the deck features an abundance of privacy and gives entry to the backyard. Primary bedrooms and 2 full baths situated off of the kitchen. Lower level consists of formal media room and home office along with a full bathroom and 4th bedroom option for an au pair suite. 2-car garage attached. Proximity to major commuting highways, shopping centers, restaurants, and less than a 1/2 mile to Wellesley Farms Station.
16 Chiltern Rd, Weston, MA 02493 is a 4 bedroom, 3 bathroom, 3,168 sqft single-family home built in 1953. It last sold for $2,300,000 on Aug 4, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,576,300, with a rent estimate of $6,256/month.

Home Details for 16 Chiltern Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 0.79 acres

Price and Tax history

DateEventPrice
Aug 4, 2022
Source: MLS PIN #72991904
Sold
$2,300,000
Jun 8, 2022
Source: RE/MAX International #72991904
Pending
$2,345,000
Jun 8, 2022
Source: MLS PIN #72991904
Contingent
$2,345,000
Jun 3, 2022
Source: MLS PIN #72991904
Listed For Sale
$2,345,000
Jul 19, 1990
Source: N/A
Sold
$397,500

Market trends in Weston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
48
9MoM

Around this home

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
    Flag
  • 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."
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16 Chiltern Rd

  • What is 16 Chiltern Rd estimated to be worth?
    Trulia's estimated value for 16 Chiltern Rd in Weston, MA is $2,576,300.
  • What is the price history for 16 Chiltern Rd?
    16 Chiltern Rd in Weston, MA last sold for $2,300,000 in August 2022.
  • 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.
  • How big is the lot at 16 Chiltern Rd?
    The lot at 16 Chiltern Rd in Weston, MA is about 0.79 acres (34,412 sq ft).

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