16 Chiltern Rd, Weston, MA 02493
OFF MARKET

16 Chiltern Rd
Weston, MA 02493

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

$2,683,600

Trulia Estimate
as of Jun 26, 2026
Est. Refi. Payment $15,735/mo*
Refinance Your Home

$2,683,600

Trulia Estimate
as of Jun 26, 2026
Est. Refi. Payment $15,735/mo*
Refinance Your Home
4 Beds
3 Baths
3,168 sqft
(on 0.79 acres)

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

Description

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.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 16 Chiltern Rd

DatePriceEventSource
08/04/2022$2,300,000Sold
MLS PIN #72991904
06/08/2022$2,345,000PendingRE/MAX International #72991904
06/08/2022$2,345,000ContingentMLS PIN #72991904
06/03/2022$2,345,000Listed For SaleMLS PIN #72991904
07/19/1990$397,500Sold
N/A
04/10/1989$380,000Sold
N/A

Market trends in Weston

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
14MoM
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Property Tax and Assessment

Year2025
Tax$23,079
Assessment$2,079,200
Home facts updated by county records

Comparable Sales for 16 Chiltern Rd

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
96 Glen Rd, Wellesley, MA
0.37
Single-Family Home
$1,880,000
07/16/25
4
2.5
2,713
116 Glen Rd, Wellesley, MA
0.27
Single-Family Home
$2,050,000
09/03/25
4
5
4,442
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
50 Crestwood Dr, Wellesley, MA
0.22
Single-Family Home
$2,800,000
07/02/25
5
5.5
4,361
92 Woodlawn Ave, Wellesley, MA
0.55
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
12 Pine Ridge Rd, Wellesley, MA
0.50
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
70 Old Farm Rd, Wellesley, MA
0.55
Single-Family Home
$2,842,000
10/15/25
2
2
3,736
54 Colburn Rd, Wellesley, MA
0.62
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Chiltern Rd.
View nearby schools on GreatSchools
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. "
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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

Explore by feature - Garage

7 rentals with a garage in Weston, MA

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8 rentals with air conditioning in Weston, MA

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16 rentals with a washer/dryer in Weston, MA

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Homes for sale near 16 Chiltern Rd

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Off Market Homes Near 16 Chiltern Rd

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16 Chiltern Rd, Weston, MA 02493 is a 4 bedroom, 3 bathroom, 3,168 sqft single-family home built in 1953. This property is not currently available for sale. 16 Chiltern Rd was last sold on Aug 4, 2022 for $2,300,000. The current Trulia Estimate for 16 Chiltern Rd is $2,683,600.