5 Chiltern Rd, Weston, MA 02493
OFF MARKET

5 Chiltern Rd
Weston, MA 02493

  • 4 Beds
  • 3.5 Baths
  • 2,765 sqft (on 0.33 acres)

$2,308,900

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $13,693/mo*
Refinance Your Home

$2,308,900

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $13,693/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,765 sqft
(on 0.33 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Garrison Colonial in charming southside neighborhood. This four bedroom home with Marvin windows, central air, and two car garage features a spacious kitchen with breakfast nook, granite countertops, subzero fridge and gas cooktop. Mudroom with lots of storage. Bright sunny master bath in Carrera marble. Family room opens out to porch overlooking spectacular professionally landscaped level yard.
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
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 5 Chiltern Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Breakfast Nook, Dining Room, Family Room, Master Bath, Mud RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Carpet, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1925Year Updated: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price History for 5 Chiltern Rd

DatePriceEventSource
08/25/2008$1,215,000Sold
N/A
07/16/2008$1,290,000PriceChange
Agent Provided
06/19/2008$1,385,000Listed For SaleAgent Provided
08/02/1994$440,000Sold
N/A

Market trends in Weston

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
4MoM
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Property Tax and Assessment

Year2025
Tax$17,608
Assessment$1,586,300
Home facts updated by county records

Comparable Sales for 5 Chiltern Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Old Town Rd, Wellesley, MA
0.12
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
96 Glen Rd, Wellesley, MA
0.38
Single-Family Home
$1,880,000
07/16/25
4
2.5
2,713
19 Orchard St, Wellesley, MA
0.64
Single-Family Home
$1,515,000
06/26/25
4
2.5
2,744
288 Glen Rd, Weston, MA
0.65
Single-Family Home
$1,200,000
08/27/25
5
3.5
2,864
92 Woodlawn Ave, Wellesley, MA
0.58
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
50 Crestwood Dr, Wellesley, MA
0.20
Single-Family Home
$2,800,000
07/02/25
5
5.5
4,361
12 Pine Ridge Rd, Wellesley, MA
0.48
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
11 Springdale Ave, Wellesley, MA
0.55
Single-Family Home
$1,350,000
05/28/26
4
2
2,079
54 Colburn Rd, Wellesley, MA
0.65
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
11 Grayson Ln, Newton, MA
0.63
Single-Family Home
$1,400,000
11/26/25
4
2.5
2,685

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Assigned Schools

These are the assigned schools for 5 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. "
    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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5 Chiltern Rd, Weston, MA 02493 is a 4 bedroom, 4 bathroom, 2,765 sqft single-family home built in 1925. This property is not currently available for sale. 5 Chiltern Rd was last sold on Aug 25, 2008 for $1,215,000. The current Trulia Estimate for 5 Chiltern Rd is $2,308,900.