4 Chiltern Rd, Wellesley, MA 02481
OFF MARKET

4 Chiltern Rd
Wellesley, MA 02481

  • 4 Beds
  • 5 Baths
  • 2,693 sqft (on 0.35 acres)

$1,305,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $7,870/mo*
Refinance Your Home

$1,305,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $7,870/mo*
Refinance Your Home
4 Beds
5 Baths
2,693 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 4 Chiltern Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1926
Lot Size
0.35 acres
Living Area
2,693 sqft
Price/Sqft
$485

About this House

This single-family home is located at 4 Chiltern Rd, Wellesley, MA. 4 Chiltern Rd is in Wellesley, MA and in ZIP code 02481. This property has 4 bedrooms, 5 bathrooms and approximately 2,693 sqft of floor space. This property has a lot size of 0.35 acres and was built in 1926.
4 Chiltern Rd, Wellesley, MA 02481 is a 4 bedroom, 5 bathroom, 2,693 sqft single-family home built in 1926. It is currently off market. The Trulia Estimate is $1,305,700, with a rent estimate of $7,538/month.

Home Details for 4 Chiltern Rd

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1926Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.35 acres

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
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Property Tax and Assessment

Year2025
Tax$8,789
Assessment$855,000
Home facts updated by county records

Comparable Sales for 4 Chiltern Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Old Town Rd, Wellesley, MA
0.05
Single-Family Home
$1,975,000
01/06/26
5
4
2,614
12 Pine Ridge Rd, Wellesley, MA
0.43
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
92 Woodlawn Ave, Wellesley, MA
0.51
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627
116 Glen Rd, Wellesley, MA
0.22
Single-Family Home
$2,050,000
09/03/25
4
5
4,442
54 Colburn Rd, Wellesley, MA
0.58
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
11 Springdale Ave, Wellesley, MA
0.48
Single-Family Home
$1,350,000
05/28/26
4
2
2,079
2 Longfellow Rd, Wellesley, MA
0.75
Single-Family Home
$1,740,000
03/23/26
4
3.5
2,664
288 Glen Rd, Weston, MA
0.67
Single-Family Home
$1,200,000
08/27/25
5
3.5
2,864
7 Crescent St, Wellesley, MA
0.70
Single-Family Home
$1,975,000
12/10/25
4
2.5
2,533
16 Intervale Rd, Wellesley, MA
0.44
Single-Family Home
$1,415,000
05/15/26
3
2.5
2,127

Nearby homes

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Assigned Schools

These are the assigned schools for 4 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 Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

10 rentals with a garage in Wellesley, MA

Explore by feature - Air Conditioning

21 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Wellesley, MA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Homes for sale near 4 Chiltern Rd

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Off Market Homes Near 4 Chiltern Rd

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Frequently asked questions about 4 Chiltern Rd

  • What is 4 Chiltern Rd estimated to be worth?
    Trulia's estimated value for 4 Chiltern Rd in Wellesley, MA is $1,305,700.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $1.99M. That is up $300K from the prior month.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • How big is the lot at 4 Chiltern Rd?
    The lot at 4 Chiltern Rd in Wellesley, MA is about 0.35 acres (15,246 sq ft).