20 Westerly Rd, Weston, MA 02493
OFF MARKET

20 Westerly Rd
Weston, MA 02493

  • 5 Beds
  • 6 Baths
  • 6,000 sqft (on 1.40 acres)

$4,084,400

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $23,293/mo*
Refinance Your Home

$4,084,400

Trulia Estimate
as of May 9, 2026
Est. Refi. Payment $23,293/mo*
Refinance Your Home
5 Beds
6 Baths
6,000 sqft
(on 1.40 acres)

Homes for sale near 20 Westerly Rd

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Apartments for Rent

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Local Information

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

Description

Modern oasis at it's finest! Set amidst manicured grounds, no expenses spared in this meticulously designed 5 bedroom, 5.5 bath Smart home. Walls of glass encompass this pristine residence with gorgeous views in all directions. Ultimate chef's kitchen ideal for entertaining with professional high end appliances makes this a cook's dream. Open floor plan with soaring ceilings through out has been designed for family and friends to gather and mingle. This show-stopping home features a serene master bedroom w/closet space galore and fabulous en-suite spa-like bath. Grand foyer with floor to ceiling glass surrounds you as you enter this architecturally designed gem. Privacy abounds in your outdoor spaces encompassing a stone patio w/grilling area, topiary garden w/jacuzzi, and fire pit area w/water feature. Walk-out family room, office suite in this highly sought after south Weston location. Adjacent to acres of conservation land and walking trails. Two charging stations for your ev cars. 2021-08-14
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
No Info

Home Details for 20 Westerly Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.40 acres

Price History for 20 Westerly Rd

DatePriceEventSource
03/30/2022$3,370,000Sold
MLS PIN #72935911
02/04/2022$3,400,000ContingentMLS PIN #72935911
01/21/2022$3,400,000Listed For SaleMLS PIN #72935911
09/15/2021$3,250,000Sold
MLS PIN #72877438
08/14/2021$3,250,000PendingMLS PIN #72877438
08/06/2021$3,250,000Listed For SaleMLS PIN #72877438
06/29/2005$1,272,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$36,883
Assessment$3,322,800
Home facts updated by county records

Comparable Sales for 20 Westerly Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
39 Westerly Rd, Weston, MA
0.11
Single-Family Home
$3,287,500
08/22/25
5
3.5
6,461
42 Westerly Rd, Weston, MA
0.10
Single-Family Home
$3,750,000
01/15/26
6
6.5
9,064
10 Audubon Rd, Weston, MA
0.34
Single-Family Home
$3,500,000
03/30/26
5
5.5
5,409
72 Love Ln, Weston, MA
0.22
Single-Family Home
$5,700,000
12/02/25
5
6
8,210
19 Old Connecticut Path, Wayland, MA
0.41
Single-Family Home
$2,950,000
03/05/26
6
6.5
7,083
35 Covered Bridge Ln, Wayland, MA
0.35
Single-Family Home
$3,650,000
06/20/25
6
7.5
7,000
27 Covered Bridge Ln, Wayland, MA
0.37
Single-Family Home
$2,575,000
09/05/25
4
4.5
4,904
80 Black Oak Rd, Weston, MA
0.68
Single-Family Home
$2,600,000
07/01/25
5
3.5
4,395
74 Old Connecticut Path, Wayland, MA
0.82
Single-Family Home
$3,240,000
01/23/26
5
6
7,600
148 Highland St, Weston, MA
0.46
Single-Family Home
$6,500,000
07/15/25
5
8
11,412

Assigned Schools

These are the assigned schools for 20 Westerly Rd.
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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

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. "
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  • 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
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  • 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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Homes for rent near 20 Westerly Rd

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Off Market Homes Near 20 Westerly Rd

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20 Westerly Rd, Weston, MA 02493 is a 5 bedroom, 6 bathroom, 6,000 sqft single-family home built in 2006. This property is not currently available for sale. 20 Westerly Rd was last sold on Mar 30, 2022 for $3,370,000. The current Trulia Estimate for 20 Westerly Rd is $4,084,400.