168 Chestnut Plain Rd, Whately, MA 01093
Property image
Property image
OFF MARKET

168 Chestnut Plain Rd
Whately, MA 01093

  • 3 Beds
  • 2 Baths
  • 2,111 sqft (on 2 acres)

$592,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $3,804/mo*

$592,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $3,804/mo*
3 Beds
2 Baths
2,111 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 168 Chestnut Plain Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
2 acres
Living Area
2,111 sqft
Price/Sqft
$281

About this House

Peacefully set behind beautiful maple trees with a picturesque view of the Valley and beyond this lovingly maintained Cape is surprisingly spacious and offers much more room inside than you'd expect from the outside. You will feel welcome as you enter the enclosed porch that leads to the dining room and spacious fully equip kitchen with a center island. Two bedrooms and two full baths, one with laundry. Fireplaced living room with large slider leading to a large deck where you can fully enjoy the amazing view. Private master bedroom with ample storage space on the 2nd floor. Full walk out basement and 2 car attached garage. This is a must see!
168 Chestnut Plain Rd, Whately, MA 01093 is a 3 bedroom, 2 bathroom, 2,111 sqft single-family home built in 1957. It last sold for $375,000 on Oct 15, 2018. It is currently off market. The Trulia Estimate is $592,500, with a rent estimate of $2,772/month.

Home Details for 168 Chestnut Plain Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1957Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 168 Chestnut Plain Rd

DatePriceEventSource
10/15/2018$375,000Sold
N/A
08/14/2018$399,900PendingAgent Provided
07/20/2018$399,900Listed For SaleAgent Provided

Market trends in Whately

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

Year2025
Tax$5,794
Assessment$434,300
Home facts updated by county records

Comparable Sales for 168 Chestnut Plain Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.54
Single-Family Home
$377,000
03/23/26
3
2.5
2,700
0.58
Single-Family Home
$475,000
07/24/26
3
2.5
2,088
0.75
Single-Family Home
$484,500
12/19/25
3
2
1,664
1.11
Single-Family Home
$395,000
02/17/26
4
1.5
2,880
1.85
Single-Family Home
$475,000
11/14/25
3
1.5
1,400
1.55
Single-Family Home
$840,000
11/14/25
3
2.5
2,166
1.34
Single-Family Home
$885,000
09/25/25
3
3
4,970
1.52
Single-Family Home
$870,000
12/10/25
3
2.5
2,733
1.62
Single-Family Home
$785,000
09/05/25
4
2.5
2,989
1.74
Single-Family Home
$335,000
06/15/26
3
1
912

Nearby homes

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Assigned Schools

These are the assigned schools for 168 Chestnut Plain Rd.
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 Whately

At least 1 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 100 % Say parking is easy

  • 100 % Say it's dog friendly

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 50 % Say there are community events

  • 50 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 168 Chestnut Plain Rd

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Off Market Homes Near 168 Chestnut Plain Rd

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Frequently asked questions about 168 Chestnut Plain Rd

  • What is 168 Chestnut Plain Rd estimated to be worth?
    Trulia's estimated value for 168 Chestnut Plain Rd in Whately, MA is $592,500.
  • What is the price history for 168 Chestnut Plain Rd?
    168 Chestnut Plain Rd in Whately, MA last sold for $375,000 in October 2018.
  • Is Whately a buyer's or seller's market?
    Whately is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 168 Chestnut Plain Rd?
    The closest schools to 168 Chestnut Plain Rd in Whately, MA are Frontier Regional School (Middle/High, rated 6/10), Whately Elementary School (Pre-K, rated 8/10).
  • How big is the lot at 168 Chestnut Plain Rd?
    The lot at 168 Chestnut Plain Rd in Whately, MA is about 2 acres.