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

101 Chestnut Plain Rd
Whately, MA 01093

  • 6 Beds
  • 2 Baths
  • 4,550 sqft (on 5.60 acres)

$667,400

Trulia Estimate
as of Jul 7, 2026

$667,400

Trulia Estimate
as of Jul 7, 2026
6 Beds
2 Baths
4,550 sqft
(on 5.60 acres)

Local Information

  • Map ViewExplore the area around 101 Chestnut Plain Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

MOVE RIGHT INTO THIS Circa 1762 Estate restored throughout the years is one of the prettiest places in the area. With a gorgeous layout with many original features on 5.6 acres! You can own a piece of Whately's history and love the gorgeous large rooms and floor plan of this historical New England Home! New butcher block counters in Kitchen and all SS appliances remain (including washer and dryer). Living Room with built-ins. Exposed beams and Wide pine floors throughout with 4 fireplaces,wood stove, wainscoting and built-ins. Invisible Fence. Boderus boiler. Deck overlooking veggie garden & Apple trees with lot's of flat level land for gardens.. 3 car garage with workshop and room above garage could be in-law. (1,000 sf) 10 minutes to downtown Northampton, close to major routes and area colleges. Wide Trail path that loops to town. This home is beautifully sited and sits well off the road on a peaceful and tranquil setting abutting protected land.
101 Chestnut Plain Rd, Whately, MA 01093 is a 6 bedroom, 2 bathroom, 4,550 sqft single-family home built in 1762. It last sold for $370,000 on Dec 13, 2018. It is currently off market. The Trulia Estimate is $667,400, with a rent estimate of $3,615/month.

Home Highlights

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

Home Details for 101 Chestnut Plain Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 13Types of Rooms: Dining Room
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood

Property Information

Year Built
Year Built: 1762
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 5.60 acres

Price History for 101 Chestnut Plain Rd

DatePriceEventSource
12/13/2018$370,000Sold
N/A
10/26/2018$375,000PendingAgent Provided
10/12/2018$375,000PriceChange
Agent Provided
09/23/2018$380,000PriceChange
Agent Provided
09/14/2018$394,900PriceChange
Agent Provided
08/29/2018$399,900PriceChange
Agent Provided
08/01/2018$419,900PriceChange
Agent Provided
07/06/2018$439,900PriceChange
Agent Provided
06/17/2018$465,000PriceChange
Agent Provided
05/22/2018$499,000PriceChange
Agent Provided
05/09/2018$529,000Listed For SaleAgent Provided
06/19/2015$350,000Sold
N/A
04/13/2015$389,900PendingAgent Provided
01/28/2015$389,900PriceChange
Agent Provided
04/15/2014$399,000PriceChange
Agent Provided
03/02/2014$425,000Listed For SaleAgent Provided
01/28/2014$77,500Sold
N/A
10/26/2013$485,000PriceChange
Agent Provided
09/11/2013$699,900PriceChange
Agent Provided
07/08/2013$444,900PriceChange
Agent Provided
09/05/2012$474,900PriceChange
Agent Provided
02/29/2012$795,000Listed For SaleAgent Provided

Market trends in Whately

Last updated May 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$5,161
Assessment$386,900
Home facts updated by county records

Comparable Sales for 101 Chestnut Plain Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.92
Single-Family Home
$380,000
07/08/25
4
2.5
2,232
1.17
Single-Family Home
$377,000
03/23/26
3
2.5
2,700
1.22
Single-Family Home
$475,000
11/14/25
3
1.5
1,400
1.15
Single-Family Home
$885,000
09/25/25
3
3
4,970
1.59
Single-Family Home
$395,000
02/17/26
4
1.5
2,880
1.31
Single-Family Home
$425,000
08/07/25
2
1
1,500
0.85
Single-Family Home
$178,000
07/11/25
3
1
1,500
1.63
Single-Family Home
$785,000
09/05/25
4
2.5
2,989
1.40
Single-Family Home
$484,500
12/19/25
3
2
1,664
1.29
Single-Family Home
$870,000
12/10/25
3
2.5
2,733

Nearby homes

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Assigned Schools

These are the assigned schools for 101 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 101 Chestnut Plain Rd

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Off Market Homes Near 101 Chestnut Plain Rd

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