255 Main Rd, Westhampton, MA 01027
Property image
Property image
OFF MARKET

255 Main Rd
Westhampton, MA 01027

  • 4 Beds
  • 2 Baths
  • 1 sqft (on 9.42 acres)

$609,900

Trulia Estimate
as of Aug 25, 2026

$609,900

Trulia Estimate
as of Aug 25, 2026
4 Beds
2 Baths
1 sqft
(on 9.42 acres)

Home Value

Trulia Estimate
$610K
Since last month
Decreased$16K (-2.6%)
Since last year
Increased$15K (+2.6%)
Since last sale
Increased$250K (+69.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +86% in the last 10 years
MonthEstimated value
2026
August 2026$610K
July 2026$626K
June 2026$617K
May 2026$607K
April 2026$592K
March 2026$592K
February 2026$568K
January 2026$566K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
258 Main Rd, Westhampton, MA
0.08
Single-Family Home
$525,000
10/24/25
3
3
2,873
41 Edwards Rd, Westhampton, MA
0.48
Single-Family Home
$725,000
07/22/26
3
2
1,945
7 Lyman Rd, Westhampton, MA
0.34
Single-Family Home
$365,746
07/10/26
3
2
1,488
302 Main Rd, Westhampton, MA
0.43
Single-Family Home
$745,150
08/14/26
3
2.5
2,848
65 Edwards Rd, Westhampton, MA
0.66
Single-Family Home
$625,000
11/14/25
2
1.5
1,796
49 Burt Rd, Westhampton, MA
1.03
Single-Family Home
$550,000
09/02/25
3
3.5
2,756
87 Southampton Rd, Westhampton, MA
1.43
Single-Family Home
$991,000
04/28/26
3
3
3,734
91 Southampton Rd, Westhampton, MA
1.39
Single-Family Home
$700,000
12/18/25
3
2
1,296
5 Blueberry Hill Rd, Westhampton, MA
1.71
Single-Family Home
$1,050,000
05/26/26
4
4
3,656
71 Mine Rd, Westhampton, MA
2.06
Single-Family Home
$999,950
06/15/26
3
3.5
2,788

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Main Rd, Westhampton, MA 01027
0.23
-
-
-
-
Off Market
223 Main Rd, Westhampton, MA 01027
0.30
$480,800
3
2
1,710
Off Market
300 Main Rd, Westhampton, MA 01027
0.40
$358,700
3
1
1,308
Off Market
302 Main Rd, Westhampton, MA 01027
0.43
$745,150
3
2.5
2,848
Recently Sold
41 Edwards Rd, Westhampton, MA 01027
0.48
$725,000
3
2
1,945
Recently Sold
65 Edwards Rd, Westhampton, MA 01027
0.66
$625,000
2
1.5
1,796
Recently Sold
77 Edwards Rd, Westhampton, MA 01027
0.77
$663,300
3
2
1,773
Off Market
44 Burt Rd, Westhampton, MA 01027
1.01
$474,600
3
2
1,989
Off Market
79 Burt Rd, Westhampton, MA 01027
1.03
$860,000
3
3
3,072
Off Market
49 Burt Rd, Westhampton, MA 01027
1.02
$583,400
3
3.5
2,756
Off Market
170 Laurel Hill Rd, Westhampton, MA 01027
1.09
$620,200
6
3.5
3,060
Off Market
160 Laurel Hill Rd, Westhampton, MA 01027
1.16
$665,100
3
3
2,016
Off Market

Local Information

  • Map ViewExplore the area around 255 Main 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
1967
Lot Size
9.42 acres
Living Area
1 sqft
Price/Sqft
$609,900
Parking
Garage

About this House

Nestled in nature, this 4 BR, 2 bath L-ranch on 9+ acres up away from the road includes a unique over-size 2 car garage (2008) featuring a summer kitchen & sliders to a covered patio. Wood floored LR w/ built-ins & gas FP opens into the DR. Whether you love to cook, entertain or simply enjoy the views this kitchen covers all the bases! Special details incl. a huge island w/ seating, cathedral ceiling, skylights, woodstove for cooking/heat, seating/dining area & a patio door that leads out to the backyard, deck, Goshen stone patio & stairs up to a fire pit. MBR suite has both interior/exterior access. Finished basement with separate laundry room rounds out this fantastic home with even more living space. Walk the winding wood road down to the back part of property where youll find privacy amongst the trees, a garden shed, garden beds and a bridge over a babbling brook. Plus a 32x44 outbuilding formerly used as a plumbing shop. Just 1.1 mi from Outlook Farm!
255 Main Rd, Westhampton, MA 01027 is a 4 bedroom, 2 bathroom, 1 sqft single-family home built in 1967. It last sold for $360,000 on Apr 4, 2017. It is currently off market. The Trulia Estimate is $609,900, with a rent estimate of $3,178/month.

Home Details for 255 Main Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 9.42 acres

Price and Tax history

DateEventPrice
Apr 4, 2017
Source: N/A
Sold
$360,000
Jan 23, 2017
Source: Agent Provided
Pending
$365,000
Jan 5, 2017
Source: Agent Provided
PriceChange
$365,000
Price decreased by 4%
Oct 28, 2016
Source: Agent Provided
Listed For Sale
$379,000
May 29, 1992
Source: N/A
Sold
$123,000

Market trends in Westhampton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
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Sale-to-List Price
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Price per sq ft
—
Available listings
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Around this home

What Locals Say about Westhampton

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say people would walk alone at night

  • 33 % Say it's walkable to restaurants

  • 20 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Andrew Ulrich
    "Dogs are always being walked down the side of the roads but not much sidewalk around here. Also, it’s always a good idea to pay close attention to your pups while outside especially at night due to large amounts of wild animals in the area. "
    2
    Flag
  • Mcammerman
    "watch out for porcupines crossing the road. I don't know much about this place. I'm just visiting. traffic can be heavy."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 255 Main Rd

  • What is 255 Main Rd estimated to be worth?
    Trulia's estimated value for 255 Main Rd in Westhampton, MA is $609,900.
  • What is the price history for 255 Main Rd?
    255 Main Rd in Westhampton, MA last sold for $360,000 in April 2017.
  • Is Westhampton a buyer's or seller's market?
    Westhampton is currently a balanced market, based on recent for-sale activity.
  • What are the closest schools to 255 Main Rd?
    The closest schools to 255 Main Rd in Westhampton, MA are Hampshire Regional High School (Middle, rated 6/10), Westhampton Elementary School (Pre-K, rated 8/10).
  • How big is the lot at 255 Main Rd?
    The lot at 255 Main Rd in Westhampton, MA is about 9.4 acres.
  • Does 255 Main Rd have a garage?
    Yes, 255 Main Rd in Westhampton, MA has a garage.

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