Is Westhampton, MA dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is Westhampton, MA quiet?

As of early 2026, 100% of users say it's quiet

Is there wildlife in Westhampton, MA?

As of early 2026, 100% of users say there's wildlife

Is parking easy in Westhampton, MA?

As of early 2026, 100% of users say parking is easy

Is a car needed in Westhampton, MA?

As of early 2026, 100% of users say car is needed

Would people walk alone at night in Westhampton, MA?

As of early 2026, 100% of users say people would walk alone at night

Is Westhampton, MA walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

Are neighbors friendly in Westhampton, MA?

As of early 2026, 20% of users say neighbors are friendly

What is 299 Main Rd estimated to be worth?

Trulia's estimated value for 299 Main Rd in Westhampton, MA is $330,700 .

What is the price history for 299 Main Rd?

299 Main Rd in Westhampton, MA last sold for $240,000 in October 2021.

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 299 Main Rd?

The closest schools to 299 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 299 Main Rd?

The lot at 299 Main Rd in Westhampton, MA is about 1.5 acres .

Does 299 Main Rd have a garage?

Yes, 299 Main Rd in Westhampton, MA has a garage.

OFF MARKET

299 Main Rd
Westhampton, MA 01027

3 Beds
1 Bath
1,036 sqft (on 1 acre)

$330,700

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $2,124/mo*

Refinance Your Home

$330,700

Trulia Estimate

as of Aug 23, 2026

Est. Refi. Payment $2,124/mo*

Refinance Your Home

3 Beds

1 Bath

1,036 sqft

(on 1 acre)

Home Value

Trulia Estimate

$331K

Since last month

$4K (-1.1%)

Since last year

$15K (+4.8%)

Since last sale

$94K (+39.1%)

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 +82% in the last 10 years

Month	Estimated value
2026
August 2026	$334K
July 2026	$338K
June 2026	$337K
May 2026	$340K
April 2026	$330K
March 2026	$327K
February 2026	$312K
January 2026	$317K
2025
December 2025	$313K
November 2025	$314K
October 2025	$319K
September 2025	$318K
August 2025	$319K
July 2025	$323K
June 2025	$324K
May 2025	$321K
April 2025	$323K
March 2025	$316K
February 2025	$311K
January 2025	$306K
2024
December 2024	$307K
November 2024	$318K
October 2024	$326K
September 2024	$333K
August 2024	$341K
July 2024	$344K
June 2024	$341K
May 2024	$330K
April 2024	$327K
March 2024	$318K
February 2024	$312K
January 2024	$311K
2023
December 2023	$303K
November 2023	$312K
October 2023	$314K
September 2023	$315K
August 2023	$315K
July 2023	$315K
June 2023	$302K
May 2023	$288K
April 2023	$281K
March 2023	$281K
February 2023	$282K
January 2023	$275K
2022
December 2022	$277K
November 2022	$277K
October 2022	$273K
September 2022	$272K
August 2022	$266K
July 2022	$264K
June 2022	$260K
May 2022	$259K
April 2022	$255K
March 2022	$251K
February 2022	$248K
January 2022	$246K
2021
December 2021	$243K
November 2021	$241K
October 2021	$240K
September 2021	$204K
August 2021	$246K
July 2021	$253K
June 2021	$247K
May 2021	$239K
April 2021	$232K
March 2021	$242K
February 2021	$246K
January 2021	$250K
2020
December 2020	$246K
November 2020	$239K
October 2020	$238K
September 2020	$232K
August 2020	$234K
July 2020	$223K
June 2020	$219K
May 2020	$210K
April 2020	$208K
March 2020	$207K
February 2020	$210K
January 2020	$208K
2019
December 2019	$209K
November 2019	$209K
October 2019	$205K
September 2019	$206K
August 2019	$190K
July 2019	$193K
June 2019	$190K
May 2019	$190K
April 2019	$188K
March 2019	$185K
February 2019	$185K
January 2019	$187K
2018
December 2018	$193K
November 2018	$195K
October 2018	$195K
September 2018	$199K
August 2018	$195K
July 2018	$188K
June 2018	$188K
May 2018	$175K
April 2018	$183K
March 2018	$189K
February 2018	$197K
January 2018	$198K
2017
December 2017	$203K
November 2017	$196K
October 2017	$192K
September 2017	$193K
August 2017	$200K
July 2017	$203K
June 2017	$195K
May 2017	$196K
April 2017	$195K
March 2017	$195K
February 2017	$201K
January 2017	$200K
2016
December 2016	$193K
November 2016	$191K
October 2016	$194K
September 2016	$189K
August 2016	$184K

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
7 Lyman Rd, Westhampton, MA	0.12	Single-Family Home	$365,746	07/10/26	3	2	1,488
258 Main Rd, Westhampton, MA	0.39	Single-Family Home	$525,000	10/24/25	3	3	2,873
302 Main Rd, Westhampton, MA	0.11	Single-Family Home	$745,150	08/14/26	3	2.5	2,848
41 Edwards Rd, Westhampton, MA	0.68	Single-Family Home	$725,000	07/22/26	3	2	1,945
65 Edwards Rd, Westhampton, MA	0.82	Single-Family Home	$625,000	11/14/25	2	1.5	1,796
91 Southampton Rd, Westhampton, MA	1.74	Single-Family Home	$700,000	12/18/25	3	2	1,296
49 Burt Rd, Westhampton, MA	1.20	Single-Family Home	$550,000	09/02/25	3	3.5	2,756
127 Pond Brook Rd, Huntington, MA	1.99	Single-Family Home	$375,000	05/12/26	3	2	2,588
308 Fomer Rd, Southampton, MA	2.07	Single-Family Home	$320,000	06/08/26	4	3	2,405
5 Blueberry Hill Rd, Westhampton, MA	1.34	Single-Family Home	$1,050,000	05/26/26	4	4	3,656

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
300 Main Rd, Westhampton, MA 01027	0.04	$358,700	3	1	1,308	Off Market
302 Main Rd, Westhampton, MA 01027	0.11	$745,150	3	2.5	2,848	Recently Sold
Main Rd, Westhampton, MA 01027	0.61	-	-	-	-	Off Market
41 Edwards Rd, Westhampton, MA 01027	0.68	$725,000	3	2	1,945	Recently Sold
223 Main Rd, Westhampton, MA 01027	0.69	$480,800	3	2	1,710	Off Market
65 Edwards Rd, Westhampton, MA 01027	0.82	$625,000	2	1.5	1,796	Recently Sold
77 Edwards Rd, Westhampton, MA 01027	0.89	$663,300	3	2	1,773	Off Market
412 Main Rd, Westhampton, MA 01027	0.96	$315,400	4	2	2,376	Off Market
170 Laurel Hill Rd, Westhampton, MA 01027	1.12	$620,200	6	3.5	3,060	Off Market
79 Burt Rd, Westhampton, MA 01027	1.14	$860,000	3	3	3,072	Off Market
160 Laurel Hill Rd, Westhampton, MA 01027	1.21	$665,100	3	3	2,016	Off Market
49 Burt Rd, Westhampton, MA 01027	1.20	$583,400	3	3.5	2,756	Off Market

Local Information

Map ViewExplore the area around 299 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

1961

Lot Size

1 acre

Living Area

1,036 sqft

Price/Sqft

$319

Parking

Garage

About this House

This single-family home is located at 299 Main Rd, Westhampton, MA. 299 Main Rd is in Westhampton, MA and in ZIP code 01027. This property has 3 bedrooms, 1 bathroom and approximately 1,036 sqft of floor space. This property has a lot size of 1.49 acres and was built in 1961.

299 Main Rd, Westhampton, MA 01027 is a 3 bedroom, 1 bathroom, 1,036 sqft single-family home built in 1961. It last sold for $240,000 on Oct 29, 2021. It is currently off market. The Trulia Estimate is $330,700, with a rent estimate of $2,542/month.

Home Details for 299 Main Rd

Interior Features
Interior Details BasementNumber of Rooms: 5
Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1

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

Property Information
Year Built Year Built: 1961
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 1 acre

Price and Tax history

Date	Event	Price
Oct 29, 2021 Source: MLS PIN #72888886	Sold	$240,000
Jul 30, 1991 Source: N/A	Sold	$105,000

Year	Property tax	Tax assessment
2025	$3,580	$172,200

Additional Cost

Market trends in Westhampton

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Around this home

Westhampton Elementary School
PK-6
Public
92 Students
Westhampton School District
8/10
GreatSchools Rating
Parent Rating Average
Pleasant, welcoming, inspiring. See the criteria for National Blue Ribbon Schools. They have it all.
Other Review
6y ago
3 Reviews

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 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
Resident
2y ago
"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
Visitor
7y ago
"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 299 Main Rd

What is 299 Main Rd estimated to be worth?
Trulia's estimated value for 299 Main Rd in Westhampton, MA is $330,700.
What is the price history for 299 Main Rd?
299 Main Rd in Westhampton, MA last sold for $240,000 in October 2021.
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 299 Main Rd?
The closest schools to 299 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 299 Main Rd?
The lot at 299 Main Rd in Westhampton, MA is about 1.5 acres.
Does 299 Main Rd have a garage?
Yes, 299 Main Rd in Westhampton, MA has a garage.

Apartments for Rent

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APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$1,950/mo
Total price
2 bd
1 ba
48 Southampton Rd,
Westhampton, MA 01027
$2,650/mo
Total price
3 bd
2 ba
Address Not Disclosed,
Westhampton, MA 01027
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Westhampton
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Off Market Homes Near 299 Main Rd

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SOLD
AUG 17, 2026
$390,000
5 bd
2.5 ba
2,332 sqft
350 Main Rd,
Montgomery, MA 01085
Claire Kenna, Coldwell Banker Realty - Western MA
SOLD
JUL 20, 2026
$425,000
4 bd
2 ba
1,638 sqft
45 Glendale Rd,
Northampton, MA 01062
Amy Heflin, Keller Williams Realty
SOLD
JUL 15, 2026
$430,000
4 bd
1.5 ba
1,526 sqft
130 Crooked Ledge Rd,
Southampton, MA 01073
Kimberly Kuplast, LAER Realty Partners
SOLD
JUL 14, 2026
$410,000
3 bd
2 ba
1,756 sqft
6 Pine Wood Dr,
Southampton, MA 01073
Taylor Hildack, Keller Williams Realty
SOLD
JUL 10, 2026
$365,746
3 bd
2 ba
1,488 sqft
7 Lyman Rd,
Westhampton, MA 01027
SOLD
JUN 26, 2026
$255,000
2 bd
1 ba
832 sqft
6 County Rd,
Huntington, MA 01050
Carrie Duda, REMAX Connections - Greenfield
SOLD
JUN 23, 2026
$250,000
2 bd
2 ba
1,296 sqft
279 Loudville Rd,
Easthampton, MA 01027
SOLD
JUN 18, 2026
$299,000
3 bd
2 ba
2,719 sqft
1 Searle Rd,
Huntington, MA 01050
Victoria Minella-Sena, Berkshire Hathaway HomeServices Realty Professionals
SOLD
JUN 10, 2026
$200,000
115 Crooked Ledge Rd,
Southampton, MA 01073
Shanna Rowe, Keller Williams Realty
SOLD
JUN 8, 2026
$320,000
4 bd
3 ba
2,405 sqft
308 Fomer Rd,
Southampton, MA 01073
See more homes for sale in
Westhampton
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Homes for sale near 299 Main Rd

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1.21 ACRES
$499,900
4 bd
2 ba
1,944 sqft
55 Southampton Rd,
Westhampton, MA 01027
Team Cuoco, Cuoco & Co. Real Estate
4.51 ACRES
$764,900
4 bd
2.5 ba
3,064 sqft
46 Laurel Hill Rd,
Westhampton, MA 01027
Stiles & Dunn, William Raveis R.E. & Home Services
OPEN SUN, 11-1PM
1.2 ACRES
$255,000
2 bd
1 ba
1,520 sqft
78 Searle Rd,
Huntington, MA 01050
Team ROVI, Real Broker MA, LLC
8.66 ACRES
$1,050,000
3 bd
3.5 ba
4,636 sqft
329 Southampton Rd,
Westhampton, MA 01027
Lauren Robertson, Ashton Realty Group Inc.
2.14 ACRES
$749,000
4 bd
3 ba
3,200 sqft
75 Lead Mine Rd,
Southampton, MA 01073
The Hamre Martin Team, Real Broker MA, LLC
0.65 ACRES
$929,000
3 bd
2.5 ba
2,272 sqft
28 Ridge View Rd,
Northampton, MA 01062
Anne M. Young, Brick & Mortar Northampton
2.6 ACRES
$350,000
3 bd
1 ba
1,242 sqft
5 Torrey St,
Easthampton, MA 01027
Danielle Langevin, Lock and Key Realty Inc.
OPEN THU, 4-5:30PM
0.93 ACRES
$625,000
3 bd
3 ba
2,200 sqft
16 Pine Hill Rd,
Easthampton, MA 01027
Armando Roman, Signature Realty
0.8 ACRES
$355,000
3 bd
2.5 ba
1,584 sqft
36 Torrey St,
Easthampton, MA 01027
Denny R. Nolan, Denny Nolan Real Estate
1.15 ACRES
$629,000
3 bd
2 ba
1,600 sqft
15 Tiffany Ln,
Northampton, MA 01062
Jennifer Gross, Coldwell Banker Community REALTORS®
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299 Main Rd
Westhampton, MA 01027

$330,700

$330,700