Is a car needed in Chester, VT?

As of early 2026, 80% of users say car is needed

Is Chester, VT quiet?

As of early 2026, 80% of users say it's quiet

Is Chester, VT dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Is parking easy in Chester, VT?

As of early 2026, 75% of users say parking is easy

Do residents of Chester, VT plan to stay at least 5 years?

As of early 2026, 75% of users say they plan to stay for at least 5 years

Are the streets well-lit in Chester, VT?

As of early 2026, 67% of users say streets are well-lit

Do kids play outside in Chester, VT?

As of early 2026, 63% of users say kids play outside

Are yards well-kept in Chester, VT?

As of early 2026, 57% of users say yards are well-kept

Is Chester, VT walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Does Chester, VT have sidewalks?

As of early 2026, 50% of users say there are sidewalks

Are neighbors friendly in Chester, VT?

As of early 2026, 48% of users say neighbors are friendly

Would people walk alone at night in Chester, VT?

As of early 2026, 40% of users say people would walk alone at night

Is there wildlife in Chester, VT?

As of early 2026, 40% of users say there's wildlife

Does Chester, VT show holiday spirit?

As of early 2026, 40% of users say there's holiday spirit

Are there community events in Chester, VT?

As of early 2026, 17% of users say there are community events

What is 102 Pineview Dr estimated to be worth?

Trulia's estimated value for 102 Pineview Dr in Chester, VT is $333,200 .

What is the price history for 102 Pineview Dr?

102 Pineview Dr in Chester, VT last sold for $135,000 in February 2012.

Is Chester a buyer's or seller's market?

Chester is currently a buyer's market, based on recent for-sale activity.

What are the closest schools to 102 Pineview Dr?

The closest schools to 102 Pineview Dr in Chester, VT are Chester-Andover Usd #29 (Pre-K/Elementary, rated 6/10), Green Mountain Uhsd #35 (Middle/High, rated 7/10).

How big is the lot at 102 Pineview Dr?

The lot at 102 Pineview Dr in Chester, VT is about 2.1 acres .

OFF MARKET

$333,200

Trulia Estimate

Studio

102 Pineview Dr, Chester, VT 05143

Est. Refi. Payment $2,315/mo*

Refinance Your Home

Currently Off Market - Sold Feb 22, 2012 for $135,000

Home Value

Trulia Estimate

$333K

Since last month

$55K (-14.2%)

Since last year

$17K (-4.9%)

Since last sale

$197K (+145.6%)

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 +50% in the last 10 years

Month	Estimated value
2026
August 2026	$332K
July 2026	$387K
June 2026	$333K
May 2026	$352K
April 2026	$331K
March 2026	$315K
February 2026	$313K
January 2026	$351K
2025
December 2025	$309K
November 2025	$357K
October 2025	$314K
September 2025	$335K
August 2025	$348K
July 2025	$361K
June 2025	$324K
May 2025	$325K
April 2025	$376K
March 2025	$368K
February 2025	$324K
January 2025	$329K
2024
December 2024	$338K
November 2024	$322K
October 2024	$353K
September 2024	$333K
August 2024	$392K
July 2024	$368K
June 2024	$351K
May 2024	$344K
April 2024	$337K
March 2024	$328K
February 2024	$364K
January 2024	$325K
2023
December 2023	$325K
November 2023	$366K
October 2023	$349K
September 2023	$350K
August 2023	$373K
July 2023	$372K
June 2023	$338K
May 2023	$310K
April 2023	$303K
March 2023	$298K
February 2023	$288K
January 2023	$285K
2022
December 2022	$290K
November 2022	$292K
October 2022	$297K
September 2022	$300K
August 2022	$301K
July 2022	$308K
June 2022	$312K
May 2022	$303K
April 2022	$295K
March 2022	$291K
February 2022	$287K
January 2022	$286K
2021
December 2021	$278K
November 2021	$281K
October 2021	$281K
September 2021	$278K
August 2021	$287K
July 2021	$303K
June 2021	$307K
May 2021	$286K
April 2021	$273K
March 2021	$271K
February 2021	$271K
January 2021	$262K
2020
December 2020	$249K
November 2020	$235K
October 2020	$228K
September 2020	$223K
August 2020	$231K
July 2020	$237K
June 2020	$235K
May 2020	$207K
April 2020	$214K
March 2020	$235K
February 2020	$233K
January 2020	$232K
2019
December 2019	$215K
November 2019	$220K
October 2019	$228K
September 2019	$218K
August 2019	$206K
July 2019	$210K
June 2019	$205K
May 2019	$210K
April 2019	$208K
March 2019	$207K
February 2019	$210K
January 2019	$206K
2018
December 2018	$217K
November 2018	$225K
October 2018	$229K
September 2018	$228K
August 2018	$227K
July 2018	$232K
June 2018	$226K
May 2018	$224K
April 2018	$226K
March 2018	$223K
February 2018	$214K
January 2018	$208K
2017
December 2017	$204K
November 2017	$211K
October 2017	$204K
September 2017	$205K
August 2017	$207K
July 2017	$206K
June 2017	$215K
May 2017	$211K
April 2017	$214K
March 2017	$201K
February 2017	$202K
January 2017	$205K
2016
December 2016	$218K
November 2016	$219K
October 2016	$216K
September 2016	$215K
August 2016	$220K

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
202 Mountain View, Chester, VT	0.06	Single-Family Home	$250,000	06/30/26	3	1.5	1,140
442 State Route 103 S, Chester, VT	0.11	Single-Family Home	$220,000	11/10/25	2	1	1,088
442 103 S, Chester, VT	0.12	Single-Family Home	$220,000	11/07/25	3	1	1,024
15 Breezy Lane, Chester, VT	0.13	Single-Family Home	$239,000	06/01/26	2	1	1,026
62 Circle Drive, Chester, VT	0.06	Single-Family Home	$389,000	09/22/25	3	2	1,196
397 River Street, Chester, VT	0.74	Single-Family Home	$275,000	08/06/26	4	3	3,332
58 Remington Rd, Chester, VT	0.65	Single-Family Home	$59,000	10/20/25		-	-
1937 Green Mountain Turnpike, Chester, VT	0.38	Single-Family Home	$550,000	10/06/25	2	2	1,812
230 Kevadus Circle, Chester, VT	0.34	Single-Family Home	$275,000	09/10/25	3	1	894
246 Putnam Hill Road, Chester, VT	0.61	Single-Family Home	$550,000	11/17/25	3	3.5	2,256

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
62 Circle Drive, Chester, VT 05143	0.06	$366,100	3	2	1,196	Off Market
186 Mountain View, Chester, VT 05143	0.05	$259,700	3	1	966	Off Market
202 Mountain View, Chester, VT 05143	0.06	$250,000	3	1.5	1,140	Recently Sold
468 VT Route 103 S, Chester, VT 05143	0.10	$272,700	3	1	960	Off Market
442 103 S, Chester, VT 05143	0.12	$220,000	3	1	1,024	Recently Sold
15 Breezy Lane, Chester, VT 05143	0.13	$239,000	2	1	1,026	Recently Sold
87 Kevadus Circle, Chester, VT 05143	0.27	$237,000	3	1	840	Off Market
230 Kevadus Circle, Chester, VT 05143	0.34	$284,300	3	1	894	Off Market
192 Kevadus Circle, Chester, VT 05143	0.38	$291,600	3	1	1,227	Off Market
183 Pleasant Street, Chester, VT 05143	0.42	$392,200	4	2.5	2,686	Off Market
1937 Green Mountain Turnpike, Chester, VT 05143	0.38	$567,400	2	2	1,812	Off Market
246 Putnam Hill Road, Chester, VT 05143	0.61	$550,000	3	3.5	2,256	Recently Sold

Local Information

Map ViewExplore the area around 102 Pineview Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

2.09 acres

About this House

This single-family home is located at 102 Pineview Dr, Chester, VT. 102 Pineview Dr is in Chester, VT and in ZIP code 05143. This property has a lot size of 2.09 acres.

102 Pineview Dr, Chester, VT 05143 is a studio single-family home. It last sold for $135,000 on Feb 22, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $333,200, with a rent estimate of $2,243/month.

Home Details for 102 Pineview Dr

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 2.09 acres

Price and Tax history

Date	Event	Price
Feb 22, 2012 Source: N/A	Sold	$135,000

Year	Property tax	Tax assessment
2025	$6,450	$221,700

Additional Cost

Market trends in Chester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Chester-Andover Usd #29
PK-6
Public
246 Students
Green Mountain Unified School District
6/10
GreatSchools Rating
Parent Rating Average
My experience here has been excellent. I have never met with resistance only cooperation and compassionate caring when dealing with issues concerning my child. The class sizes are small allowing for individual attention to issues. There is great collaboration among primary and secondary teachers, along with other providers. I feel very fortunate to have access to this school for my children.
Parent Review
16y ago
1 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 Chester

At least 4 Trulia users voted on each feature.

80 % Say car is needed
80 % Say it's quiet
80 % Say it's dog friendly
75 % Say parking is easy
75 % Say they plan to stay for at least 5 years
67 % Say streets are well-lit
63 % Say kids play outside
57 % Say yards are well-kept
50 % Say it's walkable to restaurants
50 % Say there are sidewalks
48 % Say neighbors are friendly
40 % Say people would walk alone at night
40 % Say there's wildlife
40 % Say there's holiday spirit
17 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Kimberlee B.
Resident
6y ago
"It is safe here. I grew up here and I so grateful to be raising my family here. everybody is so nice. everybody watches out for one another. the summers are beautiful w all the flowers and green grass and the winters are festive w all the lights on the green an Santa making his big entrance every year for the local children! "
11
Flag
pissed off
Resident
7y ago
"This neighborhood is nice looking but there are some very disrespectful people. They send thier dog over to my yard to dump and will not clean up. The police can't be bothered even though there is a leash law. Town built a "pocket park" on private property which is now a drug deal location and dog toilet."
29
Flag
Georgette W.
13y ago
"Chester is a lovely quaint town in southwestern Vermont. The village has stores and restaurants and a small grocer, but is close to Springfield with a larger grocery store. It is thirty to forty-five minutes to 5 major ski areas."
0
Flag
Kz
15y ago
"We've lived in the area for almost 10 years and in this location for 2. The neighborhood is beautiful. The town is a 10 minute walk away and has many great restaurants and shopping. Close to highway. Amenities include town rec-center, banks, grocery store, skiing, biking, and hiking trails close by. And the people are super friendly."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 102 Pineview Dr

What is 102 Pineview Dr estimated to be worth?
Trulia's estimated value for 102 Pineview Dr in Chester, VT is $333,200.
What is the price history for 102 Pineview Dr?
102 Pineview Dr in Chester, VT last sold for $135,000 in February 2012.
Is Chester a buyer's or seller's market?
Chester is currently a buyer's market, based on recent for-sale activity.
What are the closest schools to 102 Pineview Dr?
The closest schools to 102 Pineview Dr in Chester, VT are Chester-Andover Usd #29 (Pre-K/Elementary, rated 6/10), Green Mountain Uhsd #35 (Middle/High, rated 7/10).
How big is the lot at 102 Pineview Dr?
The lot at 102 Pineview Dr in Chester, VT is about 2.1 acres.

Apartments for Rent

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$1,450/mo
1 bd
1 ba
41 Coach Rd #6,
Chester, VT 05143
APPLY INSTANTLY
$1,550/mo
1 bd
1 ba
9 River St #B,
Chester, VT 05143
See more homes for rent in
Chester
Take a look

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Off Market Homes Near 102 Pineview Dr

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SOLD
AUG 10, 2026
$180,000
3 bd
1.5 ba
1,379 sqft
641 Depot Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
AUG 6, 2026
$275,000
4 bd
3 ba
3,332 sqft
397 River Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUL 20, 2026
$315,000
55 Overpass Rd,
Chester, VT 05143
SOLD
JUL 7, 2026
$445,000
3 bd
2 ba
2,400 sqft
475 Flamstead Rd,
Chester, VT 05143
SOLD
JUN 30, 2026
$250,000
3 bd
1.5 ba
1,140 sqft
202 Mountain View,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 30, 2026
$215,000
French Meadow Rd,
Springfield, VT 05156
PrimeMLS, Closed
SOLD
JUN 15, 2026
$269,000
3 bd
1 ba
1,168 sqft
45 Dalrymple Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 1, 2026
$239,000
2 bd
1 ba
1,026 sqft
15 Breezy Lane,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 15, 2026
$359,000
3 bd
1 ba
1,608 sqft
531 Main Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 13, 2026
$210,000
3 bd
1 ba
1,440 sqft
419 Coach Road,
Chester, VT 05143
PrimeMLS, Closed
See more homes for sale in
Chester
Take a look