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 616 Main St estimated to be worth?

Trulia's estimated value for 616 Main St in Chester, VT is $871,000 .

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 616 Main St?

The closest schools to 616 Main St 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 616 Main St?

The lot at 616 Main St in Chester, VT is about 86.5 acres .

OFF MARKET

$871,000

Trulia Estimate

Studio

616 Main St, Chester, VT 05143

Est. Refi. Payment $6,176/mo*

Refinance Your Home

Home Value

Trulia Estimate

$871K

Since last month

$203K (-18.9%)

Since last year

$199K (-18.6%)

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 +48% in the last 10 years

Month	Estimated value
2026
September 2026	$871K
August 2026	$1.07M
July 2026	$823K
June 2026	$1.14M
May 2026	$1.2M
April 2026	$1.17M
March 2026	$1.17M
February 2026	$945K
January 2026	$1.18M
2025
December 2025	$1.12M
November 2025	$907K
October 2025	$1.03M
September 2025	$1.07M
August 2025	$1.09M
July 2025	$1.09M
June 2025	$1.11M
May 2025	$1.17M
April 2025	$1.05M
March 2025	$1.17M
February 2025	$931K
January 2025	$1.13M
2024
December 2024	$940K
November 2024	$1.14M
September 2024	$1.08M
August 2024	$1.08M
July 2024	$859K
June 2024	$1.45M
May 2024	$1.02M
April 2024	$1.14M
March 2024	$959K
February 2024	$891K
January 2024	$1.04M
2023
December 2023	$770K
November 2023	$1.16M
October 2023	$1.11M
September 2023	$936K
August 2023	$1.11M
July 2023	$1.18M
June 2023	$1.07M
2022
March 2022	$561K
February 2022	$496K
January 2022	$511K
2021
May 2021	$907K
April 2021	$963K
March 2021	$875K
February 2021	$886K
January 2021	$865K
2020
December 2020	$777K
November 2020	$761K
October 2020	$732K
September 2020	$743K
August 2020	$708K
July 2020	$584K
June 2020	$476K
May 2020	$655K
April 2020	$616K
March 2020	$494K
February 2020	$490K
January 2020	$489K
2019
December 2019	$637K
November 2019	$637K
October 2019	$669K
September 2019	$628K
August 2019	$618K
July 2019	$637K
June 2019	$642K
May 2019	$676K
April 2019	$669K
March 2019	$668K
February 2019	$726K
January 2019	$708K
2018
December 2018	$706K
November 2018	$672K
October 2018	$683K
September 2018	$740K
August 2018	$733K
July 2018	$729K
June 2018	$687K
May 2018	$652K
April 2018	$629K
March 2018	$651K
February 2018	$606K
January 2018	$581K
2017
December 2017	$720K
November 2017	$722K
October 2017	$700K
September 2017	$704K
August 2017	$712K
July 2017	$707K
June 2017	$669K
May 2017	$647K
April 2017	$599K
March 2017	$638K
February 2017	$665K
January 2017	$652K
2016
December 2016	$546K
November 2016	$595K
October 2016	$581K
September 2016	$589K

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
656 Main Street, Chester, VT	0.31	Single-Family Home	$605,000	10/02/25	3	2.5	3,040
95 Church Street, Chester, VT	0.38	Single-Family Home	$563,000	04/13/26	4	3	2,794
531 Main Street, Chester, VT	0.39	Single-Family Home	$359,000	05/15/26	3	1	1,608
2651 Twenty Mile Stream Road, Proctorsville, VT	0.81	Single-Family Home	$2,000,000	01/30/26	4	3.5	3,000
525 Route 103 N, Chester, VT	0.90	Single-Family Home	$315,000	12/10/25	6	1	2,308
45 Dalrymple Street, Chester, VT	0.57	Single-Family Home	$269,000	06/15/26	3	1	1,168
525 State Route 103 N, Chester, VT	0.92	Single-Family Home	$315,000	12/15/25		-	-
514 First Avenue, Chester, VT	0.84	Single-Family Home	$515,000	06/02/26	5	5	3,880
475 Flamstead Rd, Chester, VT	1.29	Single-Family Home	$445,000	07/07/26	3	2	2,400
641 Depot Street, Chester, VT	0.85	Single-Family Home	$180,000	08/10/26	3	1.5	1,379

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
405 Church Street, Chester, VT 05143	0.24	$552,500	3	2	1,856	Off Market
203 Marcs Drive, Chester, VT 05143	0.20	$304,100	2	1	1,005	Off Market
115 Orcutt Drive, Chester, VT 05143	0.28	$441,000	2	1	1,360	Off Market
656 Main Street, Chester, VT 05143	0.31	$624,300	3	2.5	3,040	Off Market
95 Church Street, Chester, VT 05143	0.38	$563,000	4	3	2,794	Recently Sold
472 Main Street, Chester, VT 05143	0.39	$861,000	5	5.5	5,546	Off Market
531 Main Street, Chester, VT 05143	0.39	$359,000	3	1	1,608	Recently Sold
515 Main Street, Chester, VT 05143	0.40	$144,300	Studio	4	3,024	Off Market
102 Church Street, Chester, VT 05143	0.40	$431,200	4	2	1,990	Off Market
489 Main Street, Chester, VT 05143	0.41	$357,200	4	2	2,220	Off Market
595 Main Street, Chester, VT 05143	0.41	$553,300	6	3	3,892	Off Market
168 Route 11 West, Chester, VT 05143	0.41	$417,700	4	2	1,796	Off Market

Local Information

Map ViewExplore the area around 616 Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

86.5 acre lot

About this House

This single-family home is located at 616 Main St, Chester, VT. 616 Main St is in Chester, VT and in ZIP code 05143. This property has a lot size of 86.50 acres.

616 Main St, Chester, VT 05143 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $871,000, with a rent estimate of $3,080/month.

Home Details for 616 Main St

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

Lot Information
Lot Area: 86.50 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$19,450	$667,500

Home facts updated by county records

Additional Cost

Market trends in Chester

Last updated August 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 616 Main St

What is 616 Main St estimated to be worth?
Trulia's estimated value for 616 Main St in Chester, VT is $871,000.
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 616 Main St?
The closest schools to 616 Main St 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 616 Main St?
The lot at 616 Main St in Chester, VT is about 86.5 acres.

Apartments for Rent

Skip to last item

$1,350/mo
1 bd
1 ba
41 Coach Rd #6,
Chester, VT 05143
$1,400/mo
1 bd
1 ba
617 Depot St #4,
Chester, VT 05143
NEW - 1 DAY AGO
PET FRIENDLY
$1,700/mo
3 bd
1 ba
644 Depot St #4,
Chester, VT 05143
See more homes for rent in
Chester
Take a look

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Off Market Homes Near 616 Main St

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SOLD
AUG 12, 2026
$510,000
2 bd
2 ba
2,016 sqft
35 Upper Bartonsville Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUL 7, 2026
$445,000
3 bd
2 ba
2,400 sqft
475 Flamstead Rd,
Chester, VT 05143
SOLD
JUN 17, 2026
$569,000
3 bd
2 ba
2,966 sqft
147 Pleasant View Lane,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 2, 2026
$515,000
5 bd
5 ba
3,880 sqft
514 First Avenue,
Chester, VT 05143
PrimeMLS, Closed
SOLD
APR 13, 2026
$563,000
4 bd
3 ba
2,794 sqft
95 Church Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
APR 2, 2026
$550,000
3,850 sqft
534 Elm Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
FEB 13, 2026
$815,000
3 bd
2.5 ba
2,466 sqft
810 Quarry Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
FEB 2, 2026
$640,000
389 Cummings Rd,
Chester, VT 05143
SOLD
JAN 13, 2026
$805,000
2 bd
2 ba
1,576 sqft
1342 Old Stage Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
DEC 12, 2025
$800,000
4 bd
3.5 ba
2,775 sqft
725 Flamstead Road,
Chester, VT 05143
PrimeMLS, Closed
See more homes for sale in
Chester
Take a look

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Homes for sale near 616 Main St

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FOR SALE BY OWNER
0.28 ACRES
$575,000
3 bd
2 ba
1,998 sqft
296 North St,
Chester, VT 05143
0.44 ACRES
$445,000
5 bd
4 ba
3,865 sqft
81 Main Street,
Chester, VT 05143
PrimeMLS, Active
0.33 ACRES
$449,000
3 bd
2 ba
1,626 sqft
3208 Green Mountain Turnpike,
Chester, VT 05143
PrimeMLS, Active
7.8 ACRES
$1,200,000
4 bd
3 ba
3,308 sqft
76 Goldthwaite Road,
Chester, VT 05143
PrimeMLS, Active
18 ACRES
$1,349,000
5 bd
5 ba
5,400 sqft
1302 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
14.1 ACRES
$879,900
5 bd
2.5 ba
2,800 sqft
1470 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
FOR SALE BY OWNER
2 ACRES
$150,000
3 bd
2 ba
1,250 sqft
4351 Route 11,
Chester, VT 05143
NEW CONSTRUCTION
1.5 ACRES
$399,000
4 bd
2.5 ba
2,148 sqft
40 Fenton Road,
Chester, VT 05143
PrimeMLS, Active
12.86 ACRES
$599,000
4 bd
2 ba
1,908 sqft
548 Crow Hill Road,
Chester, VT 05143
PrimeMLS, Active
See more homes for sale in
Chester
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