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

OFF MARKET

616 Main St
Chester, VT 05143

Studio

$1,057,800

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $7,309/mo*

Refinance Your Home

$1,057,800

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $7,309/mo*

Refinance Your Home

Studio

(on 86.50 acres)

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

Property Type

Single-Family Home

Lot Size

86.5 acres

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. It is currently off market. The Trulia Estimate is $1,057,800, with a rent estimate of $4,855/month.

Home Details for 616 Main St

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

Lot Information
Lot Area: 86.50 acres

Market trends in Chester

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

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Property Tax and Assessment

Year	2024
Tax
Assessment	$667,500

Home facts updated by county records

Comparable Sales for 616 Main St

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
472 Main Street, Chester, VT	0.39	Single-Family Home	$475,000	08/27/25	5	5.5	5,546
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		-	-
312 North St, Chester, VT	0.69	Single-Family Home	$375,000	09/02/25	5	1	2,090
514 First Avenue, Chester, VT	0.84	Single-Family Home	$515,000	06/02/26	5	5	3,880

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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FOR SALE
0.27 ACRES
$419,900
5 bd
2 ba
1,982 sqft
176 Meadow Road,
Chester, VT 05143
PrimeMLS, Active
OFF MARKET
Est. $563,800
3 bd
2 ba
1,856 sqft
405 Church Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $284,100
2 bd
1 ba
1,005 sqft
203 Marcs Drive,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $441,900
2 bd
1 ba
1,360 sqft
115 Orcutt Drive,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $625,500
3 bd
2.5 ba
3,040 sqft
656 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $657,800
4 bd
3 ba
2,622 sqft
548 Main Street,
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
OFF MARKET
Est. $897,000
5 bd
5.5 ba
5,546 sqft
472 Main Street,
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
OCT 23, 2025
$140,000
4 ba
3,024 sqft
515 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $678,700
4 bd
3.5 ba
3,325 sqft
332 Marcs Drive,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $429,800
4 bd
2 ba
1,990 sqft
102 Church Street,
Chester, VT 05143
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 616 Main St.

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

Apartments for Rent

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$1,450/mo
1 bd
1 ba
41 Coach Rd #6,
Chester, VT 05143
$1,275/mo
1 bd
1 ba
617 Depot St #4,
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
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Homes for sale near 616 Main St

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0.27 ACRES
$419,900
5 bd
2 ba
1,982 sqft
176 Meadow Road,
Chester, VT 05143
PrimeMLS, Active
11.24 ACRES
$789,000
5 bd
3 ba
4,388 sqft
223 Coach Road,
Chester, VT 05143
PrimeMLS, Active
FOR SALE BY OWNER
0.28 ACRES
$600,000
3 bd
2 ba
1,998 sqft
296 North St,
Chester, VT 05143
0.44 ACRES
$450,000
5 bd
4 ba
3,865 sqft
81 Main Street,
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
$1,490,000
5 bd
5 ba
5,400 sqft
1302 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
14.1 ACRES
$925,000
5 bd
2.5 ba
2,800 sqft
1470 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
3.3 ACRES
$299,000
3 bd
2 ba
1,788 sqft
1397 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
NEW CONSTRUCTION
1.5 ACRES
$399,000
4 bd
2.5 ba
2,148 sqft
40 Fenton Road,
Chester, VT 05143
PrimeMLS, Active
See more homes for sale in
Chester
Take a look

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Off Market Homes Near 616 Main St

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SOLD
JUN 17, 2026
$569,000
3 bd
2 ba
2,966 sqft
147 Pleasant View Lane,
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
SOLD
NOV 25, 2025
$560,000
4 bd
3 ba
2,689 sqft
1573 Flamstead Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
NOV 17, 2025
$550,000
3 bd
3.5 ba
2,256 sqft
246 Putnam Hill Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $568,400
2 bd
2 ba
1,812 sqft
1937 Green Mountain Turnpike,
Chester, VT 05143
PrimeMLS, Closed
See more homes for sale in
Chester
Take a look

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616 Main St
Chester, VT 05143

$1,057,800

$1,057,800