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 the price history for 35 Circle Dr?

35 Circle Dr in Chester, VT last sold for $33,000 in April 2022.

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 35 Circle Dr?

The closest schools to 35 Circle 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 35 Circle Dr?

The lot at 35 Circle Dr in Chester, VT is about 0.25 acres (10,890 sq ft).

OFF MARKET

$33,000

Last sold price

Studio

35 Circle Dr, Chester, VT 05143

Currently Off Market - Sold Apr 4, 2022 for $33,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	0.10	Single-Family Home	$250,000	06/30/26	3	1.5	1,140
442 State Route 103 S, Chester, VT	0.13	Single-Family Home	$220,000	11/10/25	2	1	1,088
442 103 S, Chester, VT	0.14	Single-Family Home	$220,000	11/07/25	3	1	1,024
62 Circle Drive, Chester, VT	0.05	Single-Family Home	$389,000	09/22/25	3	2	1,196
15 Breezy Lane, Chester, VT	0.16	Single-Family Home	$239,000	06/01/26	2	1	1,026
1937 Green Mountain Turnpike, Chester, VT	0.44	Single-Family Home	$550,000	10/06/25	2	2	1,812
58 Remington Rd, Chester, VT	0.66	Single-Family Home	$59,000	10/20/25		-	-
641 Depot Street, Chester, VT	1.07	Single-Family Home	$180,000	08/10/26	3	1.5	1,379
397 River Street, Chester, VT	0.70	Single-Family Home	$275,000	08/06/26	4	3	3,332
49 Putnam Hill Rd, Chester, VT	0.60	Single-Family Home	$232,000	10/16/25	5	4	-

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	0.05	$364,100	3	2	1,196	Off Market
186 Mountain View, Chester, VT 05143	0.08	$259,700	3	1	966	Off Market
202 Mountain View, Chester, VT 05143	0.10	$250,000	3	1.5	1,140	Recently Sold
442 103 S, Chester, VT 05143	0.14	$226,400	3	1	1,024	Off Market
468 VT Route 103 S, Chester, VT 05143	0.13	$269,900	3	1	960	Off Market
15 Breezy Lane, Chester, VT 05143	0.16	$239,000	2	1	1,026	Recently Sold
87 Kevadus Circle, Chester, VT 05143	0.23	$237,000	3	1	840	Off Market
230 Kevadus Circle, Chester, VT 05143	0.30	$284,300	3	1	894	Off Market
192 Kevadus Circle, Chester, VT 05143	0.34	$290,600	3	1	1,227	Off Market
183 Pleasant Street, Chester, VT 05143	0.41	$391,800	4	2.5	2,686	Off Market
1937 Green Mountain Turnpike, Chester, VT 05143	0.44	$567,400	2	2	1,812	Off Market
246 Putnam Hill Road, Chester, VT 05143	0.57	$550,000	3	3.5	2,256	Recently Sold

Local Information

Map ViewExplore the area around 35 Circle Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

0.25 acre lot

About this House

This single-family home is located at 35 Circle Dr, Chester, VT. 35 Circle Dr is in Chester, VT and in ZIP code 05143. This property has a lot size of 10890 sqft.

35 Circle Dr, Chester, VT 05143 is a studio single-family home. It last sold for $33,000 on Apr 4, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,329/month.

Home Details for 35 Circle Dr

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

Lot Information
Lot Area: 10890 sqft

Price and Tax history

Date	Event	Price
Apr 4, 2022 Source: N/A	Sold	$33,000
Feb 6, 2022 Source: PrimeMLS #4897211	Listed For Sale	$30,000

Year	Property tax	Tax assessment
2025	$3,424	$117,500

Additional Cost

Market trends in Chester

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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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
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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
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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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 35 Circle Dr

What is the price history for 35 Circle Dr?
35 Circle Dr in Chester, VT last sold for $33,000 in April 2022.
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 35 Circle Dr?
The closest schools to 35 Circle 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 35 Circle Dr?
The lot at 35 Circle Dr in Chester, VT is about 0.25 acres (10,890 sq ft).