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

259 Williams Rd
Chester, VT 05143

Studio

$290,800

Trulia Estimate

as of Jul 16, 2026

$290,800

Trulia Estimate

as of Jul 16, 2026

Studio

(on 5.24 acres)

Local Information

Map ViewExplore the area around 259 Williams Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 259 Williams Rd, Chester, VT. 259 Williams Rd is in Chester, VT and in ZIP code 05143. This property has a lot size of 5.24 acres.

259 Williams Rd, Chester, VT 05143 is a studio single-family home. It is currently off market. The Trulia Estimate is $290,800, with a rent estimate of $1,820/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 259 Williams Rd

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

Lot Information
Lot Area: 5.24 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	$225,800

Home facts updated by county records

Comparable Sales for 259 Williams Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
547 Williams Road, Chester, VT	0.42	Single-Family Home	$460,000	07/09/26	3	2	1,320
231 Richardson Road, Chester, VT	1.56	Single-Family Home	$360,000	10/28/25	3	1.5	1,304
938 Stigers Road, Andover, VT	1.31	Single-Family Home	$1,400,000	08/27/25	3	3.5	2,614
1876 Popple Dungeon Road, Chester, VT	1.71	Single-Family Home	$205,000	04/10/26	3	1	1,232
1269 Howard Hill Road, Andover, VT	1.86	Single-Family Home	$825,000	04/09/26	3	3	2,172
1342 Old Stage Road, Chester, VT	1.80	Single-Family Home	$805,000	01/13/26	2	2	1,576
2026 Stagecoach Road, Grafton, VT	1.96	Single-Family Home	$475,000	10/18/25	3	2.5	2,342
1502 Popple Dungeon Road, Chester, VT	2.04	Single-Family Home	$910,000	08/28/25	3	4	3,739
387 Weston Andover Road, Andover, VT	2.51	Single-Family Home	$399,000	07/31/25	3	2	1,402
1178 Andover Rd, Chester, VT	2.23	Single-Family Home	$265,000	02/02/26	4	1	1,877

Nearby homes

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

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SOLD
FEB 24, 2026
$129,000
469 Williams Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUL 9, 2026
$460,000
3 bd
2 ba
1,320 sqft
547 Williams Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $721,000
3 bd
3 ba
2,339 sqft
674 Williams Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $477,900
4 bd
2.5 ba
1,927 sqft
1002 Williams Dr #2,
Middletown, PA 17057
Berks Homes Realty, LLC
OFF MARKET
Est. $306,400
2 bd
2 ba
910 sqft
3483 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Closed
FOR SALE
7.6 ACRES
$289,000
2 bd
2.5 ba
1,475 sqft
106 Contro Road,
Chester, VT 05143
PrimeMLS, Active
FOR SALE
5 ACRES
$159,000
00 Contro Road,
Chester, VT 05143
PrimeMLS, Active
FOR SALE
1 ACRE
$169,000
1 bd
1 ba
200 sqft
3019 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
OFF MARKET
Est. $1,453,200
3 bd
3.5 ba
2,614 sqft
938 Stigers Road,
Andover, VT 05143
PrimeMLS, Closed
OFF MARKET
2 bd
1 ba
980 sqft
4351 Route 11,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
00 Boone Road,
Andover, VT 05143
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 259 Williams Rd.

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
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LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 259 Williams Rd

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7.6 ACRES
$289,000
2 bd
2.5 ba
1,475 sqft
106 Contro Road,
Chester, VT 05143
PrimeMLS, Active
1 ACRE
$169,000
1 bd
1 ba
200 sqft
3019 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
1.71 ACRES
$649,000
3 bd
2 ba
2,205 sqft
688 Hidden Heights Road,
Chester, VT 05143
PrimeMLS, Active
NEW - 2 DAYS AGO
14.1 ACRES
$925,000
5 bd
2.5 ba
2,850 sqft
1470 Popple Dungeon 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
NEW CONSTRUCTION
1.86 ACRES
$695,000
4 bd
2.5 ba
2,400 sqft
717 Horsenail Hill Road,
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
15.86 ACRES
$549,000
2 bd
2 ba
850 sqft
794 White Road,
Windham, VT 05359
PrimeMLS, Active
OPEN SAT, 10-1PM
1.3 ACRES
$625,000
4 bd
3.5 ba
2,656 sqft
758 Weston Andover Road,
Andover, VT 05143
PrimeMLS, Active
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