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

369 Logan Dr
Chester, VT 05143

Studio

$412,700

Trulia Estimate

as of Jul 26, 2026

$412,700

Trulia Estimate

as of Jul 26, 2026

Studio

(on 14.30 acres)

Local Information

Map ViewExplore the area around 369 Logan 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

14.3 acres

About this House

This single-family home is located at 369 Logan Dr, Chester, VT. 369 Logan Dr is in Chester, VT and in ZIP code 05143. This property has a lot size of 14.30 acres.

369 Logan Dr, Chester, VT 05143 is a studio single-family home. It last sold for $300,000 on May 27, 2022. It is currently off market. The Trulia Estimate is $412,700, with a rent estimate of $2,672/month.

Home Details for 369 Logan Dr

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

Lot Information
Lot Area: 14.30 acres

Price History for 369 Logan Dr

Date	Price	Event	Source
05/27/2022	$300,000	Sold	PrimeMLS #4899093
Recording Date 05/27/2022 County Transfer Tax N/A Total Transfer Tax N/A
02/25/2022	$369,000	Listed For Sale	PrimeMLS #4899093

07/20/2015	$192,500	Sold	N/A
Recording Date 07/20/2015 Contract Date 07/09/2015 County Transfer Tax N/A Total Transfer Tax N/A
11/24/2004	$227,500	Sold	N/A
Recording Date 11/24/2004 Contract Date 11/22/2004 County Transfer Tax N/A Total Transfer Tax $2,094

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	$222,600

Home facts updated by county records

Comparable Sales for 369 Logan Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
2739 State Route 11 E, Chester, VT	0.25	Single-Family Home	$230,000	11/17/25		-	-
2739 Route 11, Chester, VT	0.28	Single-Family Home	$230,000	11/07/25	1	1	1,424
187 Lacross Road, Springfield, VT	0.75	Single-Family Home	$399,000	03/10/26	3	2	1,789
870 Cummings Road, Chester, VT	1.01	Single-Family Home	$320,000	12/18/25	3	1.5	1,525
372 Lacross Rd, Springfield, VT	0.93	Single-Family Home	$470,000	09/22/25	4	3	2,900
252 Lacross Rd, Springfield, VT	0.78	Single-Family Home	$186,800	03/24/26	3	1.5	1,260
1573 Flamstead Road, Chester, VT	1.07	Single-Family Home	$560,000	11/25/25	4	3	2,689
106 Hall Road, Chester, VT	1.20	Single-Family Home	$210,000	11/20/25	1	1	528
1470 Flamstead Road, Chester, VT	1.27	Single-Family Home	$359,000	11/05/25	2	1	803
502 LaCross Road, Springfield, VT	1.28	Single-Family Home	$347,000	09/29/25	3	2	1,872

Nearby homes

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

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SOLD
NOV 7, 2025
$230,000
1 bd
1 ba
1,424 sqft
2739 Route 11,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $413,100
3 bd
1.5 ba
1,800 sqft
3057 VT Route 11 East,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $350,700
3 bd
1 ba
1,500 sqft
154 Fletcher Hill Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAR 10, 2026
$399,000
3 bd
2 ba
1,789 sqft
187 Lacross Road,
Springfield, VT 05156
PrimeMLS, Closed
OFF MARKET
Est. $342,800
3 bd
2.5 ba
1,620 sqft
2756 Flamstead Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Lot 8 Jillie Lane,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Lot 6 Jillie Lane,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Lot 2 Jillie Lane,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $330,400
3 bd
1.5 ba
2,288 sqft
9 Pleasant Valley Road,
Springfield, VT 05156
PrimeMLS, Closed
SOLD
DEC 18, 2025
$320,000
3 bd
1.5 ba
1,525 sqft
870 Cummings Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Hall 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

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Additional Cost

Assigned Schools

These are the assigned schools for 369 Logan Dr.

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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$1,275/mo
1 bd
1 ba
617 Depot St #4,
Chester, VT 05143
Contact for price
1-2 bd
1-2 ba
105 Chester Rd #776f18ccb,
Springfield, VT 05156
$1,650/mo
2 bd
1 ba
279 Pleasant St #B,
Chester, VT 05143
$1,400/mo
2 bd
1 ba
32 S Main St #7,
Chester, VT 05143
See more homes for rent in
Chester
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Homes for sale near 369 Logan Dr

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7.5 ACRES
$475,000
3 bd
3 ba
2,680 sqft
175 Pleasant Valley Road,
Springfield, VT 05156
PrimeMLS, Active
11.24 ACRES
$789,000
5 bd
3 ba
4,388 sqft
223 Coach Road,
Chester, VT 05143
PrimeMLS, Active
0.33 ACRES
$489,000
3 bd
2 ba
1,626 sqft
3208 Green Mountain Turnpike,
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
2 ACRES
$469,000
3 bd
3 ba
2,676 sqft
64 Maple Street,
Chester, VT 05143
PrimeMLS, Active
NEW - 2 DAYS AGO
3.9 ACRES
$468,500
8 bd
3.5 ba
3,009 sqft
29 Baker Road,
Springfield, VT 05156
PrimeMLS, Active
0.44 ACRES
$450,000
5 bd
4 ba
3,865 sqft
81 Main Street,
Chester, VT 05143
PrimeMLS, Active
17 ACRES
$465,000
3 bd
2 ba
1,939 sqft
105 Craigue Hill,
Springfield, VT 05156
PrimeMLS, Active
2.84 ACRES
$365,000
5 bd
2.5 ba
3,560 sqft
49 Fairground Road,
Springfield, VT 05156
PrimeMLS, Active
48.94 ACRES
$695,000
4 bd
2 ba
4,144 sqft
1607 Massey Road,
Springfield, VT 05156
PrimeMLS, Active
See more homes for sale in
Chester
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