534 Main St, Chester, VT 05143
Property image
Property image
OFF MARKET

$492,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,848 sqft (on 0.25 acres)

534 Main St, Chester, VT 05143

Chester-Chester Depot
Refinance Your Home
Currently Off Market - Sold Nov 9, 2020 for $340,000

Home Value

Trulia Estimate
$493K
Since last month
Decreased$21K (-4%)
Since last year
Decreased$9K (-1.8%)
Since last sale
Increased$154K (+45.2%)
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 +122% in the last 10 years
MonthEstimated value
2026
August 2026$494K
August 2026$494K
July 2026$514K
June 2026$515K
May 2026$512K
April 2026$503K
March 2026$497K
February 2026$482K
January 2026$490K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
531 Main Street, Chester, VT
0.03
Single-Family Home
$359,000
05/15/26
3
1
1,608
656 Main Street, Chester, VT
0.12
Single-Family Home
$605,000
10/02/25
3
2.5
3,040
95 Church Street, Chester, VT
0.13
Single-Family Home
$563,000
04/13/26
4
3
2,794
641 Depot Street, Chester, VT
0.76
Single-Family Home
$180,000
08/10/26
3
1.5
1,379
45 Dalrymple Street, Chester, VT
0.78
Single-Family Home
$269,000
06/15/26
3
1
1,168
147 Pleasant View Lane, Chester, VT
0.69
Single-Family Home
$569,000
06/17/26
3
2
2,966
202 Mountain View, Chester, VT
1.36
Single-Family Home
$250,000
06/30/26
3
1.5
1,140
397 River Street, Chester, VT
0.69
Single-Family Home
$275,000
08/06/26
4
3
3,332
62 Circle Drive, Chester, VT
1.34
Single-Family Home
$389,000
09/22/25
3
2
1,196
442 103 S, Chester, VT
1.32
Single-Family Home
$220,000
11/07/25
3
1
1,024

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
489 Main Street, Chester, VT 05143
0.06
$357,200
4
2
2,220
Off Market
515 Main Street, Chester, VT 05143
0.04
$144,300
Studio
4
3,024
Off Market
531 Main Street, Chester, VT 05143
0.03
$359,000
3
1
1,608
Recently Sold
472 Main Street, Chester, VT 05143
0.06
$853,600
5
5.5
5,546
Off Market
548 Main Street, Chester, VT 05143
0.02
$644,100
4
3
2,622
Off Market
423 Main Street, Chester, VT 05143
0.11
$425,000
6
5
3,217
Recently Sold
115 Orcutt Drive, Chester, VT 05143
0.08
$441,000
2
1
1,360
Off Market
95 Church Street, Chester, VT 05143
0.13
$563,000
4
3
2,794
Recently Sold
595 Main Street, Chester, VT 05143
0.12
$561,100
6
3
3,892
Off Market
102 Church Street, Chester, VT 05143
0.16
$431,200
4
2
1,990
Off Market
656 Main Street, Chester, VT 05143
0.12
$624,300
3
2.5
3,040
Off Market
244 Main Street, Chester, VT 05143
0.29
$641,800
7
8
4,475
Off Market

Local Information

  • Map ViewExplore the area around 534 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1841
0.25 acre lot
1,848 sqft
$267/sqft
Garage

About this House

This single-family home is located at 534 Main St, Chester, VT. 534 Main St is in the Chester-Chester Depot neighborhood in Chester, VT and in ZIP code 05143. This property has 3 bedrooms, 2 bathrooms and approximately 1,848 sqft of floor space. This property has a lot size of 10890 sqft and was built in 1841.
534 Main St, Chester, VT 05143 is a 3 bedroom, 2 bathroom, 1,848 sqft single-family home in Chester-Chester Depot, built in 1841. It last sold for $340,000 on Nov 9, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $492,700, with a rent estimate of $2,474/month.

Home Details for 534 Main St

Interior Features

Heating & Cooling
Heating: Stove, Gas, OilHeating Fuel: Stove
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room
Appliances & Utilities
Cable ReadyDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Linoleum Vinyl
Security
Security System

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Stone, WoodGardenPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1841
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 10890 sqft

Price and Tax history

DateEventPrice
Nov 9, 2020
Source: PrimeMLS #4822632
Sold
$340,000
Aug 14, 2020
Source: Agent Provided
Listed For Sale
$339,000
Dec 31, 2014
Source: N/A
Sold
$215,000
Nov 22, 2014
Source: Agent Provided
PriceChange
$219,000
Price decreased by 20%
Oct 24, 2014
Source: Agent Provided
PriceChange
$275,000
Price decreased by 8%

Market trends in Chester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
2MoM

Around this home

Neighborhood Overview

Chester-Chester Depot
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chester-Chester Depot

At least 2 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say it's walkable to restaurants

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

  • 100 % Say kids play outside

  • 67 % Say yards are well-kept

  • 67 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 50 % Say parking is easy

  • 50 % Say there are community events

  • 50 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Kimberlee B.
    "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
    "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.
    "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
    "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 534 Main St

  • What is 534 Main St estimated to be worth?
    Trulia's estimated value for 534 Main St in Chester, VT is $492,700.
  • What is the price history for 534 Main St?
    534 Main St in Chester, VT last sold for $340,000 in November 2020.
  • 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 534 Main St?
    The closest schools to 534 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).
  • Does 534 Main St have laundry facilities?
    Yes, 534 Main St in Chester, VT has in-unit laundry.
  • How big is the lot at 534 Main St?
    The lot at 534 Main St in Chester, VT is about 0.25 acres (10,890 sq ft).

Apartments for Rent

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