688 Main St, Chester, VT 05143
OFF MARKET

$620,300

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,524 sqft (on 0.70 acres)

688 Main St, Chester, VT 05143

Chester-Chester Depot
Refinance Your Home
Currently Off Market - Sold Apr 24, 2016 for $360,000

Home Value

Trulia Estimate
$620K
Since last month
Decreased$28K (-4.3%)
Since last year
Decreased$20K (-3.1%)
Since last sale
Increased$251K (+69.8%)
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 +68% in the last 10 years
MonthEstimated value
2026
September 2026$611K
August 2026$620K
July 2026$639K
June 2026$653K
May 2026$643K
April 2026$626K
March 2026$622K
February 2026$604K
January 2026$603K
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
656 Main Street, Chester, VT
0.04
Single-Family Home
$605,000
10/02/25
3
2.5
3,040
95 Church Street, Chester, VT
0.28
Single-Family Home
$563,000
04/13/26
4
3
2,794
531 Main Street, Chester, VT
0.17
Single-Family Home
$359,000
05/15/26
3
1
1,608
397 River Street, Chester, VT
0.84
Single-Family Home
$275,000
08/06/26
4
3
3,332
147 Pleasant View Lane, Chester, VT
0.80
Single-Family Home
$569,000
06/17/26
3
2
2,966
45 Dalrymple Street, Chester, VT
0.83
Single-Family Home
$269,000
06/15/26
3
1
1,168
2651 Twenty Mile Stream Road, Proctorsville, VT
0.52
Single-Family Home
$2,000,000
01/30/26
4
3.5
3,000
641 Depot Street, Chester, VT
0.91
Single-Family Home
$180,000
08/10/26
3
1.5
1,379
514 First Avenue, Chester, VT
0.95
Single-Family Home
$515,000
06/02/26
5
5
3,880
246 Putnam Hill Road, Chester, VT
1.04
Single-Family Home
$550,000
11/17/25
3
3.5
2,256

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
656 Main Street, Chester, VT 05143
0.04
$624,300
3
2.5
3,040
Off Market
595 Main Street, Chester, VT 05143
0.13
$561,100
6
3
3,892
Off Market
548 Main Street, Chester, VT 05143
0.15
$644,100
4
3
2,622
Off Market
531 Main Street, Chester, VT 05143
0.17
$359,000
3
1
1,608
Recently Sold
168 Route 11 West, Chester, VT 05143
0.21
$414,100
4
2
1,796
Off Market
115 Orcutt Drive, Chester, VT 05143
0.17
$441,000
2
1
1,360
Off Market
515 Main Street, Chester, VT 05143
0.18
$144,300
Studio
4
3,024
Off Market
489 Main Street, Chester, VT 05143
0.21
$357,200
4
2
2,220
Off Market
472 Main Street, Chester, VT 05143
0.23
$853,600
5
5.5
5,546
Off Market
423 Main Street, Chester, VT 05143
0.27
$425,000
6
5
3,217
Recently Sold
95 Church Street, Chester, VT 05143
0.28
$563,000
4
3
2,794
Recently Sold
102 Church Street, Chester, VT 05143
0.31
$431,200
4
2
1,990
Off Market

Local Information

  • Map ViewExplore the area around 688 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1890
0.7 acre lot
2,524 sqft
$246/sqft
Garage

About this House

Located in the Historic District of Chester, this 1890's Victorian farmhouse has great character and charm. The current owners maintained this home very well and made tasteful upgrades while keeping its original features. Situated on .7 beautifully landscaped acres, it is just a short stroll to the Village and recreation park. The property is bordered by Buttonwood Farm's beautiful fields. Offering 4 bedrooms, 2.5 baths and an attached English hay barn. Upgrades include all new plumbing & electrical, Pella windows, wood clapboard siding, exterior doors and roof. Tastefully updated kitchen with new appliances, stone backsplash, custom cabinets and soapstone counter tops. New 3-zone heating system with hot water baseboards & Buderus wall units. Outside features a newly built cedar porch, back deck and a bluestone terrace with outdoor shower. Bathrooms have been nicely renovated and include stone, glass block and marble. The barn has 3 levels, new barn doors, a shed and potting room.
688 Main St, Chester, VT 05143 is a 4 bedroom, 3 bathroom, 2,524 sqft single-family home in Chester-Chester Depot, built in 1890. It last sold for $360,000 on Apr 24, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $620,300, with a rent estimate of $3,350/month.

Home Details for 688 Main St

Interior Features

Heating & Cooling
Heating: Baseboard, GasHeating Fuel: Baseboard
Interior Details
Additional StorageNumber of Rooms: 10Types of Rooms: Walk In ClosetStorageCeiling Fan
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Lot Information

Lot Area: 0.70 acres

Price and Tax history

DateEventPrice
Apr 24, 2016
Source: N/A
Sold
$360,000
Feb 13, 2016
Source: Agent Provided
Pending
$360,000
Nov 23, 2015
Source: Agent Provided
PriceChange
$360,000
Price decreased by 7%
Feb 3, 2015
Source: Agent Provided
Listed For Sale
$389,000
Jun 4, 2001
Source: N/A
Sold
$148,500

Market trends in Chester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
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 688 Main St

  • What is 688 Main St estimated to be worth?
    Trulia's estimated value for 688 Main St in Chester, VT is $620,300.
  • What is the price history for 688 Main St?
    688 Main St in Chester, VT last sold for $360,000 in April 2016.
  • 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 688 Main St?
    The closest schools to 688 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 688 Main St have laundry facilities?
    Yes, 688 Main St in Chester, VT has in-unit laundry.
  • How big is the lot at 688 Main St?
    The lot at 688 Main St in Chester, VT is about 0.70 acres (30,492 sq ft).

Apartments for Rent

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Off Market Homes Near 688 Main St

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