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 69 Willard Rd estimated to be worth?

Trulia's estimated value for 69 Willard Rd in Chester, VT is $442,200 .

What is the price history for 69 Willard Rd?

69 Willard Rd in Chester, VT last sold for $106,500 in November 1996.

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 69 Willard Rd?

The closest schools to 69 Willard Rd 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 69 Willard Rd?

The lot at 69 Willard Rd in Chester, VT is about 9 acres .

OFF MARKET

$442,200

Trulia Estimate

4 Beds
3 Baths
2,400 sqft (on 9 acres)

69 Willard Rd, Chester, VT 05143

Est. Refi. Payment $3,109/mo*

Refinance Your Home

Currently Off Market - Sold Nov 22, 1996 for $106,500

Home Value

Trulia Estimate

$442K

Since last month

$11K (-2.5%)

Since last year

$96K (-17.8%)

Since last sale

$335K (+314.4%)

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 +29% in the last 10 years

Month	Estimated value
2026
August 2026	$441K
August 2026	$441K
July 2026	$452K
June 2026	$456K
May 2026	$475K
April 2026	$453K
March 2026	$455K
February 2026	$425K
January 2026	$401K
2025
December 2025	$408K
November 2025	$481K
October 2025	$507K
September 2025	$523K
August 2025	$537K
July 2025	$547K
June 2025	$537K
May 2025	$540K
April 2025	$517K
March 2025	$506K
February 2025	$499K
January 2025	$509K
2024
December 2024	$513K
November 2024	$512K
October 2024	$507K
September 2024	$514K
August 2024	$520K
July 2024	$531K
June 2024	$520K
May 2024	$517K
April 2024	$498K
March 2024	$498K
February 2024	$474K
January 2024	$481K
2023
December 2023	$467K
November 2023	$460K
October 2023	$471K
September 2023	$476K
August 2023	$482K
July 2023	$479K
June 2023	$482K
May 2023	$456K
April 2023	$443K
March 2023	$435K
February 2023	$427K
January 2023	$425K
2022
December 2022	$427K
November 2022	$435K
October 2022	$442K
September 2022	$447K
August 2022	$452K
July 2022	$463K
June 2022	$464K
May 2022	$454K
April 2022	$442K
March 2022	$430K
February 2022	$412K
January 2022	$403K
2021
December 2021	$408K
November 2021	$407K
October 2021	$409K
September 2021	$407K
August 2021	$408K
July 2021	$413K
June 2021	$448K
May 2021	$439K
April 2021	$432K
March 2021	$400K
February 2021	$381K
January 2021	$385K
2020
December 2020	$393K
November 2020	$389K
October 2020	$389K
September 2020	$348K
August 2020	$359K
July 2020	$350K
June 2020	$346K
May 2020	$340K
April 2020	$340K
March 2020	$346K
February 2020	$349K
January 2020	$348K
2019
December 2019	$354K
November 2019	$351K
October 2019	$353K
September 2019	$342K
August 2019	$342K
July 2019	$343K
June 2019	$341K
May 2019	$346K
April 2019	$342K
March 2019	$327K
February 2019	$329K
January 2019	$325K
2018
December 2018	$343K
November 2018	$335K
October 2018	$331K
September 2018	$333K
August 2018	$333K
July 2018	$332K
June 2018	$333K
May 2018	$342K
April 2018	$341K
March 2018	$341K
February 2018	$341K
January 2018	$338K
2017
December 2017	$345K
November 2017	$350K
October 2017	$350K
September 2017	$356K
August 2017	$357K
July 2017	$363K
June 2017	$361K
May 2017	$356K
April 2017	$347K
March 2017	$347K
February 2017	$345K
January 2017	$344K
2016
December 2016	$351K
November 2016	$345K
October 2016	$343K
September 2016	$342K

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
1436 State Route 103 N, Chester, VT	0.20	Single-Family Home	$165,000	10/28/25	3	2	1,860
1436 Route 103, Chester, VT	0.19	Single-Family Home	$165,000	10/23/25	3	2	1,544
1374 VT Route 103 N, Chester, VT	0.14	Single-Family Home	$227,000	01/30/26	2	1	1,222
1847 Trebo Road, Chester, VT	0.96	Single-Family Home	$53,073	04/13/26	4	4	3,920
525 Route 103 N, Chester, VT	0.74	Single-Family Home	$315,000	12/10/25	6	1	2,308
1573 Flamstead Road, Chester, VT	1.45	Single-Family Home	$560,000	11/25/25	4	3	2,689
725 Flamstead Road, Chester, VT	1.48	Single-Family Home	$800,000	12/12/25	4	3.5	2,775
475 Flamstead Rd, Chester, VT	1.67	Single-Family Home	$445,000	07/07/26	3	2	2,400
1470 Flamstead Road, Chester, VT	1.24	Single-Family Home	$359,000	11/05/25	2	1	803
45 Dalrymple Street, Chester, VT	1.32	Single-Family Home	$269,000	06/15/26	3	1	1,168

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
1374 VT Route 103 N, Chester, VT 05143	0.14	$227,000	2	1	1,222	Recently Sold
1436 Route 103, Chester, VT 05143	0.19	$170,000	3	2	1,544	Off Market
1436 VT Route 103 North Route, Chester, VT 05143	0.21	$357,400	3	2	1,860	Off Market
784 Route 103 N, Chester, VT 05143	0.49	$375,600	3	2	1,214	Off Market
1573 Trebo Road, Chester, VT 05143	0.71	$660,500	2	2.5	2,166	Off Market
525 Route 103 N, Chester, VT 05143	0.74	$315,000	6	1	2,308	Recently Sold
325 Goodrich Road, Chester, VT 05143	0.90	$371,700	3	1	1,545	Off Market
1847 Trebo Road, Chester, VT 05143	0.96	$53,073	4	4	3,920	Recently Sold
328 Goodrich Road, Chester, VT 05143	1.01	-	-	-	-	Off Market
31 Palmer Road, Chester, VT 05143	1.09	$692,000	3	2.5	2,605	Off Market
0 Trebo Road, Chester, VT 05143	1.09	$149,000	-	-	-	For Sale
3 Whitten Road, Chester, VT 05143	1.12	$375,100	3	2	1,188	Off Market

Local Information

Map ViewExplore the area around 69 Willard Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1971

9 acre lot

2,400 sqft

$184/sqft

About this House

This single-family home is located at 69 Willard Rd, Chester, VT. 69 Willard Rd is in Chester, VT and in ZIP code 05143. This property has 4 bedrooms, 3 bathrooms and approximately 2,400 sqft of floor space. This property has a lot size of 9.00 acres and was built in 1971.

69 Willard Rd, Chester, VT 05143 is a 4 bedroom, 3 bathroom, 2,400 sqft single-family home built in 1971. It last sold for $106,500 on Nov 22, 1996. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $442,200, with a rent estimate of $3,944/month.

Home Details for 69 Willard Rd

Exterior Features
Exterior Home Features Roof: Other

Property Information
Year Built Year Built: 1971
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information
Lot Area: 9.00 acres

Price and Tax history

Date	Event	Price
May 1, 2014 Source: Agent Provided	ListingRemoved	$329,000
Apr 4, 2014 Source: Agent Provided	Listed For Sale	$329,000
May 20, 2012 Source: Agent Provided	ListingRemoved	$329,000
Apr 18, 2012 Source: Agent Provided	PriceChange	$329,000 Price decreased by 6%
May 29, 2011 Source: Agent Provided	Listed For Sale	$349,900
Nov 22, 1996 Source: N/A	Sold	$106,500

Year	Property tax	Tax assessment
2025	$8,388	$288,300

Additional Cost

Market trends in Chester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
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

Frequently asked questions about 69 Willard Rd

What is 69 Willard Rd estimated to be worth?
Trulia's estimated value for 69 Willard Rd in Chester, VT is $442,200.
What is the price history for 69 Willard Rd?
69 Willard Rd in Chester, VT last sold for $106,500 in November 1996.
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 69 Willard Rd?
The closest schools to 69 Willard Rd 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 69 Willard Rd?
The lot at 69 Willard Rd in Chester, VT is about 9 acres.