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

Lovers Ln
Chester, VT 05143

Studio

$361,900

Trulia Estimate

as of Jul 6, 2026

Est. Refi. Payment $2,496/mo*

Refinance Your Home

$361,900

Trulia Estimate

as of Jul 6, 2026

Est. Refi. Payment $2,496/mo*

Refinance Your Home

Studio

(on 0.50 acres)

Local Information

Map ViewExplore the area around Lovers Ln.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at Lovers Ln, Chester, VT. Lovers Ln is in Chester, VT and in ZIP code 05143. This property has a lot size of 19.50 acres.

Lovers Ln, Chester, VT 05143 is a studio single-family home. It last sold for $52,000 on Apr 28, 2017. It is currently off market. The Trulia Estimate is $361,900, with a rent estimate of $3,326/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Lovers Ln

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

Lot Information
Lot Area: 0.50 acres

Price History for Lovers Ln

Date	Price	Event	Source
04/28/2017	$52,000	Sold	PrimeMLS #4387221
Recording Date 04/28/2017 County Transfer Tax N/A Total Transfer Tax N/A
10/04/2010	$216,000	Sold	N/A
Recording Date 10/04/2010 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2024
Tax
Assessment	$242,300

Home facts updated by county records

Comparable Sales for Lovers Ln

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
656 Main Street, Chester, VT	0.11	Single-Family Home	$605,000	10/02/25	3	2.5	3,040
115 Orcutt Drive, Chester, VT	0.23	Single-Family Home	$425,000	07/30/25	2	1	1,360
531 Main Street, Chester, VT	0.23	Single-Family Home	$359,000	05/15/26	3	1	1,608
472 Main Street, Chester, VT	0.29	Single-Family Home	$475,000	08/27/25	5	5.5	5,546
95 Church Street, Chester, VT	0.34	Single-Family Home	$563,000	04/13/26	4	3	2,794
18 S Main St, Chester, VT	0.77	Single-Family Home	$85,000	03/30/26		-	-
2651 Twenty Mile Stream Road, Proctorsville, VT	0.50	Single-Family Home	$2,000,000	01/30/26	4	3.5	3,000
167 1st Ave, Chester, VT	0.87	Single-Family Home	$200,000	07/22/25		-	-
246 Putnam Hill Road, Chester, VT	1.09	Single-Family Home	$550,000	11/17/25	3	3.5	2,256
147 Pleasant View Lane, Chester, VT	0.84	Single-Family Home	$569,000	06/17/26	3	2	2,966

Nearby homes

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

Skip to last item

SOLD
OCT 2, 2025
$605,000
3 bd
2.5 ba
3,040 sqft
656 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $425,900
4 bd
2 ba
1,796 sqft
168 Route 11 West,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $583,300
6 bd
3 ba
3,892 sqft
595 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $666,400
4 bd
3 ba
2,622 sqft
548 Main Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 15, 2026
$359,000
3 bd
1 ba
1,608 sqft
531 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $438,400
2 bd
1 ba
1,360 sqft
115 Orcutt Drive,
Chester, VT 05143
PrimeMLS, Closed
SOLD
OCT 23, 2025
$140,000
4 ba
3,024 sqft
515 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $352,600
4 bd
2 ba
2,220 sqft
489 Main Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $927,600
5 bd
5.5 ba
5,546 sqft
472 Main Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
DEC 18, 2025
$425,000
6 bd
5 ba
3,217 sqft
423 Main Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
APR 13, 2026
$563,000
4 bd
3 ba
2,794 sqft
95 Church Street,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $426,200
4 bd
2 ba
1,990 sqft
102 Church Street,
Chester, VT 05143
PrimeMLS, Closed

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for Lovers Ln.

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
6y 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

Skip to last item

NEW - 2 DAYS AGO
$1,275/mo
1 bd
1 ba
617 Depot St #4,
Chester, VT 05143
$1,800/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
Take a look

Skip to first item

Homes for sale near Lovers Ln

Skip to last item

11.24 ACRES
$849,000
5 bd
3 ba
4,388 sqft
223 Coach Road,
Chester, VT 05143
PrimeMLS, Active
$425,000
5 bd
2 ba
1,982 sqft
176 Meadow Rd,
Chester, VT 05143
Stratton Home
0.44 ACRES
$475,000
5 bd
4 ba
3,865 sqft
81 Main Street,
Chester, VT 05143
PrimeMLS, Active
2 ACRES
$479,000
3 bd
3 ba
2,676 sqft
64 Maple Street,
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
1 ACRE
$390,000
3 bd
2 ba
1,304 sqft
663 Depot Street,
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
0.33 ACRES
$489,000
3 bd
2 ba
1,626 sqft
3208 Green Mountain Turnpike,
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
3.3 ACRES
$349,000
3 bd
2 ba
1,788 sqft
1397 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Active
See more homes for sale in
Chester
Take a look

Skip to first item

Off Market Homes Near Lovers Ln

Skip to last item

SOLD
JUN 30, 2026
$250,000
3 bd
1.5 ba
1,140 sqft
202 Mountain View,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 15, 2026
$269,000
3 bd
1 ba
1,168 sqft
45 Dalrymple Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 2, 2026
$515,000
5 bd
5 ba
3,880 sqft
514 First Avenue,
Chester, VT 05143
PrimeMLS, Closed
SOLD
JUN 1, 2026
$239,000
2 bd
1 ba
1,026 sqft
15 Breezy Lane,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 15, 2026
$359,000
3 bd
1 ba
1,608 sqft
531 Main Street,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 13, 2026
$210,000
3 bd
1 ba
1,440 sqft
419 Coach Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAY 5, 2026
$200,000
6 bd
3 ba
3,600 sqft
45 Cobleigh St,
Chester, VT 05143
SOLD
APR 20, 2026
$379,000
2 bd
2 ba
2,751 sqft
3466 VT Route 103 N,
Chester, VT 05143
PrimeMLS, Closed
SOLD
APR 10, 2026
$205,000
3 bd
1 ba
1,232 sqft
1876 Popple Dungeon Road,
Chester, VT 05143
PrimeMLS, Closed
SOLD
MAR 24, 2026
$186,800
3 bd
1.5 ba
1,260 sqft
252 Lacross Rd,
Springfield, VT 05156
See more homes for sale in
Chester
Take a look

Skip to first item

Lovers Ln
Chester, VT 05143

$361,900

$361,900

Local Information