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

SOLD

APR 3, 2026

Listed by Gary Coger, Four Seasons Sotheby's Int'l Realty, (802) 228-4537 . Bought with Maple Sweet Real Estate

320 Pennell Road
Cavendish, VT 05142

4 Beds
3 Baths
2,200 sqft (on 36.60 acres)

$675,000

Last Sold: Apr 3, 2026

$307/sqft

Est. Refi. Payment $4,592/mo*

Refinance Your Home

$675,000

Last Sold: Apr 3, 2026

$307/sqft

Est. Refi. Payment $4,592/mo*

Refinance Your Home

4 Beds

3 Baths

2,200 sqft

(on 36.60 acres)

Local Information

Map ViewExplore the area around 320 Pennell Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 1 hour ago

Listed by Gary Coger

Four Seasons Sotheby's Int'l Realty, (802) 228-4537

Bought with: Clayton-Paul Cormier, Maple Sweet Real Estate, (802) 793-1515

Source: PrimeMLS, MLS#5073776

Description

Discover your private Vermont sanctuary on 36 acres of forest and pond. This contemporary 4-bedroom, 3-bath home blends comfort and style with an open floor plan, spacious kitchen, and living area anchored by a wood-burning fireplace. Slider doors open to a wraparound deck with a hot tub, perfect for enjoying the tranquility of nature. Two primary suites, including a first-floor option, plus two additional large bedrooms, offer flexible living for family and guests. Additional features include a mudroom and attached 2-car garage. Lovingly cared for by the same family for over 25 years, this retreat embodies the quintessential Vermont lifestyle—peaceful, private, and close to the outdoors. Just minutes from Okemo Mountain, Ludlow, and Chester, enjoy skiing, hiking, local shops, and dining. A true year-round escape where nature, recreation, and small-town charm come together.

320 Pennell Road, Cavendish, VT 05142 is a 4 bedroom, 3 bathroom, 2,200 sqft single-family home built in 1977. It last sold for the $675,000 asking price on Apr 3, 2026. It is currently off market. The Trulia Estimate is $682,100, with a rent estimate of $3,819/month.

Home Highlights

Parking

Garage

Outdoor

Porch

A/C

Heating only

HOA

None

Price/Sqft

$307/sqft

Listed

176 days ago

Home Details for 320 Pennell Road

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Bulkhead,Concrete,Concrete Floor,Interior Stairs,Storage Space,Unfinished,Walkout,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 9
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 2
Dimensions and Layout Living Area: 2200 Square Feet
Appliances & Utilities Utilities: Phone, Cable AvailableAppliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Oil Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Oil,Forced Air,Hot Air,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa Number of Fireplaces: 1Fireplace: Fireplace Screens/Equip, 1 Fireplace, Wood Stove Hook-upSpa: HeatedHas a FireplaceHas a Spa
Gas & Electric Electric: 200+ Amp Service
Windows, Doors, Floors & Walls Window: Skylight(s)Flooring: Carpet, Ceramic Tile, Laminate, Tile
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Laminate, Tile
View Has a ViewView: Mountain(s)

Exterior Features
Exterior Home Features Roof: Asphalt ShinglePatio / Porch: Covered PorchExterior: Deck, GardenFoundation: ConcreteGarden
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Crushed Stone,Attached
Frontage Waterfront: Pond, Pond FrontageRoad Frontage: None, Public, EasementRoad Surface Type: Dirt, Unpaved
Water & Sewer Sewer: 1000 Gallon, Leach Field, Septic Tank
Finished Area Finished Area (above surface): 2200 Square Feet

Property Information
Year Built Year Built: 1977
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building Construction Materials: Wood Frame, Wood Exterior, Wood SidingNot a New Construction

Price & Status
Price List Price: $675,000Price Per Sqft: $307/sqft

Media
See Virtual Tour

Location
Direction & Address City: Cavendish

Building
Building Area Building Area: 3296 Square Feet

Lot Information
Lot Area: 36.6 Acres

Miscellaneous
BasementMls Number: 5073776Attribution Contact: gary.coger@fourseasonssir.comAbove Grade Unfinished Area: 2200Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1096Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 320 Pennell Road

Date	Price	Event	Source
04/03/2026	$675,000	Sold	PrimeMLS #5073776
Recording Date 04/03/2026 County Transfer Tax N/A Total Transfer Tax N/A
01/13/2026	$675,000	Listed For Sale	PrimeMLS #5073776

Market trends in Chester

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Comparable Sales for 320 Pennell Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
465 Pennell Road, Chester, VT	0.06	Single-Family Home	$1,375,000	09/30/25	4	4.5	5,700
4877 VT Route 103, Chester, VT	1.26	Single-Family Home	$402,239	11/12/25	4	2	1,728
317 Bailey Hill Road, Cavendish, VT	1.81	Single-Family Home	$402,060	08/14/25	3	2	2,012
68 Flatow Road, Ludlow, VT	2.49	Single-Family Home	$725,000	10/24/25	3	3	2,776
55 Trickle Brook Drive, Cavendish, VT	2.38	Single-Family Home	$443,000	04/10/26	3	2	1,572
31 Palmer Road, Chester, VT	3.18	Single-Family Home	$669,000	09/04/25	3	2.5	2,605
58 Depot Street, Proctorsville, VT	2.41	Single-Family Home	$265,000	02/12/26	4	2	2,016
137 Quarry Road, Proctorsville, VT	3.19	Single-Family Home	$695,000	03/20/26	5	3	3,480
126 Parker Avenue, Proctorsville, VT	2.10	Single-Family Home	$234,000	09/24/25	3	1	1,288

Nearby homes

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

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SOLD
SEP 30, 2025
$1,375,000
4 bd
4.5 ba
5,700 sqft
465 Pennell Road,
Chester, VT 05143
PrimeMLS, Closed
FOR SALE
6.03 ACRES
$750,000
3 bd
2 ba
1,695 sqft
955 Smokeshire Road,
Chester, VT 05143
PrimeMLS, Active
OFF MARKET
Est. $668,900
3 bd
1.5 ba
2,051 sqft
157 Murdock Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $1,191,300
3 bd
3 ba
2,941 sqft
354 Miner Road,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $126,400
3 bd
2 ba
910 sqft
5210 VT Route 103N,
Chester, VT 05143
PrimeMLS, Closed
SOLD
NOV 12, 2025
$402,239
4 bd
2 ba
1,728 sqft
4877 VT Route 103,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Lot 4 VT Route 103 North Lot 4,
Chester, VT 05143
PrimeMLS, Closed
OFF MARKET
Est. $62,600
3 bd
3 ba
2,400 sqft
341 Whitmore Brook Road,
Chester, VT 05143
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 320 Pennell Road.

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

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Homes for sale near 320 Pennell Road

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6.03 ACRES
$750,000
3 bd
2 ba
1,695 sqft
955 Smokeshire Road,
Chester, VT 05143
PrimeMLS, Active
2 ACRES
$249,500
4 bd
2.5 ba
1,922 sqft
3668 VT Route 103 North,
Chester, VT 05143
PrimeMLS, Active
7.59 ACRES
$730,000
3 bd
4 ba
3,590 sqft
1104 Main Street,
Cavendish, VT 05142
PrimeMLS, Active
$495,000
4 bd
3.5 ba
3,356 sqft
990 Main Street,
Proctorsville, VT 05153
PrimeMLS, Active
1.2 ACRES
$589,000
4 bd
2 ba
2,528 sqft
164 Pine View Lane,
Cavendish, VT 05153
PrimeMLS, Active
0.37 ACRES
$525,000
6 bd
2 ba
2,304 sqft
81 High Street,
Cavendish, VT 05142
PrimeMLS, Active
1 ACRE
$649,000
3 bd
2 ba
2,204 sqft
168 Chandler Road,
Chester, VT 05143
PrimeMLS, Active
1.2 ACRES
$550,000
2 bd
2 ba
1,740 sqft
1043 Town Farm Road,
Ludlow, VT 05149
PrimeMLS, Active
13.58 ACRES
$3,650,000
5 bd
4 ba
5,181 sqft
348 Turtle Hill Road,
Ludlow, VT 05149
PrimeMLS, Active
2.4 ACRES
$1,400,000
10 bd
10 ba
7,153 sqft
1589 Main Street,
Cavendish, VT 05142
PrimeMLS, Active
See more homes for sale in
Cavendish
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Off Market Homes Near 320 Pennell Road

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SOLD
JUN 30, 2026
$660,000
3 bd
3.5 ba
2,936 sqft
12 Plumley Avenue,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
JUN 17, 2026
$775,000
3 bd
2 ba
2,616 sqft
28 Plumley Ridge,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
JUN 5, 2026
$732,000
3 bd
2.5 ba
2,079 sqft
48 Holly Lane,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
MAY 29, 2026
$499,000
4 bd
2 ba
1,700 sqft
4 Twine Hill Road,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
MAY 14, 2026
$437,500
4 bd
2 ba
1,568 sqft
8 Okemo Heights,
Lot, VT 05149
PrimeMLS, Closed
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 17, 2026
$815,000
3 bd
3 ba
3,271 sqft
113 Ellison Loop,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
APR 16, 2026
$762,500
3 bd
2.5 ba
1,623 sqft
628 South Hill Road,
Ludlow, VT 05149
PrimeMLS, Closed
SOLD
APR 10, 2026
$443,000
3 bd
2 ba
1,572 sqft
55 Trickle Brook Drive,
Cavendish, VT 05142
PrimeMLS, Closed
See more homes for sale in
Cavendish
Take a look

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-07-08 20:59:39 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

320 Pennell Road
Cavendish, VT 05142

$675,000

$675,000

Local Information