OFF MARKET

Listed by Betty McEnaney • Bean Group / Vermont. Bought with Barrett and Valley Associates Inc.

Off Market Jun 2016 for $89K

$292,331

Est. refi paymentEst. refi $582/mo

•

832

sq ft

3290 Smokeshire Rd, Chester, VT 05143

About this home

Get away cabin used in all four seasons by the current owners. Have a look at the aerial. .. 10 acres and the cabin is surrounded by big country. Great for hunting and snowmobiling as these folks have done. Ride up to the cabin in the winter, and the VAST trail system is adjacent to the property. Enjoy hiking and relaxing, too! Off the grid, but you have all the amenities of home, and then some! Fiber optic cable being one of them. Imagine super high speed Internet in the middle of the woods! Long drive is shared with VELCO power company. Easy in the summer, and can be kept open in the winter or you can snowmobile in. Gas heat, fridge, lights, hot water. Run a generator for ac power. Wood stove. Two bedrooms plus a sleeping loft. 3/4 bath. Two car garage. Really, for the woodsman or those seeking solitude, it doesn't get any better. All the comforts of home. Seller willing to explain all the systems to you. Located off a beautiful road that connects Chester and Ludlow.

Single-familyProperty Type

1970Year Built

10 acresLot Size

$351Est. Price/Sq.Ft.

2 car garageParking

Listed by Betty McEnaney • Bean Group / Vermont

Bought with Geralyn Donohue • Barrett and Valley Associates Inc.

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4449343

Redfin Estimate

$292,331

$203K since sold in June 2016$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 38.3% lower than the average sale price ($474K) of 6 comparable homes.

SOLD AUG 28, 2026
$730,000
A
3 beds2 baths1,695 sq ft
955 Smokeshire Rd, Chester, VT 05143
SOLD AUG 10, 2026
$190,000
B
2 beds1 bath732 sq ft
1372 Potash Brook Rd, Chester, VT 05143
SOLD APR 16, 2026
$762,500
C
3 beds2.5 baths1,623 sq ft
628 S Hill Rd, Ludlow, VT 05149
SOLD AUG 13, 2026
$415,000
D
3 beds2 baths1,819 sq ft
400 E Lake Rd, Ludlow, VT 05149
SOLD AUG 28, 2026
$579,000
E
3 beds2 baths1,580 sq ft
31 Plumley Rdg, Ludlow, VT 05149
SOLD NOV 21, 2025
$167,500
F
2 beds1 bath1,192 sq ft
1568 S Hill Rd, Ludlow, VT 05149

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Earn from this home

Refinance

Est. cash available

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Market trends in 05149, VT

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.0%

0.2% MoM

Median sale price

$445K

$183K MoM

Avg. days on market

113d

43 days MoM

Recently sold homes

1 MoM

New listings for sale

VIDEO TOUR
$1,300,000
3 beds3 baths4,714 sq ft
1337 Andover Ridge Rd, Andover, VT 05161
$695,000
3 beds2.5 baths2,232 sq ft
717 Horsenail Hill Rd, Chester, VT 05359
$340,000
3 beds2 baths3,608 sq ft
145 S Main St, Chester, VT 05143
$700,000
2 beds3 baths1,556 sq ft
1260 Grafton Rd, Chester, VT 05143
See all

Provided by Redfin

Sale history for 3290 Smokeshire Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,721 (+4.8%)

$45,000 + $47,200

$92,200

2024

$1,642 (+12.2%)

$45,000 + $47,200

$92,200

2023

$1,464 (−33.4%)

$45,000 + $47,200

$92,200

2022

$2,199 (−2.8%)

$45,000 + $47,200

$92,200

2021

$2,263 (+4.0%)

$45,000 + $47,200

$92,200

2020

$2,175 (−7.3%)

$45,000 + $47,200

$92,200

2019

$2,347 (+2.0%)

$70,000 + $41,800

$111,800

2018

$2,301 (+2.0%)

$70,000 + $41,800

$111,800

2016

$2,256 (−2.6%)

$70,000 + $41,800

$111,800

2015

$2,316

$70,000 + $41,800

$111,800

Tax history for 3290 Smokeshire Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,721 (+4.8%)

$45,000 + $47,200

$92,200

2024

$1,642 (+12.2%)

$45,000 + $47,200

$92,200

2023

$1,464 (−33.4%)

$45,000 + $47,200

$92,200

2022

$2,199 (−2.8%)

$45,000 + $47,200

$92,200

2021

$2,263 (+4.0%)

$45,000 + $47,200

$92,200

2020

$2,175 (−7.3%)

$45,000 + $47,200

$92,200

2019

$2,347 (+2.0%)

$70,000 + $41,800

$111,800

2018

$2,301 (+2.0%)

$70,000 + $41,800

$111,800

2016

$2,256 (−2.6%)

$70,000 + $41,800

$111,800

2015

$2,316

$70,000 + $41,800

$111,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

10 Acres

Year renovated

—

Sq. Ft.

832

Year built

1970

Style

Other

County

Windsor County

APN

14404511778

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached
Parking Spaces 2

Interior

Bathroom Information
# of Baths (3/4): 1

Basement Information
Crawl Space, None

Other Interior Features
# of Rooms: 5
Flooring: Carpet, Vinyl
Water Heater: Tankless
Blinds, Kitchen/Dining, Natural Woodwork, Window Treatment

Accessibility Information
1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Hrd Surfce Flor

Equipment & Appliance Information
Range - Gas, Refrigerator
Carbon Monoxide Detector, Smoke Detector

Room 1 Information
Kitchen
Kitchen
Dimensions: 8x10
Level: 1

Room 3 Information
Living Room
Dimensions: 14x14
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 10x10
Level: 1

Room 8 Information
Bedroom
Dimensions: 10x10
Level: 1

Room 9 Information
Bedroom
Dimensions: 8x24
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 832
Color: Cream
Outbuilding
Foundation: Post/Piers
Roof: Metal
Exterior: Clapboard

Driveway
Common/Shared, Gravel

Lot, Zoning, & Easement Information
Country Setting, Secluded, Trail/Near Trail, Wooded

Other Property & Lot Information
Year Built: 1970

Financial

Assessment Information
Assessment Amount: 111800

Tax Information
Tax Year Notes: 15-16
Gross Amount Tax: 2316.83
SPAN Number: 144-045-1178

Other Tax Information
Page Deed: 91

Financing Information
Cash Only, Other

Utilities

Heating & Cooling Information
Heat: Space Heater, Stove, Stove - Wood
Heat Fuel: Gas - Liquid Propane Bottle, Wood

Sewer Information
Drywell

Electric Information
Generator, Generator Ready, None

Water Information
Dug Well, Spring

Other Utilities Information
Phone Company: Vtel

Location

School Information
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Elementary School: Chester-Andover Elementary
Middle/Jr School: Green Mountain UHSD #35

Neighborhood Information
Mountain, Near Snowmobile Trails, Rural

Road Information
Gravel, Public

Other Location Information
Directions: From Rte 103, turn on Smokeshire Rd. Cross 5 bridges, drive on right. From Ludlow, take Depot St, to South Hill. South Hill changes to Smokeshire. Numbers start over at the town line so you will go from low number in Ludlow to high number in Chester. Long driveway. Forks at top. Stay right to end

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 832
Stories: 1.5
Lot Size: 10 acres
Style: Other
Year Built: 1970
Year Renovated: —
County: Windsor County
APN: 14404511778

Home facts updated by county records on Sep 2, 2026

Other

Documents & Disclosures
Documents Available: Building Permit, Deed, Plot Plan, Property Disclosure

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Green Mountain Unified School District website to verify.

Cavendish Town Elementary School

Public PreK-6 • 3.5mi

Ludlow Elementary School

Public PreK-6 • 3.9mi

7/10

Okemo Mountain School

Private 7-12 • 3.9mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

6 days above 88° expected this year, 13 days in 30 years

3/10 Wind Factor

5% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Chester, VT • 05143

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$278,000 – $337,000

Sell confidently with a local market expert in Chester. 3 minutes to get started.

Nearby similar homes

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4 beds2 baths1,908 sq ft

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5 beds5.5 baths4,965 sq ft

93 Godfrey Rd, Ludlow, VT 05149

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3D WALKTHROUGH

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New listings for sale in 05161

VIDEO TOUR

$1,300,000

3 beds3 baths4,714 sq ft

1337 Andover Ridge Rd, Andover, VT 05161

$695,000

3 beds2.5 baths2,232 sq ft

717 Horsenail Hill Rd, Chester, VT 05359

$340,000

3 beds2 baths3,608 sq ft

145 S Main St, Chester, VT 05143

$700,000

2 beds3 baths1,556 sq ft

1260 Grafton Rd, Chester, VT 05143

Home values near 3290 Smokeshire Rd

Data from public records.

Address	Redfin Estimate
3335 Smokeshire Rd, Chester, VT 2 Beds \| 1 Baths \| 1020 Sq. Ft.	$388,615
247 Smokeshire Rd, Ludlow, VT - Beds \| - Baths \| 1360 Sq. Ft.	$422,321

Address	Redfin Estimate
183 Smokeshire Rd, Ludlow, VT 3 Beds \| 1 Baths \| 960 Sq. Ft.	$360,078
3648 Smokeshire Rd, Chester, VT 1 Beds \| 1 Baths \| 512 Sq. Ft.	$215,920

Address	Redfin Estimate
347 Smokeshire Rd, Ludlow, VT 3 Beds \| 3 Baths \| 1732 Sq. Ft.	$728,448
80 Sandra Dr, Ludlow, VT 4 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$1,049,256

Property information provided by PrimeMLS when last listed in 2015. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05149, VT

Sale history for 3290 Smokeshire Rd

Tax history for 3290 Smokeshire Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05161

Home values near 3290 Smokeshire Rd

More real estate resources