Last Sold Price
3 beds2,779 sqft$174/sqft
882 Smokeshire Rd, Chester, VT 05143

Description

Lovely 1820s Cape with significant addition completed in 2013, which is a perfect match to the original home. This will appeal to those who love old houses, but want NO headaches. Set on 26 acres on a quiet, gravel road. Listen to the stream, and enjoy approximately 1,800 feet of frontage. There's also a small field for garden space or room for animals. Inside is a dramatic new gathering room, a large office with 1/2 bath, an L-shaped kitchen with breakfast nook and pantry, dining room, living room...Lovely 1820s Cape with significant addition completed in 2013, which is a perfect match to the original home. This will appeal to those who love old houses, but want NO headaches. Set on 26 acres on a quiet, gravel road. Listen to the stream, and enjoy approximately 1,800 feet of frontage. There's also a small field for garden space or room for animals. Inside is a dramatic new gathering room, a large office with 1/2 bath, an L-shaped kitchen with breakfast nook and pantry, dining room, living room with fireplace, master with tiled bath, two more bedrooms, and a bath upstairs. The interior quality and detail is difficult to match. Full basement, loads of storage space, 12-panel solar array, and attached, oversized, two-car garage. Convenient yet country, located four miles to Singletons and eight miles to Okemo. This home has such a good feel..come see. Three-bedroom clean slate / two-bath septic.
LISTING CLOSED: 04/29/2016 12:00 AM

  1. Listed by Betty McEnaney • Bean Group / Vermont

Sold By Kelley Real Estate, Inc.

Property Details for 882 Smokeshire Road

Status
MLS #
4429795
Days on Market
262
Taxes
$8,440 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1820
Lot Size
26.79 AC / 1,166,972 SF
Parking
Parking Spaces 2
Water Body Type
Stream
Waterfront Property
Yes
Zoning
Cons Res

Recent comparable sales

Median sold price

$500,000

Avg days on market

64

Sale-to-list ratio

97.7%

[Chester, VT]

9 comparable properties found

$515,000 | 12 Meadow Lane, Chester, CT 06412
1

$515,000

Sold 07/27/26

3
Bedrooms
2,971
Square Feet
4.15
Acres
$500,000 | 226 High Acres Drive, Chester, WV 26034
1/51
2

$500,000

Sold 05/01/26

3
Bedrooms
2,465
Square Feet
4.62
Acres
a view of a house with a patio
1/53
3

$553,000

Sold 04/30/25

3
Bedrooms
2,646
Square Feet
1.00
Acres
$400,000 | 196 North Street, Chester, VT 05143
1/61
4

$400,000

Sold 05/19/25

3
Bedrooms
2,960
Square Feet
0.7
Acres
$395,000 | 13506 Laughter Court, Chester, VA 23831
1/36
5

$395,000

Sold 10/10/25

3
Bedrooms
2,518
Square Feet
0.36
Acres
a view of a house with a small yard and large tree
1/65
6

$395,000

Sold 05/14/26

3
Bedrooms
2,388
Square Feet
1
Acres
$582,000 | 28 Goose Hill Road, Chester, CT 06412
7

$582,000

Sold 11/21/24

3
Bedrooms
2,398
Square Feet
1.65
Acres
front view of a house with a yard
1/43
8

$400,000

Sold 01/30/25

3
Bedrooms
2,337
Square Feet
0.12
Acres
$669,000 | 31 Palmer Road, Chester, VT 05143
1/2
9

$669,000

Sold 09/04/25

3
Bedrooms
2,605
Square Feet
22.8
Acres

Location

Add your commute

Building Information for 882 Smokeshire Road

Stories1Year Built1820Building Size-Lot Size26.79 AC / 1,166,972 SF

Payment Calculator

$3,156 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,452

Property Taxes

$703

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 882 Smokeshire Road

Summary
Location and General Information
  • Area Description: Near Snowmobile Trails, Rural
  • City: Chester
  • County: VT-Windsor
  • Directions: From Ludlow, take Route 103 South. Smokeshire Road is the first road on the right as you enter Chester. 882 is the fourth drive on the right. From Chester, take 103 north. After passing the Route 10 intersection, Smokeshire Road is on your left just before you go up Proc. Gulf. Fourth driveway.
  • Latitude: 43.346484158446
  • Longitude: -72.639443714122
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Zip: 05143
Taxes and HOA Information
  • SPAN Number: 144 045 10999
  • Tax - Gross Amount: $8,440.48
  • Tax Year Notes: 15-16
  • Taxes TBD: No
School Information
  • School - High: Green Mountain UHSD #35
  • School - District: Two Rivers Supervisory Union
  • School - Elementary: Chester-Andover Elementary
  • School - Middle/Jr: Green Mountain UHSD #35
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 1166972.0
  • Lot Size Acres: 26.79
  • Road Frontage Length: 2200.0
  • Square Feet Apx Finished Above Grade: 2779.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Tot BG Source: Public Records
  • Square Feet Apx Tot Below Grade: 1115.0
  • Square Feet Apx Total Finished: 2779.0
  • Square Feet Apx Unfinished Below Grade: 1115.0
  • Water Frontage Length: 1800.0
  • Water Body Access: Yes
  • Water Body Access- EX: Owned
  • Water Body Name- EX: No Branch Williams
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: Unknown
  • Foundation: Concrete, Stone
  • Resort: No
  • ROW - Parcel Access: No
  • ROW to other Parcel: No
  • Surveyed: Yes
  • Year Built: 1820
Utilities
  • Electric Company: GMP
  • Electric: 100 Amp, Circuit Breaker(s)
  • Sewer: 1000 Gallon, Septic
Interior and Exterior Features
Exterior Features
  • Color: Grey
  • Features - Accessibility: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Access Laundry No Steps, Bathroom w/Step-in Shower
  • Features - Exterior: Porch - Covered, Window Screens, Windows - Storm
  • Roads: Gravel, Public
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Exhaust Hood, Microwave, Range - Electric, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Full, Stairs - Interior, Storage Space, Unfinished
  • Baths - Total: 4
  • Baths - Full: 1
  • Half Baths: 1
  • Three Quarter Bath: 2
  • Rooms - Total: 12
  • Bedrooms - Total: 3
  • Equipment: Dehumidifier, Security System
  • Features - Interior: Ceiling Fan, Draperies, Fireplace - Screens/Equip, Fireplace - Wood, Fireplaces - 1, Master BR w/ BA, Walk-in Closet, Walk-in Pantry, Window Treatment, Laundry - 1st Floor
  • Flooring: Hardwood, Softwood, Tile
  • Heat Fuel: Electric, Gas - LP/Bottle, Wood
  • Heating: Baseboard, Electric, Hot Air, Hot Water, Stove, Stove - Wood
  • Total Stories: 1.5
Room Information
Room 1
  • Room Dimensions: 9'4x8
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 14x12
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 11'8x21'3
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 24'7x16'6
  • Room Level: 1
  • Room Type: Family Room
Room 5
  • Room Dimensions: 16'6x19'2
  • Room Level: 2
  • Room Type: Office/Study
Room 7
  • Room Dimensions: 12x14'2
  • Room Level: 1
  • Room Type: Master Bedroom
Room 8
  • Room Dimensions: 10'10x14
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 10'10x14
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 7'6x6'8
  • Room Level: 1
  • Room Type: Other
Room 14
  • Room Dimensions: 9'11x7'3
  • Room Level: 1
  • Room Type: Other
Room 15
  • Room Dimensions: 5'6x12
  • Room Level: 1
  • Room Type: Other

Property History for 882 Smokeshire Road

DateEvent & SourcePriceAppreciation
May 2, 2016

Sold (Public Record)

Public Record #572670121

$482,500

+9.5% / yr

Apr 29, 2016

Sold

New England Real Estate Network #4429795

$482,500
Apr 29, 2016

Pending

New England Real Estate Network #4429795

DateEvent & SourcePrice
05/02/2016

Sold (Public Record)

Public Record #572670121

$482,500

+9.5% / yr

04/29/2016

Sold

New England Real Estate Network #4429795

$482,500
04/29/2016

Pending

New England Real Estate Network #4429795

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 882 Smokeshire Road

Taxable ValueLand$115,300Additions$349,700Total$465,000
Tax Record2024$12,899 ($1,075 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,779 SqFtAbove Grade Finished SqFt2,779 SqFtLot Size1,166,973 SqFtStyleSingle Family ResidenceYear Built1810CountyWINDSORAPN(045) 020102Fireplace TypeHas Fireplace

Schools near 882 Smokeshire Road

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 05143

$650,000 | 3630 Highway 103, Chester, VT 05143
1/30

$650,000

3
Bedrooms
4,324
Square Feet
2
Acres
$449,000 | 127 Trombley Road, Andover, VT 05143
1/20
Under Contract

$449,000

5
Bedrooms
2,856
Square Feet
119
Acres
$169,000 | 3019 Popple Dungeon Road, Chester, VT 05143
1/20

$169,000

1
Bedrooms
200
Square Feet
1
Acres
$399,000 | 40 Fenton Road, Chester, VT 05143
1/37

$399,000

4
Bedrooms
2,148
Square Feet
1.5
Acres
$299,000 | 1397 Popple Dungeon Road, Chester, VT 05143
1/31
Active Under Contract

$299,000

3
Bedrooms
1,788
Square Feet
3.3
Acres
$879,999 | 201 Spruce Drive, Andover, VT 05143
1/60

$879,999

3
Bedrooms
3,310
Square Feet
5.5
Acres
$549,000 | 35 Old Rte 103, Rockingham, VT 05143
1/60
Active Under Contract

$549,000

2
Bedrooms
2,016
Square Feet
2
Acres
$419,900 | 176 Meadow Road, Chester, VT 05143
1/43

$419,900

5
Bedrooms
1,982
Square Feet
0.27
Acres
$549,000 | 3341 Trebo Road, Chester, VT 05143
1/47
Active Under Contract

$549,000

4
Bedrooms
2,464
Square Feet
2.13
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 882 Smokeshire Road, Chester, VT 05143
$482,500
3
2,779
1,166,972
$220,000
3
1,360
635,976
$203,500
3
1,120
178,596
$1,375,000
4
5,700
3,461,277
4
1,926
653,400
3
3
2,672
435,600

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Bean Group / Vermont

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 08/12/2026 12:49 PM