3 beds2.5 baths3,281 sqft/sqft
1026 Middletown Rd, Chester, VT 05143

Property Details for 1026 Middletown Road

Status
Off Market
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
-
MLS Type
Sale / Residential / Building / 1 / 1
Year Built
1994
Lot Size
78.77 AC / 3,431,221 SF

Recent comparable sales

Median sold price

$750,000

Avg days on market

15

Sale-to-list ratio

97.6%

Chester, VT

9 comparable properties found

$330,000 | 4900 Par Drive, Chester, VA 23831
1/2
1

$330,000

Sold 07/15/25

3
Bedrooms
2,958
Square Feet
0.38
Acres
$914,900 | 243 King Fisher Drive, Chester, MD 21619
1/11
2

$914,900

Sold 10/29/24

3
Bedrooms
2,963
Square Feet
0.16
Acres
3

$839,000

Sold 12/13/25

3
Bedrooms
3,014
Square Feet
0.98
Acres
4

$568,945

Sold 12/17/24

3
Bedrooms
2.5
Bathrooms
3,263
Square Feet
Unavailable
Acres
5

$810,000

Sold 11/15/24

3
Bedrooms
2.5
Bathrooms
3,595
Square Feet
Unavailable
Acres
6

$1,825,000

Sold 01/21/25

3
Bedrooms
2.5
Bathrooms
3,440
Square Feet
0.68
Acres
$690,000 | 60 Lady Slipper Lane, Chester, NH 03036
1/60
7

$690,000

Sold 08/19/25

3
Bedrooms
3,552
Square Feet
1.39
Acres
$605,000 | 656 Main Street, Chester, VT 05143
1/56
8

$605,000

Sold 10/02/25

3
Bedrooms
3,040
Square Feet
0.37
Acres
a front view of a house with a yard
1/72
9

$915,000

Sold 08/15/25

3
Bedrooms
3,225
Square Feet
0.18
Acres

Location

Add your commute

Building Information for 1026 Middletown Road

Stories-Residences-Year Built1994Lot Size78.77 AC / 3,431,221 SF

Property History for 1026 Middletown Road

DateEvent & SourcePriceAppreciation
Nov 26, 2017

Expired

New England Real Estate Network #4466327

Jan 8, 2016

Listed (Active)

New England Real Estate Network #4466327

$1,275,000
DateEvent & SourcePrice
11/26/2017

Expired

New England Real Estate Network #4466327

01/08/2016

Listed (Active)

New England Real Estate Network #4466327

$1,275,000

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

Public Records for 1026 Middletown Road

Taxable ValueLand$326,600Additions$1,044,300Total$1,370,900
Tax Record2025$14,233 ($1,186 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt5,684 SqFtAbove Grade Finished SqFt3,281 SqFtFinished Basement SqFt2,403 SqFtUnfinished Basement SqFt216 SqFtLot Size3,431,221 SqFtStyleSingle Family ResidenceYear Built1994Year Renovated1994CountyWINDSORAPN(004) 0082-00037.110

Schools near 1026 Middletown 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1026 Middletown Road, Chester, VT 05143
3
2.5
3,281
3,431,221
$455,000
3
3,414
304,920
$525,000
3
2,509
114,998
$236,954
2
2
1,568
314,939
$68,500
2
2.5
2,017
111,949
$68,000
3
1,329
174,240

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.

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 08/20/2026 10:45 PM