Last Sold Price
419,047 Lot Size9.62 Acres
0 Upper Hollow Rd, Dorset, VT 05251

Description

"A RIVER RUNS THROUGH IT" And...indeed it does! Deep in the iconic and most sought after Dorset Hollow, surrounded by preserved lands lies a most significant and beautiful 9.62 acre parcel of land. Pastoral and intimate views of the Dorset Hollow mountain range are enhanced by the serpentine flow of the pristine Metowee River, whose head waters begin nearby. With historic tree lined and open meadows, this sun laden property offers two separate building sites which would accommodate a generous residence..."A RIVER RUNS THROUGH IT" And...indeed it does! Deep in the iconic and most sought after Dorset Hollow, surrounded by preserved lands lies a most significant and beautiful 9.62 acre parcel of land. Pastoral and intimate views of the Dorset Hollow mountain range are enhanced by the serpentine flow of the pristine Metowee River, whose head waters begin nearby. With historic tree lined and open meadows, this sun laden property offers two separate building sites which would accommodate a generous residence and adjacent barn/studio. Notable trout spotting at certain times, come take a look-see, surely you will be hooked! This is a rare opportunity to build your stream-side dream home, create agricultural ideals or equine capable surrounds in the serenely beautiful Dorset Hollow! This indeed is a rare opportunity!
LISTING CLOSED: 10/05/2023 12:00 AM

  1. Listed by Sunny Breen • Josiah Allen Real Estate, Inc.

Sold By McChesney RE, Inc.

Property Details for 0 Upper Hollow Road

Status
MLS #
4910016
Days on Market
379
Taxes
$7,016 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Land
Year Built
-
Lot Size
9.62 AC
Zoning
RR

Recent comparable sales

Median sold price

$380,000

Avg days on market

50

Sale-to-list ratio

92.7%

Dorset, VT

9 comparable properties found

$380,000 | 0 Tower Road, Dorset, VT 05251
1/16
1

$380,000

Sold 10/15/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
16
Acres
$410,000 | 737 Squirrel Hollow Road, Dorset, VT 05253
1/8
2

$410,000

Sold 11/23/24

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5.21
Acres
$290,000 | 3131 Dorset West Road, Dorset, VT 05251
1/8
3

$290,000

Sold 12/09/24

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
4.19
Acres
$204,000 | 2506 Danby Mountain Road, Dorset, VT 05251
1/28
4

$204,000

Sold 04/07/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5.2
Acres
$282,500 | 0 Foote Road, Dorset, VT 05251
1/17
5

$282,500

Sold 11/03/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10.15
Acres
6

$710,000

Sold 10/21/24

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.51
Acres
$160,000 | 0 Kelleher Road, Dorset, VT 05251
1/2
7

$160,000

Sold 05/30/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
4.49
Acres
8

$665,000

Sold 12/18/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.24
Acres
9

$525,000

Sold 08/29/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.65
Acres

Location

Add your commute

Building Information for 0 Upper Hollow Road

Lot Size9.62 AC

Payment Calculator

$3,634 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,050

Property Taxes

$585

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 0 Upper Hollow Road

Summary
Location and General Information
  • Area Description: Rural
  • City: Dorset
  • County: VT-Bennington
  • Directions: Dorset Hollow Rd to Upper Hollow Rd. Drive to the end of Upper Hollow Rd. Property is on your right prior to Tower Rd/Lower Hollow Rd intersection. Look for sign.
  • Latitude: 43.273982461604518
  • Longitude: -73.052023994445804
  • Road Frontage: Yes
  • State: VT
  • Street Designation: Road
  • Zip Code: 05251
Taxes and HOA Information
  • SPAN Number: 180-057-10722
  • Tax - Gross Amount: $7,015.74
  • Tax Year: 2022
  • Taxes TBD: No
School Information
  • School - High: Burr and Burton Academy
  • School - Elementary: The Dorset School
  • School - Middle/Jr: The Dorset School
Property
Lot Information
  • Lot - Sqft: 419047.0
  • Lot Size Acres: 9.62
  • Road Frontage Length: 800.0
Property and Assessments
  • Current Use: Unknown
  • Property Class: Land
  • Easements: Yes
  • Flood Zone: Unknown
  • Resort: No
  • Surveyed: Yes
Utilities
  • Electric: None
  • Sewer: On-Site Septic Needed
  • Utilities: None
Interior and Exterior Features
Exterior Features
  • Roads: Dirt, Public

Property History for 0 Upper Hollow Road

DateEvent & SourcePriceAppreciation
Oct 5, 2023

Sold

New England Real Estate Network #4910016

$600,000
Oct 5, 2023

Pending

New England Real Estate Network #4910016

May 30, 2023

Active Under Contract

New England Real Estate Network #4910016

DateEvent & SourcePrice
10/05/2023

Sold

New England Real Estate Network #4910016

$600,000
10/05/2023

Pending

New England Real Estate Network #4910016

05/30/2023

Active Under Contract

New England Real Estate Network #4910016

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

Schools near 0 Upper Hollow Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Private - 6 to 12
Rating
School
Distance
Dorset Elementary School
PublicPK to 8

Long Trail School
Private6 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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Virtual Tour

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Square Feet
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$1,250,000 | 50 Grouse Lane, Dorset, VT 05251
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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 0 Upper Hollow Road, Dorset, VT 05251
$600,000
419,047
$1,150,000
4
6,238
740,520
411,206
$1,000,000
4
3,938
1,089,000
$400,000
437,778
3
2.5
1,378
2,178,000

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 Josiah Allen Real Estate, Inc.

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 08/27/2026 12:09 AM