Sold
Last Sold Price
4 beds4,799 sqft
427 Upper Hollow Rd, Dorset, VT 05251
Single FamilyProperty Type
6.62 acresLot Size
1995Year Built
$125/sq ftPrice per sq ft
2 carsParking Spaces

Description

Dorset Upper Hollow on the sunniest 6.6 landscaped acre parcel. Totally renovated & designed embracing tasteful tradition! Simply beautiful within and out! Honed Marble cooks kitchen/grtrm open to screen porch,butlers pantry to 29'2X20'dining-living/grtrm featuring mantle FP & window bay,den,fabulous 3 rm pri suite w/priv deck.3 major rms lower level.Dorset Upper Hollow on the sunniest 6.6 landscaped acre parcel. Totally renovated & designed embracing tasteful tradition! Simply beautiful within and out! Honed Marble cooks kitchen/grtrm open to screen porch,butlers pantry to 29'2X20'dining-living/grtrm featuring mantle FP & window bay,den,fabulous 3 rm pri suite w/priv deck.3 major rms lower level.

    Sold By Josiah Allen Real Estate, Inc.

    • Listed by: Laura Beckwith • Josiah Allen Real Estate, Inc.
    Listing closed: 08/26/2010 12:00 AM • Source: New England Real Estate Network, MLS#: 2768783

    Recent comparable sales

    Median sold price

    $1,275,000

    Avg days on market

    32

    Sale-to-list ratio

    92.7%

    Dorset, VT

    9 comparable properties found

    $650,000 | 364 Barrows Heights, Dorset, VT 05251
    1/35
    1

    $650,000

    Sold 10/07/24

    4
    Bedrooms
    4,228
    Square Feet
    3.2
    Acres
    $2,150,000 | 341 Danby Mountain Road, Dorset, VT 05251
    1/61
    2

    $2,150,000

    Sold 09/04/25

    4
    Bedrooms
    4,975
    Square Feet
    23.90
    Acres
    $1,275,000 | 3360 Dorset West Road, Dorset, VT 05251
    1/51
    3

    $1,275,000

    Sold 09/05/25

    4
    Bedrooms
    3,610
    Square Feet
    1.86
    Acres
    $525,000 | 62 Dorset Village Lane, Dorset, VT 05251
    1/24
    4

    $525,000

    Sold 08/29/25

    4
    Bedrooms
    2,139
    Square Feet
    0.65
    Acres
    $939,000 | 3478 Highway 30, Dorset, VT 05251
    1/40
    5

    $939,000

    Sold 10/11/24

    5
    Bedrooms
    4,452
    Square Feet
    0.45
    Acres
    $1,369,000 | 393 Red Tail Lane, Dorset, VT 05251
    1/60
    6

    $1,369,000

    Sold 09/04/25

    3
    Bedrooms
    3,967
    Square Feet
    11.52
    Acres
    $1,075,000 | 5173 Highway 30, Dorset, VT 05251
    1/45
    7

    $1,075,000

    Sold 07/17/26

    4
    Bedrooms
    3,584
    Square Feet
    0.85
    Acres
    $1,500,000 | 59 Church Street, Dorset, VT 05251
    1/41
    8

    $1,500,000

    Sold 10/01/25

    5
    Bedrooms
    3,436
    Square Feet
    0.45
    Acres
    $1,672,500 | 75 Church Street, Dorset, VT 05251
    1/59
    9

    $1,672,500

    Sold 08/25/25

    5
    Bedrooms
    6,165
    Square Feet
    0.46
    Acres

    Location

    Add your commute

    Payment Calculator

    $4,126 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $3,101

    Property Taxes

    $1,026

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 427 Upper Hollow Road

    Property Details
    • Taxes: $12,308 / year
    • MLS Type: Residential / Single Family
    • Water Body Type: Stream
    • Waterfront Property: Yes
    • Zoning: RES
    Building Information
    • Stories: 2
    • Year Built: 1995
    • Lot Size: 6.62 AC / 288,367 SF
    Summary
    Location and General Information
    • City: Dorset
    • County: VT-Bennington
    • Directions: Route 30 to Dorset Hollow Road. Left onto Upper Hollow Road to #427 on left.
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Map: 20
    • Zip: 05251
    Taxes and HOA Information
    • Tax - Gross Amount: $12,308.22
    • Tax Year: 2008
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Crushed Stone, Gravel
    Property
    Lot Information
    • Lot: 6.01
    • Lot - Sqft: 288367.0
    • Lot Size Acres: 6.62
    • Road Frontage Length: 391.0
    • Square Feet Apx Finished Above Grade: 3299.0
    • Square Feet Apx Finished Below Grade: 1500.0
    • Square Feet Apx Total Finished: 4799.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • Surveyed: No
    • Year Built: 1995
    Utilities
    • Electric: Other
    • Sewer: Septic
    • Utilities: Cable, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Taupe
    • Features - Exterior: Outbuilding, Patio, Porch
    • Roads: Dirt
    • Roof: Shingle - Other
    Interior Features
    • Appliances: Cooktop - Electric, Dishwasher, Dryer, Oven - Wall, Refrigerator, Washer
    • Basement Description: Finished
    • Baths - Total: 6
    • Baths - Full: 4
    • Half Baths: 2
    • Three Quarter Bath: 0
    • Rooms - Total: 14
    • Bedrooms - Total: 4
    • Features - Interior: Cathedral Ceiling, Fireplace - Wood, Master BR w/ BA, Walk-in Pantry, Laundry - 1st Floor
    • Heat Fuel: Other
    • Heating: Hot Air
    • Cooling: Central AC
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 27'5x15'4
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 17'6x11'6
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 18'8x15'4
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 26'8x13
    • Room Level: Basement
    • Room Type: Family Room
    Room 5
    • Room Type: Office/Study
    Room 7
    • Room Dimensions: 15'9x19'6
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 15'4x15'3
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 13'3x11'3
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 11'4x11'6
    • Room Level: 2
    • Room Type: Bedroom
    Room 12
    • Room Dimensions: 12'4x12'1
    • Room Level: 1
    • Room Type: Den
    Room 13
    • Room Dimensions: 26'8x13
    • Room Level: Basement
    • Room Type: Other
    Room 14
    • Room Dimensions: 29'5x13'6
    • Room Level: Basement
    • Room Type: Other
    Room 16
    • Room Level: 1
    • Room Type: Bath - Full
    Room 17
    • Room Level: 1
    • Room Type: Bath - Full
    Room 18
    • Room Level: 2
    • Room Type: Bath - Full
    Room 19
    • Room Level: 2
    • Room Type: Bath - Full
    Room 20
    • Room Type: Bath - 1/2
    Room 21
    • Room Level: Basement
    • Room Type: Bath - 1/2

    Property History for 427 Upper Hollow Road

    DateEvent & SourcePriceAppreciation
    Aug 26, 2010

    Sold

    New England Real Estate Network #2768783

    $600,000
    Jul 16, 2010

    Pending

    New England Real Estate Network #2768783

    Apr 1, 2009

    Price Change

    New England Real Estate Network #2768783

    $1,395,000
    DateEvent & SourcePrice
    08/26/2010

    Sold

    New England Real Estate Network #2768783

    $600,000
    07/16/2010

    Pending

    New England Real Estate Network #2768783

    04/01/2009

    Price Change

    New England Real Estate Network #2768783

    $1,395,000

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

    Public Records for 427 Upper Hollow Road

    Taxable ValueLand$583,700Additions$919,500Total$1,503,200
    Tax Record2025$16,525 ($1,377 / month)
    Home Facts
    Beds0Lot Size288,367 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)088040

    Schools near 427 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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 427 Upper Hollow Road, Dorset, VT 05251
    $600,000
    4
    4,799
    288,367
    69,696
    $750,000
    4
    2,864
    436,471
    $750,000
    5
    4,306
    444,311
    $292,000
    436,036
    $945,000
    3
    2,867
    98,010

    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 09/20/2026 09:31 PM