Sold
Last Sold Price
3 beds2,867 sqft
312 Upper Hollow Rd, Dorset, VT 05251
Single FamilyProperty Type
2.25 acresLot Size
1930Year Built
$330/sq ftPrice per sq ft
2 carsParking Spaces

Description

This charming property is located on dorset`s reknowned upper hollow road. The setting offers broad mountain and meadow views. The gracious foyer welcomes you with its fireplace , leading to the charming, sunny living room, featuring another fireplace and glass doors to the wrap-around terrace. A dining room/sitting area, kitchen, den, threebedrooms and baths and a guest house apartment complete this truly special offering.This charming property is located on dorset`s reknowned upper hollow road. The setting offers broad mountain and meadow views. The gracious foyer welcomes you with its fireplace , leading to the charming, sunny living room, featuring another fireplace and glass doors to the wrap-around terrace. A dining room/sitting area, kitchen, den, threebedrooms and baths and a guest house apartment complete this truly special offering.

    Sold By Main St Realty

    • Listed by: Elena Atwill • Four Seasons Sotheby's Int'l Realty
    Listing closed: 10/30/2008 12:00 AM • Source: New England Real Estate Network, MLS#: 3044200

    Recent comparable sales

    Median sold price

    $750,000

    Avg days on market

    31

    Sale-to-list ratio

    94.9%

    Dorset, VT

    9 comparable properties found

    $670,000 | 1489 Highway 30, Dorset, VT 05251
    1/36
    1

    $670,000

    Sold 12/02/24

    3
    Bedrooms
    2,924
    Square Feet
    3.2
    Acres
    $1,100,000 | 227 Birchstone Lane, Dorset, VT 05253
    1/54
    2

    $1,100,000

    Sold 08/13/26

    3
    Bedrooms
    2,797
    Square Feet
    8.70
    Acres
    $1,450,000 | 17 Farwell Lane, Dorset, VT 05251
    1/61
    3

    $1,450,000

    Sold 10/17/25

    3
    Bedrooms
    3,294
    Square Feet
    2.9
    Acres
    $709,000 | 253 Owl's Head Hill Lane South, Dorset, VT 05251
    1/30
    4

    $709,000

    Sold 03/18/26

    3
    Bedrooms
    2,262
    Square Feet
    1.8
    Acres
    $675,000 | 201 Owls Head Hill Lane, Dorset, VT 05251
    1/23
    5

    $675,000

    Sold 05/01/26

    3
    Bedrooms
    2,400
    Square Feet
    2.2
    Acres
    $750,000 | 379 Owls Head Hill Lane, Dorset, VT 05251
    1/31
    6

    $750,000

    Sold 08/19/25

    3
    Bedrooms
    2,187
    Square Feet
    3.95
    Acres
    $585,000 | 2523 Highway 30, Dorset, VT 05251
    1/38
    7

    $585,000

    Sold 10/17/24

    3
    Bedrooms
    2,690
    Square Feet
    3
    Acres
    $949,900 | 168 Meadow Lane, Dorset, VT 05251
    1/19
    8

    $949,900

    Sold 06/02/25

    3
    Bedrooms
    1,736
    Square Feet
    1.1
    Acres
    $850,000 | 109 Nichols Hill Lane, Dorset, VT 05251
    1/37
    9

    $850,000

    Sold 12/04/25

    3
    Bedrooms
    1,946
    Square Feet
    3
    Acres

    Location

    Add your commute

    Payment Calculator

    $5,799 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $4,883

    Property Taxes

    $915

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Rocket Mortgage1

    Property Information for 312 Upper Hollow Road

    Property Details
    • Taxes: $10,983 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: None (Dorset)
    Building Information
    • Stories: 2
    • Year Built: 1930
    • Lot Size: 2.25 AC / 98,010 SF
    Summary
    Location and General Information
    • City: Dorset
    • County: VT-Bennington
    • Directions: UPPER HOLLOW ROAD - 3/10 MILE ON THE RIGHT HAND SIDE OF ROAD
    • Road Frontage: Yes
    • State: VT
    • Zip: 05251
    Taxes and HOA Information
    • Tax - Gross Amount: $10,983.00
    • Tax Year: 2006
    School Information
    • School - Elementary: Dorset Elementary School
    • School - Middle/Jr: Dorset Elementary School
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Circular, Paved
    Property
    Lot Information
    • Common Land Acres: 0.0
    • Lot Size Acres: 2.25
    • Road Frontage Length: 193.0
    • Square Feet Apx Finished Above Grade: 2867.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total Finished: 2867.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Foundation: Concrete
    • Owned Land: Yes
    • Resort: No
    • ROW - Length: 0
    • ROW - Parcel Access: No
    • ROW to other Parcel: No
    • Year Built: 1930
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Cable
    Interior and Exterior Features
    Exterior Features
    • Color: RED
    • Features - Exterior: Fence - Partial, Guest House, Patio, Shed, Window Screens
    • Roof: Shingle - Other, Slate
    Interior Features
    • Appliances: Dishwasher, Disposal, Dryer, Oven - Wall, Range - Electric, Refrigerator, Washer
    • Basement Description: Bulkhead, Other, Partial
    • Baths - Total: 3
    • Baths - Full: 3
    • Half Baths: 0
    • Rooms - Total: 8
    • Bedrooms - Total: 3
    • Equipment: Window AC, Satellite, Security System
    • Features - Interior: Fireplace - Gas, Fireplace - Wood, Fireplaces - 2, Kitchen/Dining, Master BR w/ BA, Walk-in Closet, Walk-in Pantry, Laundry - 1st Floor
    • Flooring: Carpet, Ceramic Tile, Softwood, Vinyl
    • Heating: Baseboard, Hot Water
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 9X15
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 10X16
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 24X17
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Type: Workshop
    Room 5
    • Room Dimensions: 16X11
    • Room Level: 1
    • Room Type: Office/Study
    Room 6
    • Room Level: Basement
    • Room Type: Utility Room
    Room 7
    • Room Dimensions: 16X16
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 14X12
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 14X15
    • Room Level: 2
    • Room Type: Bedroom
    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
    Rental
    Rent Information
    • Rented: No

    Property History for 312 Upper Hollow Road

    DateEvent & SourcePriceAppreciation
    Nov 3, 2008

    Sold (Public Record)

    Public Record #332618596

    $950,000
    Oct 30, 2008

    Sold

    New England Real Estate Network #3044200

    $945,000
    Oct 3, 2008

    Pending

    New England Real Estate Network #3044200

    DateEvent & SourcePrice
    11/03/2008

    Sold (Public Record)

    Public Record #332618596

    $950,000
    10/30/2008

    Sold

    New England Real Estate Network #3044200

    $945,000
    10/03/2008

    Pending

    New England Real Estate Network #3044200

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

    Public Records for 312 Upper Hollow Road

    Taxable ValueLand$576,900Additions$1,564,600Total$2,141,500
    Tax Record2025$23,542 ($1,962 / month)
    Home Facts
    Beds0Lot Size98,010 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)000528

    Schools near 312 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: 312 Upper Hollow Road, Dorset, VT 05251
    $945,000
    3
    2,867
    98,010
    69,696
    $975,000
    5
    3,808
    205,603
    $600,000
    4
    4,799
    288,367
    $1,150,000
    5
    5,200
    439,956
    $750,000
    4
    2,864
    436,471

    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.

    Listing Courtesy of Four Seasons Sotheby's Int'l Realty

    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 06:41 PM