Sold
Last Sold Price
5 beds3,632 sqft
886 Upper Hollow Rd, Dorset, VT 05251
Single FamilyProperty Type
10.96 acresLot Size
1976Year Built
$263/sq ftPrice per sq ft
2 carsParking Spaces

Description

Hidden Jewel- Graciously sited on 11 acres with spectacular views. Pool, hot tub, outdoor shower and large deck with it's own fireplace make this a great place for outdoor entertaining. Expansive open kitchen with many amenities adjoins a dining area with it's own gas fired hearth. Large vaulted living room with floor to ceiling stone fireplace and wet bar make it a great year round space.5 bedrooms including a master suite with over sized walk-in closet and bath with whirlpool tub. 2 more bedrooms...Hidden Jewel- Graciously sited on 11 acres with spectacular views. Pool, hot tub, outdoor shower and large deck with it's own fireplace make this a great place for outdoor entertaining. Expansive open kitchen with many amenities adjoins a dining area with it's own gas fired hearth. Large vaulted living room with floor to ceiling stone fireplace and wet bar make it a great year round space.5 bedrooms including a master suite with over sized walk-in closet and bath with whirlpool tub. 2 more bedrooms on the main floor that share a bath. Additional 2 bedrooms with another bath upstairs. Great office area and den. Lots of other nooks and crannies. Great storage including a cedar closet. 2 car garage with a 3rd bay for toys, equipment or another car. Beautifully landscaped with many perennials. The land has the possibility of a 3 acre piece that could be a separate parcel to be sold or built on in the future. Special Dorset Hollow panache. Come have a look and be WOWED!

    Sold By Josiah Allen Real Estate, Inc.

    • Listed by: Jill Simon • Josiah Allen Real Estate, Inc.
    Listing closed: 01/31/2014 12:00 AM • Source: New England Real Estate Network, MLS#: 4255839

    See It First on Compass

    Find homes before they're listed on other real estate sites.

    Start your search

    Location

    Add your commute

    Payment Calculator

    $5,972 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $4,935

    Property Taxes

    $1,037

    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 886 Upper Hollow Road

    Property Details
    • Taxes: $12,439 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway, Parking Spaces 3
    • Zoning: residential
    Building Information
    • Stories: 2
    • Year Built: 1976
    • Lot Size: 10.96 AC / 477,417 SF
    Summary
    Location and General Information
    • City: Dorset
    • County: VT-Bennington
    • Directions: Upper Hollow Road to 886 on your right
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05152
    Taxes and HOA Information
    • SPAN Number: 180-057010014
    • Tax - Gross Amount: $12,438.56
    • Tax Year: 2012
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot - Sqft: 477418.0
    • Lot Size Acres: 10.96
    • Road Frontage Length: 840.0
    • Square Feet Apx Finished Above Grade: 3632.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 3632.0
    • Square Feet Apx Tot Below Grade: 0.0
    • Square Feet Apx Total Finished: 3632.0
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • Surveyed: Yes
    • Year Built: 1976
    Utilities
    • Electric: 200 Amp, Circuit Breaker(s)
    • Sewer: Septic
    Interior and Exterior Features
    Exterior Features
    • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Bathroom w/Tub
    • Features - Exterior: Balcony, Deck, Hot Tub, Pool - In Ground, Porch, Windows - Storm
    • Roads: Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Partial
    • Baths - Total: 4
    • Baths - Full: 3
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 10
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Bath - 1/2, Level 1: Den, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bedroom, Level 1: Other
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full, Level 2: Office/Study
    • Bedrooms - Total: 5
    • Features - Interior: Cathedral Ceiling, Ceiling Fan, Dining Area, Fireplace - Gas, Fireplace - Wood, Fireplaces - 3+, Hearth, Hot Tub, Kitchen Island, Primary BR w/ BA, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, Whirlpool Tub, Laundry - 1st Floor
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Heat Fuel: Gas - LP/Bottle, Oil
    • Heating: Hot Air
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 20.6 x 11.7
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 13.48 x 17
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 28 x 17.24
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Type: Foyer
    Room 5
    • Room Dimensions: 13 x 13
    • Room Level: 2
    • Room Type: Office/Study
    Room 7
    • Room Dimensions: 16. 16.6
    • Room Level: 1
    • Room Type: Primary Bedroom
    Room 8
    • Room Dimensions: 13.16 x 15.34
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 12.79 x 9.33
    • Room Level: 1
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 13 x 14..8
    • Room Level: 2
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 9.75 x 9. 18
    • Room Level: 2
    • Room Type: Bedroom
    Room 12
    • Room Dimensions: 12 x 14.8
    • Room Level: 1
    • Room Type: Den
    Room 13
    • Room Dimensions: 22.6 x 11.32
    • Room Level: 1
    • Room Type: Other
    Room 14
    • Room Dimensions: 12 x 8.6
    • Room Level: 1
    • Room Type: Other
    Room 15
    • Room Dimensions: 9.24 x 6.37
    • Room Level: 1
    • 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: 1
    • Room Type: Bath - 1/2

    Property History for 886 Upper Hollow Road

    DateEvent & SourcePriceAppreciation
    Feb 3, 2014

    Sold (Public Record)

    Public Record #409532765

    $955,000
    Jan 31, 2014

    Sold

    New England Real Estate Network #4255839

    $955,000
    Dec 3, 2013

    Pending

    New England Real Estate Network #4255839

    DateEvent & SourcePrice
    02/03/2014

    Sold (Public Record)

    Public Record #409532765

    $955,000
    01/31/2014

    Sold

    New England Real Estate Network #4255839

    $955,000
    12/03/2013

    Pending

    New England Real Estate Network #4255839

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

    Public Records for 886 Upper Hollow Road

    Taxable ValueLand$573,800Additions$847,800Total$1,421,600
    Tax Record2025$15,628 ($1,302 / month)
    Home Facts
    Beds0Lot Size477,418 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)001213

    Schools near 886 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.

    Similar Homes

    New listings in 05251

    $750,000 | 3622 Dorset West Road, Dorset, VT 05251
    1/28

    $750,000

    3
    Bedrooms
    2,610
    Square Feet
    6.6
    Acres
    $1,200,000 | 215-221 Highway 30, Dorset, VT 05251
    1/56

    $1,200,000

    6
    Bedrooms
    3,340
    Square Feet
    60
    Acres
    $5,600,000 | 1060 Upper Hollow Road, Dorset, VT 05251
    1/52

    $5,600,000

    5
    Bedrooms
    4,674
    Square Feet
    66.60
    Acres
    $939,000 | 3191 Highway 30, Dorset, VT 05251
    1/44

    $939,000

    5
    Bedrooms
    3,031
    Square Feet
    0.34
    Acres
    $1,600,000 | 397 Fern Hill, Dorset, VT 05251
    1/60

    $1,600,000

    5
    Bedrooms
    4,243
    Square Feet
    11.4
    Acres
    $2,850,000 | 2334 Morse Hill Road, Dorset, VT 05251
    1/47
    Virtual Tour

    $2,850,000

    2
    Bedrooms
    5,731
    Square Feet
    12.15
    Acres
    $1,250,000 | 50 Grouse Lane, Dorset, VT 05251
    1/43

    $1,250,000

    4
    Bedrooms
    5,170
    Square Feet
    10
    Acres
    $549,000 | 14 A Marisa Lane, Dorset, VT 05251
    1/37
    Active Under Contract

    $549,000

    3
    Bedrooms
    1,786
    Square Feet
    1.31
    Acres
    $609,900 | 23 Stonewall Lane, Dorset, VT 05251
    1/36

    $609,900

    3
    Bedrooms
    2,250
    Square Feet
    1.79
    Acres

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 886 Upper Hollow Road, Dorset, VT 05251
    $955,000
    5
    3,632
    477,417
    $1,500,000
    740,520
    $1,100,000
    4
    5,293
    368,953
    $1,000,000
    4
    3,938
    1,089,000
    $1,150,000
    4
    6,238
    740,520
    $210,000
    1,742,400

    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 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 09/22/2026 11:45 AM