21 Hollow View Road

Closed 12/1/21
Closed 12/1/21
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Sold
Last Sold Price
$1,550,000
4 beds5,400 sqft$287/sqft
21 Hollow View Rd, Winhall, VT 05340
Single FamilyProperty Type
5.79 acresLot Size
2006Year Built
$287/sq ftPrice per sq ft
$650 one timeHOA Fees
2 carsParking Spaces

Description

Forever vista views of the Winhall Valley from this custom 5 bedroom mountain home off Upper Taylor Hill Road in Winhall. You will appreciate the multi level living space including a main floor guest suite, entertainer's kitchen with island and even two dishwashers for your large gatherings. Right off the kitchen island is a welcoming dining/living area, and access to an inviting screened in porch. Wide pine flooring compliments the main first floor. Master bedroom boasting wide views and second...Forever vista views of the Winhall Valley from this custom 5 bedroom mountain home off Upper Taylor Hill Road in Winhall. You will appreciate the multi level living space including a main floor guest suite, entertainer's kitchen with island and even two dishwashers for your large gatherings. Right off the kitchen island is a welcoming dining/living area, and access to an inviting screened in porch. Wide pine flooring compliments the main first floor. Master bedroom boasting wide views and second guest suite reside on the upper level. The lower level offers a fourth bedroom, den/library room , a shared bath and fun recreation room with polished bar and second fireplace. Walk out to the lower level covered patio from this level. Attached two car garage allows you to enter into a generous size mudroom. Full house generator. Most recent improvements include new furnace, new hot water heater, new carpet on lower level, freshly stained decks and a brand new sunken hot tub. If your home search consists of a well maintained property with attractive furnishings, FABULOUS VIEWS within minutes to Stratton's Base Lodge or Sun Bowl we've got just the place for you. Look no further.

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Terry Hill • Mountain Realty
    Listing closed: 12/01/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4888237

    Recent comparable sales

    Median sold price

    $1,550,000

    Avg days on market

    202

    Sale-to-list ratio

    87.6%

    Winhall, VT

    9 comparable properties found

    $1,700,000 | 4 Stone House Road, Winhall, VT 05340
    1/38
    1

    $1,700,000

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    4
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    4,777
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    1
    Acres

    4 Stone House Road, Winhall, VT 05340

    $1,300,000 | 33 Jamie Lane, Winhall, VT 05340
    1/52
    2

    $1,300,000

    Sold 08/25/25

    4
    Bedrooms
    4,541
    Square Feet
    11.96
    Acres

    33 Jamie Lane, Winhall, VT 05340

    $1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
    1/47
    3

    $1,270,000

    Sold 03/20/26

    4
    Bedrooms
    4,640
    Square Feet
    20.8
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    33 Forest Haunts Road, Winhall, VT 05343

    $1,665,000 | 14 Old Ridge Road, Winhall, VT 05340
    1/41
    4

    $1,665,000

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    4
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    4,270
    Square Feet
    1
    Acres

    14 Old Ridge Road, Winhall, VT 05340

    $1,150,000 | 35 Old Ridge Road, Winhall, VT 05340
    1/42
    5

    $1,150,000

    Sold 07/25/25

    4
    Bedrooms
    4,826
    Square Feet
    1
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    35 Old Ridge Road, Winhall, VT 05340

    $2,150,000 | 16 Hunter Ridge Road, Winhall, VT 05340
    1/56
    6

    $2,150,000

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    4
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    5,000
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    2.66
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    16 Hunter Ridge Road, Winhall, VT 05340

    $1,600,000 | 14 Stone House Road, Winhall, VT 05340
    1/59
    7

    $1,600,000

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    4,312
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    14 Stone House Road, Winhall, VT 05340

    $1,050,000 | 6 Chad Circle, Winhall, VT 05340
    1/44
    8

    $1,050,000

    Sold 02/27/26

    5
    Bedrooms
    4,788
    Square Feet
    1
    Acres

    6 Chad Circle, Winhall, VT 05340

    $1,550,000 | 147 High Meadow Road, Unit 147, Winhall, VT 05340
    1/30
    9

    $1,550,000

    Sold 04/10/26

    5
    Bedrooms
    4,000
    Square Feet
    2.2
    Acres

    147 High Meadow Road, Unit 147, Winhall, VT 05340

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    $10,249 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $7,878

    Property Taxes

    $1,720

    HOA Dues

    $650

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    Property Information for 21 Hollow View Road

    Property Details
    • Taxes: $20,642 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Zoning: Residential
    Building Information
    • Stories: 3
    • Year Built: 2006
    • Lot Size: 5.79 AC / 252,212 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: Stratton Access Road to Upper Taylor Hill Take private Hollow View Road on your left First home on left
    • Latitude: 43.129618720116540
    • Longitude: -72.881724999999989
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 12
    • Zip: 05340
    Taxes and HOA Information
    • Fee: $650.00
    • Fee Frequency: Seasonal
    • Fee Includes: Plowing
    • SPAN Number: 771-245-12239
    • Tax - Gross Amount: $20,641.98
    • Tax Year: 2021
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Choice
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel
    Property
    Lot Information
    • Block: 02
    • Lot: 64.1
    • Lot - Sqft: 252212.0
    • Lot Size Acres: 5.79
    • Road Frontage Length: 299.0
    • Square Feet Apx Finished Above Grade: 4900.0
    • Square Feet Apx Finished AG Source: Estimated
    • Square Feet Apx Finished Below Grade: 500.0
    • Square Feet Apx Finished BG Source: Estimated
    • Square Feet Apx Total: 5400.0
    • Square Feet Apx Total Finished: 5400.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Unknown
    • Flood Zone: No
    • Foundation: Poured Concrete
    • Owned Land: Yes
    • PreConstruction: No
    • Resort: No
    • Surveyed: Yes
    • Year Built: 2006
    Utilities
    • Electric Company: GMP
    • Cable Company: Comcast
    • Fuel Company: Suburban
    • Electric: 220 Plug
    • Sewer: Leach Field, Septic
    • Utilities: Cable, Gas - LP/Bottle
    Interior and Exterior Features
    Exterior Features
    • Color: Natural
    • Association Amenities: Snow Removal
    • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor 3/4 Bathroom, 1st Floor Bedroom
    • Features - Exterior: Deck, Window Screens, Windows - Double Pane
    • Roads: Private, Privately Maintained
    • Roof: Shingle - Architectural
    Interior Features
    • Appliances: Dishwasher - Energy Star, Dryer, Microwave, Range - Gas, Washer, Wine Cooler
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Finished, Stairs - Interior, Walkout, Exterior Access
    • Baths - Total: 5
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 2
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom, Level 1: Porch
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Master Bdm Suite
    • Rooms: Level B: Level B: Bedroom, Level B: Library, Level B: Rec Room
    • Bedrooms - Total: 4
    • Equipment: CO Detector, Security System, Smoke Detectr-HrdWrdw/Bat, Generator - Standby
    • Features - Interior: Central Vacuum, Blinds, Ceiling Fan, Draperies, Fireplace - Wood, Fireplaces - 2, Furnished, Hearth, Hot Tub, Kitchen Island, Living/Dining, Master BR w/ BA
    • Flooring: Carpet, Softwood, Tile
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard, Multi Zone, Radiant Floor
    • Cooling: None
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 13 x 18
    • Room Level: 1
    • Room Type: Mudroom
    Room 2
    • Room Dimensions: 12 x 13
    • Room Level: 1
    • Room Type: Kitchen
    Room 3
    • Room Dimensions: 12 x 22.5
    • Room Level: 1
    • Room Type: Dining Room
    Room 4
    • Room Dimensions: 22.5 x 16
    • Room Level: 1
    • Room Type: Living Room
    Room 5
    • Room Dimensions: 13.5 x 15
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 25 x 14
    • Room Level: 2
    • Room Type: MBR Suite
    Room 7
    • Room Dimensions: 11 x 12
    • Room Level: 2
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 14 x 15
    • Room Level: Basement
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10.5 x 17
    • Room Level: Basement
    • Room Type: Library
    Room 10
    • Room Dimensions: 25 x 25
    • Room Level: Basement
    • Room Type: Rec Room
    Room 11
    • Room Level: 1
    • Room Type: Porch
    Rental
    Rent Information
    • Rented: No

    Property History for 21 Hollow View Road

    DateEvent & SourcePriceAppreciation
    Dec 1, 2021

    Sold (Public Record)

    Public Record #1480634893

    		$1,550,000—
    Dec 1, 2021

    Sold

    New England Real Estate Network #4888237

    		$1,550,000—
    Oct 31, 2021

    Pending

    New England Real Estate Network #4888237

    		—
    DateEvent & SourcePrice
    12/01/2021

    Sold (Public Record)

    Public Record #1480634893

    $1,550,000
    12/01/2021

    Sold

    New England Real Estate Network #4888237

    $1,550,000
    10/31/2021

    Pending

    New England Real Estate Network #4888237

    —

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

    Public Records for 21 Hollow View Road

    Taxable ValueLand$319,900Additions$633,100Total$953,000
    Tax Record2025$19,926 ($1,660 / month)
    Home Facts
    Beds0Total Finished SqFt2,916 SqFtAbove Grade Finished SqFt2,916 SqFtLot Size252,212 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(245)99086

    Schools near 21 Hollow View Road

    Rating
    School
    Type
    Grades
    Distance
    Mountain School At Winhall
    		Private - K to 8
    Stratton Mountain School
    		Private - 7 to 12
    Rating
    School
    Distance
    Mountain School At Winhall
    PrivateK to 8

    Stratton Mountain School
    Private7 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: 21 Hollow View Road, Winhall, VT 05340
    $1,550,000
    4
    5,400
    252,212
    63 Upper Taylor Hill Road, Winhall, VT 05340
    $165,000
    –
    –
    –
    252,648
    75 Upper Taylor Hill Road, Winhall, VT 05340
    $225,000
    –
    –
    –
    248,292
    110 Upper Taylor Hill Road, Bondville, VT 05340
    $711,500
    2
    2
    1,600
    384,199
    14 Hollow View Road, Bondville, VT 05340
    –
    3
    3.5
    2,243
    118,919
    64 Upper Taylor Hill Road, Winhall, VT 05340
    $160,000
    –
    –
    –
    352,836

    Explore Nearby Homes

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    Listing Courtesy of Mountain 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 09/06/2026 11:59 PM