Sold
Last Sold Price
4 beds3,086 sqft$324/sqft
19 Roundtree Rd, Winhall, VT 05340
Single FamilyProperty Type
1.45 acresLot Size
1978Year Built
$324/sq ftPrice per sq ft

Description

This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom, two-and-a-half-bath residence features vaulted ceilings, wood accents, hardwood floors and a striking...This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom, two-and-a-half-bath residence features vaulted ceilings, wood accents, hardwood floors and a striking wood-burning fireplace with an inviting ambiance for après-ski gatherings. The custom kitchen has been designed for effortless entertaining with stone countertops, modern appliances and open breakfast bar. The spacious primary with renovated bath occupies its own level, An expansive deck extends the living experience outdoors in every season for dining al fresco & enjoying the fresh mountain air, while the indoor hot tub provides the ultimate year-round indulgence. Property has neighborhood brook that flows through the lot and a small seasonal pond that the owners previously kept clear for skating in the winter. Premier location, Resort Shuttle, and Stratton Sports Center bond available. Your Stratton Mountain Home is Calling! Roads and Security Fees apply.

    Sold By Winhall Real Estate

    • Listed by: Kim Morgan-Wohler • Wohler Realty Group
    • Listed by: Britt Wohler • WOHLER REALTY GROUP
    Listing closed: 02/24/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 5068231

    Recent comparable sales

    Median sold price

    $815,000

    Avg days on market

    41

    Sale-to-list ratio

    98.4%

    Winhall, VT

    9 comparable properties found

    $777,500 | 34 Mountain View Road, Winhall, VT 05340
    1/38
    1

    $777,500

    Sold 06/01/26

    4
    Bedrooms
    2,500
    Square Feet
    2.33
    Acres
    $799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
    1/38
    2

    $799,000

    Sold 06/26/26

    4
    Bedrooms
    2,797
    Square Feet
    1.1
    Acres
    $1,310,000 | 19 Maple Hill Road, Winhall, VT 05340
    1/33
    3

    $1,310,000

    Sold 09/01/26

    4
    Bedrooms
    2,814
    Square Feet
    1.47
    Acres
    $770,000 | 5 Stratton Ridge Road, Winhall, VT 05340
    1/29
    4

    $770,000

    Sold 07/18/25

    4
    Bedrooms
    3,676
    Square Feet
    1.2
    Acres
    $941,000 | 104 High Meadow Road, Winhall, VT 05340
    1/57
    5

    $941,000

    Sold 05/13/26

    4
    Bedrooms
    2,068
    Square Feet
    1.1
    Acres
    $849,000 | 7 North Brookwood Road, Winhall, VT 05340
    1/46
    6

    $849,000

    Sold 12/04/25

    4
    Bedrooms
    2,028
    Square Feet
    0.89
    Acres
    $950,000 | 154 High Meadow Road, Unit C17, Winhall, VT 05340
    1/33
    7

    $950,000

    Sold 12/06/24

    4
    Bedrooms
    3,658
    Square Feet
    1
    Acres
    $815,000 | 6 Roundtree Road, Winhall, VT 05340
    1/29
    8

    $815,000

    Sold 10/28/25

    4
    Bedrooms
    1,908
    Square Feet
    1.16
    Acres
    $799,000 | 63 Raspberry Hill Road, Winhall, VT 05340
    1/36
    9

    $799,000

    Sold 07/17/26

    4
    Bedrooms
    3,078
    Square Feet
    1.5
    Acres

    Location

    Add your commute

    Payment Calculator

    $6,027 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $5,083

    Property Taxes

    $944

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 19 Roundtree Road

    Property Details
    • Taxes: $11,330 / year
    • MLS Type: Residential / Single Family
    • Zoning: Resort Residential
    Building Information
    • Stories: 3
    • Year Built: 1978
    • Lot Size: 1.45 AC / 63,162 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: Stratton Mountain Access Road to right onto North Brookwood. Right onto Roundtree Road. House is at the end on the cul-de-sac.
    • Latitude: 43.119329530346889
    • Longitude: -72.915821338623047
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10316
    • Tax Year: 2025
    • Taxes TBD: No
    Parking
    • Garage: No
    • Driveway: Dirt, Gravel
    Property
    Lot Information
    • Lot Features: Deed Restricted, Ski Area, Mountain, Near Skiing
    • Lot Size Acres: 1.45
    • Road Frontage Length: 165.0
    • Total Finished Area: 3086.0
    • Above Grade Finished Area: 2368.0
    • Above Grade Finished Area Source: Public Records
    • Above Grade Unfinished Area: 0.0
    • AboveGradeUnfinishedAreaSource: Public Records
    • Below Grade Finished Area: 718.0
    • Below Grade Finished Area Source: Public Records
    • Below Grade Unfinished Area: 0.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 63162.0
    • Total Area: 3086.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1978
    • School District: Choice
    • High School: Choice
    • Middle/Jr School: Choice
    • Elementary School: Choice
    Utilities
    • Electric: Other
    • Sewer: Public
    • Water Source: Community
    • Utilities: Cable Available
    • Internet: High Speed Intrnt Avail
    Interior and Exterior Features
    Exterior Features
    • Construction Materials: Wood Frame
    • Roof: Metal
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Finished
    • Heating: Baseboard, Radiant
    • Cooling: None
    • Total Stories: 3
    • Rooms Total: 8
    • Bathrooms Full: 2
    • Bathrooms Half: 1
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 0
    • Bedrooms Total: 4
    • Bathrooms Total: 3

    Property History for 19 Roundtree Road

    DateEvent & SourcePriceAppreciation
    Feb 24, 2026

    Sold

    New England Real Estate Network #5068231

    $1,000,000
    Jan 21, 2026

    Active Under Contract

    New England Real Estate Network #5068231

    Nov 1, 2025

    Listed (Active)

    New England Real Estate Network #5068231

    $1,025,000
    DateEvent & SourcePrice
    02/24/2026

    Sold

    New England Real Estate Network #5068231

    $1,000,000
    01/21/2026

    Active Under Contract

    New England Real Estate Network #5068231

    11/01/2025

    Listed (Active)

    New England Real Estate Network #5068231

    $1,025,000

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

    Public Records for 19 Roundtree Road

    Taxable ValueLand$181,600Additions$228,400Total$410,000
    Tax Record2025$8,573 ($714 / month)
    Home Facts
    Beds3Baths2.5Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtLot Size67,082 SqFtStyleSingle Family ResidenceYear Built1978Year Renovated1978CountyBENNINGTONAPN(245)00867

    Schools near 19 Roundtree Road

    Rating
    School
    Type
    Grades
    Distance
    Private - 7 to 12
    Private - K to 8
    Rating
    School
    Distance
    Stratton Mountain School
    Private7 to 12

    Mountain School At Winhall
    PrivateK to 8

    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: 19 Roundtree Road, Winhall, VT 05340
    $1,000,000
    4
    3,086
    63,162
    $569,000
    4
    4
    2,312
    56,628
    $495,000
    4
    3,022
    62,290
    $569,000
    8
    4,600
    56,628
    4
    2.5
    1,383
    46,609
    4
    3
    2,646
    43,996

    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 Wohler Realty Group; WOHLER REALTY GROUP

    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 09:06 AM