Closed
Last Sold Price
$1,000,000
4 beds3,086 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
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    Recent comparable sales

    Median sold price

    $849,000

    Avg days on market

    33

    Sale-to-list ratio

    98.7%

    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
    $850,000 | E1 Rock Ridge Road, Winhall, VT 05340
    1/2
    6

    $850,000

    Sold 10/29/26

    4
    Bedrooms
    3,252
    Square Feet
    Unavailable
    Acres
    $750,000 | 12 Jamie Lane, Winhall, VT 05340
    1/30
    7

    $750,000

    Sold 05/12/25

    4
    Bedrooms
    3,084
    Square Feet
    1
    Acres
    $849,000 | 7 North Brookwood Road, Winhall, VT 05340
    1/46
    8

    $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
    9

    $950,000

    Sold 12/06/24

    4
    Bedrooms
    3,658
    Square Feet
    1
    Acres

    Location

    Add your commute
    Payment Calculator

    $6,283 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $5,339

    Property Taxes

    $944

    HOA Dues

    $0

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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 Value

    Land

    $181,600

    Additions

    $228,400
    Total$410,000

    Tax Record

    2025

    $8,573 ($714 / month)

    Home Facts

    Beds

    3

    Baths

    2.5

    Total Finished SqFt

    2,368 SqFt

    Above Grade Finished SqFt

    2,368 SqFt

    Unfinished Basement SqFt

    718 SqFt

    Lot Size

    67,082 SqFt

    Style

    Single Family Residence

    Year Built

    1978

    Year Renovated

    1978

    County

    BENNINGTON

    APN

    (245)00867

    Schools near 19 Roundtree Road

    Rating
    School
    Type
    Grades
    Distance
    Private - 6 to 12
    Private - K to 8
    Rating
    School
    Distance
    Stratton Mountain School
    Private6 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 11/04/2026 11:11 PM