19 Roundtree Rd

Winhall, VT 05340

$1,025,000
Price
4
Beds
3,086 Sq. Ft.
$332 / Sq. Ft.
3,086
Sq. Ft.
$332
per Sq. Ft.
Under Contract
Under Contract

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.
  1. Listed by Kim Morgan-Wohler • Wohler Realty Group
  2. Listed by Britt Wohler • WOHLER REALTY GROUP

Property Details for 19 Roundtree Road

Zoning
Resort Residential
LISTING UPDATED: 01/22/2026 08:52 PM

Property Details for 19 Roundtree Road

StatusUnder Contract
MLS #5068231
Days on Market81
Taxes$11,330 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1978
Lot Size1.45 AC / 63,162 SF
CountyBennington County

Location

Listing Courtesy of Wohler Realty Group; WOHLER REALTY GROUP
Add your commute

Building Information for 19 Roundtree Road

Stories3Year Built1978Building Size-Lot Size1.45 AC / 63,162 SF

Payment Calculator

$5,940 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,996

Property Taxes

$944

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 19 Roundtree Road

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
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1978
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

Property History for 19 Roundtree Road

DateEvent & SourcePriceAppreciation
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
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, Compass 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 Record2024$11,480 ($957 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtLot Size67,082 SqFtStyleSingle Family ResidenceYear Built1978CountyBENNINGTONAPN(245)00867Fireplace TypeHas Fireplace

Schools near 19 Roundtree Road

Rating
School
Type
Grades
Distance
Stratton Mountain School
Private - 7 to 12
Mountain School At Winhall
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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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 01/22/2026 04:13 PM