Closed
Last Sold Price
$375,000
5 beds3,062 sqft

5 Windtree Rd, Winhall, VT 05340

Single FamilyProperty Type
1.34 acresLot Size
1974Year Built
$122/sq ftPrice per sq ft
$171/moHOA Fees

Description

This impressive, one-of-a-kind resort contemporary has a stunning sense of space that reflects a timeless ambiance. Solidly built this remarkable property features a soaring stacked stone fireplace in the living and dining areas, vaulted cedar ceilings, easy flow floor plan, intriguing expanses that invite large gatherings or intimate relaxing, spa room with soaking tub/sauna/multi-head shower/lounging, comfortable family room with brick fireplace, ski tuning area. Located in the popular North Brookwood...This impressive, one-of-a-kind resort contemporary has a stunning sense of space that reflects a timeless ambiance. Solidly built this remarkable property features a soaring stacked stone fireplace in the living and dining areas, vaulted cedar ceilings, easy flow floor plan, intriguing expanses that invite large gatherings or intimate relaxing, spa room with soaking tub/sauna/multi-head shower/lounging, comfortable family room with brick fireplace, ski tuning area. Located in the popular North Brookwood neighborhood with shuttle bus service, this unique property offers new owners an opportunity to define their own design, tastes and lifestyle. Sports Club Membership is included with Buyers paying the transfer fee. Offered furnished. Listed below Assessed Value of $566,200.

    Sold By VCP Sotheby`s International - Bondville

    Listing closed: 07/02/2014 12:00 AM • Source: New England Real Estate Network, MLS#: 4245640
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    Recent comparable sales

    Median sold price

    $949,000

    Avg days on market

    28

    Sale-to-list ratio

    98.4%

    Winhall, VT

    9 comparable properties found

    $870,000 | 24 Sugarbush Drive, Winhall, VT 05340
    1/36
    1

    $870,000

    Sold 05/13/26

    5
    Bedrooms
    2,897
    Square Feet
    1.26
    Acres
    $951,014 | 14 Mountain Haunts Road, Winhall, VT 05340
    1/34
    2

    $951,014

    Sold 10/24/25

    5
    Bedrooms
    3,238
    Square Feet
    1.2
    Acres
    $975,000 | 20 Jamie Lane, Winhall, VT 05340
    1/57
    3

    $975,000

    Sold 11/27/25

    5
    Bedrooms
    3,500
    Square Feet
    1
    Acres
    $350,000 | 44 Lake Road, Winhall, VT 05340
    1/33
    4

    $350,000

    Sold 03/20/26

    5
    Bedrooms
    2,303
    Square Feet
    2.64
    Acres
    $949,000 | 178 High Meadow Road, Winhall, VT 05340
    1/60
    5

    $949,000

    Sold 07/10/26

    5
    Bedrooms
    4,000
    Square Feet
    1.1
    Acres
    $1,000,000 | 19 Roundtree Road, Winhall, VT 05340
    1/41
    6

    $1,000,000

    Sold 02/24/26

    4
    Bedrooms
    3,086
    Square Feet
    1.45
    Acres
    $810,000 | 15 Benson Fuller Drive, Winhall, VT 05340
    1/22
    7

    $810,000

    Sold 11/15/24

    5
    Bedrooms
    3,062
    Square Feet
    1.1
    Acres
    $2,350,000 | 6 Sunset Ridge Road, Winhall, VT 05340
    1/60
    8

    $2,350,000

    Sold 10/30/26

    5
    Bedrooms
    4,752
    Square Feet
    1.12
    Acres
    $750,000 | 12 Jamie Lane, Winhall, VT 05340
    1/30
    9

    $750,000

    Sold 05/12/25

    4
    Bedrooms
    3,084
    Square Feet
    1
    Acres

    Location

    Add your commute
    Payment Calculator

    $3,114 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $2,002

    Property Taxes

    $941

    HOA Dues

    $171

    The Payment Calculator is for illustrative purposes only.
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    Property Information for 5 Windtree Road

    Property Details

    • Taxes: $11,289 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Stratton Mountain
    • Parking: Driveway
    • Zoning: Residential

    Building Information

    • Stories: 2
    • Year Built: 1974
    • Lot Size: 1.34 AC / 58,370 SF

    Summary

    Location and General Information
    • Area Description: Mountain, Near Public Transportatn
    • City: Winhall
    • County: VT-Bennington
    • Directions: Route 30 to Stratton Mountain Access Road, right turn onto North Brookwood, 2nd right onto Windtree Road, 1st house on left
    • Latitude: 43.11532496902236
    • Longitude: -72.91572403907686
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Map: 11
    • Zip Code: 05340
    Taxes and HOA Information
    • Fee: $171.00
    • Fee Frequency: Monthly
    • SPAN Number: 77124510805
    • Tax - Gross Amount: $11,289.46
    • Tax Rate: 1.76%
    • Tax Year: 2013
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: No
    • Garage Capacity: .00
    • Driveway: Gravel

    Property

    Lot Information
    • Block: 02
    • Lot: 312
    • Lot - Sqft: 58370.0
    • Lot Features: Ski Area, Walking Trails
    • Lot Size Acres: 1.34
    • Road Frontage Length: 373.0
    • Square Feet Apx Finished Above Grade: 1758.0
    • Square Feet Apx Finished Below Grade: 1304.0
    • Square Feet Apx Tot Below Grade: 224.0
    • Square Feet Apx Total Finished: 3062.0
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Block, Concrete
    • Resort: Yes
    • ROW - Parcel Access: No
    • ROW to other Parcel: No
    • Surveyed: Yes
    • Year Built: 1974
    Utilities
    • Electric: 150 Amp, Circuit Breaker(s)
    • Sewer: Community
    • Water Source: Drilled Well
    • Utilities: Cable
    • Internet: Internet - Cable

    Interior and Exterior Features

    Exterior Features
    • Construction Materials: Wood Frame, Wood Exterior
    • Features - Exterior: Deck
    • Roads: Association, Gravel, Paved
    • Roof: Metal
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Trash Compactor, Washer, Water Heater - Oil, Water Heater - Owned
    • Basement: No
    • Basement Description: None, Sump Pump
    • Baths - Total: 3
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 10
    • Bedrooms - Total: 5
    • Equipment: Dehumidifier
    • Features - Interior: Cathedral Ceiling, Cedar Closet, Draperies, Fireplace - Screens/Equip, Fireplace - Wood, Fireplaces - 2, Furnished, Hot Tub, Primary BR w/ BA, Natural Woodwork, Sauna, Security Door(s), Vaulted Ceiling, Walk-in Closet, Whirlpool Tub, Laundry - 1st Floor
    • Flooring: Carpet, Tile, Vinyl
    • Heat Fuel: Oil
    • Heating: Baseboard, Hot Water, Multi Zone
    • Cooling: Multi Zone
    • Total Stories: 2

    Room Information

    Room 1
    • Room Dimensions: 12 x 16
    • Room Level: 2
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 16 x 18
    • Room Level: 2
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 20 x 18
    • Room Level: 2
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 10 x 15
    • Room Level: 1
    • Room Type: Family Room
    Room 6
    • Room Dimensions: 13x6,9x7
    • Room Level: 1
    • Room Type: Utility Room
    Room 7
    • Room Dimensions: 13x13
    • Room Level: 2
    • Room Type: Primary Bedroom
    Room 8
    • Room Dimensions: 10x11
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 12x12
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 6.6.x 8.1
    • Room Level: 1
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 6.6 x 8.1
    • Room Level: 1
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 10 x 14
    • Room Level: 1
    • Room Type: Other
    Room 14
    • Room Dimensions: 15 x 12
    • Room Level: 1
    • Room Type: Other
    Room 15
    • Room Dimensions: 7 x 7
    • Room Level: 1
    • Room Type: Other

    Property History for 5 Windtree Road

    DateEvent & SourcePriceAppreciation
    Jul 2, 2014

    Sold

    New England Real Estate Network #4245640

    $375,000
    —
    Jun 14, 2014

    Pending

    New England Real Estate Network #4245640

    —
    —
    Jun 12, 2013

    Price Change

    New England Real Estate Network #4245640

    $595,000
    —
    DateEvent & SourcePrice
    07/02/2014

    Sold

    New England Real Estate Network #4245640

    $375,000
    06/14/2014

    Pending

    New England Real Estate Network #4245640

    —
    06/12/2013

    Price Change

    New England Real Estate Network #4245640

    $595,000

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

    Public Records for 5 Windtree Road

    Taxable Value

    Land

    $173,600

    Additions

    $230,300
    Total$403,900

    Tax Record

    2025

    $8,445 ($704 / month)

    Home Facts

    Beds

    2

    Baths

    1

    Total Finished SqFt

    3,286 SqFt

    Above Grade Finished SqFt

    1,758 SqFt

    Finished Basement SqFt

    1,528 SqFt

    Unfinished Basement SqFt

    224 SqFt

    Lot Size

    58,370 SqFt

    Style

    Single Family Residence

    County

    BENNINGTON

    APN

    (245)00457

    Schools near 5 Windtree 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: 5 Windtree Road, Winhall, VT 05340
    $375,000
    5
    3,062
    58,370
    $710,000
    4
    2,800
    68,389
    $619,000
    4
    3,475
    49,222
    $775,000
    3
    3.5
    2,472
    65,340
    $800,000
    5
    4,000
    60,984
    $1,550,000
    5
    4,500
    87,120

    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 VCP Sotheby`s International - Bondville

    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 11/02/2026 11:46 PM