Sold
Last Sold Price
4 beds2,791 sqft$124/sqft
33 Strattonwald Rd, Winhall, VT 05340
Single FamilyProperty Type
2.51 acresLot Size
1976Year Built
$124/sq ftPrice per sq ft
$709/yrHOA Fees
2 carsParking Spaces

Description

We are excited about this new listing. It’s a great house for just about anyone. The current owners have been skiing Stratton for years and come up on weekends and holidays. Whether you need a vacation home or want to move to Winhall for school choice, this home fits the bill. Expanded chalet with approximately 2800 square feet offers value with 2.5 wooded private acres, 2 car garage with storage, standing seam roof, whole house generator, brass reflection windows in the livingroom and in-law apartment....We are excited about this new listing. It’s a great house for just about anyone. The current owners have been skiing Stratton for years and come up on weekends and holidays. Whether you need a vacation home or want to move to Winhall for school choice, this home fits the bill. Expanded chalet with approximately 2800 square feet offers value with 2.5 wooded private acres, 2 car garage with storage, standing seam roof, whole house generator, brass reflection windows in the livingroom and in-law apartment. The Strattonwald community is a unique mix of second homeowners and full time residents. It’s in the center of town and an easy drive to Manchester (17 miles) or Stratton Resort (5 miles). With the purchase of a bond, you can enjoy shuttle service to Stratton Resort, community tennis courts, swimming pond, picnic and barbeque area.

    Sold By Mountain Realty

    • Listed by: Timothy Apps • Four Seasons Sotheby's Int'l Realty
    Listing closed: 05/10/2019 12:00 AM • Source: New England Real Estate Network, MLS#: 4739421

    Recent comparable sales

    Median sold price

    $777,500

    Avg days on market

    52

    Sale-to-list ratio

    95.2%

    Winhall, VT

    9 comparable properties found

    $799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
    1/38
    1

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    Sold 06/26/26

    4
    Bedrooms
    2,797
    Square Feet
    1.1
    Acres
    $799,000 | 63 Raspberry Hill Road, Winhall, VT 05340
    1/36
    2

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    Sold 07/17/26

    4
    Bedrooms
    3,078
    Square Feet
    1.5
    Acres
    $350,000 | 44 Lake Road, Winhall, VT 05340
    1/33
    3

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    5
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    2,303
    Square Feet
    2.64
    Acres
    $575,000 | 2 Spruce High Road, Winhall, VT 05340
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    Sold 08/15/25

    4
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    $777,500 | 34 Mountain View Road, Winhall, VT 05340
    1/38
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    $777,500

    Sold 06/01/26

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    2.33
    Acres
    $850,000 | 36 Rd To Millbrook, Winhall, VT 05340
    1/41
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    Sold 04/04/25

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    Square Feet
    5.28
    Acres
    $1,000,000 | 19 Roundtree Road, Winhall, VT 05340
    1/41
    7

    $1,000,000

    Sold 02/24/26

    4
    Bedrooms
    3,086
    Square Feet
    1.45
    Acres
    $770,000 | 5 Stratton Ridge Road, Winhall, VT 05340
    1/29
    8

    $770,000

    Sold 07/18/25

    4
    Bedrooms
    3,676
    Square Feet
    1.2
    Acres
    $720,000 | 58 Todd Hill Road, Winhall, VT 05340
    1/37
    9

    $720,000

    Sold 10/21/25

    4
    Bedrooms
    2,389
    Square Feet
    1
    Acres

    Location

    Add your commute

    Payment Calculator

    $2,230 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,754

    Property Taxes

    $417

    HOA Dues

    $59

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 33 Strattonwald Road

    Property Details
    • Taxes: $5,003 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Strattonwald
    • Zoning: Residential
    Building Information
    • Stories: 2
    • Year Built: 1976
    • Lot Size: 2.51 AC / 109,335 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Latitude: 43.152622150961591
    • Longitude: -72.880839592590348
    • Road Frontage: Yes
    • Seasonal: Unknown
    • State: VT
    • Street Designation: Road
    • Map: 8
    • Zip: 05340
    Taxes and HOA Information
    • Fee: $709.00
    • Fee Frequency: Yearly
    • SPAN Number: 771-245-10573
    • Tax - Gross Amount: $5,003.38
    • Tax Year: 2018
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Bennington/Rutland
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt
    Property
    Lot Information
    • Block: 3
    • Lot: 84 & 88
    • Lot - Sqft: 109336.0
    • Lot Size Acres: 2.51
    • Road Frontage Length: 125.0
    • Square Feet Apx Finished Above Grade: 2791.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 2791.0
    • Square Feet Apx Total Finished: 2791.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Public Records
    • Water Body Access: Yes
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Resort: Yes
    • Surveyed: Unknown
    • Year Built: 1976
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Water Access Details: Beach Access
    Interior and Exterior Features
    Exterior Features
    • Color: Brown
    • Association Amenities: Beach Access, Tennis Court
    • Roads: Association, Public
    • Roof: Standing Seam
    Interior Features
    • Appliances: Dishwasher, Range - Gas, Refrigerator, Washer
    • Basement: No
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Family Room, Level 1: Kitchen/Dining, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Bonus Room, Level 2: Kitchen/Dining, Level 2: Laundry Room, Level 2: Living Room
    • Rooms: Level 3: Level 3: Master Bedroom
    • Bedrooms - Total: 4
    • Equipment: Generator - Standby
    • Flooring: Carpet, Combination, Tile, Wood
    • Heat Fuel: Oil
    • Heating: Baseboard
    • Cooling: Wall AC Units
    • Total Stories: 2.5
    Room Information
    Room 1
    • Room Dimensions: 10 x 17
    • Room Level: 2
    • Room Type: Kitchen/Dining
    Room 2
    • Room Dimensions: 14 x 17
    • Room Level: 2
    • Room Type: Living Room
    Room 3
    • Room Dimensions: 12 x 15
    • Room Level: 3
    • Room Type: Master Bedroom
    Room 4
    • Room Dimensions: 12 x 13
    • Room Level: 2
    • Room Type: Bedroom
    Room 5
    • Room Dimensions: 10 x 12
    • Room Level: 2
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 6 x 9
    • Room Level: 2
    • Room Type: Laundry Room
    Room 7
    • Room Dimensions: 13 x 17
    • Room Level: 2
    • Room Type: Bonus Room
    Room 8
    • Room Dimensions: 10 x 14
    • Room Level: 1
    • Room Type: Kitchen/Dining
    Room 9
    • Room Dimensions: 10 x 18
    • Room Level: 1
    • Room Type: Living Room
    Room 10
    • Room Dimensions: 15 x 18
    • Room Level: 1
    • Room Type: Family Room
    Room 11
    • Room Dimensions: 9 x 12
    • Room Level: 1
    • Room Type: Bedroom

    Property History for 33 Strattonwald Road

    DateEvent & SourcePriceAppreciation
    May 30, 2019

    Sold (Public Record)

    Public Record #646129365

    $345,000
    May 10, 2019

    Sold

    New England Real Estate Network #4739421

    $345,000
    Mar 20, 2019

    Pending

    New England Real Estate Network #4739421

    DateEvent & SourcePrice
    05/30/2019

    Sold (Public Record)

    Public Record #646129365

    $345,000
    05/10/2019

    Sold

    New England Real Estate Network #4739421

    $345,000
    03/20/2019

    Pending

    New England Real Estate Network #4739421

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

    Public Records for 33 Strattonwald Road

    Taxable ValueLand$92,000Additions$165,800Total$257,800
    Tax Record2025$4,866 ($406 / month)
    Home Facts
    Beds3Baths2Total Finished SqFt1,536 SqFtAbove Grade Finished SqFt1,536 SqFtLot Size69,696 SqFtStyleSingle Family ResidenceYear Built1976Year Renovated1976CountyBENNINGTONAPN(245)01295

    Schools near 33 Strattonwald Road

    Rating
    School
    Type
    Grades
    Distance
    Private - K to 8
    Rating
    School
    Distance
    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: 33 Strattonwald Road, Winhall, VT 05340
    $345,000
    4
    2,791
    109,335
    $575,000
    4
    1,764
    33,541
    $625,000
    5
    3,829
    78,843
    $232,500
    4
    1,850
    $169,000
    3
    2,400
    21,780
    4
    3.5
    2,032
    52,272

    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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

    Listing Courtesy of Four Seasons Sotheby's Int'l 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 09/03/2026 10:43 AM