Sold
Last Sold Price
$625,000
5 beds3,829 sqft

29 Strattonwald Rd, Winhall, VT 05340

Single FamilyProperty Type
1.81 acresLot Size
1963Year Built
$163/sq ftPrice per sq ft
2 carsParking Spaces

Description

This is the first time this property has been on the market! Built in 1963 this Strattonwald home is still owned by the original family. Perched on a hill on an oversized lot this home is within walking distance to the Strattonwald pond and tennis courts. Entering the property you are welcomed by pond. Plenty of room for a crowd, 5 bedrooms (two Primaries) and 4 bathrooms with open kitchen/living. Systems have been upgraded including boiler, central air on the 2nd floor and a new roof in 2021. 24...This is the first time this property has been on the market! Built in 1963 this Strattonwald home is still owned by the original family. Perched on a hill on an oversized lot this home is within walking distance to the Strattonwald pond and tennis courts. Entering the property you are welcomed by pond. Plenty of room for a crowd, 5 bedrooms (two Primaries) and 4 bathrooms with open kitchen/living. Systems have been upgraded including boiler, central air on the 2nd floor and a new roof in 2021. 24 hour notice required for showing (Primary)

    Sold By KW Vermont

    Listing closed: 09/23/2022 12:00 AM • Source: New England Real Estate Network, MLS#: 4920586
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    Recent comparable sales

    Median sold price

    $951,014

    Avg days on market

    35

    Sale-to-list ratio

    99.9%

    Winhall, VT

    9 comparable properties found

    $725,000 | 12 Stratton Ridge Road, Winhall, VT 05340
    1/39
    1

    $725,000

    Sold 10/02/26

    4
    Bedrooms
    3,520
    Square Feet
    2.39
    Acres
    $1,550,000 | 147 High Meadow Road, Unit 147, Winhall, VT 05340
    1/30
    2

    $1,550,000

    Sold 04/10/26

    5
    Bedrooms
    4,000
    Square Feet
    2.2
    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
    $949,000 | 178 High Meadow Road, Winhall, VT 05340
    1/60
    4

    $949,000

    Sold 07/10/26

    5
    Bedrooms
    4,000
    Square Feet
    1.1
    Acres
    $1,603,000 | 143 Stratton Mountain Road, Winhall, VT 05340
    1/44
    5

    $1,603,000

    Sold 01/28/26

    5
    Bedrooms
    3,688
    Square Feet
    2.1
    Acres
    $817,500 | 53 Stratton View Road, Winhall, VT 05340
    1/61
    6

    $817,500

    Sold 12/13/24

    4
    Bedrooms
    3,772
    Square Feet
    2.95
    Acres
    $1,050,000 | 6 Chad Circle, Winhall, VT 05340
    1/44
    7

    $1,050,000

    Sold 02/27/26

    5
    Bedrooms
    4,788
    Square Feet
    1
    Acres
    $720,000 | 58 Todd Hill Road, Winhall, VT 05340
    1/37
    8

    $720,000

    Sold 10/21/25

    4
    Bedrooms
    2,389
    Square Feet
    1
    Acres
    $951,014 | 14 Mountain Haunts Road, Winhall, VT 05340
    1/34
    9

    $951,014

    Sold 10/24/25

    5
    Bedrooms
    3,238
    Square Feet
    1.2
    Acres

    Location

    Add your commute
    Payment Calculator

    $3,972 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $3,337

    Property Taxes

    $635

    HOA Dues

    $0

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    Property Information for 29 Strattonwald Road

    Property Details

    • Taxes: $7,620 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Strattonwald
    • Zoning: res

    Building Information

    • Stories: 2
    • Year Built: 1963
    • Lot Size: 1.81 AC / 78,843 SF

    Summary

    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: From Bondville - Winhall Hollow Road - Right on Strattonwald - House on the left look for the pond.
    • Latitude: 43.152281172901546
    • Longitude: -72.881467999999984
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 08
    • Zip Code: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10323
    • Tax - Gross Amount: $7,620.00
    • Tax Year: 2021
    • 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: Crushed Stone, Gravel

    Property

    Lot Information
    • Block: 03
    • Lot: 85
    • Lot - Sqft: 78844.0
    • Lot Size Acres: 1.81
    • Road Frontage Length: 492.0
    • Square Feet Apx Finished Above Grade: 3564.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 265.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 3929.0
    • Square Feet Apx Total Finished: 3829.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 100.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Foundation: Concrete
    • PreConstruction: No
    • Resort: Yes
    • Surveyed: Unknown
    • Year Built: 1963
    Utilities
    • Electric Company: Green Mountian
    • Cable Company: Xfinity
    • Fuel Company: Suburban
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Cable - Available, High Speed Intrnt -Avail, Oil Tank - Underground

    Interior and Exterior Features

    Exterior Features
    • Color: Brown
    • Features - Exterior: Deck
    • Roads: Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Microwave, Range - Electric, Refrigerator
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Partially Finished
    • Baths - Total: 4
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Den, Level 1: Mudroom
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Dining Room, Level 2: Kitchen, Level 2: Living Room, Level 2: Primary Bedroom
    • Bedrooms - Total: 5
    • Equipment: Air Conditioner, Smoke Detector
    • Features - Interior: Fireplaces - 2, In-Law Suite, Kitchen/Dining, Living/Dining, Laundry - 1st Floor, Laundry - 2nd Floor
    • Flooring: Carpet, Tile
    • Heat Fuel: Electric, Oil
    • Heating: Baseboard
    • Cooling: Mini Split
    • Total Stories: 2

    Room Information

    Room 1
    • Room Dimensions: 13x17
    • Room Level: 2
    • Room Type: Bedroom
    Room 2
    • Room Dimensions: 12x13
    • Room Level: 2
    • Room Type: Kitchen
    Room 3
    • Room Dimensions: 10x16
    • Room Level: 2
    • Room Type: Dining Room
    Room 4
    • Room Dimensions: 14x24
    • Room Level: 2
    • Room Type: Living Room
    Room 5
    • Room Dimensions: 16x18
    • Room Level: 2
    • Room Type: Primary Bedroom
    Room 6
    • Room Dimensions: 12x15
    • Room Level: 1
    • Room Type: Den
    Room 7
    • Room Dimensions: 10x14
    • Room Level: 1
    • Room Type: Mudroom
    Room 8
    • Room Dimensions: 10x10
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10x10
    • Room Level: 1
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 12x15
    • Room Level: 1
    • Room Type: Bedroom

    Property History for 29 Strattonwald Road

    DateEvent & SourcePriceAppreciation
    Sep 23, 2022

    Sold (Public Record)

    Public Record #1500110362

    $625,000

    +8.6% / yr

    Sep 23, 2022

    Sold

    New England Real Estate Network #4920586

    $625,000
    —
    Sep 23, 2022

    Pending

    New England Real Estate Network #4920586

    —
    —
    DateEvent & SourcePrice
    09/23/2022

    Sold (Public Record)

    Public Record #1500110362

    $625,000

    +8.6% / yr

    09/23/2022

    Sold

    New England Real Estate Network #4920586

    $625,000
    09/23/2022

    Pending

    New England Real Estate Network #4920586

    —

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

    Public Records for 29 Strattonwald Road

    Taxable Value

    Land

    $96,200

    Additions

    $255,600
    Total$351,800

    Tax Record

    2025

    $7,356 ($613 / month)

    Home Facts

    Beds

    3

    Baths

    2

    Total Finished SqFt

    2,094 SqFt

    Above Grade Finished SqFt

    2,094 SqFt

    Unfinished Basement SqFt

    1,470 SqFt

    Lot Size

    78,844 SqFt

    Style

    Single Family Residence

    Year Built

    1968

    Year Renovated

    1968

    County

    BENNINGTON

    APN

    (245)00675

    Schools near 29 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: 29 Strattonwald Road, Winhall, VT 05340
    $625,000
    5
    3,829
    78,843
    $345,000
    4
    2,791
    109,335
    $575,000
    4
    1,764
    33,541
    –
    4
    3.5
    2,032
    52,272
    $232,500
    4
    1,850
    –
    $169,000
    3
    2,400
    21,780

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    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 10/23/2026 07:47 PM