Sold
Last Sold Price
4 beds3,572 sqft
34 Raspberry Hill Rd,Ā Winhall, VTĀ 05340
Single FamilyProperty Type
1.18 acresLot Size
1975Year Built
$227/sq ftPrice per sq ft
2 carsParking Spaces

Description

This contemporary Strattonwald ski house is the stuff of dreams, where Aspen meets Stratton: classic pine walls, massive windows, and three roaring fireplaces ready to welcome skiers, riders, snow shoers, and those who just love to cozy up with a good book and forest views. The kitchen/dining area comfortably seats 8, with room for others around the fire, and the kitchen itself invites everyone to join in, or sit and watch at the breakfast bar. As for the wet bar: It's a walk-in experience with plenty...This contemporary Strattonwald ski house is the stuff of dreams, where Aspen meets Stratton: classic pine walls, massive windows, and three roaring fireplaces ready to welcome skiers, riders, snow shoers, and those who just love to cozy up with a good book and forest views. The kitchen/dining area comfortably seats 8, with room for others around the fire, and the kitchen itself invites everyone to join in, or sit and watch at the breakfast bar. As for the wet bar: It's a walk-in experience with plenty of charm and storage (and stories to be told). The living room has its own separate fire place and room to hang out, with doors leading out to the deck and hot tub. The primary suite is a blissful escape, bringing some recent updates to the ski lodge experience with a spacious walk-in closet, renovated bathroom and light pickled wood walls. The second en-suite bedroom is situated with a sliding door to the deck. Beyond the hygge dream is the game room of all game rooms: A heated den above the two-car detached garage with room for ping pong, movies, pool, foosball, and all the toys. Improvements include all renovated bathrooms, mini-split AC units and heat pumps installed for cooling, and Generac 16kw backup generator. The house is a quick walk to Strattonwald's enviable pond, tennis, and pickleball courts. Access to the ski shuttle as well! (Amenities reserved for residents and seasonal renters.) This is one to hurry and drive up for. Come get inspired!

    Sold By TPW Real Estate

    • Listed by: Jamie Luke • TPW Real Estate
    Listing closed: 05/14/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4987985

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    Recent comparable sales

    Median sold price

    $817,500

    Avg days on market

    60

    Sale-to-list ratio

    97.7%

    Winhall, VT

    9 comparable properties found

    $770,000 | 5 Stratton Ridge Road, Winhall, VT 05340
    1/29
    1

    $770,000

    Sold 07/18/25

    4
    Bedrooms
    3,676
    Square Feet
    1.2
    Acres
    $799,000 | 63 Raspberry Hill Road, Winhall, VT 05340
    1/36
    2

    $799,000

    Sold 07/17/26

    4
    Bedrooms
    3,078
    Square Feet
    1.5
    Acres
    $850,000 | 36 Rd To Millbrook, Winhall, VT 05340
    1/41
    3

    $850,000

    Sold 04/04/25

    4
    Bedrooms
    3,119
    Square Feet
    5.28
    Acres
    $799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
    1/38
    4

    $799,000

    Sold 06/26/26

    4
    Bedrooms
    2,797
    Square Feet
    1.1
    Acres
    $817,500 | 53 Stratton View Road, Winhall, VT 05340
    1/61
    5

    $817,500

    Sold 12/13/24

    4
    Bedrooms
    3,772
    Square Feet
    2.95
    Acres
    $950,000 | 154 High Meadow Road, Unit C17, Winhall, VT 05340
    1/33
    6

    $950,000

    Sold 12/06/24

    4
    Bedrooms
    3,658
    Square Feet
    1
    Acres
    $735,000 | 5 Wall Street, Winhall, VT 05340
    1/40
    7

    $735,000

    Sold 05/01/26

    4
    Bedrooms
    2,091
    Square Feet
    4.94
    Acres
    $1,000,000 | 19 Roundtree Road, Winhall, VT 05340
    1/41
    8

    $1,000,000

    Sold 02/24/26

    4
    Bedrooms
    3,086
    Square Feet
    1.45
    Acres
    $941,000 | 104 High Meadow Road, Winhall, VT 05340
    1/57
    9

    $941,000

    Sold 05/13/26

    4
    Bedrooms
    2,068
    Square Feet
    1.1
    Acres

    Location

    Add your commute

    Payment Calculator

    $4,959 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $4,324

    Property Taxes

    $635

    HOA Dues

    $0

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    Property Information for 34 Raspberry Hill Road

    Property Details
    • Taxes: $7,616 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Strattonwald
    • Zoning: Residential
    Building Information
    • Stories: 3
    • Year Built: 1975
    • Lot Size: 1.18 AC / 51,400 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Latitude: 43.157289000001001
    • Longitude: -72.876952000000003
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10305
    • Tax - Gross Amount: $7,616.00
    • Tax Year: 2022
    • Taxes TBD: Yes
    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, Dirt
    Property
    Lot Information
    • Lot - Sqft: 51401.0
    • Lot Features: Country Setting, Hilly, Rolling, Ski Area, Sloping, Subdivision, Walking Trails, Wooded
    • Lot Size Acres: 1.18
    • Road Frontage Length: 437.0
    • Square Feet Apx Finished Above Grade: 2872.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 700.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 3945.0
    • Square Feet Apx Total Finished: 3572.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 373.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Poured Concrete
    • Owned Land: Yes
    • PreConstruction: No
    • Resort: No
    • Surveyed: Unknown
    • Year Built: 1975
    Utilities
    • Electric Company: GMP
    • Fuel Company: Dorr
    • Electric: 200 Amp, Circuit Breaker(s)
    • Sewer: 1000 Gallon
    • Water Source: Drilled Well
    • Utilities: Cable, Gas - Underground
    • Internet: High Speed Intrnt -AtSite
    Interior and Exterior Features
    Exterior Features
    • Color: Tan
    • Association Amenities: Recreation Facility, Beach Access, Tennis Court, Pickleball
    • Construction Materials: Wood Exterior
    • Features - Exterior: Deck, Natural Shade, Shed, Storage
    • Roads: Dirt, Gravel, Public, Unpaved
    • Roof: Shingle
    Interior Features
    • Appliances: Dishwasher - Energy Star, Oven - Double, Refrigerator-Energy Star, Stove - Electric
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Finished, Partially Finished, Stairs - Interior, Interior Access, Stairs - Basement
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 6
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Bonus Room, Level 1: Primary Bdm Ste, Level 1: Mudroom
    • Rooms: Level 2: Level 2: Dining Room, Level 2: Family Room, Level 2: Kitchen - Eat-in, Level 2: Loft
    • Rooms: Level B: Level B: Exercise Room, Level B: Utility Room
    • Bedrooms - Total: 4
    • Equipment: Air Conditioner, Generator - Standby
    • Features - Interior: Bar, Blinds, Cathedral Ceiling, Ceiling Fan, Dining Area, Draperies, Fireplace - Screens/Equip, Fireplace - Wood, Fireplaces - 3+, Furnished, Hot Tub, Kitchen Island, Kitchen/Dining, Kitchen/Family, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Skylight, Storage - Indoor, Walk-in Closet, Wet Bar, Laundry - Basement
    • Flooring: Carpet, Hardwood, Tile
    • Heat Fuel: Oil
    • Heating: Baseboard
    • Cooling: Wall AC Units
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 10x14
    • Room Level: 2
    • Room Type: Kitchen - Eat-in
    Room 2
    • Room Dimensions: 14x18
    • Room Level: 2
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 20x13
    • Room Level: 2
    • Room Type: Family Room
    Room 4
    • Room Dimensions: 10x12
    • Room Level: 2
    • Room Type: Bedroom with Bath
    Room 5
    • Room Dimensions: 9.5x12
    • Room Level: 1
    • Room Type: Bonus Room
    Room 6
    • Room Dimensions: 17x13.5
    • Room Level: 1
    • Room Type: Primary BR Suite
    Room 7
    • Room Dimensions: 10x11
    • Room Level: 1
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 9x9
    • Room Level: 1
    • Room Type: Bedroom
    Room 9
    • Room Level: 1
    • Room Type: Mudroom
    Room 10
    • Room Level: Basement
    • Room Type: Exercise Room
    Room 11
    • Room Level: Basement
    • Room Type: Utility Room
    Room 12
    • Room Level: 2
    • Room Type: Loft

    Property History for 34 Raspberry Hill Road

    DateEvent & SourcePriceAppreciation
    May 14, 2024

    Sold (Public Record)

    Public Record #1534147078

    $810,000—
    May 14, 2024

    Sold

    New England Real Estate Network #4987985

    $810,000—
    May 14, 2024

    Pending

    New England Real Estate Network #4987985

    —
    DateEvent & SourcePrice
    05/14/2024

    Sold (Public Record)

    Public Record #1534147078

    $810,000
    05/14/2024

    Sold

    New England Real Estate Network #4987985

    $810,000
    05/14/2024

    Pending

    New England Real Estate Network #4987985

    —

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

    Public Records for 34 Raspberry Hill Road

    Taxable ValueLand$83,600Additions$277,500Total$361,100
    Tax Record2025$7,550 ($629 / month)
    Home Facts
    Beds4Baths2.5Total Finished SqFt2,296 SqFtAbove Grade Finished SqFt2,296 SqFtUnfinished Basement SqFt780 SqFtLot Size51,401 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975CountyBENNINGTONAPN(245)01236

    Schools near 34 Raspberry Hill 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: 34 Raspberry Hill Road, Winhall, VT 05340
    $810,000
    4
    3,572
    51,400
    –
    3
    3
    2,292
    47,480
    $390,000
    3
    2
    1,860
    73,616
    –
    3
    2.5
    1,848
    82,764
    –
    4
    2
    1,727
    70,132
    $329,000
    3
    2,200
    65,340

    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 TPW Real Estate

    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 09/25/2026 11:40 AM