Closed
Last Sold Price
$810,000
4 beds3,572 sqft

34 Raspberry Hill Rd, Winhall, VT 05340

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!
Single FamilyProperty Type
1.18 acresLot Size
1975Year Built
$227/sq ftPrice per sq ft
2 carsParking Spaces
  • Listed by: Jamie Luke • TPW Real Estate
Listing closed: 05/14/2024 12:00 AM
Source: New England Real Estate Network, MLS#: 4987985

Sold By TPW Real Estate

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Recent comparable sales

Median sold price

$799,000

Avg days on market

63

Sale-to-list ratio

96.7%

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
$750,000 | 12 Jamie Lane, Winhall, VT 05340
1/30
4

$750,000

Sold 05/12/25

4
Bedrooms
3,084
Square Feet
1
Acres
$799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
1/38
5

$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
6

$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
7

$950,000

Sold 12/06/24

4
Bedrooms
3,658
Square Feet
1
Acres
$725,000 | 12 Stratton Ridge Road, Winhall, VT 05340
1/39
8

$725,000

Sold 10/02/26

4
Bedrooms
3,520
Square Feet
2.39
Acres
$735,000 | 5 Wall Street, Winhall, VT 05340
1/40
9

$735,000

Sold 05/01/26

4
Bedrooms
2,091
Square Feet
4.94
Acres

Location

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$4,959 per month

Principal and Interest

$4,324

Property Taxes

$635

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Property information

34 Raspberry Hill Road

Property Details

  • Taxes: $7,616 / year
  • MLS Type: Residential / Single Family

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

34 Raspberry Hill Road

DateEventPrice
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

—
DateEventPrice
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

34 Raspberry Hill Road

Beds

4

Baths

2.5

Total Finished SqFt

3,369 SqFt

Above Grade Finished SqFt

2,296 SqFt

Finished Basement SqFt

1,073 SqFt

Unfinished Basement SqFt

780 SqFt

Schools

Near 34 Raspberry Hill Road

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 11/10/2026 02:52 PM