65 Cranberry Hill Rd

1,540 Sq. Ft.
$55 / Sq. Ft.
1,540
Sq. Ft.
$55
per Sq. Ft.

Description

Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private pond. Bedrooms all offer lovely natural light, and the sauna upstairs is perfection at the end of a day of...Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private pond. Bedrooms all offer lovely natural light, and the sauna upstairs is perfection at the end of a day of outdoors adventures. Hear the trickle of a nearby stream on days when the ice thaws! Getting to the mountain is easy: The Strattonwald shuttle is available to seasonal renters and owners, stopping right at the driveway in the morning and early afternoon. No need for mountain parking! Available February-April 2026. Rate: $7000/month + services and utilities
  1. Listed by Jamie Luke • TPW Real Estate

Property Details for 65 Cranberry Hill Road

Development / Subdivision
Strattonwald
LISTING UPDATED: 02/04/2026 03:22 AM

Property Details for 65 Cranberry Hill Road

StatusActive
MLS #5075631
Days on Market2
Rental Incentives-
Available Date02/02/2026
Lease Term-
FurnishedFully Furnished
Compass TypeRental
MLS TypeRental / Single Family
Year Built1980
Lot Size1.40 AC / 60,984 SF
CountyBennington County

Location

Listing Courtesy of TPW Real Estate
Add your commute

Building Information for 65 Cranberry Hill Road

Building/Complex65 Cranberry Hill RdFloor-Stories1Pet Policy-Pet Policy Details-Year Built1980Building Size-Lot Size1.40 AC / 60,984 SF

Property Information for 65 Cranberry Hill Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Winhall Hollow Road, turn onto Cranberry Hill Road. House is down the hill, on the left side.
  • Latitude: 43.157289000001001
  • Longitude: -72.884238999999994
  • Seasonal: Yes
  • State: VT
  • Street Designation: Road
  • Village/Dist/Locale: Bondville
  • Zip Code: 05340
Parking
  • Garage: No
  • Driveway: Crushed Stone
Property
Lot Information
  • Lot Features: Country Setting, Pond, Pond Frontage, Recreational, Secluded, Ski Area, Stream, Subdivision, Trail/Near Trail, Wooded, Mountain, Neighborhood, Near School(s)
  • Lot Size Acres: 1.4
Property and Assessments
  • Property Class: Rental
  • Property Type: Single Family
  • Construction Status: Existing
  • PreConstruction: No
  • Resort: No
  • Year Built: 1980
Utilities
  • Electric Company: GMP
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Cable at Site
  • Internet: High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Color: Grey
  • Association Amenities: Other
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Electric Water Heater
  • Basement: No
  • Heating: Electric, Hot Water, Wood Stove
  • Cooling: Other
  • Total Stories: 1.5
Rental
Rent Information
  • Rental Amount Frequency: Monthly

Property History for 65 Cranberry Hill Road

DateEvent & SourcePriceAppreciation
Feb 3, 2026

Listed (Active)

New England Real Estate Network #5075631

$7,000—
DateEvent & SourcePrice
02/03/2026

Listed (Active)

New England Real Estate Network #5075631

$7,000

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

Schools near 65 Cranberry 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.

65 Cranberry Hill Road is available for rent in Winhall, VT 05340. This property was listed on February 3, 2026 by TPW Real Estate, it's currently listed at $7,000. Nearby schools include Mountain School At Winhall. 65 Cranberry Hill Road is a 3-bed, 2-bath, 1,540 sqft a property built in 1980.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. 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 02/04/2026 10:15 PM