41-43 Cranberry Hill Rd

5,248 Sq. Ft.
$187 / Sq. Ft.
5,248
Sq. Ft.
$187
per Sq. Ft.

Description

This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth...This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth bedroom -- a primary suite with en-suite bathroom -- is on this level. On the walk-out lower level, a game room with pool table and a separate TV room with gas stove offer a getaway before soaking in the hot tub, within earshot of the babbling brook down the hill. Nestled in the coveted community of Strattonwald, this 4-bedroom home offers Stratton shuttle access right from the driveway. Strattonwald's rare swimming pond, sandy beach, tennis/pickleball courts, picnic area, and space to fish and kayak make it one of the area's most preferred communities. Finally -- a renovated 1BR/1BA guest house boasts space for guests, in-laws, your office, or long-term rental income. Just in time to move in, enjoy summer, and get geared up for your first season in your Vermont ski house! Call for your tour soon.
  1. Listed by Jamie Luke • TPW Real Estate

Property Details for 41-43 Cranberry Hill Road

Development / Subdivision
Strattonwald
Zoning
Residential
LISTING UPDATED: 03/23/2026 07:02 PM

Property Details for 41-43 Cranberry Hill Road

StatusActive
MLS #5079224
Days on Market11
Taxes$12,315 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1970
Lot Size2.00 AC / 87,120 SF
CountyBennington County

Location

Listing Courtesy of TPW Real Estate
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Building Information for 41-43 Cranberry Hill Road

Stories3Year Built1970Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

$5,777 per month

30 year fixed, 6.11% Interest

Principal and Interest

$4,751

Property Taxes

$1,026

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 41-43 Cranberry Hill Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Winhall Hollow Road, turn onto Cranberry Hill Road. Where the road begins to go downhill, the house is on your left.
  • Latitude: 43.155536000001000
  • Longitude: -72.884298000000001
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-10389
  • Tax Year: 2025
  • Taxes TBD: Unknown
Parking
  • Garage: No
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Lot Features: Country Setting, Hilly, Rolling, Secluded, Ski Area, Stream, Subdivision, Wooded, Near Skiing, Neighborhood, Rural
  • Lot Size Acres: 2.0
  • Road Frontage Length: 489.0
  • Total Finished Area: 5248.0
  • Above Grade Finished Area: 4252.0
  • Above Grade Finished Area Source: Plans
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Measured
  • Below Grade Finished Area: 996.0
  • Below Grade Finished Area Source: Plans
  • Below Grade Unfinished Area: 200.0
  • BelowGradeUnfinishedAreaSource: Estimated
  • Lot Size Square Feet: 87120.0
  • Total Area: 5448.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: No
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • Surveyed: Unknown
  • Year Built: 1970
  • School District: Bennington/Rutland
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Choice
Utilities
  • Electric Company: GMP
  • Cable Company: Comcast
  • Fuel Company: Blue Flame
  • Electric: 200+ Amp Service
  • Sewer: 1250 Gallon
  • Water Source: Drilled Well
  • Utilities: Cable Available, Telephone Available
  • Internet: High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Color: brown
  • Association Amenities: Other, Tennis Court, Pickleball
  • Construction Materials: Wood Frame, Stucco Exterior
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: ENERGY STAR Qual Dishwshr, ENERGY STAR Qual Dryer, Range Hood, Microwave, Electric Range, ENERGY STAR Qual Fridge, Washer, ENERGY STAR Qual Washer, Owned Water Heater, Induction Cooktop, Wine Cooler, Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Daylight, Finished, Insulated, Interior Stairs, Locked Storage, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
  • Flooring: Tile, Wood, Vinyl Plank
  • Heating: Propane, Baseboard, Electric, Gas Stove
  • Cooling: Mini Split
  • Total Stories: 3
  • Rooms Total: 10
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 4
  • Bathrooms Total: 4

Property History for 41-43 Cranberry Hill Road

DateEvent & SourcePriceAppreciation
Mar 13, 2026

Listed (Active)

New England Real Estate Network #5079224

$979,000—
Jul 2, 2025

Expired

New England Real Estate Network #5030678

—
Feb 28, 2025

Listed (Active)

New England Real Estate Network #5030678

$1,150,000—
Jun 10, 2015

Sold

New England Real Estate Network #4329548

$245,000—
Jun 10, 2015

Pending

New England Real Estate Network #4329548

—
Jan 26, 2015

Expired

New England Real Estate Network #3026670

—
Dec 18, 2013

Price Change

New England Real Estate Network #4329548

$332,000—
Dec 18, 2013

Listed (Active)

New England Real Estate Network #4329548

$249,900—
Apr 10, 2006

Listed (Active)

New England Real Estate Network #3026670

$489,000—
DateEvent & SourcePrice
03/13/2026

Listed (Active)

New England Real Estate Network #5079224

$979,000
07/02/2025

Expired

New England Real Estate Network #5030678

—
02/28/2025

Listed (Active)

New England Real Estate Network #5030678

$1,150,000
06/10/2015

Sold

New England Real Estate Network #4329548

$245,000
06/10/2015

Pending

New England Real Estate Network #4329548

—
01/26/2015

Expired

New England Real Estate Network #3026670

—
12/18/2013

Price Change

New England Real Estate Network #4329548

$332,000
12/18/2013

Listed (Active)

New England Real Estate Network #4329548

$249,900
04/10/2006

Listed (Active)

New England Real Estate Network #3026670

$489,000

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

Public Records for 41-43 Cranberry Hill Road

Taxable ValueLand$150,000Additions$289,800Total$439,800
Tax Record2023$10,595 ($883 / month)
Home Facts
Beds0Lot Size87,120 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(245)00233

Schools near 41-43 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.

Similar Homes

Similar Sold Homes

41-43 Cranberry Hill Road is a single family home for sale in Winhall, VT 05340. This property was listed for sale on March 13, 2026 by TPW Real Estate, it's currently listed at $979,000. It has been on the market for a total of 11 days and was last sold on June 10, 2015. Nearby schools include Mountain School At Winhall. 41-43 Cranberry Hill Road is a 4-bed, 4-bath, 5,248 sqft single family home built in 1970.

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 seller. 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 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 03/24/2026 07:58 PM