494-498 Goodaleville Road

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Active
$1,315,000
5 beds2,974 sqft$442/sqft
494-498 Goodaleville Rd, Jamaica, VT 05343
Est: $7,723/moGet pre-approved
Single FamilyProperty Type
2.96 acresLot Size
1860Year Built
$442/sq ftPrice per sq ft
1 carParking Spaces

Description

4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a rare sense of privacy and retreat while keeping the mountain and year-round recreation within easy reach. Once the summer residence...4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a rare sense of privacy and retreat while keeping the mountain and year-round recreation within easy reach. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with a gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home’s heritage. Improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, a high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro’s art studio, offers a 1BR apartment with SMEG appliances, in-unit laundry, and a private hot tub. Below are heated storage and a screened porch. The restored barn offers parking and an EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and a welcoming front porch complement the peaceful setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Listing agent is related to seller. See neighboring property MLS #5101689.
50 days on Market
  • Listed by: Cheyanne Pugliese • The Haven Group
Last updated: 09/06/2026 01:35 PM • Source: New England Real Estate Network, MLS#: 5101688

Location

Listing Courtesy of The Haven Group
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$7,723 per month

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Property Information for 494-498 Goodaleville Road

Property Details
  • Taxes: $11,131 / year
  • MLS Type: Residential / Single Family
  • County: Windham County
  • Water Body Type: Stream
  • Water View: Yes
  • Waterfront Property: Yes
  • Zoning: None
Building Information
  • Stories: 3
  • Year Built: 1860
  • Lot Size: 2.96 AC / 128,937 SF
Summary
Location and General Information
  • City: Jamaica
  • County: VT-Windham
  • Directions: From Honeypie at the intersection of Route 30 and Route 100, head south on Route 100 for approximately 0.2 miles. Turn left onto Goodaleville Road. Continue for approximately 0.5 miles. 494-498 Goodaleville Road is the white farmhouse with two barns.
  • Latitude: 43.152585224203641
  • Longitude: -72.834814914894139
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05343
Taxes and HOA Information
  • SPAN Number: 324-101-11170
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Country Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
  • Lot Size Acres: 2.96
  • Water Body Access: Yes
  • Water Body Name: Winhall River
  • Waterfront Property Rights: Exclusively Owned
  • Total Finished Area: 2974.0
  • Above Grade Finished Area: 1925.0
  • Above Grade Finished Area Source: Builder
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Builder
  • Below Grade Finished Area: 1049.0
  • Below Grade Finished Area Source: Builder
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Builder
  • Lot Size Square Feet: 128938.0
  • Total Area: 2974.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Easements: Yes
  • Flood Zone: Land Only
  • PreConstruction: No
  • Surveyed: Yes
  • Water Body Restrictions: Unknown
  • Year Built: 1860
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic Shared
  • Water Source: Drilled Well
  • Utilities: Cable Available
  • Water Access Details: Other
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: White
  • Construction Materials: Post and Beam
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished
  • Flooring: Carpet, Tile, Wood
  • Heating: Propane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler
  • Cooling: Mini Split
  • Total Stories: 3
  • Rooms Total: 12
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 5
  • Bathrooms Total: 4

Property History for 494-498 Goodaleville Road

DateEvent & SourcePriceAppreciation
Jul 23, 2026

Listed (Active)

New England Real Estate Network #5101688

$1,450,000—
DateEvent & SourcePrice
07/23/2026

Listed (Active)

New England Real Estate Network #5101688

$1,450,000

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

Schools near 494-498 Goodaleville Road

This home is within West River Valley Modified Union Education District #72a.
Rating
School
Type
Grades
Distance
Leland & Gray Uhsd #34
Public - 6 to 12
Rating
School
Distance
Leland & Gray Uhsd #34
Public6 to 12

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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More information about 494-498 Goodaleville Road, Jamaica, VT 05343

494-498 Goodaleville Road is a single family home for sale in Jamaica, VT 05343. This property was listed for sale on July 23, 2026 by The Haven Group, it's currently listed at $1,315,000. This listing's school districts are West River Valley Modified Union Education District #72a, West River Valley Modified Union Education District #72b. Nearby schools include Leland & Gray Uhsd #34. 494-498 Goodaleville Road is a 5-bed, 4-bath, 2,974 sqft single family home built in 1860.

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. 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 The Haven Group

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 09/14/2026 11:34 PM