494-498 Goodaleville Road
Jamaica, VT, 05343 $ 1,315,000
Bedrooms5 Baths4.0 Sq 2,974 Monthly Estimate*
$ 8,303
Listed by Cheyanne Pugliese, The Haven Group, 802-548-6320, cheyanne@thehavenvt.com
for $1,315,000 with 5 bedrooms and 4 full baths. This 2,974 square foot home was built in 1860 on a lot size of 2.96.
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 homeâs 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 Schapiroâs 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.
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FeaturesInteriorBasement Description Finished
Interior Amenities Gas Fireplace 1 Fireplace Hot Tub In-Law/ADU Primary BR w/ BA
Basement Yes
Flooring Carpet Tile Wood
Beds 5
Total Rooms 12
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GeneralRoad Frontage TBD
Sewer Septic Shared
Heating Propane Baseboard Radiant Radiant Floor Mini Split Boiler
Cooling Mini Split
Utilities Cable Available
Roof Standing Seam
Appliances Dishwasher Dryer Microwave Electric Range Refrigerator Washer Gas Stove Induction Cooktop
Garage Yes
Flood Zone Land Only
Zoning None
3/4 Baths 2
Full Baths 2
Half Baths 0
Bathrooms 4
Year Built 1860
Electric Circuit Breaker(s)
Style Farmhouse
Stories Count 3
Type Single Family
Property Condition Existing
Status Detail 0
Covenants No
Construction Materials Post and Beam
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 Goodal
City Jamaica
Other Equipment Air Conditioner Dehumidifier Standby Generator Whole BldgVentilation
Seasonal No
DOM 47
Price Per Sq Ft Total AG 683.12
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ExteriorLot Features Country Setting Landscaped Ski Area Trail/Near Trail Walking Trails Near Paths Near Skiing Rural
Exterior Amenities Barn Guest House Hot Tub Patio Covered Porch Screened Porch Storage
Driveway Gravel
Water View Yes
Lot Size Area 2.96
Water Source Drilled Well
Garage Capacity 1
Water Body Name Winhall River
Foundation Concrete
Waterfront Property Yes
Water Body Type Stream
Water Body Access Yes
Water Access Details Other
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* Excluded FeaturesList ByCheyanne PuglieseListing Agent
cheyanne@thehavenvt.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $8,303
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Jamaica, VT
Average List Price $1,414,541
Percent of Sale Price 8%
About Jamaica, VT 1,173 Population
24% Since 2002
$ 57,500 Median Income
47.64 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/6/2026 | $1,315,000 | -9.31% | Price Down |
| 7/25/2026 | $1,450,000 | | Listed Price |