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Crystal Athas
REALTOR®
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494-564 Goodaleville Road, Jamaica, VT 05343

$2,430,000
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BEDS9 BATHS7 full SQUARE FEET4,996 MLS#5107418
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: The Haven Group
Agency Phone: 802-548-1000
Associate Name: Cheyanne Pugliese
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Property Description

TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro's former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 & #5101689. Seller is the listing broker.

494-564 Goodaleville Road | MLS# 5107418

This single family home located at 494-564 Goodaleville Road, Jamaica, VT 05343 is currently listed for sale with an asking price of $2,430,000. This property was built in 1860 and has 9 bedrooms and 7 full baths with 4996 sq. ft. Search Jamaica real estate on crystalathas.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished
Cooling: Mini Split
Garage: 1
Heating: Propane, Baseboard, Radiant, Radiant Floor, Mini Split
Home Style: Contemporary, Farmhouse
Lot Size: 13.66 Acres
Roof Type: Standing Seam
Stories: 3.0
Taxes: $19,076
Year Built: 1860

Amenities

Gas Fireplace
1 Fireplace
Hot Tub
In-Law/ADU
Primary BR w/ BA
Barn
Guest House
Hot Tub
Patio
Covered Porch
Screened Porch
Storage

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
Baths 3/4: 3
Baths Full: 4
Color: White
Construction: Post and Beam
Days on Site: 15
Driveway: Gravel
Electric: Circuit Breaker(s)
Equipment: Air Conditioner, Dehumidifier, Whole BldgVentilation, Standby Generator
Exterior: Post and Beam
Flood Zone: Land Only
Flooring: Carpet, Tile, Wood
Foundation: Concrete
Hot Tub: Yes
Lot: Country Setting, Landscaped, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Near Skiing, Rural
Nearby Bodies of Water: Winhall River
Number of Rooms: 19
Roads: Public, Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 3947
Sq. Ft. Below Grade Finished: 1049
Sq. Ft. Total Finished: 4996
Total Stories: 3
Water: Drilled Well
Water Access: Yes
Water Body Type: Stream
Water Rights: Exclusively Owned
Water View: Yes

Listed By / Shown By

Listed By

Agency Name: The Haven Group
Agent Name: Cheyanne Pugliese
Agency Phone: 802-548-1000

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Estimated Payment

$ 7,706.54 per month $5,408.13 Principal & Interest $1,589.67 Property Tax $708.75 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 09/15/2026. The listing information on this page last changed on 09/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 09/15/2026 12:00:23 AM EST) or MLSPIN MLS (last updated Mon 09/14/2026 11:38:25 PM EST) or Prime MLS (last updated Mon 09/14/2026 11:32:57 PM EST) or MREIS (last updated Mon 09/14/2026 11:55:15 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-14 23:32:57

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