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Single family home for sale at 494-564 Goodaleville Rd, Jamaica, VT 05343 | MLS# 5107418 | Listing updated on 2026-10-26
Photo 1 of Single family home for sale at 494-564 Goodaleville Rd, Jamaica, VT 05343 | MLS# 5107418 | Listing updated on 2026-10-26
Photo 2 of Single family home for sale at 494-564 Goodaleville Rd, Jamaica, VT 05343 | MLS# 5107418 | Listing updated on 2026-10-26
Photo 3 of Single family home for sale at 494-564 Goodaleville Rd, Jamaica, VT 05343 | MLS# 5107418 | Listing updated on 2026-10-26
Photo 4 of Single family home for sale at 494-564 Goodaleville Rd, Jamaica, VT 05343 | MLS# 5107418 | Listing updated on 2026-10-26
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Listed by: Cheyanne Pugliese | The Haven Group (802) 548-1000

$2,430,000

Monthly Est:$12,095

  • Beds Icon9 Beds
  • Beds Icon
    7 Baths
  • Beds Icon3,947sqft

494-564 Goodaleville Rd, Jamaica, VT 05343

$12,095/moEst:

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  • Single Family Residence

  • Built in 1860

  • $-- HOA

  • 13.66 acres lot

  • $616/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 26, 2026 at 10:06 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5107418 NEREN/Prime MLS-NH

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Jamaica

  • Neighborhood

    --

  • Year Built

    1860

  • HOA Fees

    -

  • Finished Area

    3,947 sqft

  • Lot Size

    13.66 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5107418

  • MLS Status

    (31) Under Contract - Active Under Contract

  • Days on Market

    64

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 9

    Bathrooms: 7

Interior

  • Flooring

    Carpet, Tile, Wood

  • Sewer

    Septic Tank

  • Heating

    Propane, Baseboard, Radiant, Radiant Floor, Mini Split, Boiler

  • Exterior Features

    Barn, Guest House, Hot Tub, Patio, Covered Porch, Screened Porch, Storage

  • Interior Features

    Gas Fireplace, 1 Fireplace, Hot Tub, In Law/adu, Primary Br W/ Ba

  • Appliances

    Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop

  • Cooling

    Mini Split

Construction

  • Year Built

    Year Built: 1860

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Architectural Style

    Contemporary, Farmhouse

  • Property Condition

    Existing

  • Roof

    Standing Seam

  • Construction Materials

    Post And Beam

Utilities & Energy

  • Water Source

    Drilled Well

  • Utilities

    Cable Available

  • Basement

    Finished

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Country Setting, Landscaped, Ski Area, Trail/near Trail, Walking Trails, Near Paths, Near Skiing, Rural

Price History

DateEventPrice

10/26/2026

Source: mls_logoNEREN/Prime MLS-NH #5107418

Contingent (Active Under Contract)

$2,430,000

$616/sqft

09/05/2026

Source: mls_logoNEREN/Prime MLS-NH #5107418

Listed for Sale

$2,430,000

$616/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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