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$1,115,000

4 Beds 3 Baths 2,022 SQFT 2.31 Acres
Type: Single Family

564 Goodaleville Road
Jamaica, VT 05343

MLS#: 5101689
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649
Presented by: Cheyanne Pugliese with The Haven Group;

Property Description

 

Set along a quiet back road on the Winhall River, this beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design. Just 10 minutes from Stratton Mountain Resort, the location offers easy access to the mountain, local favorites, and the best of southern Vermont living. High ceilings, generous windows, and two sunrooms fill the interior with natural light, while radiant heat on all three levels adds warmth and comfort throughout. Recent improvements include a standing-seam metal roof, new Marvin windows, mini-split heating and cooling, new appliances, a large new deck, a new drilled well, a whole-house generator, an EV charger, restored floors and fir doors, updated tile, and custom built-ins. The property has a deep connection to the surrounding land. Beautiful landscaping and stonework complement an open field, apple orchard, raised garden beds built with hemlock milled from the property, and a useful storage shed. The large, private deck with hot tub creates an inviting place to relax and take in the serene setting. Situated along the Winhall River with direct access to the West River Rail Trail, the property makes it easy to walk, bike, swim, and enjoy the outdoors right from home. A five-bedroom septic system provides flexibility for future expansion. This is the Vermont home you have been looking for--full of character, warmth, and history, yet updated with the level of care and quality that makes ownership easy from day one. A trusted local builder has already done the hard work. Make this your Vermont address. Seller is the listing broker. Neighboring property also available: 494–498 Goodaleville Road, MLS #5101688.


 

Interior Features

Bedrooms

Beds4

Other Interior Features

InternetCable Internet
Total Finished Area2,022 sqft
BasementNo
FlooringTile, Wood
Interior AmenitiesCathedral Ceiling, Gas Fireplace, 1 Fireplace, Natural Light

Other Rooms

Total Rooms7

General

3/4 Baths1
AppliancesDishwasher, Dryer, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
Bathrooms3
CityJamaica
Construction MaterialsPost and Beam
CoolingMini Split
CovenantsNo
DOM61
DirectionsFrom 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. 564 Goodalevil
EasementsYes
ElectricCircuit Breaker(s)
Flood ZoneLand Only
Full Baths2
GarageNo
Half Baths0
HeatingPropane, Radiant, Radiant Floor, Mini Split
Last Updated09/06/2026 13:36:09
Price Per Sq Ft Total AG$551
Property ClassResidential
Property ConditionExisting
Road FrontageTBD
RoofStanding Seam
SeasonalNo
SewerSeptic Shared
Status Detail0
Stories Count3
StyleContemporary
Tax Year2026
TypeSingle Family
UtilitiesCable Available
Year Built2009
ZoningNone

Exterior

DrivewayGravel
Exterior AmenitiesDeck, Garden Space, Hot Tub
Foundation Poured Concrete
Lot FeaturesCountry Setting, Field/Pasture, Landscaped, Orchards, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Rural
Lot Size Area2 sqft
Lot Size Square Feet100,624 sqft
Road Frontage TypePublic Maintained Road
SurveyedYes
Water Access DetailsOther
Water Body AccessYes
Water Body NameWinhall River
Water Body TypeRiver
Water SourceDrilled Well
Water ViewYes
Waterfront PropertyYes

Additional Details

Price History

Schools 

High School N/A
Elementary School N/A
Middle School N/A

  

Similar Properties

$1,115,000

4 Beds 3 Baths 2,022 SQFT 2.31 Acres
Type: Single Family

564 Goodaleville Road
Jamaica, VT 05343

MLS#: 5101689
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649