564 Goodaleville Road

Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Active
$1,115,000
4 beds2,022 sqft
564 Goodaleville Rd, Jamaica, VT 05343
Est: $6,424/moGet pre-approved
Single FamilyProperty Type
2.31 acresLot Size
2009Year Built
$551/sq ftPrice per sq ft

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...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.
56 days on Market
  • Listed by: Cheyanne Pugliese • The Haven Group
Last updated: 09/06/2026 01:36 PM • Source: New England Real Estate Network, MLS#: 5101689

Location

Listing Courtesy of The Haven Group
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$6,424 per month

30 year fixed, 6.71% Interest

Principal and Interest

$5,762

Property Taxes

$662

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 564 Goodaleville Road

Property Details
  • Taxes: $7,945 / year
  • MLS Type: Residential / Single Family
  • County: Windham County
  • Water Body Type: River
  • Water View: Yes
  • Waterfront Property: Yes
  • Zoning: None
Building Information
  • Stories: 3
  • Year Built: 2009
  • Lot Size: 2.31 AC / 100,623 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. 564 Goodaleville Road is the white house in the field.
  • Latitude: 43.152765246319007
  • Longitude: -72.834208735656773
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05343
Taxes and HOA Information
  • SPAN Number: 324-101-11676
  • Tax Year: 2026
  • Taxes TBD: Yes
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Country Setting, Field/Pasture, Landscaped, Orchards, Ski Area, Trail/Near Trail, Walking Trails, Near Paths, Rural
  • Lot Size Acres: 2.31
  • Water Body Access: Yes
  • Water Body Name: Winhall River
  • Waterfront Property Rights: Shared
  • Total Finished Area: 2022.0
  • Above Grade Finished Area: 2022.0
  • Above Grade Finished Area Source: Builder
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Builder
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Builder
  • Lot Size Square Feet: 100624.0
  • Total Area: 2022.0
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: 2009
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic Shared
  • Water Source: Drilled Well
  • Utilities: Cable Available
  • Water Access Details: Other
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Post and Beam
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Gas Stove, Induction Cooktop
  • Basement: No
  • Flooring: Tile, Wood
  • Heating: Propane, Radiant, Radiant Floor, Mini Split
  • Cooling: Mini Split
  • Total Stories: 3
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 3

Property History for 564 Goodaleville Road

DateEvent & SourcePriceAppreciation
Jul 23, 2026

Listed (Active)

New England Real Estate Network #5101689

$1,250,000—
DateEvent & SourcePrice
07/23/2026

Listed (Active)

New England Real Estate Network #5101689

$1,250,000

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

Schools near 564 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.

Similar Homes

Explore Nearby Homes

More information about 564 Goodaleville Road, Jamaica, VT 05343

564 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 $1,115,000. 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. 564 Goodaleville Road is a 4-bed, 3-bath, 2,022 sqft single family home built in 2009.

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 09/20/2026 10:29 PM