564 Goodaleville Road Jamaica, VT $ 1,115,000
564 Goodaleville Road
$ 1,115,000
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564 Goodaleville Road

Jamaica, VT, 05343
$ 1,115,000
Bedrooms4 Baths3.0 Sq 2,022

Monthly Estimate*

$ 7,040

Listed by Cheyanne Pugliese, The Haven Group, 802-548-6320, cheyanne@thehavenvt.com
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Single Family Home for sale in Jamaica, VT

for $1,115,000 with 4 bedrooms and 3 full baths. This 2,022 square foot home was built in 2009 on a lot size of 2.31.

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.

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Single Family Active

Price

$ 1,115,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

2.31

Year Built

2009

Town/City

Jamaica

County/Region

Windham

MLS | Web ID

5101689

Features
Interior
Interior Amenities Cathedral Ceiling Gas Fireplace 1 Fireplace Natural Light
Basement No
Flooring Tile Wood
Beds 4
Total Rooms 7
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General
Road Frontage TBD
Sewer Septic Shared
Heating Propane Radiant Radiant Floor Mini Split
Cooling Mini Split
Utilities Cable Available
Roof Standing Seam
Appliances Dishwasher Dryer Electric Range Refrigerator Washer Gas Stove Induction Cooktop
Garage No
Flood Zone Land Only
Zoning None
3/4 Baths 1
Full Baths 2
Half Baths 0
Bathrooms 3
Year Built 2009
Electric Circuit Breaker(s)
Style Contemporary
Stories Count 3
Type Single Family
Property Condition Existing
Tax Year 2026
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. 564 Goodalevil
City Jamaica
Seasonal No
DOM 47
Price Per Sq Ft Total AG 551.43
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Exterior
Lot Features Country Setting Field/Pasture Landscaped Orchards Ski Area Trail/Near Trail Walking Trails Near Paths Rural
Exterior Amenities Deck Garden Space Hot Tub
Driveway Gravel
Water View Yes
Lot Size Area 2.31
Water Source Drilled Well
Water Body Name Winhall River
Foundation Poured Concrete
Waterfront Property Yes
Water Body Type River
Water Body Access Yes
Water Access Details Other
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* Excluded Features
List By
Cheyanne Pugliese

Listing Agent

The Haven Group

Broker

(802) 548-6320

Phone

cheyanne@thehavenvt.com

Email

Affordability Calculator

$7,040
Per Month
100%
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0%
Monthly Principal & Interest
$7,040
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Monthly Home Insurance
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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.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/6/2026$1,115,000 -10.80% Price Down
7/25/2026$1,250,000 Listed Price

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564 Goodaleville Road, Jamaica, VT, 05343 is a Single Family Home for sale at $1,115,000 with 2,022 sqft and a lot size of 2.31. 564 Goodaleville Road has 4 bedrooms, 3.0 baths, and was built in 2009. The property's zip code is 05343 which is in Jamaica, VT