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Courtesy of Dail Frates of Snyder Donegan Real Estate Group: Cell: 802-369-0487.

17 High Street , #5

Woodstock, VT 05091
  • $395,000
  • STATUS: Active Under Contract
  • ON SITE: 35 Days
  • MLS #: 5088124
Under Contract
UPDATED: 57 min ago
$395,000
  • 1
    BEDS
  • 0.75
    ACRES
  • 1
    BATHS
  • 0
    1/2 BATHS
  • 990
    SQFT
  • $399
    $/SQFT
Type:
Condo
Built:
1980
County:
Area:

School Information

Elementary School:
School District:

Description

Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts the very best of Woodstock, Vermont, at your doorstep. Just steps from the Woodstock Inn, the Village Green, and the town's finest restaurants and shops, this bright second-floor retreat offers a rare combination of walkable village living and genuine privacy—the kind of place people spend years looking for. Whether you're seeking a full-time residence or the perfect pied-à -terre, this is it. The open-concept living area features multiple skylights, soaring angled ceilings, and large windows framing picturesque views of Woodstock's signature red rooftops. The renovated kitchen is crisp and well-appointed with its own skylight, while the generous bedroom enjoys dramatic natural light throughout the day and striking moonlight at night. The property is surrounded by award-winning gardens—a past recipient of the Woodstock Garden Club's prize for "Best Garden in the Village"—situated beautifully along the river. Beyond the village itself, the location is unmatched for four-season recreation. World-class skiing at Saskadena Six is minutes away, and the Woodstock Country Club's renowned Robert Trent Jones golf course is practically on your doorstep. Hiking, cycling, and the natural beauty of the Upper Connecticut River Valley round out a lifestyle that is hard to replicate anywhere else in New England. Dedicated parking, lower-level storage, and generous knee-wall storage complete the package. Simply arrive, uncork something good, and let the village do the rest.

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© Copyright 2026 PrimeMLS. 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 2026-06-16T20:06:00.44.
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17 High Street , #5 Woodstock, VT 05091

  • Price: $395,000
  • Status: Active Under Contract
  • On Site: 35 Days
  • Updated: 57 min ago
  • MLS #: 5088124
1
Beds
1
Baths
0
½ Baths
0.75
Acres
990
SQFT
$399
$/SQFT
1980
Built
County:
Windsor
Area:
Woodstock
Elementary School:
Woodstock Elementary School
Middle School:
Woodstock Union Middle Sch
High School:
Woodstock Senior Uhsd #4
School District:
Woodstock School District
Property Description
Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts the very best of Woodstock, Vermont, at your doorstep. Just steps from the Woodstock Inn, the Village Green, and the town's finest restaurants and shops, this bright second-floor retreat offers a rare combination of walkable village living and genuine privacy—the kind of place people spend years looking for. Whether you're seeking a full-time residence or the perfect pied-à -terre, this is it. The open-concept living area features multiple skylights, soaring angled ceilings, and large windows framing picturesque views of Woodstock's signature red rooftops. The renovated kitchen is crisp and well-appointed with its own skylight, while the generous bedroom enjoys dramatic natural light throughout the day and striking moonlight at night. The property is surrounded by award-winning gardens—a past recipient of the Woodstock Garden Club's prize for "Best Garden in the Village"—situated beautifully along the river. Beyond the village itself, the location is unmatched for four-season recreation. World-class skiing at Saskadena Six is minutes away, and the Woodstock Country Club's renowned Robert Trent Jones golf course is practically on your doorstep. Hiking, cycling, and the natural beauty of the Upper Connecticut River Valley round out a lifestyle that is hard to replicate anywhere else in New England. Dedicated parking, lower-level storage, and generous knee-wall storage complete the package. Simply arrive, uncork something good, and let the village do the rest.
Exterior Features

Architectural Style Multi-LevelNew Englander Color grey Construction Materials Clapboard ExteriorWood Siding Driveway Gravel Exterior Features Garden SpaceCovered Porch Has Garage No Lot Features Condo DevelopmentLandscapedSlopingStreamStreet LightsTrail/Near TrailWalking TrailsWaterfrontNear Country ClubNear Golf CourseNear PathsNear ShoppingNear SkiingNear School(s) Owned Land Yes Parking Off Street Road Frontage Yes Road Frontage Length 125 Roof MetalAsphalt ShingleStanding Seam

Interior Features

Appliances MicrowaveElectric RangeRefrigerator Basement Access Type Interior Basement Description DaylightAssigned StorageWalkout Cooling Mini Split Flooring Laminate Foundation Concrete Has Basement Yes Heating OilBaseboardHeat PumpHot Water Interior Features BlindsKitchen IslandKitchen/LivingLiving/DiningBasement Laundry Quarter Baths 0 Rooms Level2 Level 2: BedroomLevel 2: Full BathroomLevel 2: Great RoomLevel 2: KitchenLevel 2: Other Rooms Total 6 Sq Ft Approx Fin Above Grade 990 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Condo Fees Yes Condo Name High Street Condominium Construction Status Existing Covenants Yes Electric Circuit Breaker(s) Fee 370.15 Fee Frequency Monthly Fee Includes PlowingTrashHOA FeeFor Reserves Fee2 225 Flood Zone No Foreclosed / Bank Owned / REO No Pre Construction No Property Type Condo Road Frontage Type Public Maintained Road Seasonal No Sewer Public Span Number 786-250-10245 Surveyed Yes Tax Gross Amount 4986.48 Tax Year 2025 Taxes Tbd No Timeshare Fractional Own No Utilities Phone Village District Locale Woodstock Water Source Public Zoning Residential

Courtesy of Dail Frates of Snyder Donegan Real Estate Group: Cell: 802-369-0487.


© Copyright 2026 PrimeMLS. 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 2026-06-16T20:06:00.44.
 
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