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Deb Rees
REALTOR®
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17 High Street, Unit 5, Woodstock, VT 05091

$395,000
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Active Under Contract
BEDS1 BATHS1 full SQUARE FEET990 MLS#5088124
STATUSActive Under Contract PROPERTY TYPEResidential - Condominium SUBDIVISIONHigh Street Condominium SCHOOLWoodstock

Listing Courtesy of: Snyder Donegan Real Estate Group
Agency Contact: Cell: 802-369-0487
Associate Name: Dail Frates
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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--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.

17 High Street, Unit 5 | MLS# 5088124

This condo located at 17 High Street, Unit 5, Woodstock, VT 05091 is currently listed for sale with an asking price of $395,000. This property was built in 1980 and has 1 bedrooms and 1 full baths with 990 sq. ft. High Street, Unit 5 is located in the High Street Condominium subdivision within the Woodstock school district. Search High Street Condominium real estate on debrees.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Condominium
Basement: Daylight, Assigned Storage, Walkout
Basement: Yes
Cooling: Mini Split
Heating: Oil, Baseboard, Heat Pump, Hot Water
Home Style: ,New Englander
Lot Size: 0.75 Acres
Roof Type: Metal, Asphalt Shingle, Standing Seam
Stories: 3.0
Taxes: $4,986
Year Built: 1980

Amenities

Blinds
Kitchen Island
Kitchen/Living
Living/Dining
Basement Laundry
Garden Space
Covered Porch

Feature Descriptions

Appliances: Microwave, Electric Range, Refrigerator
Baths Full: 1
Color: grey
Construction: Clapboard Exterior, Wood Siding
Construction Status: Existing
Days on Site: 26
Driveway: Gravel
Electric: Circuit Breaker(s)
Exterior: Clapboard Exterior, Wood Siding
Fee: $370.15/Monthly
Fee 2: $225/Monthly
Flood Zone: No
Flooring: Laminate
Foundation: Concrete
Lot: Condo Development, Landscaped, Sloping, Stream, Street Lights, Trail/Near Trail, Walking Trails, Waterfront, Near Country Club, Near Golf Course, Near Paths, Near Shopping, Near Skiing, Near School(s)
Number of Rooms: 6
Parking: Off Street
Road Frontage: 125
Roads: Public Maintained Road
Sewer: Public
Sq. Ft. Above Grade Finished: 990
Sq. Ft. Total Finished: 990
Total Stories: 3
Units: 6
Water: Public
Zoning: Residential

Room Sizes

Other: 8x4x3.storage Level - 2
Other: 20x4x3.Storage Level - 2

Local Schools

High School: Woodstock Senior UHSD #4
Middle School: Woodstock Union Middle Sch
Elementary School: Woodstock Elementary School
School District: Woodstock

Listed By / Shown By

Listed By

Agency Name: Snyder Donegan Real Estate Group
Agency Contact: Cell: 802-369-0487
Agent Name: Dail Frates

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Estimated Payment

$ 1,409.81 per month $879.10 Principal & Interest $415.50 Property Tax $115.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/07/2026. The listing information on this page last changed on 06/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 06/07/2026 12:01:03 AM EST) or MLSPIN MLS (last updated Sat 06/06/2026 11:38:34 PM EST) or Prime MLS (last updated Sat 06/06/2026 11:33:15 PM EST) or MREIS (last updated Sat 06/06/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. 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 2026-06-06 23:33:15

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