88 Happy Valley Road Woodstock, Vermont - For Sale

88 Happy Valley Road Woodstock, Vermont 05091 MLS# 5085202

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For Sale Status

$502,000 List Price

House Type

4 Beds

3 Baths

1,824 Sqft

Listed By Julie Davis of KW Vermont Woodstock - Phone: 802-356-8058
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Front of house from Happy Valley Road Front of house from Happy Valley Road
Front of house from Happy Valley Road Front of house from Happy Valley Road
Front of house from Happy Valley Road/Front porch Front of house from Happy Valley Road/Front porch
Front of house from Happy Valley Road/Front porch Front of house from Happy Valley Road/Front porch
Aerial of front of house from Happy Valley Road Aerial of front of house from Happy Valley Road
Main entryway from driveway Main entryway from driveway
Mudroom from main entryway Mudroom from main entryway
Kitchen Kitchen
Kitchen Kitchen
Eat-in area in kitchen/Door to mudroom Eat-in area in kitchen/Door to mudroom
Eat-in area of kitchen/Entryway to living room on left Eat-in area of kitchen/Entryway to living room on left
Primary bedroom on first floor Primary bedroom on first floor
Primary bedroom on first floor Primary bedroom on first floor
Bathroom in hallway between primary bedroom and kitchen Bathroom in hallway between primary bedroom and kitchen
Bonus room off of kitchen before exiting onto back deck Bonus room off of kitchen before exiting onto back deck
Bonus room off of kitchen before exiting onto back deck Bonus room off of kitchen before exiting onto back deck
Bonus room off of kitchen before exiting onto back deck Bonus room off of kitchen before exiting onto back deck
Full bathroom off of bonus room on first floor Full bathroom off of bonus room on first floor
Living room on first floor Living room on first floor
Living room on first floor Living room on first floor
Living room on first floor with view of front porch doorway Living room on first floor with view of front porch doorway
Second floor bedroom one Second floor bedroom one
Second floor bedroom one Second floor bedroom one
Second floor bedroom one Second floor bedroom one
Second floor bedroom two Second floor bedroom two
Second floor bedroom two Second floor bedroom two
Second floor bedroom three Second floor bedroom three
Second floor bedroom three Second floor bedroom three
Second floor half bath in between third bedroom and bonus room Second floor half bath in between third bedroom and bonus room
Second floor half bath off of bedroom three Second floor half bath off of bedroom three
Second floor bonus room Second floor bonus room
Second floor bonus room Second floor bonus room
Three season storage area Three season storage area
Basement area Basement area
Basement area Basement area
Basement Basement
Workshop off of basement area Workshop off of basement area
Exterior accessed storage area with garage door Exterior accessed storage area with garage door
Back of house view Back of house view
Upper back deck area Upper back deck area
Lower back deck area to pool Lower back deck area to pool
Back of house with pool view Back of house with pool view
Back yard view of house from the Happy Valley Brook Back yard view of house from the Happy Valley Brook
Happy Valley Brook abutting back yard Happy Valley Brook abutting back yard
Aerial of 88 Happy Valley Road neighborhood Aerial of 88 Happy Valley Road neighborhood
Aerial of 88 Happy Valley with Ottauquechee River Aerial of 88 Happy Valley with Ottauquechee River
Aerial of 88 Happy Valley Road and Historic Taftsville Covered Bridge Aerial of 88 Happy Valley Road and Historic Taftsville Covered Bridge
Aerial of 88 Happy Valley Aerial of 88 Happy Valley

Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows—ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home’s turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself—where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars—an experience that captures the very essence of elevated Vermont living.

Property Location

88 Happy Valley Road Woodstock

Property Details

List Price  $502,000 Total Rooms  7 List Date  Apr 24th, 2026
Cooperation Fee  Unknown Lot Size  0.42 Acres Taxes $9,062
MLS#  5085202 Days on Market  61 Days Tax Year 2026
Type  House Stories  1 1/2 Road Frontage  
Bedrooms  4 Style  Cape Water Frontage  
Full Bathrooms  2 Finished  1,824 Sqft Construction  No, Existing
3/4 Bathrooms  0 Above Grade  1,824 Sqft Seasonal  No
Half Bathrooms  1 Below Grade  0 Sqft Year Built  1846
1/4 Bathrooms  0 Garage Size   Car County  Windsor
Interior Features
Equipment & AppliancesWasher, Dishwasher, Disposal, Refrigerator, Dryer, Microwave, Refrigerator, Washer
Eat-in Kitchen  1st Floor Living Room  1st Floor Bedroom  1st Floor
Bathroom Full  1st Floor Bathroom Full  1st Floor Bonus Room  1st Floor
Bedroom  2nd Floor Bedroom  2nd Floor Bedroom  2nd Floor
Bonus Room  2nd Floor Bathroom Half  2nd Floor Other  2nd Floor
ConstructionWood Frame, Vinyl Siding
BasementInsulated, Exterior Stairs, Walkout
Exterior Features
Disability Features
Foundation   House Color  Gray
Floors  Carpet,Tile,Vinyl Building Certifications  
Roof  Standing Seam, Metal HERS Index  
DirectionsUse GPS.
Lot DescriptionLandscaped, Sloping, Stream, Neighborhood
Garage & Parking  
Road Frontage Type  Public,Public Maintained Road Water Access  
Suitable Use Water Type  Brook/Stream
Driveway  Paved Water Body  
Flood Zone  No Zoning  Residential
School District  Woodstock School District Middle  Woodstock Union Middle Sch
Elementary  Woodstock Elementary School High  Woodstock Senior UHSD #4
Heating  Electric, Heat Pump, Hot Air Items Excluded  
Cooling  Mini Split Negotiable  
Sewer  Public Parcel Access ROW  
Water  Drilled Well ROW for Other Parcel  
Water Heater   Financing  
Cable Co   Documents  
Electric  100 Amp Service, Circuit Breaker(s) Tax ID  786-250-11350
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† The remarks published on this webpage originate from Listed By Julie Davis of KW Vermont Woodstock - Phone: 802-356-8058 via the PrimeMLS IDX Program and do not represent the views and opinions of Coldwell Banker Hickok & Boardman. Coldwell Banker Hickok & Boardman cannot be held responsible for possible violations of copyright resulting from the posting of any data from the PrimeMLS IDX Program.