88 Happy Valley Rd

Woodstock, VT 05091

$527,000
Price
4
Beds
1,824 Sq. Ft.
$289 / Sq. Ft.
1,824
Sq. Ft.
$289
per Sq. Ft.
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Description

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...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. Showings begin at the open house on Sunday, April 26th, from 1-3pm.
  1. Listed by Julie Davis • KW Vermont Woodstock • Phone: 802-356-8058

Property Details for 88 Happy Valley Road

Water Body Type
Brook/Stream
Water View
Yes
Zoning
Residential
LISTING UPDATED: 04/26/2026 02:23 PM

Property Details for 88 Happy Valley Road

StatusActive
MLS #5085202
Days on Market4
Taxes$9,062 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1846
Lot Size0.42 AC / 18,295 SF
CountyWindsor County
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Location

Listing Courtesy of KW Vermont Woodstock
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Building Information for 88 Happy Valley Road

Stories1Year Built1846Building Size-Lot Size0.42 AC / 18,295 SF

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$3,409 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,654

Property Taxes

$755

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 88 Happy Valley Road

Summary
Location and General Information
  • City: Woodstock
  • County: VT-Windsor
  • Directions: Use GPS.
  • Latitude: 43.630010000001000
  • Longitude: -72.470246000000003
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Village/Dist/Locale: Taftsville
  • Zip Code: 05091
Taxes and HOA Information
  • SPAN Number: 786-250-11350
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Landscaped, Sloping, Stream, Neighborhood
  • Lot Size Acres: 0.42
  • Water Body Access: Yes
  • Water Body Name: Happy Valley Brook
  • Total Finished Area: 1824.0
  • Above Grade Finished Area: 1824.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 1140.0
  • BelowGradeUnfinishedAreaSource: Estimated
  • Lot Size Square Feet: 18295.0
  • Total Area: 2964.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Water Body Restrictions: Unknown
  • Year Built: 1846
  • School District: Woodstock School District
  • High School: Woodstock Senior UHSD #4
  • Middle/Jr School: Woodstock Union Middle Sch
  • Elementary School: Woodstock Elementary School
Utilities
  • Electric: 100 Amp Service, Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Drilled Well
  • Utilities: Cable Available, Telephone Available
  • Water Access Details: Directly Adjoining
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Color: Gray
  • Construction Materials: Wood Frame, Vinyl Siding
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Disposal, Dryer, Range Hood, Microwave, Electric Range, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Insulated, Exterior Stairs, Walkout
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bonus Room, Level 1: Full Bathroom, Level 1: Eat-in Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bonus Room, Level 2: 1/2 Bathroom, Level 2: Other
  • Flooring: Carpet, Tile, Vinyl
  • Heating: Electric, Heat Pump, Hot Air
  • Cooling: Mini Split
  • Total Stories: 1.5
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 4
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 2
  • Room Level: 1
  • Room Type: Living Room
Room 3
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Level: 1
  • Room Type: Bathroom Full
Room 5
  • Room Level: 1
  • Room Type: Bathroom Full
Room 6
  • Room Level: 1
  • Room Type: Bonus Room
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Level: 2
  • Room Type: Bonus Room
Room 11
  • Room Level: 2
  • Room Type: Bathroom Half
Room 12
  • Room Level: 2
  • Room Type: Other

Property History for 88 Happy Valley Road

DateEvent & SourcePriceAppreciation
Apr 24, 2026

Listed (Active)

New England Real Estate Network #5085202

$527,000—
Oct 6, 2012

Expired

New England Real Estate Network #4146372

—
Apr 7, 2012

Listed (Active)

New England Real Estate Network #4146372

$295,000—
DateEvent & SourcePrice
04/24/2026

Listed (Active)

New England Real Estate Network #5085202

$527,000
10/06/2012

Expired

New England Real Estate Network #4146372

—
04/07/2012

Listed (Active)

New England Real Estate Network #4146372

$295,000

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

Public Records for 88 Happy Valley Road

Taxable ValueLand$55,000Additions$209,000Total$264,000
Tax Record2022$6,871 ($573 / month)
Home Facts
Beds4Total Finished SqFt1,824 SqFtAbove Grade Finished SqFt1,824 SqFtLot Size18,295 SqFtStyleSingle Family ResidenceYear Built1846CountyWINDSORAPN(250) 05.03.32

Schools near 88 Happy Valley Road

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Woodstock Elementary School
Public - PK to 6
Woodstock Senior Uhsd #4
Public - 7 to 12
Mid Vermont Christian School
Private - PK to 12
Rating
School
Distance
Woodstock Elementary School
PublicPK to 6

Woodstock Senior Uhsd #4
Public7 to 12

Mid Vermont Christian School
PrivatePK 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.

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More information about 88 Happy Valley Road, Woodstock, VT 05091

88 Happy Valley Road is a single family home for sale in Woodstock, VT 05091. This property was listed for sale on April 24, 2026 by KW Vermont Woodstock, it's currently listed at $527,000. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Woodstock Elementary School, Woodstock Senior Uhsd #4 and Mid Vermont Christian School. 88 Happy Valley Road is a 4-bed, 3-bath, 1,824 sqft single family home built in 1846.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 KW Vermont Woodstock

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 04/30/2026 11:34 PM