Single Family Residence at 88 Happy Valley Road, Woodstock
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 2 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 3 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 4 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 5 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 6 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 7 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 8 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 9 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 10 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 11 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 12 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 13 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 14 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 15 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 16 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 17 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 18 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 19 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 20 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 21 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 22 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 23 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 24 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 25 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 26 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 27 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 28 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 29 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 30 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 31 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 32 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 33 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 34 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 35 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 36 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 37 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 38 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 39 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 40 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 41 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 42 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 43 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 44 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 45 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 46 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 47 of 48
Single Family Residence at 88 Happy Valley Road, Woodstock, photo 48 of 48
48 photos

$502,000

Under contract
88 Happy Valley Road
Woodstock, VT 05091
Listed by Julie Davis · KW Vermont Woodstock
Bedrooms
4
Bathrooms
2.5
Living area
N/A
Year built
1846

About this home

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 details

MLS
Prime MLS
MLS #
5085202
Property type
Single Family Residence
Subdivision
N/A
Status
Under contract
Days on market
70
On market date
N/A
Stories
N/A
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.42 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Mt. Lebanon School
8.41 mi away · Grades -1-4
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
237
Student:teacher ratio
9.1:1
District
Lebanon School District
Middle
None found nearby
High
None found nearby

Market position

How this listing compares to current activity in Woodstock, from live MLS data.

On the market 70 days -- 91 fewer days than Woodstock's current average of 161 days.
For reference, the median list price across 63 active listings in Woodstock right now is $799,999.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$3,173/mo
$100,400 down
$401,600 loan
Principal & interest$2,605
Property tax (est.)$418
Home insurance (est.)$150

Similar homes you might like

Prime MLS logo

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 07/05/26.