
39 Whitcomb Hill Road, Strafford, VT 05070
Orange County
Key Facts
Presented by: Kate Cassidy
Description
Set high above the rolling hills of South Strafford, this charming multi-level New Englander offers the perfect blend of privacy, character, and breathtaking Vermont beauty. Situated on 40.87 acres with sweeping mountain views, this three-bedroom, two-bath home invites you to slow down and embrace four-season living. A welcoming wraparound porch overlooks open meadows and mature trees, creating the ideal setting for morning coffee, evening sunsets, or gathering with friends after a day on the trails or slopes. Inside, warm wood floors, exposed beams, and abundant natural light create a cozy yet spacious atmosphere. The thoughtfully updated kitchen features custom cabinetry, open shelving, and a functional center island, while the inviting living room offers oversized windows framing the surrounding landscape. The home’s multi-level layout provides comfortable separation of space, including serene bedrooms with peaceful woodland views and flexible work-from-home potential. Outside, a classic barn adds versatility for storage, hobbies, animals, or future creative use. Located in a wonderful community close to skiing, hiking trails, and a highly regarded school system, this property is ideal for those seeking a Vermont mountain retreat with privacy, charm, and year-round recreation. Whether you are searching for a full-time residence, country getaway, or homestead lifestyle property, this special offering captures the essence of Vermont living.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Multi-Level / New Englander
Year Built
1960
Stories
2
Living Area
2,608 sq ft
Lot Size
40.87 acres
Zoning
Rural Residential
Days on Market
33
MLS® Listing#
5091374
Property Features
Interior
Appliances
Cooling
Heating
Flooring
Basement
Parking
Patio
Lot Features
Roof
Other Structures
Utilities
Water Source
Schools
- Elementary:
- Newton Elementary
- Middle:
- Choice
- High:
- Choice
- District:
- White River Valley Supervisory Union
Directions
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Affordability Calculator
$139,980
Estimated monthly payment
$3,725/mo
Principal $559,920 · Est. interest $781,138 over 30 yrs
Location
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| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 300 Justin Morrill Memorial Highway, Strafford, VT | $499,000 | 4 | 2 | 2,313 |
| 115 Brook Road, Strafford, VT | $600,000 | 3 | 3 | 1,776 |
| 115 Brook Road, Strafford, VT | $600,000 | 3 | 3 | 1,776 |
| 1051 Cross Road, Strafford, VT | $649,000 | 4 | 2 | 2,990 |














