39 Whitcomb Hill Road Strafford, Vermont - For Sale

39 Whitcomb Hill Road Strafford, Vermont 05070 MLS# 5091374

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For Sale Status

$699,900 List Price

House Type

3 Beds

2 Baths

1,884 Sqft

Listed By Kate Cassidy of Four Seasons Sotheby's Int'l Realty
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39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
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39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road
39 Whitcomb Hill Road

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.

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Property Location

39 Whitcomb Hill Road Strafford

Property Details

List Price  $699,900 Total Rooms  7 List Date  May 27th, 2026
Cooperation Fee  Unknown Lot Size  40.87 Acres Taxes $0
MLS#  5091374 Days on Market  29 Days Tax Year
Type  House Stories  2 1/2 Road Frontage  1218
Bedrooms  3 Style  Multi-Level, New Englander Water Frontage  
Full Bathrooms  2 Finished  1,884 Sqft Construction  No, Existing
3/4 Bathrooms  0 Above Grade  1,884 Sqft Seasonal  No
Half Bathrooms  0 Below Grade  0 Sqft Year Built  1960
1/4 Bathrooms  0 Garage Size   Car County  Orange
Interior Features
Equipment & AppliancesWasher, Dishwasher, Dryer, Refrigerator, Microwave, Refrigerator, Washer, Owned Water Heater, Tank Water Heater
Living Room 15'5" x 15'9", 1st Floor Dining Room 15'5" x 8'11", 1st Floor Breakfast Nook 11'5" x 4'10", 1st Floor
Kitchen 13'9" x 10'2", 1st Floor Foyer 8'11" x 6'7", 1st Floor Primary BR Suite 15'9" x 9'7", 2nd Floor
Bathroom Three Quarter 8'11" x 5'4", 2nd Floor Bathroom Full 11'3" x 7'3", 3rd Floor Bedroom 11'2" x 12'4", 3rd Floor
Bedroom 11'10" x 12'1", 1st Floor
ConstructionWood Frame, Clapboard Exterior
BasementBulkhead, Concrete, Concrete Floor, Dirt Floor, Full, Gravel, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
Exterior Features
Disability Features
Foundation   House Color  
Floors  Ceramic Tile,Softwood,Wood Building Certifications  
Roof  Architectural Shingle HERS Index  
DirectionsFollow GPS for accurate directions
Lot DescriptionCountry Setting, Horse/Animal Farm, Field/Pasture, Hilly, Landscaped, Mountain View, Open, Orchards, Trail/Near Trail, View, Walking Trails, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near School(s), Private
Garage & Parking  
Road Frontage Type  Dead End,Gravel,Public Water Access  
Suitable Use Water Type  
Driveway  Gravel Water Body  
Flood Zone  No Zoning  Rural Residential
School District  White River Valley Supervisory Union Middle  Choice
Elementary  Newton Elementary High  Choice
Heating  Oil, Wood, Baseboard, Forced Air Items Excluded  
Cooling  Other Negotiable  
Sewer  Private Parcel Access ROW  
Water  Drilled Well ROW for Other Parcel  
Water Heater   Financing  
Cable Co   Documents  
Electric  On-Site Tax ID  624-196-10022
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† The remarks published on this webpage originate from Listed By Kate Cassidy of Four Seasons Sotheby\'s Int\'l Realty 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.