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Offered at $669,900Active
beds
3
baths
2
sq ft
1,884
Built
1960

39 Whitcomb Hill Road

Strafford, VT 05070

Residential · Active · MLS #5091374
Listing Courtesy of Four Seasons Sotheby's Int'l Realty | Kate Cassidy

The home

About this home

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

Details at a glance

Interior4 property facts
Rooms
7
Heating
Baseboard, Wood, Oil, Forced Air
Cooling
Other
Flooring
Ceramic Tile, Softwood, Wood
Building3 property facts
Style
Single Family Residence
Year built
1960
Roof
Shingle
Land & utilities3 property facts
Lot size
40.87 acres
Water
Well
Zoning
Rural Residential

Plan your purchase

Estimated monthly cost

Explore costs at the $669,900 asking price. Adjust the assumptions to your situation.

Known monthly costs$3,387 / monthAdjust
Principal & interest
$3,387
Property tax
Not entered
Insurance
Not entered
HOA
Not entered

Annual property taxes were not supplied. HOA amount was not supplied.

Partial estimate: add property tax, insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Strafford.

This home compared with active listings in Strafford
MetricThis homeLocal listings
List price$669,900$624,5007% above local
Price / sq ft$356$30716% above local
Days on market1037832% above local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

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Common questions

About 39 Whitcomb Hill Road

Can I request a private showing?

Request a tour of 39 Whitcomb Hill Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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