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Offered at $500,000Active Under Contract
beds
4
baths
2
sq ft
2,674
Built
1991

3800 South Main Street

Montgomery, VT 05471

Residential · Active Under Contract · MLS #5106553
Listing Courtesy of Century 21 Farm & Forest | David Kennison, Nicholas Maclure

The home

About this home

Privacy, character, and stunning mountain surroundings come together in this inviting log home on 50 acres with brook frontage, less than 20 minutes from Jay Peak. Built in 1991 and substantially updated in recent years, the 4-bedroom, 2-bath home offers more than 2,500 square feet of living space and the warmth and character you hope to find in a Vermont mountain retreat. Custom touches include old hand-hewn beams, wide softwood floors, a live-edge kitchen island, and an old barn-board pantry door. The kitchen and baths have been updated, along with new doors and windows, fresh paint, and numerous other improvements throughout. Tucked away on a private shared drive and completely out of sight from the road, the property offers exceptional privacy. Approximately 6 acres are open and beautifully maintained, while the balance is wooded with walking trails and frontage along a peaceful Vermont brook. The main level features an open kitchen with granite counters, dining and living areas filled with natural light, two bedrooms, a full bath, and laundry/mudroom. Upstairs, the spacious primary bedroom has a private balcony overlooking the field with views toward Jay Peak, plus a guest bedroom, sitting area, and 3/4 bath. Multiple Rinnai heaters and a woodstove keep things cozy, while Starlink provides high-speed internet. A large back deck overlooks the fields and long-range mountain views. From the natural wood and handcrafted details to the peaceful setting and brook, this is a property that truly feels like Vermont, a wonderful escape or an amazing place to call home. Enjoy nearby covered bridges, swimming holes, hiking, and year-round recreation at Jay Peak. Located in Montgomery, known for its scenic covered bridges, swimming holes, hiking, and easy access to year-round recreation, this is a wonderful Vermont retreat offering privacy and room to roam while remaining convenient to Jay Peak and village amenities.

Property information

Details at a glance

Interior4 property facts
Rooms
9
Heating
Wood, Wood Stove
Cooling
None
Flooring
Ceramic Tile, Tile, Softwood, Wood
Building3 property facts
Style
Single Family Residence
Year built
1991
Roof
Shingle
Land & utilities5 property facts
Lot size
50 acres
Water
Well
Sewer
Septic Tank
Waterfront
Y
Zoning
Montgomery
Financial2 property facts
Annual taxes
$6,519
Assessment year
2025

Plan your purchase

Estimated monthly cost

Explore costs at the $500,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$3,072 / monthAdjust
Principal & interest
$2,528
Property tax
$543
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $6,519. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add 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 Montgomery.

This home compared with active listings in Montgomery
MetricThis homeLocal listings
List price$500,000$397,00026% above local
Price / sq ft$187$22517% below local
Days on market93373% below local

Active city listing statistics from PrimeMLS as of September 12, 2026. Asking prices are not completed-sale values.

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Common questions

About 3800 South Main Street

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Request a tour of 3800 South Main Street and a Bean Group agent will help coordinate an available time with the listing side.

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

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