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3800 South Main Street, 
Montgomery, VT 05471

$500,000


4

Beds


2

Baths


2,674

Sq Ft


Single Family

Active

Listed by

David Kennison

Nicholas Maclure

Century 21 Farm & Forest

3613

802-334-1200

Last updated:

September 17, 2026, 10:33 AM

MLS#

5106553

Source:

PrimeMLS

About This Home

3800 South Main Street

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.

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1991

Price Summary

500,000

$186 per Sq. Ft.

MLS #:

5106553

Last Updated:

September 17, 2026, 10:33 AM

Added:

23 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,674 Sq. Ft.


Structure

Structure

Building Area:

4,196 Sq. Ft.

Year Built:

1991


Lot

Lot Size (Sq. Ft):

2,178,000


Finances & Disclosures

Finances

Price:

$500,000

Price per Sq. Ft:

$186 per Sq. Ft.

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Copyright 2026 Prime MLS, Inc. 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 Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 17, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.