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Jessica Samples
REALTOR®
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140 Route 30, Winhall, VT 05340

$495,000
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New to the Market Active
BEDS4 BATHS2 full SQUARE FEET1,824 MLS#5091404
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLBennington-Rutland

Listing Courtesy of: Winhall Real Estate
Agency Phone: 802-297-1550
Associate Name: Carrie Mathews
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Property Description

Quintessential Vermont charm meets modern comfort in this beautifully updated New England farmhouse just minutes from Stratton Mountain. Ideally located only 1 mile from the Stratton Mountain Access Road and just 1/10 mile to the VAST snowmobile trail, this 4-bedroom, 2-bath home offers the perfect four-season retreat. Rich with character, the home features exposed beams, warm hardwood floors, and a classic cast iron wood stove that creates the ultimate cozy Vermont atmosphere. Thoughtfully modernized while preserving its historic charm, this inviting property blends timeless farmhouse appeal with everyday comfort. Once a gathering place for legendary folk singer Arlo Guthrie, the home carries a unique sense of history and soul. Enjoy easy access to skiing, snowmobiling, hiking, and The Mountain School at Winhall, embracing the classic placement of historic Vermont farmhouses, originally built close to the road for practical year-round access during harsh New England winters. Today, that timeless design translates into effortless convenience with easy in-and-out access and no long driveway to maintain or plow, all while enjoying the beauty and charm of Vermont living. Whether you're searching for a primary residence, weekend getaway, or investment opportunity, this special property captures the very best of Vermont living.

140 Route 30 | MLS# 5091404

This single family home located at 140 Route 30, Winhall, VT 05340 is currently listed for sale with an asking price of $495,000. This property was built in 1900 and has 4 bedrooms and 2 full baths with 1824 sq. ft. Route 30 is located within the Bennington-Rutland school district. Search Winhall real estate on jessicasamples.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Unfinished
Basement: Yes
Cooling: None
Heating: Oil, Forced Air
Home Style: Farmhouse, New Englander
Lot Size: 0.40 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $4,006
Year Built: 1900

Amenities

Dining Area
Furnished
Kitchen/Dining
Kitchen/Living
Living/Dining
Natural Light
Natural Woodwork
Skylight

Feature Descriptions

Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Gas Stove
Baths Full: 2
Color: White
Construction: Wood Frame
Construction Status: Existing
Days on Site: 6
Driveway: Dirt, Gravel
Electric: Circuit Breaker(s)
Equipment: Smoke Detector, Wood Stove
Exterior: Wood Frame
Flood Zone: No
Flooring: Wood
Foundation: Concrete
Lot: Country Setting, Landscaped, Level, Ski Area, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Near School(s)
Number of Rooms: 9
Roads: Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 1824
Sq. Ft. Total Finished: 1824
Total Stories: 2
Water: Drilled Well
Zoning: Res

Local Schools

High School: Choice
Middle School: Choice
Elementary School: Choice
School District: Bennington-Rutland

Listed By / Shown By

Listed By

Agency Name: Winhall Real Estate
Agent Name: Carrie Mathews
Agency Phone: 802-297-1550

agent picture

Shown By

Agent Name: Jessica Samples
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,579.86 per month $1,101.66 Principal & Interest $333.83 Property Tax $144.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:04:50 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Wed 06/03/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-06-03 23:33:45

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