23 Loop Road # 10 Winhall, VT $ 595,000
23 Loop Road # 10
$ 595,000
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Open House 9/5 12pm - 2pm
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23 Loop Road # 10

Winhall, VT, 05340
$ 595,000
Bedrooms3 Baths2.0 Sq 1,416

Monthly Estimate*

$ 3,757

Listed by Diana Stugger, Four Seasons Sotheby's Int'l Realty, 802-375-3560, diana.stugger@fourseasonssir.com
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Single Family Home for sale in Winhall, VT

for $595,000 with 3 bedrooms and 2 full baths. This 1,416 square foot home was built in 1978 on a lot size of 1.78.

Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars. The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna. Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the home’s woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat. Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come.

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Open House

9/5/2026 12:00 PM - 2:00 PM
23 Loop Road # 10 Winhall, VT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 595,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Post and Beam

Lot Size

1.78

Year Built

1978

Town/City

Winhall

County/Region

Bennington

MLS | Web ID

5105544

Features
Interior
Basement Description Crawl Space Gravel Insulated Storage Space Interior Access
Interior Amenities Cathedral Ceiling Dining Area Draperies Fireplace Screens/Equip Wood Fireplace 1 Fireplace Furnished Hearth Kitchen/Dining Lead/Stain Glass Living/Dining Primary BR w/ BA Natural Woodwork Sauna Skyli
Basement Yes
Flooring Carpet Tile Wood
Beds 3
Total Rooms 5
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General
Road Frontage Yes
Sewer 1000 Gallon Existing Leach Field
Heating Forced Air
Cooling None
Utilities Phone Cable Telephone at Site
Roof Asphalt Shingle
Appliances Electric Cooktop Dishwasher Dryer Refrigerator Washer Electric Stove Domestic Water Heater
Garage No
Flood Zone No
Zoning Rural Residential Agric.
3/4 Baths 0
Full Baths 2
Half Baths 0
Bathrooms 2
Year Built 1978
Electric Circuit Breaker(s)
Subdivision Vermont Ventures
Style Post and Beam
Stories Count 1.5
Tax Rate 2.51
Type Single Family
Block 02
Unit Number 10
Property Condition Existing
Assessment Amount 557400
Accessibility Features 1st Floor Bedroom 1st Floor Full Bathroom Laundry Access w/No Steps Bathroom w/Tub Hard Surface Flooring Low Pile Carpet 1st Floor Laundry
Tax Year 2026
Status Detail 0
Covenants Yes
Construction Materials Wood Frame Wood Exterior Wood Siding
Directions From Bondville Route 30 take Winhall Hollow Road bearing right at intersection with Old Town Road. Right onto Lake Road right onto Loop Road. 23 Loop Road on left.
High School Choice
City Winhall
Other Equipment CO Detector Smoke Detector
School District Winhall School District
Seasonal No
Elementary School Choice
Middle School Choice
DOM 11
Price Per Sq Ft Total AG 420.2
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Exterior
Lot Features Country Setting Landscaped Level Pond Site Subdivision Wooded Near Skiing
Exterior Amenities Deck Invisible Pet Fence Natural Shade Screened Porch Shed Window Screens
Driveway Gravel
Lot Size Area 1.78
Water Source Drilled Well
Foundation Insulated Concrete Forms
Lot 77
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* Excluded Features
List By
Diana Stugger

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

(802) 375-3560

Phone

diana.stugger@fourseasonssir.com

Email

Affordability Calculator

$3,757
Per Month
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Monthly Principal & Interest
$3,757
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5527600 Elementary School
5527599 Middle School
Choice High School High School
Pricing History
DatePricePrice ChangeDescription
8/18/2026$575,000 Listed Price

Map


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23 Loop Road # 10, Winhall, VT, 05340 is a Single Family Home for sale at $595,000 with 1,416 sqft and a lot size of 1.78. 23 Loop Road # 10 has 3 bedrooms, 2.0 baths, and was built in 1978. The property's zip code is 05340 which is in Winhall, VT