23 Loop Road, Unit 10Winhall, VT 05340MLS Number 5105544

  • Price: $595,000
  • Est. Mortgage of $/month
  • 1 Day on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Aug 13, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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23 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 0534023 Loop Road Winhall VT 05340
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  • 3Bedrooms
  • 1.78Acreage
  • 2Bathrooms
  • 1978Year Built

Driving Directions

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.
Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

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More Info

Tax Information

  • Tax Year2026

Location

  • Building Number23
  • StreetLoop Road
  • TownWinhall
  • StateVT
  • Zip05340
  • CountyBennington
  • SubdivisionVermont Ventures
  • DistrictWinhall School District
  • Elementary SchoolChoice
  • Junior HighChoice
  • High SchoolChoice
  • Map8
  • Flood Zone Y/NNo
  • Address23 Loop Road

Exterior

  • Exterior FeaturesDeck, Invisible Pet Fence, Natural Shade, Screened Porch, Shed, Window Screens
  • Exterior ColorGrey
  • RoofAsphalt Shingle

Utilities

  • Heat SystemForced Air
  • WaterDrilled Well
  • Sewer1000 Gallon, Existing Leach Field
  • ElectricCircuit Breaker(s)
  • UtilitiesPhone, Cable, Telephone at Site

Parking

  • Parking Spaces
  • GarageNo

Building

  • Year Built1978
  • Building ConstructionWood Frame, Wood Exterior, Wood Siding
  • ConstructionExisting
  • Property StylePost and Beam
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • Total Rooms5
  • Square Feet1,416
  • BasementCrawl Space, Gravel, Insulated, Storage Space, Interior Access
  • FoundationInsulated Concrete Forms

Interior

  • Interior FeaturesCathedral 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, Skylight, Vaulted Ceiling, Window Treatment,1st Floor Laundry
  • Room 1 TypeLiving/Dining
  • Room 1 Level1
  • Room 1 Dimensions20 x 18
  • FloorsCarpet, Tile, Wood
  • Room 2 TypeKitchen
  • Room 2 Level1
  • Room 2 Dimensions11 x 7,6 x 4
  • Room 3 TypeBedroom
  • Room 3 Level1
  • Room 3 Dimensions11 x 7
  • Room 4 TypeBedroom
  • Room 4 Level1
  • Room 4 Dimensions13 x 12
  • Room 5 TypePrimary BR Suite
  • Room 5 Level2
  • Room 5 Dimensions24 x 16
  • Stories1.5
  • Room 6 TypeLoft
  • Room 6 Level2
  • Room 6 Dimensions6 x 6,7 x 9
  • Room 7 TypeMudroom
  • Room 7 Level1
  • Room 7 Dimensions6 x 5

Rooms

  • Full Bath2

Basic Information

  • MLS Number5105544
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$595,000
  • Listing Agent NameDiana Stugger
  • Unit Number10
  • Broker NameFour Seasons Sotheby's Int'l Realty

Property

  • Acreage1.78
  • Lot DescriptionCountry Setting, Landscaped, Level, Pond Site, Subdivision, Wooded, Near Skiing
  • AreaVT-Bennington
  • Lot77
  • DrivewayGravel
  • RoadsGravel, Public Maintained Road
  • Road Frontage350

Amenities

  • Accessibility Amenities1st Floor Bedroom,1st Floor Full Bathroom, Laundry Access w/No Steps, Bathroom w/Tub, Hard Surface Flooring, Low Pile Carpet,1st Floor Laundry
  • AmenitiesCO Detector, Smoke Detector
  • PricePerSqFt420.2

Other

  • SeasonalNo
  • Page229
  • Date Listed08/18/2026
Bellville Realty
Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301
Broker Reciprocity 

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 August 19, 2026 7:54 AM UTC

 

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