Closed
Last Sold Price
$565,000
3 beds1,416 sqft

23 Loop Rd, Unit 10, Winhall, VT 05340

Description

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...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.
Single FamilyProperty Type
1.78 acresLot Size
1978Year Built
$399/sq ftPrice per sq ft
Listing closed: 11/06/2026 12:00 AM
Source: New England Real Estate Network, MLS#: 5105544
Listing Agent
  1. Diana Stugger

    Diana Stugger

    Listing Agent

    Four Seasons Sotheby's Int'l Realty

    P: (802) 375-3560

    M: (802) 375-3560

Sold By Wohler Realty Group

Location

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$3,608 per month

Principal and Interest

$3,016

Property Taxes

$592

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Property information

23 Loop Road, Unit 10

Property Details

  • Taxes: $7,102 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Development / Subdivision: Vermont Ventures
  • Zoning: Rural Residential Agric.

Building Information

  • Stories: 1
  • Year Built: 1978
  • Lot Size: 1.78 AC / 77,536 SF

Summary

Location and General Information

  • City: Winhall
  • County: VT-Bennington
  • County DD: Bennington
  • 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.
  • Latitude: 43.159945000001002
  • Longitude: -72.890333999999996
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • State: Vermont
  • Street Designation: Road
  • Map: 08
  • Zip Code: 05340

Taxes and HOA Information

  • SPAN Number: 771-245-11596
  • Tax Class: Homestead
  • Tax Rate: 2.51%
  • Tax Year: 2026
  • Taxes TBD: No

Parking

  • Garage: No
  • Driveway: Gravel

Property

Lot Information

  • Block: 02
  • List $/Square Feet Fin ABV Grade: 420.20
  • Lot: 77
  • Lot Features: Country Setting, Landscaped, Level, Pond Site, Subdivision, Wooded, Near Skiing
  • Lot Size Acres: 1.78
  • Road Frontage Length: 350.0
  • Total Finished Area: 1416.0
  • Above Grade Finished Area: 1416.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 77537.0
  • Total Area: 1416.0

Property and Assessments

  • Appraisal Complete: Yes
  • Appraiser Email: rhmcleish@gmail.com
  • Assessment Amount: $557,400
  • Assessment Year: 2026
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • ROW to other Parcel: Yes
  • Surveyed: Yes
  • Year Built: 1978
  • School District: Winhall School District
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Choice

Utilities

  • Cable Company: Comcast
  • Fuel Company: Suburban
  • Electric: Circuit Breaker(s)
  • Sewer: 1000 Gallon, Existing Leach Field
  • Water Source: Drilled Well
  • Utilities: Cable, Phone, Telephone at Site
  • Internet: Cable Internet
  • Internet Service Provider: Comcast

Interior and Exterior Features

Exterior Features

  • Color: Grey
  • Construction Materials: Wood Frame, Wood Exterior, Wood Siding
  • Roof: Asphalt Shingle

Interior Features

  • Appliances: Electric Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Electric Stove, Domestic Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Crawl Space, Gravel, Insulated, Storage Space, Interior Access
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Kitchen, Level 1: Living/Dining, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Loft, Level 2: Primary Bdm Ste
  • Flooring: Carpet, Tile, Wood
  • Heating: Forced Air
  • Cooling: None
  • Total Stories: 1.5
  • Rooms Total: 5
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2

Room Information

Room 1

  • Room Dimensions: 20 x 18
  • Room Level: 1
  • Room Type: Living/Dining

Room 2

  • Room Dimensions: 11 x 7, 6 x 4
  • Room Level: 1
  • Room Type: Kitchen

Room 3

  • Room Dimensions: 11 x 7
  • Room Level: 1
  • Room Type: Bedroom

Room 4

  • Room Dimensions: 13 x 12
  • Room Level: 1
  • Room Type: Bedroom

Room 5

  • Room Dimensions: 24 x 16
  • Room Level: 2
  • Room Type: Primary BR Suite

Room 6

  • Room Dimensions: 6 x 6, 7 x 9
  • Room Level: 2
  • Room Type: Loft

Room 7

  • Room Dimensions: 6 x 5
  • Room Level: 1
  • Room Type: Mudroom

Property History

23 Loop Road, Unit 10

DateEventPrice
Nov 6, 2026

Sold

New England Real Estate Network #5105544

$565,000
Nov 6, 2026

Pending

New England Real Estate Network #5105544

—
Sep 24, 2026

Active Under Contract

New England Real Estate Network #5105544

—
DateEventPrice
11/06/2026

Sold

New England Real Estate Network #5105544

$565,000
11/06/2026

Pending

New England Real Estate Network #5105544

—
09/24/2026

Active Under Contract

New England Real Estate Network #5105544

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools

Near 23 Loop Road, Unit 10

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 23 Loop Road, Unit 10, Winhall, VT 05340
$565,000
3
1,416
77,536
$354,000
3
1,650
77,536
–
3
2
2,210
62,726
–
3
3
1,970
98,010
$610,000
3
1,408
98,010
$105,000
3
3.5
3,234
77,537

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Copyright 2026 PrimeMLS, 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 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 11/10/2026 09:53 AM