23 Loop Road, Unit 10

Active Under Contract

Contract Out

$595,000

Est: $3,768/moGet pre-approved

3 beds2 baths1,416 sqft

23 Loop Rd, Unit 10, Winhall, VT 05340

Single FamilyProperty Type

1.78 acresLot Size

1978Year Built

$420/sq ftPrice per sq ft

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.

38 days on Market

Listed by: Diana Stugger • Four Seasons Sotheby's Int'l Realty

Last updated: 09/24/2026 10:22 PM • Source: New England Real Estate Network, MLS#: 5105544

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

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$3,768 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,176

Property Taxes

$592

HOA Dues

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Property Information for 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

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
Street Designation: Road
Map: 08
Zip Code: 05340

Taxes and HOA Information

SPAN Number: 771-245-11596
Tax Rate: 2.51%

Tax Year: 2026
Taxes TBD: No

Parking

Garage: No
Driveway: Gravel

Virtual Tour

Property Panorama Virtual Tour: https://tour.primemls.com/23-Loop-Road-Unit-10-Winhall-VT-05340/unbranded

Property

Lot Information

Block: 02
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

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

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 for 23 Loop Road, Unit 10

Date	Event & Source	Price	Appreciation
Sep 24, 2026	Active Under Contract New England Real Estate Network #5105544	—	—
Aug 17, 2026	Listed (Active) New England Real Estate Network #5105544	$575,000	—

Date	Event & Source	Price
09/24/2026	Active Under Contract New England Real Estate Network #5105544	—
08/17/2026	Listed (Active) New England Real Estate Network #5105544	$575,000

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

Schools near 23 Loop Road, Unit 10


Rating	School	Type	Grades	Distance
NR	Mountain School At Winhall	Private - Nearby school	K to 8	1.1 mi


Rating	School	Distance
NR	Mountain School At Winhall PrivateK to 8 Nearby school	1.1 mi

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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Listing Courtesy of Four Seasons Sotheby's Int'l Realty

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 10/15/2026 09:31 AM

23 Loop Rd, Unit 10, Winhall, VT 05340

Property Details

Building Information

Summary

Property

Interior and Exterior Features

Room Information

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