Single Family for Sale: 59 Garden Loop Road, Winhall, VT 05340

4 beds
1 full, 3 three quarter, 1 half baths
3,762 sqft
$2,500,000
$2,500,000
59 Garden Loop Road, Winhall, VT 05340
4 beds
1 full, 3 three quarter, 1 half baths
3,762 sqft
$2,500,000
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Price:
$2,500,000
$350,000 - 09/03/2026

Type Single Family
Style Modern Architecture
Beds 4
Baths 1 full, 3 three quarter, 1 half baths
Square Feet 3,762 sqft
Lot Size 3.43 acres
Year Built 2025
Taxes Paid $21,760

City Winhall
County Bennington
School District Choice

MLS 5085635
Status Active
DOM 159 days
- Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian custom cabinetry offers an impressive honed granite island, Thor oven and 6 burner cooktop, Bosch dishwasher, Zline frig/freezer. Beautiful French oak floors throughout. Brizo hardware. Sonos sound system. Air conditioning. HVAC system is variable refrigerant flow (VRF). Weather Shield windows and doors. Heated two car garage. HOA fees include road and driveway maintenance, caretaking, lawn care and private winter shuttle service to Stratton's base lodge. We are nearing completion of Luna Thermowood exterior siding work with landscaping including blue stone patio next. (added digital image of lawn) Stylishly furnished. Experience captivating sunsets from most rooms, your deck and covered porch. We welcome your interest and enthusiasm, come take a look. This is not just a home but a mountain statement.

Room Features

Bedroom with Bath 15 x 12
Bedroom with Bath 2 14.7 x10
Bedroom with Bath 3 11 x 15
Dining Room 13 x 8
Family Room 16 x 14.5
Foyer 21 x 10
Kitchen 19 x 14.6
Laundry Room 15 x 12
Living Room 16 x 16.8
Mudroom 19.19 x 5.5
Other 22 x 25 garage
Primary BR Suite 16.10 x 18,17 x 8.5

Lot & Building Features

Appliances Microwave, Dryer, Washer, Dishwasher, Refrigerator
Features Interior Surround Sound Wiring, Fireplace Screens/Equip, Smart Thermostat, Soaking Tub, Window Treatment, Furnished, 2nd Floor Laundry, Wood Fireplace, Cathedral Ceiling, Blinds, 1 Fireplace, Walk-in Closet, Kitchen Island, Primary BR w/ BA, 1st Floor Laundry, Natural Light, Dining Area
Association Amenities Trash Removal, Landscaping, Snow Removal
Utilities Underground Utilities
Construction Wood Siding, Wood Frame
Fee $9,600
Cooling Multi Zone, Central AC
Heating Radiant Floor, Multi Zone, Electric
Sewer 1000 Gallon
Tax Year 2026
Taxes Paid $21,760
Water Drilled Well
Foundation Below Frost Line
Lot Description Ski Area, Rolling, Recreational, Subdivision, Sloping, Mountain View, Near Skiing
Roof Membrane, Standing Seam
Features Exterior High Impact Window(s), Deck
Total Rooms 9
Garage Yes
Full Baths 1
3/4 Baths 3
Half Baths 1

Community and Schools

Elementary School Choice
Junior High School Choice
Senior High School Choice

Price History of 59 Garden Loop Road

Date Name Price Difference
09/03/2026 Price Adjustment $2,500,000 12.28%
07/23/2026 Price Adjustment $2,850,000 3.39%
04/27/2026 Listing Price $2,950,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Map of 59 Garden Loop Road, Winhall, VT

Location Map Street View
Listed by Berkshire Hathaway HomeServices Stratton Home, Terry Hill 802-297-2100
Photo of Hunter Carey
Hunter Carey
Manager
Direct: 603-474-3401
Office
240 Ocean Blvd
Seabrook Beach, NH 03874
603-474-3401
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0.8704316%
6.75%
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59 Garden Loop Road (MLS #5085635) is a modern architecture single family home located in Winhall, VT. This single family home is 3,762 sqft and on a lot of 149,411 sqft (or 3.43 acres) with 4 bedrooms, 5 baths and is 1 years old. This property was listed on 04/27/2026 and has been priced for sale at $2,500,000.

Nearby zip codes are 05143, 05152, 05155, 05343 and 05360. This property neighbors other cities such as Jamaica, Londonderry, Peru, Stratton and Wardsboro.

PrimeMLS

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information courtesy of: Berkshire Hathaway HomeServices Stratton Home

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 10/09/2026