30 Upper Woods And Water Rd

Winhall, VT 05340

$575,000
Price
4
Beds
2,400 Sq. Ft.
$240 / Sq. Ft.
2,400
Sq. Ft.
$240
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Under Contract
Under Contract

Description

Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest—a daily reminder that some of Southern Vermont’s best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain living. The main living area is designed to showcase the spectacular scenery, with large windows that...Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest—a daily reminder that some of Southern Vermont’s best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain living. The main living area is designed to showcase the spectacular scenery, with large windows that frame the surrounding mountains and fill the space with natural light. A wood-burning fireplace anchors the living room, creating the perfect spot to gather after a day on the slopes. Clean architectural lines, warm materials, and thoughtful updates give the home a contemporary yet welcoming feel throughout. Several upgrades and renovations provide comfort and efficiency for years to come. The property also includes a carport, providing convenient covered parking so you won’t have to clear snow off your car after a Vermont snowfall, along with space for skis and all the gear that comes with an active mountain lifestyle. Perfectly located just minutes from Bromley Mountain and a short drive to Stratton Resort, this home is ideally positioned for year-round recreation—from skiing and snowboarding in winter to hiking, biking, and golf in the warmer months. An added benefit of this property, if you opt to join, is that a Bromley Bond is available, providing driveway plowing, and garbage pickup services. Whether you are seeking a full-time residence or a retreat, this unique mountain home offers style, views, and an unbeatable Southern Vermont location. Closing to occur on or after June 15. The buyer may elect to close earlier and allow the seller to rent the property back until June 15. This property will transfer unfurnished.
  1. Listed by Carrie Mathews • Winhall Real Estate

Property Details for 30 Upper Woods And Water Road

Zoning
Residential
LISTING UPDATED: 03/17/2026 01:28 PM

Property Details for 30 Upper Woods And Water Road

StatusUnder Contract
MLS #5078937
Days on Market6
Taxes$6,284 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1965
Lot Size4.48 AC / 195,148 SF
CountyBennington County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Winhall Real Estate
Add your commute

Building Information for 30 Upper Woods And Water Road

Stories2Year Built1965Building Size-Lot Size4.48 AC / 195,148 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,419 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,895

Property Taxes

$524

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 30 Upper Woods And Water Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Route 11, enter the Bromley Mountain Parking Lot entrance. Stay to your right. At the Y on Woods and Water Road, bear right. Take the second driveway on your right.
  • Latitude: 43.203003820600337
  • Longitude: -72.943628271163931
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-10977
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Lot Features: Country Setting, Mountain View, Ski Area, Wooded, Adjoins St/Nat'l Forest, Near Skiing
  • Lot Size Acres: 4.48
  • Road Frontage Length: 325.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • Surveyed: Unknown
  • Year Built: 1965
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stucco Exterior, Wood Exterior
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Full, Interior Stairs
  • Flooring: Bamboo, Laminate, Tile
  • Heating: Propane, Baseboard, Multi Zone
  • Cooling: Mini Split
  • Total Stories: 2

Property History for 30 Upper Woods And Water Road

DateEvent & SourcePriceAppreciation
Mar 17, 2026

Active Under Contract

New England Real Estate Network #5078937

—
Mar 11, 2026

Listed (Active)

New England Real Estate Network #5078937

$575,000—
Sep 22, 2016

Sold (Public Record)

Public Record #593667262

$270,000—
Sep 16, 2016

Sold

New England Real Estate Network #4475838

$270,000—
Sep 15, 2016

Pending

New England Real Estate Network #4475838

—
Mar 11, 2016

Listed (Active)

New England Real Estate Network #4475838

$279,000—
DateEvent & SourcePrice
03/17/2026

Active Under Contract

New England Real Estate Network #5078937

—
03/11/2026

Listed (Active)

New England Real Estate Network #5078937

$575,000
09/22/2016

Sold (Public Record)

Public Record #593667262

$270,000
09/16/2016

Sold

New England Real Estate Network #4475838

$270,000
09/15/2016

Pending

New England Real Estate Network #4475838

—
03/11/2016

Listed (Active)

New England Real Estate Network #4475838

$279,000

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

Public Records for 30 Upper Woods And Water Road

Taxable ValueLand$71,400Additions$179,000Total$250,400
Tax Record2024$7,011 ($584 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,200 SqFtAbove Grade Finished SqFt1,200 SqFtLot Size195,149 SqFtStyleSingle Family ResidenceYear Built1970CountyBENNINGTONAPN(245)50023Fireplace TypeHas Fireplace

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Winhall Real Estate

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 04/05/2026 07:19 AM