17 Roundtree Rd

$999,000
Price
4
Beds
2,280 Sq. Ft.
$438 / Sq. Ft.
2,280
Sq. Ft.
$438
per Sq. Ft.

Description

Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining...Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining 3 bedrooms and 2 baths downstairs for family and guests. A large, tiled mudroom and owners’ closet will store your gear after a long day on the slopes. Relax in the outdoor hottub tucked into the private rear patio. 1 car garage. Video included in Listing. Exterior Blink surveillance system. NO SHOW Dec 25 2025-Jan 2 2026 Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller
  1. Listed by Sarah Nichols • Winhall Real Estate

Property Details for 17 Roundtree Road

Zoning
residential
LISTING UPDATED: 12/02/2025 07:04 PM

Property Details for 17 Roundtree Road

StatusActive
MLS #5058098
Days on Market120
Taxes$13,678 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1981
Lot Size1.42 AC / 61,855 SF
CountyBennington County

Location

Listing Courtesy of Winhall Real Estate
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Building Information for 17 Roundtree Road

Stories2Year Built1981Building Size-Lot Size1.42 AC / 61,855 SF

Payment Calculator

$6,076 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,936

Property Taxes

$1,140

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 17 Roundtree Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: Stratton Access Rd to North Brookwood Rd. 2nd Left on Roundtree.
  • Latitude: 43.119074000001000
  • Longitude: -72.915806000000003
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-10525
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Ski Area, Trail/Near Trail
  • Lot Size Acres: 1.42
  • Road Frontage Length: 155.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 1981
Utilities
  • Electric: 220 Plug
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable at Site, Telephone at Site
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Siding
  • Roof: Membrane, Standing Seam
Interior Features
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Double Oven, Refrigerator, Washer, Electric Water Heater, Wine Cooler, Vented Exhaust Fan
  • Basement: No
  • Flooring: Carpet, Slate/Stone, Wood
  • Heating: Propane, Baseboard
  • Cooling: None
  • Total Stories: 2

Property History for 17 Roundtree Road

DateEvent & SourcePriceAppreciation
Nov 1, 2025

Expired

New England Real Estate Network #5026451

Aug 25, 2025

Listed (Active)

New England Real Estate Network #5058098

$999,000
Mar 27, 2025

Withdrawn

New England Real Estate Network #5026451

Mar 1, 2025

Expired

New England Real Estate Network #5011577

Jan 13, 2025

Listed (Active)

New England Real Estate Network #5026451

$1,029,000
Dec 13, 2024

Withdrawn

New England Real Estate Network #5011577

Oct 8, 2024

Price Change

New England Real Estate Network #5011577

$1,075,000
Aug 28, 2024

Listed (Active)

New England Real Estate Network #5011577

$1,125,000
Jan 26, 2015

Expired

New England Real Estate Network #4047347

Mar 3, 2011

Listed (Active)

New England Real Estate Network #4047347

$899,000
Jul 15, 2004

Sold

New England Real Estate Network #3089332

$670,000
Jun 27, 2004

Pending

New England Real Estate Network #3089332

Sep 1, 2003

Price Change

New England Real Estate Network #3089332

$799,000
Sep 1, 2003

Listed (Active)

New England Real Estate Network #3089332

$690,000
DateEvent & SourcePrice
11/01/2025

Expired

New England Real Estate Network #5026451

08/25/2025

Listed (Active)

New England Real Estate Network #5058098

$999,000
03/27/2025

Withdrawn

New England Real Estate Network #5026451

03/01/2025

Expired

New England Real Estate Network #5011577

01/13/2025

Listed (Active)

New England Real Estate Network #5026451

$1,029,000
12/13/2024

Withdrawn

New England Real Estate Network #5011577

10/08/2024

Price Change

New England Real Estate Network #5011577

$1,075,000
08/28/2024

Listed (Active)

New England Real Estate Network #5011577

$1,125,000
01/26/2015

Expired

New England Real Estate Network #4047347

03/03/2011

Listed (Active)

New England Real Estate Network #4047347

$899,000
07/15/2004

Sold

New England Real Estate Network #3089332

$670,000
06/27/2004

Pending

New England Real Estate Network #3089332

09/01/2003

Price Change

New England Real Estate Network #3089332

$799,000
09/01/2003

Listed (Active)

New England Real Estate Network #3089332

$690,000

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

Public Records for 17 Roundtree Road

Taxable ValueLand$221,000Additions$274,000Total$495,000
Tax Record2024$13,860 ($1,155 / month)
Home Facts
Beds6Baths4.5Total Finished SqFt1,520 SqFtAbove Grade Finished SqFt1,520 SqFtUnfinished Basement SqFt760 SqFtLot Size61,855 SqFtStyleSingle Family ResidenceYear Built1981CountyBENNINGTONAPN(245)00293Fireplace TypeHas Fireplace

Schools near 17 Roundtree Road

Rating
School
Type
Grades
Distance
Private - 7 to 12
Private - K to 8
Rating
School
Distance
Stratton Mountain School
Private7 to 12

Mountain School At Winhall
PrivateK to 8

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.

Similar Homes

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17 Roundtree Road is a single family home for sale in Winhall, VT 05340. This property was listed for sale on August 25, 2025 by Winhall Real Estate, it's currently listed at $999,000. It has been on the market for a total of 120 days and was last sold on July 15, 2004. Nearby schools include Stratton Mountain School and Mountain School At Winhall. 17 Roundtree Road is a 4-bed, 4-bath, 2,280 sqft single family home built in 1981.

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 2025 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 12/24/2025 07:11 AM