11 Roundtree Rd

3,400 Sq. Ft.
$390 / Sq. Ft.
3,400
Sq. Ft.
$390
per Sq. Ft.

Description

A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. On the resort shuttle bus route. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Downstairs family room with kitchenette. Great living space and bedrooms throughout. Quality metal roof sheds snow easily. Two wood burning fireplaces. A must-see property at Stratton.A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. On the resort shuttle bus route. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Downstairs family room with kitchenette. Great living space and bedrooms throughout. Quality metal roof sheds snow easily. Two wood burning fireplaces. A must-see property at Stratton.
  1. Listed by Andrew King • Stratton Real Estate

Property Details for 11 Roundtree Road

Zoning
Residential
LISTING UPDATED: 03/19/2026 03:12 PM

Property Details for 11 Roundtree Road

StatusUnder Contract
MLS #5077947
Days on Market17
Taxes$14,421 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1983
Lot Size1.83 AC / 79,714 SF
CountyBennington County

Location

Listing Courtesy of Stratton Real Estate
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Building Information for 11 Roundtree Road

Stories3Year Built1983Building Size-Lot Size1.83 AC / 79,714 SF

Payment Calculator

$7,874 per month

30 year fixed, 6.46% Interest

Principal and Interest

$6,672

Property Taxes

$1,202

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 11 Roundtree Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: Stratton Mountain Access Road to North Brookwood to Round Tree Road.
  • Latitude: 43.118123000000999
  • Longitude: -72.915481000000000
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-11414
  • Tax Year: 2025
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Crushed Stone
Property
Lot Information
  • Lot Features: Sloping
  • Lot Size Acres: 1.83
  • Road Frontage Length: 150.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 1983
Utilities
  • Electric: Net Meter
  • Sewer: Community
  • Water Source: Community
  • Utilities: Cable Available
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Metal
Interior Features
  • Basement: No
  • Heating: Electric
  • Cooling: None
  • Total Stories: 3

Property History for 11 Roundtree Road

DateEvent & SourcePriceAppreciation
Mar 18, 2026

Active Under Contract

New England Real Estate Network #5077947

Mar 1, 2026

Listed (Active)

New England Real Estate Network #5077947

$1,325,000
Jan 26, 2015

Expired

New England Real Estate Network #3032702

Oct 23, 2014

Sold (Public Record)

Public Record #471902386

$515,000
Sep 24, 2014

Sold

New England Real Estate Network #4227431

$515,000
Sep 17, 2014

Pending

New England Real Estate Network #4227431

Apr 6, 2013

Price Change

New England Real Estate Network #4227431

$679,000
Apr 6, 2013

Listed (Active)

New England Real Estate Network #4227431

$595,000
Sep 22, 2006

Listed (Active)

New England Real Estate Network #3032702

$695,000
DateEvent & SourcePrice
03/18/2026

Active Under Contract

New England Real Estate Network #5077947

03/01/2026

Listed (Active)

New England Real Estate Network #5077947

$1,325,000
01/26/2015

Expired

New England Real Estate Network #3032702

10/23/2014

Sold (Public Record)

Public Record #471902386

$515,000
09/24/2014

Sold

New England Real Estate Network #4227431

$515,000
09/17/2014

Pending

New England Real Estate Network #4227431

04/06/2013

Price Change

New England Real Estate Network #4227431

$679,000
04/06/2013

Listed (Active)

New England Real Estate Network #4227431

$595,000
09/22/2006

Listed (Active)

New England Real Estate Network #3032702

$695,000

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

Public Records for 11 Roundtree Road

Taxable ValueLand$195,200Additions$319,800Total$515,000
Tax Record2024$14,420 ($1,202 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,413 SqFtAbove Grade Finished SqFt2,413 SqFtLot Size81,893 SqFtStyleSingle Family ResidenceYear Built1978CountyBENNINGTONAPN(245)01235Fireplace TypeHas Fireplace

Schools near 11 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.

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Listing Courtesy of Stratton 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 10:48 AM