21 Roundtree Road
Description
- Listed by: Lauren Behm • Mountain Realty
Sold By Mountain Realty
Recent comparable sales
Median sold price
$775,000
Avg days on market
41
Sale-to-list ratio
95.2%
Winhall, VT
9 comparable properties found
$795,000
Sold 08/21/25
- 3
- Bedrooms
- 3
- Bathrooms
- 1,624
- Square Feet
- 0.97
- Acres
$775,000
Sold 07/16/26
- 3
- Bedrooms
- 5
- Bathrooms
- 3,100
- Square Feet
- Unavailable
- Acres
$725,000
Sold 10/02/26
- 4
- Bedrooms
- 4
- Bathrooms
- 3,520
- Square Feet
- 2.39
- Acres
$770,000
Sold 07/18/25
- 4
- Bedrooms
- 3
- Bathrooms
- 3,676
- Square Feet
- 1.2
- Acres
$950,000
Sold 12/06/24
- 4
- Bedrooms
- 4
- Bathrooms
- 3,658
- Square Feet
- 1
- Acres
$785,000
Sold 09/29/26
- 4
- Bedrooms
- 4
- Bathrooms
- 2,878
- Square Feet
- 1
- Acres
$817,500
Sold 12/13/24
- 4
- Bedrooms
- 4
- Bathrooms
- 3,772
- Square Feet
- 2.95
- Acres
Location
$4,934 per month
$4,004
$830
$100
Property information
21 Roundtree Road
Property Details
- Taxes: $9,959 / year
- MLS Type: Residential / Single Family
- County: Bennington County
- Parking: Driveway, Garage, Parking Spaces 5
- Zoning: res
Building Information
- Stories: 2
- Year Built: 2000
- Lot Size: 1.49 AC / 64,904 SF
Summary
Location and General Information
- City: Winhall
- County: VT-Bennington
- Directions: Head up the Stratton Mtn Access Road, Right onto North Brookwood, 2nd right in Roundtree Rd, follow to the end, last house on the left.
- Latitude: 43.119811156293281
- Longitude: -72.916092915344251
- Road Frontage: Yes
- Seasonal: No
- State: VT
- Street Designation: Road
- Zip: 05340
Taxes and HOA Information
- Fee: $1,200.00
- Fee 2 Frequency: Quarterly
- Fee Frequency: Yearly
- SPAN Number: 771-245-10416
- Tax - Gross Amount: $9,959.27
- Tax Year: 2021
- Taxes TBD: No
School Information
- School - High: Choice
- School - District: Choice
- School - Elementary: Choice
- School - Middle/Jr: Choice
Parking
- Garage: Yes
- Garage Capacity: 2.00
- Driveway: Gravel
Property
Lot Information
- Lot - Sqft: 64904.0
- Lot Size Acres: 1.49
- Road Frontage Length: 60.0
- Square Feet Apx Finished Above Grade: 1952.0
- Square Feet Apx Finished AG Source: Assessor
- Square Feet Apx Finished Below Grade: 1266.0
- Square Feet Apx Finished BG Source: Assessor
- Square Feet Apx Total: 3218.0
- Square Feet Apx Total Finished: 3218.0
- Square Feet Apx Unfinished Above Grade: 0.0
- Square Feet Apx Unfinished Below Grade: 0.0
Property and Assessments
- Property Class: Residential
- Property Type: Single Family
- Flood Zone: Unknown
- Foundation: Poured Concrete
- PreConstruction: No
- Surveyed: Unknown
- Year Built: 2000
Utilities
- Electric Company: GMP
- Cable Company: Comcast
- Fuel Company: Suburban
- Electric: 200 Amp
- Sewer: Public
- Utilities: High Speed Intrnt -Avail, Internet - Cable
Interior and Exterior Features
Exterior Features
- Features - Exterior: Deck, Porch - Covered
- Roads: Private, Privately Maintained
- Roof: Shingle - Asphalt
Interior Features
- Appliances: Dishwasher, Freezer, Microwave, Range - Gas, Refrigerator
- Basement: Yes
- Basement Access Type: Walkout
- Basement Description: Finished
- Baths - Total: 4
- Baths - Full: 2
- Half Baths: 1
- One Quarter Baths: 0
- Three Quarter Bath: 1
- Rooms - Total: 12
- Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Bath - 1/2, Level 1: Family Room, Level 1: Foyer, Level 1: Kitchen/Dining
- Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - 3/4
- Rooms: Level B: Level B: Bonus Room, Level B: Bath - 3/4, Level B: Living Room
- Bedrooms - Total: 3
- Features - Interior: Cathedral Ceiling, Dining Area, Fireplaces - 2, Natural Woodwork, Laundry - Basement
- Flooring: Carpet, Tile
- Heat Fuel: Gas - LP/Bottle
- Heating: Baseboard
- Cooling: None
- Total Stories: 2
Room Information
Room 1
- Room Level: 1
- Room Type: Bedroom
Room 2
- Room Level: 2
- Room Type: Bedroom
Room 3
- Room Level: 2
- Room Type: Bedroom
Room 4
- Room Level: Basement
- Room Type: Bonus Room
Room 5
- Room Level: 1
- Room Type: Bath - 1/2
Room 6
- Room Level: Basement
- Room Type: Bath - 3/4
Room 7
- Room Level: 2
- Room Type: Bath - 3/4
Room 8
- Room Level: 1
- Room Type: Bath - Full
Room 9
- Room Level: 1
- Room Type: Family Room
Room 10
- Room Level: Basement
- Room Type: Living Room
Room 11
- Room Level: 1
- Room Type: Kitchen/Dining
Room 12
- Room Level: 1
- Room Type: Foyer
Property History
21 Roundtree Road
| Date | Event | Price |
|---|---|---|
| Oct 18, 2021 | Sold (Public Record) Public Record #1476475462 | $750,000 |
| Oct 18, 2021 | Sold New England Real Estate Network #4883265 | $750,000 |
| Oct 18, 2021 | Pending New England Real Estate Network #4883265 | — |
| Sep 25, 2021 | Active Under Contract New England Real Estate Network #4883265 | — |
| Sep 19, 2021 | Listed (Active) New England Real Estate Network #4883265 | $695,000 |
| Date | Event | Price |
|---|---|---|
| 10/18/2021 | Sold (Public Record) Public Record #1476475462 | $750,000 |
| 10/18/2021 | Sold New England Real Estate Network #4883265 | $750,000 |
| 10/18/2021 | Pending New England Real Estate Network #4883265 | — |
| 09/25/2021 | Active Under Contract New England Real Estate Network #4883265 | — |
| 09/19/2021 | Listed (Active) New England Real Estate Network #4883265 | $695,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public records
21 Roundtree Road
Beds
3Baths
2Total Finished SqFt
3,218 SqFtAbove Grade Finished SqFt
1,952 SqFtFinished Basement SqFt
1,266 SqFtUnfinished Basement SqFt
256 SqFtSchools
Near 21 Roundtree Road
- Not ratedNRStratton Mountain SchoolPrivate · 6-12 · 1.7 mi · Nearby school
- Not ratedNRMountain School At WinhallPrivate · K-8 · 2.3 mi · Nearby school
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.
1Similar Homes
New listings in 05340
$1,200,000
- Unavailable
- Bedrooms
- 1
- Bathrooms
- 950
- Square Feet
- 23.5
- Acres
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 21 Roundtree Road, Winhall, VT 05340 | $750,000 | 3 | 4 | 3,218 | 64,904 |
$1,130,000 | 5 | 6 | 4,296 | 43,995 | |
$625,000 | 6 | 6 | 5,100 | 77,536 | |
$550,000 | 4 | 4 | 2,600 | 43,995 | |
$135,000 | – | – | – | 51,836 | |
$897,500 | 5 | 7 | 4,000 | 60,984 | |
$240,000 | – | – | – | 65,340 | |
$545,000 | 5 | 4 | 2,900 | 58,806 | |
– | 4 | 3.5 | 1,882 | 66,211 | |
– | 4 | 6 | 4,089 | 68,389 | |
$615,000 | 4 | 1 | 3,200 | 43,560 | |
$150,900 | – | – | – | 43,560 | |
– | 3 | 3 | 4,298 | 43,560 | |
$1,560,000 | 4 | 4 | 2,300 | 66,211 | |
$599,000 | 5 | 4 | 3,000 | 52,272 | |
$580,000 | 4 | 2 | 2,100 | 47,044 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Mountain 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 11/13/2026 09:56 AM
