Closed
Last Sold Price
$329,000
4 beds1,710 sqft

5 Roundtree Rd, Winhall, VT 05340

Description

This appealing Alpine vacation home will surprise you with its adaptability to different lifestyles. As a delightful and bright 4 bedroom, 3 1/2 bath single family residence, it offers a main level with cathedral ceiling Great Room, updated kitchen with breakfast bar, expansive deck onto a secluded sun dappled backyard, and 2 bedrooms en suite. The entry level has an air lock mudroom, renovated family room, full bath, convenient galley kitchen for overflow entertainment and 2 guest bedrooms one with...This appealing Alpine vacation home will surprise you with its adaptability to different lifestyles. As a delightful and bright 4 bedroom, 3 1/2 bath single family residence, it offers a main level with cathedral ceiling Great Room, updated kitchen with breakfast bar, expansive deck onto a secluded sun dappled backyard, and 2 bedrooms en suite. The entry level has an air lock mudroom, renovated family room, full bath, convenient galley kitchen for overflow entertainment and 2 guest bedrooms one with half bath. The entry level can also be an inlaw or one of the few rental apartments in the resort with a lock out interior stairway linking the two levels. Enjoy all the spaces as family and friends mingle and mix. Or define your privacy. This charming chalet will serve you well as times and needs change. Located on a short cul de sac in sought after North Brookwood neighbor home with shuttle bus service & Sports Club bond included this special property is offered furnished.
Single FamilyProperty Type
1.05 acresLot Size
1965Year Built
$192/sq ftPrice per sq ft
$100/moHOA Fees
Listing closed: 05/15/2018 12:00 AM
Source: New England Real Estate Network, MLS#: 4507323

Sold By Four Seasons Sotheby's Int'l Realty

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Recent comparable sales

Median sold price

$849,000

Avg days on market

118

Sale-to-list ratio

94.8%

Winhall, VT

9 comparable properties found

$849,000 | 7 North Brookwood Road, Winhall, VT 05340
1/46
1

$849,000

Sold 12/04/25

4
Bedrooms
2,028
Square Feet
0.89
Acres
$950,000 | 154 High Meadow Road, Unit C17, Winhall, VT 05340
1/33
2

$950,000

Sold 12/06/24

4
Bedrooms
3,658
Square Feet
1
Acres
$960,000 | 17 Roundtree Road, Winhall, VT 05340
1/37
3

$960,000

Sold 05/22/26

4
Bedrooms
2,280
Square Feet
1.42
Acres
$1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
1/47
4

$1,270,000

Sold 03/20/26

4
Bedrooms
4,640
Square Feet
20.8
Acres
$795,000 | 5 Founders Hill Road, Winhall, VT 05340
1/27
5

$795,000

Sold 08/21/25

3
Bedrooms
1,624
Square Feet
0.97
Acres
$815,000 | 6 Roundtree Road, Winhall, VT 05340
1/29
6

$815,000

Sold 10/28/25

4
Bedrooms
1,908
Square Feet
1.16
Acres
$725,000 | 12 Stratton Ridge Road, Winhall, VT 05340
1/39
7

$725,000

Sold 10/02/26

4
Bedrooms
3,520
Square Feet
2.39
Acres
$817,500 | 53 Stratton View Road, Winhall, VT 05340
1/61
8

$817,500

Sold 12/13/24

4
Bedrooms
3,772
Square Feet
2.95
Acres
$1,700,000 | 4 Stone House Road, Winhall, VT 05340
1/38
9

$1,700,000

Sold 11/22/24

4
Bedrooms
4,777
Square Feet
1
Acres

Location

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$2,437 per month

Principal and Interest

$1,756

Property Taxes

$581

HOA Dues

$100

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Property information

5 Roundtree Road

Property Details

  • Taxes: $6,967 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Development / Subdivision: Stratton Resort
  • Parking: None
  • Zoning: REC

Building Information

  • Stories: 2
  • Year Built: 1965
  • Lot Size: 1.05 AC / 45,738 SF

Summary

Location and General Information

  • Area Description: Mountain, Near Public Transportatn
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Bondville Route 30 take Mountain Road, right onto North Brookwood, 2nd road on right. 2nd driveway on left.
  • Latitude: 43.11696254659
  • Longitude: -72.914109089761
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05340

Taxes and HOA Information

  • Fee: $100.00
  • Fee Frequency: Monthly
  • SPAN Number: 771-245-11077
  • Tax - Gross Amount: $6,966.68
  • Tax Year: 2015
  • Taxes TBD: No

School Information

  • School - High: Choice
  • School - District: Winhall School District
  • School - Elementary: Choice
  • School - Middle/Jr: Choice

Parking

  • Garage: No
  • Garage Capacity: .00
  • Driveway: Gravel

Property

Lot Information

  • Lot - Sqft: 45738.0
  • Lot Size Acres: 1.05
  • Road Frontage Length: 110.0
  • Square Feet Apx Finished Above Grade: 900.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 810.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Tot BG Source: Public Records
  • Square Feet Apx Total: 1710.0
  • Square Feet Apx Tot Below Grade: 810.0
  • Square Feet Apx Total Finished: 1710.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 0.0

Property and Assessments

  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Slab w/ Frost Wall
  • Resort: Yes
  • Surveyed: Yes
  • Year Built: 1965

Utilities

  • Electric Company: Green Mountain Power
  • Cable Company: Comcast
  • Electric: Circuit Breaker(s)
  • Sewer: Community
  • Utilities: Cable

Interior and Exterior Features

Exterior Features

  • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom
  • Features - Exterior: Deck
  • Roads: Association, Cul-de-Sac, Gravel
  • Roof: Standing Seam

Interior Features

  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Hood, Microwave, Range - Electric, Refrigerator, Washer
  • Basement: No
  • Basement Description: None
  • Baths - Total: 4
  • Baths - Full: 3
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 8
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Bath - 1/2, Level 1: Family Room, Level 1: Mudroom, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full, Level 2: Dining Room, Level 2: Kitchen, Level 2: Living Room, Level 2: Master Bedroom
  • Bedrooms - Total: 4
  • Equipment: Smoke Detector, Smoke Detectr-Hard Wired
  • Features - Interior: Cathedral Ceiling, Fireplace - Wood, Fireplaces - 1, Furnished, In-Law/Accessory Dwelling, Living/Dining, Master BR w/ BA, Natural Woodwork, Security Door(s), Skylight, Laundry - 1st Floor
  • Flooring: Softwood, Tile, Vinyl
  • Heat Fuel: Electric
  • Heating: Baseboard, Multi Zone
  • Cooling: Multi Zone
  • Total Stories: 2

Room Information

Room 1

  • Room Dimensions: 8.6 x 9
  • Room Level: 2
  • Room Type: Kitchen

Room 2

  • Room Dimensions: 12 x 9
  • Room Level: 2
  • Room Type: Dining Room

Room 3

  • Room Dimensions: 16 x 12.6
  • Room Level: 2
  • Room Type: Living Room

Room 4

  • Room Dimensions: 13 x 17
  • Room Level: 1
  • Room Type: Family Room

Room 5

  • Room Level: 1
  • Room Type: Mudroom

Room 7

  • Room Dimensions: 10.6 x 11.6
  • Room Level: 2
  • Room Type: Master Bedroom

Room 8

  • Room Dimensions: 12 x 11
  • Room Level: 2
  • Room Type: Bedroom

Room 9

  • Room Dimensions: 9 x 10
  • Room Level: 1
  • Room Type: Bedroom

Room 10

  • Room Dimensions: 9 x 10
  • Room Level: 1
  • Room Type: Bedroom

Room 13

  • Room Dimensions: 5 x 11
  • Room Level: 1
  • Room Type: Other

Room 14

  • Room Dimensions: 6 x 6
  • Room Level: 1
  • Room Type: Other

Room 16

  • Room Level: 1
  • Room Type: Bath - Full

Room 17

  • Room Level: 2
  • Room Type: Bath - Full

Room 18

  • Room Level: 2
  • Room Type: Bath - Full

Room 19

  • Room Level: 1
  • Room Type: Bath - 1/2

Property History

5 Roundtree Road

DateEventPrice
May 15, 2018

Sold (Public Record)

Public Record #624177762

$329,000
May 15, 2018

Sold

New England Real Estate Network #4507323

$329,000
Mar 25, 2018

Pending

New England Real Estate Network #4507323

—
DateEventPrice
05/15/2018

Sold (Public Record)

Public Record #624177762

$329,000
05/15/2018

Sold

New England Real Estate Network #4507323

$329,000
03/25/2018

Pending

New England Real Estate Network #4507323

—

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

Public records

5 Roundtree Road

Beds

2

Baths

2

Total Finished SqFt

900 SqFt

Above Grade Finished SqFt

900 SqFt

Unfinished Basement SqFt

810 SqFt

Lot Size

47,480 SqFt

Schools

Near 5 Roundtree Road

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5 Roundtree Road, Winhall, VT 05340
$329,000
4
1,710
45,738
$1,000,000
4
3,086
63,162
$569,000
4
4
2,312
56,628
$150,900
–
–
–
43,560
$615,000
4
3,200
43,560
–
4
2.5
1,383
46,609

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 Four Seasons Sotheby's Int'l 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 11/12/2026 02:41 PM