Closed
Last Sold Price
$1,130,000
5 beds4,296 sqft

18 Roundtree Rd, Winhall, VT 05340

Description

This beautiful premiere Stratton Resort North Brookwood Neighborhood home offers the best of all worlds - premiere location, convenience and loads of privacy on your large lot at the end of the road, all with Stratton Amenities. Take the North Brookwood shuttle from your driveway to Stratton Mountain, ski all day, then come home to dramatic open spaces, 20 foot ceilings and walls of windows that frame your valley ridge views. You’ll be tucked into your own winter wonderland. The main living space...This beautiful premiere Stratton Resort North Brookwood Neighborhood home offers the best of all worlds - premiere location, convenience and loads of privacy on your large lot at the end of the road, all with Stratton Amenities. Take the North Brookwood shuttle from your driveway to Stratton Mountain, ski all day, then come home to dramatic open spaces, 20 foot ceilings and walls of windows that frame your valley ridge views. You’ll be tucked into your own winter wonderland. The main living space beckons guests to gather in front of the commanding wood burning fireplace. Cozy up to the 2nd fireplace on the lower-level, head to the sauna or hot tub to soak-in après ski, you’ll be warmed and ready to go for the next adventure. This home has an abundance of space with 5 bedrooms/5.5 baths offering multiple bedroom suites for friends and family to stay for as long as you’ll have them. Your own ski room to tune and store your equipment with an added game room for extra entertainment over the oversized double garage. This rare offering will put you in the heart of Resort and make Stratton your mountain getaway. Roads and Security fees apply. Property is Sports Center Bond eligible. Neighborhood subject to Architectural Review. Closing in 2022
Single FamilyProperty Type
1.01 acresLot Size
1981Year Built
$263/sq ftPrice per sq ft
2 carsParking Spaces
  • Listed by: Kim Morgan-Wohler • Wohler Realty Group
Listing closed: 04/01/2022 12:00 AM
Source: New England Real Estate Network, MLS#: 4889518

Sold By Wohler Realty Group

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Recent comparable sales

Median sold price

$1,150,000

Avg days on market

187

Sale-to-list ratio

90.4%

Winhall, VT

9 comparable properties found

$975,000 | 83 Benson Fuller Drive, Winhall, VT 05340
1/51
1

$975,000

Sold 11/14/25

5
Bedrooms
4,729
Square Feet
1.7
Acres
$1,150,000 | 35 Old Ridge Road, Winhall, VT 05340
1/42
2

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Sold 07/25/25

4
Bedrooms
4,826
Square Feet
1
Acres
$950,000 | 24 North Branch Road, Winhall, VT 05340
1/56
3

$950,000

Sold 07/06/26

5
Bedrooms
2,321
Square Feet
0.66
Acres
$949,000 | 178 High Meadow Road, Winhall, VT 05340
1/60
4

$949,000

Sold 07/10/26

5
Bedrooms
4,000
Square Feet
1.1
Acres
$1,050,000 | 6 Chad Circle, Winhall, VT 05340
1/44
5

$1,050,000

Sold 02/27/26

5
Bedrooms
4,788
Square Feet
1
Acres
$1,603,000 | 143 Stratton Mountain Road, Winhall, VT 05340
1/44
6

$1,603,000

Sold 01/28/26

5
Bedrooms
3,688
Square Feet
2.1
Acres
$1,550,000 | 147 High Meadow Road, Unit 147, Winhall, VT 05340
1/30
7

$1,550,000

Sold 04/10/26

5
Bedrooms
4,000
Square Feet
2.2
Acres
$1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
1/47
8

$1,270,000

Sold 03/20/26

4
Bedrooms
4,640
Square Feet
20.8
Acres
$2,200,000 | 19 Old Town Road, Winhall, VT 05340
1/45
9

$2,200,000

Sold 10/14/25

5
Bedrooms
7,625
Square Feet
21.53
Acres

Location

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$7,697 per month

Principal and Interest

$6,033

Property Taxes

$1,664

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Property information

18 Roundtree Road

Property Details

  • Taxes: $19,971 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Development / Subdivision: North Brookwood
  • Parking: Parking Spaces 6+
  • Water View: No
  • Zoning: Resort Residential

Building Information

  • Stories: 2
  • Year Built: 1981
  • Lot Size: 1.01 AC / 43,995 SF

Summary

Location and General Information

  • Area Description: Mountain, Near Golf Course, Near Skiing, Neighborhood
  • City: Winhall
  • County: VT-Bennington
  • Directions: Stratton Mountain Access Road to right onto North Brookwood. Right onto Roundtree. Property at end of the road on the cut-de-sac
  • Latitude: 43.119779885898012
  • Longitude: -72.915007970569604
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05340

Taxes and HOA Information

  • SPAN Number: 771-245-11749
  • Tax - Gross Amount: $19,970.52
  • Tax Year: 2020
  • 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: 43996.0
  • Lot Size Acres: 1.01
  • Road Frontage Length: 193.0
  • Square Feet Apx Finished Above Grade: 4296.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 4296.0
  • Square Feet Apx Total Finished: 4296.0
  • 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: No
  • Foundation: Concrete
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 1981

Utilities

  • Electric: 220 Volt
  • Sewer: Public
  • Utilities: Phone, Cable, High Speed Intrnt -AtSite, Internet - Cable

Interior and Exterior Features

Exterior Features

  • Features - Exterior: Deck, Natural Shade, Porch - Covered
  • Roads: Cul-de-Sac, Paved, Private, Privately Maintained
  • Roof: Standing Seam

Interior Features

  • Appliances: Dishwasher, Range - Electric, Refrigerator
  • Basement: No
  • Basement Access Type: Walkout
  • Baths - Total: 6
  • Baths - Full: 5
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 12
  • Bedrooms - Total: 5
  • Features - Interior: Bar, Blinds, Cathedral Ceiling, Dining Area, Fireplace - Wood, Fireplaces - 2, Hearth, Kitchen Island, Kitchen/Dining, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Sauna, Security, Soaking Tub, Storage - Indoor, Surround Sound Wiring, Walk-in Closet, Programmable Thermostat
  • Flooring: Carpet, Ceramic Tile, Hardwood
  • Heat Fuel: Gas - LP/Bottle
  • Heating: Baseboard, Hot Water
  • Cooling: None
  • Total Stories: 2

Property History

18 Roundtree Road

DateEventPrice
Apr 1, 2022

Sold (Public Record)

Public Record #1487706253

$1,130,000
Apr 1, 2022

Sold

New England Real Estate Network #4889518

$1,130,000
Dec 29, 2021

Pending

New England Real Estate Network #4889518

—
DateEventPrice
04/01/2022

Sold (Public Record)

Public Record #1487706253

$1,130,000

+1.4% / yr

04/01/2022

Sold

New England Real Estate Network #4889518

$1,130,000
12/29/2021

Pending

New England Real Estate Network #4889518

—

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

Public records

18 Roundtree Road

Beds

1

Baths

2.5

Total Finished SqFt

1,762 SqFt

Above Grade Finished SqFt

1,762 SqFt

Unfinished Basement SqFt

1,762 SqFt

Lot Size

43,996 SqFt

Schools

Near 18 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: 18 Roundtree Road, Winhall, VT 05340
$1,130,000
5
4,296
43,995
$750,000
3
3,218
64,904
$135,000
–
–
–
51,836
–
4
3.5
1,882
66,211
–
3
3
4,298
43,560
$550,000
4
2,600
43,995

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 Wohler Realty Group

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 11/10/2026 07:11 AM