18 Roundtree Road

Closed 4/1/22

Closed

Last Sold Price

$1,130,000

5 beds6 baths4,296 sqft

18 Roundtree Rd, Winhall, VT 05340

Single FamilyProperty Type

1.01 acresLot Size

1981Year Built

$263/sq ftPrice per sq ft

2 carsParking Spaces

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

Sold By Wohler Realty Group

Listed by: Kim Morgan-Wohler • Wohler Realty Group

Listing closed: 04/01/2022 12:00 AM • Source: New England Real Estate Network, MLS#: 4889518

Recent comparable sales

Median sold price

$1,150,000

Avg days on market

187

Sale-to-list ratio

90.4%

1/51

$975,000

Sold 11/14/25

5
Bedrooms: 6
Bathrooms: 4,729
Square Feet: 1.7
Acres

83 Benson Fuller Drive, Winhall, VT 05340

1/42

$1,150,000

Sold 07/25/25

4
Bedrooms: 6
Bathrooms: 4,826
Square Feet: 1
Acres

35 Old Ridge Road, Winhall, VT 05340

1/56

$950,000

Sold 07/06/26

5
Bedrooms: 5
Bathrooms: 2,321
Square Feet: 0.66
Acres

24 North Branch Road, Winhall, VT 05340

1/60

$949,000

Sold 07/10/26

5
Bedrooms: 4
Bathrooms: 4,000
Square Feet: 1.1
Acres

178 High Meadow Road, Winhall, VT 05340

1/44

$1,050,000

Sold 02/27/26

5
Bedrooms: 4
Bathrooms: 4,788
Square Feet: 1
Acres

6 Chad Circle, Winhall, VT 05340

1/44

$1,603,000

Sold 01/28/26

5
Bedrooms: 5
Bathrooms: 3,688
Square Feet: 2.1
Acres

143 Stratton Mountain Road, Winhall, VT 05340

1/30

$1,550,000

Sold 04/10/26

5
Bedrooms: 5
Bathrooms: 4,000
Square Feet: 2.2
Acres

147 High Meadow Road, Unit 147, Winhall, VT 05340

1/47

$1,270,000

Sold 03/20/26

4
Bedrooms: 4
Bathrooms: 4,640
Square Feet: 20.8
Acres

33 Forest Haunts Road, Winhall, VT 05343

1/45

$2,200,000

Sold 10/14/25

5
Bedrooms: 7
Bathrooms: 7,625
Square Feet: 21.53
Acres

19 Old Town Road, Winhall, VT 05340

Get preapproved with Rocket Mortgage¹

Location

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage¹

$7,697 per month

30 year fixed, 7.03% Interest

Principal and Interest

$6,033

Property Taxes

$1,664

HOA Dues

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Property Information for 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 for 18 Roundtree Road

Date	Event & Source	Price	Appreciation
Apr 1, 2022	Sold (Public Record) Public Record #1487706253	$1,130,000	+1.4% / yr
Apr 1, 2022	Sold New England Real Estate Network #4889518	$1,130,000	—
Dec 29, 2021	Pending New England Real Estate Network #4889518	—	—
Nov 10, 2021	Active Under Contract New England Real Estate Network #4889518	—	—
Nov 4, 2021	Listed (Active) New England Real Estate Network #4889518	$1,130,000	—
Nov 19, 2008	Sold New England Real Estate Network #3042804	$935,000	—
Nov 13, 2008	Sold (Public Record) Public Record #332623248	$935,000	—
Jun 25, 2007	Price Change New England Real Estate Network #3042804	$1,175,000	—
Jun 25, 2007	Listed (Active) New England Real Estate Network #3042804	$995,000	—

Date	Event & Source	Price
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	—
11/10/2021	Active Under Contract New England Real Estate Network #4889518	—
11/04/2021	Listed (Active) New England Real Estate Network #4889518	$1,130,000
11/19/2008	Sold New England Real Estate Network #3042804	$935,000
11/13/2008	Sold (Public Record) Public Record #332623248	$935,000
06/25/2007	Price Change New England Real Estate Network #3042804	$1,175,000
06/25/2007	Listed (Active) New England Real Estate Network #3042804	$995,000

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

Public Records for 18 Roundtree Road

Taxable Value

Land

$160,400

Additions

$761,600

Total$922,000

Tax Record

2025

$19,278 ($1,606 / month)

Home Facts

Beds

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

Style

Single Family Residence

County

BENNINGTON

APN

(245)00780

Schools near 18 Roundtree Road


Rating	School	Type	Grades	Distance
NR	Stratton Mountain School	Private - Nearby school	6 to 12	1.7 mi
NR	Mountain School At Winhall	Private - Nearby school	K to 8	2.2 mi


Rating	School	Distance
NR	Stratton Mountain School Private6 to 12 Nearby school	1.7 mi
NR	Mountain School At Winhall PrivateK to 8 Nearby school	2.2 mi

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

New listings in 05340

$2,399,000 | 33 Stone Lodge Road, Winhall, VT 05340

1/56

Virtual Tour

$2,399,000

4
Bedrooms: 4
Bathrooms: 4,536
Square Feet: 2.5
Acres

33 Stone Lodge Road, Winhall, VT 05340

$1,200,000 | 109 Winhall Hollow Road, Winhall, VT 05340

1/31

Listed By Sotheby's International RealtyVirtual Tour

$1,200,000

Unavailable
Bedrooms: 1
Bathrooms: 950
Square Feet: 23.5
Acres

109 Winhall Hollow Road, Winhall, VT 05340

$2,500,000 | 59 Garden Loop Road, Winhall, VT 05340

1/60

Virtual Tour

$2,500,000

4
Bedrooms: 5
Bathrooms: 3,762
Square Feet: 3.43
Acres

59 Garden Loop Road, Winhall, VT 05340

1/47

$1,130,000

4
Bedrooms: 3
Bathrooms: 3,357
Square Feet: 1.2
Acres

153 High Meadow Road, Winhall, VT 05340

$1,100,000 | 6 Old Ridge Road, Winhall, VT 05340

1/53

Active Under Contract

$1,100,000

5
Bedrooms: 5
Bathrooms: 4,453
Square Feet: 1
Acres

6 Old Ridge Road, Winhall, VT 05340

$1,895,000 | 27 Mountain View Road, Winhall, VT 05340

1/54

Virtual Tour

$1,895,000

6
Bedrooms: 7
Bathrooms: 5,896
Square Feet: 1.49
Acres

27 Mountain View Road, Winhall, VT 05340

1/38

$605,000

3
Bedrooms: 2
Bathrooms: 2,288
Square Feet: 1.05
Acres

1 Beaver Street, Winhall, VT 05340

$750,000 | C-4 C-4 Ridge Road, Unit C4, Winhall, VT 05340

1/26

Listed By Sotheby's International Realty

$750,000

3
Bedrooms: 3
Bathrooms: 2,598
Square Feet

C-4 C-4 Ridge Road, Unit C4, Winhall, VT 05340

$1,650,000 | 36 Beaver Street, Winhall, VT 05340

1/60

Virtual Tour

$1,650,000

3
Bedrooms: 4
Bathrooms: 5,072
Square Feet: 1
Acres

36 Beaver Street, Winhall, VT 05340

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 18 Roundtree Road, Winhall, VT 05340	$1,130,000	5	6	4,296	43,995
21 Roundtree Road, Winhall, VT 05340	$750,000	3	4	3,218	64,904
West Branch Road, Winhall, VT 05340	$135,000	–	–	–	51,836
22 West Branch Road, Bondville, VT 05340	–	4	3.5	1,882	66,211
16 West Branch Road, Bondville, VT 05340	–	3	3	4,298	43,560
96 Roundtree Road, Winhall, VT 05340	$550,000	4	4	2,600	43,995
28 West Branch Road, Winhall, VT 05340	$1,560,000	4	4	2,300	66,211
Lot 84 West Branch Road, Winhall, VT 05340	$599,000	5	4	3,000	52,272
8 West Branch Road, Bondville, VT 05340	$432,000	5	4.5	1,488	62,291
82 West Branch Road, Winhall, VT 05340	$580,000	4	2	2,100	47,044
79 Roundtree Road, Winhall, VT 05340	$615,000	4	1	3,200	43,560
77 Roundtree Road, Winhall, VT 05340	$150,900	–	–	–	43,560
6 Roundtree Road, Winhall, VT 05340	$815,000	4	2	1,908	50,529
7 West Branch Road, Bondville, VT 05340	–	4	2	2,074	47,045
32 Windtree Road, Winhall, VT 05340	$625,000	6	6	5,100	77,536
26 West Branch Road, Bondville, VT 05340	–	4	3.5	3,235	59,677

Explore Nearby Homes

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 11/07/2026 03:19 PM

18 Roundtree Rd, Winhall, VT 05340

Winhall, VT

Property Details

Building Information

Summary

Property

Interior and Exterior Features

Taxable Value

Land

Additions

Tax Record

2025

Home Facts

Beds

Baths

Total Finished SqFt

Above Grade Finished SqFt

Unfinished Basement SqFt

Lot Size

Style

County

APN

Explore Nearby Homes

Homes in Nearby Stratton Mountain Neighborhoods

Homes in Nearby Stratton Mountain Cities

Homes in Nearby Stratton Mountain Zip Codes