Is Winhall, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are yards well-kept in Winhall, VT?

As of early 2026, 100% of users say yards are well-kept

Is there wildlife in Winhall, VT?

As of early 2026, 100% of users say there's wildlife

Is parking easy in Winhall, VT?

As of early 2026, 100% of users say parking is easy

Is a car needed in Winhall, VT?

As of early 2026, 100% of users say car is needed

Would people walk alone at night in Winhall, VT?

As of early 2026, 100% of users say people would walk alone at night

Are the streets well-lit in Winhall, VT?

As of early 2026, 50% of users say streets are well-lit

Do kids play outside in Winhall, VT?

As of early 2026, 50% of users say kids play outside

Are there community events in Winhall, VT?

As of early 2026, 50% of users say there are community events

Do residents of Winhall, VT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are neighbors friendly in Winhall, VT?

As of early 2026, 36% of users say neighbors are friendly

ACCEPTING BACKUPS

1.42 ACRES

Listed by Sarah Nichols, Winhall Real Estate, (802) 297-1550

17 Roundtree Road
Winhall, VT 05340

4 Beds
3.5 Baths
2,280 sqft (on 1.42 acres)

$975,000

$999,000

$975,000

$999,000

4 Beds

3.5 Baths

2,280 sqft

(on 1.42 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 1 hour ago

Listing courtesy of Sarah Nichols

Winhall Real Estate, (802) 297-1550

Source: PrimeMLS, MLS#5058098

Also Listed on PrimeMLS.

Description

Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining 3 bedrooms and 2 baths downstairs for family and guests. A large, tiled mudroom and owners’ closet will store your gear after a long day on the slopes. Relax in the outdoor hottub tucked into the private rear patio. 1 car garage. Video included in Listing. Exterior Blink surveillance system. Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller

Home Highlights

Parking

Garage

Outdoor

Porch, Patio

A/C

Heating only

HOA

None

Price/Sqft

$428

Listed

180+ days ago

Home Details for 17 Roundtree Road

Active Status
MLS Status: Active Under Contract

Interior Features
Interior Details Number of Rooms: 9
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2280 Square Feet
Appliances & Utilities Utilities: Cable at Site, Telephone at SiteAppliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Double Oven, Refrigerator, Washer, Electric Water Heater, Wine Cooler, Vented Exhaust FanDishwasherDisposalDryerLaundry: 1st Floor LaundryMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Propane,BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 FireplaceSpa: Heated, BathHas a FireplaceHas a Spa
Gas & Electric Electric: 220 Plug
Windows, Doors, Floors & Walls Flooring: Carpet, Slate/Stone, Wood
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Slate Stone, Wood
View No View
Security Security: Carbon Monoxide Detector(s), Security System, Smoke Detector(s)

Exterior Features
Exterior Home Features Roof: Membrane Standing SeamPatio / Porch: Patio, Covered PorchFoundation: Poured Concrete
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Paved
Frontage Road Frontage: Association, Cul-de-Sac, Dead EndResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Dirt
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 155
Finished Area Finished Area (above surface): 1520 Square FeetFinished Area (below surface): 760 Square Feet

Days on Market
Days on Market: 180+

Property Information
Year Built Year Built: 1981
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building Construction Materials: Wood SidingNot a New Construction

Price & Status
Price List Price: $975,000Price Per Sqft: $428

Media
See Virtual Tour

Location
Direction & Address City: Winhall
School Information Elementary School: ChoiceJr High / Middle School: ChoiceHigh School: Choice

Agent Information
Listing Agent Listing ID: 5058098

Building
Building Area Building Area: 3280 Square Feet

Lot Information
Lot Area: 1.42 Acres

Miscellaneous
Mls Number: 5058098Zillow Contingency Status: Accepting Back-up OffersAbove Grade Unfinished Area: 1520Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1000Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 17 Roundtree Road

Date	Price	Event	Source
03/09/2026	$975,000	PriceChange	PrimeMLS #5058098
Price Change $24,000 (-2%)
08/25/2025	$999,000	Listed For Sale	PrimeMLS #5058098

03/27/2025	$1,029,000	ListingRemoved	PrimeMLS #5026451

01/13/2025	$1,029,000	Listed For Sale	PrimeMLS #5026451

11/12/2024	$1,075,000	ListingRemoved	PrimeMLS #5011577

10/08/2024	$1,075,000	PriceChange	PrimeMLS #5011577
Price Change $50,000 (-4%)
08/28/2024	$1,125,000	Listed For Sale	PrimeMLS #5011577

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Property Tax and Assessment

Year	2024
Tax
Assessment	$495,000

Home facts updated by county records

Comparable Sales for 17 Roundtree Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
19 Roundtree Road, Bondville, VT	0.02	Single-Family Home	$1,000,000	02/24/26	4	2.5	3,086
13 Windtree Road, Bondville, VT	0.21	Single-Family Home	$970,000	06/17/25	4	3.5	2,672
6 Roundtree Road, Bondville, VT	0.12	Single-Family Home	$815,000	10/28/25	4	2	1,908
7 North Brookwood Road, Bondville, VT	0.23	Single-Family Home	$849,000	12/04/25	4	3.5	2,028
97 North Brookwood Road, West Wardsboro, VT	0.42	Single-Family Home	$1,875,000	05/08/26	4	4.5	2,486
5 Founders Hill Road, Bondville, VT	0.30	Single-Family Home	$795,000	08/21/25	3	3	1,624
40 Founders Hill Road, Stratton, VT	0.30	Single-Family Home	$700,000	07/21/25	4	2	1,084
192 North Brookwood Road, Stratton, VT	0.39	Single-Family Home	$3,750,000	10/30/25	7	7.5	6,900
104 High Meadow Road, Bondville, VT	1.31	Single-Family Home	$941,000	05/13/26	4	3	2,068
14 Old Ridge Road, Winhall, VT	1.20	Single-Family Home	$1,665,000	03/09/26	4	4	4,270

Assigned Schools

These are the assigned schools for 17 Roundtree Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winhall

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say parking is easy
100 % Say car is needed
100 % Say people would walk alone at night
50 % Say streets are well-lit
50 % Say kids play outside
50 % Say there are community events
50 % Say they plan to stay for at least 5 years
36 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Additional Cost

Sarah Nichols, Winhall Real Estate, (802) 297-1550

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-05-19 07:19:54 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

17 Roundtree Road, Winhall, VT 05340 is a 4 bedroom, 4 bathroom, 2,280 sqft single-family home built in 1981. This property is currently available for sale and was listed by PrimeMLS on Aug 25, 2025. The MLS # for this home is MLS# 5058098.

17 Roundtree Road
Winhall, VT 05340

$975,000

$975,000

Local Information