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

OFF MARKET

Listed by Carrie Mathews, Winhall Real Estate, (802) 297-1550 . Bought with EXP Realty

8 Strattonwald Road
Winhall, VT 05340

3 Beds
2 Baths
1,392 sqft (on 0.59 acres)

$385,100

Trulia Estimate

as of May 21, 2026

$385,100

Trulia Estimate

as of May 21, 2026

3 Beds

2 Baths

1,392 sqft

(on 0.59 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 1 hour ago

Listed by Carrie Mathews

Winhall Real Estate, (802) 297-1550

Bought with: Amy Hill, EXP Realty, (833) 388-2480

Source: PrimeMLS, MLS#5019226

Description

Experience the perfect blend of classic alpine charm and modern convenience with this inviting ski chalet, located just 1 mile from the base of the Stratton Access Road in the sought-after Strattonwald community. Historically, chalets originated in the mountainous regions of Europe, designed to withstand the elements, particularly heavy snowfall. Characterized by their wooden construction, sloping roofs, and warm, cozy interiors, chalets were built to provide shelter and comfort during the long winters. This Strattonwald home carries on that tradition, offering a welcoming retreat for skiers and outdoor enthusiasts alike. The open upper floor plan, rustic wood accents, and ample natural light create the quintessential atmosphere for relaxation after a day on the slopes. While the current owner does not hold a Strattonwald bond—which provides access to the winter shuttle and summer recreation amenities—one can be purchased for just $5,000, unlocking all the community has to offer. This property offers an ideal location for year-round enjoyment, just minutes from the mountain, yet tucked away in the serene landscape of Strattonwald. Whether you're looking for a cozy winter getaway or a summer escape, this chalet offers the best of both worlds. Don’t miss out on this opportunity to own a piece of Vermont’s alpine heritage!

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 01, 2025

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 8 Strattonwald Road

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Crawl SpaceNumber of Rooms: 8
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 1392 Square Feet
Appliances & Utilities Utilities: CableAppliances: Electric Water Heater
Heating & Cooling Heating: Oil,BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood Burning, 1 FireplaceHas a Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Carpet, Slate/Stone
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Slate Stone
View No View

Exterior Features
Exterior Home Features Roof: ShingleExterior: DeckFoundation: Block, Concrete
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a CarportHas a GarageParking Spaces: 1Parking: Dirt,Gravel,Carport
Frontage Road Frontage: PublicRoad Surface Type: Dirt, Gravel
Water & Sewer Sewer: Septic Tank
Farm & Range Frontage Length: Road frontage: 200
Finished Area Finished Area (above surface): 1392 Square Feet

Property Information
Year Built Year Built: 1970
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Chalet
Building Construction Materials: Wood ExteriorNot a New Construction

Price & Status
Price List Price: $425,000

Location
Direction & Address City: WinhallCommunity: Strattonwald
School Information Elementary School: ChoiceElementary School District: Bennington/RutlandJr High / Middle School: ChoiceJr High / Middle School District: Bennington/RutlandHigh School: ChoiceHigh School District: Bennington/Rutland

Building
Building Area Building Area: 1392 Square Feet

Lot Information
Lot Area: 0.59 acres

Miscellaneous
Mls Number: 5019226Above Grade Unfinished Area: 1392Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Price History for 8 Strattonwald Road

Date	Price	Event	Source
02/28/2025	$370,000	Sold	PrimeMLS #5019226
Recording Date 02/28/2025 County Transfer Tax N/A Total Transfer Tax N/A
10/18/2024	$425,000	Listed For Sale	PrimeMLS #5019226

02/23/2015	$182,500	Sold	N/A
Recording Date 02/23/2015 Contract Date 02/06/2015 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2024
Tax
Assessment	$183,000

Home facts updated by county records

Comparable Sales for 8 Strattonwald Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
3 Strattonwald Road, Winhall, VT	0.06	Single-Family Home	$485,000	04/20/26	3	1	1,344
19 Deer Run Road, Bondville, VT	0.15	Single-Family Home	$460,000	01/16/26	3	2	2,298
163 VT Route 30, Bondville, VT	0.83	Single-Family Home	$445,000	09/16/25	3	2	1,590
3 Short Road, Bondville, VT	0.53	Single-Family Home	$625,000	11/26/25	3	2.5	2,034
46-48 Lower Taylor Hill Road, Bondville, VT	0.96	Single-Family Home	$426,000	01/16/26	2	2	1,798
73 Cranberry Hill Road, Winhall, VT	0.52	Single-Family Home	$895,000	12/12/25	4	4.5	2,658
5 Wall Street, Bondville, VT	0.65	Single-Family Home	$735,000	05/01/26	4	3	2,091
4 Garden Loop Road, Bondville, VT	0.67	Single-Family Home	$1,082,500	08/29/25	3	3.5	4,054
2 Spruce High Road, Bondville, VT	0.86	Single-Family Home	$575,000	08/15/25	4	2.5	2,448
58 Todd Hill Road, Bondville, VT	0.95	Single-Family Home	$720,000	10/21/25	4	4	2,389

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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FOR SALE
NEW - 3 HRS AGO
1.5 ACRES
$799,000
4 bd
3.5 ba
3,078 sqft
63 Raspberry Hill Road,
Bondville, VT 05340
PrimeMLS, Active
NEW
OPEN SAT, 12-2PM
COMING SOON 5/23
1.2 ACRES
$1,225,000
4 bd
3 ba
3,357 sqft
153 High Meadow Road,
Bondville, VT 05340
PrimeMLS, Coming Soon
FOR SALE
1.1 ACRES
$899,000
5 bd
4.5 ba
4,000 sqft
178 High Meadow Road,
Winhall, VT 05340
PrimeMLS, Active
FOR SALE
NEW CONSTRUCTION
3.43 ACRES
$2,950,000
4 bd
4.5 ba
3,762 sqft
59 Garden Loop Road,
Winhall, VT 05340
PrimeMLS, Active
FOR SALE
23.5 ACRES
$1,200,000
1 ba
950 sqft
109 Winhall Hollow Road,
Bondville, VT 05340
PrimeMLS, Active
FOR SALE
10.05 ACRES
$299,999
00 Garden Loop Road,
Bondville, VT 05340
PrimeMLS, Active
FOR SALE
$649,000
3 bd
3 ba
1,650 sqft
39 Pond View Road #39,
Bondville, VT 05340
PrimeMLS, Active
FOR SALE
1 ACRE
$1,399,999
6 bd
4 ba
3,800 sqft
121 High Meadow Road,
Bondville, VT 05340
PrimeMLS, Active
FOR SALE
$609,000
4 bd
3 ba
1,650 sqft
60 Hilltop Road #60,
Bondville, VT 05340
PrimeMLS, Active
FOR SALE
77.6 ACRES
$825,000
Winhall Hollow Road,
Winhall, VT 05340
PrimeMLS, Active
FOR SALE
2 ACRES
$979,000
4 bd
3.5 ba
5,248 sqft
41-43 Cranberry Hill Road,
Bondville, VT 05340
PrimeMLS, Active
SOLD
MAR 5, 2026
$815,000
4 bd
3 ba
2,500 sqft
B15 Maple Ridge Road #B15,
Bondville, VT 05340
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 8 Strattonwald 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

Apartments for Rent

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Homes for sale near 8 Strattonwald Road

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NEW - 3 HRS AGO
1.5 ACRES
$799,000
4 bd
3.5 ba
3,078 sqft
63 Raspberry Hill Road,
Bondville, VT 05340
PrimeMLS, Active
2 ACRES
$979,000
4 bd
3.5 ba
5,248 sqft
41-43 Cranberry Hill Road,
Bondville, VT 05340
PrimeMLS, Active
NEW CONSTRUCTION
3.43 ACRES
$2,950,000
4 bd
4.5 ba
3,762 sqft
59 Garden Loop Road,
Winhall, VT 05340
PrimeMLS, Active
1 ACRE
$860,000
4 bd
3.5 ba
4,104 sqft
25 Benson Fuller Road,
Winhall, VT 05155
PrimeMLS, Active
3.5 ACRES
$695,000
3 bd
2 ba
2,000 sqft
57 Pearl Buck Drive #33,
Bondville, VT 05340
PrimeMLS, Active
OPEN SAT, 11-1PM
0.47 ACRES
$449,000
4 bd
2.5 ba
1,460 sqft
32 Aspen Lane,
Bondville, VT 05340
PrimeMLS, Active
OPEN SAT, 12-2PM
NEW CONSTRUCTION
2.5 ACRES
$2,525,000
4 bd
3.5 ba
4,536 sqft
Lot 6 Stone Lodge Road,
Bondville, VT 05340
PrimeMLS, Active
NEW
OPEN SAT, 12-2PM
COMING SOON 5/23
1.2 ACRES
$1,225,000
4 bd
3 ba
3,357 sqft
153 High Meadow Road,
Bondville, VT 05340
PrimeMLS, Coming Soon
1 ACRE
$1,399,999
6 bd
4 ba
3,800 sqft
121 High Meadow Road,
Bondville, VT 05340
PrimeMLS, Active
23.5 ACRES
$1,200,000
1 ba
950 sqft
109 Winhall Hollow Road,
Bondville, VT 05340
PrimeMLS, Active
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Winhall
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Off Market Homes Near 8 Strattonwald Road

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SOLD
MAY 15, 2026
$537,500
3 bd
3 ba
2,341 sqft
49 High Point Drive #A122,
South Londonderry, VT 05155
PrimeMLS, Closed
SOLD
MAY 11, 2026
$395,000
2 bd
2 ba
1,119 sqft
75 East Birch Road #35,
Stratton, VT 05155
PrimeMLS, Closed
SOLD
APR 29, 2026
$410,000
3 bd
2 ba
1,215 sqft
8 Silver Birch Road #8,
Bondville, VT 05340
PrimeMLS, Closed
SOLD
APR 20, 2026
$485,000
3 bd
1 ba
1,344 sqft
3 Strattonwald Road,
Winhall, VT 05340
PrimeMLS, Closed
SOLD
APR 14, 2026
$315,000
2 bd
2 ba
976 sqft
9047 VT Route 30,
South Londonderry, VT 05155
PrimeMLS, Closed
SOLD
APR 6, 2026
$520,000
18 Ober Tal Dr,
Stratton, VT 05360
SOLD
APR 2, 2026
$520,000
2 bd
1 ba
850 sqft
18 Ober Tal Drive #F-12,
West Wardsboro, VT 05360
PrimeMLS, Closed
SOLD
MAR 26, 2026
$450,000
Old Ridge Rd,
Bondville, VT 05340
SOLD
MAR 20, 2026
$350,000
5 bd
3 ba
2,303 sqft
44 Lake Road,
Bondville, VT 05340
PrimeMLS, Closed
SOLD
MAR 20, 2026
$475,000
3 bd
2 ba
1,570 sqft
5 Byington Lane,
Bondville, VT 05340
PrimeMLS, Closed
See more homes for sale in
Winhall
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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 2026-05-21 12:35:49 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.

Homes for rent near 8 Strattonwald Road

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8 Strattonwald Road, Winhall, VT 05340 is a 3 bedroom, 2 bathroom, 1,392 sqft single-family home built in 1970. This property is not currently available for sale. 8 Strattonwald Road was last sold on Feb 28, 2025 for $370,000 (13% lower than the asking price of $425,000). The current Trulia Estimate for 8 Strattonwald Road is $385,100.

8 Strattonwald Road
Winhall, VT 05340

$385,100

$385,100

Local Information