OFF MARKET

Listed by Tg Glazer • Winhall Real Estate. Bought with TPW Real Estate.

Off Market May 2024 for $1M

$1,368,496

Est. refi paymentEst. refi $6,473/mo

•

3,998

sq ft

214 Winhall Hollow Rd, Winhall, VT 05340

About this home

WINTER IS COMING. .. .Welcome to Winterfell! Your castle in the woods awaits you, Your Grace. Nestled in the Golden Triangle of three major Ski Kingdoms, you will rule over your vast 11 acre dominion. With 5 bedrooms & 4 full baths, there is plenty of room for all of your visiting dignitaries. An enormous, open kitchen, dining, living room area with vaulted ceiling is big enough to fit a dragon. Two primary bedrooms with ensuite baths, plus a completely finished lower level with a 2nd living room and wet bar whence to serve your mead and barley beer. An attached garage for two carriages ensure that you won't be subjected to any inclement weather to enter your domain, and a hot tub just outside the lower level mudroom will allows you to enjoy a relaxing soak in all seasons. And with a slew of large windows to let in all of that natural light, you will be sure to see if any White Walkers are on the way! So come, fair people, to Winterfell, and make it your own!!

Single-familyProperty Type

2000Year Built

11.3 acresLot Size

$342Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Tg Glazer • Winhall Real Estate

Bought with Wilkie Bushby • TPW Real Estate

Redfin checked: 3 minutes ago

•Source:PrimeMLS #4986794

Redfin Estimate

$1,368,496

$368K since sold in May 2024$21K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% lower than the average sale price ($1.44M) of 6 comparable homes.

SOLD APR 10, 2026
$1,550,000
A
5 beds4 baths4,000 sq ft
147 High Meadow Rd #147, Winhall, VT 05340
SOLD AUG 31, 2026
$1,100,000
B
3 beds4 baths2,745 sq ft
65 Lower Taylor Hill Rd, Winhall, VT 05340
SOLD JUL 10, 2026
$949,000
C
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
SOLD JUL 27, 2026
$1,287,500
D
4 beds3.5 baths4,153 sq ft
487 Vermont Route 100, South Londonderry, VT 05155
SOLD MAY 22, 2026
$1,600,113
E
4 beds3.5 baths2,813 sq ft
264 French Hollow Rd, Winhall, VT 05340
SOLD FEB 12, 2026
$2,150,000
F
4 beds4.5 baths5,000 sq ft
16 Hunters Rdg, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,259/mo

Redfin rental estimate

List your home for rent

Market trends in 05340, VT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.4%

+0.2% MoM

Median sale price

$713K

$86K MoM

Avg. days on market

67d

13 days MoM

Recently sold homes

2 MoM

New listings for sale

FOR SALE BY OWNER
$169,000
— beds— baths— sq ft
0 Signal Hill Rd, Winhall, VT 05340
FOR SALE BY OWNER
$169,000
— beds— baths— sq ft
1 Rogues Ridge Rd, Winhall, VT 05340
$695,000
3 beds2 baths2,000 sq ft
57 Pearl Buck Dr, Winhall, VT 05340
COMING SOON
$1,150,000
4 beds5.5 baths3,206 sq ft
11 Spruce High Rd, Winhall, VT 05340
$679,000
3 beds3 baths1,830 sq ft
Cobble Ridge Rd Unit G6, Bondville, VT 05340
3D & VIDEO TOUR
$1,050,000
4 beds4 baths2,380 sq ft
20 W Branch Rd, Winhall, VT 05340
3D WALKTHROUGH
$749,000
3 beds2 baths976 sq ft
7 Woodrock Rd, Winhall, VT 05340
$1,325,000
4 beds3.5 baths3,400 sq ft
11 Round Tree Rd, Winhall, VT 05340
OPEN TODAY, 12PM TO 2PM
$599,000
3 beds2 baths1,890 sq ft
33 Burnt Hill Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 214 Winhall Hollow Rd

Date

Event

Price

PrimeMLS #4986794

May 3, 2024

Sold

$1,000,000

$250/sq ft

Mar 22, 2024

Contingent

—

Mar 4, 2024

Listed

$1,250,000

$313/sq ft

PrimeMLS #4846453

Apr 16, 2021

Sold

$810,000

$203/sq ft

Mar 23, 2021

Pending

—

Feb 24, 2021

Contingent

—

Feb 5, 2021

Listed

$825,000

$206/sq ft

+35

Off a scenic country road with potential Stratton Mountain view is a hidden driveway to a handsome 5 BR, 4 BA contemporary in a sunlit clearing surrounded by majestic pines on 11 private acres. An airy foyer opens into the Great Room. Cathedral ceiling and tall Palladian window with inviting window seat create an impressive space while the fieldstone fireplace beckons with fireside warmth. The generous country kitchen with butcher block island, long breakfast bar, expansive dining area accesses a grilling deck and essential 3-season porch. Sitting room with Jack and Jill bath to the Great Room has multiple uses as a space to work or study from home or bonus room. Up an open staircase, off a viewing loft, is the master bedroom suite with lounging area, 9 foot ceilings, walk in closet, bath with spa tub and shower. A picture window en suite guest bedroom completes the upstairs. Walkout level family room has fieldstone propane fireplace, game area and wet bar. 3 guest bedrooms with peaceful Forest views share a hallway full bath. Large utility/laundry room is hidden back. Plus, a mudroom provides convenient access to the outdoors. In summer lounge on the stone patio bordered by glorious perennial gardens, linger by Red Brook. Year round enjoy abutting Land Trust hiking, snowshoeing, x-country ski trails. Next door is a picturesque horse farm with fenced pastures. 12 minutes to Stratton resort, 5 minutes to Bondville. A haven in all times, this property awaits your memories.

Year

Property tax

Land + Additions

Assessment*

2025

$11,645 (−12.9%)

$260,300 + $373,600

$633,900

2024

$13,362 (+18.4%)

$260,300 + $373,600

$633,900

2023

$11,290 (−15.6%)

$260,300 + $373,600

$633,900

2022

$13,369 (−2.6%)

$260,300 + $373,600

$633,900

2021

$13,730

$260,300 + $373,600

$633,900

2020

$13,744 (+5.3%)

$260,300 + $373,600

$633,900

2019

$13,046 (+6.0%)

$260,300 + $373,600

$633,900

2018

$12,303 (−0.7%)

$260,300 + $373,600

$633,900

2017

$12,384 (−4.3%)

$260,300 + $373,600

$633,900

2016

$12,934 (+2.3%)

$260,300 + $373,600

$633,900

2015

$12,639 (+3.4%)

$260,300 + $373,600

$633,900

2014

$12,225

$260,300 + $373,600

$633,900

2013

$260,300 + $373,600

$633,900

Tax history for 214 Winhall Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,645 (−12.9%)

$260,300 + $373,600

$633,900

2024

$13,362 (+18.4%)

$260,300 + $373,600

$633,900

2023

$11,290 (−15.6%)

$260,300 + $373,600

$633,900

2022

$13,369 (−2.6%)

$260,300 + $373,600

$633,900

2021

$13,730

$260,300 + $373,600

$633,900

2020

$13,744 (+5.3%)

$260,300 + $373,600

$633,900

2019

$13,046 (+6.0%)

$260,300 + $373,600

$633,900

2018

$12,303 (−0.7%)

$260,300 + $373,600

$633,900

2017

$12,384 (−4.3%)

$260,300 + $373,600

$633,900

2016

$12,934 (+2.3%)

$260,300 + $373,600

$633,900

2015

$12,639 (+3.4%)

$260,300 + $373,600

$633,900

2014

$12,225

$260,300 + $373,600

$633,900

2013

$260,300 + $373,600

$633,900

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

492,228

Year renovated

—

Sq. Ft.

3,998

Year built

2000

Style

Single Family Residential

County

Bennington County

APN

77124512074

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Jan 26, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2

Interior

Bathroom Information
# of Baths (full): 4

Basement Information
Basement: Yes
Basement Access: Interior
Finished, Stairs - Interior, Walkout

Other Interior Features
# of Rooms: 11
Flooring: Carpet, Ceramic Tile, Hardwood, Slate/Stone, Wood
Ceiling Fan, Fireplace - Gas, Fireplaces - 1, Master Bedroom With Bath, Vaulted Ceiling, Wet Bar, Whirlpool Tub, Window Treatment

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Washer, Water Heater - Off Boiler
Carbon Monoxide Detector, Security System, Smoke Detector, Stove-Pellet

Exterior

Building Information
Architectural Style: Contemporary
Construction Status: Existing
Construction Materials: Wood Frame
Approximate Sq. Ft. Total Finished: 3998
Approximate Sq. Ft. Total: 3998
Color: Red
Deck, Hot Tub
Foundation: Concrete
Roof: Shingle - Asphalt

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot Features: Country Setting, Secluded, Wooded

Other Property & Lot Information
Year Built: 2000

Financial

Assessment Information
Assessment Amount: 633900
Assessment Year: 2023

Tax Information
Tax Year: 2023
Gross Amount Tax: 15271.29
SPAN Number: 77124512074

Other Tax Information
Page Deed: 308

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water, Multi Zone, Stove - Pellet
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Septic

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Water Source: Drilled Well

Other Utilities Information
Internet: High Speed Intrnt -AtSite
Cable - At Site, Gas - LP/Bottle

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 1373
Paved, Public

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,998
Stories: —
Parking Spaces: 5
Basement: Yes
Accessible: No
Lot Size: 11.3 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: —
County: Bennington County
APN: 77124512074
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Jan 26, 2026

Around this home

Schools

Mountain School At Winhall

Private K-8 • 1.2mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

8 days above 87° expected this year, 18 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winhall, VT • 05340

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.2 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

8.2 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.30M – $1.57M

Sell confidently with a local market expert in Winhall. 3 minutes to get started.

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New listings for sale in 05340

FOR SALE BY OWNER

$169,000

— beds— baths— sq ft

0 Signal Hill Rd, Winhall, VT 05340

FOR SALE BY OWNER

$169,000

— beds— baths— sq ft

1 Rogues Ridge Rd, Winhall, VT 05340

$695,000

3 beds2 baths2,000 sq ft

57 Pearl Buck Dr, Winhall, VT 05340

COMING SOON

$1,150,000

4 beds5.5 baths3,206 sq ft

11 Spruce High Rd, Winhall, VT 05340

$679,000

3 beds3 baths1,830 sq ft

Cobble Ridge Rd Unit G6, Bondville, VT 05340

3D & VIDEO TOUR

$1,050,000

4 beds4 baths2,380 sq ft

20 W Branch Rd, Winhall, VT 05340

3D WALKTHROUGH

$749,000

3 beds2 baths976 sq ft

7 Woodrock Rd, Winhall, VT 05340

$1,325,000

4 beds3.5 baths3,400 sq ft

11 Round Tree Rd, Winhall, VT 05340

OPEN TODAY, 12PM TO 2PMVIDEO TOUR

$599,000

3 beds2 baths1,890 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

Home values near 214 Winhall Hollow Rd

Data from public records.

Address	Redfin Estimate
156 Winhall Hollow Road, Winhall, VT 2 Beds \| 1 Baths \| 1517 Sq. Ft.	$947,158
144 Winhall Hollow Road, Winhall, VT 3 Beds \| 3 Baths \| 1750 Sq. Ft.	$630,761

Address	Redfin Estimate
237 Winhall Hollow Road, Winhall, VT 8 Beds \| 5 Baths \| 5463 Sq. Ft.	$2,300,414
159 Winhall Hollow Road, Winhall, VT 7 Beds \| 9.5 Baths \| 9915 Sq. Ft.	—

Address	Redfin Estimate
165 Winhall Hollow Road, Winhall, VT 5 Beds \| 4.5 Baths \| 5228 Sq. Ft.	$1,448,155
167 Winhall Hollow Road, Winhall, VT 3 Beds \| 2.5 Baths \| 2540 Sq. Ft.	$965,812

Property information provided by PrimeMLS when last listed in 2024. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 214 Winhall Hollow Rd

Tax history for 214 Winhall Hollow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05340

Home values near 214 Winhall Hollow Rd

More real estate resources