OFF MARKET

Listed by Timothy Apps • Four Seasons Sotheby's Int'l Realty. Bought with Four Seasons Sotheby's Int'l Realty.

Off Market Mar 2024 for $900K

$1,118,425

Est. refi paymentEst. refi $5,645/mo

•

3,806

sq ft

27 Old Ridge Rd, Winhall, VT 05340

About this home

Welcome to your dream retreat in the heart of High Meadow! This exceptional property offers the perfect blend of convenience and mountain living. Located just a shuttle ride away from the renowned Stratton Mountain, this home is a haven for outdoor enthusiasts. As you approach, the charming exterior welcomes you, hinting at the warmth that awaits within. The spacious deck, complete with a private hot tub, invites you to unwind and soak in the breathtaking views of the surrounding natural beauty. Step inside, and you'll be captivated by the inviting ambiance of the living room. The cathedral ceiling creates an expansive and airy atmosphere, while the centerpiece is a stunning reclaimed red brick fireplace. Gather around the hearth, creating cherished memories with friends and family. This home boasts four bedrooms, three of which are en-suite, ensuring comfort and privacy for everyone. The generous and well-lit primary bedroom is a retreat, offering a sanctuary for relaxation. Convenience is key with a two-car garage, ensuring easy access and storage for all your outdoor gear. Additionally, the Stratton sports center bond is available for transfer. Don't miss the opportunity to make this High Meadow gem your own. This is more than a home; it's a lifestyle.

Single-familyProperty Type

1989Year Built

1 acresLot Size

$294Est. Price/Sq.Ft.

2 car garageParking

Listed by Timothy Apps • Four Seasons Sotheby's Int'l Realty

Bought with Andrea Kaplan • Four Seasons Sotheby's Int'l Realty

Redfin checked: a minute ago

•Source:PrimeMLS #4983364

Redfin Estimate

$1,118,425

$218K since sold in March 2024$44K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.9% higher than the average sale price ($1.01M) of 6 comparable homes.

SOLD MAY 13, 2026
$870,000
A
5 beds3 baths2,897 sq ft
24 Sugarbush Dr, Winhall, VT 05340
SOLD MAR 9, 2026
$1,665,000
B
4 beds4 baths4,270 sq ft
14 Old Ridge 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 JUN 5, 2026
$1,050,000
D
3 beds4.5 baths4,279 sq ft
3 Linscott Rd, Winhall, VT 05340
SOLD JUN 26, 2026
$799,000
E
4 beds3 baths2,797 sq ft
13 Betty Johnson Ln, Winhall, VT 05340
SOLD OCT 21, 2025
$720,000
F
4 beds4 baths2,389 sq ft
58 Todd Hill Rd, Winhall, VT 05340

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,370/mo

Redfin rental estimate

List your home for rent

Market trends in 05340, VT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.5%

+0.2% MoM

Median sale price

$735K

$166 MoM

Avg. days on market

83d

8 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$599,000
3 beds2 baths1,800 sq ft
33 Burnt Hill Rd, Winhall, VT 05340
$345,000
2 beds2 baths960 sq ft
19 Winhall Condo Rd #4, Winhall, VT 05340
$2,399,000
4 beds3.5 baths4,536 sq ft
33 Stone Lodge Rd, Winhall, VT 05340
$595,000
3 beds2 baths1,416 sq ft
23 Loop Rd #10, Bondville, VT 05340
$399,000
3 beds2 baths1,225 sq ft
16B Bromley Knolls Rd Unit B, Winhall, VT 05340
$765,000
4 beds3 baths2,322 sq ft
72 Benson Fuller Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 27 Old Ridge Rd

Date

Event

Price

PrimeMLS #4983364

Mar 28, 2024

Sold

$900,000

$236/sq ft

Feb 24, 2024

Contingent

—

Feb 20, 2024

Price Changed

$924,000

$243/sq ft

Jan 28, 2024

Listed

$949,000

$249/sq ft

PrimeMLS #3049563

Oct 3, 2008

Sold

$575,000

$151/sq ft

Dec 21, 2007

Listed

$729,000

$192/sq ft

A Magnificent High Meadow home located on a beautifully landscaped lot. This home is being sold "Turn-key". Furnishings are extensive. The home has two guest suites along with a generous Master Bedroom. Living room has a cathederal ceiling with a reclaimed red brick fireplace. Kitchen, Dining and Living Room are set up for enertaining. Throughout this home quality materials and workmanship is noticed. The owners have been meticulous in their upkeep of this home.

Year

Property tax

Land + Additions

Assessment*

2025

$11,067 (−0.8%)

$160,000 + $369,300

$529,300

2024

$11,157 (+18.4%)

$160,000 + $369,300

$529,300

2023

$9,427 (−15.6%)

$160,000 + $369,300

$529,300

2022

$11,163 (−2.6%)

$160,000 + $369,300

$529,300

2021

$11,465

$160,000 + $369,300

$529,300

2020

$11,476 (+5.3%)

$160,000 + $369,300

$529,300

2019

$10,893 (+6.0%)

$160,000 + $369,300

$529,300

2018

$10,273 (−0.7%)

$160,000 + $369,300

$529,300

2017

$10,340 (−4.3%)

$160,000 + $369,300

$529,300

2016

$10,800 (+2.3%)

$160,000 + $369,300

$529,300

2015

$10,553 (+3.4%)

$160,000 + $369,300

$529,300

2014

$10,208

$160,000 + $369,300

$529,300

2013

$160,000 + $369,300

$529,300

Tax history for 27 Old Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,067 (−0.8%)

$160,000 + $369,300

$529,300

2024

$11,157 (+18.4%)

$160,000 + $369,300

$529,300

2023

$9,427 (−15.6%)

$160,000 + $369,300

$529,300

2022

$11,163 (−2.6%)

$160,000 + $369,300

$529,300

2021

$11,465

$160,000 + $369,300

$529,300

2020

$11,476 (+5.3%)

$160,000 + $369,300

$529,300

2019

$10,893 (+6.0%)

$160,000 + $369,300

$529,300

2018

$10,273 (−0.7%)

$160,000 + $369,300

$529,300

2017

$10,340 (−4.3%)

$160,000 + $369,300

$529,300

2016

$10,800 (+2.3%)

$160,000 + $369,300

$529,300

2015

$10,553 (+3.4%)

$160,000 + $369,300

$529,300

2014

$10,208

$160,000 + $369,300

$529,300

2013

$160,000 + $369,300

$529,300

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

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Sq. Ft.

2,479

Year built

1989

Style

Single Family Residential

County

Bennington County

APN

77124510670

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Attached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 4
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Finished, Full, Walkout

Other Interior Features
# of Rooms: 8
Level B: Bedroom, Level B: Family Room
Flooring: Carpet, Hardwood, Tile
Ceiling Fan, Dining Area, Fireplace - Wood, Fireplaces - 2, Furnished, Hot Tub, Master Bedroom With Bath, Vaulted Ceiling

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer, Water Heater - Off Boiler

Room 1 Information
Kitchen
Kitchen
Dimensions: 12x14
Level: 1

Room 2 Information
Dining Room
Dimensions: 12x20
Level: 1

Room 3 Information
Living Room
Dimensions: 20x26
Level: 1

Room 4 Information
Family Room
Dimensions: 19x24
Level: Basement

Room 5 Information
Master Bedroom
Dimensions: 14x19
Level: 1

Room 6 Information
Bedroom
Bedroom
Dimensions: 13x13
Level: Basement

Room 7 Information
Bedroom
Dimensions: 14x14
Level: Basement

Room 8 Information
Bedroom
Dimensions: 16x20
Level: 2

Exterior

Building Information
Architectural Style: Contemporary
Construction Status: Existing
Construction Materials: Wood Frame, Clapboard Exterior
Approximate Sq. Ft. Total Finished: 3806
Approximate Sq. Ft. Total: 3806
Color: Red
Deck
Foundation: Poured Concrete
Roof: Shingle - Asphalt

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot Features: Ski Area, Wooded

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1989

Financial

Tax Information
Tax Year: 2024
Gross Amount Tax: 12751.36
SPAN Number: 771-245-10670

Other Tax Information
Page Deed: 478

Utilities

Heating & Cooling Information
Heat: Baseboard
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Public

Electric Information
Circuit Breaker(s)

Water Information
Water Source: Public

Other Utilities Information
Internet: Fiber Optic Internt Avail, High Speed Intrnt -AtSite
Cable, Gas - LP/Bottle, Telephone At Site

Location

School Information
School District: Bennington/Rutland
Elementary School: Choice
Elementary School: Choice
Middle/Jr School: Choice
School - High: Choice

Road Information
Road Frontage: Yes
Road Frontage Length: 190
Public

Other Location Information
Directions: Stratton Access Road to High Meadow - Left on Old Ridge - 27 will be on the left
Development / Subdivision: High Meadow

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 2,479
Stories: —
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: —
County: Bennington County
APN: 77124510670

Home facts updated by county records on Jul 15, 2026

Other

Misc. Information
Resort: Yes

Documents & Disclosures
Documents Available: Covenants, Deed, Plot Plan, Tax Map

Around this home

Schools

Mountain School At Winhall

Private K-8 • 1.0mi

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 84° expected this year, 19 days in 30 years

3/10 Wind Factor

6% 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

$1.06M – $1.29M

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

Nearby similar homes

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NEW CONSTRUCTION

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New listings for sale in 05340

COMING SOON

$599,000

3 beds2 baths1,800 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

$345,000

2 beds2 baths960 sq ft

19 Winhall Condo Rd #4, Winhall, VT 05340

$2,399,000

4 beds3.5 baths4,536 sq ft

33 Stone Lodge Rd, Winhall, VT 05340

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3 beds2 baths1,416 sq ft

23 Loop Rd #10, Bondville, VT 05340

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3 beds2 baths1,225 sq ft

16B Bromley Knolls Rd Unit B, Winhall, VT 05340

$765,000

4 beds3 baths2,322 sq ft

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Home values near 27 Old Ridge Rd

Data from public records.

Address	Redfin Estimate
22 Old Ridge Road, Winhall, VT 5 Beds \| 3.5 Baths \| 4200 Sq. Ft.	$1,440,228
12 Old Ridge Road, Winhall, VT 6 Beds \| 5 Baths \| 4837 Sq. Ft.	$1,485,611

Address	Redfin Estimate
31 Old Ridge Road, Winhall, VT 4 Beds \| 2 Baths \| 1932 Sq. Ft.	$705,006
13 Old Ridge Road, Winhall, VT 4 Beds \| 4.5 Baths \| 3671 Sq. Ft.	$1,048,504

Address	Redfin Estimate
30 Old Ridge Road, Winhall, VT 4 Beds \| 3.5 Baths \| 2500 Sq. Ft.	$917,426
14 Old Ridge Road, Winhall, VT 4 Beds \| 4 Baths \| 4270 Sq. Ft.	$1,800,440

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

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 27 Old Ridge Rd

Tax history for 27 Old Ridge 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 27 Old Ridge Rd

More real estate resources