OFF MARKET

Listed by Christiane Carroccio • TPW Real Estate. Bought with TPW Real Estate.

Off Market Mar 2023 for $2.7M

$2,999,377

Est. refi paymentEst. refi $16,704/mo

•

5,460

sq ft

74 High Meadow Rd, Winhall, VT 05340

About this home

This masterpiece of architectural and interior design is situated alongside the Stratton golf course with easy access to skiing. Recently re-decorated, the smart floorplan and incredible outdoor space defines this 3.6 acre estate at 74 High Meadow Road. The distinctive style is credited to original architect Mark P. Finlay, with extensive renovations by an exemplary firm that left no detail untouched. Eating at home is a delightful experience with the zen like ambiance in the kitchen, dining, and great room, with walls of windows and finishes in warm hues. Well equipped with a Viking 6 burner duel fuel stove, sub-zero fridge, and 2 dishwashers. The main floor primary suite is privately sited in the home and is akin to stepping into a luxury hotel room. The living room loft has views of the slopes, and a special place to read or make a home office. Exercise room and second laundry room is on the lower level. Three season screened porch, and destination fire pit. Central air-conditioning, radiant heat, backup generator, high speed internet, Crestron remote access system, 3 fireplaces, 2 sets of laundry, and 2 car garage are just a few of the essentials of this home. The site is a rare 3 contiguous lots, allowing you to build a guest house in the future, or enjoy the level lawns for snowmen or swing-sets. Path to golf course to snowshoe.

Single-familyProperty Type

1999Year Built

3.6 acresLot Size

$549Est. Price/Sq.Ft.

2 car garageParking

Listed by Christiane Carroccio • TPW Real Estate

Listed by Karin Hardy • TPW Real Estate

Bought with Christiane Carroccio • TPW Real Estate

Redfin checked: 3 minutes ago

•Source:PrimeMLS #4940403

Redfin Estimate

$2,999,377

$249K since sold in March 2023$39K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 284.1% higher than the average sale price ($781K) of 5 comparable homes.

SOLD AUG 17, 2026
$580,000
A
4 beds3 baths3,700 sq ft
53 Country Ln, West Wardsboro, VT 05360
SOLD JUL 10, 2026
$949,000
B
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
SOLD JUL 17, 2026
$799,000
C
4 beds3.5 baths3,078 sq ft
63 Raspberry Hill Rd, Winhall, VT 05340
SOLD JUN 1, 2026
$777,500
D
4 beds2.5 baths2,500 sq ft
34 Mountain View Rd, Winhall, VT 05340
SOLD JUN 26, 2026
$799,000
E
4 beds3 baths2,797 sq ft
13 Betty Johnson Ln, 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

$3,556/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 baths1,890 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 74 High Meadow Rd

Date

Event

Price

PrimeMLS #4940403

Mar 31, 2023

Sold

$2,750,000

$504/sq ft

Feb 1, 2023

Contingent

—

Jan 9, 2023

Listed

$2,650,000

$485/sq ft

Public Records

Mar 15, 2021

Sold

$2,025,000

$371/sq ft

PrimeMLS #4826982

Mar 5, 2021

Sold

$2,150,000

$394/sq ft

Feb 27, 2021

Pending

—

Dec 26, 2020

Contingent

—

Oct 16, 2020

Price Changed

$2,395,000

$439/sq ft

Oct 9, 2020

Relisted

—

Oct 2, 2020

Contingent

—

Sep 15, 2020

Price Changed

$2,595,000

$475/sq ft

Sep 4, 2020

Listed

$2,895,000

$530/sq ft

+32

Rare opportunity to own one on the finest homes at Stratton Mountain. This masterpiece of architectural and interior design is situated alongside the Stratton golf course with easy access to skiing. Luxurious finishes, family friendly floorplan and an incredible outdoor space defines this 3.6 acre estate at 74 High Meadow Road. The distinctive style is credited to original architect Mark P. Finlay, with extensive renovations by an exemplary firm that left no detail untouched. Eating at home is a delightful experience with the zen like ambiance in the kitchen, dining, and great room, with walls of windows and finishes in warm hues. Well equipped with a Viking 6 burner duel fuel stove, sub-zero fridge, and 2 dishwashers. The main floor master suite is privately sited in the home and includes mountain views. The living room loft has views of the slopes, and a special place to call a home classroom or office. Exercise room, and hot tub on the private stone patio. Three season porch, and destination fire pit. Central air-conditioning, radiant heat, backup generator, high speed internet, Crestron remote access system, 3 fireplaces, 2 sets of laundry, and 2 car garage are just a few of the essentials of this home. Skip the wait list at the private Stratton Mountain Club and be a member this season with this home. The site is 3 contiguous lots, allowing you to build a guest house in the future, or enjoy the level lawns for snowmen or swing-sets. Path to golf course to snowshoe.

Public Records

May 18, 2011

Sold

$1,700,000

$311/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$35,422 (−0.8%)

$774,100 + $920,000

$1,694,100

2024

$35,710 (+18.4%)

$774,100 + $920,000

$1,694,100

2023

$30,172 (−15.6%)

$774,100 + $920,000

$1,694,100

2022

$35,729 (−2.6%)

$774,100 + $920,000

$1,694,100

2021

$36,694 (+23.4%)

$774,100 + $920,000

$1,694,100

2020

$29,738 (+5.3%)

$451,600 + $920,000

$1,371,600

2019

$28,228 (+6.0%)

$451,600 + $920,000

$1,371,600

2018

$26,620 (−0.7%)

$451,600 + $920,000

$1,371,600

2017

$26,796 (−4.3%)

$451,600 + $920,000

$1,371,600

2016

$27,987 (+2.3%)

$451,600 + $920,000

$1,371,600

2015

$27,348 (+3.4%)

$451,600 + $920,000

$1,371,600

2014

$26,451

$451,600 + $920,000

$1,371,600

2013

$451,600 + $920,000

$1,371,600

Tax history for 74 High Meadow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$35,422 (−0.8%)

$774,100 + $920,000

$1,694,100

2024

$35,710 (+18.4%)

$774,100 + $920,000

$1,694,100

2023

$30,172 (−15.6%)

$774,100 + $920,000

$1,694,100

2022

$35,729 (−2.6%)

$774,100 + $920,000

$1,694,100

2021

$36,694 (+23.4%)

$774,100 + $920,000

$1,694,100

2020

$29,738 (+5.3%)

$451,600 + $920,000

$1,371,600

2019

$28,228 (+6.0%)

$451,600 + $920,000

$1,371,600

2018

$26,620 (−0.7%)

$451,600 + $920,000

$1,371,600

2017

$26,796 (−4.3%)

$451,600 + $920,000

$1,371,600

2016

$27,987 (+2.3%)

$451,600 + $920,000

$1,371,600

2015

$27,348 (+3.4%)

$451,600 + $920,000

$1,371,600

2014

$26,451

$451,600 + $920,000

$1,371,600

2013

$451,600 + $920,000

$1,371,600

*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

3.6 Acres

Year renovated

—

Sq. Ft.

5,460

Year built

1999

Style

Single Family Residential

County

Bennington County

APN

77124510476

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached
Auto Open, Finished

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3
# of Baths (1/4): 1

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

Other Interior Features
# of Rooms: 12
Level B: Bedroom, Level B: Exercise Room, Level B: Family Room
Flooring: Slate/Stone, Wood
Water Heater: Off Boiler
Blinds, Cathedral Ceiling, Fireplaces - 3+, Furnished, Hot Tub, Master Bedroom With Bath, Natural Light, Natural Woodwork, Surrond Sound Wiring, Walk-in Closet, Whirlpool Tub, Window Treatment, Laundry - 1st Floor, Laundry - Basement

Equipment & Appliance Information
Dryer - Energy Star, Freezer, Microwave, Oven - Double, Range - Gas, Refrigerator-Energy Star, Washer - Energy Star
Carbon Monoxide Detector, Security System, Smoke Detector, Generator - Standby

Room 1 Information
Dining Room
Dining Room
Dimensions: 11x18
Level: 1

Room 2 Information
Kitchen
Dimensions: 13x18
Level: 1

Room 3 Information
Living Room
Dimensions: 30x20
Level: 1

Room 4 Information
Porch
Dimensions: 20x8
Level: 1

Room 5 Information
Loft
Dimensions: 10x20
Level: 2

Room 6 Information
Master Bedroom
Master Bedroom
Dimensions: 14x20
Level: 1

Room 7 Information
Bedroom
Dimensions: 19x17
Level: 2

Room 8 Information
Bedroom
Dimensions: 15x17
Level: 2

Room 9 Information
Family Room
Dimensions: 29x19
Level: Basement

Room 10 Information
Exercise Room
Dimensions: 17x10
Level: Basement

Room 11 Information
Bedroom
Dimensions: 18x17
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 5460
Approximate Sq. Ft. Total: 5460
Garden Space, Natural Shade, Patio, Porch - Covered
Construction: Timber Frame
Foundation: Poured Concrete
Roof: Shingle - Wood
Exterior: Stone, Wood, Wood Siding

Driveway
Gravel

Lot, Zoning, & Easement Information
Country Setting, Landscaped, Mountain View, Recreational, Ski Area, View

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1999

Financial

Tax Information
Tax Year: 22
Gross Amount Tax: 36694
SPAN Number: 771-245-10476

Other Tax Information
Page Deed: 1

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Hot Air, Radiant
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Community

Electric Information
Electric Company: Green Mt. Power
Generator

Water Information
Public

Other Utilities Information
Cable Company: Comcast
Fuel Company: Haskins Gas
Phone Company: Comcast
Phone, Cable, Gas - LP/Bottle, Gas - Underground, High Speed Intrnt -AtSite, Internet - Cable

Location

School Information
School District: Winhall School District
Elementary School: Choice
Elementary School: Choice
Middle/Jr School: Choice

Road Information
Road Frontage: TBD
Private

Other Location Information
Directions: Stratton access road, just before the golf course, take left into High Meadow. Stay straight on Summit View Road, right at the stop sign on High Meadow. Just before Stone House Road, 74 High Meadow is on left. Lots e4, e5, and e6
Development / Subdivision: High Meadow

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 5,460
Stories: —
Lot Size: 3.6 acres
Style: Single Family Residential
Year Built: 1999
Year Renovated: —
County: Bennington County
APN: 77124510476

Home facts updated by county records on Jul 15, 2026

Other

Misc. Information
Resort: Yes

Around this home

Schools
Places
Transit

Mountain School At Winhall

Private K-8 • 1.4mi

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

9 days above 84° expected this year, 21 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

$2.85M – $3.45M

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

Nearby similar homes

$399,000

3 beds1 bath1,440 sq ft

255 Fitts Rd, Wardsboro, VT 05355

$549,000

4 beds2.5 baths2,359 sq ft

116 Teacher Rd, Jamaica, VT 05343

VIDEO TOUR

$1,200,000

Studio1 bath950 sq ft

109 Winhall Hollow Rd, Winhall, VT 05340

$875,000

3 beds2 baths1,600 sq ft

447 Rock Bottom Ln, Peru, VT 05255

$8,200,000

6 beds8 baths10,763 sq ft

557 Trager Rd, Jamaica, VT 05343

NEW 29 HRS AGO

$250,000

2 beds1 bath988 sq ft

8 Penny Ave, Stratton, VT 05360

New listings for sale in 05340

COMING SOON

$599,000

3 beds2 baths1,890 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

Home values near 74 High Meadow Rd

Data from public records.

Address	Redfin Estimate
88 High Meadow Road, Winhall, VT 3 Beds \| 2.5 Baths \| 3779 Sq. Ft.	$1,168,467
83 High Meadow Road, Winhall, VT 4 Beds \| 3.5 Baths \| 4026 Sq. Ft.	$1,203,462

Address	Redfin Estimate
80 High Meadow Road, Winhall, VT 4 Beds \| 3.5 Baths \| - Sq. Ft.	$945,756
89 High Meadow Road, Winhall, VT 4 Beds \| 3.5 Baths \| 3200 Sq. Ft.	$1,680,420

Address	Redfin Estimate
75 High Meadow Road, Winhall, VT 4 Beds \| 3.5 Baths \| 3259 Sq. Ft.	$1,459,428
62 High Meadow Road, Winhall, VT 4 Beds \| 4.5 Baths \| 5335 Sq. Ft.	$3,583,777

Property information provided by PrimeMLS when last listed in 2023. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

05155 homes for sale
05340 homes for sale
05360 homes for sale
05343 homes for sale

Londonderry homes for sale
Plymouth homes for sale
Stratton homes for sale
Dover homes for sale
Jamaica homes for sale

Houses for sale near me	Burlington, VT homes for sale	South Burlington, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Rutland, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	Stratton Mountain Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings
Agents near me	Brattleboro, VT homes for sale	Stratton Mountain Housing Market

Wilmington homes for sale
Manchester homes for sale
Dorset homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 74 High Meadow Rd

Tax history for 74 High Meadow Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05340

Home values near 74 High Meadow Rd

More real estate resources