Listed by Kim Morgan-Wohler • Wohler Realty Group.

For sale

$1,599,000

Est. $9,523/mo —

•

5,568

sq ft

144 High Meadow Rd, Winhall, VT 05340

About this home

Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game rooms, bar, 2 fireplaces and outdoor patio. Interesting architectural features with curved staircase, high ceilings, and light filled spaces. The gourmet kitchen opens to a grand dining room where you can host large dinners on winter weekends and holidays and during those summer golf and hiking excursions. Well designed for large groups, multiple or extended families with 6 bedrooms, 5.5 baths. Custom ski room, attached garage, and Stratton Resort winter shuttle that picks you up at your driveway and delivers you to the Base and Village. Enjoy the use of the Stratton Sports Center and Stratton's 36 hole golf course. This is one of High Meadow's iconic Resort residences with the updated features you look for in your Vermont Mountain Escape. This is a home for all seasons and the Vermont lifestyle you are looking for! Showings Begin Friday, July10th.

Single-familyProperty Type

1988Year Built

1 acresLot Size

$287Price/Sq.Ft.

1 car garageParking

Listed by Kim Morgan-Wohler • Wohler Realty Group

Listing updated: Jul 20, 2026 at 08:30pm

Redfin checked: a minute ago

•Source:PrimeMLS #5098800

Payment calculator

$9,523 per month

Principal and interest$7,981

Property taxes

$1,289

HOA dues

Home insurance

$253

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (2)

Around this home

Schools

K - 12
Preschool & daycare

Mountain School At Winhall

Private K-8 • 1.1mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

144 High Meadow Rd · $1,599,000

Strong offer

$1.6M and above

75% chance or better to win

Why $1.6M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 75 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
12 total rooms
Finished basement with interior access

Bathrooms
5 full bathrooms
1 half bathroom

Heating & cooling
Propane heating
Baseboard heat

Sale and tax history for 144 High Meadow Rd

Sale History
Tax History

Date

Event

Price

PrimeMLS #5098800

Jul 10, 2026

Listed

$1,599,000

$287/sq ft

Jul 8, 2026

Coming Soon

$1,599,000

$287/sq ft

Public Records

Oct 11, 2022

Sold

$450,000

$81/sq ft

Public Records

Sep 28, 2020

Sold

$632,000

$114/sq ft

PrimeMLS #4810796

Sep 25, 2020

Sold

$615,000

$110/sq ft

Aug 24, 2020

Contingent

—

Jun 11, 2020

Listed

$615,000

$110/sq ft

+22

This spacious resort residence has what you are looking for :It's a safe escape to Vermont and a place to call home. Situated on a level one acre lot with outdoor space, yard, gardens and patio- you'll enjoy this location. The contempory floorplan is open and flows beautifully between living and entertaining spaces with 2 wood burningn fireplaces , a living room with Cathedral ceiling, a separate family room - gameroom for fun activities- kitchen designed for entertaining that opens to a spectacular central dining area- with a wall of windows that opens to a large patio. Two en-suite masters and two bunk rooms that share a bath. Mudroom , first floor laundry, 1/2 bath, attached garage and a circle drive. Unfinished lower level is prime for bonus space. You can work/school remotely from here with high speed internet and there are several local school options available. Winter weekend/holiday neighborhood shuttle. Roads and Security fees apply. Public water and sewer. Enjoy all the resort amenties, yet just 16 miles into Manchester and Dorset shopping, dining and a multitude of year round venues. A home in Vermont has always been safe and it stil is- more than ever. It's time you came home to Vermont. .. .. for more than just the winter!

PrimeMLS #1

Mar 5, 2020

Price Changed

$629,000

$113/sq ft

Public Records

Apr 9, 2012

Sold

$497,600

$89/sq ft

PrimeMLS #4077896

Mar 30, 2012

Sold

$497,500

$89/sq ft

Jul 8, 2011

Listed

$519,000

$93/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$11,709 (−0.8%)

$160,000 + $400,000

$560,000

2024

$11,804 (+18.4%)

$160,000 + $400,000

$560,000

2023

$9,974 (−15.6%)

$160,000 + $400,000

$560,000

2022

$11,810 (−2.6%)

$160,000 + $400,000

$560,000

2021

$12,130

$160,000 + $400,000

$560,000

2020

$12,141 (+5.3%)

$160,000 + $400,000

$560,000

2019

$11,525 (+6.0%)

$160,000 + $400,000

$560,000

2018

$10,868 (−0.7%)

$160,000 + $400,000

$560,000

2017

$10,940 (−4.3%)

$160,000 + $400,000

$560,000

2016

$11,426 (+2.3%)

$160,000 + $400,000

$560,000

2015

$11,165 (+3.4%)

$160,000 + $400,000

$560,000

2014

$10,800

$160,000 + $400,000

$560,000

2013

$160,000 + $400,000

$560,000

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Finished Sq. Ft.

4,068

Unfinished Sq. Ft.

—

Total Sq. Ft.

4,068

Year built

1989

Style

Single Family Residential

County

Bennington County

APN

77124510843

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

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 85° expected this year, 20 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

85/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.2 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 144 High Meadow Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $949,000 and $1,600,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $949K to $1.6M.

SOLD FEB 27, 2026
$1,050,000 Last sold price
5 beds4 baths4,788 sq ft
6 Chad Cir, Winhall, VT 05340
$68/sq ft
5 years older
SOLD JUN 5, 2026
$1,050,000 Last sold price
3 beds4.5 baths4,279 sq ft
3 Linscott Rd, Winhall, VT 05340
$42/sq ft
SOLD AUG 29, 2025
$1,082,500 Last sold price
3 beds3.5 baths4,054 sq ft
4 Garden Loop Rd, Winhall, VT 05340
$20/sq ft
larger lot
17 years newer
SOLD NOV 27, 2025
$975,000 Last sold price
5 beds3.5 baths3,500 sq ft
20 Jamie Ln, Winhall, VT 05340
$8/sq ft
1 year older
SOLD JUL 10, 2026
$949,000 Last sold price
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
$50/sq ft
1 year older
SOLD DEC 19, 2025
$1,600,000 Last sold price
3 beds4.5 baths4,312 sq ft
14 Stone House Rd, Winhall, VT 05340
$84/sq ft
12 years newer

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Details provided by PrimeMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

See this home in person

Nearby open houses (2)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 144 High Meadow Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 144 High Meadow Rd

Nearby similar homes

New listings for sale in 05340

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