Listed by Britt Wohler • WOHLER REALTY GROUP.

For sale

$1,225,000

Est. $7,680/mo —

•

3,357

sq ft

153 High Meadow Rd, Winhall, VT 05340

About this home

Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent renovations include updates to the kitchen and carpeting, creating a move-in ready retreat for all seasons. A spacious wraparound deck with hot tub provides the ideal setting to relax after a day on the slopes. The separate family room, complete with an adjacent full bath, offers excellent flexibility and can easily serve as additional sleeping space for guests. Additional highlights include an attached two-car garage and shuttle service access to Stratton’s ski slopes, winter activities, Stratton Village, shopping, and dining. Active Stratton Sport Center Bond.

Single-familyProperty Type

1988Year Built

1.2 acresLot Size

$365Price/Sq.Ft.

2 car garageParking

Listed by Britt Wohler • WOHLER REALTY GROUP

Listed by Martina Dvorak-Grattan • Wohler Realty Group

Listing updated: Jun 18, 2026 at 01:06am

Redfin checked: 2 minutes ago

•Source:PrimeMLS #5090036

Payment calculator

$7,680 per month

Principal and interest$6,114

Property taxes

$1,372

HOA dues

Home insurance

$194

Utilities

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Open houses

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Nearby open houses (2)

Around this home

Schools

K - 12
Preschool & daycare

Mountain School At Winhall

Private K-8 • 1.2mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

153 High Meadow Rd · $1,225,000

Strong offer

$1.22M and above

75% chance or better to win

Why $1.22M+ 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
8 total rooms
Contemporary multi-level design

Bathrooms
3 full bathrooms

Heating & cooling
Oil heating
Baseboard heating
Multi-zone heating

Sale and tax history for 153 High Meadow Rd

Sale History
Tax History

Date

Event

Price

PrimeMLS #5090036

Jun 17, 2026

Relisted

—

May 23, 2026

Contingent

—

May 23, 2026

Listed

$1,225,000

$365/sq ft

May 21, 2026

Coming Soon

$1,225,000

$365/sq ft

May 20, 2026

Listed

$1,225,000

$365/sq ft

PrimeMLS #4733913

Oct 30, 2020

Sold

$565,000

$168/sq ft

Aug 22, 2020

Contingent

—

Jul 17, 2020

Price Changed

$575,000

$171/sq ft

Jun 17, 2020

Relisted

—

Jun 16, 2020

Delisted

—

Jan 22, 2020

Price Changed

$595,000

$177/sq ft

Jan 22, 2020

Relisted

—

Jan 22, 2020

Delisted

—

Nov 4, 2019

Price Changed

$605,000

$180/sq ft

Sep 22, 2019

Relisted

—

Sep 22, 2019

Delisted

—

May 1, 2019

Price Changed

$650,000

$194/sq ft

Jan 23, 2019

Listed

$695,000

$207/sq ft

+35

Stratton Resort, High Meadow Community. Beautifully maintained four bed room, three bath home with attached two car garage. Recent renovation includes Kitchen, baths, and carpeting. Wonderful flow from open kitchen into dining room and living room, which features hardwood floors, cathedral ceiling, sky lights, floor to ceiling brick fireplace, wrap around deck. The separate family room with adjacent full bath can easily serve as offer flow sleeping area. Shuttle bus to winter activities and dining. Sport Center transferable bond with a fee.

PrimeMLS #4021101

Apr 27, 2011

Sold

$580,000

$173/sq ft

Aug 28, 2010

Listed

$650,000

$194/sq ft

Stratton Resort, High Meadow Community home with sought after STRATTON MOUNTAIN CLUB membership option. Beautifully maintained four bedroom, three bath home with attached two car garage. Wonderful flow from open kitchen into dining room and living room, which features hardwood floors, cathedral ceiling, sky lights, floor to ceiling brick fireplace, adjoining sun room and wrap around deck. The separate family room with adjacent full bath can easily serve as a fourth bedroom. Being sold furnished . Shuttle bus to winter activities and dining. Sport Center transferable bond with a fee.

Year

Property tax

Land + Additions

Assessment*

2025

$12,455 (−0.8%)

$168,000 + $427,700

$595,700

2024

$12,557 (+18.4%)

$168,000 + $427,700

$595,700

2023

$10,609 (−15.6%)

$168,000 + $427,700

$595,700

2022

$12,563 (−2.6%)

$168,000 + $427,700

$595,700

2021

$12,903

$168,000 + $427,700

$595,700

2020

$12,915 (+5.3%)

$168,000 + $427,700

$595,700

2019

$12,260 (+6.0%)

$168,000 + $427,700

$595,700

2018

$11,561 (−0.7%)

$168,000 + $427,700

$595,700

2017

$11,638 (−4.3%)

$168,000 + $427,700

$595,700

2016

$12,155 (+2.3%)

$168,000 + $427,700

$595,700

2015

$11,877 (+3.4%)

$168,000 + $427,700

$595,700

2014

$11,488

$168,000 + $427,700

$595,700

2013

$168,000 + $453,600

$621,600

Public record

Public record
Zoning

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

1.2 Acres

Year renovated

—

Finished Sq. Ft.

3,357

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,357

Year built

1988

Style

Single Family Residential

County

Bennington County

APN

77124511277

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 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, 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

86/ 100

Very good sunlight

Sunscore

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

9.8 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 153 High Meadow Rd

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

Nearby homes have recently sold between $799,000 and $1,600,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $799K to $1.6M.

SOLD JUL 10, 2026
$949,000 Last sold price
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
$128/sq ft
1 year older
finished basement
SOLD JUL 27, 2026
$1,287,500 Last sold price
4 beds3.5 baths4,153 sq ft
487 Vermont Route 100, South Londonderry, VT 05155
$55/sq ft
larger lot
9 years older
SOLD MAY 13, 2026
$941,000 Last sold price
4 beds3 baths2,068 sq ft
104 High Meadow Rd, Winhall, VT 05340
$90/sq ft
2 years older
basement
SOLD APR 10, 2026
$1,550,000 Last sold price
5 beds4 baths4,000 sq ft
147 High Meadow Rd #147, Winhall, VT 05340
$23/sq ft
larger lot
4 years older
SOLD JUL 17, 2026
$799,000 Last sold price
4 beds3.5 baths3,078 sq ft
63 Raspberry Hill Rd, Winhall, VT 05340
$105/sq ft
larger lot
8 years 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
$6/sq ft
12 years newer
basement

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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 153 High Meadow Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 153 High Meadow Rd

Nearby similar homes

New listings for sale in 05340

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