SOLD SEP 19, 2026

Listed by Cynthia Mitrani • Berkshire Hathaway HomeServices Stratton Home. Bought with TPW Real Estate.

Off market sep 2026 for $1.3M

$1,596,853

Est. refi paymentEst. refi $8,591/mo

•

4.5 ba

•

4,080

sq ft

33 Jamie Ln, Winhall, VT 05340

About this home

Exceptional Log Home tucked away in the beautiful Green Mountains of Vermont. Welcome to 33 Jamie Lane a 12 acre sanctuary minutes to Stratton Mountain Resort. This extraordinary property offers true privacy surrounded by woods and nature. Features three finished levels of dramatic living space with floor to ceiling windows , soaring stone fireplace, and cherry floors. Open concept kitchen/dining off expansive great room and a large primary ensuite bedroom with private outdoor deck. A powder room off tiled foyer, and a mudroom entrance from garage to kitchen complete the main level. Upstairs you'll find a loft/library area overlooking the great room and two additional ensuite bedrooms. The walk out lower level offers an expansive light filled room with pool table and stunning stained concrete floors and a fourth ensuite bedroom with three quarter bathroom, large bonus room or office, another stone fireplace, and a laundry/storage room. Best of Southern Vermont living opportunity offered here with outdoor activities right out your door including skiing, snowboarding, cross country, golf, hiking, and more. Stratton Village amenities with restaurants and shopping and town of Manchester nearby. This is a Vermont dream home for all seasons.

Single-familyProperty Type

2003Year Built

14.17 acresLot Size

$391Est. Price/Sq.Ft.

2 car garageParking

Listed by Cynthia Mitrani • Berkshire Hathaway HomeServices Stratton Home

Bought with Christiane Carroccio • TPW Real Estate

Source:PrimeMLS #5051248

Redfin Estimate

$1,596,853

$297K since sold in September 2026$19K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.4% higher than the average sale price ($1.22M) of 6 comparable homes.

SOLD SEP 15, 2026
$1,299,000
A
4 beds4 baths3,644 sq ft
279 French Hollow Rd, Winhall, VT 05340
SOLD OCT 2, 2026
$725,000
B
4 beds4 baths3,520 sq ft
12 Stratton Ridge Rd, Winhall, VT 05340
SOLD AUG 31, 2026
$1,100,000
C
3 beds4 baths2,745 sq ft
65 Lower Taylor Hill Rd, Winhall, VT 05340
SOLD SEP 29, 2026
$785,000
D
4 beds3.5 baths2,878 sq ft
32 Benson Fuller Dr, Winhall, VT 05340
SOLD JUL 27, 2026
$1,287,500
E
4 beds3.5 baths4,153 sq ft
487 Vermont Route 100, South Londonderry, VT 05155
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

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Rent

$4,256/mo

Redfin rental estimate

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Market trends in 05340, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.9%

+1.5% MoM

Median sale price

$778K

$64K MoM

Avg. days on market

67d

0 days MoM

Recently sold homes

4 MoM

New listings for sale

$870,000
4 beds3.5 baths3,031 sq ft
7 Roundtree Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 33 Jamie Ln

Date

Event

Price

Public Records

Sep 19, 2026

Sold

$1,300,000

$319/sq ft

PrimeMLS #5051248

Aug 25, 2025

Sold

$1,300,000

$319/sq ft

Jul 21, 2025

Contingent

—

Jul 8, 2025

Listed

$1,600,000

$392/sq ft

+46

Year

Property tax

Land + Additions

Assessment*

2025

$13,579 (+2.0%)

$187,200 + $547,800

$735,000

2024

$13,307 (+13.5%)

$187,200 + $547,800

$735,000

2023

$11,727 (−26.9%)

$187,200 + $547,800

$735,000

2022

$16,031 (−5.1%)

$187,200 + $547,800

$735,000

2021

$16,896 (+1.8%)

$187,200 + $547,800

$735,000

2020

$16,592 (+6.5%)

$187,200 + $547,800

$735,000

2019

$15,580 (−12.1%)

$187,200 + $547,800

$735,000

2018

$17,731 (+6.6%)

$187,200 + $547,800

$735,000

2017

$16,632 (+2.7%)

$187,200 + $547,800

$735,000

2016

$16,200 (+4.4%)

$187,200 + $547,800

$735,000

2015

$15,520 (+0.2%)

$187,200 + $547,800

$735,000

2014

$15,484

$187,200 + $547,800

$735,000

2013

$187,200 + $547,800

$735,000

Tax history for 33 Jamie Ln

Year

Property tax

Land + Additions

Assessment*

2025

$13,579 (+2.0%)

$187,200 + $547,800

$735,000

2024

$13,307 (+13.5%)

$187,200 + $547,800

$735,000

2023

$11,727 (−26.9%)

$187,200 + $547,800

$735,000

2022

$16,031 (−5.1%)

$187,200 + $547,800

$735,000

2021

$16,896 (+1.8%)

$187,200 + $547,800

$735,000

2020

$16,592 (+6.5%)

$187,200 + $547,800

$735,000

2019

$15,580 (−12.1%)

$187,200 + $547,800

$735,000

2018

$17,731 (+6.6%)

$187,200 + $547,800

$735,000

2017

$16,632 (+2.7%)

$187,200 + $547,800

$735,000

2016

$16,200 (+4.4%)

$187,200 + $547,800

$735,000

2015

$15,520 (+0.2%)

$187,200 + $547,800

$735,000

2014

$15,484

$187,200 + $547,800

$735,000

2013

$187,200 + $547,800

$735,000

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

Zoning

Residential District

The Residential District is established as areas primarily intended for single-family dwellings.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Cemetery

Property details

Interior

Basement Information
Basement Sq. Ft: 2,000
Basement Type: Finished

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 15

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Log
Exterior Wall: Log

Property Information
Living Sq. Ft: 4,080
Building Sq. Ft: 6,080
Legal Description: LIBERA LOT 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 617,245
Legal Lot Number: 1
Municipality Name: WINHALL
Acres: 14.17
County Use Description: RESIDENTIAL-2

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,080
Stories: —
Lot Size: 14.17 acres
Style: Single Family Residential
Year Built: 2003
Year Renovated: —
County: Bennington County
APN: 77124511324

Home facts updated by county records on Oct 22, 2026

Around this home

Schools

Mountain School At Winhall

Private K-8 • 1.0mi

Stratton Mountain School

Private 7-12 • 4.7mi

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 85° expected this year, 18 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

$1.52M – $1.84M

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

Nearby similar homes

$549,000

4 beds2.5 baths2,359 sq ft

116 Teacher Rd, Jamaica, VT 05343

$875,000

3 beds2 baths1,600 sq ft

447 Rock Bottom Ln, Peru, VT 05255

$450,000

4 beds3 baths2,320 sq ft

5735 VT Route 11, Londonderry, VT 05148

$457,000

3 beds2 baths1,600 sq ft

4027 Route 100 Hwy, Wardsboro, VT 05360

VIDEO TOUR

$795,000

4 beds3.5 baths4,104 sq ft

25 Benson Fuller Rd, Winhall, VT 05340

$495,000

4 beds3 baths2,115 sq ft

367 Stratton Gate Rd, Jamaica, VT 05343

New listings for sale in 05340

$870,000

4 beds3.5 baths3,031 sq ft

7 Roundtree Rd, Winhall, VT 05340

Home values near 33 Jamie Ln

Data from public records.

Address	Redfin Estimate
37 Jamie Ln, Winhall, VT 4 Beds \| 3.5 Baths \| 2868 Sq. Ft.	$920,970
25 Jamie Ln, Winhall, VT 4 Beds \| 4.5 Baths \| 4077 Sq. Ft.	$1,241,194

Address	Redfin Estimate
21 Jamie Ln, Winhall, VT 4 Beds \| 3 Baths \| 3337 Sq. Ft.	$863,000
6 Benson Fuller Dr, Winhall, VT 3 Beds \| 3 Baths \| 1652 Sq. Ft.	$528,385

Address	Redfin Estimate
38 Jamie Ln, Winhall, VT 1 Beds \| 1.5 Baths \| 2040 Sq. Ft.	$716,654
24 Benson Fuller Dr, Winhall, VT 4 Beds \| 3.5 Baths \| 3408 Sq. Ft.	—

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 33 Jamie Ln

Tax history for 33 Jamie Ln

Zoning

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 33 Jamie Ln

More real estate resources