OFF MARKET

Listed by Christiane Carroccio • TPW Real Estate. Bought with Four Seasons Sotheby's Int'l Realty.

Off market oct 2022 for $700K

$920,970

Est. refi paymentEst. refi $4,632/mo

•

2,868

sq ft

37 Jamie Ln, Winhall, VT 05340

About this home

Live the mountain life on this private 14 acre property with views to Bromley mountain. The road ends at the house, but you are just four miles to the Stratton village. Rare opportunity to own a large parcel so close to Stratton. Four bedroom, four bathroom home with cathedral ceilings, and an open layout. The main floor has a master retreat, spacious kitchen with breakfast bar, and dining room for the big meals after skiing. Mud room, two car garage, laundry, and powder room finish the main floor. Second floor is three good sized bedrooms and full bathroom. The walk out lower level is a family room, office, full bathroom, and plenty of storage space. Full time or vacation home, this one has the space to accommodate all. Located in Winhall, with school choice for K-12, and just 15 miles to Manchester.

Single-familyProperty Type

1986Year Built

14.74 acresLot Size

$321Est. Price/Sq.Ft.

2 car garageParking

Listed by Christiane Carroccio • TPW Real Estate

Bought with Gary Coger • Four Seasons Sotheby's Int'l Realty

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4927321

Redfin Estimate

$920,970

$221K since sold in October 2022$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10% higher than the average sale price ($837K) of 6 comparable homes.

SOLD SEP 29, 2026
$785,000
A
4 beds3.5 baths2,878 sq ft
32 Benson Fuller Dr, 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 28, 2026
$615,000
C
3 beds3.5 baths2,678 sq ft
177 Alwin Ln, Jamaica, VT 05343
SOLD JUL 17, 2026
$799,000
D
4 beds3.5 baths3,078 sq ft
63 Raspberry Hill 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 SEP 15, 2026
$1,299,000
F
4 beds4 baths3,644 sq ft
279 French Hollow 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

$3,392/mo

Redfin rental estimate

List your home for rent

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 37 Jamie Ln

Date

Event

Price

PrimeMLS #4927321

Oct 7, 2022

Sold

$700,000

$244/sq ft

Sep 3, 2022

Contingent

—

Aug 27, 2022

Listed

$645,000

$225/sq ft

PrimeMLS #4213020

Jun 7, 2013

Sold

$265,000

$92/sq ft

Jan 24, 2013

Listed

$275,000

$96/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$9,058 (−0.8%)

$188,600 + $244,600

$433,200

2024

$9,131 (+18.4%)

$188,600 + $244,600

$433,200

2023

$7,715 (−18.0%)

$188,600 + $244,600

$433,200

2022

$9,410 (−4.8%)

$188,600 + $244,600

$433,200

2021

$9,886 (+0.9%)

$188,600 + $244,600

$433,200

2020

$9,796 (+6.5%)

$188,600 + $244,600

$433,200

2019

$9,194 (−12.8%)

$188,600 + $244,600

$433,200

2018

$10,538 (+7.5%)

$188,600 + $244,600

$433,200

2017

$9,802 (+2.7%)

$188,600 + $244,600

$433,200

2016

$9,548 (+4.4%)

$188,600 + $244,600

$433,200

2015

$9,147 (−5.9%)

$188,600 + $244,600

$433,200

2014

$9,725

$188,600 + $244,600

$433,200

2013

$188,600 + $244,600

$433,200

Tax history for 37 Jamie Ln

Year

Property tax

Land + Additions

Assessment*

2025

$9,058 (−0.8%)

$188,600 + $244,600

$433,200

2024

$9,131 (+18.4%)

$188,600 + $244,600

$433,200

2023

$7,715 (−18.0%)

$188,600 + $244,600

$433,200

2022

$9,410 (−4.8%)

$188,600 + $244,600

$433,200

2021

$9,886 (+0.9%)

$188,600 + $244,600

$433,200

2020

$9,796 (+6.5%)

$188,600 + $244,600

$433,200

2019

$9,194 (−12.8%)

$188,600 + $244,600

$433,200

2018

$10,538 (+7.5%)

$188,600 + $244,600

$433,200

2017

$9,802 (+2.7%)

$188,600 + $244,600

$433,200

2016

$9,548 (+4.4%)

$188,600 + $244,600

$433,200

2015

$9,147 (−5.9%)

$188,600 + $244,600

$433,200

2014

$9,725

$188,600 + $244,600

$433,200

2013

$188,600 + $244,600

$433,200

*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

14.74 Acres

Year renovated

—

Sq. Ft.

2,248

Year built

1987

Style

Single Family Residential

County

Bennington County

APN

77124511132

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

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3
# of Baths (1/2): 1

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

Other Interior Features
# of Rooms: 10
Water Heater: Off Boiler

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2868
Approximate Sq. Ft. Total: 2868
Construction: Wood Frame
Foundation: Poured Concrete
Roof: Metal, Shingle - Asphalt
Exterior: Clapboard

Driveway
Gravel

Lot, Zoning, & Easement Information
Level, Subdivision, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1986

Financial

Tax Information
Tax Year: 2022
Gross Amount Tax: 9409.69
SPAN Number: 771-245-11132

Other Tax Information
Page Deed: 123

Utilities

Heating & Cooling Information
Heat: Baseboard, Gas Heater - Vented, Hot Water
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Septic

Electric Information
Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Cable - At Site, High Speed Intrnt -AtSite

Location

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

Road Information
Cul-de-Sac, Private, Privately Maintained

Other Location Information
Directions: From Route 30, Stratton Mountain Access Road, left on Todd Hill Road, left on Jamie Lane, follow all the way to end.

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,248
Stories: —
Lot Size: 14.74 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: —
County: Bennington County
APN: 77124511132

Home facts updated by county records on Jul 15, 2026

Around this home

Schools

Mountain School At Winhall

Private K-8 • 1.0mi

Stratton Mountain School

Private 7-12 • 4.6mi

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, 19 days in 30 years

3/10 Wind Factor

5% 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

$875,000 – $1.06M

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

NEW CONSTRUCTION3D WALKTHROUGH

$2,399,000

4 beds3.5 baths4,536 sq ft

33 Stone Lodge Rd, Winhall, VT 05340

$650,000

3 beds2 baths1,308 sq ft

1722 Under the Mountain Rd, Londonderry, VT 05155

$479,000

3 beds2 baths1,994 sq ft

58 Hi Hopes Rd, Wardsboro, VT 05355

$745,000

3 beds3.5 baths3,600 sq ft

6 Jamie Ln, Winhall, VT 05340

New listings for sale in 05340

$870,000

4 beds3.5 baths3,031 sq ft

7 Roundtree Rd, Winhall, VT 05340

Home values near 37 Jamie Ln

Data from public records.

Address	Redfin Estimate
33 Jamie Ln, Winhall, VT 5 Beds \| 4.5 Baths \| 4080 Sq. Ft.	$1,596,853
25 Jamie Ln, Winhall, VT 4 Beds \| 4.5 Baths \| 4077 Sq. Ft.	$1,241,194

Address	Redfin Estimate
22 Jamie Ln, Winhall, VT 3 Beds \| 2.5 Baths \| 2320 Sq. Ft.	$777,262
289 West Hill Rd Apartment N, Jamaica, VT 4 Beds \| 2 Baths \| 1754 Sq. Ft.	$386,710

Address	Redfin Estimate
38 Jamie Ln, Winhall, VT 1 Beds \| 1.5 Baths \| 2040 Sq. Ft.	$716,654
6 Benson Fuller Dr, Winhall, VT 3 Beds \| 3 Baths \| 1652 Sq. Ft.	$528,385

Property information provided by PrimeMLS when last listed in 2022. 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.

Houses for rent in Bennington County	Agents near me	South Burlington, VT homes for sale	Bennington County Housing Market
Houses for sale near me	Burlington, VT homes for sale	Brattleboro, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Waterbury, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	Bennington County Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings

Columbia County homes for sale
Saratoga County homes for sale
Berkshire County homes for sale

Wilmington homes for sale
Manchester homes for sale
Bennington homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 37 Jamie Ln

Tax history for 37 Jamie Ln

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 37 Jamie Ln

More real estate resources