OFF MARKET

Listed by Carrie Mathews • Winhall Real Estate. Bought with Four Seasons Sotheby's Int'l Realty.

Off market oct 2020 for $620K

$907,744

Est. refi paymentEst. refi $1,071/mo

•

1,680

sq ft

8 Deer Run Rd, Winhall, VT 05340

About this home

Ideal for those seeking an authentic mountain home, this charming property is located in the desired Strattonwald community just 1 mile to Stratton Mountains Access Road. Finished in natural stone and wood, this home offers 2 comfortable living spaces and 3 bedrooms plus a bonus room! This bright chalet is constructed on 3 levels, descending the stairs the airy and spacious living room with an open plan living, stone surround fireplace, and kitchen completes the room. A balcony deck accessible from the living area. Strattonwald home owners have use of the Strattonwald shuttle on winter weekends and holidays as well as the swimming pond, beach, and community tennis courts all for a low monthly fee.

Single-familyProperty Type

1968Year Built

1.04 acresLot Size

$540Est. Price/Sq.Ft.

Listed by Carrie Mathews • Winhall Real Estate

Listed by Jessica Hunt • Winhall Real Estate

Bought with Carol O'Connor • Four Seasons Sotheby's Int'l Realty

Redfin checked: a minute ago

•Source:PrimeMLS #4826760

Redfin Estimate

$907,744

$288K since sold in October 2020$22K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 82.8% higher than the average sale price ($496K) of 6 comparable homes.

SOLD JUL 17, 2026
$370,000
A
4 beds3 baths1,720 sq ft
292 Tallwood Cir, Londonderry, VT 05155
SOLD AUG 21, 2026
$643,868
B
3 beds2 baths2,204 sq ft
11 Stratton View Rd, Winhall, VT 05340
SOLD AUG 24, 2026
$251,000
C
2 beds2.5 baths1,530 sq ft
2 Tallwood Cir, Londonderry, VT 05148
SOLD AUG 17, 2026
$469,000
D
4 beds2.5 baths1,460 sq ft
32 Aspen Ln, Winhall, VT 05340
SOLD SEP 29, 2026
$785,000
E
4 beds3.5 baths2,878 sq ft
32 Benson Fuller Dr, Winhall, VT 05340
SOLD JAN 16, 2026
$460,000
F
3 beds2 baths2,298 sq ft
19 Deer Run Rd, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,571/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

98.4%

+0.2% MoM

Median sale price

$713K

$86K MoM

Avg. days on market

67d

13 days MoM

Recently sold homes

2 MoM

New listings for sale

OPEN SAT, 10AM TO 12PM
$745,000
3 beds3.5 baths3,600 sq ft
6 Jamie Ln, Winhall, VT 05340
$2,950,000
4 beds4 baths3,621 sq ft
60 W Ridge Rd, Winhall, VT 05340
$700,000
3 beds3 baths1,650 sq ft
81 Pond View Rd, Winhall, VT 05340
$799,000
3 beds3.5 baths2,366 sq ft
15 Nearing Rd, Winhall, VT 05340
$899,000
4 beds3 baths2,421 sq ft
45 Benson Fuller Dr, Winhall, VT 05340
$1,500,000
5 beds4 baths4,173 sq ft
180 High Meadow Rd, Winhall, VT 05340
$2,250,000
4 beds4.5 baths3,034 sq ft
165 High Meadow Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 8 Deer Run Rd

Date

Event

Price

PrimeMLS #4826760

Oct 15, 2020

Sold

$620,000

$369/sq ft

Sep 7, 2020

Contingent

—

Sep 3, 2020

Listed

$599,000

$357/sq ft

PrimeMLS #4388440

Jan 31, 2018

Sold

$158,000

$94/sq ft

Nov 10, 2017

Contingent

—

Jul 12, 2017

Price Changed

$179,000

$107/sq ft

Oct 11, 2016

Price Changed

$194,000

$115/sq ft

Feb 17, 2016

Price Changed

$179,000

$107/sq ft

Sep 1, 2015

Price Changed

$189,000

$113/sq ft

Feb 27, 2015

Price Changed

$199,000

$118/sq ft

Feb 3, 2015

Listed

$214,900

$128/sq ft

+15

Year

Property tax

Land + Additions

Assessment*

2025

$7,429 (−0.8%)

$60,600 + $294,700

$355,300

2024

$7,489 (+18.4%)

$60,600 + $294,700

$355,300

2023

$6,328 (−15.6%)

$60,600 + $294,700

$355,300

2022

$7,493 (+4.8%)

$60,600 + $294,700

$355,300

2021

$7,148 (+80.6%)

$60,600 + $269,400

$330,000

2020

$3,957 (+5.3%)

$60,600 + $121,900

$182,500

2019

$3,756 (+6.0%)

$60,600 + $121,900

$182,500

2018

$3,542 (−0.7%)

$60,600 + $121,900

$182,500

2017

$3,565 (−4.2%)

$60,600 + $121,900

$182,500

2016

$3,723 (+2.3%)

$60,600 + $121,900

$182,500

2015

$3,638 (+3.4%)

$60,600 + $121,900

$182,500

2014

$3,520

$60,600 + $121,900

$182,500

2013

$60,600 + $121,900

$182,500

Tax history for 8 Deer Run Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,429 (−0.8%)

$60,600 + $294,700

$355,300

2024

$7,489 (+18.4%)

$60,600 + $294,700

$355,300

2023

$6,328 (−15.6%)

$60,600 + $294,700

$355,300

2022

$7,493 (+4.8%)

$60,600 + $294,700

$355,300

2021

$7,148 (+80.6%)

$60,600 + $269,400

$330,000

2020

$3,957 (+5.3%)

$60,600 + $121,900

$182,500

2019

$3,756 (+6.0%)

$60,600 + $121,900

$182,500

2018

$3,542 (−0.7%)

$60,600 + $121,900

$182,500

2017

$3,565 (−4.2%)

$60,600 + $121,900

$182,500

2016

$3,723 (+2.3%)

$60,600 + $121,900

$182,500

2015

$3,638 (+3.4%)

$60,600 + $121,900

$182,500

2014

$3,520

$60,600 + $121,900

$182,500

2013

$60,600 + $121,900

$182,500

*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

1.04 Acres

Year renovated

—

Sq. Ft.

1,340

Year built

—

Style

Single Family Residential

County

Bennington County

APN

77124511839

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Interior

Bathroom Information
# of Baths (full): 2
# of Baths (3/4): 2

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

Other Interior Features
# of Rooms: 9
Flooring: Wood
Water Heater: Electric
Cathedral Ceiling, Dining Area, Fireplace - Wood, Furnished, Kitchen/Dining, Master Bedroom With Bath, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Refrigerator, Stove - Electric

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1680
Approximate Sq. Ft. Total: 2520
Color: Brown
Deck
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle
Exterior: Wood

Driveway
Dirt, Gravel

Lot, Zoning, & Easement Information
Country Setting, Landscaped, Ski Area

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1968

Financial

Tax Information
Tax Year: 2019
Gross Amount Tax: 3755.86
SPAN Number: 771-245-11839

Other Tax Information
Page Deed: 349

Utilities

Heating & Cooling Information
Heat: Baseboard
Heat Fuel: Oil

Sewer Information
Septic

Electric Information
Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Cable, Internet - Cable

Location

Homeowners Association
Association Amenities: Beach Rights, Tennis Court

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

Neighborhood Information
Near Skiing

Road Information
Road Frontage: Yes
Road Frontage Length: 250
Dirt, Gravel

Other Location Information
Directions: From Rt 30 in Winhall take Winhall Hollow to the first Strattonwald entrance and make that right. At the 'Y'right after turning into Strattonwald, stay right on to Deer Run. The house is the next to last on the right.
Development / Subdivision: Strattonwald

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,340
Stories: —
Lot Size: 1.04 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Bennington County
APN: 77124511839

Home facts updated by county records on Jul 15, 2026

Other

Misc. Information
Resort: Yes

Around this home

Schools

Mountain School At Winhall

Private K-8 • 0.5mi

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, 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

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

$863,000 – $1.04M

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

Nearby similar homes

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New listings for sale in 05340

OPEN SAT, 10AM TO 12PM

$745,000

3 beds3.5 baths3,600 sq ft

6 Jamie Ln, Winhall, VT 05340

$2,950,000

4 beds4 baths3,621 sq ft

60 W Ridge Rd, Winhall, VT 05340

$700,000

3 beds3 baths1,650 sq ft

81 Pond View Rd, Winhall, VT 05340

$799,000

3 beds3.5 baths2,366 sq ft

15 Nearing Rd, Winhall, VT 05340

$899,000

4 beds3 baths2,421 sq ft

45 Benson Fuller Dr, Winhall, VT 05340

$1,500,000

5 beds4 baths4,173 sq ft

180 High Meadow Rd, Winhall, VT 05340

$2,250,000

4 beds4.5 baths3,034 sq ft

165 High Meadow Rd, Winhall, VT 05340

Home values near 8 Deer Run Rd

Data from public records.

Address	Redfin Estimate
15 Deer St, Winhall, VT 4 Beds \| 2.5 Baths \| 2052 Sq. Ft.	$678,423
19 Deer St, Winhall, VT 3 Beds \| 2 Baths \| 2298 Sq. Ft.	$624,545

Address	Redfin Estimate
5 Deer St, Winhall, VT - Beds \| - Baths \| 3376 Sq. Ft.	$869,045
2 Deer St, Winhall, VT 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$599,742

Address	Redfin Estimate
10 Deer St, Winhall, VT 4 Beds \| 3 Baths \| 2200 Sq. Ft.	$606,166
24 Strattonwald Rd, Winhall, VT 6 Beds \| 6 Baths \| 4475 Sq. Ft.	$1,224,328

Property information provided by PrimeMLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 8 Deer Run Rd

Tax history for 8 Deer Run Rd

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 8 Deer Run Rd

More real estate resources