OFF MARKET

Listed by John Wetmore • Wetmore Real Estate. Bought with Williamson Group Sothebys Intl. Realty.

Off Market Sep 2016 for $500K

$1,185,546

Est. refi paymentEst. refi $3,182/mo

•

5,710

sq ft

4445 South Rd, Woodstock, VT 05091

About this home

A generously proportioned residence, in a highly desirable South Woodstock equestrian location. Fenced pasture and fields that offer a pleasing combination of privacy, for the residence, and accessibility for horses. The property includes a private pond and an attractive small barn. The approach to the residence is up a graceful private drive through pasture on either side. With some easily visualized updating, the traditional residence could once again be one of the showplace properties of South Woodstock. This wonderful estate property is offered for sale for the first time in over 30 years.

Single-familyProperty Type

1974Year Built

9.39 acresLot Size

$208Est. Price/Sq.Ft.

3 car garageParking

Listed by John Wetmore • Wetmore Real Estate

Bought with Danny Kogut • Williamson Group Sothebys Intl. Realty

Redfin checked: a minute ago

•Source:PrimeMLS #4467518

Redfin Estimate

$1,185,546

$686K since sold in September 2016$44K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.3% higher than the average sale price ($1.03M) of 6 comparable homes.

SOLD AUG 7, 2026
$737,500
A
5 beds3.5 baths3,284 sq ft
2605 Cox District Rd, Woodstock, VT 05091
SOLD APR 30, 2026
$660,000
B
4 beds3 baths3,584 sq ft
3914 South Rd, Woodstock, VT 05071
SOLD MAY 11, 2026
$775,000
C
5 beds4 baths3,886 sq ft
3961 Hartland Hill Rd, Woodstock, VT 05091
SOLD JUN 26, 2026
$1,925,000
D
4 beds3.5 baths5,173 sq ft
1779 Bible Hill Rd, West Windsor, VT 05089
SOLD APR 30, 2026
$712,000
E
5 beds3 baths3,028 sq ft
137 Laughlin Rd, Woodstock, VT 05091
SOLD JUL 1, 2026
$1,360,000
F
5 beds5 baths5,074 sq ft
423 Taft Family Rd, Hartford, VT 05059

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Earn from this home

Refinance

Est. cash available

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Rent

$4,194/mo

Redfin rental estimate

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Market trends in 05071, VT

Last updated August 2026

Sale-to-List Price

92.3%

0.0% MoM

Median sale price

$780K

$0 MoM

Avg. days on market

289d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

COMING SOON
$2,485,000
4 beds4.5 baths4,864 sq ft
26 The Grn, Woodstock, VT 05091
See all

Provided by Redfin

Sale history for 4445 South Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,081 (−0.7%)

$217,500 + $293,300

$510,800

2024

$11,163 (+18.4%)

$217,500 + $293,300

$510,800

2023

$9,427 (−22.8%)

$217,500 + $293,300

$510,800

2022

$12,215 (+1.8%)

$217,500 + $293,300

$510,800

2021

$11,998 (+2.4%)

$217,500 + $293,300

$510,800

2020

$11,714 (+10.4%)

$217,500 + $293,300

$510,800

2019

$10,609 (+1.3%)

$217,500 + $293,300

$510,800

2018

$10,474 (−15.8%)

$217,500 + $293,300

$510,800

2016

$12,437 (−3.7%)

$217,500 + $293,300

$510,800

2015

$12,914 (−20.3%)

$194,300 + $475,100

$669,400

2014

$16,195

$194,300 + $638,200

$832,500

2013

$194,300 + $638,200

$832,500

Tax history for 4445 South Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,081 (−0.7%)

$217,500 + $293,300

$510,800

2024

$11,163 (+18.4%)

$217,500 + $293,300

$510,800

2023

$9,427 (−22.8%)

$217,500 + $293,300

$510,800

2022

$12,215 (+1.8%)

$217,500 + $293,300

$510,800

2021

$11,998 (+2.4%)

$217,500 + $293,300

$510,800

2020

$11,714 (+10.4%)

$217,500 + $293,300

$510,800

2019

$10,609 (+1.3%)

$217,500 + $293,300

$510,800

2018

$10,474 (−15.8%)

$217,500 + $293,300

$510,800

2016

$12,437 (−3.7%)

$217,500 + $293,300

$510,800

2015

$12,914 (−20.3%)

$194,300 + $475,100

$669,400

2014

$16,195

$194,300 + $638,200

$832,500

2013

$194,300 + $638,200

$832,500

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

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

9.39 Acres

Year renovated

—

Sq. Ft.

5,720

Year built

1974

Style

Single Family Residential

County

Windsor County

APN

78625011899

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 3
Location: Under
Auto Open
Parking Spaces 3

Interior

Virtual Tour

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

Basement Information
Basement: Yes
Basement Access: Interior
Climate Controlled, Finished, Full, Stairs - Interior, Storage Space

Other Interior Features
# of Rooms: 18
Flooring: Carpet, Softwood, Vinyl
Water Heater: Electric
Central Vacuum, Bar, Dining Area, Fireplace - Wood, Fireplaces - 2, Hearth, Kitchen Island, Master Bedroom With Bath, Natural Woodwork, Walk-in Pantry

Accessibility Information
1st Floor Full Bathroom, 1st Floor Hrd Surfce Flor

Equipment & Appliance Information
Cooktop - Electric, Dishwasher, Oven - Wall, Refrigerator, Trash Compactor
Security System, Smoke Detector

Room 1 Information
Kitchen
Kitchen
Dimensions: 21x14.5
Level: 1

Room 2 Information
Dining Room
Dimensions: 15.5x13
Level: 1

Room 3 Information
Living Room
Dimensions: 25x15 fireplace
Level: 1

Room 4 Information
Family Room
Dimensions: 29x21 wet bar
Level: Basement

Room 5 Information
Office/Study
Dimensions: 11.5x11
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 18x15 9.5x7
Level: 2

Room 8 Information
Bedroom
Dimensions: 14x13
Level: 2

Room 9 Information
Bedroom
Dimensions: 14x11 11x9
Level: 2

Room 10 Information
Bedroom
Dimensions: 10x9.5
Level: 1

Room 11 Information
Bedroom
Dimensions: 13x12
Level: 1

Room 12 Information
Den
Dimensions: 17x8.5
Level: 1

Room 13 Information
Other
Dimensions: 16x15
Level: 1

Room 14 Information
Other
Dimensions: 21.5x4
Level: 1

Room 15 Information
Other
Dimensions: 13x9.5
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 5710
Color: brown
Barn, Deck, Fence - Full, Fence - Partial, Outbuilding, Porch - Covered, Shed
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle - Asphalt, Shingle - Wood, Standing Seam
Exterior: Board and Batten, Shingle, Wood

Driveway
Gravel

Lot, Zoning, & Easement Information
Country Setting, Farm - Horse/Animal, Field/Pasture, Landscaped, Level, Sloping, View, Waterfront

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1974
Waterfront: Yes
Water Body Access: Yes

Financial

Tax Information
Tax Year: 2015
Gross Amount Tax: 12914.73
SPAN Number: 78625011899

Other Tax Information
Page Deed: 251

Utilities

Heating & Cooling Information
Heat: Hot Air
Heat Fuel: Oil

Sewer Information
Private

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Drilled Well

Location

School Information
School District: Windsor Central
Elementary School: Woodstock Elementary School
Elementary School: Woodstock Elementary School
Middle/Jr School: Woodstock Union Middle Sch

Neighborhood Information
Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 724
Public

Other Location Information
Directions: From the Woodstock Village Green travel south on Route 106 to South Woodstock. The property is on the left hand side across from the Kedron Valley Stables.

Public facts

Beds: 6
Baths: 4.0
Sq. Ft.: 5,720
Stories: —
Lot Size: 9.39 acres
Style: Single Family Residential
Year Built: 1974
Year Renovated: —
County: Windsor County
APN: 78625011899

Home facts updated by county records on Sep 2, 2026

Other

Water Body Information
Pond
Access: Owned

Documents & Disclosures
Documents Available: Deed, Plot Plan, Survey

Around this home

Schools

Woodstock Elementary School

Public PreK-6 • Assigned • 3.9mi

9/10

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

2/10 Heat Factor

7 days above 88° expected this year, 16 days in 30 years

3/10 Wind Factor

5% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Woodstock, VT • 05091

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 8.4 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.13M – $1.36M

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

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3D WALKTHROUGH

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New listings for sale in 05091

COMING SOONVIDEO TOUR

$2,485,000

4 beds4.5 baths4,864 sq ft

26 The Grn, Woodstock, VT 05091

Home values near 4445 South Rd

Data from public records.

Address	Redfin Estimate
4587 South Road, Woodstock, VT 2 Beds \| 2 Baths \| 1839 Sq. Ft.	$660,245
4632 South Road, South Woodstock, VT 5 Beds \| 2 Baths \| 1824 Sq. Ft.	$605,781

Address	Redfin Estimate
4109 South Road, Woodstock, VT 3 Beds \| 2 Baths \| 1884 Sq. Ft.	$558,342
4303 South Road, Woodstock, VT 2 Beds \| 1 Baths \| 832 Sq. Ft.	$317,021

Address	Redfin Estimate
4649 South Road, South Woodstock, VT 3 Beds \| 2.5 Baths \| 2330 Sq. Ft.	$898,025
4678 South Road, Woodstock, VT 3 Beds \| 3 Baths \| 2276 Sq. Ft.	$1,155,212

Property information provided by PrimeMLS when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05071, VT

Sale history for 4445 South Rd

Tax history for 4445 South Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05091

Home values near 4445 South Rd

More real estate resources