Google satellite image for 99 Darling Rd, South Woodstock, VT 05071

Off Market Oct 2020 for $1.5M

$3,250,413

Est. refi paymentEst. refi $9,710/mo

•

1.5 ba

•

2,384

sq ft

99 Darling Rd, South Woodstock, VT 05071

About this home

99 Darling Rd is a 2,384 square foot house on a 75.5 acre lot with 2 bedrooms and 1.5 bathrooms. - it last sold on October 01, 2020 for $1,500,000. Based on Redfin's South Woodstock data, we estimate the home's value is $3,250,413.

Single-familyProperty Type

1974Year Built

75.5 acresLot Size

$1,363Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,250,413

$1.8M since sold in October 2020$120K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 416.1% higher than the average sale price ($630K) of 6 comparable homes.

SOLD JUL 28, 2026
$449,000
A
3 beds2 baths1,908 sq ft
957 Marsh Family Rd, Hartford, VT 05059
SOLD JUL 30, 2026
$500,000
B
3 beds1.5 baths2,140 sq ft
33 Merritt Rd, Hartland, VT 05048
SOLD APR 10, 2026
$780,000
C
2 beds1.5 baths1,714 sq ft
403 Horseshoe Way, South Woodstock, VT 05071
SOLD JUL 1, 2026
$775,000
D
3 beds2 baths2,760 sq ft
616 Rose Hill Rd, Woodstock, VT 05091
SOLD MAY 29, 2026
$515,000
E
3 beds2 baths1,920 sq ft
1514 South Rd, Woodstock, VT 05091
SOLD AUG 6, 2026
$760,000
F
3 beds2 baths1,940 sq ft
211 Wood Rd, Hartford, VT 05059

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Earn from this home

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Est. cash available

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Rent

$2,534/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

Provided by Redfin

Sale history for 99 Darling Rd

Year

Property tax

Land + Additions

Assessment*

2025

$74,300 (+72.9%)

$1,233,900 + $2,191,000

$3,424,900

2024

$42,974 (+176.2%)

$560,000 + $1,406,400

$1,966,400

2023

$15,557 (−22.8%)

$560,000 + $282,900

$842,900

2022

$20,156 (+1.8%)

$560,000 + $282,900

$842,900

2021

$19,799 (−21.0%)

$560,000 + $282,900

$842,900

2020

$25,069 (+10.6%)

$522,800 + $559,500

$1,082,300

2019

$22,662 (−1.1%)

$522,800 + $559,500

$1,082,300

2018

$22,904 (+5.3%)

$522,800 + $559,500

$1,082,300

2016

$21,754 (−0.7%)

$522,800 + $559,500

$1,082,300

2015

$21,905 (+29.3%)

$395,700 + $652,000

$1,047,700

2014

$16,941

$395,700 + $652,000

$1,047,700

2013

$395,700 + $652,000

$1,047,700

Tax history for 99 Darling Rd

Year

Property tax

Land + Additions

Assessment*

2025

$74,300 (+72.9%)

$1,233,900 + $2,191,000

$3,424,900

2024

$42,974 (+176.2%)

$560,000 + $1,406,400

$1,966,400

2023

$15,557 (−22.8%)

$560,000 + $282,900

$842,900

2022

$20,156 (+1.8%)

$560,000 + $282,900

$842,900

2021

$19,799 (−21.0%)

$560,000 + $282,900

$842,900

2020

$25,069 (+10.6%)

$522,800 + $559,500

$1,082,300

2019

$22,662 (−1.1%)

$522,800 + $559,500

$1,082,300

2018

$22,904 (+5.3%)

$522,800 + $559,500

$1,082,300

2016

$21,754 (−0.7%)

$522,800 + $559,500

$1,082,300

2015

$21,905 (+29.3%)

$395,700 + $652,000

$1,047,700

2014

$16,941

$395,700 + $652,000

$1,047,700

2013

$395,700 + $652,000

$1,047,700

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

Property details

Interior

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

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Average
Building Type: Single Family

Property Information
Living Sq. Ft: 2,384
Building Sq. Ft: 2,384
# of Stories: 2
Stories Type: 2
Legal Description: 75.5 AC & STUDIO: OR911-3902 KEELING RD

Lot Information
# of Buildings: 1
Land Sq. Ft: 3,288,780
Municipality Name: WOODSTOCK
Acres: 75.5
County Use Description: RESIDENTIAL 6+ ACRES

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 2,384
Stories: 2.0
Lot Size: 75.5 acres
Style: Single Family Residential
Year Built: 1974
Year Renovated: —
County: Windsor County
APN: 78625011064

Home facts updated by county records on Sep 2, 2026

Around this home

Schools

Woodstock Elementary School

Public PreK-6 • Assigned • 4.9mi

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

1/10 Heat Factor

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

2/10 Wind Factor

4% 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

South Woodstock, VT • 05071

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

$3.09M – $3.74M

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Nearby similar homes

$675,000

2 beds2 baths1,536 sq ft

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3D WALKTHROUGH

$3,500,000

5 beds4.5 baths6,170 sq ft

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3D WALKTHROUGH

$2,495,000

3 beds1.5 baths2,476 sq ft

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3D WALKTHROUGH

$774,000

3 beds2 baths2,004 sq ft

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$1,395,000

5 beds3.5 baths3,648 sq ft

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Home values near 99 Darling Rd

Data from public records.

Address	Redfin Estimate
509 Darling Road, South Woodstock, VT 3 Beds \| 1 Baths \| 1008 Sq. Ft.	$679,499
121071 Long Hill Road, South Woodstock, VT 3 Beds \| 2 Baths \| 2216 Sq. Ft.	$631,786

Address	Redfin Estimate
97 Darling Road, Woodstock, VT 5 Beds \| 4.5 Baths \| 4749 Sq. Ft.	$2,643,054
1747 Long Hill Road, South Woodstock, VT 1 Beds \| 1 Baths \| 868 Sq. Ft.	$499,858

Address	Redfin Estimate
509 Darling Road, Woodstock, VT 3 Beds \| 1 Baths \| 1008 Sq. Ft.	$1,004,964
1190 Long Hill Road, South Woodstock, VT 1 Beds \| 1 Baths \| 536 Sq. Ft.	$213,130

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05071, VT

Sale history for 99 Darling Rd

Tax history for 99 Darling Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 99 Darling Rd

More real estate resources