Listed by Laura Beckwith • Josiah Allen Real Estate, Inc. Bought with Josiah Allen Real Estate, Inc.

Off market aug 2010 for $600K

$1,627,081

Est. refi paymentEst. refi $3,894/mo

•

4,799

sq ft

427 Upper Hollow Rd, Dorset, VT 05251

About this home

Single-familyProperty Type

1995Year Built

6.62 acresLot Size

$339Est. Price/Sq.Ft.

2 car garageParking

Listed by Laura Beckwith • Josiah Allen Real Estate, Inc.

Bought with Michelle Wright • Josiah Allen Real Estate, Inc.

Redfin checked: 3 minutes ago

•Source:PrimeMLS #2768783

Redfin Estimate

$1,627,081

$1.0M since sold in August 2010$381K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 75.6% higher than the average sale price ($927K) of 6 comparable homes.

SOLD AUG 4, 2026
$776,000
A
4 beds3.5 baths4,282 sq ft
267 Eagle Rdg, Dorset, VT 05251
SOLD AUG 13, 2026
$1,100,000
B
3 beds3 baths2,797 sq ft
227 Birchstone Ln, East Dorset, VT 05253
SOLD JUL 24, 2026
$825,000
C
4 beds3.5 baths3,237 sq ft
1731 Three Maple Dr, Manchester Center, VT 05255
SOLD JUN 22, 2026
$684,000
D
3 beds2.5 baths4,683 sq ft
2744 Danby Mountain Rd, Dorset, VT 05251
SOLD DEC 19, 2025
$875,000
E
4 beds3.5 baths4,650 sq ft
81 Windward Hl, Dorset, VT 05251
SOLD SEP 15, 2026
$1,299,000
F
4 beds4 baths3,644 sq ft
279 French Hollow Rd, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

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Market trends in 05251, VT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

98.3%

0.9% MoM

Median sale price

$776K

$228 MoM

Avg. days on market

74d

27 days MoM

Recently sold homes

2 MoM

New listings for sale

VIDEO TOUR
$3,300,000
4 beds3.5 baths3,853 sq ft
35 Kirby Hollow Rd, Dorset, VT 05251
See all

Provided by Redfin

Sale history for 427 Upper Hollow Rd

Date

Event

Price

PrimeMLS #2768783

Aug 26, 2010

Sold

$600,000

$125/sq ft

Apr 1, 2009

Listed

$749,000

$156/sq ft

PrimeMLS #3033072

Oct 27, 2006

Sold

$1,100,000

$229/sq ft

Oct 3, 2006

Listed

$1,200,000

$250/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$16,525 (+26.8%)

$583,700 + $919,500

$1,503,200

2024

$13,036 (+14.3%)

$296,200 + $368,780

$664,980

2023

$11,400 (−11.7%)

$296,200 + $368,780

$664,980

2022

$12,911 (+2.8%)

$296,200 + $368,780

$664,980

2021

$12,562 (+1.6%)

$296,200 + $368,780

$664,980

2020

$12,362 (+5.6%)

$296,200 + $368,780

$664,980

2019

$11,705 (+0.6%)

$296,200 + $368,780

$664,980

2018

$11,635 (+1.2%)

$296,200 + $368,780

$664,980

2017

$11,499 (+1.7%)

$296,200 + $368,780

$664,980

2016

$11,309 (+3.3%)

$296,200 + $368,780

$664,980

2015

$10,947

$296,200 + $368,780

$664,980

2013

Tax history for 427 Upper Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,525 (+26.8%)

$583,700 + $919,500

$1,503,200

2024

$13,036 (+14.3%)

$296,200 + $368,780

$664,980

2023

$11,400 (−11.7%)

$296,200 + $368,780

$664,980

2022

$12,911 (+2.8%)

$296,200 + $368,780

$664,980

2021

$12,562 (+1.6%)

$296,200 + $368,780

$664,980

2020

$12,362 (+5.6%)

$296,200 + $368,780

$664,980

2019

$11,705 (+0.6%)

$296,200 + $368,780

$664,980

2018

$11,635 (+1.2%)

$296,200 + $368,780

$664,980

2017

$11,499 (+1.7%)

$296,200 + $368,780

$664,980

2016

$11,309 (+3.3%)

$296,200 + $368,780

$664,980

2015

$10,947

$296,200 + $368,780

$664,980

2013

*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

6.62 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Bennington County

APN

18005710653

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 22, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached
Auto Open

Interior

Bathroom Information
# of Baths (full): 4
# of Baths (1/2): 2

Basement Information
Finished

Other Interior Features
# of Rooms: 14
Water Heater: Electric
Cathedral Ceiling, Fireplace - Wood, Master Bedroom With Bath, Walk-in Pantry, Laundry - 1st Floor

Equipment & Appliance Information
Cooktop - Electric, Dishwasher, Dryer, Oven - Wall, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 27'5x15'4
Level: 1

Room 2 Information
Dining Room
Dimensions: 17'6x11'6
Level: 1

Room 3 Information
Living Room
Dimensions: 18'8x15'4
Level: 1

Room 4 Information
Family Room
Dimensions: 26'8x13
Level: Basement

Room 5 Information
Office/Study

Room 7 Information
Master Bedroom
Dimensions: 15'9x19'6
Level: 1

Room 8 Information
Bedroom
Dimensions: 15'4x15'3
Level: 2

Room 9 Information
Bedroom
Dimensions: 13'3x11'3
Level: 2

Room 10 Information
Bedroom
Dimensions: 11'4x11'6
Level: 2

Room 12 Information
Den
Dimensions: 12'4x12'1
Level: 1

Room 13 Information
Other
Dimensions: 26'8x13
Level: Basement

Room 14 Information
Other
Dimensions: 29'5x13'6
Level: Basement

Room 16 Information
Full Bath
Level: 1

Room 17 Information
Full Bath
Level: 1

Room 18 Information
Full Bath
Level: 2

Room 19 Information
Full Bath
Level: 2

Room 20 Information
1/2 Bath

Room 21 Information
1/2 Bath
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 4799
Color: Taupe
Outbuilding, Patio, Porch
Construction: Other
Foundation: Concrete
Roof: Shingle - Other
Exterior: Shingle

Driveway
Crushed Stone, Gravel

Lot, Zoning, & Easement Information
Lot: 6.01
Mountain View, Waterfront

Other Property & Lot Information
Year Built: 1995
Waterfront: Yes

Financial

Tax Information
Tax Year: 2008
Gross Amount Tax: 12308.22

Other Tax Information
Page Deed: 442

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Hot Air
Heat Fuel: Other

Sewer Information
Septic

Electric Information
Other

Water Information
Drilled Well

Other Utilities Information
Cable, Internet - Cable

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 391
Dirt

Other Location Information
Directions: Route 30 to Dorset Hollow Road. Left onto Upper Hollow Road to #427 on left.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 6.62 acres
Style: Other
Year Built: —
Year Renovated: —
County: Bennington County
APN: 18005710653

Home facts updated by county records on Oct 22, 2026

Other

Water Body Information
Stream

Around this home

Schools

K - 12
Preschool & daycare

Some nearby schools may not be within this home's attendance zone. Please check the Taconic and Green Regional School District website to verify.

Dorset Elementary School

Public PreK-8 • 3.0mi

8/10

Long Trail School

Private 6-12 • 1.2mi

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

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

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Dorset, VT • 05251

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.55M – $1.87M

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

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Home values near 427 Upper Hollow Rd

Data from public records.

Address	Redfin Estimate
82 Upper Hollow Road, Dorset, VT 4 Beds \| 3.5 Baths \| 2676 Sq. Ft.	$1,237,636
274 Upper Hollow Road, Dorset, VT 5 Beds \| 4.5 Baths \| 3808 Sq. Ft.	$1,636,961
403 Lower Hollow Road, Dorset, VT 5 Beds \| 3.5 Baths \| 3140 Sq. Ft.	$1,354,397
111 Marcia Lane, Dorset, VT 4 Beds \| 6 Baths \| 5545 Sq. Ft.	$4,077,262

Address	Redfin Estimate
164 Upper Hollow Road, Dorset, VT 5 Beds \| 5.5 Baths \| 5200 Sq. Ft.	$2,734,094
312 Upper Hollow Road, Dorset, VT 3 Beds \| 3 Baths \| 2867 Sq. Ft.	$1,668,291
235 Twin Willows Lane, Dorset, VT 6 Beds \| 5.5 Baths \| 4800 Sq. Ft.	$4,595,799
138 Sugar House Lane, Dorset, VT 3 Beds \| 2.5 Baths \| 3488 Sq. Ft.	$1,139,934

Address	Redfin Estimate
444 Upper Hollow Road, Dorset, VT 4 Beds \| 3.5 Baths \| 2864 Sq. Ft.	$1,730,010
511 Upper Hollow Road, Dorset, VT 5 Beds \| 5 Baths \| 4306 Sq. Ft.	$2,202,682
481 Lower Hollow Road, Dorset, VT 3 Beds \| 3.5 Baths \| 3530 Sq. Ft.	$1,829,162

Property information provided by PrimeMLS when last listed in 2009. This data may not match . Learn more.

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