Listed by Jennifer Densmore • Deerfield Valley Real Estate. Bought with Real Broker LLC.
Sold on Apr 2026
$420,000
3
bd
•
2.5 ba
•
2,872
sq ft
1587 Upper Holbrook Rd, Whitingham, VT 05361
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About this home
Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is truly move-in ready. Enter through a spacious mudroom with a convenient back opening for bringing in firewood for the cozy wood stove in the living room. The open-concept kitchen and dining area provide plenty of room for entertaining, while a den/game room just off the living room with a bar area (4X8) offers extra space to gather. A half bath is also located on the main level. Upstairs, the loft makes a great office, reading nook, or playroom. The lower level features a primary suite with a ¾ bath, two additional bedrooms, another ¾ bath, laundry, and a utility room. Step outside to the back deck and enjoy the countryside views, where you may even catch sight of cows grazing across the way. The North Adams Art Scene and Mass MoCA are just the start of what western Massachusetts and southern Vermont have to offer. Conveniently located near year-round recreation, including golfing, hiking, boating, biking, and snowmobiling, with skiing just minutes away at Mount Snow, Berkshire East, and Stratton. A warm and inviting move-in-ready property is ideal as a full-time residence or a Vermont getaway.
Single-familyProperty Type
1989Year Built
3 acresLot Size
$146Price/Sq.Ft.
Listed by Jennifer Densmore• Deerfield Valley Real Estate
Est. $3,006 per month, based on comparable rentals
Sale and tax history for 1587 Upper Holbrook Rd
Sale History
Tax History
Date
Event
Price
PrimeMLS #5061235
Apr 15, 2026
Sold
$420,000
$146/sq ft
Mar 2, 2026
Contingent
—
Dec 19, 2025
Price Changed
$425,000
$148/sq ft
Nov 12, 2025
Price Changed
$445,000
$155/sq ft
Sep 13, 2025
Listed
$465,000
$162/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$4,187 (+12.4%)
$53,100 + $317,700
$370,800
2024
$3,725 (+8.6%)
$38,800 + $173,000
$211,800
2023
$3,429 (−30.0%)
$38,800 + $173,000
$211,800
2022
$4,900 (−1.3%)
$38,800 + $173,000
$211,800
2021
$4,963 (+1.2%)
$38,800 + $173,000
$211,800
2020
$4,906 (+3.9%)
$38,800 + $173,000
$211,800
2019
$4,723 (+2.7%)
$38,800 + $173,000
$211,800
2018
$4,598 (−0.7%)
$38,800 + $173,000
$211,800
2017
$4,628 (+1.8%)
$38,800 + $173,000
$211,800
2016
$4,548 (−7.3%)
$38,800 + $173,000
$211,800
2015
$4,906 (+3.9%)
$38,400 + $201,200
$239,600
2014
$4,720
$38,400 + $201,200
$239,600
2013
$38,400 + $201,200
$239,600
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
—
Lot width
—
Lot depth
—
Lot size
3 Acres
Year renovated
—
Sq. Ft.
2,740
Year built
1989
Style
Single Family Residential
County
Windham County
APN
75323910976
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 8, 2026.
RU
Rural Lands District
The purpose of Rural Lands districts is to provide areas for agriculture, forestry, lowintensity recreation and open space. Residential development should only occur at low densities.
Dishwasher, Dryer, Refrigerator, Washer, Stove - Electric
Room 1 Information
Mudroom
Mudroom
Dimensions: 7x8.5
Level: 1
Room 2 Information
Kitchen
Dimensions: 14x14
Level: 1
Room 3 Information
Dining Room
Dimensions: 9.5x14
Level: 1
Room 4 Information
Living Room
Dimensions: 27x19.5
Level: 1
Room 5 Information
Den
Dimensions: 13.5x19
Level: 1
Room 6 Information
1/2 Bath
1/2 Bath
Dimensions: 4x6
Level: 1
Room 7 Information
Loft
Dimensions: 14x13
Level: 2
Room 8 Information
Master Bedroom Suite
Dimensions: 16.5x11.5 805x9.5
Level: Basement
Room 9 Information
Bedroom
Dimensions: 11x13
Level: Basement
Room 10 Information
Bedroom
Dimensions: 10.x11.5
Level: Basement
Room 11 Information
3/4 Bath
Dimensions: 4x9
Level: Basement
Room 12 Information
Utility Room
Dimensions: 4x8
Level: Basement
Room 13 Information
Laundry Room
Dimensions: 3.5x6
Level: Basement
Exterior
Building Information
Architectural Style: Contemporary
Construction Status: Existing
Construction Materials: Wood Frame, Wood Siding
Approximate Sq. Ft. Total Finished: 2872
Approximate Sq. Ft. Total: 2872
Color: grey
Roof: Metal
Driveway
Gravel
Lot, Zoning, & Easement Information
Lot Features: Landscaped, Wooded
Survey Information
Surveyed: Unknown
Other Property & Lot Information
Year Built: 1989
Financial
Tax Information
Tax Year: 2025
Gross Amount Tax: 6424.48
SPAN Number: 753-239-10976
Other Tax Information
Page Deed: 530
Utilities
Heating & Cooling Information
Heat: Baseboard, Electric
Sewer Information
Mound, Septic
Electric Information
Electric Company: Jacksonville Elec
200 Amp
Water Information
Water Source: Drilled Well
Other Utilities Information
Internet: Fiber Optic Internt Avail
Cable - Available
Location
School Information
School District: Windham Southeast
Elementary School: Deerfield Valley Elem. Sch
Elementary School: Deerfield Valley Elem. Sch
Middle/Jr School: Twin Valley Middle School
School - High: Twin Valley High School
Road Information
Road Frontage Type: Gravel
Road Frontage: Yes
Road Frontage Length: 700
Other Location Information
Directions: Route 100 to Ginny Morse Road follow to second left onto Abbie Morse Rd at the fork bear left onto Upper Holbrook Rd 2nd house on the right #1587
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 2,740
Stories: —
Lot Size: 3 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: —
County: Windham County
APN: 75323910976
Home facts updated by county records on Jul 8, 2026
Around this home
Schools
Deerfield Valley Elementary School
Public PreK-5 • Assigned • 7.8mi
5/10
Twin Valley Middle High School
Public 6-12 • Assigned • 0.7mi
5/10
Provided by GreatSchools
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, 15 days in 30 years
4/10 Wind Factor
8% 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
Whitingham, VT • 05361
Average low and high temperatures (°F)
24
12
28
13
43
25
53
35
61
45
73
55
78
61
73
55
69
50
57
40
43
31
31
17
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.5 hours in
June and 3.8 hours in December, placing it below the
U.S. average for solar exposure.
8.5 hrs
3.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$451,000 – $545,000
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