Last Sold Price
3 beds2,872 sqft$146/sqft
1587 Upper Holbrook Rd, Jacksonville, VT 05342

Description

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...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.
LISTING CLOSED: 04/15/2026 12:00 AM

  1. Listed by Jennifer Densmore • Deerfield Valley Real Estate

Sold By Real Broker LLC

Property Details for 1587 Upper Holbrook Road

Status
MLS #
5061235
Days on Market
169
Taxes
$6,424 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1989
Lot Size
3.00 AC / 130,680 SF
Zoning
residential

Location

Add your commute

Building Information for 1587 Upper Holbrook Road

Stories2Year Built1989Building Size-Lot Size3.00 AC / 130,680 SF

Payment Calculator

$2,670 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,135

Property Taxes

$535

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 1587 Upper Holbrook Road

Summary
Location and General Information
  • City: Whitingham
  • County: VT-Windham
  • 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
  • Latitude: 42.779083593977198
  • Longitude: -72.830976778793399
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05361
Taxes and HOA Information
  • SPAN Number: 753-239-10976
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Landscaped, Wooded
  • Lot Size Acres: 3.0
  • Road Frontage Length: 700.0
  • Total Finished Area: 2872.0
  • Above Grade Finished Area: 1636.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 1236.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 130680.0
  • Total Area: 2872.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1989
  • School District: Windham Southeast
  • High School: Twin Valley High School
  • Middle/Jr School: Twin Valley Middle School
  • Elementary School: Deerfield Valley Elem. Sch
Utilities
  • Electric Company: Jacksonville Elec
  • Electric: 200+ Amp Service
  • Sewer: Mound, Septic
  • Water Source: Drilled Well
  • Utilities: Cable Available
  • Internet: Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Color: grey
  • Construction Materials: Wood Frame, Wood Siding
  • Roof: Metal
Interior Features
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Electric Stove
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished, Full, Walkout, Interior Access
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Den, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Loft
  • Rooms: Level B: Level B: Bedroom, Level B: 3/4 Bathroom, Level B: Laundry Room, Level B: Primary Bdm Ste, Level B: Utility Room
  • Flooring: Carpet, Vinyl Plank, Wood
  • Heating: Baseboard, Electric
  • Cooling: None
  • Total Stories: 2
  • Rooms Total: 8
  • Bathrooms Full: 0
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 3
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Dimensions: 7x8.5
  • Room Level: 1
  • Room Type: Mudroom
Room 2
  • Room Dimensions: 14x14
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 9.5x14
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 27x19.5
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 13.5x19
  • Room Level: 1
  • Room Type: Den
Room 6
  • Room Dimensions: 4x6
  • Room Level: 1
  • Room Type: Bathroom Half
Room 7
  • Room Dimensions: 14x13
  • Room Level: 2
  • Room Type: Loft
Room 8
  • Room Dimensions: 16.5x11.5 805x9.5
  • Room Level: Basement
  • Room Type: Primary BR Suite
Room 9
  • Room Dimensions: 11x13
  • Room Level: Basement
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 10.x11.5
  • Room Level: Basement
  • Room Type: Bedroom
Room 11
  • Room Dimensions: 4x9
  • Room Level: Basement
  • Room Type: Bathroom Three Quarter
Room 12
  • Room Dimensions: 4x8
  • Room Level: Basement
  • Room Type: Utility Room
Room 13
  • Room Dimensions: 3.5x6
  • Room Level: Basement
  • Room Type: Laundry Room

Property History for 1587 Upper Holbrook Road

DateEvent & SourcePriceAppreciation
Apr 15, 2026

Sold

New England Real Estate Network #5061235

$420,000
Apr 15, 2026

Pending

New England Real Estate Network #5061235

Mar 1, 2026

Active Under Contract

New England Real Estate Network #5061235

DateEvent & SourcePrice
04/15/2026

Sold

New England Real Estate Network #5061235

$420,000
04/15/2026

Pending

New England Real Estate Network #5061235

03/01/2026

Active Under Contract

New England Real Estate Network #5061235

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 1587 Upper Holbrook Road

This home is within Twin Valley Unified School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Rating
School
Distance
Deerfield Valley Elementary School
PublicPK to 5

Twin Valley Middle High School
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 05342

$225,000 | 2173 Highway 8A, Whitingham, VT 05342
1/3

$225,000

4
Bedrooms
2,000
Square Feet
4.7
Acres
$649,500 | 800 Hubbard Hill Road, Halifax, VT 05342
1/55

$649,500

3
Bedrooms
2,520
Square Feet
9.8
Acres
$959,900 | 598 Hubbard Hill Road, Halifax, VT 05342
1/42
Virtual Tour

$959,900

4
Bedrooms
3,300
Square Feet
65
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1587 Upper Holbrook Road, Jacksonville, VT 05342
$420,000
3
2,872
130,680
3
3
1,636
130,680
2
2
1,152
4,460,544
$196,000
2
1,720
130,680
2
2
1,344
435,600
2
2
1,196
1,437,480

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Deerfield Valley Real Estate

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 08/13/2026 10:17 AM