585 Upper Dummerston Rd

5,844 Sq. Ft.
$50 / Sq. Ft.
5,844
Sq. Ft.
$50
per Sq. Ft.

Description

Rare as rare can be! Locally, it is so rare to find a nearly 5000 square foot executive ranch in just the right location (across from the golf course and minutes to downtown on a paved road), featuring an incredibly private court yard, private master suite (18x24)....supports that king sized bed... ,dressing room, tiled full bath and that ever needed extra 1/2 bath and sliders to your own private garden deck and a private wing for the mom (have her near you and age in place gracefully). This incredible...Rare as rare can be! Locally, it is so rare to find a nearly 5000 square foot executive ranch in just the right location (across from the golf course and minutes to downtown on a paved road), featuring an incredibly private court yard, private master suite (18x24)....supports that king sized bed... ,dressing room, tiled full bath and that ever needed extra 1/2 bath and sliders to your own private garden deck and a private wing for the mom (have her near you and age in place gracefully). This incredible home is great for the x generation, not quite ready to leave home, has lots of space for an at home office, nanny, or other fun uses. This is a must see for anyone just waiting for the right one level home to come to the market!
  1. Listed by Christine Lewis • Brattleboro Area Realty

Sold By Brattleboro Area Realty

Property Details for 585 Upper Dummerston Road

Parking
Parking Spaces 6+
Zoning
R1
LISTING CLOSED: 08/03/2020 12:00 AM

Property Details for 585 Upper Dummerston Road

StatusClosed
MLS #4795117
Days on Market87
Taxes$12,224 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1967
Lot Size0.93 AC / 40,510 SF
CountyWindham County

Location

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Building Information for 585 Upper Dummerston Road

Stories1Year Built1967Building Size-Lot Size0.93 AC / 40,510 SF

Payment Calculator

$2,518 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,499

Property Taxes

$1,019

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 585 Upper Dummerston Road

Summary
Location and General Information
  • Area Description: Abuts Conservation, Rural, Near Public Transportatn
  • City: Brattleboro
  • County: VT-Windham
  • Directions: From Brattleboro, RT 30 to left on Upper Dummerston Road, house on right across from golf course
  • Latitude: 42.876022578242349
  • Longitude: -72.586117186508204
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Map: 7
  • Zip: 05301
Taxes and HOA Information
  • SPAN Number: 08102511835
  • Tax - Gross Amount: $12,224.00
  • Tax Year: 2019
  • Taxes TBD: No
School Information
  • School - High: Brattleboro High School
  • School - Elementary: Brattleboro Elem Schools
  • School - Middle/Jr: Brattleboro Area Middle School
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Circular, Paved
Property
Lot Information
  • Footprint: 42x82
  • Lot: 35
  • Lot - Sqft: 40511.0
  • Lot Size Acres: 0.93
  • Road Frontage Length: 249.0
  • Square Feet Apx Finished Above Grade: 4964.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 880.0
  • Square Feet Apx Finished BG Source: Measured
  • Square Feet Apx Total: 6324.0
  • Square Feet Apx Total Finished: 5844.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 480.0
  • Square Feet Apx Unfinished BG Source: Measured
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • Foundation: Below Frost Line, Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1967
Utilities
  • Electric Company: GMP
  • Cable Company: Comcast
  • Electric: Circuit Breaker(s), Generator, Generator Ready
  • Sewer: Private, Septic
  • Utilities: Cable, DSL, Internet - Cable
Interior and Exterior Features
Exterior Features
  • Color: grey
  • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor 3/4 Bathroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, 1st Floor Low-Pile Carpet, Access Parking, Bathroom w/5 Ft. Diameter, Bathroom w/Step-in Shower, No Stairs, One-Level Home
  • Features - Exterior: Deck, Patio, Porch - Enclosed, Window Screens
  • Roads: Public
  • Roof: Shingle - Architectural, Shingle - Fiberglass
Interior Features
  • Appliances: Dishwasher, Dryer, Range - Electric, Refrigerator
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Climate Controlled, Finished, Frost Wall, Full, Stairs - Exterior, Stairs - Interior, Storage Space, Sump Pump
  • Baths - Total: 5
  • Baths - Full: 3
  • Half Baths: 2
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 11
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Bath - 1/2, Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Master Bedroom, Level 1: Other, Level 1: Sunroom
  • Bedrooms - Total: 4
  • Equipment: Window AC, CO Detector, Security System, Smoke Detector, Smoke Detectr-Batt Powrd, Smoke Detectr-HrdWrdw/Bat
  • Features - Interior: Cedar Closet, Ceiling Fan, In-Law/Accessory Dwelling, In-Law Suite, Laundry Hook-ups, Master BR w/ BA, Laundry - 1st Floor
  • Flooring: Carpet, Ceramic Tile, Marble
  • Heat Fuel: Oil
  • Heating: Baseboard, Hot Water, Multi Zone
  • Cooling: Multi Zone
  • Total Stories: 1
Room Information
Room 1
  • Room Dimensions: 12x09
  • Room Level: 1
  • Room Type: Bath - Full
Room 2
  • Room Dimensions: 14x15
  • Room Level: 1
  • Room Type: Bedroom
Room 3
  • Room Dimensions: 09x10
  • Room Level: 1
  • Room Type: Kitchen
Room 4
  • Room Dimensions: 15x15
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 12x09
  • Room Level: 1
  • Room Type: Dining Room
Room 6
  • Room Dimensions: 36x21
  • Room Level: 1
  • Room Type: Family Room
Room 7
  • Room Dimensions: 23x15
  • Room Level: 1
  • Room Type: Living Room
Room 8
  • Room Dimensions: 11x18
  • Room Level: 1
  • Room Type: Kitchen
Room 9
  • Room Dimensions: 10x16
  • Room Level: 1
  • Room Type: Sunroom
Room 10
  • Room Dimensions: 12x15
  • Room Level: 1
  • Room Type: Dining Room
Room 11
  • Room Dimensions: 10x11
  • Room Level: 1
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 05x07
  • Room Level: 1
  • Room Type: Bath - 1/2
Room 13
  • Room Dimensions: 12x23
  • Room Level: 1
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 05x07
  • Room Level: 1
  • Room Type: Bath - Full
Room 15
  • Room Dimensions: 18x26
  • Room Level: 1
  • Room Type: Master Bedroom
Room 16
  • Room Dimensions: 06x06
  • Room Level: 1
  • Room Type: Bath - 1/2
Room 17
  • Room Dimensions: 06x2.6
  • Room Level: 1
  • Room Type: Other
Room 18
  • Room Dimensions: 15x10
  • Room Level: 1
  • Room Type: Bath - Full
Room 19
  • Room Level: 1

Property History for 585 Upper Dummerston Road

DateEvent & SourcePriceAppreciation
Aug 6, 2020

Sold (Public Record)

Public Record #676301289

$295,000

-2.5% / yr

Aug 3, 2020

Sold

New England Real Estate Network #4795117

$295,000—
May 21, 2020

Pending

New England Real Estate Network #4795117

—
DateEvent & SourcePrice
08/06/2020

Sold (Public Record)

Public Record #676301289

$295,000

-2.5% / yr

08/03/2020

Sold

New England Real Estate Network #4795117

$295,000
05/21/2020

Pending

New England Real Estate Network #4795117

—

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

Public Records for 585 Upper Dummerston Road

Taxable ValueLand$62,900Additions$267,130Total$330,030
Tax Record2024$10,716 ($893 / month)
Home Facts
Baths3.5Total Finished SqFt4,964 SqFtAbove Grade Finished SqFt4,964 SqFtStories2Lot Size40,511 SqFtStyleDuplexYear Built1967CountyWINDHAMAPN(025) 00070335.000

Schools near 585 Upper Dummerston Road

This home is within Windham Southeast Unified Union School District #96.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Canal Street/Oak Grove Schools
PublicPK to 6

Brattleboro Area Middle School
Public7 to 8

Brattleboro Senior Uhsd #6
Public9 to 12

Windham Regional Career Center
Public9 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.

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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 Brattleboro Area Realty

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 07/26/2026 09:48 AM