Is Dummerston, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Do residents of Dummerston, VT plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Does Dummerston, VT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Dummerston, VT?

As of early 2026, 100% of users say yards are well-kept

Is there wildlife in Dummerston, VT?

As of early 2026, 100% of users say there's wildlife

Are neighbors friendly in Dummerston, VT?

As of early 2026, 50% of users say neighbors are friendly

What is the estimated monthly payment for 1644 Upper Dummerston Road?

Based on a $325,000 list price with 20% down at today's rates, the estimated monthly payment for 1644 Upper Dummerston Road is approximately $2,284 (about $1,703 principal & interest, $506 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

What are the closest schools to 1644 Upper Dummerston Road?

The closest schools to 1644 Upper Dummerston Road are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Dummerston Schools (Pre-K/Elementary/Middle, rated 7/10).

Does 1644 Upper Dummerston Road have air conditioning?

Yes, 1644 Upper Dummerston Road has air conditioning.

Does 1644 Upper Dummerston Road have laundry facilities?

Yes, 1644 Upper Dummerston Road has laundry facilities.

How big is the lot at 1644 Upper Dummerston Road?

The lot at 1644 Upper Dummerston Road is about 3.6 acres .

Does 1644 Upper Dummerston Road have parking?

Yes, 1644 Upper Dummerston Road has on-site parking.

PENDING

3.6 ACRES

Listed by Christine M Lewis, Brattleboro Area Realty, (802) 257-1335

1644 Upper Dummerston Road
Dummerston, VT 05301

2 Beds
2 Baths
1,499 sqft (on 3.60 acres)

$325,000

2 Beds

2 Baths

1,499 sqft

(on 3.60 acres)

Home Highlights

Parking

Open Parking

Outdoor

Porch

Climate Control

Heating & Cooling

Price/Sqft

$217

Listed

75 days ago

Local Information

Map ViewExplore the area around 1644 Upper Dummerston Road.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 5 hours ago

Listing courtesy of Christine M Lewis

Brattleboro Area Realty, (802) 257-1335

Source: PrimeMLS, MLS#5090888

Also Listed on PrimeMLS.

About this House

Found It! Live all on one level and tuck the guests in upstairs! The kitchen is modern with lots of counter top for the bakers and cookie makers, The laundry lives next to the kitchen and there is a second bath for visitors and guests. The sweet spot is the huge living room with a wood stove insert in the lovely fireplace. Mini-splits are already up and running for help with both heating and cooling and a bank of solar helps with energy cost for years to come! There is a sweet level easy access side yard, with gardens and layers of woodland for privacy and hiking. Plenty of room to build a garage but there are some nice storage sheds already waiting for the mower and other accoutrements. Minutes to town, near the West River and lots of hiking trails. Private, affordable, cute as a button!

Home Details for 1644 Upper Dummerston Road

Active Status
MLS Status: Pending

Interior Features
Interior Details Basement: Climate Controlled,Concrete,Concrete Floor,Daylight,Full,Exterior Stairs,Storage Space,Sump Pump,Unfinished,Walkout,Exterior Entry,Basement Stairs,Walk-Out AccessNumber of Rooms: 6
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1
Dimensions and Layout Living Area: 1499 Square Feet
Appliances & Utilities Utilities: Cable at Site, Phone AvailableAppliances: Dishwasher, ENERGY STAR Qualified Dishwasher, Dryer, ENERGY STAR Qualified Dryer, Freezer, Microwave, Electric Range, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Washer, Electric Water Heater, Separate Water HeaterDishwasherDryerLaundry: Laundry Hook-ups,1st Floor LaundryMicrowave
Heating & Cooling Heating: Heat Pump,Zoned,Wood StoveHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa Fireplace: Wood Stove Insert
Gas & Electric Electric: 200+ Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls Window: Blinds, Drapes, Window Treatments, Double Pane WindowsFlooring: Manufactured, Vinyl
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfFloors: Manufactured, Vinyl
View No View
Security Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features
Exterior Home Features Roof: Metal Asphalt ShinglePatio / Porch: Porch, Covered PorchFencing: Dog Fence, PartialOther Structures: OutbuildingExterior: Building, Garden, Natural Shade, Shed, StorageFoundation: Below Frost Line, BlockGarden
Parking & Garage No CarportNo GarageHas Open ParkingParking: Gravel,Driveway,Off Street,On Site,Unpaved
Frontage Waterfront: StreamRoad Frontage: PublicRoad Surface Type: Paved
Water & Sewer Sewer: On-Site Septic Exists, Private Sewer, Septic Tank
Farm & Range Frontage Length: Road frontage: 475
Finished Area Finished Area (above surface): 1499 Square Feet

Days on Market
Days on Market: 75

Property Information
Year Built Year Built: 1956
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building Construction Materials: Wood Frame, Vertical Siding, Vinyl SidingNot a New Construction

Price & Status
Price List Price: $325,000Price Per Sqft: $217

Location
Direction & Address City: Brattleboro

Agent Information
Listing Agent Listing ID: 5090888

Building
Building Area Building Area: 2486 Square Feet

Lot Information
Lot Area: 3.6 Acres

Miscellaneous
BasementMls Number: 5090888Above Grade Unfinished Area: 1499Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 987Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Market trends in Dummerston

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Price History for 1644 Upper Dummerston Road

Date	Price	Event	Source
07/13/2026	$325,000	Pending	PrimeMLS #5090888

06/29/2026	$325,000	PriceChange	PrimeMLS #5090888
Price Change $60,000 (-16%)
05/26/2026	$385,000	Listed For Sale	PrimeMLS #5090888

07/26/2019	$99,900	Sold	PrimeMLS #4748895
Recording Date 07/26/2019 County Transfer Tax N/A Total Transfer Tax N/A
03/28/2018	$96,000	Sold	N/A
Recording Date 03/28/2018 County Transfer Tax N/A Total Transfer Tax N/A

Similar Homes You May Like

Skip to last item

1 ACRE
$225,000
2 bd
1 ba
1,075 sqft
178 Marcy Hill Road,
Swanzey, NH 03446
PrimeMLS, Active
1 ACRE
$319,000
3 bd
2 ba
1,840 sqft
1192 Chapel Hill Road,
Whitingham, VT 05361
PrimeMLS, Active
$395,000
4 bd
1 ba
1,656 sqft
142 Pako Street,
Keene, NH 03431
PrimeMLS, Active
4.3 ACRES
$479,900
3 bd
1.5 ba
1,808 sqft
166 Keene Road,
Winchester, NH 03470
PrimeMLS, Active
$439,900
4 bd
2 ba
1,542 sqft
67 Congress Street,
Keene, NH 03431
PrimeMLS, Active
1 ACRE
$339,000
3 bd
2 ba
1,160 sqft
57 Timber Lane,
West Wardsboro, VT 05360
PrimeMLS, Active
$229,900
2 bd
1 ba
796 sqft
4 Cherry Tree Lane,
Swanzey, NH 03446
PrimeMLS, Active
1 ACRE
$465,900
3 bd
2.5 ba
1,548 sqft
28 Lightning Ledge Way,
Wilmington, VT 05363
PrimeMLS, Active
0.75 ACRES
$354,900
3 bd
1.5 ba
1,586 sqft
21 Big Bend Loop,
Wilmington, VT 05363
PrimeMLS, Active
$425,000
3 bd
2 ba
1,156 sqft
231B Route 100 #23B,
West Dover, VT 05356
PrimeMLS, Active
$314,000
3 bd
1 ba
1,248 sqft
77 Franklin Street,
Keene, NH 03431
PrimeMLS, Active
1.12 ACRES
$399,000
2 bd
2 ba
1,304 sqft
254 Lawrence Drive,
West Townshend, VT 05359
PrimeMLS, Active
1.13 ACRES
$325,000
3 bd
2 ba
1,855 sqft
205 Route 9,
West Chesterfield, NH 03466
PrimeMLS, Active
$409,000
2 bd
1 ba
904 sqft
17 Waters Edge Road,
North Swanzey, NH 03431
PrimeMLS, Active
$429,000
2 bd
2 ba
1,550 sqft
77 Buttonwood Drive,
Brattleboro, VT 05301
PrimeMLS, Active
$285,000
3 bd
1 ba
1,050 sqft
455 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
2.48 ACRES
$399,000
3 bd
2 ba
1,955 sqft
519 Warwick Rd,
Northfield, MA 01360
Clinton Stone, REMAX Connections - Greenfield
1 ACRE
$374,999
3 bd
2 ba
1,780 sqft
46 Sargent Hill Road,
West Chesterfield, NH 03466
PrimeMLS, Active
3.4 ACRES
$399,000
2 bd
1 ba
1,036 sqft
456 Route 100,
Wilmington, VT 05363
PrimeMLS, Active
0.39 ACRES
$445,000
3 bd
2 ba
1,066 sqft
71 Headlands Road,
Winchester, NH 03470
PrimeMLS, Active
9 ACRES
$339,000
2 bd
1 ba
1,056 sqft
8 Beech Tree Lane,
South Newfane, VT 05351
PrimeMLS, Active
3.3 ACRES
$320,000
3 bd
1.5 ba
1,352 sqft
71 Oliver Hill Road,
Swanzey, NH 03446
PrimeMLS, Active
$349,000
2 bd
2 ba
1,035 sqft
32B Snow Tree Lane #Oaks B,
West Dover, VT 05356
PrimeMLS, Active
1.25 ACRES
$480,000
5 bd
2 ba
2,194 sqft
3327 Route 30,
Jamaica, VT 05343
PrimeMLS, Active
$329,000
3 bd
2 ba
1,280 sqft
550 South Main Street,
Brattleboro, VT 05301
PrimeMLS, Active
0.49 ACRES
$399,000
3 bd
1.5 ba
1,420 sqft
31 Trowbridge Road,
Keene, NH 03431
PrimeMLS, Active
2 ACRES
$399,000
3 bd
2 ba
1,989 sqft
200 Riverdale Road,
Townshend, VT 05353
PrimeMLS, Active
1.4 ACRES
$420,000
3 bd
1.5 ba
2,067 sqft
95 Poocham Road,
West Chesterfield, NH 03466
PrimeMLS, Active
1 ACRE
$479,000
3 bd
2 ba
1,600 sqft
34 Johnson Hill Road,
West Dover, VT 05356
PrimeMLS, Active
0.73 ACRES
$269,900
2 bd
1 ba
1,024 sqft
552 Valley Road,
Walpole, NH 03608
PrimeMLS, Active
0.4 ACRES
$350,000
4 bd
2 ba
1,830 sqft
4850 Route 100,
West Wardsboro, VT 05360
PrimeMLS, Active
0.55 ACRES
$375,000
2 bd
1 ba
1,296 sqft
323 Matthews Road,
Swanzey, NH 03446
PrimeMLS, Active
$399,000
3 bd
1.5 ba
1,409 sqft
345 Marlboro Street,
Keene, NH 03431
PrimeMLS, Active
0.6 ACRES
$347,000
3 bd
2 ba
1,392 sqft
243 Newton Road,
Vernon, VT 05354
PrimeMLS, Active
$399,999
3 bd
1.5 ba
1,484 sqft
37 Base Hill Road,
Keene, NH 03431
PrimeMLS, Active
$449,000
3 bd
2.5 ba
1,842 sqft
15B Snow Tree Lane #Clovers B,
West Dover, VT 05356
PrimeMLS, Active
NEW - 2 DAYS AGO
6.5 ACRES
$299,000
3 bd
2 ba
1,400 sqft
68 East Bonnyvale Lane,
Brattleboro, VT 05301
PrimeMLS, Active
0.26 ACRES
$360,000
3 bd
1 ba
1,044 sqft
211 Park Avenue,
Keene, NH 03431
PrimeMLS, Active
$399,000
3 bd
3 ba
1,768 sqft
52A Suntec Loop,
West Dover, VT 05356
PrimeMLS, Active
$469,000
3 bd
3 ba
2,016 sqft
33D White Oaks Loop #38,
West Dover, VT 05356
PrimeMLS, Active
See more homes for sale in
Dummerston
Take a look

Skip to first item

New Listings near 1644 Upper Dummerston Road

Skip to last item

NEW - 2 DAYS AGO
6.5 ACRES
$299,000
3 bd
2 ba
1,400 sqft
68 East Bonnyvale Lane,
Brattleboro, VT 05301
PrimeMLS, Active
0.27 ACRES
$182,000
3 bd
1.5 ba
1,114 sqft
23 Williams Street,
Brattleboro, VT 05301
PrimeMLS, Active
$299,000
3 bd
2.5 ba
1,872 sqft
412 Western Avenue,
Brattleboro, VT 05301
PrimeMLS, Active
$289,000
4 bd
2 ba
1,860 sqft
110 Western Avenue,
Brattleboro, VT 05301
PrimeMLS, Active
NEW - 2 DAYS AGO
NEW CONSTRUCTION
0.25 ACRES
$350,000
2 bd
1 ba
640 sqft
203 Fairview Street,
Brattleboro, VT 05301
PrimeMLS, Active
0.33 ACRES
$415,000
3 bd
2 ba
1,934 sqft
138 Wantastiquet Drive,
Brattleboro, VT 05301
PrimeMLS, Active
$450,000
3 bd
2 ba
2,530 sqft
72 Green Meadow,
Brattleboro, VT 05301
PrimeMLS, Active
11 ACRES
$325,000
3 bd
2 ba
1,232 sqft
12 Autumn Gem Drive,
Putney, VT 05346
PrimeMLS, Active
$239,000
1 bd
1 ba
2,000 sqft
116 Birge Street #3,
Brattleboro, VT 05301
PrimeMLS, Active
$399,000
9 bd
4 ba
3,286 sqft
19 Canal Street,
Brattleboro, VT 05301
PrimeMLS, Active
$465,500
8 bd
4 ba
3,364 sqft
28 Brook Street,
Brattleboro, VT 05301
PrimeMLS, Active
$350,000
4 bd
2 ba
2,745 sqft
120 Western Avenue,
Brattleboro, VT 05301
PrimeMLS, Active
1.13 ACRES
$325,000
3 bd
2 ba
1,855 sqft
205 Route 9,
West Chesterfield, NH 03466
PrimeMLS, Active
$429,000
2 bd
2 ba
1,550 sqft
77 Buttonwood Drive,
Brattleboro, VT 05301
PrimeMLS, Active
$284,000
5 bd
3 ba
2,360 sqft
5 Reynolds Drive,
Brattleboro, VT 05301
PrimeMLS, Active
See more homes for sale in
Dummerston
Take a look

Skip to first item

Property Tax and Assessment

Year	2024
Tax
Assessment	$162,400

Home facts updated by county records

Comparable Sales for 1644 Upper Dummerston Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1555 W River Road, Dummerston, VT	0.05	Single-Family Home	$243,000	02/26/26	2	1	903
183 Bear Hill Road, Brattleboro, VT	0.96	Single-Family Home	$385,000	06/02/26	3	1.5	2,433
155 Hillwinds North Road, Brattleboro, VT	0.51	Single-Family Home	$868,000	09/09/25	4	3.5	3,685
1171 Wickopee Hill, Dummerston, VT	0.99	Single-Family Home	$380,000	08/29/25	2	1	828
1082 W River Road, Brattleboro, VT	1.03	Single-Family Home	$305,000	09/23/25	3	1	1,222
187 Hillwinds Road, Brattleboro, VT	0.83	Single-Family Home	$476,000	11/20/25	4	3	2,372
65 Hillwinds North Road, Brattleboro, VT	0.62	Single-Family Home	$925,000	10/01/25	5	4.5	4,150
1073 Upper Dummerston Road, Brattleboro, VT	1.14	Single-Family Home	$525,000	08/19/25	3	2	2,456
143 Hillwinds Road, Brattleboro, VT	0.76	Single-Family Home	$615,000	06/26/26	5	3.5	2,520

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
FEB 26, 2026
$243,000
2 bd
1 ba
903 sqft
1555 W River Road,
Dummerston, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $389,100
3 bd
2 ba
1,026 sqft
1670 Upper Dummerston Road,
Dummerston, VT 05301
PrimeMLS, Closed
FOR SALE
1.06 ACRES
$599,000
4 bd
2.5 ba
3,576 sqft
179 Hillwinds North,
Brattleboro, VT 05301
PrimeMLS, Active
OFF MARKET
Est. $894,500
4 bd
3.5 ba
3,685 sqft
155 Hillwinds North Road,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $951,600
5 bd
4.5 ba
4,150 sqft
65 Hillwinds North Road,
Brattleboro, VT 05301
PrimeMLS, Closed
SOLD
JUN 26, 2026
$615,000
5 bd
3.5 ba
2,520 sqft
143 Hillwinds Road,
Brattleboro, VT 05301
PrimeMLS, Closed
FOR SALE
11.4 ACRES
$769,900
4 bd
3 ba
3,600 sqft
5 Hillwinds North,
Brattleboro, VT 05301
PrimeMLS, Active
SOLD
NOV 20, 2025
$476,000
4 bd
3 ba
2,372 sqft
187 Hillwinds Road,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $357,100
3 bd
2 ba
1,532 sqft
1219 Wickopee Hill Road,
Dummerston, VT 05301
PrimeMLS, Closed
SOLD
JUN 2, 2026
$385,000
3 bd
1.5 ba
2,433 sqft
183 Bear Hill Road,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $410,400
2 bd
1 ba
1,348 sqft
25 High Bridge Road,
Brattleboro, VT 05301
PrimeMLS, Closed
OFF MARKET
Est. $314,000
3 bd
1 ba
1,222 sqft
1082 W River Road,
Brattleboro, VT 05301
PrimeMLS, Closed

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 1644 Upper Dummerston Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Dummerston

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say they plan to stay for at least 5 years
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say there's wildlife
50 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

Alexandria L. M.
Resident
7y ago
"It takes at least 20 minutes to get to any town proper and 40 minutes to a place with businesses to work "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1644 Upper Dummerston Road

What is the estimated monthly payment for 1644 Upper Dummerston Road?
Based on a $325,000 list price with 20% down at today's rates, the estimated monthly payment for 1644 Upper Dummerston Road is approximately $2,284 (about $1,703 principal & interest, $506 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
What are the closest schools to 1644 Upper Dummerston Road?
The closest schools to 1644 Upper Dummerston Road are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Senior Uhsd #6 (High, rated 7/10), Dummerston Schools (Pre-K/Elementary/Middle, rated 7/10).
Does 1644 Upper Dummerston Road have air conditioning?
Yes, 1644 Upper Dummerston Road has air conditioning.
Does 1644 Upper Dummerston Road have laundry facilities?
Yes, 1644 Upper Dummerston Road has laundry facilities.
How big is the lot at 1644 Upper Dummerston Road?
The lot at 1644 Upper Dummerston Road is about 3.6 acres.
Does 1644 Upper Dummerston Road have parking?
Yes, 1644 Upper Dummerston Road has on-site parking.

Christine M Lewis, Brattleboro Area Realty, (802) 257-1335

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-08-09 23:45:51 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

1644 Upper Dummerston Road, Dummerston, VT 05301 is a 2 bedroom, 2 bathroom, 1,499 sqft single-family home built in 1956. This property is currently available for sale and was listed by PrimeMLS on May 26, 2026. The MLS # for this home is MLS# 5090888.

1644 Upper Dummerston Road
Dummerston, VT 05301

$325,000