Is Bennington, VT dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Is a car needed in Bennington, VT?

As of early 2026, 82% of users say car is needed

Are yards well-kept in Bennington, VT?

As of early 2026, 79% of users say yards are well-kept

Is parking easy in Bennington, VT?

As of early 2026, 78% of users say parking is easy

Does Bennington, VT have sidewalks?

As of early 2026, 71% of users say there are sidewalks

Does Bennington, VT show holiday spirit?

As of early 2026, 69% of users say there's holiday spirit

Is there wildlife in Bennington, VT?

As of early 2026, 66% of users say there's wildlife

Is Bennington, VT walkable to restaurants?

As of early 2026, 63% of users say it's walkable to restaurants

Do kids play outside in Bennington, VT?

As of early 2026, 62% of users say kids play outside

Would people walk alone at night in Bennington, VT?

As of early 2026, 59% of users say people would walk alone at night

Are neighbors friendly in Bennington, VT?

As of early 2026, 56% of users say neighbors are friendly

Are the streets well-lit in Bennington, VT?

As of early 2026, 48% of users say streets are well-lit

Is Bennington, VT quiet?

As of early 2026, 44% of users say it's quiet

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

As of early 2026, 38% of users say they plan to stay for at least 5 years

Are there community events in Bennington, VT?

As of early 2026, 33% of users say there are community events

Is Bennington, VT walkable to grocery stores?

As of early 2026, 28% of users say it's walkable to grocery stores

FOR SALE

Listed by Jeffrey Dorman, eXp Realty, (518) 810-7757

256 Union Street
Bennington, VT 05201

3 Beds
1 Bath
1,232 sqft

$149,900

3 Beds

1 Bath

1,232 sqft

We estimate this home will sell faster than 98% nearby.

Local Information

-- mins to

Commute Destination

Last check for updates: about 20 hours ago

Listing courtesy of Jeffrey Dorman

eXp Realty, Phone: 518-810-7757

Source: PrimeMLS, MLS#5089524

Also Listed on PrimeMLS, eXp Realty.

Description

Opportunity awaits in this classic New England-style home conveniently located near downtown Bennington and local amenities. Offering 3 bedrooms, 1 bathroom, spacious living areas, and plenty of natural light throughout, the property features a newer roof, low-maintenance vinyl siding, covered front porch, corner lot location, and off-street parking. Inside, the home offers an eat-in kitchen, hardwood floors, large bathroom with walk-in shower, first-floor laundry, and potential for a first-floor bedroom or single-level living setup. Property is being sold as-is and water is currently turned off due to a prior freeze-related issue. Cash or rehab-style financing is likely best suited for this property. Excellent opportunity for investors, contractors, or buyers looking to build equity.

We estimate this home will sell faster than 98% nearby.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

$122

Listed

17 days ago

Home Details for 256 Union Street

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Bulkhead,Unfinished,Interior Access,Exterior Entry,Interior EntryNumber of Rooms: 8
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 1232 Square Feet
Appliances & Utilities Utilities: Cable AvailableAppliances: DishwasherDishwasher
Heating & Cooling Heating: Oil,Forced AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric Electric: 100 Amp Service
Levels, Entrance, & Accessibility Stories: 2Levels: Two
View No View

Exterior Features
Exterior Home Features Roof: Asphalt ShingleFoundation: Fieldstone
Parking & Garage No GarageParking: Concrete
Frontage Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved
Water & Sewer Sewer: Public Sewer
Farm & Range Frontage Length: Road frontage: 128
Finished Area Finished Area (above surface): 1232 Square Feet

Days on Market
Days on Market: 17

Property Information
Year Built Year Built: 1930
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building Construction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status
Price List Price: $149,900Price Per Sqft: $122

Location
Direction & Address City: Bennington
School Information Jr High / Middle School: Mt. Anthony Union Middle SchHigh School: Mt. Anthony Sr. UHSD 14

Agent Information
Listing Agent Listing ID: 5089524

Building
Building Area Building Area: 2016 Square Feet

Lot Information
Lot Area: 4356 sqft

Miscellaneous
BasementMls Number: 5089524Attribution Contact: Phone: 518-810-7757Above Grade Unfinished Area: 1232Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 784Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Market trends in Bennington

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

4MoM

Price History for 256 Union Street

Date	Price	Event	Source
05/18/2026	$149,900	Listed For Sale	PrimeMLS #5089524

09/30/2022	$172,000	Sold	PrimeMLS #4907438
Recording Date 09/30/2022 County Transfer Tax N/A Total Transfer Tax N/A
04/29/2022	$165,000	Listed For Sale	PrimeMLS #4907438

07/28/2020	$116,500	Sold	PrimeMLS #4782591
Recording Date 07/28/2020 County Transfer Tax N/A Total Transfer Tax N/A
03/23/2020	$109,500	PriceChange	Agent Provided
Price Change $500 (-0%)
10/23/2019	$110,000	Listed For Sale	Agent Provided

08/05/2019	$95,000	ListingRemoved	Agent Provided

10/26/2018	$95,000	Listed For Sale	Agent Provided

04/11/2013	$37,500	Sold	N/A
Recording Date 04/11/2013 Contract Date 04/11/2013 County Transfer Tax N/A Total Transfer Tax N/A
03/02/2013	$0	Listed For Sale	Agent Provided

01/15/2013	$0	ListingRemoved	Agent Provided

01/04/2013	$10,000	PriceChange	Agent Provided
Price Change $5,000 (-33%)
12/25/2012	$15,000	PriceChange	Agent Provided
Price Change $44,900 (-75%)
12/23/2012	$59,900	PriceChange	Agent Provided
Price Change $44,900 (299%)
12/19/2012	$15,000	PriceChange	Agent Provided
Price Change $44,900 (-75%)
12/17/2012	$59,900	PriceChange	Agent Provided
Price Change $44,900 (299%)
12/05/2012	$15,000	PriceChange	Agent Provided
Price Change $44,900 (-75%)
12/02/2012	$59,900	PriceChange	Agent Provided
Price Change $49,900 (499%)
11/27/2012	$10,000	PriceChange	Agent Provided
Price Change $5,000 (-33%)
11/17/2012	$15,000	PriceChange	Agent Provided
Price Change $49,900 (-77%)
10/29/2012	$64,900	PriceChange	Agent Provided
Price Change $10,000 (-13%)
10/16/2012	$74,900	Listed For Sale	Agent Provided

09/26/2006	$60,000	Sold	N/A
Recording Date 09/26/2006 Contract Date 09/20/2006 County Transfer Tax N/A Total Transfer Tax $300

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Property Tax and Assessment

Year	2024
Tax
Assessment	$100,700

Home facts updated by county records

Comparable Sales for 256 Union Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
277 Union Street, Bennington, VT	0.07	Single-Family Home	$265,000	06/06/25	3	2	1,422
116 Morgan Street, Bennington, VT	0.14	Single-Family Home	$206,000	02/20/26	3	2	1,680
215 Maple Street, Bennington, VT	0.38	Single-Family Home	$191,500	02/26/26	4	2	1,278
130 Beech Street, Bennington, VT	0.22	Single-Family Home	$217,000	07/10/25	3	2	1,416
755 Main Street, Bennington, VT	0.31	Single-Family Home	$130,000	01/28/26	3	1.5	1,485
100 Webb Street, Bennington, VT	0.38	Single-Family Home	$190,000	09/16/25	3	1	1,416
213 Gage Street, Bennington, VT	0.38	Single-Family Home	$235,000	08/06/25	3	2	1,510
20 Rockwood Street, Bennington, VT	0.52	Single-Family Home	$241,000	09/25/25	3	1	1,070
16 Browning Place, Bennington, VT	0.57	Single-Family Home	$249,000	06/20/25	3	2	1,366

Nearby homes

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

Skip to last item

FOR SALE
$295,000
4 bd
2 ba
1,792 sqft
254 Union Street,
Bennington, VT 05201
PrimeMLS, Active
FOR SALE
$199,900
3 bd
2 ba
1,176 sqft
2 Hamlin Avenue,
Bennington, VT 05201
PrimeMLS, Active
SOLD
OCT 31, 2025
$40,000
5 bd
1 ba
1,952 sqft
273 Union Street,
Bennington, VT 05201
PrimeMLS, Closed
OFF MARKET
Est. $276,000
3 bd
2 ba
1,422 sqft
277 Union Street,
Bennington, VT 05201
PrimeMLS, Closed
SOLD
MAY 29, 2026
$265,000
6 bd
2 ba
2,520 sqft
111-113 Booth Terrace,
Bennington, VT 05201
PrimeMLS, Closed
OFF MARKET
Est. $236,100
2 bd
1.5 ba
1,114 sqft
110 Booth Terrace,
Bennington, VT 05201
PrimeMLS, Closed
OFF MARKET
Est. $194,000
1 bd
2 ba
1,930 sqft
231 Union Street,
Bennington, VT 05201
PrimeMLS, Closed
OFF MARKET
Est. $171,300
3 bd
2 ba
1,240 sqft
105 Booth Terrace,
Bennington, VT 05201
PrimeMLS, Closed
SOLD
MAR 20, 2026
$270,000
3 ba
2,754 sqft
224 Union Street,
Bennington, VT 05201
PrimeMLS, Closed
OFF MARKET
Est. $202,600
3 bd
1 ba
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FOR SALE
$215,000
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 256 Union Street.

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 Bennington

At least 58 Trulia users voted on each feature.

92 % Say it's dog friendly
82 % Say car is needed
79 % Say yards are well-kept
78 % Say parking is easy
71 % Say there are sidewalks
69 % Say there's holiday spirit
66 % Say there's wildlife
63 % Say it's walkable to restaurants
62 % Say kids play outside
59 % Say people would walk alone at night
56 % Say neighbors are friendly
48 % Say streets are well-lit
44 % Say it's quiet
38 % Say they plan to stay for at least 5 years
33 % Say there are community events
28 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Jowasieleuski
Resident
6y ago
"I have lived here 20 years and it has gone down hill in this time. No real growth here. Drug use is rampant and jobs are few and far."
3
Flag
Thomayera
Resident
6y ago
"Nothing special about Bennington it may be pretty some times but that’s about it. When it’s pretty we have too many tourists so no win"
1
Flag
Thomayera
Resident
6y ago
"Lived on this part of Gage street for 10 years now. It’s been pretty decent. Had some theft once but other than that was okay"
1
Flag
Kjae_pristine
Resident
6y ago
"I lived in Bennington over 20 years. Bennington has a different type of living. One minute you are in the center of town the next minute you are in the country with nothing but mountains to look at"
0
Flag
Bryonbleau0217
Resident
7y ago
"Minimal traffic,I travel less then 5 miles to work most business are within walking distance.all town roads and no highways are needed if you work and live in Bennington"
0
Flag
s. lowers
Resident
7y ago
"There are other dogs around, all over. So when one barks, they all do. They’re friendly most of the time though, but I guess your dog would pull when walking? I don’t know. I’m sure everything will be great! "
0
Flag
Shennajeann
Resident
7y ago
"Not many people travel up and down the road, and the neighbors are very nice. My neighbors inform me if anybody is on my property or anything "
0
Flag
Tiggacrandall79276
Resident
7y ago
"the Neighborhood is clean and there is no drug activity here it's quite next to the Jr high school. and watch them play baseball or football"
1
Flag
Starlene G.
Resident
8y ago
"people genuinely stay to them self's ,very quiet ,always seem to be rushing around though ,and they stay busy!😊 very clean and nice place to live ,every thing is pretty much accessible!"
0
Flag
renbisson
11y ago
"I was born here. I have lived in CA, and visited several areas of the country. I came here to raise my kids."
0
Flag
mymusic54
13y ago
"Live here - very quiet, close to App hiking trail, new Highway, still super quiet and convenient travel in all directions. Although in town, beautiful countryside within miles."
0
Flag

LGBTQ Local Legal Protections

Jeffrey Dorman, eXp Realty, Phone: 518-810-7757

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 2026-06-04 15:56:02 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.

256 Union Street, Bennington, VT 05201 is a 3 bedroom, 1 bathroom, 1,232 sqft single-family home built in 1930. This property is currently available for sale and was listed by PrimeMLS on May 18, 2026. The MLS # for this home is MLS# 5089524.

256 Union Street
Bennington, VT 05201

$149,900

$149,900

Local Information