755 Main Street, Bennington, VT 05201
SOLD
JAN 28, 2026
Listed by Max Squiers, KW Vermont - Brenda Jones Real Estate Group, (802) 442-3344 . Bought with Perrott Realty

755 Main Street
Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,485 sqft

$130,000

Last Sold: Jan 28, 2026
10% below list $145K
$88/sqft

$130,000

Last Sold: Jan 28, 2026
10% below list $145K
$88/sqft
3 Beds
1.5 Baths
1,485 sqft

Homes for sale near 755 Main Street

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 2 hours ago
Listed by Max Squiers
KW Vermont - Brenda Jones Real Estate Group, (802) 442-3344
Bought with: Dan Mason, Perrott Realty, (802) 442-8366
Source: PrimeMLS, MLS#5051990

Description

Many possibilities with this property located on Main Street in Bennington. Zoned village commercial but currently a 3 bedroom 1 and a half bath home. Nice kitchen, dining room, living room, main level primary with half bath, main level laundry and more. Needs some TLC. Won't qualify for first time homebuyer programs.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 29, 2026

Home Highlights

Parking
No Info
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
$88/sqft
Listed
100 days ago

Home Details for 755 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1485 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Range, RefrigeratorLaundry: 1st Floor LaundryRefrigerator
Heating & Cooling
Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One HalfFloors: Carpet, Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PorchFoundation: Fieldstone
Parking & Garage
No CarportNo GarageParking: Dirt,Gravel,Off Street
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 50
Finished Area
Finished Area (above surface): 1485 Square Feet

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $145,000Price Per Sqft: $88/sqft

Location

Direction & Address
City: Bennington

Building

Building Area
Building Area: 2005 Square Feet

Lot Information

Lot Area: 6970 sqft

Miscellaneous

BasementMls Number: 5051990Attribution Contact: Phone: 802-442-3344Above Grade Unfinished Area: 1485Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 520Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 755 Main Street

DatePriceEventSource
01/28/2026$130,000Sold
PrimeMLS #5051990
07/17/2025$145,000Listed For SalePrimeMLS #5051990
01/01/2022ListingRemovedPrimeMLS #4874190
07/26/2021$159,900Listed For SalePrimeMLS #4874190
09/09/1999$37,300Sold
N/A
07/20/1993$3,500Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$122,600
Home facts updated by county records

Comparable Sales for 755 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
130 Beech Street, Bennington, VT
0.12
Single-Family Home
$217,000
07/10/25
3
2
1,416
116 Morgan Street, Bennington, VT
0.17
Single-Family Home
$206,000
02/20/26
3
2
1,680
277 Union Street, Bennington, VT
0.26
Single-Family Home
$265,000
06/06/25
3
2
1,422
100 Webb Street, Bennington, VT
0.15
Single-Family Home
$190,000
09/16/25
3
1
1,416
107 Coolidge Avenue, Bennington, VT
0.17
Single-Family Home
$225,000
02/18/26
4
2
1,702
20 Rockwood Street, Bennington, VT
0.26
Single-Family Home
$241,000
09/25/25
3
1
1,070
121 Fillmore Street, Bennington, VT
0.29
Single-Family Home
$291,065
07/11/25
4
2
1,736
4 Rockwood Street, Bennington, VT
0.25
Single-Family Home
$296,500
11/21/25
3
2
1,896
220 Division Street, Bennington, VT
0.40
Single-Family Home
$175,000
05/12/25
3
1.5
1,056

Assigned Schools

These are the assigned schools for 755 Main Street.
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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

Learn more about our methodology.
  • Jowasieleuski
    "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
    "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
    "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
    "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
    "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
    "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
    "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
    "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.
    "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
    "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
    "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

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 2026-05-09 09:45:22 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.

Homes for rent near 755 Main Street

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Off Market Homes Near 755 Main Street

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Explore by feature

755 Main Street, Bennington, VT 05201 is a 3 bedroom, 2 bathroom, 1,485 sqft single-family home built in 1890. This property is not currently available for sale. 755 Main Street was last sold on Jan 28, 2026 for $130,000 (10% lower than the asking price of $145,000). The current Trulia Estimate for 755 Main Street is $131,900.