185 North St, Bennington, VT 05201
OFF MARKET

185 North St
Bennington, VT 05201

  • Studio
  • 1 Bath
  • 4,000 sqft

$419,400

Trulia Estimate
as of May 20, 2026

$419,400

Trulia Estimate
as of May 20, 2026
Studio
1 Bath
4,000 sqft

Local Information

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Description

Own a National Treasure Business Property in the Heart of Bennington, VT Built in 1887 and completely restored in 1987, the landmark home of one of Bennington’s prominent 19th century businessmen is available for business use or mixed business with residence. Known as the Frederick N. Squire House, the stately Victorian “painted lady” occupies a .64 acre parcel in a prominent location on North St. There is just over 4,000 sf of finished space. The building is set nicely back from the street to allow a gracious front lawn and yet there is ample off street parking to the side and rear for at least 12 vehicles. Three full stories tall, the former home graced with period details and superb woodwork throughout, offers ground floor reception and conference room space plus large private offices, enclosed porches and original half bath with marble sink. Five second floor offices and large half bath (suitable for full bath if needed) and the third floor has two large offices plus very large walk-in attic for storage. Full basement. w/inside and exterior access. Fully air conditioned and electronic air filtration throughout, oil fired hot air heat, town water and sewer. Wood clapboard and cedar shingle siding, slate roof, gravel driveway. Offered at a fraction of original cost and renovation : $275,000.
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.

Home Highlights

Parking
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Outdoor
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HOA
None
Price/Sqft
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Listed
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Home Details for 185 North St

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family Home

Price History for 185 North St

DatePriceEventSource
05/05/2022ListingRemovedPrimeMLS #4841610
01/12/2021$375,000Listed For SalePrimeMLS #4841610
06/07/2012$275,000ListingRemovedAgent Provided
06/02/2012$275,000Listed For SaleAgent Provided
01/03/2012$215,000Sold
BCMLS #193070
02/09/2011$275,000Listed For SaleAgent Provided
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Comparable Sales for 185 North St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
213 Gage Street, Bennington, VT
0.14
Single-Family Home
$235,000
08/06/25
3
2
1,510
16 Browning Place, Bennington, VT
0.18
Single-Family Home
$249,000
06/20/25
3
2
1,366
130 Lincoln Street, Bennington, VT
0.27
Single-Family Home
$125,000
05/01/26
4
1
1,156
402 South Street, Bennington, VT
0.44
Single-Family Home
$190,000
09/29/25
3
2
2,714
213 Maple Street, Bennington, VT
0.28
Single-Family Home
$239,900
06/06/25
3
2
1,444
215 Maple Street, Bennington, VT
0.28
Single-Family Home
$191,500
02/26/26
4
2
1,278
111 Lyons Street, Bennington, VT
0.54
Single-Family Home
$243,000
06/09/25
4
1
1,476
198 Weeks Street, Bennington, VT
0.55
Single-Family Home
$310,000
07/25/25
3
1
2,032
115 Jefferson Avenue, Bennington, VT
0.41
Single-Family Home
$220,000
09/16/25
2
2
1,554
134 Imperial Avenue, Bennington, VT
0.50
Single-Family Home
$193,800
05/30/25
3
1
1,008

Assigned Schools

These are the assigned schools for 185 North St.
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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
    "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

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185 North St, Bennington, VT 05201 is a studio, 1 bathroom, 4,000 sqft single-family home built in 1987. This property is not currently available for sale. 185 North St was last sold on Jan 3, 2012 for $215,000. The current Trulia Estimate for 185 North St is $419,400.