53 Hill Shadow Farm Rd, Bennington, VT 05201
OFF MARKET

53 Hill Shadow Farm Rd
Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 2,804 sqft (on 2.18 acres)

$547,300

Trulia Estimate
as of May 10, 2026

$547,300

Trulia Estimate
as of May 10, 2026
3 Beds
3 Baths
2,804 sqft
(on 2.18 acres)

Homes for sale near 53 Hill Shadow Farm Rd

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Apartments for Rent

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Local Information

Map showing home location
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-- mins to
Commute Destination

Description

1929 Carriage House in Bennington Totally renovated 1929 Carriage Barn on quiet dead end road boasts charm throughout. 3 bedrooms, 3 full baths, 1st floor laundry, hard wood floors, 2 fireplaces, large eat-in gourmet kitchen with commercial stove. Private terrace and 60' in ground pool with marble deck on 2.18 acres. $397,900. Listing Agent: Suzy Yucht
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
No Info
Outdoor
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HOA
None
Price/Sqft
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Listed
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Home Details for 53 Hill Shadow Farm Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 2.18 acres

Price History for 53 Hill Shadow Farm Rd

DatePriceEventSource
06/06/2010$397,900ListingRemovedAgent Provided
03/17/2010$397,900PriceChange
Agent Provided
02/14/2010$409,900PriceChange
Agent Provided
09/19/2009$419,900PriceChange
Agent Provided
08/09/2008$459,000PriceChange
Agent Provided
02/14/2008$489,000Listed For SaleAgent Provided
01/23/2007$370,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$307,800
Home facts updated by county records

Comparable Sales for 53 Hill Shadow Farm Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
165 Pippin Knoll, Bennington, VT
0.19
Single-Family Home
$351,000
11/21/25
4
3
2,994
17 Jennings Drive, Bennington, VT
0.34
Single-Family Home
$162,900
07/18/25
3
2
1,800
495 Fairview Street, Bennington, VT
0.40
Single-Family Home
$400,000
09/22/25
3
2
1,309
126 Fox Hill Road, Bennington, VT
0.66
Single-Family Home
$600,000
11/12/25
5
1.5
2,450
241 Spur Rd, Bennington, VT
0.93
Single-Family Home
$301,000
08/18/25
3
1.5
1,875
55 Monument Avenue, Old Bennington, VT
0.89
Single-Family Home
$640,000
12/22/25
3
2.5
2,675
77 Monument Avenue, Old Bennington, VT
0.95
Single-Family Home
$740,000
10/10/25
4
3.5
4,032
458 Fox Hill Road, Bennington, VT
0.96
Single-Family Home
$435,000
10/10/25
4
3
3,040
169 Bard Road, Bennington, VT
1.21
Single-Family Home
$316,000
08/07/25
3
2
1,584
1 Monument Avenue, Old Bennington, VT
0.78
Single-Family Home
$800,000
05/21/25
4
2
3,560

Assigned Schools

These are the assigned schools for 53 Hill Shadow Farm Rd.
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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

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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Homes for rent near 53 Hill Shadow Farm Rd

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Off Market Homes Near 53 Hill Shadow Farm Rd

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Explore by feature

53 Hill Shadow Farm Rd, Bennington, VT 05201 is a 3 bedroom, 3 bathroom, 2,804 sqft single-family home. This property is not currently available for sale. 53 Hill Shadow Farm Rd was last sold on Jan 23, 2007 for $370,000. The current Trulia Estimate for 53 Hill Shadow Farm Rd is $547,300.