1068 Vail Rd, Bennington, VT 05201
OFF MARKET

1068 Vail Rd
Bennington, VT 05201

  • 4 Beds
  • 4 Baths
  • 5,000 sqft (on 7.27 acres)

$562,700

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $3,797/mo*
Refinance Your Home

$562,700

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $3,797/mo*
Refinance Your Home
4 Beds
4 Baths
5,000 sqft
(on 7.27 acres)

Local Information

  • Map ViewExplore the area around 1068 Vail Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1812
Lot Size
7.27 acres
Living Area
5,000 sqft
Price/Sqft
$113
Parking
Garage

About this House

This single-family home is located at 1068 Vail Rd, Bennington, VT. 1068 Vail Rd is in Bennington, VT and in ZIP code 05201. This property has 4 bedrooms, 4 bathrooms and approximately 5,000 sqft of floor space. This property has a lot size of 7.27 acres and was built in 1812.
1068 Vail Rd, Bennington, VT 05201 is a 4 bedroom, 4 bathroom, 5,000 sqft single-family home built in 1812. It is currently off market. The Trulia Estimate is $562,700, with a rent estimate of $5,314/month.

Home Details for 1068 Vail Rd

Interior Features

Interior Details
BasementAdditional StorageIn-law unitNumber of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Master Bath, Mud Room, Office, Recreation Room, Workshop, Sun RoomStorageCeiling Fan
Heating & Cooling
Heating: Baseboard, Oil, Wood PelletHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenLawnPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1812Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 7.27 acres

Market trends in Bennington

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
2MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$323,900
Home facts updated by county records

Comparable Sales for 1068 Vail Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
165 Pippin Knoll, Bennington, VT
0.68
Single-Family Home
$351,000
11/21/25
4
3
2,994
166 Cardinal Lane, Bennington, VT
0.86
Single-Family Home
$295,000
07/22/26
3
2
2,753
495 Fairview Street, Bennington, VT
0.90
Single-Family Home
$400,000
09/22/25
3
2
1,309
695 Dermody Road, Bennington, VT
0.84
Single-Family Home
$355,000
05/29/26
3
1.5
1,748
927 Water Street, North Bennington, VT
1.43
Single-Family Home
$355,000
01/29/26
5
4
3,400
16 West Road, Bennington, VT
1.67
Single-Family Home
$1,495,000
07/30/26
7
5.5
6,392
77 Monument Avenue, Old Bennington, VT
1.76
Single-Family Home
$740,000
10/10/25
4
3.5
4,032
149 Jewett Drive, Bennington, VT
1.21
Single-Family Home
$350,000
06/26/26
4
2
2,108
1086 West Road, Bennington, VT
1.18
Single-Family Home
$1,800,000
07/24/26
9
6
6,956
126 Fox Hill Road, Bennington, VT
1.50
Single-Family Home
$600,000
11/12/25
5
1.5
2,450

Nearby homes

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Assigned Schools

These are the assigned schools for 1068 Vail Rd.
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
    "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

Apartments for Rent

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Homes for sale near 1068 Vail Rd

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Off Market Homes Near 1068 Vail Rd

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Frequently asked questions about 1068 Vail Rd

  • What is 1068 Vail Rd estimated to be worth?
    Trulia's estimated value for 1068 Vail Rd in Bennington, VT is $562,700.
  • Is Bennington a buyer's or seller's market?
    Bennington is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Bennington?
    Residents describe Bennington, VT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Bennington, VT.
  • What are the closest schools to 1068 Vail Rd?
    The closest schools to 1068 Vail Rd in Bennington, VT are Monument School (Pre-K/Elementary), Mt. Anthony Senior Uhsd #14 (High, rated 5/10), Mt. Anthony Union Middle School (rated 3/10).
  • Does 1068 Vail Rd have laundry facilities?
    Yes, 1068 Vail Rd in Bennington, VT has in-unit laundry.
  • How big is the lot at 1068 Vail Rd?
    The lot at 1068 Vail Rd in Bennington, VT is about 7.3 acres.