1068 Vail Rd, Bennington, VT 05201
OFF MARKET

$554,400

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

1068 Vail Rd, Bennington, VT 05201

Est. Refi. Payment $3,834/mo*
Refinance Your Home

Home Value

Trulia Estimate
$554K
Since last month
Decreased$4K (-0.8%)
Since last year
Decreased$40K (-6.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +54% in the last 10 years
MonthEstimated value
2026
September 2026$554K
August 2026$558K
July 2026$585K
June 2026$560K
May 2026$555K
April 2026$548K
March 2026$549K
February 2026$527K
January 2026$503K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
695 Dermody Road, Bennington, VT
0.84
Single-Family Home
$355,000
05/29/26
3
1.5
1,748
58 Mount Anthony Road, Bennington, VT
1.19
Single-Family Home
$505,000
08/21/26
3
2.5
2,715
927 Water Street, North Bennington, VT
1.43
Single-Family Home
$355,000
01/29/26
5
4
3,400
15 Polygraphic Lane, N Bennington, VT
1.26
Single-Family Home
$439,000
08/31/26
3
2.5
2,389
436 Matteson Road, North Bennington, VT
1.85
Single-Family Home
$1,000
06/08/26
3
3.5
2,800
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

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
52 Austin Hill Road, Bennington, VT 05201
0.20
$531,600
3
3
2,016
Off Market
53 Austin Hill Road, Bennington, VT 05201
0.21
$390,800
3
2
2,152
Off Market
1319 Vail Road, Bennington, VT 05201
0.30
$120,000
-
-
-
Recently Sold
399 Bard Road, Bennington, VT 05201
0.47
$198,000
-
-
-
For Sale
169 Bard Road, Bennington, VT 05201
0.49
$345,400
3
2
1,584
Off Market
1427 Walloomsac Road, Bennington, VT 05201
0.56
$266,200
2
1.5
1,890
Off Market
165 Pippin Knoll, Bennington, VT 05201
0.68
$376,000
4
3
2,994
Off Market
1385 North Bennington Road, Bennington, VT 05201
0.78
$341,700
4
2
2,050
Off Market
166 Cardinal Lane, Bennington, VT 05201
0.86
$295,000
3
2
2,753
Recently Sold
695 Dermody Road, Bennington, VT 05201
0.84
$355,000
3
1.5
1,748
Recently Sold
558 Murphy Road, North Bennington, VT 05257
0.93
$424,300
3
2
2,562
Off Market
85 Silk Road, Bennington, VT 05201
0.90
$268,200
2
1
1,053
Off Market

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

Single-Family Home
Built in 1812
7.27 acre lot
5,000 sqft
$111/sqft
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $554,400, with a rent estimate of $5,844/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

Price and Tax history

YearProperty taxTax assessment
2025
$8,112
$323,900
Home facts updated by county records

Market trends in Bennington

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36

Around this home

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

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 $554,400.
  • 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.

Explore by feature - Air Conditioning

7 rentals with air conditioning in Bennington, VT

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