90 Oak Dr, Bennington, VT 05261
OFF MARKET

$380,900

Trulia Estimate
  • Studio

90 Oak Dr, Bennington, VT 05261

Est. Refi. Payment $2,556/mo*
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Home Value

Trulia Estimate
$381K
Since last month
Decreased$3K (-0.9%)
Since last year
Increased$85K (+28.7%)
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 +56% in the last 10 years
MonthEstimated value
2026
August 2026$380K
July 2026$384K
June 2026$358K
May 2026$353K
April 2026$300K
March 2026$321K
February 2026$339K
January 2026$324K
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
6185 US Route 7, Pownal, VT
0.24
Single-Family Home
$425,000
06/30/26
-
-
555 Northwest Hill Road, Pownal, VT
0.68
Single-Family Home
$225,000
12/19/25
2
1
876
215 Orchard Street, Pownal, VT
0.77
Single-Family Home
$215,000
07/21/26
2
1
988
1288 Brookman Road, Pownal, VT
0.77
Single-Family Home
$270,000
09/15/25
2
1
792
379 Swallow Hill Road, Pownal, VT
0.99
Single-Family Home
$335,000
12/05/25
3
1.5
1,666
110 State Line Drive, Pownal, VT
1.23
Single-Family Home
$275,000
08/28/26
3
1.5
1,392
3239 Route 346, Pownal, VT
1.27
Single-Family Home
$40,000
09/02/25
-
-
224 Burrington Road, Pownal, VT
1.04
Single-Family Home
$324,000
09/12/25
3
2
1,658
556 Mann Hill Rd, Pownal, VT
1.17
Single-Family Home
$550,000
10/09/25
4
2
1,982
1000 Simonds Rd, Williamstown, MA
1.77
Single-Family Home
$540,000
11/12/25
3
3
1,540

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
87 B Hill Road, Pownal, VT 05261
0.14
$425,000
3
2.5
2,760
For Sale
240 Green Mountain Park, Pownal, VT 05261
0.25
$41,700
2
1
980
Off Market
54 Green Mountain Park Street, Pownal, VT 05261
0.29
$39,400
2
1
784
Off Market
Post Dr #2, Pownal, VT 05261
0.29
$89,999
2
2
1,001
For Sale
The Maple, Pownal, VT 05261
0.29
$95,999+
3
2
1,001
-
The Evergreen, Pownal, VT 05261
0.29
$89,999+
2
2
1,001
-
61 Post Road, Pownal, VT 05261
0.30
$255,800
4
3
2,052
Off Market
Post Dr, Pownal, VT 05261
0.30
$95,999
3
2
1,001
For Sale
46 Cardinal Blvd, Pownal, VT 05261
0.40
$94,300
3
2
1,001
Off Market
20 Oak Hill School Road, Pownal, VT 05261
0.54
$213,200
6
3
1,912
Off Market
335 VT Route 346, Pownal, VT 05261
0.60
$297,900
5
2
1,528
Off Market
555 Northwest Hill Road, Pownal, VT 05261
0.68
$225,000
2
1
876
Recently Sold

Local Information

  • Map ViewExplore the area around 90 Oak Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
0.92 acres

About this House

This single-family home is located at 90 Oak Dr, Bennington, VT. 90 Oak Dr is in Bennington, VT and in ZIP code 05261. This property has a lot size of 0.92 acres.
90 Oak Dr, Bennington, VT 05261 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $380,900, with a rent estimate of $2,724/month.

Home Details for 90 Oak Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.92 acres

Price and Tax history

YearProperty taxTax assessment
2024Unavailable
$257,000
Home facts updated by county records

Market trends in Pownal

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
17
1MoM

Around this home

What Locals Say about Pownal

At least 10 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 92 % Say yards are well-kept

  • 91 % Say parking is easy

  • 83 % Say there's wildlife

  • 75 % Say neighbors are friendly

  • 69 % Say they plan to stay for at least 5 years

  • 64 % Say it's dog friendly

  • 58 % Say there's holiday spirit

  • 57 % Say kids play outside

  • 50 % Say people would walk alone at night

  • 40 % Say it's quiet

  • 25 % Say there are community events

  • 18 % Say it's walkable to grocery stores

  • 17 % Say there are sidewalks

  • 14 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jess M.
    "I have only lived in Pownal for 5 months and I love it! I grew up right over the state line in Williamstown, MA. I have many friends who live in Pownal/Bennington, and I used to be a nanny for a family who lived just a short walk from the old Dog Race Track. The mountains are absolutely beautiful (all year round), and the back roads guide you through beautiful scenery. It's a wonderful place to live if you have a passion for nature, and simple country living. Highly recommend - ⭐ 8/10"
    6
    Flag

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Frequently asked questions about 90 Oak Dr

  • What is 90 Oak Dr estimated to be worth?
    Trulia's estimated value for 90 Oak Dr in Bennington, VT is $380,900.
  • 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 well-kept, easy to park in, and neighborly. Most residents say you need a car. See recently sold homes in Bennington, VT.
  • What are the closest schools to 90 Oak Dr?
    The closest schools to 90 Oak Dr in Bennington, VT are Mt. Anthony Senior Uhsd #14 (High, rated 5/10), Mt. Anthony Union Middle School (rated 3/10), Pownal Elementary School (Pre-K, rated 4/10).
  • How big is the lot at 90 Oak Dr?
    The lot at 90 Oak Dr in Bennington, VT is about 0.92 acres (40,075 sq ft).

Explore by feature - Pet Friendly

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