5 Anthony Dr, Bennington, VT 05201
OFF MARKET

5 Anthony Dr
Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 2,049 sqft (on 0.31 acres)

$289,200

Trulia Estimate
as of Aug 20, 2026

$289,200

Trulia Estimate
as of Aug 20, 2026
3 Beds
1 Bath
2,049 sqft
(on 0.31 acres)

Home Value

Trulia Estimate
$289K
Since last month
Decreased$2K (-0.8%)
Since last year
Decreased$4K (-1.4%)
Since last sale
Increased$161K (+124.5%)
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 +119% in the last 10 years
MonthEstimated value
2026
August 2026$290K
July 2026$292K
June 2026$294K
May 2026$297K
April 2026$289K
March 2026$289K
February 2026$282K
January 2026$280K
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
130 Lincoln Street, Bennington, VT
0.28
Single-Family Home
$125,000
05/01/26
4
1
1,156
103 Leonard Street, Bennington, VT
0.11
Single-Family Home
$279,000
12/09/25
3
2.5
1,723
136 McKinley Street, Bennington, VT
0.19
Single-Family Home
$154,500
01/13/26
3
1
854
19 Robinson Avenue, Bennington, VT
0.37
Single-Family Home
$245,000
09/22/25
3
1
1,320
14 Robinson Avenue, Bennington, VT
0.39
Single-Family Home
$220,000
06/23/26
3
1
1,254
23 Pageant Street, Bennington, VT
0.22
Single-Family Home
$399,900
07/31/26
4
2
1,896
115 River Street, Bennington, VT
0.36
Single-Family Home
$75,500
12/05/25
4
1.5
1,887
21 Pageant Street, Bennington, VT
0.21
Single-Family Home
$325,000
07/29/26
4
2
1,443
23 Robinson Avenue, Bennington, VT
0.36
Single-Family Home
$335,000
09/29/25
3
1.5
1,682
139 McKinley Street, Bennington, VT
0.18
Single-Family Home
$250,000
10/14/25
3
1.5
1,264

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
103 Leonard Street, Bennington, VT 05201
0.11
$279,000
3
2.5
1,723
Recently Sold
143 Convent Avenue, Bennington, VT 05201
0.08
$388,900
4
3
2,786
Off Market
1 Woodland Drive, Bennington, VT 05201
0.12
$300,100
3
2
1,368
Off Market
146 Convent Avenue, Bennington, VT 05201
0.11
$263,900
3
1
1,720
Off Market
139 McKinley Street, Bennington, VT 05201
0.18
$260,500
3
1.5
1,264
Off Market
136 McKinley Street, Bennington, VT 05201
0.19
$154,500
3
1
854
Recently Sold
21 Pageant Street, Bennington, VT 05201
0.21
$325,000
4
2
1,443
Recently Sold
23 Pageant Street, Bennington, VT 05201
0.22
$399,900
4
2
1,896
Recently Sold
24 Pageant Street, Bennington, VT 05201
0.22
$398,100
4
2.5
2,008
Off Market
105 County Street, Bennington, VT 05201
0.23
$229,300
5
3
2,270
Off Market
2 Sharon Drive, Bennington, VT 05201
0.21
$428,200
3
2.5
2,431
Off Market
109 County Street, Bennington, VT 05201
0.24
$264,900
4
2
1,146
For Sale

Local Information

  • Map ViewExplore the area around 5 Anthony Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1951
Lot Size
0.31 acres
Living Area
2,049 sqft
Price/Sqft
$141
Parking
Garage

About this House

Exceptional 3 Bedroom 1 bath Ranch with beautiful hardwood floors, fresh interior paint, brand new appliances and 2 car garage. Truly in turn key condition and close to The Country Club in a great neighborhood. Very spacious living room with fireplace, dining room and a new floor in the basement recreation room. Unusual views from the back deck of Mount Anthony and a totally private backyard make this property a must see at a great price.
5 Anthony Dr, Bennington, VT 05201 is a 3 bedroom, 1 bathroom, 2,049 sqft single-family home built in 1951. It last sold for $129,000 on Mar 30, 2015. It is currently off market. The Trulia Estimate is $289,200, with a rent estimate of $2,168/month.

Home Details for 5 Anthony Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Interior Details
Number of Rooms: 6Types of Rooms: Dining Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Linoleum Vinyl

Exterior Features

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

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.31 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Mar 30, 2015
Source: N/A
Sold
$129,000
Feb 20, 2015
Source: Agent Provided
Pending
$129,990
Jan 19, 2015
Source: Agent Provided
PriceChange
$129,990
Price decreased by 13%
Sep 27, 2014
Source: Agent Provided
Listed For Sale
$149,900

Market trends in Bennington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
3MoM

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 5 Anthony Dr

  • What is 5 Anthony Dr estimated to be worth?
    Trulia's estimated value for 5 Anthony Dr in Bennington, VT is $289,200.
  • What is the price history for 5 Anthony Dr?
    5 Anthony Dr in Bennington, VT last sold for $129,000 in March 2015.
  • 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.
  • Does 5 Anthony Dr have air conditioning?
    Yes, 5 Anthony Dr in Bennington, VT has air conditioning.
  • Does 5 Anthony Dr have laundry facilities?
    Yes, 5 Anthony Dr in Bennington, VT has laundry facilities.

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

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