287 Crossover Rd, Bennington, VT 05201
Property image
Property image
OFF MARKET

$199,100

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,295 sqft (on 0.78 acres)

287 Crossover Rd, Bennington, VT 05201

Est. Refi. Payment $1,425/mo*
Refinance Your Home
Currently Off Market - Sold Sep 30, 2019 for $79,000

Home Value

Trulia Estimate
$199K
Since last month
Decreased$3K (-1.3%)
Since last year
Decreased$7K (-3.4%)
Since last sale
Increased$121K (+153.5%)
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 +51% in the last 10 years
MonthEstimated value
2026
September 2026$200K
August 2026$203K
July 2026$208K
June 2026$205K
May 2026$202K
April 2026$198K
March 2026$198K
February 2026$191K
January 2026$182K
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
63 Crossover Rd, Bennington, VT
0.22
Single-Family Home
$123,000
08/14/26
3
1
1,125
1758 East Road, Bennington, VT
0.31
Single-Family Home
$250,000
04/15/26
2
1
1,064
1808 East Road, Bennington, VT
0.30
Single-Family Home
$275,000
05/22/26
3
1
1,056
2591 Chapel Road, Bennington, VT
0.50
Single-Family Home
$175,000
12/23/25
2
1
880
61 Autumn Acres Road, Bennington, VT
0.35
Single-Family Home
$275,000
12/16/25
3
1
1,169
1047 East Road, Bennington, VT
0.86
Single-Family Home
$265,000
12/19/25
3
1
1,428
2867 Chapel Road, Bennington, VT
0.77
Single-Family Home
$261,000
08/19/26
3
1.5
1,302
56 Hildur Hill, Bennington, VT
0.98
Single-Family Home
$302,000
06/25/26
3
2
1,640
43 Spur Road, Shaftsbury, VT
0.95
Single-Family Home
$399,900
10/06/25
2
3
1,700
43 Spur Rd, Bennington, VT
0.95
Single-Family Home
$399,900
10/15/25
2
3
2,000

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
1808 East Road, Bennington, VT 05201
0.30
$275,000
3
1
1,056
Recently Sold
1758 East Road, Bennington, VT 05201
0.31
$250,000
2
1
1,064
Recently Sold
61 Autumn Acres Road, Bennington, VT 05201
0.35
$275,000
3
1
1,169
Recently Sold
2063 East Road, Bennington, VT 05201
0.33
$422,400
6
3
3,572
Off Market
92 Andre Lane, Bennington, VT 05201
0.49
$299,700
3
1.5
1,240
Off Market
2591 Chapel Road, Bennington, VT 05201
0.50
$175,000
2
1
880
Recently Sold
1366 East Road, Bennington, VT 05201
0.57
$306,700
3
1
1,676
Off Market
2288 East Road, Bennington, VT 05201
0.52
$250,000
5
3
3,164
Recently Sold
2613 Chapel Road, Bennington, VT 05201
0.53
$378,400
3
2
1,400
Off Market
1431 Chapel Road, Bennington, VT 05201
0.65
-
-
-
-
Off Market
78 Marion Lane, Bennington, VT 05201
0.65
$568,800
4
2.5
2,925
Off Market
1336 Chapel Road, Bennington, VT 05201
0.71
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 287 Crossover Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
0.78 acre lot
1,295 sqft
$154/sqft

About this House

Contemporary and rustic styled 2 bedroom home. Situated on 0.78+/- acre this home offers living room, kitchen, family room, and loft area. Features a 1 car basement garage, rear enclosed porch, large yard and lots of light.
287 Crossover Rd, Bennington, VT 05201 is a 2 bedroom, 1 bathroom, 1,295 sqft single-family home built in 1959. It last sold for $79,000 on Sep 30, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $199,100, with a rent estimate of $2,077/month.

Home Details for 287 Crossover Rd

Interior Features

Heating & Cooling
Heating: Stove, Electric, OilHeating Fuel: Stove
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPorch

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 0.78 acres

Price and Tax history

DateEventPrice
Sep 30, 2019
Source: PrimeMLS #4737899
Sold
$79,000
Aug 1, 2019
Source: Agent Provided
PriceChange
$72,900
Price decreased by 9%
Jul 10, 2019
Source: Agent Provided
PriceChange
$79,900
Price decreased by 6%
May 29, 2019
Source: Agent Provided
PriceChange
$85,000
Price decreased by 17%
Apr 26, 2019
Source: Agent Provided
PriceChange
$102,885
Price decreased by 5%

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 287 Crossover Rd

  • What is 287 Crossover Rd estimated to be worth?
    Trulia's estimated value for 287 Crossover Rd in Bennington, VT is $199,100.
  • What is the price history for 287 Crossover Rd?
    287 Crossover Rd in Bennington, VT last sold for $79,000 in September 2019.
  • 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.
  • How big is the lot at 287 Crossover Rd?
    The lot at 287 Crossover Rd in Bennington, VT is about 0.78 acres (33,977 sq ft).

Explore by feature - Air Conditioning

7 rentals with air conditioning in Bennington, VT

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