Is Bennington, VT dog-friendly?

As of early 2026, 92% of users say it's dog friendly

Is a car needed in Bennington, VT?

As of early 2026, 82% of users say car is needed

Are yards well-kept in Bennington, VT?

As of early 2026, 79% of users say yards are well-kept

Is parking easy in Bennington, VT?

As of early 2026, 78% of users say parking is easy

Does Bennington, VT have sidewalks?

As of early 2026, 71% of users say there are sidewalks

Does Bennington, VT show holiday spirit?

As of early 2026, 69% of users say there's holiday spirit

Is there wildlife in Bennington, VT?

As of early 2026, 66% of users say there's wildlife

Is Bennington, VT walkable to restaurants?

As of early 2026, 63% of users say it's walkable to restaurants

Do kids play outside in Bennington, VT?

As of early 2026, 62% of users say kids play outside

Would people walk alone at night in Bennington, VT?

As of early 2026, 59% of users say people would walk alone at night

Are neighbors friendly in Bennington, VT?

As of early 2026, 56% of users say neighbors are friendly

Are the streets well-lit in Bennington, VT?

As of early 2026, 48% of users say streets are well-lit

Is Bennington, VT quiet?

As of early 2026, 44% of users say it's quiet

Do residents of Bennington, VT plan to stay at least 5 years?

As of early 2026, 38% of users say they plan to stay for at least 5 years

Are there community events in Bennington, VT?

As of early 2026, 33% of users say there are community events

Is Bennington, VT walkable to grocery stores?

As of early 2026, 28% of users say it's walkable to grocery stores

What is 63 Skytop Dr estimated to be worth?

Trulia's estimated value for 63 Skytop Dr in Bennington, VT is $112,900 .

What is the price history for 63 Skytop Dr?

63 Skytop Dr in Bennington, VT last sold for $65,000 in May 2013.

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 .

OFF MARKET

$112,900

Trulia Estimate

1 Bed
1 Bath
608 sqft

63 Skytop Dr, Bennington, VT 05201

Est. Refi. Payment $810/mo*

Refinance Your Home

Currently Off Market - Sold May 31, 2013 for $65,000

Home Value

Trulia Estimate

$113K

Since last month

$2K (-1.9%)

Since last year

$10K (-8.2%)

Since last sale

$46K (+71.4%)

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 +93% in the last 10 years

Month	Estimated value
2026
August 2026	$111K
July 2026	$114K
June 2026	$113K
May 2026	$111K
April 2026	$111K
March 2026	$109K
February 2026	$123K
January 2026	$110K
2025
December 2025	$109K
November 2025	$108K
October 2025	$121K
September 2025	$120K
August 2025	$121K
July 2025	$122K
June 2025	$120K
May 2025	$120K
April 2025	$121K
March 2025	$120K
February 2025	$119K
January 2025	$122K
2024
December 2024	$118K
November 2024	$122K
October 2024	$126K
September 2024	$122K
August 2024	$120K
July 2024	$120K
June 2024	$120K
May 2024	$121K
April 2024	$123K
March 2024	$120K
February 2024	$122K
January 2024	$122K
2023
December 2023	$119K
November 2023	$118K
October 2023	$122K
September 2023	$121K
August 2023	$123K
July 2023	$126K
June 2023	$119K
May 2023	$120K
April 2023	$117K
March 2023	$113K
February 2023	$102K
January 2023	$97K
2022
December 2022	$97K
November 2022	$100K
October 2022	$101K
September 2022	$99K
August 2022	$98K
July 2022	$100K
June 2022	$99K
May 2022	$98K
April 2022	$95K
March 2022	$90K
February 2022	$86K
January 2022	$85K
2021
December 2021	$86K
November 2021	$86K
October 2021	$84K
September 2021	$84K
August 2021	$84K
July 2021	$82K
June 2021	$69K
2019
September 2019	$62K
August 2019	$53K
July 2019	$52K
June 2019	$52K
May 2019	$52K
April 2019	$48K
March 2019	$50K
February 2019	$46K
January 2019	$47K
2018
December 2018	$49K
November 2018	$48K
October 2018	$49K
September 2018	$49K
August 2018	$50K
July 2018	$48K
June 2018	$48K
May 2018	$50K
April 2018	$45K
March 2018	$50K
February 2018	$46K
January 2018	$44K
2017
December 2017	$44K
November 2017	$44K
October 2017	$45K
September 2017	$44K
August 2017	$47K
July 2017	$49K
June 2017	$51K
May 2017	$52K
April 2017	$55K
March 2017	$55K
February 2017	$55K
January 2017	$58K
2016
December 2016	$58K
November 2016	$57K
October 2016	$56K
September 2016	$58K

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
1803 Harwood Hill Road, Bennington, VT	0.51	Single-Family Home	$325,000	07/21/26	3	2	1,496
1758 East Road, Bennington, VT	1.17	Single-Family Home	$250,000	04/15/26	2	1	1,064
63 Crossover Rd, Bennington, VT	1.26	Single-Family Home	$123,000	08/14/26	3	1	1,125
61 Autumn Acres Road, Bennington, VT	1.13	Single-Family Home	$275,000	12/16/25	3	1	1,169
1808 East Road, Bennington, VT	1.18	Single-Family Home	$275,000	05/22/26	3	1	1,056
93 Russett Drive, Bennington, VT	0.56	Single-Family Home	$350,000	07/10/26	4	2.5	2,530
374 Overlea Road, North Bennington, VT	0.83	Single-Family Home	$345,750	10/21/25	3	2	1,753
32 Cortland Lane, Bennington, VT	0.70	Single-Family Home	$450,000	04/20/26	3	2.5	2,152
1047 East Road, Bennington, VT	1.29	Single-Family Home	$265,000	12/19/25	3	1	1,428
27 Broken Pines Drive, Bennington, VT	1.07	Single-Family Home	$355,000	04/06/26	3	1.5	1,344

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
79 Skytop Drive #6, Bennington, VT 05201	0.18	$20,800	1	1	561	Off Market
290 Spring Hill Road, Bennington, VT 05201	0.39	$353,400	3	2	2,354	Off Market
291 Spring Hill Road, Bennington, VT 05201	0.41	$375,000	3	2	2,016	For Sale
96 Apple Hill Road, Bennington, VT 05201	0.43	$409,400	4	2.5	2,032	Off Market
152 Apple Hill Road, Bennington, VT 05201	0.47	$331,500	5	3.5	2,824	Off Market
663 Houghton Lane, Bennington, VT 05201	0.51	$289,800	3	1	1,750	Off Market
21 Russett Drive, Bennington, VT 05201	0.52	$349,000	3	2	1,911	For Sale
1803 Harwood Hill Road, Bennington, VT 05201	0.51	$325,000	3	2	1,496	Recently Sold
93 Russett Drive, Bennington, VT 05201	0.56	$350,000	4	2.5	2,530	Recently Sold
182 Michaels Drive, Bennington, VT 05201	0.56	$298,900	3	2	1,800	Off Market
140 Russett Drive, Bennington, VT 05201	0.61	$297,100	3	2.5	1,944	Off Market
1900 Harwood Hill, Bennington, VT 05201	0.63	$503,100	4	3	3,311	Off Market

Local Information

Map ViewExplore the area around 63 Skytop 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

1950

Living Area

608 sqft

Price/Sqft

$186

About this House

Enjoy the feel of your own home with the convenience of condo living. This charming one bedroom condo is an individual brick home on 3 acres in the country just outside of Bennington near the apple orchard. Beautiful sunsets and mountain views. Large living room and large bedroom with bathroom and kitchen. This one has been completely reonvated including a new brand new roof,all new insulation and energy effient vinyl windows and new special order front entry door. Beautiful new flooring, new kitchen and appliances and new bathroom with custom tile shower and plumbing updates. There is a patio out back and lots of storage in the pull down attic space. Perfect for people just starting out or ready to downsize pr a cheaper than rent college dorm or even a vacation home! Low monthly HOA fee includes water, septic, trash removal, lawn care and snow removal...what a deal!

63 Skytop Dr, Bennington, VT 05201 is a 1 bedroom, 1 bathroom, 608 sqft single-family home built in 1950. It last sold for $65,000 on May 31, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $112,900, with a rent estimate of $1,578/month.

Home Details for 63 Skytop Dr

Exterior Features
Exterior Home Features Roof: Other

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family HomeArchitecture: Bungalow

Price and Tax history

Date	Event	Price
May 31, 2013 Source: N/A	Sold	$65,000
Jan 24, 2013 Source: Agent Provided	Listed For Sale	$69,900
Sep 24, 2012 Source: N/A	Sold	$20,000
Jun 12, 2012 Source: Agent Provided	Listed For Sale	$39,900

Year	Property tax	Tax assessment
2024	Unavailable	$48,900

Additional Cost

Market trends in Bennington

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

Around this home

Molly Stark School
PK-5
Public
402 Students
Southwest Vermont Union Elementary School District #87
5/10
GreatSchools Rating
Parent Rating Average
this school was terrible my son was there for kindergarten and was getting beaten up on the playground where no teacher seemed to be able to see what was going on. He told me they were all sitting around talking during recess. he was scared to go to school and would come home crying and not even know why he was crying. He was stressed out and I had talks and emails with his teacher and the principal and nothing was really being solved so we took him out of this school.
Parent Review
11y ago
2 Reviews

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
Resident
6y ago
"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
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Thomayera
Resident
6y ago
"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
Resident
6y ago
"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
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Kjae_pristine
Resident
6y ago
"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
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Bryonbleau0217
Resident
7y ago
"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
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s. lowers
Resident
7y ago
"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
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Shennajeann
Resident
7y ago
"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
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Tiggacrandall79276
Resident
8y ago
"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
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Starlene G.
Resident
8y ago
"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
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renbisson
11y ago
"I was born here. I have lived in CA, and visited several areas of the country. I came here to raise my kids."
0
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mymusic54
13y ago
"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
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LGBTQ Local Legal Protections

Frequently asked questions about 63 Skytop Dr

What is 63 Skytop Dr estimated to be worth?
Trulia's estimated value for 63 Skytop Dr in Bennington, VT is $112,900.
What is the price history for 63 Skytop Dr?
63 Skytop Dr in Bennington, VT last sold for $65,000 in May 2013.
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.