Is parking easy in Castleton, VT?

As of early 2026, 100% of users say parking is easy

Is there wildlife in Castleton, VT?

As of early 2026, 100% of users say there's wildlife

Would people walk alone at night in Castleton, VT?

As of early 2026, 100% of users say people would walk alone at night

Is a car needed in Castleton, VT?

As of early 2026, 100% of users say car is needed

Is Castleton, VT quiet?

As of early 2026, 83% of users say it's quiet

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

As of early 2026, 80% of users say they plan to stay for at least 5 years

Are yards well-kept in Castleton, VT?

As of early 2026, 75% of users say yards are well-kept

Does Castleton, VT show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Is Castleton, VT dog-friendly?

As of early 2026, 67% of users say it's dog friendly

Is Castleton, VT walkable to restaurants?

As of early 2026, 60% of users say it's walkable to restaurants

Are the streets well-lit in Castleton, VT?

As of early 2026, 60% of users say streets are well-lit

Do kids play outside in Castleton, VT?

As of early 2026, 50% of users say kids play outside

Are neighbors friendly in Castleton, VT?

As of early 2026, 48% of users say neighbors are friendly

Are there community events in Castleton, VT?

As of early 2026, 40% of users say there are community events

Is Castleton, VT walkable to grocery stores?

As of early 2026, 25% of users say it's walkable to grocery stores

Does Castleton, VT have sidewalks?

As of early 2026, 20% of users say there are sidewalks

OFF MARKET

101 Winnick Rd
Castleton, VT 05732

5 Beds
2 Baths
976 sqft (on 0.26 acres)

$537,100

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $3,695/mo*

Refinance Your Home

$537,100

Trulia Estimate

as of Aug 7, 2026

Est. Refi. Payment $3,695/mo*

Refinance Your Home

5 Beds

2 Baths

976 sqft

(on 0.26 acres)

Local Information

Map ViewExplore the area around 101 Winnick Rd.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1893

Lot Size

0.26 acres

Living Area

976 sqft

Price/Sqft

$550

About this House

This single-family home is located at 101 Winnick Rd, Castleton, VT. 101 Winnick Rd is in Castleton, VT and in ZIP code 05732. This property has 5 bedrooms, 2 bathrooms and approximately 976 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1893.

101 Winnick Rd, Castleton, VT 05732 is a 5 bedroom, 2 bathroom, 976 sqft single-family home built in 1893. It last sold for $275,000 on Jan 25, 2012. It is currently off market. The Trulia Estimate is $537,100, with a rent estimate of $2,733/month.

Home Details for 101 Winnick Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 2

Property Information
Year Built Year Built: 1893
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.26 acres

Price History for 101 Winnick Rd

Date	Price	Event	Source
01/25/2012	$275,000	Sold	N/A
Recording Date 01/25/2012 Contract Date 01/24/2012 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Castleton

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

8MoM

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Property Tax and Assessment

Year	2024
Tax
Assessment	$273,700

Home facts updated by county records

Comparable Sales for 101 Winnick Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1923 Drake Road, Bomoseen, VT	0.33	Single-Family Home	$329,000	12/16/25	3	1	1,198
14 Carlo Dr, Mendon, VT	0.40	Single-Family Home	$200,000	11/17/25	2	1	812
140 Vincent Egan Road, Bomoseen, VT	0.55	Single-Family Home	$380,000	01/12/26	4	2	2,104
39 Broadview Rd, Castleton, VT	0.92	Single-Family Home	$440,000	09/22/25	3	2	852
140 Vincent Egan Rd, Bomoseen, VT	0.54	Single-Family Home	$380,000	04/03/26	4	3	2,104
460 Villula Road, Bomoseen, VT	0.65	Single-Family Home	$900,000	08/20/25	3	2.5	2,364
41 Broadview Rd, Castleton, VT	0.91	Single-Family Home	$500,000	11/03/25	3	2	588
1068 Route 4A West, Castleton, VT	2.01	Single-Family Home	$215,000	05/01/26	3	1.5	979
236 Eagles Nest Road, Castleton, VT	1.63	Single-Family Home	$345,000	12/19/25	3	2	1,316
885 Cedar Mountain Road, Castleton, VT	1.59	Single-Family Home	$530,000	11/03/25	3	2	2,491

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $573,900
3 bd
1 ba
832 sqft
22 Lakeview Lane,
Bomoseen, VT 05732
PrimeMLS, Closed
OFF MARKET
Booth Road,
Castleton, VT 05735
PrimeMLS, Closed
OFF MARKET
Est. $1,515,400
3 bd
2.5 ba
2,088 sqft
232 Little Rutland Road,
Bomoseen, VT 05732
PrimeMLS, Closed
SOLD
DEC 16, 2025
$329,000
3 bd
1 ba
1,198 sqft
1923 Drake Road,
Bomoseen, VT 05732
PrimeMLS, Closed
OFF MARKET
Est. $729,400
3 bd
3 ba
2,316 sqft
239 Hart Towers Road,
Castleton, VT 05735
PrimeMLS, Closed
FOR SALE
$885,000
3 bd
2.5 ba
1,980 sqft
242 Little Rutland Road,
Bomoseen, VT 05732
PrimeMLS, Active
FOR SALE
$419,000
2 bd
1.5 ba
1,374 sqft
66 Hemmsted Circle,
Bomoseen, VT 05732
PrimeMLS, Active
OFF MARKET
Est. $436,500
2 bd
1.5 ba
1,129 sqft
66 Hemmsted Circle,
Castleton, VT 05735
PrimeMLS, Closed
OFF MARKET
Est. $379,500
3 bd
1.5 ba
1,650 sqft
141 Hemmsted Circle #6,
Bomoseen, VT 05732
PrimeMLS, Closed
OFF MARKET
Est. $399,000
2 bd
1 ba
960 sqft
227 Hart Towers Drive,
Bomoseen, VT 05732
PrimeMLS, Closed
OFF MARKET
Est. $987,400
3 bd
2.5 ba
1,588 sqft
288 Little Rutland Road,
Bomoseen, VT 05732
PrimeMLS, Closed
OFF MARKET
Est. $412,900
2 bd
1.5 ba
1,603 sqft
123 Hemmsted Circle #7,
Castleton, VT 05735
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 101 Winnick Rd.

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 Castleton

At least 3 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say there's wildlife
100 % Say people would walk alone at night
100 % Say car is needed
83 % Say it's quiet
80 % Say they plan to stay for at least 5 years
75 % Say yards are well-kept
71 % Say there's holiday spirit
67 % Say it's dog friendly
60 % Say it's walkable to restaurants
60 % Say streets are well-lit
50 % Say kids play outside
48 % Say neighbors are friendly
40 % Say there are community events
25 % Say it's walkable to grocery stores
20 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

Stanley3ffs
Resident
7y ago
"It is a 30 minute drive to work. In 5he winter it is difficult to get out of the neighborhood due to icy steep road that is necessary to leave the area."
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