Is parking easy in Windsor, MO?

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

Are yards well-kept in Windsor, MO?

As of early 2026, 100% of users say yards are well-kept

Is Windsor, MO dog-friendly?

As of early 2026, 93% of users say it's dog friendly

Do kids play outside in Windsor, MO?

As of early 2026, 90% of users say kids play outside

Does Windsor, MO show holiday spirit?

As of early 2026, 83% of users say there's holiday spirit

Is a car needed in Windsor, MO?

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

Would people walk alone at night in Windsor, MO?

As of early 2026, 80% of users say people would walk alone at night

Is Windsor, MO walkable to grocery stores?

As of early 2026, 79% of users say it's walkable to grocery stores

Is there wildlife in Windsor, MO?

As of early 2026, 77% of users say there's wildlife

Is Windsor, MO walkable to restaurants?

As of early 2026, 75% of users say it's walkable to restaurants

Is Windsor, MO quiet?

As of early 2026, 64% of users say it's quiet

Does Windsor, MO have sidewalks?

As of early 2026, 62% of users say there are sidewalks

Are neighbors friendly in Windsor, MO?

As of early 2026, 57% of users say neighbors are friendly

Do residents of Windsor, MO plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are the streets well-lit in Windsor, MO?

As of early 2026, 33% of users say streets are well-lit

Are there community events in Windsor, MO?

As of early 2026, 15% of users say there are community events

OFF MARKET

Caskey Dr, Windsor, MO 65360

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
NE 731 P Road Lane Private Rd #7311-P, Windsor, MO	0.05	Lot/Land	-	10/15/25	-	-
106 N Main St, Windsor, MO	0.52	Lot/Land	-	05/26/26	-	-
602 N Main St, Windsor, MO	0.77	Lot/Land	-	05/26/26	-	-
22 Lake Shore Dr, Windsor, MO	1.10	Lot/Land	-	09/25/26	-	-
21 Lake Shore Dr, Windsor, MO	1.11	Lot/Land	-	09/25/26	-	-
20 Lake Shore Dr, Windsor, MO	1.13	Lot/Land	-	09/25/26	-	-
NE 52nd Hwy, Windsor, MO	1.23	Lot/Land	-	05/28/26	-	-
1103 NE 1200th Rd, Windsor, MO	1.70	Lot/Land	-	03/13/26	-	-
Tract 5 SE 1151st Rd, Windsor, MO	5.23	Lot/Land	-	03/18/26	-	-
175/- Acres Rd SE #1151, Windsor, MO	5.35	Lot/Land	-	10/15/25	-	-

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
Elm Branch Rd, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Xx Se 23 Hwy, Windsor, MO 65360	0.00	-	-	-	-	Off Market
NE 1200th Rd, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Oak St, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Tbd Ne State 23 Hwy, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Xx Ne 1200, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Northeast Hwy #2, Windsor, MO 65360	0.00	-	-	-	-	Off Market
NE 1000th, Windsor, MO 65360	0.00	-	-	-	-	Off Market
SE 1151st Rd, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Tbd Ne 2 Hwy, Windsor, MO 65360	0.00	-	-	-	-	Off Market
Hillcrest Avue, Windsor, MO 65360	0.00	-	-	-	-	Off Market
52 Highway, Windsor, MO 65360	0.01	$492,600	Studio	-	12,000	Off Market
10073 B Hwy, Windsor, MO 65360	0.01	-	-	-	-	Off Market
1133 Y Hwy, Windsor, MO 65360	0.01	-	-	-	-	Off Market
787 NE Y, Windsor, MO 65360	0.01	-	-	-	-	Off Market
13665 P Hwy, Windsor, MO 65360	0.01	-	-	-	-	Off Market
400 Road, Windsor, MO 65360	0.01	-	-	-	-	Off Market
10155 B Hwy, Windsor, MO 65360	0.01	$588,300	3	4	3,000	Off Market
1101 Road, Windsor, MO 65360	0.02	-	-	-	-	Off Market
Tbd Y Hwy, Windsor, MO 65360	0.03	-	-	-	-	Off Market

Homes for rent near Caskey Dr

Skip to last item

$575/mo
1 bd
1 ba
680 sqft
410 S Smith St #19,
Windsor, MO 65360
PET FRIENDLY
$1,195/mo
2 bd
2 ba
950 sqft
411 Hillcrest Dr #4e905b061,
Windsor, MO 65360
PET FRIENDLY
$895/mo
3 bd
2 ba
319 N County Line Rd #8,
Windsor, MO 65360
See more homes for rent in
Windsor
Take a look

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Local Information

Map ViewExplore the area around Caskey Dr.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

2.75 acre lot

About this House

This lot/land is located at Caskey Dr, Windsor, MO. Caskey Dr is in Windsor, MO and in ZIP code 65360. This property has a lot size of 2.75 acres.

Caskey Dr, Windsor, MO 65360 is a lot/land. This property is not currently displayed as for sale or rent on Trulia.

Home Details for Caskey Dr

Property Information
Property Type / Style Property Type: Lot Land

Lot Information
Lot Area: 2.75 acres

Price and Tax history

Date	Event	Price
Dec 31, 2017 Source: Agent Provided	ListingRemoved	$39,500
Nov 23, 2016 Source: Agent Provided	Listed For Sale	$39,500
Aug 16, 2016 Source: Agent Provided	ListingRemoved	$39,500
May 21, 2016 Source: Agent Provided	Listed For Sale	$39,500
Dec 23, 2015 Source: Agent Provided	ListingRemoved	$39,500
Jun 24, 2015 Source: Agent Provided	Listed For Sale	$39,500

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

2MoM

Around this home

Windsor Elementary School
K-6
Public
356 Students
Henry County R-I School District
5/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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 Windsor

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

83% say there's holiday spirit
62% say there are sidewalks
57% say neighbors are friendly

Trulia Trick or TreatStart Ghost Hunt

At least 9 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say yards are well-kept
93 % Say it's dog friendly
90 % Say kids play outside
83 % Say there's holiday spirit
82 % Say car is needed
80 % Say people would walk alone at night
79 % Say it's walkable to grocery stores
77 % Say there's wildlife
75 % Say it's walkable to restaurants
64 % Say it's quiet
62 % Say there are sidewalks
57 % Say neighbors are friendly
36 % Say they plan to stay for at least 5 years
33 % Say streets are well-lit
15 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Usafmerrell
Resident
6y ago
"My neighborhood is nice a quiet off of Willa ln. just down from the park and feels like living I. The country "
1
Flag
Patrick L.
Resident
7y ago
"the school district is lacking in the special education programs and will not test for autism at the parents' request. also they have a policy that gives them the ability to not have IEP and 504 meetings with parents recorded."
2
Flag