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

What is 320 Holmes Dr estimated to be worth?

Trulia's estimated value for 320 Holmes Dr in Windsor, MO is $68,200 .

Is Windsor a buyer's or seller's market?

Windsor is currently a buyer's market, based on recent for-sale activity.

What do residents say about Windsor?

Residents describe Windsor, MO as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, MO .

What are the closest schools to 320 Holmes Dr?

The closest schools to 320 Holmes Dr in Windsor, MO are Windsor Elementary School (rated 5/10), Windsor High School (Middle, rated 2/10).

How big is the lot at 320 Holmes Dr?

The lot at 320 Holmes Dr in Windsor, MO is about 0.15 acres (6,528 sq ft).

OFF MARKET

$68,200

Trulia Estimate

2 Beds
1 Bath
560 sqft

320 Holmes Dr, Windsor, MO 65360

Est. Refi. Payment $495/mo*

Refinance Your Home

Home Value

Trulia Estimate

$68.2K

Since last month

$2K (-3.2%)

Since last year

$7K (+11.8%)

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 +241% in the last 10 years

Month	Estimated value
2026
October 2026	$69K
September 2026	$68K
August 2026	$71K
July 2026	$73K
June 2026	$85K
May 2026	$84K
April 2026	$81K
March 2026	$76K
February 2026	$64K
January 2026	$65K
2025
December 2025	$63K
November 2025	$64K
October 2025	$58K
September 2025	$62K
August 2025	$62K
July 2025	$62K
June 2025	$60K
May 2025	$65K
April 2025	$67K
March 2025	$59K
2023
May 2023	$55K
April 2023	$52K
March 2023	$51K
February 2023	$49K
January 2023	$49K
2022
December 2022	$49K
November 2022	$50K
October 2022	$50K
September 2022	$51K
August 2022	$51K
July 2022	$51K
June 2022	$51K
May 2022	$52K
April 2022	$48K
March 2022	$44K
2021
September 2021	$37K
August 2021	$38K
July 2021	$38K
April 2021	$24K
March 2021	$22K
February 2021	$22K
January 2021	$22K
2020
December 2020	$22K
November 2020	$22K
October 2020	$21K
September 2020	$21K
April 2020	$20K
March 2020	$20K
February 2020	$20K
2019
December 2019	$20K
September 2019	$23K
August 2019	$26K
July 2019	$26K
June 2019	$24K
May 2019	$21K
April 2019	$20K
March 2019	$21K
February 2019	$21K
January 2019	$21K
2018
December 2018	$22K
November 2018	$20K
October 2018	$21K
September 2018	$23K
August 2018	$23K
July 2018	$21K
June 2018	$23K
May 2018	$23K
April 2018	$23K
March 2018	$23K
February 2018	$22K
January 2018	$22K
2016
December 2016	$20K
November 2016	$20K
October 2016	$20K

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
205 & 203 S Hughes St, Windsor, MO	0.13	Single-Family Home	-	03/13/26	2	1	636
203 & 205 S Hughes St, Windsor, MO	0.13	Single-Family Home	-	03/13/26	2	1	636
209 S Lawn St, Windsor, MO	0.06	Single-Family Home	-	05/08/26	3	1	1,206
303 S Commercial St, Windsor, MO	0.42	Single-Family Home	-	02/19/26	2	1	720
204 W Jackson St, Windsor, MO	0.37	Single-Family Home	-	07/16/26	2	1	949
307 Phelps St, Windsor, MO	0.17	Single-Family Home	-	07/28/26	3	1	1,551
209 E Kentucky St, Windsor, MO	0.39	Single-Family Home	-	04/10/26	2	1	1,064
204 W Colt St, Windsor, MO	0.35	Single-Family Home	-	08/21/26	2	1	1,650
605 Poplar Dr, Windsor, MO	0.33	Single-Family Home	-	07/14/26	3	1	1,056
207 Phelps St, Windsor, MO	0.16	Single-Family Home	-	09/15/26	3	1	1,719

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
318 Holmes Dr, Windsor, MO 65360	0.01	$119,800	3	1	1,036	Off Market
420 E Washington St, Windsor, MO 65360	0.02	$88,300	2	1	800	Off Market
418 E Washington St, Windsor, MO 65360	0.02	-	-	-	-	Off Market
306 S Smith St, Windsor, MO 65360	0.02	$74,500	Studio	-	970	Off Market
316 Holmes Dr, Windsor, MO 65360	0.02	$110,000	2	1	816	Off Market
411 E Colt St, Windsor, MO 65360	0.03	-	Studio	-	-	Off Market
409 E Colt St, Windsor, MO 65360	0.03	$149,700	3	1	1,549	Off Market
317 Holmes Dr, Windsor, MO 65360	0.03	$113,900	2	1	1,347	Off Market
317 E Holmes Dr, Windsor, MO 65360	0.03	$109,300	2	1	1,347	Off Market
407 E Colt St, Windsor, MO 65360	0.03	$100,500	2	1	1,336	Off Market
416 E Washington St, Windsor, MO 65360	0.03	$142,700	2	2	1,246	Off Market
300 S Smith St, Windsor, MO 65360	0.03	$145,500	3	1	1,737	Off Market
201 & 203 S Smith St, Windsor, MO 65360	0.04	$118,100	3	1.5	1,056	Off Market
314 Holmes Dr, Windsor, MO 65360	0.04	$109,800	2	1	938	Off Market
315 Holmes Dr, Windsor, MO 65360	0.04	$110,900	3	1	1,084	Off Market
414 E Washington St, Windsor, MO 65360	0.04	$122,100	2	2	1,035	Off Market
412 E Washington St, Windsor, MO 65360	0.04	$83,200	2	1	1,121	Off Market
405 E Colt St, Windsor, MO 65360	0.04	$90,500	3	1.5	1,666	Foreclosure
400 S Smith St, Windsor, MO 65360	0.05	$98,300	2	1	1,047	Off Market
203 & E Colt St, Windsor, MO 65360	0.05	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 320 Holmes Dr.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1950

560 sqft

$122/sqft

About this House

This single-family home is located at 320 Holmes Dr, Windsor, MO. 320 Holmes Dr is in Windsor, MO and in ZIP code 65360. This property has 2 bedrooms, 1 bathroom and approximately 560 sqft of floor space. This property has a lot size of 6528 sqft and was built in 1950.

320 Holmes Dr, Windsor, MO 65360 is a 2 bedroom, 1 bathroom, 560 sqft single-family home built in 1950. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $68,200, with a rent estimate of $990/month.

Home Details for 320 Holmes Dr

Interior Features
Interior Details BasementNumber of Rooms: 4
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet

Exterior Features
Exterior Home Features Roof: MetalExterior: WoodFoundation Type: Concrete

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 6528 sqft

Price and Tax history

Year	Property tax	Tax assessment
2025	$188	$19,400

Home facts updated by county records

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 320 Holmes Dr

What is 320 Holmes Dr estimated to be worth?
Trulia's estimated value for 320 Holmes Dr in Windsor, MO is $68,200.
Is Windsor a buyer's or seller's market?
Windsor is currently a buyer's market, based on recent for-sale activity.
What do residents say about Windsor?
Residents describe Windsor, MO as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, MO.
What are the closest schools to 320 Holmes Dr?
The closest schools to 320 Holmes Dr in Windsor, MO are Windsor Elementary School (rated 5/10), Windsor High School (Middle, rated 2/10).
How big is the lot at 320 Holmes Dr?
The lot at 320 Holmes Dr in Windsor, MO is about 0.15 acres (6,528 sq ft).