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 201 Highland Dr estimated to be worth?

Trulia's estimated value for 201 Highland Dr in Windsor, MO is $227,800 .

What is the price history for 201 Highland Dr?

201 Highland Dr in Windsor, MO last sold in December 2018.

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 .

Does 201 Highland Dr have air conditioning?

Yes, 201 Highland Dr in Windsor, MO has air conditioning.

How big is the lot at 201 Highland Dr?

The lot at 201 Highland Dr in Windsor, MO is about 0.32 acres (14,000 sq ft).

OFF MARKET

$227,800

Trulia Estimate

3 Beds
2 Baths
1,495 sqft (on 0.32 acres)

201 Highland Dr, Windsor, MO 65360

Est. Refi. Payment $1,370/mo*

Refinance Your Home

Home Value

Trulia Estimate

$228K

Since last month

$1K (-0.4%)

Since last year

$2K (+0.8%)

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 +95% in the last 10 years

Month	Estimated value
2026
August 2026	$228K
July 2026	$229K
June 2026	$232K
May 2026	$230K
April 2026	$225K
March 2026	$221K
February 2026	$218K
January 2026	$221K
2025
December 2025	$220K
November 2025	$223K
October 2025	$224K
September 2025	$226K
August 2025	$226K
July 2025	$230K
June 2025	$226K
May 2025	$225K
April 2025	$225K
March 2025	$219K
February 2025	$216K
January 2025	$214K
2024
December 2024	$216K
November 2024	$218K
October 2024	$218K
September 2024	$216K
August 2024	$219K
July 2024	$219K
June 2024	$220K
May 2024	$217K
April 2024	$214K
March 2024	$214K
February 2024	$208K
January 2024	$206K
2023
December 2023	$205K
November 2023	$206K
October 2023	$209K
September 2023	$210K
August 2023	$209K
July 2023	$204K
June 2023	$205K
May 2023	$205K
April 2023	$202K
March 2023	$200K
February 2023	$196K
January 2023	$196K
2022
December 2022	$200K
November 2022	$203K
October 2022	$203K
September 2022	$203K
August 2022	$205K
July 2022	$206K
June 2022	$205K
May 2022	$201K
April 2022	$198K
March 2022	$192K
February 2022	$186K
January 2022	$184K
2021
December 2021	$184K
November 2021	$178K
October 2021	$176K
September 2021	$173K
August 2021	$172K
July 2021	$172K
June 2021	$169K
May 2021	$165K
April 2021	$163K
March 2021	$163K
February 2021	$162K
January 2021	$159K
2020
December 2020	$159K
November 2020	$158K
October 2020	$155K
September 2020	$155K
August 2020	$154K
July 2020	$154K
June 2020	$154K
May 2020	$153K
April 2020	$153K
March 2020	$153K
February 2020	$152K
January 2020	$151K
2019
December 2019	$150K
November 2019	$150K
October 2019	$150K
September 2019	$150K
August 2019	$149K
July 2019	$148K
June 2019	$148K
May 2019	$147K
April 2019	$147K
March 2019	$146K
February 2019	$145K
January 2019	$145K
2018
December 2018	$144K
November 2018	$160K
October 2018	$161K
September 2018	$96K
August 2018	$98K
July 2018	$101K
June 2018	$96K
May 2018	$101K
April 2018	$90K
March 2018	$92K
February 2018	$96K
January 2018	$97K
2016
December 2016	$112K
November 2016	$110K
October 2016	$110K
September 2016	$112K
August 2016	$117K

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
100 Elm St, Windsor, MO	0.17	Single-Family Home	-	05/20/26	3	2	1,944
605 Poplar Dr, Windsor, MO	0.14	Single-Family Home	-	07/14/26	3	1	1,056
108 Elm St, Windsor, MO	0.20	Single-Family Home	-	03/11/26	3	1	1,040
120 Willa Ln, Windsor, MO	0.33	Single-Family Home	-	11/14/25	3	1	1,056
104 W Birch Dr, Windsor, MO	0.19	Single-Family Home	-	07/14/26	3	1	1,268
102 S Feaster St, Windsor, MO	0.52	Single-Family Home	-	01/12/26	3	2	1,969
406 Phelps St, Windsor, MO	0.53	Single-Family Home	-	11/21/25	3	2	2,488
301 E Colt St, Windsor, MO	0.57	Single-Family Home	-	09/05/25	3	2	1,352
218 Century St, Windsor, MO	0.52	Single-Family Home	-	07/16/26	4	2	1,792
308 E Benton St, Windsor, MO	0.58	Single-Family Home	-	05/12/26	3	2.5	1,935

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
207 W Birch Dr, Windsor, MO 65360	0.07	$229,000	3	2	1,731	Off Market
103 Lindy Ln, Windsor, MO 65360	0.10	-	3	2	2,860	Recently Sold
611 E Poplar Dr, Windsor, MO 65360	0.12	$144,700	3	1	1,056	Off Market
605 Poplar Dr, Windsor, MO 65360	0.14	-	3	1	1,056	Recently Sold
204 Oak St, Windsor, MO 65360	0.17	$268,400	3	2	2,191	Off Market
204 E Oak St, Windsor, MO 65360	0.18	$319,100	3	2	2,928	Off Market
106 E Spruce Ln, Windsor, MO 65360	0.15	$184,600	4	2	1,493	Off Market
202 E Oak St, Windsor, MO 65360	0.19	$142,300	2	1	1,000	Off Market
100 Elm St, Windsor, MO 65360	0.17	-	3	2	1,944	Recently Sold
516 E Poplar Dr, Windsor, MO 65360	0.19	$137,300	2	1	720	Off Market
104 W Birch Dr, Windsor, MO 65360	0.19	-	3	1	1,268	Recently Sold
108 S Elm St, Windsor, MO 65360	0.20	$201,500	3	1	1,040	Off Market

Local Information

Map ViewExplore the area around 201 Highland Dr.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1980

Lot Size

0.32 acres

Living Area

1,495 sqft

Price/Sqft

$152

Parking

Garage

About this House

This single-family home is located at 201 Highland Dr, Windsor, MO. 201 Highland Dr is in Windsor, MO and in ZIP code 65360. This property has 3 bedrooms, 2 bathrooms and approximately 1,495 sqft of floor space. This property has a lot size of 0.32 acres and was built in 1980.

201 Highland Dr, Windsor, MO 65360 is a 3 bedroom, 2 bathroom, 1,495 sqft single-family home built in 1980. It last sold for $0 on Dec 18, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $227,800, with a rent estimate of $1,432/month.

Home Details for 201 Highland Dr

Interior Features
Interior Details BasementNumber of Rooms: 6Types of Rooms: Walk In Closet
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet
Appliances & Utilities Dishwasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: CompositionDeckExterior: OtherFoundation Type: Concrete
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1980
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.32 acres

Price and Tax history

Date	Event	Price
Dec 18, 2018 Source: Heartland MLS as distributed by MLS GRID #2133280	Sold	--
Nov 19, 2018 Source: Agent Provided	Pending	$169,000
Oct 5, 2018 Source: Agent Provided	Listed For Sale	$169,000

Year	Property tax	Tax assessment
2025	$1,532	$158,200

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

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

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Frequently asked questions about 201 Highland Dr

What is 201 Highland Dr estimated to be worth?
Trulia's estimated value for 201 Highland Dr in Windsor, MO is $227,800.
What is the price history for 201 Highland Dr?
201 Highland Dr in Windsor, MO last sold in December 2018.
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.
Does 201 Highland Dr have air conditioning?
Yes, 201 Highland Dr in Windsor, MO has air conditioning.
How big is the lot at 201 Highland Dr?
The lot at 201 Highland Dr in Windsor, MO is about 0.32 acres (14,000 sq ft).