44 Circle Dr, Windsor, MO 65360
Property image
Property image
OFF MARKET

$181,700

Trulia Estimate
as of Sep 27, 2026
  • 3 Beds
  • 1 Bath
  • 1,094 sqft

44 Circle Dr, Windsor, MO 65360

Home Highlights

Single-Family Home
1,094 sqft
$166/sqft

Local Information

  • Map ViewExplore the area around 44 Circle Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Fenced backyard areaSpacious yard overall
Well-maintained 3-bedroom, 1-bath home located in a quiet neighborhood in Windsor, MO, with convenient access to Whiteman AFB. This pet-friendly home includes a detached 2-car garage with additional shop/workspace, making it ideal for storage, hobbies, or projects.

Appliances included: washer, dryer, stove, refrigerator, and microwave. The property also features a fenced backyard area and a spacious yard overall, offering a comfortable outdoor space to enjoy.

Enjoy small-town living with easy commuting access, ample parking/storage space, and a peaceful residential setting.

- Minimum 12-month lease required
- Tenant is responsible for all utilities and lawn care
- Pet-friendly property large dogs allowed with a $500 pet deposit
- Security deposit and first month's rent due at lease signing
- No smoking inside the home
- Washer, dryer, stove, refrigerator, and microwave included

Military Clause:
Active-duty military tenants may terminate the lease early without penalty in the event of PCS orders, deployment, or other qualifying military reassignment, in accordance with the Servicemembers Civil Relief Act (SCRA).
44 Circle Dr, Windsor, MO 65360 is a 3 bedroom, 1 bathroom, 1,094 sqft single-family home. It was last sold on Sep 10, 2021. More recently, it was listed as a rental in May 2026 with an asking price of $1,500 per month. That rental listing was removed on June 5, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $181,700, with a rent estimate of $1,274/month.

Home Details for 44 Circle Dr

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Central AirHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Detached, On Site

Comparable Sales for 44 Circle Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Circle Dr, Windsor, MO
0.14
Single-Family Home
-
12/01/25
3
1
1,041 sqft
50 Circle Dr, Windsor, MO
0.05
Single-Family Home
-
02/27/26
3
2
1,056 sqft
103 S Hyde St, Windsor, MO
0.28
Single-Family Home
-
05/13/26
3
1
1,104 sqft
106 W Lake Shore Dr, Windsor, MO
0.26
Single-Family Home
-
09/11/26
3
2
1,800 sqft
303 North St, Windsor, MO
0.59
Single-Family Home
-
05/18/26
3
1
1,216 sqft
303 S Commercial St, Windsor, MO
0.39
Single-Family Home
-
02/19/26
2
1
720 sqft
300 W Benton St, Windsor, MO
0.52
Single-Family Home
-
12/15/25
3
1
1,698 sqft
101 Woodlawn Pl, Windsor, MO
0.40
Single-Family Home
-
03/10/26
3
2
1,300 sqft
204 W Jackson St, Windsor, MO
0.51
Single-Family Home
-
07/16/26
2
1
949 sqft
605 S Main St, Windsor, MO
0.57
Single-Family Home
-
02/17/26
3
1
1,680 sqft

Nearby homes

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Rental Market Trends in Windsor

Last updated Sep 2026
Trulia Rent Estimate$1,274/mo
Average rent
$1.5K
$250MoM
Available listings
1
View rental market trends in Windsor, MO

Around this home

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
    "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.
    "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

Price and Tax history

DateEventPrice
Jun 5, 2026
Source: Zillow Rentals
ListingRemoved
$1,500
May 14, 2026
Source: Zillow Rentals
Listed For Rent
$1,500
Oct 24, 2023
Source: WCAR MO #96267
Pending
$169,900
Oct 13, 2023
Source: WCAR MO #96267
Listed For Sale
$169,900
Sep 10, 2021
Source: Heartland MLS as distributed by MLS GRID #2340928
Sold
--

Frequently asked questions about 44 Circle Dr

  • What is 44 Circle Dr estimated to be worth?
    Trulia's estimated value for 44 Circle Dr in Windsor, MO is $181,700.
  • What is the price history for 44 Circle Dr?
    44 Circle Dr in Windsor, MO last sold in September 2021.
  • 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 44 Circle Dr have air conditioning?
    Yes, 44 Circle Dr in Windsor, MO has air conditioning.
  • Does 44 Circle Dr have laundry facilities?
    Yes, 44 Circle Dr in Windsor, MO has in-unit laundry.

Homes for rent near 44 Circle Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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