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

44 Circle Dr
Windsor, MO 65360

  • 3 Beds
  • 1 Bath
  • 1,094 sqft

$182,000

Trulia Estimate
as of Aug 9, 2026

$182,000

Trulia Estimate
as of Aug 9, 2026
3 Beds
1 Bath
1,094 sqft

Local Information

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

Home Highlights

Property Type
Single-Family Home
Living Area
1,094 sqft
Price/Sqft
$166

About this House

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 last sold for the $1,500 asking price 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. It is currently off market. The Trulia Estimate is $182,000, with a rent estimate of $1,449/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

Price History for 44 Circle Dr

DatePriceEventSource
06/05/2026$1,500ListingRemovedZillow Rentals
05/14/2026$1,500Listed For RentZillow Rentals
10/24/2023$169,900PendingWCAR MO #96267
10/13/2023$169,900Listed For SaleWCAR MO #96267
09/10/2021--Sold
Heartland MLS as distributed by MLS GRID #2340928

Market trends in Windsor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
1MoM
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Property Tax and Assessment

Year2025
Tax$902
Assessment$93,200
Home facts updated by county records

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
50 Circle Dr, Windsor, MO
0.05
Single-Family Home
-
02/27/26
3
2
1,056
103 S Hyde St, Windsor, MO
0.28
Single-Family Home
-
05/13/26
3
1
1,104
404 S Commercial St, Windsor, MO
0.34
Single-Family Home
-
08/14/25
2
1
900
303 North St, Windsor, MO
0.59
Single-Family Home
-
05/18/26
3
1
1,216
303 S Commercial St, Windsor, MO
0.39
Single-Family Home
-
02/19/26
2
1
720
300 W Benton St, Windsor, MO
0.52
Single-Family Home
-
12/15/25
3
1
1,698
101 Woodlawn Pl, Windsor, MO
0.40
Single-Family Home
-
03/10/26
3
2
1,300
204 W Jackson St, Windsor, MO
0.51
Single-Family Home
-
07/16/26
2
1
949
605 S Main St, Windsor, MO
0.57
Single-Family Home
-
02/17/26
3
1
1,680

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Circle Dr.

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

Apartments for Rent

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Homes for sale near 44 Circle Dr

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Off Market Homes Near 44 Circle Dr

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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 $182,000.
  • 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.