41 Winding Trails Cir, O'Fallon, MO 63366
Property image
Master bathroom with new sink top, paint and flooring.
OFF MARKET

$329,800

Trulia Estimate
as of Sep 17, 2026
  • 3 Beds
  • 2 Baths
  • 2,200 sqft

41 Winding Trails Cir, O'Fallon, MO 63366

Home Highlights

Single-Family Home
Built in 1995
2,200 sqft
$150/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 41 Winding Trails Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Newly renovated ranch with finished lower level offering a total of 2200 sq. ft. of living space. This house has all new flooring and is freshly painted throughout. Great Location near everything in the Fort Zumwalt South area. Open floor plan with vaulted ceilings in great room, kitchen and master bedroom. Wood burning fireplace and fan in the spacious great room. Kitchen offer stainless appliances including build in microwave, bar height breakfast bar and bay window in eating area. Master suite offers bay window, vaulted ceiling, ceiling fan, walk in closet and full bath with large shower. Finished lower level can be used for office and recreation space. Garage has built in workbench, utility sink, epoxy coated floor. High efficiency furnace for lower utility bills!
Tenant is responsible for all utilities.

This house is available for a one year lease.
41 Winding Trails Cir, O'Fallon, MO 63366 is a 3 bedroom, 2 bathroom, 2,200 sqft single-family home built in 1995. It was last sold on Feb 27, 2014. More recently, it was listed as a rental in August 2024 with an asking price of $2,200 per month. That rental listing was removed on September 5, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $329,800, with a rent estimate of $2,333/month.

Home Details for 41 Winding Trails Cir

Interior Features

Heating & Cooling
Heating: Forced Air, FireplaceAir ConditioningCooling System: Central Air, Ceiling FanHeating Fuel: Forced Air
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Attached, On Site

Comparable Sales for 41 Winding Trails Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
191 Autumn Chase Dr, O'Fallon, MO
0.13
Single-Family Home
-
10/03/25
3
2
1,272 sqft
172 Autumn Chase Dr, O'Fallon, MO
0.19
Single-Family Home
-
05/18/26
3
2
1,122 sqft
234 Autumn Mist Pl, O'Fallon, MO
0.17
Single-Family Home
-
12/29/25
3
3
1,933 sqft
1710 Springhill Dr, O'Fallon, MO
0.25
Single-Family Home
-
09/30/25
3
1.5
1,188 sqft
27 Laura Dr, Saint Peters, MO
0.15
Single-Family Home
-
01/30/26
4
2
1,092 sqft
214 Mill Pond Dr, O'Fallon, MO
0.45
Single-Family Home
-
09/23/25
3
2
2,188 sqft
112 Clear Creek Dr, O'Fallon, MO
0.32
Single-Family Home
-
06/23/26
3
2
1,188 sqft
217 Roaring River Dr, O'Fallon, MO
0.42
Single-Family Home
-
04/15/26
3
2
1,500 sqft
1910 Pebble Brook Dr, O'Fallon, MO
0.40
Single-Family Home
-
12/11/25
3
2.5
2,000 sqft
1 Sunset Ln, Saint Peters, MO
0.34
Single-Family Home
-
10/08/25
3
2.5
1,680 sqft

Nearby homes

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Rental Market Trends in O'Fallon

Last updated Sep 2026
Trulia Rent Estimate$2,333/mo
Average rent
$2.32K
$95MoM
Available listings
77
View rental market trends in O'fallon, MO

Around this home

What Locals Say about O Fallon

At least 269 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 90 % Say it's dog friendly

  • 90 % Say parking is easy

  • 83 % Say kids play outside

  • 82 % Say yards are well-kept

  • 79 % Say there are sidewalks

  • 78 % Say people would walk alone at night

  • 77 % Say there's holiday spirit

  • 72 % Say streets are well-lit

  • 67 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 47 % Say there's wildlife

  • 47 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to restaurants

  • 36 % Say there are community events

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Savannahep
    "Good parks. Feels safe. Everything you need is close by: grocery stores, gas stations, restaurants. "
    0
    Flag
  • Katie M Gough
    "My town is about 45 minutes from the city of St. Louis. It has access to all three major highways through St. Charles County. "
    0
    Flag
  • Roshan Bhattarai
    "Friendly neighbors, great community. Safe for the family. We are happy to find such a good place to live."
    0
    Flag
  • Miah Berka
    "It’s a fantastic place to raise a family. I feel safe & protected since living here. There are times I forget to lock my doors & I am not worried one bit. I feel like my area is very friendly as well!"
    0
    Flag
  • Trulia User
    "Safe neighbors , clean city, some great parks and lots of activities such as food. Shopping, schools are good"
    0
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  • Erellis81
    "My commute is down a country road into Defiance which is relatively quiet and peaceful. There’s definitely more homes popping up so more cars are around "
    0
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  • Candice Brown
    "Feels like Pleasantville living in this area all the neighbors are friendly and welcoming I love living here."
    0
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  • Melody Bridges
    "Quaint and affordable (if that is possible in this economy) and perfect for a family or single person. "
    0
    Flag
  • Lmedlin0101
    "Way too populated, really high taxes and high crime rate. Expensive utilities. I do not recommend living here. "
    1
    Flag
  • Ashley M.
    "Great schools Safe neighborhoods Resturants Larks are great and trails. It’s a great place to raise a family "
    0
    Flag
  • Brittany0628
    "This area is great bc it’s quaint but still near everything you want. Just off north main st. Fire dept is super close, Walgreens at the corner! It’s great!"
    0
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  • Ben C.
    "It’s nice with multiple dog parks around the area. There’s a lot to do with your pets and I think anyone with a dog would find plenty to do"
    0
    Flag
  • Couponshaneygirls
    "A constant barking outside dog. Other than that, it is ok. Not many sidewalks. You would have to use the middle of the streets! "
    0
    Flag
  • Jeff T.
    "It’s great here, I just love the neighborhood and the people here. Our elementary school could be better but it’s the only bad rated one in the entire school district. "
    0
    Flag
  • Shannon P.
    "We see people walking their dogs all the time. Just pick up your poop! She did parks available, multiple vets, daycares and groomers. "
    0
    Flag
  • Wehrehsvave
    "There are many friendly families in the area and respectful children. Would recommend to anyone to live here! "
    0
    Flag
  • Christopher P.
    "nice area with access to everything you could want. really close to shopping centers in Chesterfield. wentzville area is just down the road. school district is great and the teacher this far have been amazing. "
    0
    Flag
  • Kathy D. S.
    "It is such a vibrant Neighborhood! I’m so glad I moved my elderly Mother here! We feel so safe! And everyone takes pride in their homes and keeping the Neighborhood looking great!"
    1
    Flag
  • Kyra.chap
    "The O'Fallon Freedom Fest is a fun local event held once a year that is looked forward to by children and adults alike. "
    0
    Flag
  • Carole S.
    "Nothing happens as far as get together in the area I believe at one time people would get together but not any more area is changing too much low income housing"
    0
    Flag
  • Lisa D.
    "Easy access to all major highways easy commute for all locations. Love the neighborhood. Close to food and shopping. "
    0
    Flag
  • Trudence T.
    "My neighborhood is quite friendly and nice....filled with great shopping and eating places....comfortable living Beautiful surroundings. "
    0
    Flag
  • Jennifermerzlicker
    "I am a stay at home mom so I don’t commute anywhere. We are convenient to highways though and there are a ton of options for shopping and eating."
    0
    Flag
  • Trulia User
    "You see people walking their dogs all the time and there are areas to dispose of your dog’s waste. People tend to drive too fast."
    0
    Flag
  • Diana M.
    "Everything is close and I really enjoy being in proximity to everything, but the feel of not being in a big city."
    0
    Flag
  • Mxfx
    "Lots of beige plastic siding can be seen in every direction. It’s really quite comforting to know that everyone else in my neighborhood is just like me. Diversity is overrated. "
    0
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  • Meghan F.
    "I’ve lived here most of my life and love the safe community and schools. My daughters both love their school and I feel good about sending them daily "
    1
    Flag
  • Chasity J.
    "OFallon is a great city with a small town feel. i feel safe here, feel safe to go to any part of OFallon. You can live in a subdivision or you can find plenty of homes on 1 to 30 acres on these outskirts of town and only be 5 to 10 from large malls, mini malls and just about every well known stores or small local stores. During rush hour traffic can get a little backed up but it's only a 10 minute backup at most. "
    0
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  • Deneen S.
    "Great place to raise your kids the school district is great. People for the most part are friendly. Great atmosphere "
    0
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  • Slw2364
    "family's are friendly and have lots of get togethers. there is a neighborhood easter egg hunt, 4th of july social, movie nights and lots of trick or treats at Halloween. "
    0
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  • Natkor03
    "Everyone is friendly!! Dogs are always on a leash if they are being walked. If they aren't on a leash they are well trained and stay in their front yards. "
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  • Amy
    "There are lots of communal events in Twin Chimneys, and in OFallon in general. It’s a large suburban town, but close enough to St. Louis that it’s easy to head in for a Cards game, etc. Great value for the $$$ out here."
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  • carly s
    "tons of options when it comes to kid friendly holiday themed events and even non holiday oriented activities. shopping/dining/movies/parks and more, all less than 10 minute drive depending on what you're looking for"
    0
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  • Rashae C.
    "I enjoy this area very family friendly! very peaceful, I would walk outside any time if day or night."
    0
    Flag
  • Cindydodd
    "We have lived in Monticello West for 16 years and love it! People keep up their homes, it’s quiet, and close to everything! "
    0
    Flag
  • Tlbourn1549
    "Very neighbor friendly. Everyone looks out for one another. Long time residents along with others on our street. "
    0
    Flag
  • Copgal1953
    "Wonderful area for walking dogs. There are dog waste receptacles on just about every corner. Owners for the most part keep their dogs on a leash. "
    0
    Flag
  • Wynterwebb S.
    "All of the fairs are held walking distance away. Good people and layed back atmosphere. We are all very happy with this neighborhood"
    1
    Flag
  • Megan K.
    "Friendly people and family focused with neighborhood get-togethers and a neighborhood pool and tennis courts. "
    0
    Flag
  • Katherineb m.
    "Yes! Plenty of places to walk and many options for dogs of all sizes and abilities. Paved or unpaved and flat or hiking all avalible within a short distance. "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Sep 5, 2024
Source: Zillow Rentals
ListingRemoved
$2,000
Sep 3, 2024
Source: Zillow Rentals
PriceChange
$2,000
Price decreased by 9%
Aug 23, 2024
Source: Zillow Rentals
Listed For Rent
$2,200
Mar 24, 2021
Source: N/A
ListingRemoved
Apr 8, 2014
Source: N/A
ListingRemoved
$1,395

Frequently asked questions about 41 Winding Trails Cir

  • What is 41 Winding Trails Cir estimated to be worth?
    Trulia's estimated value for 41 Winding Trails Cir in O'Fallon, MO is $329,800.
  • What is the price history for 41 Winding Trails Cir?
    41 Winding Trails Cir in O'Fallon, MO last sold in February 2014.
  • Is O'Fallon a buyer's or seller's market?
    O'Fallon is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in O'Fallon?
    The median sale price in O'Fallon is $385K. That is up $10.17K from the prior month.
  • Does 41 Winding Trails Cir have air conditioning?
    Yes, 41 Winding Trails Cir in O'Fallon, MO has air conditioning.
  • Does 41 Winding Trails Cir have parking?
    Yes, 41 Winding Trails Cir in O'Fallon, MO has on-site parking.

Homes for rent near 41 Winding Trails Cir

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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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