18 Winding Trails Cir, O'Fallon, MO 63366
Property image
Property image
OFF MARKET
Listed by Stacey L Biermann, Wood Brothers Realty, (314) 265-5554 . Bought with Nettwork Global

$440,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,400 sqft (on 0.30 acres)

18 Winding Trails Cir, O'Fallon, MO 63366

Est. Refi. Payment $2,785/mo*
Refinance Your Home

Home Value

Trulia Estimate
$440K
Since last month
Increased$2K (+0.5%)
Since last year
Increased$9K (+2.1%)
Since last sale
Increased$11K (+2.6%)
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 +113% in the last 10 years
MonthEstimated value
2026
September 2026$440K
August 2026$442K
July 2026$438K
June 2026$444K
May 2026$442K
April 2026$438K
March 2026$443K
February 2026$435K
January 2026$440K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
212 Mill Pond Dr, O'Fallon, MO
0.42
Single-Family Home
-
06/08/26
4
3
2,595
172 Autumn Chase Dr, O'Fallon, MO
0.08
Single-Family Home
-
05/18/26
3
2
1,122
234 Autumn Mist Pl, O'Fallon, MO
0.13
Single-Family Home
-
12/29/25
3
3
1,933
24 Laura Dr, Saint Peters, MO
0.32
Single-Family Home
-
09/16/25
3
1.5
1,824
191 Autumn Chase Dr, O'Fallon, MO
0.08
Single-Family Home
-
10/03/25
3
2
1,272
1910 Pebble Brook Dr, O'Fallon, MO
0.41
Single-Family Home
-
12/11/25
3
2.5
2,000
27 Laura Dr, Saint Peters, MO
0.27
Single-Family Home
-
01/30/26
4
2
1,092
6 Laura Dr, Saint Peters, MO
0.49
Single-Family Home
-
01/20/26
4
2
1,492
1611 Autumn Hill Dr, O'Fallon, MO
0.39
Single-Family Home
-
08/07/26
3
2.5
1,188
1710 Springhill Dr, O'Fallon, MO
0.19
Single-Family Home
-
09/30/25
3
1.5
1,188

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
24 Winding Trails Cir, O'Fallon, MO 63366
0.05
$368,500
3
2
2,237
Off Market
8 Winding Trails Cir, O'Fallon, MO 63366
0.08
$425,900
4
3
2,584
Off Market
26 Winding Trails Cir, O'Fallon, MO 63366
0.06
$479,100
3
3
2,812
Off Market
191 Autumn Chase Dr, O'Fallon, MO 63366
0.08
$253,800
3
2
1,272
Off Market
30 Winding Trails Cir, O'Fallon, MO 63366
0.09
$430,000
3
3
3,052
Off Market
172 Autumn Chase Dr, O'Fallon, MO 63366
0.08
-
3
2
1,122
Recently Sold
170 Autumn Chase Dr, O'Fallon, MO 63366
0.09
$370,000
3
2.5
2,124
For Sale
168 Autumn Chase Dr, O'Fallon, MO 63366
0.10
$354,800
3
2.5
2,033
Off Market
234 Autumn Mist Pl, O'Fallon, MO 63366
0.13
-
3
3
1,933
Recently Sold
51 Laura Dr, Saint Peters, MO 63376
0.18
$207,900
3
2
1,164
Off Market
50 Laura Dr, Saint Peters, MO 63376
0.19
$200,000
3
2
864
For Sale

Local Information

  • Map ViewExplore the area around 18 Winding Trails Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
0.3 acre lot
2,400 sqft
$183/sqft
3 Car Garage

About this House

Welcome to your dream home in the heart of O Fallon! This beautiful ranch home boasts 4 beds, 3 full beautiful baths, a newer finished basement that's perfect for entertaining or additional living space. As you walk through the front door, you'll be greeted by a modern cozy living space with a newly updated kitchen with granite and custom cabinets great for entertaining. The kitchen is equipped with modern appliances and plenty of storage. Main floor laundry is a plus. The sliding glass doors lead out to a backyard that is great for barbeques and entertaining with upper deck and lower large patio. This home is great for working from home as it has two bonus rooms in the lower level that can be used as an office, bedroom, or playroom for the kids. The 3 car garage is oversized for large pick up and plenty of storage. The house has newer windows that double tilt. This is a must see!
18 Winding Trails Cir, O'Fallon, MO 63366 is a 4 bedroom, 3 bathroom, 2,400 sqft single-family home built in 1994. It last sold for $429,000 on Mar 27, 2025 (2% below the $439,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $440,000, with a rent estimate of $2,643/month.

Home Details for 18 Winding Trails Cir

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom, Primary Bathroom, Bonus Room, Dining Room, Kitchen, Laundry, Living Room, Recreation Room
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2400 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Microwave, Gas Range, Gas Oven, Gas Water HeaterDishwasherDisposalLaundry: Main LevelMicrowave
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Recreation Room, Wood Burning, Family RoomHas a Fireplace
Windows, Doors, Floors & Walls
Window: Bay Window(s), Insulated WindowsFlooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Levels: OneFloors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Deck, Patio
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage
Frontage
Road Surface Type: ConcreteNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1534 Square Feet

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional,Ranch
Building
Construction Materials: Vinyl Siding
Property Information
Parcel Number: 200617129000062.0000000

Price & Status

Price
List Price: $439,900
Status Change & Dates
Off Market Date: Thu Mar 27 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: O'FallonCommunity: Winding Woods #2
School Information
Elementary School: Rock Creek Elem.Jr High / Middle School: Ft. Zumwalt South MiddleHigh School: Ft. Zumwalt South HighHigh School District: Ft. Zumwalt R-II

Building

Building Area
Building Area: 2400 Square Feet

HOA

Association for this Listing: St. Louis Association of REALTORS

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Subject to Financing, Subject to InspectionListing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Private

Miscellaneous

BasementMls Number: 25007393Above Grade Unfinished Area: 1534Showing Requirements: Appointment Only, Showing Service

Price and Tax history

DateEventPrice
Mar 27, 2025
Source: MARIS #25007393
Sold
--
Feb 17, 2025
Source: MARIS #25007393
Pending
$439,900
Feb 14, 2025
Source: MARIS #25007393
Listed For Sale
$439,900

Market trends in O Fallon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$385K
$10.17KMoM
Sale-to-List Price
100.4%
0.1%MoM
Price per sq ft
$180
$0MoM
Available listings
270
6MoM

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
    Flag
  • 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
    Flag
  • Candice Brown
    "Feels like Pleasantville living in this area all the neighbors are friendly and welcoming I love living here."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Deneen S.
    "Great place to raise your kids the school district is great. People for the most part are friendly. Great atmosphere "
    0
    Flag
  • 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
    Flag
  • 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. "
    0
    Flag
  • 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."
    0
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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

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Frequently asked questions about 18 Winding Trails Cir

  • What is 18 Winding Trails Cir estimated to be worth?
    Trulia's estimated value for 18 Winding Trails Cir in O'Fallon, MO is $440,000.
  • What is the price history for 18 Winding Trails Cir?
    18 Winding Trails Cir in O'Fallon, MO last sold in March 2025.
  • 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 18 Winding Trails Cir have air conditioning?
    Yes, 18 Winding Trails Cir in O'Fallon, MO has air conditioning.
  • Does 18 Winding Trails Cir have laundry facilities?
    Yes, 18 Winding Trails Cir in O'Fallon, MO has laundry facilities.

Explore by feature - Pet Friendly

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