414 Winter Wind Dr, O Fallon, MO 63366
OFF MARKET

414 Winter Wind Dr
O Fallon, MO 63366

  • 4 Beds
  • 2.5 Baths
  • 2,545 sqft (on 0.25 acres)

$449,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $2,758/mo*
Refinance Your Home

$449,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $2,758/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,545 sqft
(on 0.25 acres)

Local Information

Map showing home location
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Description

This single-family home is located at 414 Winter Wind Dr, O Fallon, MO. 414 Winter Wind Dr is in O Fallon, MO and in ZIP code 63366. This property has 4 bedrooms, 3 bathrooms and approximately 2,545 sqft of floor space. This property has a lot size of 10890 sqft and was built in 1996.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 414 Winter Wind Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Laminate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Vinyl, BrickGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price History for 414 Winter Wind Dr

DatePriceEventSource
05/01/1996--Sold
N/A
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Property Tax and Assessment

Year2025
Tax$4,515
Assessment$370,289
Home facts updated by county records

Comparable Sales for 414 Winter Wind Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
425 Winter Park Dr, O'Fallon, MO
0.05
Single-Family Home
-
11/13/25
4
3.5
2,992
2603 Winter Haven Dr, O'Fallon, MO
0.09
Single-Family Home
-
10/15/25
3
2.5
3,504
8 Winter Forest Ct, O'Fallon, MO
0.10
Single-Family Home
-
04/02/26
3
2
1,736
3 Pinehurst Forest Ct, O'Fallon, MO
0.33
Single-Family Home
-
04/06/26
4
3
3,228
1234 Pinehurst Club Ct, O'Fallon, MO
0.37
Single-Family Home
-
04/03/26
3
3
2,186
521 Pinehurst Woods Ct, O Fallon, MO
0.43
Single-Family Home
-
08/21/25
4
3
3,362
15 Pinehurst Ridge Ct, O'Fallon, MO
0.29
Single-Family Home
-
02/05/26
3
2
1,957
300 Mill Pond Dr, O'Fallon, MO
0.37
Single-Family Home
-
02/06/26
4
2
1,646
1222 Pinehurst Club Ct, O Fallon, MO
0.41
Single-Family Home
-
01/26/26
4
3.5
3,896
214 Mill Pond Dr, O'Fallon, MO
0.39
Single-Family Home
-
09/23/25
3
2
2,188

Nearby homes

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Assigned Schools

These are the assigned schools for 414 Winter Wind Dr.
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 O Fallon

At least 267 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 82 % Say kids play outside

  • 79 % Say there are sidewalks

  • 78 % Say people would walk alone at night

  • 77 % Say there's holiday spirit

  • 73 % 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Lisa D.
    "Easy access to all major highways easy commute for all locations. Love the neighborhood. Close to food and shopping. "
    0
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  • Trudence T.
    "My neighborhood is quite friendly and nice....filled with great shopping and eating places....comfortable living Beautiful surroundings. "
    0
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  • 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
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  • 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
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  • 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
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  • 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."
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  • 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
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  • Tlbourn1549
    "Very neighbor friendly. Everyone looks out for one another. Long time residents along with others on our street. "
    0
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  • 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
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  • 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
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Homes for sale near 414 Winter Wind Dr

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Off Market Homes Near 414 Winter Wind Dr

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414 Winter Wind Dr, O Fallon, MO 63366 is a 4 bedroom, 3 bathroom, 2,545 sqft single-family home built in 1996. This property is not currently available for sale. 414 Winter Wind Dr was last sold on May 1, 1996 for $147,990. The current Trulia Estimate for 414 Winter Wind Dr is $449,400.