446 Winter Park Dr, O'Fallon, MO 63366
OFF MARKET

446 Winter Park Dr
O'Fallon, MO 63366

  • 3 Beds
  • 3 Baths
  • 1,739 sqft

$408,900

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home

$408,900

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home
3 Beds
3 Baths
1,739 sqft

Local Information

  • Map ViewExplore the area around 446 Winter Park Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Living Area
1,739 sqft
Price/Sqft
$235
Parking
Garage

About this House

WHAT A GEM! First be gracefully greeted by beautiful 12”ceramic tile that flows from foyer, down the hall and into the kitchen; Then stately columns adorn the entry into the coffered Dining Room while the vaulted Great Room offers a cozy fireplace. The Stunningly UPDATED Kitchen will truly delight with Jenn- Aire stainless steel appliances including a dual-fuel double-oven with convection! PLUS raised panel maple cabinets, granite countertops, center island and glass tile backsplash. The Master Bedroom Suite boasts a coffered ceiling, large garden tub with deep marble surround, heated tile floor and double head shower also with marble surround. The finished walk-out lower level is the perfect entertainment area with a custom bar, refrigerator & microwave. The built-in entertainment center with lighting, wired for surround sound, office/den, full bath, atrium door with built-in blinds to 2nd patio. Tasteful landscaping; Super private bi-level backyard. Both upper & Lower patios have insulated covers, 3rd patio wired for hot tub. Additional upgrades include new roof, A/C, furnace in 2011, central vacuum, sprinkler system, reverse osmosis in kitchen & bar, oversize driveway & garage.
446 Winter Park Dr, O'Fallon, MO 63366 is a 3 bedroom, 3 bathroom, 1,739 sqft single-family home built in 1999. It last sold for $230,000 on Sep 20, 2013. It is currently off market. The Trulia Estimate is $408,900, with a rent estimate of $2,076/month.

Home Details for 446 Winter Park Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Recreation RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Vinyl, BrickGardenLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price History for 446 Winter Park Dr

DatePriceEventSource
09/20/2013--Sold
MARIS #13044430
08/07/2013$240,000PriceChange
Agent Provided
06/29/2013$245,000Listed For SaleAgent Provided

Market trends in O Fallon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$369K
$7.01KMoM
Sale-to-List Price
100.1%
0.1%MoM
Price per sq ft
$177
$1MoM
Available listings
286
60MoM
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Property Tax and Assessment

Year2025
Tax$4,358
Assessment$357,286
Home facts updated by county records

Comparable Sales for 446 Winter Park Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Winter Forest Ct, O'Fallon, MO
0.19
Single-Family Home
-
04/02/26
3
2
1,736
2603 Winter Haven Dr, O'Fallon, MO
0.19
Single-Family Home
-
10/15/25
3
2.5
3,504
425 Winter Park Dr, O'Fallon, MO
0.09
Single-Family Home
-
11/13/25
4
3.5
2,992
1241 Pinehurst Club Ct, O'Fallon, MO
0.27
Single-Family Home
-
07/29/26
4
2.5
2,553
1234 Pinehurst Club Ct, O'Fallon, MO
0.30
Single-Family Home
-
04/03/26
3
3
2,186
15 Pinehurst Ridge Ct, O'Fallon, MO
0.17
Single-Family Home
-
02/05/26
3
2
1,957
1312 Washingtons Crossing Dr, O'Fallon, MO
0.39
Single-Family Home
-
02/12/26
4
3
1,468
217 Roaring River Dr, O'Fallon, MO
0.36
Single-Family Home
-
04/15/26
3
2
1,500
3 Pinehurst Forest Ct, O'Fallon, MO
0.25
Single-Family Home
-
04/06/26
4
3
3,228
1910 Pebble Brook Dr, O'Fallon, MO
0.52
Single-Family Home
-
12/11/25
3
2.5
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 446 Winter Park 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 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 yards are well-kept

  • 83 % Say kids play outside

  • 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
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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
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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
    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
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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
    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
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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
    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
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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."
    0
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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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Explore by feature - Pet Friendly

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Homes for sale near 446 Winter Park Dr

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Off Market Homes Near 446 Winter Park Dr

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