419 Winter Wind Dr, O'Fallon, MO 63366
Property image
Property image
OFF MARKET

$428,400

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,037 sqft (on 0.33 acres)

419 Winter Wind Dr, O'Fallon, MO 63366

Est. Refi. Payment $2,664/mo*
Refinance Your Home

Home Value

Trulia Estimate
$428K
Since last month
Decreased$800 (-0.2%)
Since last year
Increased$14K (+3.5%)
Since last sale
Increased$146K (+51.4%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$429K
July 2026$429K
June 2026$434K
May 2026$435K
April 2026$431K
March 2026$425K
February 2026$418K
January 2026$405K
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
8 Winter Forest Ct, O'Fallon, MO
0.06
Single-Family Home
-
04/02/26
3
2
1,736
522 Winter Park Dr, O'Fallon, MO
0.13
Single-Family Home
-
08/06/26
3
3
2,450
15 Pinehurst Ridge Ct, O'Fallon, MO
0.28
Single-Family Home
-
02/05/26
3
2
1,957
2603 Winter Haven Dr, O'Fallon, MO
0.05
Single-Family Home
-
10/15/25
3
2.5
3,504
425 Winter Park Dr, O'Fallon, MO
0.08
Single-Family Home
-
11/13/25
4
3.5
2,992
3 Pinehurst Forest Ct, O'Fallon, MO
0.31
Single-Family Home
-
04/06/26
4
3
3,228
1241 Pinehurst Club Ct, O'Fallon, MO
0.31
Single-Family Home
-
07/29/26
4
2.5
2,553
18 Plackemeier Dr, O'Fallon, MO
0.45
Single-Family Home
-
02/25/26
3
1.5
1,280
300 Mill Pond Dr, O'Fallon, MO
0.41
Single-Family Home
-
02/06/26
4
2
1,646
1611 Autumn Hill Dr, O'Fallon, MO
0.24
Single-Family Home
-
08/07/26
3
2.5
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
2603 Winter Haven Dr, O'Fallon, MO 63366
0.05
-
3
2.5
3,504
Off Market
8 Winter Forest Ct, O'Fallon, MO 63366
0.06
-
3
2
1,736
Recently Sold
402 Winter Wind Dr, O'Fallon, MO 63366
0.07
$390,000
3
2
1,642
Off Market
422 Winter Wind Dr, O'Fallon, MO 63366
0.06
$412,700
3
2
1,730
Off Market
425 Winter Park Dr, O'Fallon, MO 63366
0.08
-
4
3.5
2,992
Recently Sold
11 Winter Park Ct, O'Fallon, MO 63366
0.15
$461,200
3
3
3,320
Off Market
522 Winter Park Dr, O'Fallon, MO 63366
0.13
-
3
3
2,450
Recently Sold
487 Winter Park Dr, O'Fallon, MO 63366
0.12
-
4
3
1,976
Off Market
159 Weatherby Landing Dr #53, Ofallon, MO 63366
0.16
-
3
2.5
1,748
Recently Sold
176 Weatherby Landing Dr, O'Fallon, MO 63366
0.15
$281,200
2
2
1,604
Off Market
158 Weatherby Landing Dr, O Fallon, MO 63366
0.17
-
2
2
1,872
Recently Sold
471 Winter Park Dr, O'Fallon, MO 63366
0.14
$416,000
3
2
1,890
Off Market

Local Information

  • Map ViewExplore the area around 419 Winter Wind Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
0.33 acres
Living Area
2,037 sqft
Price/Sqft
$210
Parking
Garage

About this House

Wonderful open ranch with 2000+ sf, 3 car garage and easily one of the best lots in the subdivision! Enter to soaring vaults with real dormer/entry foyer. Loads of natural light in open floor plan, complete with formal dining, breakfast room and open kitchen with plenty of cabinetry and sile stone tops! Main level laundry, bay windows, wood burning fireplace too! 4 main level bedrooms! Master bed suite with huge bay window, walk-in and master bath with 2x vanity and separate tub/shower! The back yard is enormous complete with oversized patio and plenty of trees! Pride of ownership in this one! Make it home today!
419 Winter Wind Dr, O'Fallon, MO 63366 is a 4 bedroom, 2 bathroom, 2,037 sqft single-family home built in 1995. It last sold for $283,000 on Jun 28, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $428,400, with a rent estimate of $2,426/month.

Home Details for 419 Winter Wind Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room, Pantry
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
MicrowaveRefrigerator
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Exterior Features

Exterior Home Features
Exterior: Vinyl, Brick
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Jun 28, 2019
Source: MARIS #19036132
Sold
--
May 17, 2019
Source: Agent Provided
Pending
$282,000
May 16, 2019
Source: Agent Provided
Listed For Sale
$282,000

Market trends in O Fallon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$376K
$6.55KMoM
Sale-to-List Price
100.4%
0.3%MoM
Price per sq ft
$181
$4MoM
Available listings
276
10MoM

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
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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
    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

LGBTQ Local Legal Protections

Frequently asked questions about 419 Winter Wind Dr

  • What is 419 Winter Wind Dr estimated to be worth?
    Trulia's estimated value for 419 Winter Wind Dr in O'Fallon, MO is $428,400.
  • What is the price history for 419 Winter Wind Dr?
    419 Winter Wind Dr in O'Fallon, MO last sold in June 2019.
  • Is O'Fallon a buyer's or seller's market?
    O'Fallon is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in O'Fallon?
    The median sale price in O'Fallon is $376K. That is up $6.55K from the prior month.
  • Does 419 Winter Wind Dr have air conditioning?
    Yes, 419 Winter Wind Dr in O'Fallon, MO has air conditioning.
  • How big is the lot at 419 Winter Wind Dr?
    The lot at 419 Winter Wind Dr in O'Fallon, MO is about 0.33 acres (14,375 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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