243 Chestnut Hill Dr, O'Fallon, MO 63368
Property image
Property image
SOLD
NOV 24, 2025
Listed by Ashley J Bahr, Coldwell Banker Realty - Gundaker, (636) 441-1360 . Bought with Berkshire Hathaway HomeServices Select Properties

243 Chestnut Hill Dr
O'Fallon, MO 63368

  • 4 Beds
  • 4 Baths
  • 4,050 sqft (on 0.25 acres)
4 Beds
4 Baths
4,050 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 243 Chestnut Hill Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
0.25 acres
Living Area
4,050 sqft
Price/Sqft
$146/sqft
Parking
3 Car Garage
HOA
$35/Monthly

About this House

Welcome Home! This charming and well-cared-for Two-story offers space, style, and functionality throughout. Step inside to a warm and inviting Home! Formal Dining Room and Great Room greet you as you enter. Living Room features a gas fireplace, custom built-in bookshelves, and a striking two-story staircase. The living room flows seamlessly into the breakfast room, where a sliding glass door opens to a partially fenced backyard with a patio—perfect for outdoor entertaining. The kitchen is a showstopper with custom cabinetry, granite countertops, a center island, and a pantry—designed for both everyday living and entertaining. A spacious mudroom with a slop sink, coat closet, and extra cabinetry provides added convenience and connects to the oversized 3-car garage. Upstairs, you’ll find a versatile loft area currently used as a kids’ zone, along with a Massive Primary Suite complete with a California Closet Company system in the walk-in closet. The Luxurious Primary Bath features a custom shower, soaker tub and dual vanities, for the perfect retreat. Three additional bedrooms complete the upper level, all with walk in closets including a stunning Jack-and-Jill bath with quartz countertops, LVP flooring, soft-close vanities, LED mirrors, and barn-style doors, plus the third bedroom features a private ensuite bath. The lower level offers even more living space with a rec room, half bath, home office area, and ample storage. Conveniently located near WingHaven Country Club, restaurants, shopping, and more—this home truly has it all!
243 Chestnut Hill Dr, O'Fallon, MO 63368 is a 4 bedroom, 5 bathroom, 4,050 sqft single-family home built in 2001. It last sold for $593,000 on Nov 24, 2025 (1% below the $600,000 asking price). It is currently off market. The Trulia Estimate is $599,300, with a rent estimate of $4,070/month.

Home Details for 243 Chestnut Hill Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Partially Finished,Full,Sleeping Area,Storage Space,Sump PumpNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Breakfast Room, Dining Room, Great Room, Kitchen, Living Room, Loft, Office, Recreation Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 4050 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas ConnectedAppliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Microwave, Built-In Electric Range, Tankless Water HeaterDishwasherDisposalLaundry: Laundry Room,Main Level,SinkMicrowave
Heating & Cooling
Heating: Forced Air,Natural Gas,ZonedHas CoolingAir Conditioning: Central Air,Dual,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Gas & Electric
Electric: AmerenHas Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding Doors, Storm Door(s)Flooring: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl
Levels, Entrance, & Accessibility
Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl

Exterior Features

Exterior Home Features
Patio / Porch: Front Porch, PatioFencing: VinylFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3437 Square FeetFinished Area (below surface): 613

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Vinyl SidingDoes Not Include Home Warranty
Property Information
Parcel Number: 4069a8339000132.0000000

Price & Status

Price
List Price: $600,000Price Per Sqft: $146/sqft
Status Change & Dates
Off Market Date: Sat Oct 25 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: O'FallonCommunity: Timber Meadows Village
School Information
Elementary School: Crossroads Elem.Jr High / Middle School: Frontier MiddleHigh School: LibertyHigh School District: Wentzville R-IV

Building

Building Area
Building Area: 4050 Square Feet

HOA

HOA Fee Includes: Maintenance Grounds, Common Area MaintenanceHOA Name: WinghavenAssociation for this Listing: St. Charles County Association of REALTORSHas an HOAHOA Fee: $425/Annually

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

BasementMls Number: 25071177Above Grade Unfinished Area: 3437Showing Requirements: Appointment Only

Additional Information

HOA Amenities: Common Ground,Other
Last check for updates: about 15 hours ago
Listed by Ashley J Bahr, (636) 373-0194
Coldwell Banker Realty - Gundaker
Bought with: Ryan D Grimm, (314) 941-4614, Berkshire Hathaway HomeServices Select Properties
Originating MLS: St. Charles County Association of REALTORS
Source: MARIS, MLS#25071177

Price History for 243 Chestnut Hill Dr

DatePriceEventSource
11/24/2025--Sold
MARIS #25071177
10/26/2025$600,000PendingMARIS #25071177
10/22/2025$600,000Listed For SaleMARIS #25071177
12/07/2015--Sold
MARIS #15059577
11/03/2015$369,900PendingAgent Provided
10/27/2015$369,900Listed For SaleAgent Provided
02/09/2001--Sold
N/A

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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$6,319
Assessment$501,489
Home facts updated by county records

Comparable Sales for 243 Chestnut Hill Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
258 Chestnut Hill Dr, O'Fallon, MO
0.07
Single-Family Home
-
12/29/25
4
3.5
3,707
3507 Post Valley Dr, O'Fallon, MO
0.14
Single-Family Home
-
06/26/26
4
3
3,370
136 Timber Meadows Dr, O'Fallon, MO
0.19
Single-Family Home
-
10/09/25
4
3.5
3,936
318 Copper Tree Ct, O'Fallon, MO
0.17
Single-Family Home
-
05/20/26
4
3.5
3,562
523 Ironwood Dr, O'Fallon, MO
0.18
Single-Family Home
-
09/29/25
4
4.5
2,820
3605 Post Valley Ct, O'Fallon, MO
0.11
Single-Family Home
-
04/14/26
4
3.5
2,132
48 Ironwood Ct, O'Fallon, MO
0.27
Single-Family Home
-
07/15/26
3
3.5
3,079
116 Cedarstone Dr, Dardenne Prairie, MO
0.32
Single-Family Home
-
03/19/26
4
3.5
2,892
160 Cedarstone Dr, Dardenne Prairie, MO
0.32
Single-Family Home
-
06/18/26
5
3
3,546

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 243 Chestnut Hill 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
    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
    Flag
  • 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
    Flag
  • 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

39 pet-friendly rentals in O'Fallon, MO

Explore by feature - Garage

32 rentals with a garage in O'Fallon, MO

Explore by feature - Air Conditioning

38 rentals with air conditioning in O'Fallon, MO

Explore by feature - Pool

35 rentals with a pool in O'Fallon, MO

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in O'Fallon, MO

Explore by feature - Outdoor Space

9 rentals with an outdoor space in O'Fallon, MO

Homes for sale near 243 Chestnut Hill Dr

Skip to last item
Skip to first item

Off Market Homes Near 243 Chestnut Hill Dr

Skip to last item
Skip to first item
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Click here for more information