258 Gentry Dr, O'Fallon, MO 63366
Property image
Property image
OFF MARKET
Listed by Jay M Vandenburgh, Keller Williams Realty St. Louis, (618) 978-3609 . Bought with Berkshire Hathaway HomeServices Select Properties

$420,200

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,409 sqft (on 0.25 acres)

258 Gentry Dr, O'Fallon, MO 63366

Est. Refi. Payment $2,624/mo*
Refinance Your Home

Home Value

Trulia Estimate
$420K
Since last month
Increased$3K (+0.8%)
Since last year
Increased$10K (+2.3%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$421K
August 2026$420K
July 2026$417K
June 2026$424K
May 2026$421K
April 2026$417K
March 2026$422K
February 2026$414K
January 2026$419K
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 Dugout Ct, O'Fallon, MO
0.08
Single-Family Home
-
10/23/25
4
2.5
3,008
1865 Highgrove Dr, O Fallon, MO
0.04
Single-Family Home
-
07/27/26
3
3
2,700
1744 Highgrove Dr, O'Fallon, MO
0.15
Single-Family Home
-
01/14/26
3
3
2,585
100 Grand Slam Cir, O'Fallon, MO
0.27
Single-Family Home
-
12/12/25
4
2.5
2,575
312 Highgrove Place Dr, O'Fallon, MO
0.26
Single-Family Home
-
10/02/25
4
2.5
2,190
297 Grand Dr, O Fallon, MO
0.25
Single-Family Home
-
06/11/26
4
3.5
2,548
2837 Grand Slam Dr, O'Fallon, MO
0.25
Single-Family Home
-
03/13/26
3
3
2,447
119 Courtfield Dr, O'Fallon, MO
0.28
Single-Family Home
-
12/22/25
4
3
3,048
1718 Highgrove Dr, O'Fallon, MO
0.13
Single-Family Home
-
07/20/26
3
2
1,450
320 Camilla Dr, O'Fallon, MO
0.27
Single-Family Home
-
10/15/25
3
3.5
2,427

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
1822 Highgrove Dr, O'Fallon, MO 63366
0.05
$375,000
3
3
2,437
For Sale
1865 Highgrove Dr, O Fallon, MO 63366
0.04
-
3
3
2,700
Recently Sold
1714 Highgrove Dr, O'Fallon, MO 63366
0.11
$389,200
3
2
1,694
Off Market
1718 Highgrove Dr, O'Fallon, MO 63366
0.13
-
3
2
1,450
Recently Sold
8 Dugout Ct, O'Fallon, MO 63366
0.08
$466,400
4
2.5
3,008
Off Market
98 Homefield Square Dr, O'Fallon, MO 63366
0.09
$496,000
3
3
3,450
Off Market
86 Homefield Square Ct, O'Fallon, MO 63366
0.11
$494,600
4
3.5
3,094
Off Market
1744 Highgrove Dr, O'Fallon, MO 63366
0.15
-
3
3
2,585
Recently Sold
1927 Wales Dr, O'Fallon, MO 63366
0.15
$488,700
5
3.5
3,257
Off Market
1909 Wales Dr, O Fallon, MO 63366
0.16
$385,800
4
2.5
2,141
Off Market
1727 Highgrove Dr, O'Fallon, MO 63366
0.17
$369,800
3
2
1,719
Off Market

Local Information

  • Map ViewExplore the area around 258 Gentry Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.25 acre lot
2,409 sqft
$174/sqft
2 Car Garage
HOA $41/mo

About this House

Situated on a spacious corner lot, this stunning home boasts brand-new siding and a new roof! Upon entry, you will find tall ceilings and beautiful wood floors flow throughout the main level. To the right of the entryway is a formal dining room, while a den on the opposite side connects seamlessly to the living room. A conveniently placed half bath sits between the living room and the eat-in kitchen, which features ample cabinetry, a center island, and easy access to the laundry room and garage. Upstairs, you'll find four generous bedrooms, including a primary suite with a large walk-in closet and a spa-like bath with a double vanity, shower, and soaking tub. The fenced, level backyard is perfect for entertaining, and an irrigation system keeps the yard lush year-round. Enjoy community amenities like a pool, scenic trails, and serene ponds! Make this meticulously maintained home yours and schedule a showing!
258 Gentry Dr, O'Fallon, MO 63366 is a 4 bedroom, 3 bathroom, 2,409 sqft single-family home built in 1998. It last sold for the $410,000 asking price on May 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $420,200, with a rent estimate of $2,646/month.

Home Details for 258 Gentry Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom, Primary Bathroom, Bathroom, Den, Dining Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2409 Square Feet
Appliances & Utilities
Appliances: Disposal, Dryer, Microwave, Electric Range, Electric Oven, Refrigerator, Washer, Gas Water Heater, Water Softener Rented, DishwasherDishwasherDisposalDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: NoneNo Fireplace
Windows, Doors, Floors & Walls
Window: Window Treatments, Bay Window(s), Insulated WindowsDoor: Panel Door(s), Sliding DoorsFlooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Patio
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage,Garage Door Opener
Frontage
Road Surface Type: ConcreteNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2409 Square Feet

Days on Market

Cumulative Days on Market: 43

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional,Other
Building
Construction Materials: Vinyl Siding
Property Information
Parcel Number: 200987651000077.0000000

Price & Status

Price
List Price: $410,000
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: O'FallonCommunity: Highgrove Place #1
School Information
Elementary School: Westhoff Elem.Jr High / Middle School: Ft. Zumwalt North MiddleHigh School: Ft. Zumwalt North HighHigh School District: Ft. Zumwalt R-II

Building

Building Area
Building Area: 2409 Square Feet

HOA

HOA Fee Includes: OtherAssociation for this Listing: St. Louis Association of REALTORSHOA Fee: $495/Annually

Lot Information

Lot Area: 10890 sqft

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: 25019254Above Grade Unfinished Area: 2409Showing Requirements: Occupied, Lockbox

Price and Tax history

DateEventPrice
May 15, 2025
Source: MARIS #25019254
Sold
--
Apr 7, 2025
Source: MARIS #25019254
Pending
$410,000
Apr 6, 2025
Source: MARIS #25019254
PriceChange
$410,000
Price decreased by 4%
Apr 2, 2025
Source: MARIS #25019254
Listed For Sale
$425,000
Jun 3, 1998
Source: N/A
Sold
--

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
    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

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Frequently asked questions about 258 Gentry Dr

  • What is 258 Gentry Dr estimated to be worth?
    Trulia's estimated value for 258 Gentry Dr in O'Fallon, MO is $420,200.
  • What is the price history for 258 Gentry Dr?
    258 Gentry Dr in O'Fallon, MO last sold in May 2025.
  • 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 258 Gentry Dr have air conditioning?
    Yes, 258 Gentry Dr in O'Fallon, MO has air conditioning.
  • Does 258 Gentry Dr have laundry facilities?
    Yes, 258 Gentry Dr in O'Fallon, MO has in-unit laundry.

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