16243 Windfall Ridge Dr, Chesterfield, MO 63005
OFF MARKET

$552,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,583 sqft (on 0.32 acres)

16243 Windfall Ridge Dr, Chesterfield, MO 63005

Est. Refi. Payment $3,465/mo*
Refinance Your Home

Home Value

Trulia Estimate
$553K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$7K (+1.2%)
Since last sale
Increased$283K (+104.7%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$553K
August 2026$552K
July 2026$556K
June 2026$569K
May 2026$565K
April 2026$567K
March 2026$558K
February 2026$543K
January 2026$525K
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
2133 Hunters Way Ct, Chesterfield, MO
0.23
Single-Family Home
-
05/05/26
4
3
3,988
2127 Park Forest Dr, Chesterfield, MO
0.22
Single-Family Home
-
09/08/25
5
3
4,014
16276 Windfall Ridge Dr, Chesterfield, MO
0.16
Single-Family Home
-
03/23/26
3
2
2,401
16203 Forest Meadows Dr, Chesterfield, MO
0.31
Single-Family Home
-
09/09/25
4
3
3,285
2113 Bow Tree Ct, Chesterfield, MO
0.26
Single-Family Home
-
06/30/26
5
3.5
3,120
16025 Hunters Way Dr, Chesterfield, MO
0.32
Single-Family Home
-
04/23/26
4
3.5
3,588
16078 Meadow Oak Dr, Chesterfield, MO
0.44
Single-Family Home
-
10/14/25
4
2.5
2,668
15991 Meadow Oak Dr, Chesterfield, MO
0.46
Single-Family Home
-
06/08/26
4
2.5
3,060
2143 Park Forest Dr, Chesterfield, MO
0.37
Single-Family Home
-
07/09/26
4
3
3,570
2135 Park Forest Dr, Chesterfield, MO
0.30
Single-Family Home
-
08/28/26
4
3.5
4,687

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
15914 Craddock Way, Chesterfield, MO 63005
0.10
$745,600
4
2.5
2,749
Off Market
2021 Whitman Ct, Chesterfield, MO 63005
0.09
$602,200
3
3.5
3,284
Off Market
1909 Clarkwood Ct, Chesterfield, MO 63005
0.12
$738,100
5
2.5
3,091
Off Market
1906 Bentwood Ct, Chesterfield, MO 63005
0.14
$632,900
4
2.5
2,486
Off Market
15917 Craddock Way, Chesterfield, MO 63005
0.15
$803,800
4
2.5
3,225
Off Market
16276 Windfall Ridge Dr, Chesterfield, MO 63005
0.16
-
3
2
2,401
Recently Sold
2005 Shep Ct, Chesterfield, MO 63005
0.15
$634,600
4
2.5
3,286
Off Market
15905 Craddock Way, Chesterfield, MO 63005
0.16
$743,800
4
3.5
2,749
Off Market
16264 Bent Tree Dr, Chesterfield, MO 63005
0.19
$648,000
4
3.5
3,450
Off Market
1964 Lymington Cmn, Chesterfield, MO 63005
0.17
$830,700
4
3.5
3,654
Off Market
1940 Mistflower Glen Ct, Chesterfield, MO 63005
0.18
$727,200
5
2.5
3,786
Off Market
1944 Newburyport Rd, Chesterfield, MO 63005
0.20
$818,600
4
3.5
3,646
Off Market

Local Information

  • Map ViewExplore the area around 16243 Windfall Ridge Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2009
0.32 acre lot
2,583 sqft
$214/sqft
Garage

About this House

EXCEPTIONAL FAMILY HOME in a well-established neighborhood, in a fabulous Chesterfield location! Located on a captivating corner lot, this home will WOW you with its strikingly impressive millwork! Traditional center hall plan. Spacious and most inviting family room complete with bay window wall, brick, wood-burning fireplace with dramatic wood mantle flanked by built-in bookcases with dentil molding accents! A handsome butler pantry separates the family room from the breakfast room and offers lots of extra cabinets for added storage. Kitchen is the heart of this home with center island, planning desk under a large greenhouse window, pantry and newer appliances. Walk out of the breakfast room to find a spacious bi-level party deck. Newer carpet throughout! Upper level boasts 2 full baths, grand master suite w/tray ceiling and its own romantic fireplace + 3 add'l bdrms. And let's not forget a HUGE REC RM and 5th bdrm in the walk out lower level! Newer roof and HVAC! GREAT HOUSE - BRING OFFER!
16243 Windfall Ridge Dr, Chesterfield, MO 63005 is a 4 bedroom, 3 bathroom, 2,583 sqft single-family home built in 2009. It last sold for $270,000 on Oct 22, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $552,800, with a rent estimate of $3,844/month.

Home Details for 16243 Windfall Ridge Dr

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Family Room, Recreation Room
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Exterior Features

Exterior Home Features
Exterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Oct 22, 2009
Source: N/A
Sold
--
May 8, 2009
Source: Agent Provided
ListingRemoved
$319,900
Mar 29, 2009
Source: Agent Provided
PriceChange
$319,900
Price decreased by 3%
Oct 21, 2008
Source: Agent Provided
PriceChange
$330,000
Price decreased by 6%
Aug 8, 2008
Source: Agent Provided
PriceChange
$349,900
Price decreased by 2%

Market trends in Chesterfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$602K
$27.9KMoM
Sale-to-List Price
100.0%
Price per sq ft
$208
$7MoM
Available listings
156
7MoM

Around this home

What Locals Say about Chesterfield

At least 229 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 90 % Say it's dog friendly

  • 88 % Say parking is easy

  • 83 % Say there are sidewalks

  • 83 % Say people would walk alone at night

  • 78 % Say it's quiet

  • 76 % Say there's wildlife

  • 75 % Say there's holiday spirit

  • 74 % Say yards are well-kept

  • 73 % Say kids play outside

  • 70 % Say streets are well-lit

  • 64 % Say they plan to stay for at least 5 years

  • 55 % Say neighbors are friendly

  • 44 % Say it's walkable to grocery stores

  • 40 % Say there are community events

  • 36 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Alaa Makki
    "I’m not sure, I don’t own pets but I see a lot of people walking their dogs in the neighborhood and they pick up after their pets"
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  • M Ot
    "It’s a safe and amazing place to live, raise kids, and enjoy your home. I would highly recommend Chesterfield to anyone, other than if you have to deal with anyone in the Chesterfield Planning department. They are horrible people to work with. "
    0
    Flag
  • Trulia User
    "Pet friendly, convenient, well maintained. Good school district. Safe and quiet cool de sacks. Dogs are walked and are taken to the nearby dog park"
    0
    Flag
  • Trulia User
    "I’ve lived here for 10 Years. Great area to grow your family with good options for public schools and convenience."
    0
    Flag
  • Catherine Pelekanos
    "We can walk the beautiful walking paths around fishing lakes to the Chesterfield Amphitheater and also have a wonderful subdivision pool and clubhouse. "
    0
    Flag
  • Randy Allen
    "I lived in this subdivision for 22 years. The ponds and all of the common areas have always been well maintained and homeowners have done a great job keeping things nice. Folks are friendly and there are many young families as well as older couples. "
    0
    Flag
  • Trulia User
    "Family oriented neighborhood with an excellent access to venues. Good school district. Safe and well maintained neighborhood."
    0
    Flag
  • Josiealt13
    "Lots of parks. THF Blvd. has a huge family plaza with many different activity companies like build a bear and adventure parks etc "
    0
    Flag
  • David Nicholson
    "Nice community. Friendly people it’s a safe area low crime and nice homes. There is shopping and groceries within a mile. "
    0
    Flag
  • Cori Chazen
    "Tree lined streets, well maintained properties, excellent public schools and centrally located to restaurants, shopping and highways."
    0
    Flag
  • Timothy.seitz
    "This is a very friendly neighborhood for dog owners. Many home owners in this area walk their dogs and are very friendly."
    1
    Flag
  • Zontel McCann
    "The areas has other families, great schools, lots of entertainment, markets, stores, and is near 141 giving central access to all areas"
    1
    Flag
  • Jenny H.
    "I love that the chesterfield Central Park is so close to my place! I’m a member if the community garden and I’m obsessed! There is a beautiful train that leads to docks only half a mile from my house! All around great area to live, biking, running, walking you name it it’s all safe!"
    1
    Flag
  • Ursula.smith
    "Dogs and (respectful) dog walkers everywhere. Leash laws followed. Occasional barking but not usually a problem"
    1
    Flag
  • Ursula.smith
    "This is a peaceful and safe place with great schools. It’s a great place to raise kids and be a family. Neighbors are nice and will slowly get to know you, when we can all meet up again. "
    0
    Flag
  • Chelsie M.
    "Great community and lots of families with children. Everyone always waving and having pride in their homes. "
    0
    Flag
  • Jenna O.
    "Outside under the star Movies, concerts, amphitheater,food trucks, parks/playgrounds/pools, fireworks at 4th of July "
    0
    Flag
  • Rakesh.reddy29493
    "Very good neighborhood with all the food and shopping near by. Very dog friendly community with nice amenities"
    1
    Flag
  • Solindawm
    "It’s a safe area I loved growing up in chesterfield and I will raise my own children here. The schools are good and it’s mostly crime free, you’ll find crime anywhere you live but a lot less here for being around St. Louis. Clean and well maintained lots of shops and restaurants. "
    0
    Flag
  • Kim S.
    "Chesterfield is a great place to raise a family! We’ve lived here 20+ years and have had no problems whatsoever."
    0
    Flag
  • Eddieross4444
    "Very nice and neighborly atmosphere, probably the most safe location for family and kids and great location for dogs as well!"
    0
    Flag
  • Latashia S.
    "Everyone is neighborly and lends a hand to help neighbors. We have community events and are an active part of the the process to decide the future of our community, and Chesterfield as a whole."
    0
    Flag
  • Solindawm
    "I easily drive to work. There’s no public transportation which is fine with me. Very busy traffic during peak times but I assume everywhere is like that. "
    0
    Flag
  • Mobarrett85
    "It is definitely all breed friendly which is great for those with pit bulls or from the pit bull family."
    1
    Flag
  • Brianne Z.
    "It’s a safe a quiet area to live in. Most participate in neighborhood meetings and activities. The schools have amazing academics as well as sports. Everyone is always friendly. "
    0
    Flag
  • Mehwish J.
    "My neighbor are really nice and good always helping attitude Nd caring save area love chesterfield dnt want any other area to move "
    1
    Flag
  • Mehwish J.
    "Such a peaceful area. And safe great love this place. I wish I could find house here I love to live here such a cool and clam space. "
    0
    Flag
  • Ursula.smith
    "Concerts and fireworks are fun, family friendly and well attended. Tuesday’s and Saturday’s. Lots of Park’s. "
    0
    Flag
  • Ursie
    "Safe and friendly place. It’s also surprisingly diverse, as far as race and country of origin. It is not economically diverse, because houses are expensive. "
    0
    Flag
  • Melinda W.
    "My neighborhood is close to a major highway and I can easily access other major highways in the city. "
    0
    Flag
  • Victoria T.
    "Great, safe area to live, just pricy. But all around awesome. Close to many parks and shopping........"
    0
    Flag
  • Abby M.
    "Chesterfield has been fantastic for me and my two dogs. There are always places to go shopping, eat, or find something to do. "
    1
    Flag
  • Andi A.
    "People always out walking dogs are exercising and very friendly. Extremely safe – I wouldn’t worry if I left my house unlocked every now and then"
    0
    Flag
  • Pnowikow
    "Chesterfield is wonderful. if you buy here you won't regret it. close to highways, great schools, friendly people, low crime and value."
    0
    Flag
  • Bob B.
    "Very good public schools. Many parks. Good proximity to all the excellent cultural offerings of St. Louis."
    1
    Flag
  • Karen M.
    "expensive cars, so you must pay attention and lots of children at play and walking to bus stops. time your route to fit your needs."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16243 Windfall Ridge Dr

  • What is 16243 Windfall Ridge Dr estimated to be worth?
    Trulia's estimated value for 16243 Windfall Ridge Dr in Chesterfield, MO is $552,800.
  • What is the price history for 16243 Windfall Ridge Dr?
    16243 Windfall Ridge Dr in Chesterfield, MO last sold in October 2009.
  • Is Chesterfield a buyer's or seller's market?
    Chesterfield is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Chesterfield?
    The median sale price in Chesterfield is $602K. That is up $27.9K from the prior month.
  • Does 16243 Windfall Ridge Dr have air conditioning?
    Yes, 16243 Windfall Ridge Dr in Chesterfield, MO has air conditioning.
  • How big is the lot at 16243 Windfall Ridge Dr?
    The lot at 16243 Windfall Ridge Dr in Chesterfield, MO is about 0.32 acres (13,939 sq ft).

Explore by feature - Pet Friendly

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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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