16252 Windfall Ridge Dr, Chesterfield, MO 63005
Property image
Property image
OFF MARKET

$494,600

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,192 sqft (on 0.33 acres)

16252 Windfall Ridge Dr, Chesterfield, MO 63005

Est. Refi. Payment $3,107/mo*
Refinance Your Home

Home Value

Trulia Estimate
$495K
Since last month
Decreased$4K (-0.8%)
Since last year
Increased$16K (+3.4%)
Since last sale
Increased$135K (+37.4%)
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 +56% in the last 10 years
MonthEstimated value
2026
August 2026$495K
August 2026$494K
July 2026$498K
June 2026$507K
May 2026$503K
April 2026$504K
March 2026$494K
February 2026$480K
January 2026$467K
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
16276 Windfall Ridge Dr, Chesterfield, MO
0.10
Single-Family Home
-
03/23/26
3
2
2,401
16053 Hunters Way Dr, Chesterfield, MO
0.27
Single-Family Home
-
10/28/25
3
2
2,097
2133 Hunters Way Ct, Chesterfield, MO
0.23
Single-Family Home
-
05/05/26
4
3
3,988
16083 Meadow Oak Dr, Chesterfield, MO
0.38
Single-Family Home
-
05/20/26
3
2
1,948
2127 Park Forest Dr, Chesterfield, MO
0.24
Single-Family Home
-
09/08/25
5
3
4,014
2113 Bow Tree Ct, Chesterfield, MO
0.22
Single-Family Home
-
06/30/26
5
3.5
3,120
16078 Meadow Oak Dr, Chesterfield, MO
0.41
Single-Family Home
-
10/14/25
4
2.5
2,668
16203 Forest Meadows Dr, Chesterfield, MO
0.37
Single-Family Home
-
09/09/25
4
3
3,285
16025 Hunters Way Dr, Chesterfield, MO
0.33
Single-Family Home
-
04/23/26
4
3.5
3,588
15991 Meadow Oak Dr, Chesterfield, MO
0.47
Single-Family Home
-
06/08/26
4
2.5
3,060

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
2005 Shep Ct, Chesterfield, MO 63005
0.10
$634,600
4
2.5
3,286
Off Market
16276 Windfall Ridge Dr, Chesterfield, MO 63005
0.10
-
3
2
2,401
Recently Sold
16264 Bent Tree Dr, Chesterfield, MO 63005
0.13
$648,000
4
3.5
3,450
Off Market
1909 Clarkwood Ct, Chesterfield, MO 63005
0.09
$738,100
5
2.5
3,091
Off Market
2021 Whitman Ct, Chesterfield, MO 63005
0.11
$602,200
3
3.5
3,284
Off Market
1906 Bentwood Ct, Chesterfield, MO 63005
0.11
$632,900
4
2.5
2,486
Off Market
2101 Bow Tree Ct, Chesterfield, MO 63005
0.18
$596,000
4
2.5
2,200
Off Market
16205 Windfall Ridge Dr, Chesterfield, MO 63005
0.17
$582,000
3
2.5
2,258
Off Market
15914 Craddock Way, Chesterfield, MO 63005
0.14
$745,600
4
2.5
2,749
Off Market
2113 Bow Tree Ct, Chesterfield, MO 63005
0.22
-
5
3.5
3,120
Recently Sold
2112 Bow Tree Ct, Chesterfield, MO 63005
0.22
$582,700
4
2.5
2,321
Off Market
2109 Saddlebred Ct, Chesterfield, MO 63005
0.23
-
5
5
5,825
Recently Sold

Local Information

  • Map ViewExplore the area around 16252 Windfall Ridge Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
0.33 acre lot
2,192 sqft
$226/sqft
Garage

About this House

OPEN HOUSE SUNDAY, JUNE 14TH FROM 1:00 - 3:00 PM. Spacious 3 bed, 2 1/2 bath located in the incredible Bent Tree Neighborhood! Impressive 2 story entry with stained glass window. Front living room with coffered ceiling, Large great room with gas fireplace connects to kitchen and breakfast area with beautiful bay window. Inviting master bedroom suite with walk-in closet and master bath that includes separate tub and shower, Jack and Jill sinks, vaulted ceiling and skylight! Large screened porch leads to fully fenced back yard with underground sprinkler system, front and back. New roof and gutters June 2015.
16252 Windfall Ridge Dr, Chesterfield, MO 63005 is a 3 bedroom, 3 bathroom, 2,192 sqft single-family home built in 1982. It last sold for $360,000 on May 13, 2021. More recently, it was listed as a rental in May 2013 with an asking price of $1,750 per month. That rental listing was removed on May 31, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $494,600, with a rent estimate of $3,204/month.

Home Details for 16252 Windfall Ridge Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
May 13, 2021
Source: MARIS #21023392
Sold
--
Apr 20, 2021
Source: MARIS #21023392
Pending
$360,000
Jul 10, 2015
Source: Agent Provided
ListingRemoved
$364,900
Jun 10, 2015
Source: Agent Provided
Listed For Sale
$364,900
May 31, 2013
Source: Agent Provided
ListingRemoved
$1,750

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"
    0
    Flag
  • 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 16252 Windfall Ridge Dr

  • What is 16252 Windfall Ridge Dr estimated to be worth?
    Trulia's estimated value for 16252 Windfall Ridge Dr in Chesterfield, MO is $494,600.
  • What is the price history for 16252 Windfall Ridge Dr?
    16252 Windfall Ridge Dr in Chesterfield, MO last sold in May 2021.
  • 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 16252 Windfall Ridge Dr have air conditioning?
    Yes, 16252 Windfall Ridge Dr in Chesterfield, MO has air conditioning.
  • Does 16252 Windfall Ridge Dr have laundry facilities?
    Yes, 16252 Windfall Ridge Dr in Chesterfield, MO has in-unit laundry.

Explore by feature - Pet Friendly

28 pet-friendly rentals in Chesterfield, MO

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 - Washer/dryer

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Chesterfield, MO

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