16255 Windfall Ridge Dr, Chesterfield, MO 63005
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Property image
OFF MARKET

16255 Windfall Ridge Dr
Chesterfield, MO 63005

  • 4 Beds
  • 2 Baths
  • 2,040 sqft (on 0.28 acres)

$532,400

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,272/mo*
Refinance Your Home

$532,400

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,272/mo*
Refinance Your Home
4 Beds
2 Baths
2,040 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 16255 Windfall Ridge Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

The home features a gourmet kitchen with granite counters and backsplash, GE Profile stainless steel appliances, a breakfast bar and custom cabinetry. A beautiful, wood burning fireplace stands in the middle of the great room and a bank of oversized windows provide ample natural lighting. Walk out to a large deck that overlooks a park like setting along the cul-de-sac's back yards.
The large master suite features custom millwork, a walk-in closet and a great bath with heated floors, a jetted tub and a large curved glass block shower.
The main floor has a generously sized main floor laundry room with utility sink, three more bedrooms, and a separate coat and linen closet.
The home boast an oversized 3 car garage that is tucked underneath the home and stays cool in the summer and warm in the winter. There is lots of built in shelving for your storage needs.
The lower level also has a large finished recreational area and more storage in the utility room.
New roof and deck renovation in 2015, oversized gutters installed in 2019.
Come and take a look. Buyer agent's are welcome.
16255 Windfall Ridge Dr, Chesterfield, MO 63005 is a 4 bedroom, 2 bathroom, 2,040 sqft single-family home built in 1982. It last sold for $340,000 on Oct 1, 2019. It is currently off market. The Trulia Estimate is $532,400, with a rent estimate of $3,611/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 16255 Windfall Ridge Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Recreation Room, WorkshopCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Vinyl, BrickLawn
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price History for 16255 Windfall Ridge Dr

DatePriceEventSource
03/24/2021ListingRemovedN/A
10/01/2019--Sold
N/A
08/20/2019$352,900PendingN/A
08/15/2019$352,900Listed For SaleN/A
12/19/2010$349,900ListingRemovedAgent Provided
09/28/2010$349,900PriceChange
Agent Provided
07/03/2010$364,900PriceChange
Agent Provided
06/06/2010$369,900Listed For SaleAgent Provided
10/18/2006--Sold
N/A
11/24/2004--Sold
N/A
06/02/2000--Sold
N/A

Market trends in Chesterfield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$519K
$29.98KMoM
Sale-to-List Price
99.6%
0.4%MoM
Price per sq ft
$190
$4MoM
Available listings
149
20MoM
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Property Tax and Assessment

Year2025
Tax$6,004
Assessment$453,400
Home facts updated by county records

Comparable Sales for 16255 Windfall Ridge Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16276 Windfall Ridge Dr, Chesterfield, MO
0.09
Single-Family Home
-
03/23/26
3
2
2,401
16053 Hunters Way Dr, Chesterfield, MO
0.31
Single-Family Home
-
10/28/25
3
2
2,097
16083 Meadow Oak Dr, Chesterfield, MO
0.42
Single-Family Home
-
05/20/26
3
2
1,948
2113 Bow Tree Ct, Chesterfield, MO
0.24
Single-Family Home
-
06/30/26
5
3.5
3,120
2133 Hunters Way Ct, Chesterfield, MO
0.27
Single-Family Home
-
05/05/26
4
3
3,988
2110 Woodlet Park Dr, Chesterfield, MO
0.61
Single-Family Home
-
12/04/25
4
2
2,352
16078 Meadow Oak Dr, Chesterfield, MO
0.45
Single-Family Home
-
10/14/25
4
2.5
2,668
16012 Clarkson Woods Dr, Chesterfield, MO
0.48
Single-Family Home
-
08/22/25
4
2.5
2,267
2127 Park Forest Dr, Chesterfield, MO
0.28
Single-Family Home
-
09/08/25
5
3
4,014
16054 Hunters Way Dr, Chesterfield, MO
0.34
Single-Family Home
-
10/16/25
4
3.5
4,000

Nearby homes

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Assigned Schools

These are the assigned schools for 16255 Windfall Ridge 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 Chesterfield

At least 228 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

  • 43 % Say it's walkable to grocery stores

  • 39 % 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
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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
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  • 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
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  • 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
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  • Cori Chazen
    "Tree lined streets, well maintained properties, excellent public schools and centrally located to restaurants, shopping and highways."
    0
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  • 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
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  • 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
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  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 16255 Windfall Ridge Dr

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Off Market Homes Near 16255 Windfall Ridge Dr

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