266 Kaywin Ct, Chesterfield, MO 63017
Property image
Property image
OFF MARKET
Listed by Aryeh Freylicher, Platinum Realty of St. Louis, (314) 387-0888 . Bought with Coldwell Banker Realty - Gundaker West Regional

$613,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,442 sqft (on 0.49 acres)

266 Kaywin Ct, Chesterfield, MO 63017

Est. Refi. Payment $3,837/mo*
Refinance Your Home

Home Value

Trulia Estimate
$614K
Since last month
Decreased$6K (-1%)
Since last year
Increased$22K (+3.7%)
Since last sale
Increased$34K (+5.9%)
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$614K
August 2026$614K
July 2026$620K
June 2026$628K
May 2026$630K
April 2026$627K
March 2026$619K
February 2026$605K
January 2026$590K
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
14455 Tealcrest Dr, Chesterfield, MO
0.09
Single-Family Home
-
09/11/25
5
3.5
3,264
240 Greentrails Dr S, Chesterfield, MO
0.18
Single-Family Home
-
10/16/25
4
3
2,156
323 Branchport Dr, Chesterfield, MO
0.22
Single-Family Home
-
09/15/25
4
2.5
3,339
224 Brayhill Ct, Chesterfield, MO
0.18
Single-Family Home
-
05/19/26
4
2.5
2,590
114 Trailswest Dr, Chesterfield, MO
0.24
Single-Family Home
-
05/28/26
4
4
3,464
357 Cooperstown Dr, Chesterfield, MO
0.41
Single-Family Home
-
09/04/26
4
2.5
2,524
338 Branchport Dr, Chesterfield, MO
0.27
Single-Family Home
-
06/18/26
4
3
3,659
14227 Kinderhook Dr, Chesterfield, MO
0.33
Single-Family Home
-
02/13/26
3
2.5
2,428

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
14455 Tealcrest Dr, Chesterfield, MO 63017
0.09
$622,800
5
3.5
3,264
Off Market
339 Dinsmoor Dr, Chesterfield, MO 63017
0.11
$673,300
5
3
3,500
Off Market
296 Brayhill Ct, Chesterfield, MO 63017
0.11
$660,000
5
2.5
3,145
Off Market
288 Brayhill Ct, Chesterfield, MO 63017
0.10
$518,400
4
2.5
2,604
Off Market
326 Dinsmoor Dr, Chesterfield, MO 63017
0.15
$546,300
4
3
2,965
Off Market
237 Brayhill Ct, Chesterfield, MO 63017
0.15
$627,800
4
2
2,530
Off Market
14442 Corallin Dr, Chesterfield, MO 63017
0.20
$698,000
4
4
4,076
Off Market
320 Dungate Dr, Chesterfield, MO 63017
0.18
$474,300
3
2
3,039
Off Market
224 Brayhill Ct, Chesterfield, MO 63017
0.18
-
4
2.5
2,590
Recently Sold
240 Greentrails Dr S, Chesterfield, MO 63017
0.18
$568,900
4
3
2,156
Off Market
14472 Corallin Dr, Chesterfield, MO 63017
0.22
$607,600
5
2.5
2,724
Off Market

Local Information

  • Map ViewExplore the area around 266 Kaywin Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1972
0.49 acre lot
3,442 sqft
$178/sqft
2 Car Garage
HOA $7/mo

About this House

Step into this tastefully updated residence nestled on a serene, tree-lined cul-de-sac in the highly desirable Greentrails neighborhood. Situated on a spectacular, oversized lot, this home boasts a large, level backyard providing a beautiful, private oasis. Sun-filled rooms with stunning hardwood floors welcome you inside. A spacious family room, open to a living room & easy access to a backyard patio, is perfect for entertaining. The modern eat-in kitchen features stainless steel appliances and quartz countertops, complemented by a convenient 1st-floor laundry room. Updated bathrooms combine beauty with functionality. Four large bedrooms w/ beautiful hardwood floors on the 2nd level provide generous living space. The fully renovated basement including a bonus room offers wonderful opportunities for recreation, home office, indoor gym & a play area. This home seamlessly combines style, functionality, & privacy. Treat yourself to an appointment today.
266 Kaywin Ct, Chesterfield, MO 63017 is a 4 bedroom, 3 bathroom, 3,442 sqft single-family home built in 1972. It last sold for $580,000 on Aug 2, 2024 (3% below the $599,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $613,500, with a rent estimate of $3,805/month.

Home Details for 266 Kaywin Ct

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Partially Finished,Concrete,Storage SpaceNumber of Rooms: 4Types of Rooms: Primary Bedroom, Bedroom, Dining Room, Family Room, Laundry, Living Room, Office, Recreation 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: 3442 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Dishwasher, Disposal, Microwave, Electric Range, Electric Oven, Refrigerator, Stainless Steel Appliance(s)DishwasherDisposalLaundry: Main LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Attic Fan,Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family Room, Recreation Room, Decorative, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Hardwood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Hardwood

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Additional Parking,Attached,Covered,Garage,Garage Door Opener,Oversized,Off Street,Storage,Workshop in Garage
Frontage
Road Surface Type: ConcreteNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2393 Square FeetFinished Area (below surface): 1049 Square Feet

Days on Market

Cumulative Days on Market: 31

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Brick Veneer, Vinyl SidingNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 17R310304

Price & Status

Price
List Price: $599,900
Status Change & Dates
Off Market Date: Fri Aug 02 2024Possession Timing: Close Of Escrow, Negotiable

Location

Direction & Address
City: ChesterfieldCommunity: Windemere Place 2
School Information
Elementary School: Green Trails Elem.Jr High / Middle School: Central MiddleHigh School: Parkway Central HighHigh School District: Parkway C-2

Building

Building Area
Building Area: 3442 Square Feet

HOA

HOA Fee Includes: OtherAssociation for this Listing: St. Louis Association of REALTORSHOA Fee: $85/Annually

Lot Information

Lot Area: 0.49 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Subject to InspectionListing Terms: Cash, Conventional, FHA, Private Financing Available, VA Loan

Business

Business Information
Ownership: Private

Miscellaneous

BasementMls Number: 24033092Above Grade Unfinished Area: 2393Showing Requirements: Showing Service, Appointment Only, Register and Show, Lockbox

Price and Tax history

DateEventPrice
Aug 2, 2024
Source: MARIS #24033092
Sold
--
Jul 16, 2024
Source: MARIS #24033092
Pending
$599,900
Jun 21, 2024
Source: MARIS #24033092
PendingToActive
$599,900
May 29, 2024
Source: MARIS #24033092
Pending
$599,900
May 24, 2024
Source: MARIS #24033092
Listed For Sale
$599,900

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

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Frequently asked questions about 266 Kaywin Ct

  • What is 266 Kaywin Ct estimated to be worth?
    Trulia's estimated value for 266 Kaywin Ct in Chesterfield, MO is $613,500.
  • What is the price history for 266 Kaywin Ct?
    266 Kaywin Ct in Chesterfield, MO last sold in August 2024.
  • 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 266 Kaywin Ct have air conditioning?
    Yes, 266 Kaywin Ct in Chesterfield, MO has air conditioning.
  • Does 266 Kaywin Ct have laundry facilities?
    Yes, 266 Kaywin Ct in Chesterfield, MO has laundry facilities.

Explore by feature - Pet Friendly

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Off Market Homes Near 266 Kaywin Ct

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