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5-Bedroom Homes for Sale in Chesterfield, MO

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  • /48

    $1,100,000

    • 5 Beds
    • 5.5 Baths
    • 5,796 Sq Ft

    805 Stone Bridge Springs Dr, Chesterfield, MO 63005

    Welcome to your private retreat nestled on three peaceful, wooded acres in the heart of Wildwood, Missouri. This one-of-a-kind, one-owner estate offers the perfect blend of luxury, comfort, and nature—just minutes from top-rated Lafayette Schools and all the conveniences of West County.This spacious home features five bedrooms and six bathrooms, including four private en-suites, providing

    Agent Photo

    Krista Hartmann

    RE/MAX Results

    (636) 435-7096

    805 Stone Bridge Springs Dr, Chesterfield, MO 63005
  • /48

    $1,695,000 Open Wed 3PM - 5PM

    • 5 Beds
    • 5.5 Baths
    • 6,022 Sq Ft

    1514 Homestead Summit Dr, Chesterfield, MO 63005

    Custom Build Home in Top-Rated School District! 5 Beds | 5.5 Baths | 6,000+ Sq Ft | Private Pool OasisWelcome to this stunning 1.5-story French Country-style home, thoughtfully designed by Flower Builders and packed with high-end upgrades and timeless charm. With over 6,000 square feet of luxurious living space, this 5-bedroom, 5.5-bath home offers comfort, elegance, and plenty of

    Ramona Jones RL Jones Properties

    1514 Homestead Summit Dr, Chesterfield, MO 63005
  • /42

    $1,300,000

    • 5 Beds
    • 4.5 Baths
    • 5,323 Sq Ft

    351 Oak Stand Ct, Chesterfield, MO 63005

    Welcome to 351 Oak Stand Court, a stunning 6 bedroom, 4.5-bath home offering over 5,300 sq ft of total living space in the highly desirable Reserve at Chesterfield Village! Step into the grand two-story foyer and take in the light-filled, open layout. The main level boasts a double-sided fireplace connecting the living and family rooms, along with a gourmet kitchen featuring two center islands,

    Jody Parrish EXP Realty, LLC

    351 Oak Stand Ct, Chesterfield, MO 63005
  • /79

    $1,850,000

    • 5 Beds
    • 7 Baths
    • 8,140 Sq Ft

    2209 Ridgley Woods Dr, Chesterfield, MO 63005

    Imagine coming home to this breathtaking estate where timeless elegance meets refined rustic warmth. This professionally designed 5 bed/4F/3H/3 car garage home blends sophisticated charm, luxurious finishes, and everyday comfort within its 8140 sf TLA. A welcoming foyer opens to dramatic great room with soaring cathedral ceilings, exposed beams, and bespoke brass chandelier. Fully renovated

    Jamie Walsh Fathom Realty-St. Louis

    2209 Ridgley Woods Dr, Chesterfield, MO 63005
  • /54

    $1,695,000

    • 5 Beds
    • 6 Baths
    • 7,679 Sq Ft

    1315 Wildhorse Meadows Dr, Chesterfield, MO 63005

    Elegant estate situated on one acre! From a grand 2-story entrance you'll notice supreme finishes like ornate moulding/trim, fresh paint, new 3/4'' White Oak Engineered hdwd floors, & built-in shelving. Head past the massive study & formal dining rm into the great rm w/ floor-to-ceiling windows, wet bar & one of the FIVE fireplaces. The vaulted kitchen is adorned w/ a butler's pantry and dual

    Tracy Kelly Compass Realty Group

    1315 Wildhorse Meadows Dr, Chesterfield, MO 63005
  • /46

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,034 Sq Ft

    630 Pine Creek Dr, Chesterfield, MO 63017

    Step into luxury with this stunning 1.5 story with 5-bedrooms, 4.5-bath home, the builder's personal masterpiece crafted with impeccable detail and top-tier finishes. The first floor impresses with main floor master bedroom, 9’ ceilings, solid core doors, and luxurious hardwood flooring. The gourmet kitchen features custom cabinetry, a large island, granite countertops, soft-close drawers, a

    Daniel Murphy Murphy Realty Group, Inc.

    630 Pine Creek Dr, Chesterfield, MO 63017
  • /70

    $2,375,000

    • 5 Beds
    • 4.5 Baths
    • 6,339 Sq Ft

    1205 Patchwork Fields, Chesterfield, MO 63005

    Located in prestigious Fienup Farms, this impressive 1.5 story, built in 2021 by Claymont Development leaves nothing to be desired! Expanded floor plan, 5 beds, 4.5 baths, 6400 finished square feet, and upgrades too numerous to list. 2-story foyer is the grand entrance to a luxurious, sun-kissed open floor plan! The kitchen, adorned with quartz counters, Thermador appliances, and a walk-in

    Dawn Krause Keller Williams Chesterfield

    1205 Patchwork Fields, Chesterfield, MO 63005
  • /3

    $1,299,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,260 Sq Ft

    1556 Wildhorse Parkway Dr, Chesterfield, MO 63005

    This exquisite newly built ready by AUGUST 2025. 1.5 story home 0.72 Acres wildwood! with a 3-car side-entry, blends elegance and comfort! features a breathtaking window wall, 9ft ceilings throughout, and Hardwood flooring throughout the main level. The gourmet kitchen boasts white shaker cabinetry, stacked glass cabinets, quartz countertops, a large Mocha Island & D-bar, and SS appliances

    Samer Ajamal Worth Clark Realty

    1556 Wildhorse Parkway Dr, Chesterfield, MO 63005
  • /75

    $1,840,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,244 Sq Ft

    776 Schaeffer's Grove Ct, Chesterfield, MO 63005

    New Construction (HOME TO BE BUILT)! MAGNIFICENT 1.5 Story home w/ Finished Lower Level in a FABULOUS LOCATION! Crafted by St. Louis' premier hands-on builder, Claymont Development, LLC - Wesley Byrne. The WINGATE III is a spectacular 5BR, 4.5bath w/ 5200 sqft of exquisitely finished living space. Exterior features a warm blend of brick & stone; extensive millwork; The two-story entry foyer makes

    Dawn Krause Keller Williams Chesterfield

    776 Schaeffer's Grove Ct, Chesterfield, MO 63005
  • /38

    $575,000

    • 5 Beds
    • 3.5 Baths
    • 4,401 Sq Ft

    1806 Summer Lake Dr, Chesterfield, MO 63017

    1806 Summer Lake delivers what today’s buyers value most: space, condition, and location. With five large bedrooms and three full bathrooms all on second floor, this home offers functionality and opportunity. The primary suite is unmatched in size, featuring three closets, vaulted ceilings, a spacious bathroom with a glass-enclosed shower, and a corner soaking tub. Major systems are already

    Jeff Lottmann Compass Realty Group

    1806 Summer Lake Dr, Chesterfield, MO 63017
  • /59

    $1,050,000

    • 5 Beds
    • 4.5 Baths
    • 6,014 Sq Ft

    445 Whitestone Farm Dr, Chesterfield, MO 63017

    Welcome home to 445 Whitestone Farm Drive – Where Luxury, Space, and Location Meet!This stunning 5-bedroom, 4.5-bath home offers over 6,000 square feet of beautifully finished living space in one of Chesterfield’s most desirable neighborhoods—just moments from the upcoming Downtown Chesterfield development.Step inside to find gleaming hardwood floors throughout the main level, a

    Stephen Allen EXP Realty, LLC

    445 Whitestone Farm Dr, Chesterfield, MO 63017
  • /43

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 5,002 Sq Ft

    325 Oak Stand Path, Chesterfield, MO 63005

    NEW LOOK! Stunning two story in sought-after Reserve at Chesterfield Village—this 5-bed, 4.5 bath custom beauty spans over 5,000 sq ft on a gorgeous lot. Built in 2014, this home blends upscale finishes with thoughtful design. The open main level shines with engineered hardwood floors, a chef’s kitchen featuring stainless appliances, gas cooktop, double ovens, granite counters, large island,

    Amanda Alejandro Realty Shop

    325 Oak Stand Path, Chesterfield, MO 63005
  • /32

    $815,000

    • 5 Beds
    • 3.5 Baths
    • 3,952 Sq Ft

    2259 Sycamore Dr, Chesterfield, MO 63017

    Exceptional Living in Chesterfield’s Twin EstatesExperience refined living at 2259 Sycamore, a beautifully appointed residence in the prestigious Twin Estates neighborhood, served by the acclaimed Rockwood School District. This expansive home blends timeless elegance with everyday comfort, offering the perfect balance of space, privacy, and functionality. A dramatic two-story entry welcomes

    Shantelle Harris RE/MAX Results

    2259 Sycamore Dr, Chesterfield, MO 63017
  • /55

    $780,000

    • 5 Beds
    • 4 Baths
    • 4,960 Sq Ft

    14901 Jockey Club Dr, Chesterfield, MO 63017

    Welcome to this beautifully updated five bedroom, three bath home in the highly sought after White Gate Farms Estates. Offering over 5,000 square feet of living space, this home has been completely transformed inside and out. As you step inside, you will be greeted by an open and airy layout with fresh paint, sleek new flooring and an abundance of natural light throughout. The main floor features

    Saad Sukhera Sukhera Realty

    14901 Jockey Club Dr, Chesterfield, MO 63017
  • /69

    $829,000

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    1230 Wildhorse Parkway Dr, Chesterfield, MO 63005

    Beautiful Executive 2 Story Home! Located in a Private Wooded Setting on approx. 2 Acres, Back Yard Oasis with Spectacular Lake Views. Easy Access to Chesterfield Valley and next Door to the Tennis Courts, Pool and Lake. Great Attention to Detail and Craftsmanship. Highlights & Upgrades incl: Brick Front Exterior, Newer HVAC., 9 ft. Ceilings on the First Flr, 2 Story Entry Foyer w T Staircase,

    Jill Lich Jill Lich Realty

    1230 Wildhorse Parkway Dr, Chesterfield, MO 63005
  • /32

    $429,000

    • 5 Beds
    • 3 Baths
    • 2,360 Sq Ft

    2022 Tramore Ct, Chesterfield, MO 63017

    Back on Market - No Fault of Seller. Don't miss out on this gorgeous home in Chesterfield! Beautifully updated 5bd/3bth house in Parkway West schools, offering over 2,300sqft total living area and a new roof (6/2025)! Main floor features updated kitchen and open floor plan. Hardwood floors lead you to three spacious bedrooms and two updated bathrooms to round out the main floor. Lower level

    Mark Gellman EXP Realty, LLC

    2022 Tramore Ct, Chesterfield, MO 63017
  • /99

    $699,000

    • 5 Beds
    • 3.5 Baths
    • 4,471 Sq Ft

    2233 Kehrsglen Ct, Chesterfield, MO 63005

    4400+ SQ FT 1.5 STORY ON 1 ACRE - 5BR - 3 CAR GARAGE - FINISHED BASEMENT-CUl-DA-SAC. Perfect for your large family & entertaining family & friends! Enter to foyer with living room/dining room to the left & main floor master suite to the right. Handy half bath off foyer. Main living area is open & spans the back of the home: great room features FP, dry bar, + bay window w/french doors out to patio

    Bridget Forbes Berkshire Hathaway HomeServices Select Properties

    2233 Kehrsglen Ct, Chesterfield, MO 63005
  • /3

    $3,899,000 New Construction

    • 6 Beds
    • 7 Baths
    • 7,052 Sq Ft

    310 Wardenburg Farms Dr, Chesterfield, MO 63005

    Discover the ultimate in luxury living with this exceptional 3-acre vacant lot, situated in the prestigious, multi-million-dollar Wardenburg Farms community. This remarkable property boasts full walk-out potential and expansive frontage, offering a striking entrance to your custom estate. Bring your builder of choose this Kemp Signature design boasting over 7000 finished sqft. This Hawthorne'

    Amanda Alejandro Realty Shop

    310 Wardenburg Farms Dr, Chesterfield, MO 63005
  • /34

    $3,900,900 New Construction

    • 6 Beds
    • 8 Baths
    • 9,468 Sq Ft

    310 Wardenburg Farms Dr, Chesterfield, MO 63005

    This 3-acre Wardenburg Farms lot on desirable lane of estate homes! This breathtaking TO BE BUILT custom home offers over 7,000 sq ft on the main level plus over 2,000 sq ft in the finished lower level. Timeless elegance and exceptional craftsmanship shine throughout with solid farm wood floors, arched doorways, beamed ceilings, and refined millwork. The open floor plan centers around a stunning

    Amanda Alejandro Realty Shop

    310 Wardenburg Farms Dr, Chesterfield, MO 63005
  • /36

    $639,900 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,706 Sq Ft

    86 Heather View Dr, Chesterfield, MO 63017

    Spectacular renovation. This full-brick 5 BR ranch features light-filled rooms with freshly painted interiors, contemporary fixtures & oak hardwoods that extend throughout the main floor. Gracious entry foyer leads to formal living room, dining room with double atrium doors & spacious family room with floor-to-ceiling brick fireplace, wet bar & sliding glass door to private patio. Designer

    Mary Beth Benes Coldwell Banker Realty - Gundaker

    86 Heather View Dr, Chesterfield, MO 63017
  • /79

    $2,400,000 Coming Soon

    • 6 Beds
    • 7 Baths
    • 8,378 Sq Ft

    11 Summerhill Ln, Chesterfield, MO 63017

    Welcome to 11 Summerhill Ln, an extraordinary custom-built home offering over 8k sq ft of refined living space. Nestled on a lush, acre-plus lot backing directly to Queeny Park, this all-brick masterpiece blends architectural grandeur with serene natural beauty. Step through the grand double doors into a soaring foyer with dramatic ceilings, marble flooring, and custom staircase. A breathtaking

    Meggin Martin Compass Realty Group

    11 Summerhill Ln, Chesterfield, MO 63017
  • /77

    $1,675,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 7,587 Sq Ft

    1103 Sheffield Manor Ct, Chesterfield, MO 63017

    Prominently situated at the end of the cul-de-sac, this spectacular brick 1.5 Sty with its impressive 2-sty front porch & landscaped grounds makes a stunning entrance. Over 8,000 sq ft of living space enhanced by exceptional craftsmanship & extensive updates both inside & out including custom-designed kitchen & primary bath plus newer roof & HVAC & upgraded security system. Grand marble foyer

    Etty Masoumy Coldwell Banker Realty - Gundaker

    1103 Sheffield Manor Ct, Chesterfield, MO 63017
  • /77

    $3,495,000

    • 5 Beds
    • 7 Baths
    • 8,947 Sq Ft

    349 Conway Hill Rd, Saint Louis, MO 63141

    Nestled on an exclusive gated lane, this exceptional DeShetler-built estate has been extensively reimagined to meet the highest standards of todays lifestyle. Set on over an acre of meticulously landscaped grounds, the home offers more than 8,900 sq ft of refined living space. A grand marble foyer opens to wide-plank French oak flooring, soaring 12-foot ceilings, intricate moldings, and elegant

    Mary Beth Benes Coldwell Banker Realty - Gundaker

    349 Conway Hill Rd, Saint Louis, MO 63141

Home Trends in Chesterfield, MO

Housing Trends

Median Sale Price
$855,629
Median Single Family Sale Price
$1,200,000
Median Townhouse Sale Price
$689,543
Median 2 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$297
Number of Homes for Sale
6
Last 12 months Home Sales
116
Months of Supply
0.60
Median List Price
$949,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-31%
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