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5-Bedroom Homes for Sale in Chesterfield, MO

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  • /24

    $495,000

    • 5 Beds
    • 3 Baths
    • 2,347 Sq Ft

    15261 Springrun Dr, Chesterfield, MO 63017

    Your dream home awaits in the Upper Conway Area! Welcome to 15261 Springrun Dr. Chesterfield MO with 5 Bedrooms and 3 Bathrooms. Located in the highly sought-after Parkway School District, this stylish, move-in-ready home offers the perfect blend of design, comfort, and convenience. The moment you walk in, you are greeted by a striking glass stairway, creating a bright and modern focal point in

    Agent Photo

    Peter Lu

    EXP Realty, LLC

    (636) 597-5556

    15261 Springrun Dr, Chesterfield, MO 63017
  • /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
  • /64

    $1,499,900

    • 5 Beds
    • 6 Baths
    • 5,807 Sq Ft

    832 Stone Bridge Springs Dr, Chesterfield, MO 63005

    One-of-a-kind 5 bed, 6 bath (3 full, 3 half) French country home designed by artist John Pils in partnership with Timberland Design, set on 3 serene acres of wooded privacy. This architectural gem blends artistry, craftsmanship, and comfort, with soaring cathedral ceilings, natural pine and red oak details, and thoughtfully crafted elements that echo the tranquility of the surrounding landscape.

    Agent Photo

    William Springer

    Compass Realty Group

    (636) 630-7031

    832 Stone Bridge Springs Dr, Chesterfield, MO 63005
  • /66

    $1,750,000

    • 5 Beds
    • 6 Baths
    • 6,107 Sq Ft

    6 Kehrs Mill Glen Ct, Chesterfield, MO 63005

    Life Is Better at 6 Kehrs Mill Glen Court. Every room feels like stepping into the pages of a Restoration Hardware catalog! timeless, refined, and elegant. Chevron herringbone wood floors anchor the design, while soaring 10-foot ceilings and curated finishes embody executive-level comfort. Perched atop a hill, the property enjoys sweeping views and privacy. The two-story foyer opens to formal

    Jeff Lottmann Compass Realty Group

    6 Kehrs Mill Glen Ct, Chesterfield, MO 63005
  • /47

    $1,675,000

    • 5 Beds
    • 4.5 Baths
    • 6,148 Sq Ft

    202 Fick Farm Rd, Chesterfield, MO 63005

    Welcome to your dream home in beautiful Chesterfield! This 6,148 sq ft estate offers the perfect blend of comfort, luxury, and an inviting vibe. Set on 6 acres (including adjacent parcel), the property provides privacy while remaining close to all Chesterfield amenities. A two-story foyer opens to an office with built-ins and a dining room with crown molding and custom millwork. The main floor

    Sheryl Deskin Compass Realty Group

    202 Fick Farm Rd, Chesterfield, MO 63005
  • /64

    $1,300,000

    • 6 Beds
    • 4 Baths
    • 5,246 Sq Ft

    18615 Charlevoix Ln, Chesterfield, MO 63005

    Nestled on an exquisite 1.7+ acre lot in a private neighborhood with walk-in access to Babler State Park, this custom atrium ranch is the epitome of refined living, offering the perfect harmony of elegance, comfort & function. Set against the serene backdrop of a pond, this residence delivers unparalleled tranquility & breathtaking views. Step into the impressive great rm with soaring vaulted

    JT Monschein Compass Realty Group

    18615 Charlevoix Ln, 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
  • /99

    $1,749,000

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

    2209 Ridgley Woods Dr, Chesterfield, MO 63005

    *OH 9/13, 10a-12p* Imagine coming home to this breathtaking estate where timeless elegance meets refined rustic warmth. This professionally designed 5 bed/5F/2H/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.

    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
  • /68

    $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 just fished on September 14th, 2025 & ready. 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,

    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
  • /3

    $1,249,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 5,482 Sq Ft

    14265 Manderleigh Woods Dr, Chesterfield, MO 63017

    This beautifully designed Miceli-built 1.5 Sty features well-proportioned rooms with soaring ceilings, oak & marble flooring, detailed trim work & palladian windows. Impressive 2-sty marble foyer highlighted by flared staircase leads to well-appointed study, dining room with wide arched entryway and stunning great room with marble fireplace, wet bar & dramatic wall of windows. Spacious open

    Mary Beth Benes Coldwell Banker Realty - Gundaker

    14265 Manderleigh Woods Dr, Chesterfield, MO 63017
  • /60

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 3,890 Sq Ft

    9 Picardy Hill Dr, Chesterfield, MO 63017

    Welcome to this Beautifully updated 5BR/4.5BA Villa offering nearly 4,000 sq. ft. of elegant living space in a private gated community. The Main Floor features a spacious entry w/ soaring ceilings, triple crown molding, and cased doorway to the Formal Dining Room w/ Tray ceiling and shutters. The dramatic two-story Great Room showcases 18’ ceilings, a wall of windows for natural light, triple

    Paige Hellmann Keller Williams Chesterfield

    9 Picardy Hill Dr, Chesterfield, MO 63017
  • /46

    $975,000

    • 5 Beds
    • 4.5 Baths
    • 5,335 Sq Ft

    1123 Cabinview Ct, Chesterfield, MO 63017

    Prepare to be impressed by this beautifully designed 1.5-story atrium style home, where a dramatic two-story great room showcases a stunning wall of windows and custom built-ins surrounding a cozy gas fireplace overlooking gorgeous pool. The main level features new hardwood flooring, a serene primary suite with spa-like bath, plus a versatile study. The updated kitchen offers a gas cooktop,

    Stacie Fryrear Coldwell Banker Realty - Gundaker

    1123 Cabinview Ct, Chesterfield, MO 63017
  • /71

    $1,099,000

    • 5 Beds
    • 4.5 Baths
    • 4,201 Sq Ft

    17643 Wildridge Dr, Chesterfield, MO 63005

    17643 Wildridge delivers a rare blend of architecture and elegance in Chesterfield’s coveted Wildhorse community. With 5 bedrooms, 5 baths, 5 walk-in-closets, and 3 fireplaces. this house offers incredible space, storage, and luxury. Dramatic vaulted ceilings and a breathtaking atrium create a showstopping backdrop with panoramic views of the changing seasons. The main-floor primary suite

    Jeff Lottmann Compass Realty Group

    17643 Wildridge Dr, Chesterfield, MO 63005
  • /91

    $1,050,000

    • 5 Beds
    • 4.5 Baths
    • 5,441 Sq Ft

    15575 Meadowbrook Circle Ln, Chesterfield, MO 63017

    Fantastic outdoor spaces in this 5 bedroom, 4.5 bath home provides an oasis for your family and friends. Home is situated on the cul-de-sac at the back of Twin Estates at Meadowbrook subdivision backing to Meadowbrook CC! 2-Sty entry foyer has travertine tile floors & is flanked by the formal living/dining rooms. Custom stone gas fireplace, built-in bookcases, wet bar, & 5 window bay overlooking

    Kelly Britt Keller Williams Realty St. Louis

    15575 Meadowbrook Circle Ln, Chesterfield, MO 63017
  • /35

    $635,000

    • 5 Beds
    • 3.5 Baths
    • 4,525 Sq Ft

    2700 Autumn Run Ct, Chesterfield, MO 63005

    Check out this amazing and HUGE house in Wildwood! Located on a quiet cul-de-sac with beautiful wooded views out back. This 2-story home offers nearly 4,600 sq. ft. of finished living space. The grand 2-story entry leads to rich wood floors and amazing living room featuring a gas fireplace, bay window, built-in bookcases, a wet bar, and access to a large deck overlooking the serene backyard. The

    Derek Merkel Harold M. Klamen & Assoc.

    2700 Autumn Run Ct, Chesterfield, MO 63005
  • /51

    $725,000

    • 6 Beds
    • 4.5 Baths
    • 4,092 Sq Ft

    14516 Crossway Ct, Chesterfield, MO 63017

    Extraordinary 1.5 story with a desirable main floor primary suite & loads of updates! This 6 bed/4.5 bath home is packed w/just under 4100 sq ft of living space & was designed for every stage of life! A charming covered porch & ideal cul-de-sac location exudes charm demanding a closer look. Gorgeous hardwoods invite you in, and to your left is a spacious primary suite offering both convenience &

    Ryan Shakofsky Coldwell Banker Premier Group

    14516 Crossway Ct, Chesterfield, MO 63017
  • /30

    $749,900

    • 5 Beds
    • 3 Baths
    • 3,733 Sq Ft

    1812 Oak Tree Ridge Rd, Chesterfield, MO 63005

    Tucked away on three serene and secluded acres, this stately Colonial stone retreat offers the best of both worlds—peaceful privacy with effortless access to shops, dining, and everyday conveniences. From the moment you step into the gracious stone foyer, you're welcomed by a sense of timeless charm. The paneled formal dining room sets the stage for elegant entertaining, while the dramatic

    Valerie Engel Coldwell Banker Realty - Gundaker

    1812 Oak Tree Ridge Rd, Chesterfield, MO 63005
  • /59

    $1,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,332 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
  • /32

    $799,900

    • 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
  • /82

    $829,000

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

    1230 Wildhorse Parkway Dr, Chesterfield, MO 63005

    Beautiful Executive 2 Story Home! New Decor!!! Newly Painted and New Carpeting!!! 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

    Jill Lich Jill Lich Realty

    1230 Wildhorse Parkway Dr, Chesterfield, MO 63005
  • /66

    $2,900,000

    • 7 Beds
    • 3.5 Baths
    • 4,125 Sq Ft

    1577 Kehrs Mill Rd, Chesterfield, MO 63005

    An EXQUISITE EQUESTRIAN ESTATE nestled in the woods amongst 14+/- scenic rolling acres in Chesterfield along Kehrs Mill Road! Idyllic & rare, this extraordinary estate features a sprawling, custom designed 4,125 sq ft, 7 bedroom, 3 full & 1 half bath, pool, pool house, barn, 1 paddock, 1 pasture, and workshop! 2 story home w/impressive architectural detail, original wood flooring & abundant

    Catherine Shaw-Connely Tom Shaw, REALTORS

    1577 Kehrs Mill Rd, Chesterfield, MO 63005
  • /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
  • /4

    $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
  • /9

    $1,425,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 7,447 Sq Ft

    17702 Horse Creek Ct, Chesterfield, MO 63005

    Welcome to this expansive and beautifully appointed home nestled on a private, 1.16-acre lot in a prestigious neighborhood. Step inside to a dramatic two-story great room featuring a stunning wall of windows that floods the space with natural light. The heart of the home is a spacious kitchen/hearth room, outfitted with custom 42-inch cabinetry, top-of-the-line appliances, a center island,

    Elizabeth St. Cin Laura McCarthy- Clayton

    17702 Horse Creek Ct, Chesterfield, MO 63005

Home Trends in Chesterfield, MO

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$705,000
Median Townhouse Sale Price
$712,216
Median 2 Bedroom Sale Price
$261,500
Average Price Per Sq Ft
$212
Number of Homes for Sale
110
Last 12 months Home Sales
772
Months of Supply
1.70
Median List Price
$639,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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