Chesterfield, MO Homes

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  /43

  $835,000

  Pending

  • 4 Beds
  • 3 Baths
  • 6,039 Sq Ft

  14391 Ladue Rd, Chesterfield, MO 63017

  Welcome to 14391 Ladue Road, a spacious Chesterfield ranch offering over 6,000 sq. ft. of total living space on a .579-acre corner lot. This 4-bedroom, 3-bath home features an open floor plan, wood flooring, dining space, and an inviting family room with a newly installed fireplace box. The kitchen offers a large center island, solid-surface countertops, gas cooking, and plenty of space for

  Lindsey Jacobs Compass Realty Group

  14391 Ladue Rd, Chesterfield, MO 63017
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  /53

  $400,000 Last List Price

  Sold Jun 22, 2026

  1302 Saltbox Dr, Chesterfield, MO 63017

  • 5 Beds
  • 2.5 Baths
  • 2,090 Sq Ft
  • Built 1977

  Last Sold Summary

  • $191/SF
  • 21 Days On Market

  Current Estimated Value $434,681

  Last Listing Agent Diane Kettering Alexander Realty Inc

  1302 Saltbox Dr, Chesterfield, MO 63017
• 

  

  

  /56

  Est $817,824

  Not Listed For Sale

  1731 Millstream Dr, Chesterfield, MO 63017

  • 4 Beds
  • 4 Baths
  • 4,077 Sq Ft
  • Built 1979

  1731 Millstream Dr, Chesterfield, MO 63017

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Paige Hellmann Keller Williams Chesterfield
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  /48

  $840,000

  $59K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,029 Sq Ft

  16557 Baxter Forest Ridge Dr, Chesterfield, MO 63005

  SPACE, PRIVACY AND ALL WITHOUT THE UPKEEP OF A LARGE PROPERTY IN THE HEART OF CHESTERFIELD!!! Tucked against a peaceful wooded backdrop in The Forest, this spacious 1.5 story home offers well over 4,000 square feet of finished living space and a wonderfully flexible floor plan designed for the way people live today. The expansive main level allows for comfortable everyday living without ever

  Berkley Land ReeceNichols Real Estate

  16557 Baxter Forest Ridge Dr, Chesterfield, MO 63005
• 

  

  

  /51

  $779,000 Last List Price

  Sold Mar 18, 2026

  1302 Wellington View Place, Chesterfield, MO 63005

  • 5 Beds
  • 4.5 Baths
  • 3,862 Sq Ft
  • Built 1997

  Last Sold Summary

  • $202/SF
  • 10 Days On Market

  Current Estimated Value $777,771

  Last Listing Agent Mary Beth Benes Coldwell Banker Realty - Gundaker

  1302 Wellington View Place, Chesterfield, MO 63005
• 

  

  /50

  Est $670,857

  Not Listed For Sale

  413 Forsheer Dr, Chesterfield, MO 63017

  • 4 Beds
  • 3.5 Baths
  • 2,783 Sq Ft
  • Built 1988

  413 Forsheer Dr, Chesterfield, MO 63017

  Last Sold Summary

  • 133 Days On Market

  Last Listing Agent George Hotard RE/MAX Results
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  /62

  $795,000

  • 5 Beds
  • 6 Baths
  • 3,976 Sq Ft

  17619 Bridgeway Dr, Chesterfield, MO 63005

  Showings start Thursday 9/24 at 12-2, 4-6 Open Houses! Five bedroom Wildhorse Village home on a level cul-de-sac lot in award-winning Rockwood School District! The main-level kitchen & breakfast room open directly to the large paver patio, while the finished walk-out lower level also provides backyard access—an uncommon combination for easy indoor-outdoor living.The level, private

  Kathleen Helbig EXP Realty, LLC

  17619 Bridgeway Dr, Chesterfield, MO 63005
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  /51

  $850,000 Last List Price

  Sold Oct 17, 2025

  10 Forest Club Dr, Chesterfield, MO 63005

  • 5 Beds
  • 6 Baths
  • 5,274 Sq Ft
  • Built 1974

  Last Sold Summary

  • $161/SF
  • 3 Days On Market

  Current Estimated Value $882,947

  Last Listing Agent Christi Miceli RE/MAX Results

  10 Forest Club Dr, Chesterfield, MO 63005
• 

  

  /23

  Est $799,568

  Not Listed For Sale

  14965 Clayton Rd, Chesterfield, MO 63017

  • 6 Beds
  • 4 Baths
  • 2,463 Sq Ft
  • Built 1958

  14965 Clayton Rd, Chesterfield, MO 63017

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Shaun Bell Keller Williams Realty West
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  /47

  $1,195,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  1307 Homestead Heights Dr, Chesterfield, MO 63005

  OPEN HOUSE SUNDAY, OCTOBER 4TH, 1-3 PM. Welcome to 1307 Homestead Heights Drive, where refined comfort generous living spaces, and a serene wooded setting come together on an exceptional 1.24-acre corner lot in highly desirable Homestead Estates. From the moment you arrive, this beautiful residence make an impression. Backing to mature trees, the property offers a sense of privacy and tranquility

  Marc Levinson Dielmann Sotheby's International Realty

  1307 Homestead Heights Dr, Chesterfield, MO 63005
• 

  /2

  $500,000 Last List Price

  Sold Sep 30, 2025

  14523 Marmont Dr, Chesterfield, MO 63017

  • 5 Beds
  • 4 Baths
  • 2,643 Sq Ft
  • Built 1969

  Last Sold Summary

  • $189/SF

  Current Estimated Value $564,762

  Last Listing Agent Samuel Row Keller Williams Pinnacle

  14523 Marmont Dr, Chesterfield, MO 63017
• 

  

  /62

  Est $656,303

  Not Listed For Sale

  15320 Coventry Woods Ct, Chesterfield, MO 63017

  • 4 Beds
  • 3.5 Baths
  • 3,382 Sq Ft
  • Built 1989

  15320 Coventry Woods Ct, Chesterfield, MO 63017

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Laurie Bennett Keller Williams Chesterfield
• 

  

  /21

  $192,800

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  15631 Hedgeford Ct Unit 9, Chesterfield, MO 63017

  Welcome to easy, low-maintenance living in the desirable Brandywine community! This spacious 2-bedroom, 2-bathroom condo offers 1,292 square feet and a comfortable, functional floor plan. The inviting living room features a gas fireplace and opens to a covered deck—perfect for relaxing outdoors. A separate dining room and generously sized eat-in kitchen provide plenty of space for everyday living

  Gene Coleman C4 Realty Group

  15631 Hedgeford Ct Unit 9, Chesterfield, MO 63017
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  /47

  $1,240,000 Last List Price

  Sold Jan 30, 2026

  2109 Saddlebred Ct, Chesterfield, MO 63005

  • 5 Beds
  • 6 Baths
  • 5,825 Sq Ft
  • Built 1996

  Last Sold Summary

  • $213/SF
  • 0 Days On Market

  Current Estimated Value $1,377,609

  Last Listing Agent Patricia Lowenberg ReeceNichols Real Estate

  2109 Saddlebred Ct, Chesterfield, MO 63005
• 

  

  /45

  Est $901,314

  Not Listed For Sale

  2268 Whitby Rd, Chesterfield, MO 63017

  • 4 Beds
  • 4.5 Baths
  • 4,652 Sq Ft
  • Built 1970

  2268 Whitby Rd, Chesterfield, MO 63017

  Last Sold Summary

  • 139 Days On Market

  Last Listing Agent Rich Hart Gladys Manion, Inc.
• 

  

  /46

  $679,000

  Pending

  • 3 Beds
  • 3 Baths
  • 3,299 Sq Ft

  14141 Baywood Villages Dr, Chesterfield, MO 63017

  Villa living without compromise in desirable Baywood Villages! Offering approximately 2,299 sq. ft. above grade, plus a beautifully finished walkout lower level, this spacious 3-bedroom, 3-full-bath villa with a 2-car garage combines the ease of main-level living with the space, privacy and indoor-outdoor lifestyle of a single-family home.A dramatic entry sets the tone and opens to an

  Mary Slay Dielmann Sotheby's International Realty

  14141 Baywood Villages Dr, Chesterfield, MO 63017
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  /57

  $889,000 Last List Price

  Sold Jul 23, 2026

  17715 Drummer Ln, Chesterfield, MO 63005

  • 5 Beds
  • 3.5 Baths
  • 4,537 Sq Ft
  • Built 1989

  Last Sold Summary

  • $196/SF
  • 3 Days On Market

  Current Estimated Value $867,831

  Last Listing Agent JT Monschein Compass Realty Group

  17715 Drummer Ln, Chesterfield, MO 63005
• 

  

  /40

  Est $653,337

  Not Listed For Sale

  16410 Woodlodge Ct, Chesterfield, MO 63005

  • 4 Beds
  • 3.5 Baths
  • 4,207 Sq Ft
  • Built 1979

  16410 Woodlodge Ct, Chesterfield, MO 63005

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Toika Collida Nettwork Global
• 

  /2

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 3,954 Sq Ft

  14312 Willow Spring Hill Dr, Chesterfield, MO 63017

  Welcome to beautiful Cedar Springs in Town and Country. This bright and spacious townhome offers 3 bedrooms and 2.5 baths, 2 decks, brick-fenced private yard and 2-car attached garage. Newly remodeled kitchen, bathrooms, and all new windows & doors–move right in and enjoy effortless living in this exclusive community with well-maintained amenities. The main floor is great for entertaining with

  Amanda Watkins Knight and Drews LLC

  14312 Willow Spring Hill Dr, Chesterfield, MO 63017
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  /51

  $453,680 Last List Price

  Sold Jul 01, 2026

  621 Claymont Estates Dr, Chesterfield, MO 63017

  • 4 Beds
  • 4 Baths
  • 2,612 Sq Ft
  • Built 1967

  Last Sold Summary

  • $174/SF
  • 56 Days On Market

  Current Estimated Value $460,795

  Last Listing Agent Rob Weiman Coast2Coast Auctions and Realty LLC

  621 Claymont Estates Dr, Chesterfield, MO 63017
• 

  

  /37

  Est $1,076,025

  Not Listed For Sale

  290 Herworth Dr, Chesterfield, MO 63005

  • 4 Beds
  • 4 Baths
  • 4,835 Sq Ft
  • Built 1979

  290 Herworth Dr, Chesterfield, MO 63005

  Last Sold Summary

  • 300 Days On Market

  Last Listing Agent Kathleen Gettinger Coldwell Banker Realty - Gundaker
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  /39

  $800,000

  $50K PRICE DROP Pending

  • 5 Beds
  • 4.5 Baths
  • 4,013 Sq Ft

  15920 Picardy Crest Ct, Chesterfield, MO 63017

  Impeccably kept and ideally located, this exceptional villa offers more than 4,000 square feet of living space with a thoughtful, comfortable floorplan designed for both everyday living and entertaining. The updated kitchen serves as the heart of the home, while several newer windows bring in wonderful natural light throughout.Enjoy two gas fireplaces, inviting living spaces, and a nice

  Mark Gellman EXP Realty, LLC

  15920 Picardy Crest Ct, Chesterfield, MO 63017
• 

  /2

  $550,000 Last List Price

  Sold Mar 02, 2026

  401 Conway Meadows Dr, Chesterfield, MO 63017

  • 4 Beds
  • 3 Baths
  • 3,629 Sq Ft
  • Built 1982

  Last Sold Summary

  • $152/SF
  • 0 Days On Market

  Current Estimated Value $547,852

  Last Listing Agent Default Zmember Zdefault Office

  401 Conway Meadows Dr, Chesterfield, MO 63017
• 

  

  /48

  Est $858,591

  Not Listed For Sale

  2221 Rebecca Lynn Ct, Chesterfield, MO 63017

  • 4 Beds
  • 3.5 Baths
  • 4,770 Sq Ft
  • Built 1999

  2221 Rebecca Lynn Ct, Chesterfield, MO 63017

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Jessica Wallace Compass Realty Group
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  /51

  $550,000

  $25K PRICE DROP Pending

  • 3 Beds
  • 4 Baths
  • 2,148 Sq Ft

  312 Diplomat Ln, Chesterfield, MO 63017

  Beautifully cared for and thoughtfully updated, this exceptional 3-bedroom, 4 full-bath home blends timeless comfort with modern convenience. From the moment you arrive, you'll appreciate the inviting atmosphere, spacious layout, and quality craftsmanship throughout. The updated kitchen, featuring newer LG appliances, opens seamlessly to the warm and welcoming family room, creating the perfect

  Seri Brillhart Coldwell Banker Realty - Gundaker West Regional

  312 Diplomat Ln, Chesterfield, MO 63017
• 

  

  /21

  $239,900 Last List Price

  Sold Mar 10, 2026

  1521 Hedgeford Dr Unit 5, Chesterfield, MO 63017

  • 2 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1975

  Last Sold Summary

  • $156/SF
  • 32 Days On Market

  Current Estimated Value $224,096

  Last Listing Agent Pat Benefield Coldwell Banker Realty - Gundaker

  1521 Hedgeford Dr Unit 5, Chesterfield, MO 63017
• 

  

  /44

  Est $786,161

  Not Listed For Sale

  2138 Englewood Terrace, Chesterfield, MO 63017

  • 4 Beds
  • 3.5 Baths
  • 3,660 Sq Ft
  • Built 1995

  2138 Englewood Terrace, Chesterfield, MO 63017

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Christi Miceli RE/MAX Results
• 

  

  /56

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,496 Sq Ft

  15819 Kersten Ridge Ct, Chesterfield, MO 63017

  Welcome to this beautifully updated 3 bedroom, 3 bathroom home located in the prestigious Villages at Baxter Ridge, offering an inviting blend of comfort, style, and easy living. The open floor plan is highlighted by soaring vaulted ceilings and a gas fireplace, creating an impressive yet welcoming main living space. The main floor features a den/office right off the foyer, a desirable primary

  Jill Schulte ReeceNichols Real Estate

  15819 Kersten Ridge Ct, Chesterfield, MO 63017
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  /41

  $599,000 Last List Price

  Sold May 28, 2026

  810 Wellesley Place Dr, Chesterfield, MO 63017

  • 5 Beds
  • 3.5 Baths
  • 2,352 Sq Ft
  • Built 1993

  Last Sold Summary

  • $255/SF
  • 18 Days On Market

  Current Estimated Value $620,409

  Last Listing Agent Susan Hurley Compass Realty Group

  810 Wellesley Place Dr, Chesterfield, MO 63017
• 

  

  /53

  Est $731,741

  Not Listed For Sale

  144 Highgrove Ln, Chesterfield, MO 63005

  • 4 Beds
  • 3.5 Baths
  • 3,457 Sq Ft
  • Built 1976

  144 Highgrove Ln, Chesterfield, MO 63005

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Kelli Michels Dalba Realty, LLC
• 

  

  /11

  $824,900

  New Construction $12K PRICE DROP Pending

  • 3 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  16591 Honey Locust Ct, Chesterfield, MO 63005

  New construction by Fischer Homes in the beautiful Wildhorse Village community, featuring the Hanover floorplan. This townhome design offers 3 bedrooms, 3 full baths, and 1 half bath. The main level showcases an open-concept layout where spacious kitchen with large pantry storage connects to the central dining area, with a view of the light-filled family room with fireplace. The upper level

  Alexander Hencheck FH Realty

  16591 Honey Locust Ct, Chesterfield, MO 63005
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  /3

  $280,000 Last List Price

  Sold Dec 22, 2025

  1726 Blue Oak Dr, Chesterfield, MO 63017

  • 3 Beds
  • 3.5 Baths
  • 1,670 Sq Ft
  • Built 1989

  Last Sold Summary

  • $168/SF
  • 0 Days On Market

  Current Estimated Value $411,600

  Last Listing Agent Patty Stellern Keller Williams Chesterfield

  1726 Blue Oak Dr, Chesterfield, MO 63017
• 

  

  /26

  Est $443,783

  Not Listed For Sale

  2306 Sportsmen Hill Dr, Chesterfield, MO 63017

  • 4 Beds
  • 2.5 Baths
  • 2,377 Sq Ft
  • Built 1975

  2306 Sportsmen Hill Dr, Chesterfield, MO 63017

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Mark Gellman EXP Realty, LLC
• 

  

  /33

  $530,000

  $20K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,450 Sq Ft

  334 Dungate Dr, Chesterfield, MO 63017

  Welcome to this beautifully refined residence in sought-after Chesterfield, where timeless elegance meets elevated everyday living. This home offers a fresh, luxurious feel from the moment you step inside. The main level showcases sophisticated formal living and dining rooms with rich hardwood flooring, complemented by a spacious family room designed for both comfort and style. The kitchen is a

  Mark Gellman EXP Realty, LLC

  334 Dungate Dr, Chesterfield, MO 63017
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  /32

  $775,000 Last List Price

  Sold Jul 13, 2026

  17141 Chaise Ridge Rd, Chesterfield, MO 63005

  • 6 Beds
  • 4.5 Baths
  • 4,740 Sq Ft
  • Built 1986

  Last Sold Summary

  • $164/SF
  • 4 Days On Market

  Current Estimated Value $806,302

  Last Listing Agent Laura Baird Coldwell Banker Realty - Gundaker West Regional

  17141 Chaise Ridge Rd, Chesterfield, MO 63005
• 

  

  /72

  Est $543,062

  Not Listed For Sale

  15901 Eagles Landing Ct, Chesterfield, MO 63017

  • 3 Beds
  • 2.5 Baths
  • 2,618 Sq Ft
  • Built 1985

  15901 Eagles Landing Ct, Chesterfield, MO 63017

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Brad Elsner Worth Clark Realty
• 

  

  /55

  $1,479,000

  $21K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,348 Sq Ft

  16955 Pine Summit Dr, Chesterfield, MO 63005

  Pool days, movie nights, front porch evenings and golf cart rides through beloved Fienup Farms define life at 16955 Pine Summit. Built by Consort Homes in 2019, this coveted expanded 1.5-story residence offers five bedrooms, four-and-one-half bathrooms and an exceptional layout designed for both everyday comfort. The main level features a spacious primary suite with an oversized walk-in closet,

  Jeff Lottmann Compass Realty Group

  16955 Pine Summit Dr, Chesterfield, MO 63005
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  /52

  $685,000 Last List Price

  Sold Dec 12, 2025

  19250 River Ridge Ln, Chesterfield, MO 63005

  • 5 Beds
  • 3.5 Baths
  • 3,822 Sq Ft
  • Built 1988

  Last Sold Summary

  • $179/SF
  • 37 Days On Market

  Current Estimated Value $743,317

  Last Listing Agent Venessa Bertrand Worth Clark Realty

  19250 River Ridge Ln, Chesterfield, MO 63005
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  /69

  Est $1,510,732

  Not Listed For Sale

  18128 Dawns Trail, Chesterfield, MO 63005

  • 5 Beds
  • 5 Baths
  • 4,914 Sq Ft
  • Built 2000

  18128 Dawns Trail, Chesterfield, MO 63005

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jamie Gilman RedKey Realty Leaders
• 

  

  /22

  $150,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  13485 Coliseum Dr Unit H, Chesterfield, MO 63017

  Completely Renovated Garden-Style Condo in Parkway Central Schools! This stunning 2-bedroom, 2-bath condo has been thoughtfully updated from top to bottom and is truly move-in ready. The heart of the home is the fantastic white kitchen featuring brand-new cabinetry, a new stove, and new microwave, creating a bright and modern space for cooking and entertaining. Additional updates include

  Alicen Holloway Dielmann Sotheby's International Realty

  13485 Coliseum Dr Unit H, Chesterfield, MO 63017

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