Chesterfield, MO Homes

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  $550,000

  • 3 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  14312 Spyglass Ridge, Chesterfield, MO 63017

  This is your opportunity to own in The Mansions of Spyglass and to create your dream home. This 35 year old villa has over 3,788 total sf and sits in the back perimeter of one of Chesterfield's best and favorite gated communities. Featuring incredible main level living with Primary Ensuite with private sitting room, Living, Dining, Laundry, Kitchen, and Breakfast Rooms complete with a huge

  Julia Bakewell Compass Realty Group

  14312 Spyglass Ridge, Chesterfield, MO 63017
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  $925,000 Last List Price Sold Aug 27, 2025

  • 4,775 Sq Ft
  • $194/SF
  • 0 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1999

  1043 Greystone Manor Pkwy, Chesterfield, MO 63005

  ABSOLUTELY GORGEOUS! Beautifully updated two story home in Chesterfield’s prestigious Greystone blends timeless elegance with modern luxury. A dramatic two-story foyer with T-staircase & custom millwork sets the tone. Enjoy a sophisticated study, elegant formal dining room with wainscoting & a gourmet kitchen featuring 42” white cabinets, granite counters, stainless appliances & gleaming hardwood

  Jane Spooner RedKey Realty Leaders

  1043 Greystone Manor Pkwy, Chesterfield, MO 63005
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  /32

  Est $573,352 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,964 Sq Ft

  15906 Cypress Trace Ct, Chesterfield, MO 63017

  15906 Cypress Trace Ct, Chesterfield, MO 63017
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  /31

  $430,000

  • 4 Beds
  • 3 Baths
  • 2,632 Sq Ft

  131 Ridgecrest Dr, Chesterfield, MO 63017

  This home has the curb appeal you're looking for. Well maintained over the years with lots of updates and improvements. Newer windows throughout , newer beautiful wood floors in the Kitchen and Family room and hallway, updated first floor full bath. Primary suite is located on the first floor. The architectural roof is approximately 9 years old. The first floor laundry room complete with washer

  John Rice J.P.Rice Properties LLC

  131 Ridgecrest Dr, Chesterfield, MO 63017
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  $1,695,000 Last List Price Sold Aug 27, 2025

  • 6,022 Sq Ft
  • $281/SF
  • 14 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2013

  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
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  /26

  Est $438,196 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  19 Wharton Way Ct, Chesterfield, MO 63017

  19 Wharton Way Ct, Chesterfield, MO 63017
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  /49

  $510,000

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  153 Vonbehren Dr, Chesterfield, MO 63005

  Meticuliously maintained 1.5-story villa in the sought-after Villas at Chesterfield Bluffs gated community! A dramatic 2-story foyer welcomes you and opens to a sunny breakfast room and kitchen featuring Silestone countertops, custom cabinetry, double ovens, and an electric cooktop. The spacious great room with a gas fireplace is filled with natural light and walks out to a low-maintenance

  JT Monschein Compass Realty Group

  153 Vonbehren Dr, Chesterfield, MO 63005
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  /22

  $574,900 Last List Price Sold Aug 27, 2025

  • 3,182 Sq Ft
  • $181/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1983

  377 W Manor Dr, Chesterfield, MO 63017

  Welcome to this beautifully maintained 4-bedroom, 3.5-bath home in the top-rated Parkway School District! Thoughtfully cared for and move-in ready, this home is being sold as-is, but it’s clean, well-kept, and shows true pride of ownership. The seller has already taken care of the details, including recent servicing of the furnace and backup generator for peace of mind. Inside, you'll find a

  Shari Whay Real Broker LLC

  377 W Manor Dr, Chesterfield, MO 63017
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  /44

  Est $412,848 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  296 Ridge Trail Dr, Chesterfield, MO 63017

  296 Ridge Trail Dr, Chesterfield, MO 63017
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  $1,074,900 Open Sun 1PM - 3PM

  • 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
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  /43

  $950,000 Last List Price Sold Aug 27, 2025

  • 5,002 Sq Ft
  • $190/SF
  • 34 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2014

  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
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  /25

  Est $604,020 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,650 Sq Ft

  15823 Country Ridge Dr, Chesterfield, MO 63017

  15823 Country Ridge Dr, Chesterfield, MO 63017
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  /24

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  13314 Wood Chapel Dr, Saint Louis, MO 63141

  Unbelievable location in Chesterfield! This spacious villa offers 2 bedrooms with the potential for a 3rd. The layout can easily be converted back to 3 bedrooms if desired. The main floor kitchen has been beautifully updated with granite countertops, newer appliances, and freshly refinished cabinets. The bright breakfast room features a large bay window with a cozy window seat, flooding the space

  Elizabeth Wolf Pick Wolf Realty

  13314 Wood Chapel Dr, Saint Louis, MO 63141
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  $1,000,000 Last List Price Sold Aug 27, 2025

  • 5,156 Sq Ft
  • $194/SF
  • 4 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2015

  32 Chesterton Ln, Chesterfield, MO 63017

  Welcome to 32 Chesterton Ln, an exceptional modern home offering luxury, space, and privacy in the heart of Chesterfield. Built in 2015 and set on just over an acre, this 5-bedroom, 6-bathroom residence blends contemporary design with family-friendly functionality. Step inside to soaring ceilings, wide-open living spaces, and an abundance of natural light. The gourmet kitchen is a showstopper

  Alicia Cop Berkshire Hathaway HomeServices Select Properties

  32 Chesterton Ln, Chesterfield, MO 63017
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  /73

  Est $1,268,284 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,588 Sq Ft

  16364 Wynncrest Falls Way, Chesterfield, MO 63005

  16364 Wynncrest Falls Way, Chesterfield, MO 63005
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  $474,900

  • 3 Beds
  • 2.5 Baths
  • 2,291 Sq Ft

  15822 Harris Ridge Ct Unit 85, Chesterfield, MO 63017

  Immaculate End-Unit Villa in Prestigious Villages at Baxter Ridge!Discover luxury living in this spacious, meticulously maintained home featuring beautiful hardwood/lifetime plank floors throughout the main level. The gourmet kitchen boasts granite countertops, breakfast bar, stainless steel appliances, and large pantry with pull-out storage. Relax by the brick gas fireplace in the vaulted

  Terry Peterson MORE, REALTORS

  15822 Harris Ridge Ct Unit 85, Chesterfield, MO 63017
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  $425,000 Last List Price Sold Aug 26, 2025

  • 2,472 Sq Ft
  • $172/SF
  • 2 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1979

  1556 Charlemont Dr, Chesterfield, MO 63017

  Welcome to 1556 Charlemont Drive, a beautifully renovated home in the heart of Chesterfield offering three bedrooms, four baths, and a fully finished walkout lower level. This home has been thoughtfully updated from top to bottom with quality, high-end finishes throughout.The spacious primary suite is a standout. Featuring three separate closets with custom built-in organizers, including

  Patty Stellern Keller Williams Chesterfield

  1556 Charlemont Dr, Chesterfield, MO 63017
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  Est $700,575 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,954 Sq Ft

  25 Peppermill Ct, Chesterfield, MO 63005

  25 Peppermill Ct, Chesterfield, MO 63005
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  $558,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,809 Sq Ft

  862 Wellesley Place Dr, Chesterfield, MO 63017

  OPEN Sat 9/20, 12-2PM. Welcome to this meticulously maintained 4 bedroom, 3.5 bath 2-story home, nestled in the desirable Wellesley Place Subdivision! This residence offers a harmonious blend of comfort, style, and functionality. Step inside to discover an inviting floor plan with an abundance of natural light. The great room has vaulted ceilings, a cozy fireplace, and seamlessly flows into the

  Mark Gellman EXP Realty, LLC

  862 Wellesley Place Dr, Chesterfield, MO 63017
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  $619,900 Last List Price Sold Aug 26, 2025

  • 2,880 Sq Ft
  • $215/SF
  • 20 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  14031 Baywood Villages Dr, Chesterfield, MO 63017

  *OPEN HOUSE SUNDAY 8/10 from 1-3pm*Beautifully remodeled 3 bedroom, 3 bathroom ranch style villa in highly desirable Baywood Villages. Nestled on a premium lot with sweeping lake views this home offers the perfect blend of luxury, comfort and convenience. Inside you will find a tastefully updated interior featuring soaring vaulted ceilings, LVP flooring, modern finishes, custom Venetian plaster

  Julie Pfeifer Boutique Realty

  14031 Baywood Villages Dr, Chesterfield, MO 63017
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  /24

  Est $330,908 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,584 Sq Ft

  2365 Claymoor Dr Unit 2, Chesterfield, MO 63017

  2365 Claymoor Dr Unit 2, Chesterfield, MO 63017
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  $625,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,957 Sq Ft

  14663 Mallard Lake Dr, Chesterfield, MO 63017

  Beautiful 1 1/2 story villa in desirable Thousand Oaks subdivision! From the 2-story foyer you’re drawn to the very large great room, with full masonry gas fireplace and brick hearth, and a vaulted ceiling. But the main attraction is the wall of windows with a view of the lake in the distance, with a door leading to the expansive deck. The dining room boasts a large bay window, crown molding,

  Margie Kerckhoff Coldwell Banker Realty - Gundaker

  14663 Mallard Lake Dr, Chesterfield, MO 63017
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  $420,000 Last List Price Sold Aug 26, 2025

  • 1,671 Sq Ft
  • $251/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  1814 Baxter Ridge Dr Unit 3, Chesterfield, MO 63017

  Stylish & Spacious Townhouse in the Heart of Chesterfield! Welcome to this beautifully remodeled 2-bedroom + loft townhouse, perfectly situated in a desirable Chesterfield community. You'll love the light-filled, open floor plan & thoughtful upgrades throughout. The main level has a stunning kitchen featuring crisp white shaker cabinets, sleek quartz countertops & new high end appliances. Enjoy

  Lauren Risley Keller Williams Realty St. Louis

  1814 Baxter Ridge Dr Unit 3, Chesterfield, MO 63017
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  /39

  Est $696,582 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,032 Sq Ft

  16636 Chesterfield Manor Dr, Chesterfield, MO 63005

  16636 Chesterfield Manor Dr, Chesterfield, MO 63005
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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 3,218 Sq Ft

  14616 Rogue River Dr, Chesterfield, MO 63017

  Step into this warm ranch in prestigious Conway Forest and breathe a sigh of relief, your dream home is here! Enjoy an open concept living/dining room, perfect for entertaining. The kitchen offers gorgeous solid surface counters, oak cabinets, stainless appliances and a center island perfect for laughter filled dinners. Have your morning coffee or evening glass of wine in the breakfast nook

  Nikki Thompson EXP Realty, LLC

  14616 Rogue River Dr, Chesterfield, MO 63017
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  $875,000 Last List Price Sold Aug 26, 2025

  • 4,310 Sq Ft
  • $203/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  1411 Carriage Crossing Ln, Chesterfield, MO 63005

  Welcome to this charming home nestled on a beautifully landscaped lot, complete with a sparkling PebbleTec pool, hot tub, cool decking, brick patio, & pergola, perfect for outdoor entertaining. Enjoy peaceful mornings in the sunroom overlooking the private backyard oasis. Inside, you’re greeted by a warm interior with hardwood floors in the formal living & dining rooms, both featuring timeless

  Sheryl Deskin Compass Realty Group

  1411 Carriage Crossing Ln, Chesterfield, MO 63005
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  /24

  Est $267,927 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  15021 Claymoor Ct Unit 15, Chesterfield, MO 63017

  15021 Claymoor Ct Unit 15, Chesterfield, MO 63017
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  /49

  $1,000,000

  • 4 Beds
  • 5.5 Baths
  • 6,419 Sq Ft

  1475 Country Lake Estates Dr, Chesterfield, MO 63005

  Stunning 2-Story, custom home, nestled on .64-acre lot within a cul-de-sac street, in the prestigious Country Lake Estates Subdivision! Boasting 4 Beds, 6 Baths (5 Full/1 Half), 6,400+ square feet of living space & a terrific floor plan! 1st Floor features: 9-foot ceilings, formal Dining Room w/crown molding, light-filled Great Room w/wood burning fireplace & built-in wet bar; gourmet Kitchen

  Mark Gellman EXP Realty, LLC

  1475 Country Lake Estates Dr, Chesterfield, MO 63005
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  $675,000 Last List Price Sold Aug 25, 2025

  • 3,494 Sq Ft
  • $193/SF
  • 6 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1994

  16715 Chesterfield Manor Dr, Chesterfield, MO 63005

  You can't beat the location of this spacious 2-story, 4 houses down from the neighborhood pool, basketball/tennis/pickleball courts & fountained lake & conveniently close to the YMCA, Chesterfield Amphitheater, outstanding shopping, excellent dining, & fun entertainment venues in the heart of Chesterfield and Chesterfield Valley. Recently updated roof & HVAC system. Tall 9' ceilings on the main

  Chad Wilson Keller Williams Realty West

  16715 Chesterfield Manor Dr, Chesterfield, MO 63005
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  /34

  Est $1,006,544 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,761 Sq Ft

  15875 Kettington Rd, Chesterfield, MO 63017

  15875 Kettington Rd, Chesterfield, MO 63017
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  /37

  $399,000

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

  14312 Willow Spring Hill Dr, Chesterfield, MO 63017

  You’re too savvy for overpriced renos. The smart play is buying equity, building your vision, and securing an exclusive address that never goes out of style.So what could you do with nearly 4,000 sqft of atrium-style, tri-level luxury living in one of West County’s premier gated communities — at a purchase price that says as much about your taste as your financial savvy?Let’s call

  Caleb Travers Keller Williams Chesterfield

  14312 Willow Spring Hill Dr, Chesterfield, MO 63017
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  $1,375,000 Last List Price Sold Aug 25, 2025

  • 5,869 Sq Ft
  • $234/SF
  • 5 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1992

  14703 Kulkarni Ct, Chesterfield, MO 63017

  Do not overlook the #1 rule in real estate, Location, Location, Location! This 2 story in prestigious Brook Hill Estates is move in ready. With 5800 + Sq Ft of luxurious living space, this impeccable 5 Bedroom 6 Bathroom home is full of upgrades. Impressive 2 story staircase opens up to an Office, formal Dining Room and Great Room with bay windows and wood burning Fireplace. Hardwood floors

  Joshua Worth Compass Realty Group

  14703 Kulkarni Ct, Chesterfield, MO 63017
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  /27

  Est $228,694 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,526 Sq Ft

  15631 Hedgeford Ct Unit 14, Chesterfield, MO 63017

  15631 Hedgeford Ct Unit 14, Chesterfield, MO 63017
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  $524,900

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  76 Glen Cove Dr, Chesterfield, MO 63017

  Looking for a beautiful two-story in Chesterfield? Welcome to Westbury Manor—complete with a subdivision swim club! This home blends quality features with a gorgeous lot. Inside, you’ll find hardwood floors in the dining and living rooms, plus hardwood under the carpet in the family room and upstairs bedrooms. The kitchen is designed for the home chef and opens to inviting living spaces.The

  Phyllis Barr Coldwell Banker Realty - Gundaker

  76 Glen Cove Dr, Chesterfield, MO 63017
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  $439,900 Last List Price Sold Aug 25, 2025

  • 2,912 Sq Ft
  • $151/SF
  • 100 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1997

  111 Chesterfield Bluffs Dr, Chesterfield, MO 63005

  New Siding has been installed June 2025, Insurance Claim for new roof is in the works. Seller says I need it gone! Great Location spacious 2 Story Villa, minutes to highway/shopping/malls/schools! Maintenance free living in this lovely home in a gated community w/ club house, pool and walking trails. Ready to decorate to your taste! Enter foyer with hardwood flooring, to the left is the

  Barry Upchurch Barry Upchurch Realty

  111 Chesterfield Bluffs Dr, Chesterfield, MO 63005
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  /22

  Est $894,676 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,619 Sq Ft

  2 Old Belle Monte Rd, Chesterfield, MO 63017

  2 Old Belle Monte Rd, Chesterfield, MO 63017
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  $950,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft

  948 Grand Reserve Dr, Chesterfield, MO 63017

  Welcome to this Luxurious Ranch style home where you will be greeted with over 2,500 sqft of living space. You'll be welcomed with tall ceilings and gleaming hardwood floors upon entering the foyer. The amazing kitchen is a chefs dream with a double oven and a large island, soft close custom cabinets and stone countertops. The cozy living room features a stone gas fireplace, perfect for those

  Jack Ehlers Platinum Realty of St. Louis

  948 Grand Reserve Dr, Chesterfield, MO 63017
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  $430,000 Last List Price Sold Aug 25, 2025

  • 2,077 Sq Ft
  • $207/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1966

  229 River Valley Dr, Chesterfield, MO 63017

  Nestled on a desirable street, this beautifully landscaped home offers charming curb appeal & a welcoming presence from the moment you arrive. Step inside to find a bright & inviting entryway that opens into a spacious living room, where natural light pours in through bay windows. Paneled walls & built-in bookshelves add a cozy, character-filled touch. The adjoining dining room is equally

  Lauren Risley Keller Williams Realty St. Louis

  229 River Valley Dr, Chesterfield, MO 63017
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  /52

  Est $874,043 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,715 Sq Ft

  2183 Terrimill Terrace, Chesterfield, MO 63017

  2183 Terrimill Terrace, Chesterfield, MO 63017
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  /55

  $525,000

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  2110 Woodlet Park Dr, Chesterfield, MO 63017

  Craftsman-style 4BR ranch w/premium lovely yard in Clarkson Woods. Professionally designed, timeless curb appeal. Nicely updated! Family rm w/gas, brick fireplace & slider to awesome deck w/pergola seating benches. Kitchen w/shaker-style, antique-white kitchen cabinets, granite counters, tile backsplash, built-in microwave, updated lighting, gas stove, double oven, pantry, stainless appliances,

  Dana Tippit RE/MAX Results

  2110 Woodlet Park Dr, Chesterfield, MO 63017

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