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Chesterfield Luxury Homes

Chestefield, the home of the longest outdoor shopping center in America, is also the home to many luxury homes. Chesterfield luxury homes can be found throughout the relative young city of Chesterfield, which was incorporated in 1988.

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Newest Chesterfield Luxury Real Estate Listings

1608 Soft Rush Court, Chesterfield image
1608 Soft Rush Court, Chesterfield $1,199,000

MOVE IN READY in Chesterfield, Rockwood Schools! Absolutely GORGEOUS 1.5 Story home in The Arbors at Kehrs Mill. Crafted by St. Louis' premier hands-on builder, Wesley By...

  • 4 Beds
  • 3.5 Baths
  • 20018223 MLS
  • ACTIVE Status
18255 Canyon Forest Court, Chesterfield image
18255 Canyon Forest Court, Chesterfield $1,150,000

Spectacular European-inspired Estate home! This stone-crafted 1.5 Sty features 10’ ceilings, elaborate millwork, arched entryways & oak hardwoods that extend throughout t...

  • 4 Beds
  • 4.5 Baths
  • 20016655 MLS
  • ACTIVE Status
16945 Riverdale Drive, Chesterfield image
16945 Riverdale Drive, Chesterfield $1,099,000

Spectacular 1.5 story has the “wow factor” and convenient location. Exceptional design features include a grand foyer, large study w/ 12’ ceilings & beautiful millwork. ...

  • 5 Beds
  • 4 Baths
  • 20015641 MLS
  • ACTIVE Status
432 Willow Weald Path, Chesterfield image
432 Willow Weald Path, Chesterfield $1,199,000

One of only 5 elite Hayden homes in the Reserves, this custom built ranch is SPECTACULAR. Top-of-the-line features. 4 BRs, 6 baths, 4 fireplaces and covered deck w/stone...

  • 4 Beds
  • 5 Baths
  • 20012461 MLS
  • ACTIVE Status
16787 Eagle Bluff Court, Chesterfield image
16787 Eagle Bluff Court, Chesterfield $1,799,999

Meticulous attention to detail & planning went into this beautifully designed estate home on cul-de-sac w/spectacular 1.7-acre private grounds. Upon entering this custom ...

  • 4 Beds
  • 4.5 Baths
  • 20010689 MLS
  • ACTIVE Status
35 Chesterfield Lakes, Chesterfield image
35 Chesterfield Lakes, Chesterfield $1,950,000

MAGNIFICENT, MAJESTIC AND ARCHITECTURALLY AMAZING SPRAWLING RANCH FEATURING OVER 8,000 SQUARE FEET OF INCREDIBLE CRAFTSMANSHIP! Original Cost Of Property 2.7 Mil! Every R...

  • 5 Beds
  • 6 Baths
  • 20007858 MLS
  • ACTIVE Status
1661 Wilson Avenue, Chesterfield image
1661 Wilson Avenue, Chesterfield $1,099,000

Nestled on 3 wooded acres lies a French country estate that will take your breath away. This beautiful custom-built home will provide the ultimate private living experien...

  • 4 Beds
  • 4 Baths
  • 20006995 MLS
  • ACTIVE Status
16944 Lake Meadow, Chesterfield image
16944 Lake Meadow, Chesterfield $1,099,000

New Ranch model on gorgeous walk-out lot in the new community of Fienup Farms by Prestige Custom Homes. This 4 bedroom, 4 bath home boasts 3 car side entry garage, 9' fo...

  • 4 Beds
  • 4 Baths
  • 20006295 MLS
  • ACTIVE Status
1 Haybarn Lane, Chesterfield image
1 Haybarn Lane, Chesterfield $1,450,000

Amazing opportunity to own over 9 acres in the heart of Chesterfield & Parkway schools! 1 Haybarn (~3 acres) & the adjacent 15 Haybarn (~6 acres) combine to create this d...

  • 3 Beds
  • 4.5 Baths
  • 19088414 MLS
  • ACTIVE Status
530 North Eatherton Road, Chesterfield image
530 North Eatherton Road, Chesterfield $1,809,918

16.615 +/- acres of prime commercial/light industrial property in Chesterfield Valley area. The perfectly level, rectangular lot fronts N. Eatherton Rd at street grade. ...

  • 0 Baths
  • 19057530 MLS
  • ACTIVE Status
14758 Schoettler Grove Court, Chesterfield image
14758 Schoettler Grove Court, Chesterfield $1,034,000 ▲

Spectacular 1.5 story by Prestige Custom Homes on a large home site in the Schoettler Grove subdivision. This 4 bedroom, 3.5 bath, home features a 3-car side entry garage...

  • 4 Beds
  • 3.5 Baths
  • 19049440 MLS
  • ACTIVE Status
108 North Eatherton Road, Chesterfield image
108 North Eatherton Road, Chesterfield $3,086,226

This is a once in a life time to own 14.17 acres in Chesterfield Valley,Priced for the land at $5/sq.ft. the buildings are thrown in for free.This is an operational nurse...

  • 0 Baths
  • 19025880 MLS
  • ACTIVE Status
18211 Wild Horse Creek, Chesterfield image
18211 Wild Horse Creek, Chesterfield $1,799,000 ▼

One of the landmark country estates off of Wildhorse Creek RD. Majestic 9 ac +/- property with 1.5 story Colonial w/ vistas overlooking the Chesterfield Valley. No need ...

  • 5 Beds
  • 7 Baths
  • 19013060 MLS
  • ACTIVE Status
1 Haybarn Lane, Chesterfield image
1 Haybarn Lane, Chesterfield $1,450,000 ▼

Amazing opportunity to own over 9 acres in the heart of Chesterfield & Parkway schools! 1 Haybarn (~3 acres) & the adjacent 15 Haybarn (~6 acres) combine to create this d...

  • 0 Baths
  • 18088509 MLS
  • ACTIVE Status
1520 West Hill Road, Chesterfield image
1520 West Hill Road, Chesterfield $1,800,000

Great opportunity for a developer or to build your own private Estate. 5.24+/- of partially wooded acres with a house and 2 outbuildings. Property is being sold in "as is...

  • 0 Baths
  • 18048431 MLS
  • ACTIVE Status

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