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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

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
2342 Sterling Pointe Drive, Chesterfield image
2342 Sterling Pointe Drive, Chesterfield $1,100,000

Stunning DeShetler 1.5 story estate on private level .9 acre. Take your outdoor entertaining to a new level w gorgeous gunite pool w spacious cool decking, show stopping ...

  • 5 Beds
  • 5 Baths
  • 20002175 MLS
  • ACTIVE Status
16769 Eagle Bluff Court, Chesterfield image
16769 Eagle Bluff Court, Chesterfield $1,595,000

Unsurpassed quality, value, style & elegance at every turn!! Hidden away in notable Fox Hill Farms, one of Chesterfield's most luxurious and family friendly developments ...

  • 6 Beds
  • 5.5 Baths
  • 20008556 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
16757 Eagle Bluff Court, Chesterfield image
16757 Eagle Bluff Court, Chesterfield $1,645,000

Exceptional 1.5 story home with over 8000 finished sq ft on premier 1.55 acre, cul-de-sac lot backing to trees! EIGHT bedrooms, 6 full/2 half baths. 10-ft ceilings and hd...

  • 8 Beds
  • 7 Baths
  • 20004956 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
1126 Greystone Manor Parkway, Chesterfield image
1126 Greystone Manor Parkway, Chesterfield $1,099,000 ▼

Stunning 1.5 story exec home on premium lot w/ heated, saltwater pool w/flowing waterfall and so much privacy. Now priced below market! Imagine floating on a raft under...

  • 5 Beds
  • 4.5 Baths
  • 19075548 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
  • 19072394 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
17911 Bonhomme Ridge Court, Chesterfield image
17911 Bonhomme Ridge Court, Chesterfield $1,495,000 ▼

This Elegant, Welcoming home will captivate, the moment you enter thru the lovely leaded glass doors. Soaring ceilings and exquisite finishes enhance the gracious living ...

  • 5 Beds
  • 5 Baths
  • 19015367 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

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