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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.

Search Chesterfield Luxury Homes for Sale Search Chesterfield Luxury Condos for Sale

Newest Chesterfield Luxury Real Estate Listings

17435 Wild Horse Creek  Road, Chesterfield image
17435 Wild Horse Creek Road, Chesterfield $1,775,000

SPECIAL PROMOTION ON PREMIUM LOT 1-$75,000 savings w/a lot hold by 2/15/23! Custom built 1.5 story home on 1+ acre wooded lot! Up to 6700 SF of living & entertaining spac...

  • 5 Beds
  • 5 Baths
  • MAR23005624 MLS
  • ACTIVE Status
26 Bonhomme Grove  Court, Chesterfield image
26 Bonhomme Grove Court, Chesterfield — Conway On The Grove $1,260,000

Welcome to this beautiful villa in a gated neighborhood in a convenient location. The home features dark bamboo wood floors, open floor plan, and 9 ft ceilings. There is ...

  • 4 Beds
  • 5 Baths
  • MAR23003817 MLS
  • Conway On The Grove Bldg.
  • ACTIVE Status
1323 Westchester Manor  Lane, Chesterfield image
1323 Westchester Manor Lane, Chesterfield $1,499,900

This custom 1.5 story is truly spectacular w/ many upgrades & custom amenities. Situated on a private cul-de-sac street & backing to trees. The 2 story entry leads to the...

  • 5 Beds
  • 6 Baths
  • MAR23004445 MLS
  • ACTIVE Status
1660 Trotting Trail  Road, Chesterfield image
1660 Trotting Trail Road, Chesterfield $1,025,000

Exquisitely renovated, 3 Bedroom, 3.5 Bath ranch situated on a 3-acre, cul-de-sac lot, boasts over 3,700 Sqft, including the Lower Level! The living space has vaulted cei...

  • 3 Beds
  • 4 Baths
  • MAR23001784 MLS
  • ACTIVE Status
Ventura - Wildhorse, Chesterfield image
Ventura - Wildhorse, Chesterfield $1,019,600

The Riviera features 2,980 square feet with a large open floor plan with 10' ceilings on the main level. The chef's kitchen, covered lanai, and courtyard area make it the...

  • 4 Beds
  • 4 Baths
  • MAR23003080 MLS
  • ACTIVE Status
Riviera - Wildhorse, Chesterfield image
Riviera - Wildhorse, Chesterfield $1,008,800

The Riviera features 2,980 square feet with a large open floor plan with 10' ceilings on the main level. The chef's kitchen, covered lanai, and courtyard area make it the...

  • 3 Beds
  • 5 Baths
  • MAR23003068 MLS
  • ACTIVE Status
San Marino - Wildhorse, Chesterfield image
San Marino - Wildhorse, Chesterfield $1,051,800

The San Marino features 3,477 sq ft. This vast open floor plan includes 10' ceilings on the main floor with a large chef's kitchen, private den, family foyer area, large ...

  • 4 Beds
  • 4 Baths
  • MAR23002963 MLS
  • ACTIVE Status
1520 W Hill  Road, Chesterfield image
1520 W Hill Road, Chesterfield $1,200,000

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...

  • MAR22073782 MLS
  • ACTIVE Status
677 Spirit Airpark W Drive, Chesterfield image
677 Spirit Airpark W Drive, Chesterfield $1,341,495

2.93 acre development-ready site located in booming Chesterfield submarket. Divisible, pad-ready, with all utilities to site and 225' of frontage along Olive Street Road....

  • MAR22073439 MLS
  • ACTIVE Status
41 West  Drive, Chesterfield image
41 West Drive, Chesterfield $6,811,120

Custom Home TBB by DH CUSTOM HOMES, home proposed on a stunning home site, 1.5 story home on approx. 16 acres in Chesterfield. Stunning brick & stone ext. w/ prof. landsc...

  • 5 Beds
  • 7 Baths
  • MAR22070249 MLS
  • ACTIVE Status
35 West  Drive, Chesterfield image
35 West Drive, Chesterfield $2,160,000

Custom Home TBB by DH CUSTOM HOMES, home proposed on a stunning home site, 1.5 story home on approx. 3 acres in Chesterfield. Stunning fiber cement ext. w/ prof. landscap...

  • 4 Beds
  • 5 Baths
  • MAR22070245 MLS
  • ACTIVE Status
33 West  Drive, Chesterfield image
33 West Drive, Chesterfield $2,260,000 ▲

Custom Home TBB by DH CUSTOM HOMES, home proposed on a stunning home site, 1.5 story home on approx. 3 acres in Chesterfield. Stunning brick & stone ext. w/ prof. landsca...

  • 4 Beds
  • 6 Baths
  • MAR22069578 MLS
  • ACTIVE Status

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