Homes for sale under $500k in Chesterfield, MO

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ABOUT THIS HOME
Homes for sale under $500k in Chesterfield, MO
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 composite deck overlooking the level yard and lush common ground. The main-floor primary suite boasts a walk-in closet, an additional closet, and a full bath with dual sinks, granite counters, a soaking tub, and a walk-in shower. Upstairs offers two generously sized bedrooms with walk-in closets, a Jack

$499,900

3 beds2.5 baths2,594 sq ft

153 Vonbehren Dr, Chesterfield, MO 63005

$630 HOA • 2 garage spots • Community pool

ABOUT THIS HOME
Homes for sale under $500k in Chesterfield, MO
HERE IS YOUR CHANCE FOR A WONDERFUL HOME! Kitchen and laundry room refrigerators, Newer washer and dryer and large TV included in sale! The seller has spent 40 wonderful years creating memories in this very well-maintained, traditional 2-story home—now it’s your turn! Ideally located in the heart of Chesterfield, close to everything you need and within a top-rated school district. Recent updates include a new roof, gutters, and window wraps (Aug 2025), updated windows, front double door and sliding door, a maintenance-free composite deck and stairs, granite kitchen counters and sink, luxury vinyl plank flooring, and the conversion of the main floor half bath into a full bath. En

$499,000

4 beds3.5 baths3,166 sq ft

15648 Sugarridge Ct, Chesterfield, MO 63017

0.3 acre lot • 2 garage spots • Built 1978

ABOUT THIS HOME
Homes for sale under $500k in Chesterfield, MO
A meticulously maintained family home in Prime Chesterfield, nestled on a tranquil street in one of Chesterfield's most sought-after neighborhoods, this exceptional property presents a rare opportunity to secure a lifestyle of comfort, convenience, and community. Lovingly maintained and thoughtfully updated home, a blend of modern amenities and timeless charm. Situated within the prestigious, award-winning Parkway School District, the school offers convenient bus service to some of Missouri's most acclaimed middle and high schools. Manicured lawn and newer driveway lead to an exterior featuring durable, maintenance-free vinyl siding, soffits & the brand new roof installed in Sept 2025

$499,000

4 beds2 baths3,508 sq ft

15324 Appalachian Trl, Chesterfield, MO 63017

9,931 sq ft lot • 2 garage spots • Built 1974

ABOUT THIS HOME
Homes for sale under $500k in Chesterfield, MO
Welcome home to this fully renovated 3-bedroom, 2.5-bath charmer with a finished lower level, ideally located near top-rated schools, shopping, and dining. Step inside to soaring vaulted ceilings and an open, airy floor plan filled with natural light. The brand-new kitchen features modern cabinetry, sleek countertops, and stainless appliances-perfect for everyday living and entertaining. All baths have been stylishly updated, and the new flooring throughout ties the whole home together with a fresh, contemporary feel. The spacious finished lower level adds the perfect flex space for a family room, home office, or recreation area. Move-in ready and

$489,900

3 beds2.5 baths2,859 sq ft

15795 Scenic Green Ct, Chesterfield, MO 63017

9,774 sq ft lot • 2 garage spots • Built 1976

$465,000

3 beds3 baths3,226 sq ft

330 Morristown Ct, Chesterfield, MO 63017

$800 HOA • 2 garage spots • Community pool

Property at 1904 Dewitt Ridge Dr, Chesterfield, MO 63017, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths1,886 sq ft

1904 Dewitt Ridge Dr, Chesterfield, MO 63017

Property at 39 White Plains Dr, Chesterfield, MO, 4 beds, 2.5 baths

$449,000

4 beds2.5 baths2,092 sq ft

39 White Plains Dr, Chesterfield, MO

Property at 2202 White Cedar Ct, Chesterfield, MO 63017, 3 beds, 3 baths

$440,000

3 beds3 baths2,737 sq ft

2202 White Cedar Ct, Chesterfield, MO 63017

Property at 160 New Holland Dr, Chesterfield, MO 63017, 2 beds, 3 baths

$440,000

2 beds3 baths2,791 sq ft

160 New Holland Dr, Chesterfield, MO 63017

Property at 14300 Conway Meadows Ct #101, Chesterfield, MO 63017, 3 beds, 2 baths

$439,900

3 beds2 baths2,330 sq ft

14300 Conway Meadows Ct #101, Chesterfield, MO 63017

Property at 104 Amiot Ct, Saint Louis, MO 63146, 3 beds, 3 baths

$430,000

3 beds3 baths2,841 sq ft

104 Amiot Ct, Saint Louis, MO 63146

Property at 2034 Emerald Crest Ct, Chesterfield, MO 63017, 3 beds, 2 baths

$430,000

3 beds2 baths1,932 sq ft

2034 Emerald Crest Ct, Chesterfield, MO 63017

Property at 15486 Hitchcock Rd, Chesterfield, MO 63017, 4 beds, 3.5 baths

$425,000

4 beds3.5 baths3,028 sq ft

15486 Hitchcock Rd, Chesterfield, MO 63017

Property at 14734 Ladue Bluffs Crossing Dr, Chesterfield, MO 63017, 2 beds, 2 baths

$420,000

2 beds2 baths1,450 sq ft

14734 Ladue Bluffs Crossing Dr, Chesterfield, MO 63017

Property at 15561 Highcroft Dr, Chesterfield, MO 63017, 3 beds, 2.5 baths

$419,900

3 beds2.5 baths2,050 sq ft

15561 Highcroft Dr, Chesterfield, MO 63017

Property at 14300 Conway Meadows Ct #302, Chesterfield, MO 63017, 2 beds, 2 baths

$399,900

2 beds2 baths1,893 sq ft

14300 Conway Meadows Ct #302, Chesterfield, MO 63017

Property at 2387 Baxton Way, Chesterfield, MO 63017, 2 beds, 3 baths

$395,000

2 beds3 baths2,746 sq ft

2387 Baxton Way, Chesterfield, MO 63017

Property at 16176 Lea Oak Ct, Chesterfield, MO 63017, 2 beds, 2.5 baths

$389,900

2 beds2.5 baths1,700 sq ft

16176 Lea Oak Ct, Chesterfield, MO 63017

Property at 1566 Milbridge Dr, Chesterfield, MO 63017, 2 beds, 2 baths

$339,000

2 beds2 baths1,243 sq ft

1566 Milbridge Dr, Chesterfield, MO 63017

Property at 14316 Conway Meadows Ct E #202, Chesterfield, MO 63017, 2 beds, 2 baths

$330,000

2 beds2 baths1,893 sq ft

14316 Conway Meadows Ct E #202, Chesterfield, MO 63017

Property at 1621 Walpole Dr Unit B, Chesterfield, MO 63017, 4 beds, 3 baths

$329,900

4 beds3 baths2,617 sq ft

1621 Walpole Dr Unit B, Chesterfield, MO 63017

Property at 13314 Wood Chapel Dr, Saint Louis, MO 63141, 2 beds, 2.5 baths

$309,000

2 beds2.5 baths1,445 sq ft

13314 Wood Chapel Dr, Saint Louis, MO 63141

Property at 1511 Hampton Hall Dr Unit 19 & 20, Chesterfield, MO 63017, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths2,960 sq ft

1511 Hampton Hall Dr Unit 19 & 20, Chesterfield, MO 63017

Property at 13312 Wood Chapel Dr, Saint Louis, MO 63141, 2 beds, 2 baths

$299,999

2 beds2 baths1,045 sq ft

13312 Wood Chapel Dr, Saint Louis, MO 63141

Property at 1530 Bedford Forge Ct #15, Chesterfield, MO 63017, 2 beds, 2 baths

$289,000

2 beds2 baths1,763 sq ft

1530 Bedford Forge Ct #15, Chesterfield, MO 63017

Property at 1525 Hampton Hall Dr #5, Chesterfield, MO 63017, 2 beds, 2 baths

$250,000

2 beds2 baths1,547 sq ft

1525 Hampton Hall Dr #5, Chesterfield, MO 63017

Property at 1611 Walpole Dr Unit C, Chesterfield, MO 63017, 2 beds, 2 baths

$249,900

2 beds2 baths1,675 sq ft

1611 Walpole Dr Unit C, Chesterfield, MO 63017

Property at 2323 Manor Grove Dr #4, Chesterfield, MO 63017, 3 beds, 2 baths

$240,000

3 beds2 baths1,490 sq ft

2323 Manor Grove Dr #4, Chesterfield, MO 63017

Property at 13115 Mill Crossing Ct #101, Saint Louis, MO 63141, 2 beds, 2 baths

$235,000

2 beds2 baths1,155 sq ft

13115 Mill Crossing Ct #101, Saint Louis, MO 63141

Property at 15593 Bedford Forge Dr #6, Chesterfield, MO 63017, 2 beds, 2 baths

$229,900

2 beds2 baths1,157 sq ft

15593 Bedford Forge Dr #6, Chesterfield, MO 63017

Property at 1530 Bedford Forge Ct #5, Chesterfield, MO 63017, 2 beds, 2 baths

$219,900

2 beds2 baths1,292 sq ft

1530 Bedford Forge Ct #5, Chesterfield, MO 63017

Property at 2335 Manor Grove Dr #9, Chesterfield, MO 63017, 2 beds, 2 baths

$219,900

2 beds2 baths1,294 sq ft

2335 Manor Grove Dr #9, Chesterfield, MO 63017

Property at 14443 Bantry Ln #1, Chesterfield, MO 63017, 2 beds, 2 baths

$219,000

2 beds2 baths1,368 sq ft

14443 Bantry Ln #1, Chesterfield, MO 63017

Property at 1121 Matador Dr, Saint Louis, MO 63141, 3 beds, 2.5 baths

$210,000

3 beds2.5 baths1,736 sq ft

1121 Matador Dr, Saint Louis, MO 63141

Property at 13819 Amiot Dr Unit D, Saint Louis, MO 63146, 3 beds, 2 baths

$209,900

3 beds2 baths1,588 sq ft

13819 Amiot Dr Unit D, Saint Louis, MO 63146

Property at 1521 Hedgeford Dr #9, Chesterfield, MO 63017, 2 beds, 2 baths

$199,900

2 beds2 baths1,292 sq ft

1521 Hedgeford Dr #9, Chesterfield, MO 63017

Property at 13503 Coliseum Dr, Chesterfield, MO 63017, 4 beds, 2.5 baths

$195,000

4 beds2.5 baths1,696 sq ft

13503 Coliseum Dr, Chesterfield, MO 63017

Property at 13489 Beaulac Dr, Saint Louis, MO 63141, 2 beds, 1.5 baths

$169,900

2 beds1.5 baths1,288 sq ft

13489 Beaulac Dr, Saint Louis, MO 63141

Property at 13579 Coliseum Dr Unit G, Chesterfield, MO 63017, 2 beds, 1.5 baths

$165,000

2 beds1.5 baths1,020 sq ft

13579 Coliseum Dr Unit G, Chesterfield, MO 63017

Property at 13410 Forestlac Dr, Saint Louis, MO 63141, 2 beds, 1.5 baths

$157,999

2 beds1.5 baths1,932 sq ft

13410 Forestlac Dr, Saint Louis, MO 63141

Property at 13515 Coliseum Dr Unit E, Chesterfield, MO 63017, 2 beds, 2 baths

$149,000

2 beds2 baths1,000 sq ft

13515 Coliseum Dr Unit E, Chesterfield, MO 63017

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Based on information submitted to the MLS GRID as of Sat Nov 29 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes for sale under $500k in Chesterfield

There are currently 43 homes for sale under $500k in Chesterfield. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesterfield stay on the market for 42 days and receive 5 offers. Popular neighborhoods include Fairmount, Claymont, Winding Trails, and Chesterfeld City Center. This map is refreshed with the newest listings in Chesterfield every 15 minutes.

In the past month, 54 homes have been sold in Chesterfield. In addition to houses in Chesterfield, there were also 41 condos, 14 townhouses, and 0 multi-family units for sale in Chesterfield last month. Chesterfield is a not walkable city in Missouri with a Walk Score of 19. Chesterfield is home to approximately 47,130 people and 43,775 jobs. Find your dream home in Chesterfield using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesterfield are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesterfield. Our Chesterfield real estate stats and trends will give you more information about home buying and selling trends in Chesterfield. If you're looking to sell your home in the Chesterfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesterfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Homes for sale under $500k in Chesterfield, MO

Homes for sale under $500k in Chesterfield

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