Chesterfield Real Estate | Chesterfield Properties for Sale

Tucked behind a canopy of mature trees, this extraordinary 6.51-acre sanctuary sits squarely in one of Town and Country's most coveted corridors, providing ultimate privacy and endless opportunities. Whether you envision a world-class equestrian estate or a bespoke private residence, the land delivers the canvas—and the infrastructure—to make it happen. Equine amenities are already in place, including a 6-stall barn with paddocks, a wash stall, and tack room (with bathroom), plus a spacious equipment shed. A charming 2-story farmhouse with 4 bedrooms and 2 bathrooms offers comfortable accommodations while you plan your vision. Horse lovers will appreciate the direct, road-free access to Queeny Park—564 acres of trails for riding, hiking, and exploring right at your doorstep. Despite the serene, countryside feel, the location keeps you effortlessly connected to major highways, top-rated schools, medical facilities, and premier dining and shopping. Discerning buyers will recognize just how rarely a parcel like this comes to market. Make sure you view the video tour that showcases everything this remarkable property has to offer.

1004 Weidman Rd, Chesterfield

$2,900,000

ACTIVE Status ⋅ Thomas Wood

Tucked behind a canopy of mature trees, this extraordinary 6.51-acre sanctuary sits squarely in one of Town and Country's most coveted corridors, providing ultimate privacy and endless opportunities. Whether you envision a world-class equestrian estate or a bespoke private residence, the land delivers the canvas—and the infrastructure—to make it happen. Equine amenities are already in place, including a 6-stall barn with paddocks, a wash stall, and tack room (with bathroom), plus a spacious equipment shed. A charming 2-story farmhouse with 4 bedrooms and 2 bathrooms offers comfortable accommodations while you plan your vision. Horse lovers will appreciate the direct, road-free access to Queeny Park—564 acres of trails for riding, hiking, and exploring right at your doorstep. Despite the serene, countryside feel, the location keeps you effortlessly connected to major highways, top-rated schools, medical facilities, and premier dining and shopping. Discerning buyers will recognize just how rarely a parcel like this comes to market. A video tour is available to showcase everything this remarkable property has to offer.

1004 Weidman Rd, Chesterfield

$179,900

ACTIVE Status ⋅ Alex Kheyfets

Back on market! This condo has been owned and occupied by the same family for the past 28 years. The spacious living and dining room combination provides an ideal setting for large family gatherings. It flows seamlessly into a generously sized breakfast room, which opens to a sizable deck—perfect for outdoor enjoyment—while the cozy, updated kitchen offers both function and style. The home features beautiful wood floors throughout the main and upper levels. Recent upgrades include updated kitchen, newer windows, Trane HVAC system, a new water heater, and numerous electrical improvements. The partially finished lower level provides additional living space for flexibility and comfort. Conveniently located across from the Four Seasons Shopping Center, the complex offers easy access to a variety of shops, grocery stores, and restaurants. It is situated within the highly sought-after Parkway Central School District, making it an even more desirable place to call home. The price of the unit is approximately one third of the price of single family homes of similar size in this area!

13573 Coliseum Dr, Chesterfield

$225,000

ACTIVE Status ⋅ Alison Bozzay

Price improvement! Come check out this newly listed gem that's already vacant, deep cleaned and move-in ready! This 2 large bedroom, 2.5 bathroom, townhouse-like condo has a wonderful layout with a finished walk-out basement, storage space, laundry hook ups and garage. Be sure to see the 2D floor plan in photos for room sizes and layout. New water heater installed last month, new garage door, new carpeting installed, fresh paint throughout - AND NEW, unused stainless steel kitchen appliances that stay! I bet this is just what you've been looking for in time to enjoy the clubhouse pool and tennis court. Be sure to schedule a showing soon! Next Open House: Saturday, 5/9, noon - 2 pm

13419 Forestlac Dr, Chesterfield

$799,900

ACTIVE Status ⋅ Katie McLaughlin

Nestled on a private acre lot at the end of a cul-de-sac in the sought-after Forest Hills Country Club subdivision, this beautifully updated 2-story home blends timeless charm with modern upgrades. Residents enjoy access to golf, swimming, tennis, and dining with optional country club membership. Step inside to a welcoming two-story foyer featuring a dramatic staircase, flanked by formal living and dining rooms. The spacious family room flows seamlessly into the updated kitchen, showcasing stylish cabinetry, granite countertops, stainless steel appliances, and updated lighting. A convenient main-floor laundry room and powder room complete the level. Upstairs, you’ll find four generously sized bedrooms with hardwood flooring throughout, including a primary suite retreat. The additional bedrooms share an updated hall bath. Outdoor living is just as inviting with a patio and expansive grounds offering privacy and space to enjoy. The rear-entry two-car garage adds convenience and curb appeal. The unfinished lower level provides a versatile space ready for future customization. Ideally located near shopping, dining, and fitness amenities, this move-in-ready home offers the perfect blend of comfort, style, and location.

156 Highgrove Ct, Chesterfield

$499,900

ACTIVE Status ⋅ Judy Mei

Almost one acre lot. Air conditioner 2026. House has been updated with new doors, fresh paint, new roof, updated kitchen and bath, park- like back yard. Finished basement has entertainment area and walkout. This house is good for home office

13815 Olive Blvd, Chesterfield

$797,000

ACTIVE Status ⋅ Kathy Helbig

Opportunity awaits you on this 2 acre property that offers approximately 132 feet of street frontage with plenty of traffic that is close to all amenities that the Chesterfield Valley has to offer. Right down the street from the new volleyball and basketball sports complex! Possibilities we can imagine utilizing this property for are potentially a self storage facility, camper or boat parking, landscaping business, pop up shop rental, co-working spaces, or be the landing and eatery for food trucks! Imagine a fun place with go karts or mini golf?? Currently hosts a brick 3 bedroom, 2 bathroom ranch home with attached 2 car garage. The living room, dining room and kitchen are all open with touches of beamed and vaulted ceilings and a wood burning fireplace. Roof and HVAC system are new! There is a large unfinished basement for additional possibilities. Join the buzz in Chesterfield and create your dream, here's your chance!

18668 Olive Street Rd, Chesterfield

$124,900

ACTIVE Status ⋅ Brandon Barbier

Prime Chesterfield location! Don’t miss this beautifully maintained and move-in ready condo that checks all the boxes. You’ll love the stylish mix of parquet and luxury vinyl flooring throughout, along with two spacious bedrooms and two full baths. The primary suite features a custom-built closet system, perfect for keeping things organized in style. Enjoy modern updates including the chef inspired kitchen, plus all the perks of easy condo living — assigned underground parking, extra storage, and access to a sparkling pool and clubhouse ideal for relaxing or entertaining. The front entrance to the building is being updated with a beautiful new door and windows, creating a stunning first impression while enhancing curb appeal, natural light, and overall property value. Located just minutes from shopping, dining, and major highways, this home combines comfort, convenience, and location in one unbeatable package. Schedule your tour today — this one won’t last!

13453 Colisum Dr Unit E, Chesterfield

$564,000

ACTIVE Status ⋅ Marcy Byrne

Easy, low-maintenance living in Town & Country-with space and flexibility today's buyers are looking for. This 1.5 story villa offers over 3,500 sq ft, giving you room to live, work and entertain without the upkeep of a traditional home. The open floor plan features soaring ceilings, skylights, new luxury vinyl flooring on main and upper level, new carpet, and a newer roof. The great room includes a floor-to ceiling wood burning fireplace, wet bar, and a layout that's ideal for hosting or just relaxing at home. A spacious dining area flows into the eat-in kitchen with granite countertops and access to a private patio-perfect for morning coffee or casual evenings outside. The main level includes a bedroom suite and laundry for added convenience. Upstairs, the primary suite offers an updated bath and large walk-in closet, along with a versatile den/office/nursery and half bath. The finished lower level adds even more flexible space with a family room, wet bar, office or workout area, gas fireplace, and a private sleeping area with full bath-great for guests or extended stays. Plantation shutters on all upstairs windows. Aggregate driveway, Enjoy Cedar Springs community amenities including a clubhouse, pool, tennis and pickleball courts, and walking trails-all supporting an active, social lifestyle. A great blend of space, convenience and lock-and-leave ease in a prime location! Owners are able to purchase a warranty for the Town & Country lateral outside sewer line. Call 844-257-8795

14380 Cedar Springs Dr, Chesterfield

$799,000

ACTIVE Status ⋅ Alex Whiteside

Prime opportunity along highly visible Chesterfield Parkway! This versatile 1.31 acre parcel is currently zoned R3 Residential and is designated as a Neighborhood Center in the City of Chesterfield Comprehensive Plan. The Neighborhood Center designation does support potential rezoning to a commercial district. With excellent frontage and convenient access to major thoroughfares, the property provides outstanding visibility and accessibility in one of Chesterfield’s most desirable and rapidly growing areas. Whether you’re a builder, investor, or business owner looking for your next strategic location, this site offers flexibility to develop residentially today or explore future commercial possibilities (subject to municipal approval). Surrounded by established neighborhoods, retail, dining, and business centers, the location combines strong traffic exposure with close proximity to everyday amenities. Don’t miss the chance to secure a high-potential parcel in a premier corridor with multiple development paths.

960 Chesterfield Pkwy E, Chesterfield

$210,000

ACTIVE UNDER CONTRACT Status ⋅ Roberta Doherty

Absolutely adorable 3-bed, 2.5-bath, 1,736 sqft all-brick townhome. Ready to move in for sure! Fully remodeled with a spectacular kitchen!! Stainless appliances; fridge stays! Solid surface counters and lots of cabinet space, too! Tile backsplash. The kitchen opens to the den, which features a gas fireplace. The family room is sunken to give a greater feeling of space. Separate dining too! All the flooring is beautiful luxury vinyl. Large primary bedroom! A walk-in closet is organized to store all of your clothes. Check out the room sizes! 2 more spacious bedrooms and another updated, full bath. Fresh Paint, carpet, and Windows! Full basement with laundry, Washer/Dryer stay! Private backyard with 6 ft privacy fence. 2 reserved parking spaces w/extra guest parking. Pool access, basketball & tennis courts. Exterior maintenance, water, sewer, trash & lawn care included! HVAC, HOT WATER, GARBAGE DISPOSAL 2 years. Sewer line repaired/fixed in 2022.

1104 Cantina Dr, Chesterfield

$150,000

ACTIVE Status ⋅ Larry Zablin

Excellent opportunity to own a conveniently located Office Condo in The Pines. Located close to the intersection of Olive Blvd and Woods Mill Rd. You, along with clients and employees with have convenient access to Hwy 141, banking, shopping and restaurants all within a few blocks of your new business location. This end unit, Courtyard Entry space features 3 generous sized Private Offices, along with a Reception Area, Break / Copy Room and a Private Bathroom. Stop paying rent and own your new business location!

4 The Pines Ct Unit D, Chesterfield

$930,444

ACTIVE Status ⋅ Bill DiMercurio

Excellent location just off Chesterfield Airport Rd right next to Spirit of St. Louis Airport. Currently zoned commercial. Location: Other

18450 Olive Street Road Rd, Chesterfield

$2,600,000

ACTIVE Status ⋅ Michael Tippit

Commercial Partners is please to present a building located at 629 Cepi Dr. in Chesterfield, MO, a suburban location approximately 25 miles from St Louis, MO. Built in 1995 and renovated in 2017 and 2020, this building consists of 20,650 sf with 4,650 sf Office and approximately 16,000 sf warehouse, 2-dock highs and 1 driven-door with approximately 18' ceilings. The facility was built on a reinforced concrete slab with steel superstructure supporting insulated masonry and metal exterior walls, a metal roof and topography is level. The building also boasts 3-phase electricity, large ventilation fans, gas heaters and some AC in Warehouse. Seven private offices, conference room, kitchen, three bathrooms, and large open areas for multiple workstations. The warehouse is fully insulated and sprinkled with skylights and LED lighting, and an alarm system. A great location in Chesterfield Valley with easy access to Highway 40/64, east to downtown St Louis and west to Kansas City MO., the site consists of 1.65 acres with 40+ striped parking spots with ample truck turnaround areas. Zoned M-3, planned industrial, the building is well suited for many different types manufacturing, and warehouse distribution. Accessibility by air with its neighbor being the Spirit of St Louis Airport, Chesterfield MO, increases the value of this building

629 Cepi Dr, Chesterfield

$194,900

ACTIVE UNDER CONTRACT Status ⋅ Michael Hill

Easy, Carefree Living in This Updated 2BR/2BA End-Unit Condo! SELLER TO PAY FIRST SIX MONTHS HOA DUES!!! Enjoy effortless living in this first-floor, end-unit condo offering a bright, open layout and thoughtful updates throughout. The kitchen features updated appliances, a large stainless-steel sink, ceiling fan, and organized pantry shelving. The dining area opens to the living room, where a gas fireplace and large window fill the space with natural light. A patio sits above a retaining wall, providing privacy and a great spot to relax or entertain. This is a very good price point for those folks who may be trying to get into Parkway Schools District! Do you have an aspiring Dentist or Chiropractor heading to school at Logan? This pad is less than ten minutes from the Logan U campus!! The primary bedroom includes a spacious walk-in closet and a private bath with walk-in shower, solid-surface counters, and updated white cabinetry. The second full bath offers a tub/shower combo with matching finishes. Main-floor laundry fits a full-size washer and dryer. You’ll appreciate the efficient floor plan, generous closet space, and comfortable flow throughout. Additional features include: 1-car garage parking space Clubhouse and pool access Fantastic suburban location close to shopping, dining, and more This home offers the perfect blend of comfort, convenience, and low-maintenance living — move right in and enjoy!

14443 Bantry Ln Unit 1, Chesterfield

$8,349,996

ACTIVE Status ⋅ Ben Cherry

This offering presents the rare opportunity to acquire a two-building office portfolio in the heart of Chesterfield Valley. With prominent building signage along Chesterfield Airport Road, the properties deliver exceptional visibility and brand presence in one of the region’s most dynamic business corridors. Together, the buildings provide abundant dedicated parking with 280 spaces (4.26/1,000 SF) to support tenant needs. Featuring modern, updated interiors and a highly accessible location, the portfolio is positioned for strong long-term demand. The properties sit immediately next door to the $130M “Gateway Studios” development and benefit from the energy of Chesterfield Valley’s thriving mix of retail, dining, entertainment, and corporate amenities. This combination of location, quality, and visibility makes the portfolio an outstanding investment opportunity.

702 Spirit 40 Park Dr, Chesterfield

$255,000

ACTIVE Status ⋅ Joshua Allen

Property Back on Market at no fault of the Seller. and a wonderful opportunity now awaits you! Experience unmatched value in the Chesterfield condo market with this penthouse-level Brandy Wine residence, offering nearly 3,000 sq ft of sophisticated living at $85.39/sqft. This 3-bed, 2.5-bath home delivers expansive spaces ideal for both everyday comfort and elevated entertaining. The crisp white kitchen features granite countertops, stainless steel appliances, a breakfast bar, and a cozy dining nook. A formal dining room provides the perfect setting for hosting gatherings. An oversized living/media room impresses with a gas fireplace, built-ins, wet bar, and French doors leading to a private balcony. A versatile bonus room offers endless possibilities—home office, gym, playroom, or even a potential second primary suite. The primary suite is a true retreat, complete with a romantic fireplace, generous sitting area, dual walk-in closets, and private balcony access. The In-unit laundry adds convenience and efficiency. Community amenities include secure entry with elevator access, two secured tandem parking spaces, a storage locker, communal area for gathering. clubhouse, pool, lake, and beautifully maintained grounds. All of this in a prime location near dining, shopping, golf, parks, trails, and vibrant local attractions. Property has been well-maintained during ownership. All appliances are to stay. This property is move-in ready and just waiting for your touches to make this unique penthouse your new home! You won’t find another West County condo offering single-level living, open space, comfort, and value! A Building Inspection was completed and is attached in the supplements for Buyer's peace of mind and full transparency. All minor items called out have been addressed, and the water Heater unit was replaced in June 2026. A Home Protection is offered with the Sale by the Seller. This is an exceptional rental opportunity. Cool bachelor pad, family home or retirement opportunity. It has it ALL! The pool & Clubhouse are perfect for recreational time and unwinding- the community offers lots of added activities throughout the year. Come check it out!!!!

1511 Hampton Hall Dr Unit 19 & 20, Chesterfield

$280,000

ACTIVE UNDER CONTRACT Status ⋅ Penny Schneithorst

Excellent opportunity to build your dream home on this 3 acre lot within the Parkway Central School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. Chesterfield letter in supplements indicates this 3 acre lot is zoned for a minimum of 0.5 acre lots (or have the whole 3 acres to yourself for an abundance of privacy)! See the documents in supplements which includes the original 2 lot survey of 6 acres that were being sold together in 2018 (the other 3 acre lot has been sold). The lot boundary lines on drone shots are approximate and should be verified by buyer with their own due diligence and a survey of this 3 acre lot.

15000 S Outer 40th Rd, Chesterfield

$1,640,000

ACTIVE Status ⋅ Tom Basler

New Construction (HOME TO BE BUILT)! Built by one of St. Louis' premier hands on builders Claymont Development, LLC - Wesley Byrne. The EXCEPTIONAL “ENCLAVE” ranch is a 3/3.5 home of apx 4,500 sqft w/ 4 car courtyard garage. Hand forged wrought iron entry door leads to the foyer w/ 12 ’ ceiling; flanked by formal dining room & office/den. Great room features 12’ ceiling, wall of windows & fireplace paired w/ cabinetry & bookcases. Vaulted hearth room w/ floor to ceiling Masonry fireplace open to the gourmet kitchen w/ HUGE island, all SS appliances, & gorgeous custom cabinetry. Coffered ceiling in Owner’s Suite. Unique brick & stone covered patio. Partially finished walk-out LL includes spacious rec room, custom brick & stone wet bar, 3rd bed & bath. Amenities include onsite pickleball court, walking trail, common ground, & gazebo. Pictures of a previously built home. Tour is of the Display Home

805 Silver Buck Ln, Chesterfield

$900,000

ACTIVE Status ⋅ Catherine Shaw-Connely

Home is to be sold in AS IS condition. 4.15+/- Acres in desirable PRIME CHESTERFIELD LOCATION along Kehrs Mill Road. It is truly a "diamond in the rough" with the seclusion of trees. No subdivision, so no restrictions. Perfect location for your dream home, a contemporary farmhouse, or even a country estate. Within the Rockwood School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. CALL US DIRECTLY WITH ANY QUESTIONS. THIS LISTING IS DUPLICATE OF MLS #24014459.

17421 Private Valley Ln, Chesterfield

$2,900,000

ACTIVE UNDER CONTRACT Status ⋅ Catherine Shaw-Connely

An EXQUISITE EQUESTRIAN ESTATE nestled in the woods amongst 14+/- scenic rolling acres in Chesterfield along Kehrs Mill Road! Idyllic & rare, this extraordinary estate features a sprawling, custom designed 4,125 sq ft, 7 bedroom, 3 full & 1 half bath, pool, pool house, barn, 1 paddock, 1 pasture, and workshop! 2 story home w/impressive architectural detail, original wood flooring & abundant windows allowing expansive views of the lavish acreage! Perfect location for your dream home, a contemporary farmhouse, or even a country estate. Within the Rockwood School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. ALL buildings are being sold "as is", NO Seller's Disclosure available. DUPLICATE LISTING OF MLS#25026774.

1577 Kehrs Mill Rd, Chesterfield

$2,900,000

ACTIVE UNDER CONTRACT Status ⋅ Catherine Shaw-Connely

An EXQUISITE EQUESTRIAN ESTATE nestled in the woods amongst 14+/- scenic rolling acres in Chesterfield along Kehrs Mill Road! Idyllic & rare, this extraordinary estate features a sprawling, custom designed 4,125 sq ft, 7 bedroom, 3 full & 1 half bath, pool, pool house, barn, 1 paddock, 1 pasture, and workshop! 2 story home w/impressive architectural detail, original wood flooring & abundant windows allowing expansive views of the lavish acreage! Perfect location for your dream home, a contemporary farmhouse, or even a country estate. Within the Rockwood School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. ALL buildings are being sold "as is", NO Seller's Disclosure available. DUPLICATE LISTING OF MLS#25026775.

1577 Kehrs Mill Rd, Chesterfield

$900,000

ACTIVE Status ⋅ Catherine Shaw-Connely

Home is to be sold in AS IS condition. 4.15+/- Acres in desirable PRIME CHESTERFIELD LOCATION along Kehrs Mill Road. It is truly a "diamond in the rough" with the seclusion of trees. No subdivision, so no restrictions. Perfect location for your dream home, a contemporary farmhouse, or even a country estate. Within the Rockwood School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. CALL US DIRECTLY WITH ANY QUESTIONS. DUPLICATE LISTING OF MLS#24014458.

17421 Private Valley Ln, Chesterfield

Chesterfield Properties for Sale

Newest Chesterfield Properties for Sale