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 Crestwood is a small city whose residents take pride in the city's warmth and residential comfort. Located just southwest of Webster Groves and Kirkwood's Westborough Country Club, the city benefits from a convenient and beautiful location in south St. Louis County. Crestwood's low property taxes, efficient municipal services, and exemplary schools make this municipality an ideal place to live. Residents have access to breathtaking parklands and public amenities, as the local government displays a deep commitment to preserving a high quality of life in the community.

The area comprising present-day Crestwood was claimed by the French in 1682 as part of their Louisiana Territory. Control then passed to the Spanish, who gave land grants to European settlers. Of all groups to settle in the region, German brewers left the most lasting mark. The Anheuser and Busch families settled in the region and constructed homesteads. The community was further developed and popularized by August Busch I, who paid to construct a network of roads in the city. The area's development was achieved in this way until 1947, when a group of citizens petitioned for the incorporation of Crestwood as a village. Just two years later, Crestwood was incorporated as a city. Today, Crestwood is thriving. Comfortable residential properties cover its scenic landscape and the Crestwood-Sunset Hills Chamber of Commerce ensures that the city is supported by a strong retail sector and commercial tax base.

In 2016, Crestwood homes sold for a median price of $198,000. Homes are available at a wide variety of price ranges, but housing remains affordable. Home values are on the rise in the local market. Homes sold for a median price of $155,250 in 2011, showing a prince increase of 30% in the last five years. The city is predominantly residential, with an emphasis on detached, single-family homes. Most homes date back to the 1960s. Subdivisions such as Glenwood Place and Grant's Farm Trails boast manicured properties and towering homes. Other neighborhood streets are lined with comfortable ranch homes and traditional architecture. Whichever neighborhoods that these homes occupy, they are sure to be near any of Crestwood's 120 acres of parkland and benefit from idyllic surroundings.

Throughout Crestwood's storied history, it has been home to prominent residents and their palatial estates. Grants Farm is just one example of the grandeur on display. An estate constructed for President Ulysses S. Grant and has also served as the Busch family home is now open to the public. Grant Farm's Deer Park, serving as a zoo exhibit, is home to African Zebra and other exotic animals. Visitors can also take tours of the historic estate and sample local fare at food trucks that often stop on the premises. Nearby the farm, and adjacent to the bike paths of Grant's Trail, is the Sappington House Historical Site. Tours of the Sappington House give visitors a glimpse of grand, federal architecture. A surrounding 2.5-acre park, The Barn Restaurant, and the Library of Americana complete the visitor experience. Crestwood's 85-acre Whitecliff Park includes a community center, athletic complex, and an aquatic center equipped with a lazy river, climbing wall, and water slide.

Students in Crestwood are served by the Lindbergh, Affton, and Webster Groves school districts. All districts are highly-rated by the Missouri Department of Education. Parents can rest assured that their children are in good hands. Those looking for private and faith-based options will be delighted by Cor Jesu Academy and Lutheran High School South, both exemplary schools.

Hot Crestwood Properties

$479,900
3 Beds 4 Baths 26057372 MLS ACTIVE Status Mcbride BLDG.
Newer construction in Crestwood, without the wait. This former display is move-in-ready offering 3 bedrooms, 3.5 baths (3 full, 1 half), and approximately 2,040 square feet in the Lindbergh School District. The open-concept main level features 9-foot ceilings, oversized 6-foot low-E tilt-in windows, plantation-style shutters across the entire first level. The kitchen anchors it all with quartz countertops, designer cabinetry, stainless steel GE appliances, a large peninsula breakfast bar, and an upgraded custom tile backsplash. The adjoining breakfast room and sun-filled living room form one continuous gathering space, and a powder room completes the level. Every bedroom in this home has its own private en-suite full bath and walk-in closet. The second-floor primary suite adds a second walk-in closet and a spa-style bath with double-sink vanity and oversized shower, alongside a versatile loft and a second-floor laundry room. Two more generously sized bedrooms occupy the third floor. The full unfinished lower level is a blank canvas, with a deep 8-foot-plus pour, egress window, and bath rough-in ready for a future rec room, gym, home office. Outside, a fully fenced backyard, an expansive 18x20 patio, and completely redesigned professional landscaping. The finished rear-entry 2-car garage has an automatic opener and a premium epoxy polyaspartic-coated floor. The location does the rest: a walking path to Grant's Trail, Dierbergs Market and restaurants next door at Crestwood Crossing, and minutes to Grant's Farm, Whitecliff Park, and Watson Road, with quick access to Lindbergh Blvd, I-44, and I-270.

9409 Vandervoort Ct, Crestwood

$499,000
3 Beds 2 Baths 26051866 MLS ACTIVE UNDER CONTRACT Status
COMING SOON! SHOWINGS BEGIN FRIDAY, 8/21. CONTRACTS DUE TUESDAY BY NOON ON 8/25 WITH A RESPONSE TIME OF TUESDAY 8/25 AT 10PM. Welcome to this beautifully updated and stunning historic 1.5 story home, where thoughtful improvements meet timeless comfort. The main level shines with gorgeous hardwood floors, fresh recessed lighting throughout the family room, kitchen, and hallway, ceiling fans, and elegant crown molding that adds a polished touch to the space. The kitchen is a standout! Fully remodeled (spring 2021) with granite and quartz countertops, timeless and modern cabinetry, glossy subway tile backsplash, stainless steel appliances, and a spacious island perfect for gathering. Plantation shutters, built-in seating, and curated decor niches create a warm, custom feel that sets this home apart. The living areas are equally inviting. Multiple seating spaces, a classic style gas-log fireplace with a detailed mantel, and abundant natural light from large windows and shutters make the home feel cozy yet refined. Every room reflects care, comfort, and a welcoming atmosphere. Step outside to your private backyard retreat on nearly 1/2 an acre! Enjoy an inground pool with a new liner installed July 2025, surrounded by a spacious patio, ideal for entertaining or relaxing. The yard is beautifully landscaped with vibrant flower beds, mature trees, and plenty of green space. Major updates include a new roof and gutters on the house and garage (October 2025) and a new A/C unit (January 2023), 2 storm doors (2025), offering peace of mind for years to come. This home blends charm, thoughtful upgrades, and lifestyle-friendly spaces, from cozy evenings by the fireplace to summer gatherings by the pool. It’s truly move-in ready and waiting to welcome its next owner. An interesting tidbit of history; This home originally faced Historic Route 66 when it was built in 1894 and was later moved to its current location within the subdivision. You simply MUST see this home that is part of St. Louis history!

1503 Starling Dr, Crestwood

$259,900
2 Beds 2 Baths 26052681 MLS ACTIVE UNDER CONTRACT Status
Charming Character Meets Modern Updates in Lindbergh Schools! Welcome to 9420 High Hill Ct, a charming 2-bedroom, 2-bathroom home nestled in a desirable St. Louis location within the highly sought-after Lindbergh School District. This home beautifully blends timeless character with thoughtful modern updates, creating a wonderful opportunity for its next owner. Step inside to discover beautiful wood floors throughout the main level, adding warmth and character to the home's inviting living spaces. The fully updated kitchen offers a fresh, modern feel, while the nostalgic main-level bathroom brings a touch of vintage charm and personality that makes this home truly unique. You'll also appreciate the newer roof, HVAC system, and water heater, offering important updates to some of the home's major components and providing buyers with added peace of mind for years to come. The full basement provides abundant additional space for storage, hobbies, recreation, a home office, or whatever your lifestyle may require. Location is another major highlight! Situated within the Lindbergh School District, this home is conveniently located near shopping, dining, entertainment, parks, and everyday amenities. Enjoy easy access to major roadways and popular destinations, including the Chesterfield Outlets, making commuting, errands, and weekend adventures convenient. If you're looking for a home that offers character, modern updates, newer major systems, a great school district, and an unbeatable location, 9420 High Hill Ct is one you won't want to miss!

9420 High Hill Ct, Crestwood

$649,000
4 Beds 3 Baths 26051818 MLS ACTIVE Status
This 4-Bedroom, 3-Bath One of a Kind "Dream Home" is a full custom whole house transformation. A virtually brand new home, two years in the making. An absolute Must See! No expense spared on the highest quality of materials. Wonderful Lindbergh Schools location, 2-Blocks from Grants Trail and One Block to Crestwood Swim Club. Full designer kitchen, 1/4-sawn oak shaker style cabinets, farmhouse sink, direct vent "cooks" range hood, marble counter tops and back splash. The custom built front porch is deep and wide to enjoy and adds versatile space to keep you cozy and comfortable. Three custom tiled full bathrooms, one on each level. High end wood grained prairie styled windows throughout. A Children's "book nook room" and finished "eaves" storage upstairs. The front fascia is genuine granite. The newly built 1.5 carriage house styled garage has Electric Car Charging Outlet, 24-inch soffits, craftsman windows, insulated garage door, fully finished and insulated. You will find so many other terrific elements; Marble window sills, craftsman trim and open living room connected to the front versatile room. A walk-out lower level leads to 3-season room and privacy fenced back yard. Two patios, one for entertaining and one for BBQ/Grilling off the kitchen. This home was created with the design elements of a family 1938 Cape Cod style home near Kennebunkport Maine. Now with "every" modern convenience, and highest quality elements possible. Heavy duty siding, Landmark Pro "Certainteed" architectural roof, Casement windows with prairie grids and wood grain interior, all windows have craftsman style trim and marble window sills throughout the main level, 9" luxury plank flooring (commercial grade), all new doors including sliding patio doors, high efficiency Lenox gas central heating and Carrier AC unit. New 40 gallon gas water heater, "ALL" electric is brand new, New 200 Amp service with underground cable and cable access exterior port, recessed lighting in all rooms with dimmers, "ALL" plumbing is brand new including drainage lines, new sump pump and drain tiles in basement, new cement patios in the back and new sidewalk along garage, commercial grade epoxy floor in lower level, new cedar fencing and black chain link fencing with gates on both sides, commercial grade river rock pebble coated driveway, recessed lighting on front porch, electric outlets on all sides of home include holiday lighting outlets on porch roof, all bathrooms have venting and warm air fans. SO MUCH MORE!

939 Rayburn Ave, Crestwood

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