Crestwood Real Estate Search

Crestwood Homes for Sale

Just outside the greater Louisville area, the City of Crestwood, Kentucky, is a fantastic place to buy a home in Oldham County. Crestwood was incorporated in 1970, despite being named back in 1909. This well-established city has a rich cultural history, outstanding businesses and restaurants, exceptional schools, and beautiful residential neighborhoods. Considered one of the country’s most desirable places to live, Crestwood has much to offer prospective homebuyers.

Served by the high-performing Oldham County School District, Crestwood is a family-friendly place. The district serves twelve thousand students in total and is located roughly twenty miles northeast of Louisville. In addition to highly esteemed schools, Crestwood also boasts several lovely recreation destinations, such as The Maples Park on Highway 22, Peggy Baker Park on Route 2858, and Briar Hill Park on East Orchard Grass Boulevard. Peggy Baker Park features a dog park, paved walking trail, baseball fields, tree swings, picnic areas, a farm-theme playground and sprayground, Dennis Deibel Barn, a scenic overlook, and Little Library. In contrast, Briar Hill Park is located on the east side of the city in the Briar Hill neighborhood. It consists of fifty-two wooded acres maintained by Oldham County Parks.

Homes for sale in Crestwood are as remarkable as the area’s amenities and include a wide array of property types. For example, there are attached, semi-detached, and single-family detached properties in Crestwood. Similarly, Crestwood real estate includes homes of many sizes, floor plans, architectural styles, and ages, to accommodate homebuyers in all seasons of life. Please connect with us as soon as you can and we will happily provide you with more specific information about the currently available real estate in Crestwood, Kentucky.

Our website features the best Crestwood real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Crestwood Homes and Condos for Sale

$1,600,000
5 Beds 5 Baths 1632977 MLS
Escape to your own private oasis with this stunning country estate that offers the perfect balance of luxuryand convenience. Featuring an open-concept layout and exquisite architectural details, this home isideal for families who love to entertain. Come home from a long day and park in your spacious 3-cargarage with an EV charging station. Drop your belongings in the designated mud room featuring fiveoversized cubbies, farm sink, and additional washer and dryer hookup. The gourmet eat-in kitchen is achef's dream, complete with top-of-the-line Thermador appliances, two sinks, a walk-in pantry, andcustom cabinets. The open floorplan to the living room boasts a Restoration Hardware chandelier perfect for hosting dinner parties. Relax in the owner's suite with a private spa-like bathroom and large custom walk-in closet. The home has three additional bedrooms on the main level, one with an en-suite bath and the other two with Jack-and-Jill bath. Enjoy the convenience of the spacious central laundry room with a utility sink and counter space for your laundry needs. The guest suite on the second floor provides additional privacy and comfort for visitors. You will also find two private office spaces to accommodate working from home. The basement features a gym with a barrel sauna for staying active and healthy. Outside, enjoy the 18 x 36 heated saltwater in-ground pool and outdoor fireplace on the pool deck, perfect for entertaining. There is also an outdoor shower for rinsing off after swimming. The covered back porch with hanging daybed swing for relaxing and enjoying the magnificent views. Additional features include a 22kW natural gas generator, AT&T Gigabit internet, and dual HVAC with six zones. The home is fully wired with Cat6 ethernet cable and ample built-in storage. Located in the award-winning North Oldham County school district, this home is just minutes from dining, shopping, and state-of-the-art medical facilities. Experience vacation living every day with this incredible country estate.

3003 Darby Creek Dr, Crestwood

$539,000
4 Beds 2 Baths 1632601 MLS
Stunning 4/2-bath custom-remodeled home in the Briar Hills subdivision of Oldham County, only 20 minutes from downtown Louisville. Enjoy the simple life and tranquility of 1.2 acres of flat, usable land with no HOA. Enter through a massive mahogany wood front door to your foyer into the great room with 14-foot-high planked ceilings. The spacious kitchen features an expansive island, quartz countertops, double ovens, and tons of cabinet storage. Function meets elegance in every room with airy natural light throughout and not an inch of wasted space. You choose an open dining concept and living, or a private dining room with a gas fireplace--many layout possibilities for various needs. Crown molding is one of many exceptional features, with large bedrooms, beautiful windows, heated tile floor, steam shower, and a massive 1200 sq foot patio for outdoor living. The owner/builder/designer wanted to create a private getaway in the master suite across the one-story ranch. A master bath sanctuary with a soak-in tub or walk onto river rock in an oversized shower with dual shower heads, quartz countertops, and an LED backlit mirror. Recent additions include complete crawlspace encapsulation with a 20mL vapor barrier and commercial-grade dehumidifier, a new roof on the 4-car garage, and a contract for a new roof on the main home, with a transferable warranty. Peace of mind that the large ticket items are covered so the new owner can move in and experience quintessential Kentucky living.

7508 Cantrell Dr, Crestwood

$710,000
5 Beds 4 Baths 1631003 MLS
Completely renovated home on 5 1/2 acres in highly desired Crestwood with Oldham County Schools! This home is a show stopper with an A-frame window wall in the towering great room with a stone fireplace and over looking the magnificent, secluded lot. The exterior of the home has a newer roof, huge deck, poured concrete patio, White painted Hardi concrete siding, gutters and eaves. The interior has been finished to amazing standards with wonderful Hickory hard wood floors and treads leading up the stairs. The kitchen has beautiful dark wood cabinets with custom quartz countertops, new appliances and tiled backsplash. The first floor primary bathroom has been refinished with custom vanity and huge, tiled walk in shower with custom glass door. the top of the steps has a wonderful 2nd living space, perfect for the kiddos to have their own privacy. Two bedrooms and a fully renovated, full bath with huge walk in closet complete the 2nd floor. The basement is finished with LVP flooring, a full bedroom with egress window, entertaining living space, fully refinished full bath, wood burning fireplace and a door that opens onto the covered patio! in addition to the 5.5 acres, the property also features a 24'X30' barn! great storage for a tractor, lawn equipment, boat or ATV! minutes to expressways, parks, schools, Crestwood, Buckner and LaGrange. Do not miss out on this wonderful property in prestigious Crestwood!

1407 Robertson Dr, Crestwood

$825,000
4 Beds 4 Baths 1630375 MLS
PROPOSED BUILD Located on over half acre lot in the amenity-filled Brentwood subdivision in Oldham County. This 4 bedroom 3 1/2 bath home has lots of charm. Limestone, brick, and board and batten facade, 3 car garage, stone archway entry, and gorgeous solid wood double doors are sure to make an impression. Formal dining area with tray ceiling and crown molding connects to the good sized kitchen through butler pantry with upper and lower cabinets and a double sized pantry closet. The island is a statement piece with its beautiful quartz countertop and furniture style finish. The elegant white cabinets extending to the ceiling have glass front, backsplash tile to ceiling around built-in hood, as well as undercabinet More.. lighting. Dark gray leathered granite top the cabinet surrounds with mixed nickel and matte black hardware and lighting. The kitchen is open to a breakfast nook as well as living room. The owners bedroom has double hip vaulted ceiling, an ensuite bath with quartz- topped double vanities, freestanding soaker tub, a large sleek glass shower and a walk-in closet. Upstairs is a large loft area for media room, 2 bedrooms with jack and jill baths, and a third bedroom with private bath. The basement has large open expanses ready to be finished with roughed in bath and bar and window well for future bedroom. The covered porch adds great outdoor living space on this extra large corner lot. Upgraded GE Profile appliances and LED lights a bonus.

lot 288 Brentwood Dr, Crestwood