Crestwood, KY Homes for Sale under $500,000

Beautifully updated and full of charm, this 3-bedroom, 1.5-bath ranch is situated on a generous lot in sought-after Oldham County, offering the perfect balance of peaceful country living with the convenience of nearby shopping, dining, and everyday amenities. Designed for both comfort and functionality, the open floor plan creates a seamless flow between the living room, kitchen, and bedroom

Chelsea Stebbins Redfin

Welcome to your peaceful retreat! Nestled on a beautiful 1-acre lot in the highly desirable Whit Acres subdivision, this charming 2-story split-level home offers 4 spacious bedrooms , 2 full bathrooms and a cozy family room with wood-burning fireplace, providing plenty of space for family and guests. The perfect balance of quiet country living and modern convenience. Enjoy the small-town feel of

Caroline Gonzales EXP Realty LLC

Looking for an affordable home in the highly sought-after Oldham County School District? Welcome to 7307 Sideoats Drive--a move in ready home in an unbeatable location. This well-maintained home features 3 bedrooms, 2.5 bathrooms and a finished walkout basement that provides flexible space for a family room, home office, gym or playroom. Step outside to enjoy a large, fully-fenced backyard with

Alison Walker Coldwell Banker McMahan

Tucked away on 1.26 private acres, this move-in ready 3-bedroom, 2-bath ranch blends farmhouse charm with modern comfort. With over 1,500 square feet and an open-concept layout, the home is perfect for everyday living and easy entertaining. Step inside to a vaulted great room with a cozy gas fireplace that flows into the bright dining area and beautifully updated kitchen. The kitchen features

Dale & Vickie Wesley RE/MAX Performance Realty

Welcome home to 6609 Williamsburg Ct., a beautifully maintained patio home in the desirable Gardens at Claymont Springs. This open-concept home offers 3 bedrooms, 3 full bathrooms, and thoughtful upgrades throughout. From the moment you step inside, it's clear the owners spared no expense in selecting high-quality finishes, including gorgeous hickory hardwood flooring, premium Level 4 granite,

Jennifer Nhlekisana Forman, Jones & Associates REALTORS

More photos to come! Welcome to your private retreat in highly desirable Oldham County, where comfort and lifestyle come together in this beautifully maintained 3-bedroom, 2.5-bath home featuring a spacious layout and a fully finished basement perfect for additional living or entertainment space; step outside to a fully fenced backyard designed for unforgettable gatherings with a sparkling pool,

Kiara Harriott BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

Welcome to the charming community of Garden Homes at Stone Ridge. Tucked away near Buckner city limits, this intimate neighborhood features just 22 patio homes, offering a peaceful setting with the convenience of nearby shopping at Oldham County's newest Kroger, an easy drive to historic downtown Lagrange, and accessibility of nearby I-71. This well-maintained 3 bedroom, 3 full bath home combines

Tanna Roberts RE/MAX Results

Welcome to 3107 Thoroughbred Court. This fabulous, renovated, walkout ranch is located on a quiet cul-de-sac in the Kentucky Acres subdivision in Crestwood. Come fall in love with this gorgeous, semi secluded 1.13 property surrounded by mature trees. Turning onto this property brings you onto a newly paved driveway that leads up to the side entry 2 car garage. Follow the stairs around the front

Jack May May Team REALTORS

Completely remodeled tri-level offering true turn-key living in Crestwood within the highly regarded Oldham County school district. Tucked away on a quiet dead-end street, the home offers added privacy and minimal through traffic. The main level features an open layout with LVP flooring flowing from the living room into the updated kitchen, complete with white shaker cabinetry, subway tile

Ethan Adams EXP Realty LLC

Welcome home to this beautiful brick home in highly desired Oldham County! This home features an inviting open-concept floor plan that effortlessly connects the spacious living room, dining area, and well-equipped kitchen perfect for everyday living and entertaining alike. The main-level primary suite offers a spacious en-suite bathroom including a jet soaking tub and large walk in closet.

Haleigh Booth EXP Realty LLC

Spacious 2 bedroom condo with scenic view in Madison Park, Crestwood's premier condo community. Welcome to 6500 Matalin Pl, Unit 312.

Leon Russell Semonin Realtors

Rare investment opportunity for a 1,000 sqft, 100-year old cottage in highly desirable Crestwood - just minutes from I-71 and I-265, the Paddock and Springhurst shopping areas, and Norton Commons. Kenwood Station, SOMS, and SOHS school district. Situated on over 1 acre, this property offers tremendous potential for redevelopment as a rental cottage, renovation for a precious new home, or a

Katie Wells Premier Homes Realty

Don't let the driveway make you back out of this Crestwood gem! This spacious home, offering a park like setting just 10 minutes from shopping, entertainment, Oldham County Schools and all of the amenities of East Louisville is waiting to be your new story. On the first level you will find 3 spacious bedrooms and one full bathroom that has access to the primary bedroom. An additional half

Michelle Black Call it Closed Realty

Immaculate, beautifully updated, and move-in ready! This stunning 3-bedroom, 3-bath brick ranch is nestled on a beautifully landscaped 1-acre lot in the highly desirable Greenbriar Farms neighborhood of Oldham County. Step inside to discover luxury laminate flooring, stylish ceramic tile, brand-new carpet, and beautiful custom trim work throughout, adding elegance and craftsmanship to every room.

David Meeron Premier Homes Realty

With brand new, beautiful carpeting, the whole house has a new fresh feel! This home is prime for easy living with a new roof and gutters in 2024, new water heater in 2023, most of the exterior siding recently replaced, and a lifetime warranty on windows. Seeking peace & quiet with added luxury and comfort? You'll find it here in the sought-after Poplar Hill neighborhood of Crestwood, KY. Enjoy

Jackie Exum Keller Williams Collective

New price, fresh look, and an exceptional opportunity in Crestwood! This beautifully maintained condo combines low-maintenance living, thoughtful updates, and access to award-winning Oldham County schools. Step inside to a bright, open layout featuring vaulted ceilings, fresh interior paint, generous living space, and a dedicated dining area — offering the comfort and functionality buyers are

Justin Moore Semonin Realtors

This adorable, charming home includes 3 bedrooms and 1 full bath. You will notice this home is filled with natural light with larger windows throughout. The eat in kitchen is nicely sized with freshly painted cabinets along with newer countertops and backsplash. Flooring has been updated throughout the home as well. The full bath is stylish with beautiful flooring and updated as well. Outside you

Karen Moreland Homepage Realty

The lifestyle you've been dreaming of starts here. Nestled on a quiet dead-end cul-de-sac in the highly sought-after Garden Homes of Stoneridge, this beautifully maintained patio home offers the perfect combination of elegance, comfort, and low-maintenance living. Vaulted ceilings, a statement fireplace, and abundant natural light create an open, airy atmosphere, while the thoughtfully designed

Reed Martin RE/MAX FIRST

Chanse Lanham United Real Estate Louisville

This bungalow style home sits on 1 acre of beautiful land near the heart of Crestwood, just over the Pewee Valley line! Enjoy the peaceful feel of country living, while being located close to all the amenities of the city. This home has been freshly painted throughout. This home has been completely redone; New flooring, New plumbing, New bathrooms and much more!! Don't miss out on this one and

Lilian Dubon Weichert Realtors-H. Barry Smith Co.

Situated on 4.97 acres in Crestwood, this property offers space, potential, and several important updates already completed. Recent improvements include a new roof, new gutters, newer HVAC system, and a French drain installed in the front yard to help manage water runoff around the home. The main level features an open floor plan, original hardwood floors, 4 bedrooms, and 2 full bathrooms. The

Brad Long 85W Real Estate

Welcome to 6913 Williamsgate Blvd, where space, comfort, and exceptional storage come together in one beautifully maintained Crestwood home. Offering approximately 2,624 square feet, this 4-bedroom, 2.5 bath residence features a functional floor plan designed for both everyday living and entertaining. The main level showcases a spacious kitchen with abundant cabinetry, center island seating, and

Dana Sansbury BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors