Crestwood, KY Homes for Sale with Acreage

This stunning 6-bedroom (3 ensuites) 4.5 bath home with finished walk-out basement is conveniently located in the small town of Crestwood, South-West Oldham County KY, in a single-entry neighborhood of 46 homes on 1+ acre lots, and is just a 25 min drive to downtown Louisville. This corner lot with a forested backyard opens up to include a meadow beside a stream. The entry and great room with 17'

Jeni McNickle Homepage Realty

Contemporary A-Frame home offers a rare blend of privacy, sustainability, and modern updates in Oldham County. Enjoy scenic views of 1.94 acres (including a creek) while relaxing on a partial wrap around Trex deck with sleek cable railing. The open floor plan, high ceilings, and windows bring outdoor views inside for year round enjoyment. Custom features and updates throughout the home enhance

Lynn Wright Sterling Group Realty

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 4405 W Hwy 22 - 4.4+ acres in Southern Oldham County surrounded by large-acreage properties and quiet country living. This home is ideal for the buyer who values a private pond, flat usable land, extensive garage and shop space, and outdoor living areas designed for everyday enjoyment. The 4400+ sq ft brick home has been meticulously updated and maintained, delivering both comfort

Matt Weaver Coldwell Banker McMahan

Great cape cod on over an acre in Crestwood not in a subdivision! This charming cap cod has been beautifully updated and is move in ready! The house sits on just over an acre minutes to the local schools. The home has a first floor primary, hardwood floors on the main level. Two bedrooms and a bath on the second level. Lovely finished walk out basement. Outside you have a beautiful treed yard

Patrick Pollard Pollard Realty

Need space for extended family, guests, or multigenerational living? This home, located in sought-after Oldham County, features a private apartment with its own entrance, bedroom, full bath, kitchen, and dining area—an incredibly rare find! Situated on a beautiful 1-acre lot, this versatile property offers the perfect blend of comfort, functionality, and flexibility. The main home features an

Sandy Piepmeyer Parklands Realty

An exceptional opportunity awaits in prestigious Brentwood Estates, where luxury, privacy, and personalization come together to bring your dream home to life. Perfectly positioned on over an acre at the end of a quiet cul-de-sac, this custom-built residence offers a rare combination of peaceful surroundings and refined living in one of Oldham County's most desirable communities. Thoughtfully

Emily Hughes Lenihan Sotheby's Int'l Realty

This spacious ranch-style home offers almost 3200 sq ft on the main level plus 1,688 sq ft of finished living space in the lower level. Nestled on a flat 1.77-acre lot, this property provides the perfect blend of comfort, versatility, and room to grow. Step inside to a welcoming foyer that opens to a large great room with access to the rear deck—ideal for indoor/outdoor living. The open floor

Cindy Hack Finish Line Realty LLC

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

Opportunity knocks! OLDHAM COUNTY DEVELOPMENT OPPORTUNITY 17.85 ACRES. Prime location at intersection of Hwy 22 and Hwy 329. Zoned R-2.

Morgan Shallcross Semonin Realtors

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.

ASSUMABLE VA 2.5% INTEREST RATE FOR THOSE THAT QUALIFY, WITH LENDER APPROVAL. This nearly new 1.5-story home has been lovingly maintained, and it shows from the moment you arrive. The inviting front porch provides the perfect spot to enjoy your morning coffee, evening sunsets, or simply relax while overlooking the beautifully landscaped flower beds. Step inside to an open floor plan where the

Cindy Hack Finish Line Realty LLC

Exquisite Custom-Built Estate | One-Owner Home | Stunning Views in Every Direction - This extraordinary 1.5 story custom-built Estate, sitting on 6.57 acres, is a true one-of-a-kind masterpiece, meticulously designed & lovingly maintained by its original owner. From the moment you arrive, you'll appreciate the exceptional craftsmanship, timeless elegance, & breathtaking natural surroundings that

Robin Hancock Semonin Realtors

Currently listed below appraised value in Oldham County, this beautiful, custom built home sits on 1.2 acres in Abbott Grove, a highly desirable Crestwood neighborhood that rarely has listings hit the market. The home has had one owner and is now ready for someone new to put their personal touch on the property and love it for the next 30 years. When you enter, the open concept immediately stands

Craig Miller Keller Williams Collective

Beautiful ranch on more than an acre lot in highly sought after Brentwood subdivision. The open concept kitchen and living room with a vaulted ceiling, dual slider providing soft natural light, and tiled linear fireplace. The kitchen has it all with a large island with double sided cabinetry, beautiful custom cabinets to ceiling with glass lighted uppers, gorgeous quartz tops, a 36' cafe cooktop

Stacy Conley Louisville Realty Group

Discover the charm of Summerfield by the Lake with this remarkable 5-bedroom, 5.5-bathroom home situated on a picturesque 1.1-acre lot in South Oldham County. Enhancements in the last few years include fresh landscaping, a new HVAC system, two new furnaces, a new water heater, all-new carpeting and paint, stunning tilework in the upstairs bathroom, new door seals and weather stripping, new

Amanda Russo Keller Williams Collective

Welcome to this exquisite luxury custom build by the renowned Mason Construction. Situated on over an acre in the sought after community of Brentwood, this 4-bedroom, 3.5-bath masterpiece showcases the builder's signature attention to detail and high-end masonry work.The open-concept floor plan is anchored by a gourmet kitchen and a light-filled great room, perfect for both intimate family

Cheryl Sylvan Keller Williams Collective

New Construction on a Beautiful 1-Acre Homesite! This stunning new home offers 4 bedrooms and 3 full baths with a thoughtfully designed layout perfect for modern living. Features include a main-level primary suite with a luxury bath and separate his-and-her closets, a first-floor pocket office, open-concept kitchen and great room, and a spacious walk-in pantry. Upstairs, enjoy a large rec room

Clay Jones Keller Williams Collective

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

NEW PRICE!! A rare Crestwood gem offering the perfect blend of comfort, space, and country charm, 1405 Robertson is set on 5 picturesque acres; an inviting retreat for those seeking privacy, natural beauty, and room to live the lifestyle they've always dreamed of. The main home features a spacious first-level layout designed for ease and functionality with three bedrooms and three baths as well

Howard Lindsey Keller Williams Collective

Currently under construction in the highly sought-after Brentwood community, this exceptional custom home offers the opportunity to enjoy luxury living in the award-winning Oldham County School District. Situated on a beautiful 1.04-acre homesite with room for a future pool, this thoughtfully designed residence blends timeless architecture with modern functionality. The open-concept main level is

Joseph Simms simpler.realestate

Tucked away on a private corner homesite spanning more than an acre within the award-winning Oldham County School District, this extraordinary residence offers something increasingly rare—a home designed not simply for living, but for truly living well. From the moment you arrive, winding into the circular drive and taking in the peaceful, wooded setting, you'll sense that this is a place where

Jennifer Carroll Semonin Realtors