Greensburg, KY Homes for Sale under $500,000

Turn-key opportunity awaits in the heart of Downtown Greensburg! Nestled between the Historic Green County Courthouse and the walking bridge, this remarkable historic limestone building offers a rare opportunity to own a piece of Greensburg history while bringing your own vision to life. Believed to have been constructed around 1806-1816, with a extensive remodel 1877, this historic cut-limestone

Heizer Durrett Durrett Realty Company

Nestled in the serene landscape of Greensburg, Kentucky, this inviting ranch-style home offers a perfect blend of comfort and country living. Built in 1996, the residence boasts 1672 finished square feet on the main floor with an additional 1560 square feet (a portion complete) in the spacious walk out basement, including the impressive 9-foot ceilings. The home's design thoughtfully incorporates

Carla Keltner United Country Down Home Properties

Well-maintained 4-bedroom, 2-bath home offering a functional and spacious layout perfect for everyday living. The home features a comfortable living room along with an additional den, providing flexible space for relaxing or entertaining. The eat-in kitchen comes equipped with appliances and offers a convenient dining area. Enjoy outdoor living with a screened-in patio that provides access from

Bridget Childress RENEE DOBSON REALTY GROUP, LLC

NEW LISTING | FOR SALE Escape to the peace and privacy of country living with this spacious 3-bedroom, 2-bath log-sided home situated on approximately 6 acres. This well-maintained home offers a warm and inviting layout featuring a large living room, a spacious kitchen with ample cabinetry, and a convenient upstairs laundry area adjacent to the primary bedroom. The finished basement provides

Heizer Durrett Durrett Realty Company

Spacious and versatile 4-bedroom, 3-bath 1.5-story vinyl home situated on 1.20 acres in the Summersville community. This well-designed home offers a functional layout with 2 bedrooms and 2 full baths on the main level, plus 2 additional bedrooms and 1 full bath upstairs, providing plenty of room for family or guests. The full basement features outside entrances, a utility garage, a den area, and

Bridget Childress RENEE DOBSON REALTY GROUP, LLC

Step into Kentucky history at 113 Graham Court in Greensburg, KY—a remarkable home built in 1815 and proudly listed on both the Federal and State Historical Home Registries. Set on 6.27 unrestricted acres within the city limits, this rare property blends preserved character with modern updates and endless potential. Offering 2,872 square feet, the home features 3 bedrooms and 2 full baths, along

Nancy Lane River Brook Realty LLC

Discover the privacy and potential of this exceptional country property featuring a spacious 4,160 sq. ft. Mennonite-built home situated on 4 acres, with the option to purchase the horse barn, multiple shops, and up to 55± additional acres. Inside, you'll find a warm and inviting living room centered around a beautiful brick fireplace with a fireplace insert and a one-of-a-kind cedar mantel

David Schultheis RE/MAX Highland Realty

PRIVATE COUNTRY LIVING ON 12.01 ACRES — NO RESTRICTIONS! Looking for privacy, acreage, and a place where you can enjoy the freedom of country living? This 3-bedroom, 2-full-bath home at 2100 Maple Hill Church Rd, Greensburg, KY offers all of that and more. Built in 2008, this home sits on 12.01 acres of mostly wooded land in a private setting with no neighboring homes in sight. The home offers 3

Keith Corum RE/MAX Highland Realty

This 2-bedroom, 1-bath home sits on a 0.56-acre tract and offers plenty of extra space and potential! The home features a basement for additional storage or flexible use. Outside, you’ll find an impressive 44x20 detached metal building; perfect for a workshop, garage, storage, or hobbies. There’s also an adorable small wood shed with its own covered front porch. A unique property with space,

Winston Boils RENEE DOBSON REALTY GROUP, LLC

Nestled on the edge of Green and Taylor Counties in south-central Kentucky, this rural property offers a rare combination of income-producing land, abundant wildlife, and exceptional potential. The property features an older home (too far gone for restoration) providing a building site for your families new home that fits your vision. Supporting structures include a barn and shed, perfect for

Ron Kirby United Country, Heartland Realty & Auction, LLC

Welcome to 419 Durham Street in Greensburg, Kentucky! This move-in ready home is situated on a desirable corner lot within the city limits and offers 5 bedrooms and 2 full bathrooms. Recent updates include new flooring, fresh paint, a new HVAC system, and stainless steel kitchen appliances, providing modern comfort and convenience throughout the home. With ample living space and a functional

Heizer Durrett Durrett Realty Company

This spacious 4-bedroom, 2 full bath home offers plenty of room for a growing family and is conveniently located within the city limits, just minutes from schools, shopping, dining, and other local amenities. The main level features a welcoming living room, a kitchen with an eat-in dining area, three bedrooms, and a full bath. The finished basement expands the living space with a large

Bridget Childress RENEE DOBSON REALTY GROUP, LLC

Spacious home situated on approximately 5 +/- acres in Green County. This property offers 4 possibly 5 bedrooms and 2 bathrooms, along with a large kitchen/dining area, spacious living room, and an additional den with kitchen area. The upstairs features a large bedroom and additional storage space. The home provides ample living space with a functional layout and no wasted space. Heating is

Heizer Durrett Durrett Realty Company

BRAND New Construction 3 bedroom, 2 bathroom home in the heart of downtown Greensburg! This home is designed with modern finishes & quality craftsmanship. You will love the open concept living area filled with lots of natural light, a stylish kitchen with large eat-in kitchen island and custom cabinetry. Enjoy the convenience of being within walking distance to downtown shops, restaurants,

Erica Nunn SEMONIN REALTORS-HURSTBOURNE

Charming 4-bedroom, 2-bath, two-story home conveniently located near historic downtown Greensburg. Situated on a nice city lot, this home offers plenty of character and potential. The main level features a large open living room with fireplace, arched doorways leading into the formal dining room, spacious kitchen with island, and additional den area. Upstairs offers three bedrooms, a full

Heizer Durrett Durrett Realty Company

Spacious, newly updated home offers abundance of kitchen cabinets, above ground pool with new liner and pump. Garage 50x30 with 3 garage doors, natural gas furnace. New outside air unit, roof is 5 years old. Lots of parking, chain link fence (partial). Covered porch, basement is unfinished but plumbed for additional bathroom. 23 miles to Hodgenville. 1 mile from Skyline Theater drive-in. 40 min

Paula Kiger Coldwell Banker McMahan

Your dream property awaits featuring 50 +/- Acres with open pastures, woods, a pond, privacy, and a shell structure measuring over 2600 sq ft with a Full Walk-Out Basement, including a 3 Car Attached Garage, that is ready for anyone to make it their own. There is water and electric on site. This property is ready for you to bring it to life with your vision and design. Data believed correct;

Amanda Long KELLER WILLIAMS HEARTLAND

Welcome to 545 W. Buckner Hill Rd., where country living meets convenience. This well-maintained brick home offers 3 bedrooms and 2 full bathrooms and is located just minutes from town. The spacious primary suite features a private bath and a large walk-in closet. Inside, you'll also find a comfortable living room, functional kitchen, and a convenient laundry/mud room. The home includes a partial

Heizer Durrett Durrett Realty Company

Move-in ready and full of timeless character! This well-maintained 4-bedroom, 1.5-bath Bedford stone home is perfectly situated on a 1.1-acre lot with Highway 68 frontage, conveniently located between Greensburg and Edmonton, offering the best of country living with easy access to both communities. The main level features 3 bedrooms, a spacious living room, an eat-in dining area, and a functional

Bridget Childress RENEE DOBSON REALTY GROUP, LLC

Attractive 4-bedroom, 2-bath home in the Greensburg area! Since purchasing the property in 2025, the owners have completed extensive renovations and improvements throughout. The original home featured 3 bedrooms and 1 bath; the enclosed carport was thoughtfully converted into a spacious primary suite, creating the current 4-bedroom, 2-bath layout. Updates include new flooring, electrical

Carol Humphrey Greater Nolin Lake Realty Group

Welcome home to this beautifully remodeled 4-bedroom, 3-full-bath home situated on a spacious .81-acre lot within the city limits of Greensburg! This home has been thoughtfully updated throughout and features an inviting open-concept kitchen, living, and dining area, perfect for everyday living and entertaining. The living area is highlighted by a cozy fireplace with built-in storage, while the

Bridget Childress RENEE DOBSON REALTY GROUP, LLC

Welcome to 107 McKinney Street, a beautifully completed new-construction home where custom craftsmanship, thoughtful design and everyday comfort come together. This three-bedroom, two-bath home offers approximately 1,450 square feet of well-designed living space with a bright, open layout and high-end finishes throughout. Impressive eight-foot doors create a grand first impression, while locally

Renee Dobson RENEE DOBSON REALTY GROUP, LLC

1044 Legion Park Road, Greensburg, KY 42743. Move-in ready home offering approximately 2,096 sq. ft. of living space on 1.25± acres within the Greensburg city limits. This property features a pool and river frontage, providing both recreation and scenic views. Recent updates include a new metal roof (2023), new exterior A/C unit (2023), two new water heaters (including a dedicated unit for the

James Ford Keller Williams First Choice R