38

Greensburg, KY Homes for Sale under $400,000

Section Image
  • /30

    $169,900

    • 3 Beds
    • 1 Bath

    1019 Legion Park Rd, Greensburg, KY 42743

    This charming cut stone and vinyl 3-bedroom, 1-bath home offers comfort, character, and plenty of potential with a full unfinished basement, attached garage, and inviting sunroom perfect for relaxing or entertaining. The spacious living room features a cozy stone gas log fireplace, while the kitchen includes a convenient breakfast nook for casual dining. Recent updates include a new gas furnace

    Golden County Golden Rule - Wilson Real Estate & Auction

    1019 Legion Park Rd, Greensburg, KY 42743
  • /12

    $127,500

    • Land
    • 17 Acres
    • $7,500 per Acre

    Tract 7 Old Salem Church Rd, Greensburg, KY 42742

    Ready to Build Your Dream Home? Don’t miss this incredible opportunity to own a beautiful and spacious 17 acre tract of land, priced to sell and ready for your vision. Whether you’re looking to build your forever home, a peaceful retreat, or a hobby farm, this versatile property offers the perfect canvas. With ample space for a custom build, gardens, outbuildings, or recreation, the possibilities

    Kelly Lile Davis Keller Williams First Choice R

    Tract 7 Old Salem Church Rd, Greensburg, KY 42742
  • /46

    $374,000

    • 3 Beds
    • 3 Baths

    4765 Edmonton Rd, Greensburg, KY 42743

    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

    4765 Edmonton Rd, Greensburg, KY 42743
  • /34

    $185,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    194 Arthur Shirrell Rd, Greensburg, KY 42743

    Escape to the peace and quiet of the countryside with this charming 1.5-story home offering approximately 1,288± sq. ft. of living space! Featuring 2 bedrooms, 2 full baths, a spacious bonus room, and a charming loft area that could easily serve as a 3rd bedroom, this home offers flexibility to fit your needs. Enjoy the covered front porch, rear deck, and the beauty of a peaceful country setting.

    Bridget Childress RENEE DOBSON REALTY GROUP, LLC

    194 Arthur Shirrell Rd, Greensburg, KY 42743
  • /22

    $189,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    56 Shannon Heights Rd, Greensburg, KY 42743

    Charming 3 bedroom, 1 1/2-bath vinyl-sided home located in the Shannon Heights subdivision in the Summersville community of Green County. The home features two bedrooms plus an additional room currently being used as a primary bedroom, one full bath, one-half bath, and convenient upstairs laundry. The spacious living room offers a comfortable and inviting space, while the large kitchen features

    Heizer Durrett Durrett Realty Company

    56 Shannon Heights Rd, Greensburg, KY 42743
  • /26

    $258,000

    $6K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,404 Sq Ft

    124 Park Ave, Greensburg, KY 42743

    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

    124 Park Ave, Greensburg, KY 42743
  • /38

    $199,999

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,412 Sq Ft

    106 Woodson Dr, Greensburg, KY 42743

    Don't miss this well-maintained brick ranch situated on a spacious 0.7± acre lot. MOTIVATED SELLER This charming home features 3 bedrooms and 1.5 bathrooms with carport and detached garage, offering comfortable living both inside and out. One of the home's standout features is the impressive therapeutic walk-in tub and shower combination, complete with a watertight door, soothing jets, built-in

    Winston Boils RENEE DOBSON REALTY GROUP, LLC

    106 Woodson Dr, Greensburg, KY 42743
  • /36

    $270,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,040 Sq Ft

    101 Penitentiary Bend Rd, Greensburg, KY 42743

    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

    101 Penitentiary Bend Rd, Greensburg, KY 42743
  • /49

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,872 Sq Ft

    113 Graham Ct, Greensburg, KY 42743

    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

    113 Graham Ct, Greensburg, KY 42743
  • /44

    $399,000

    $26K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 2,733 Sq Ft

    516 Bales Mill Rd, Greensburg, KY 42743

    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

    516 Bales Mill Rd, Greensburg, KY 42743
  • /34

    $284,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    2100 Maple Hill Church Rd, Greensburg, KY 42743

    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

    2100 Maple Hill Church Rd, Greensburg, KY 42743
  • /14

    $300,000

    • 2 Beds
    • 1 Bath
    • 1,288 Sq Ft

    5480 Hodgenville Rd, Greensburg, KY 42743

    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

    5480 Hodgenville Rd, Greensburg, KY 42743
  • /6

    $150,000

    104 S Main St, Greensburg, KY 42743

    A rare opportunity has come to market in the heart of downtown Greensburg. Now available is the historic Green River House along with the adjoining Elizabeth Hotel, two landmark buildings rich with more than two centuries of local heritage. The Green River House, a striking brick structure, dates back over 200 years. Throughout its lifetime, it has served as private residences, various

    Heizer Durrett Durrett Realty Company

    104 S Main St, Greensburg, KY 42743
  • /14

    $154,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    106 Meadow Ln, Greensburg, KY 42743

    Welcome home to this exceptionally well-maintained 3-bedroom, 1-bath ranch in the heart of Greensburg. Situated on a quiet street with city water, natural gas, and sewer, this property offers the charm of small-town living while being just minutes from downtown, Green County High School, and American Legion Riverfront Park. Since 2020, the current owner has made numerous updates, including new

    Bobby Janes Janes Realty Group, Inc.

    106 Meadow Ln, Greensburg, KY 42743
  • /27

    $145,000

    $24K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,360 Sq Ft

    5348 Kentucky 218, Greensburg, KY 42743

    8.5 Acres with Farmhouse – Prime Corner Lot on Hwy 218 Opportunity knocks with this 8.5-acre fully fenced property featuring Hwy 218 frontage and high visibility corner lot positioning—right next to a country store and gas station. The land is livestock-ready, complete with fencing and a barn already in place. The farmhouse with basement on-site is in need of extensive repairs, offering the

    Bridget Childress RENEE DOBSON REALTY GROUP, LLC

    5348 Kentucky 218, Greensburg, KY 42743
  • /9

    $149,900

    $29K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    413 Durham St, Greensburg, KY 42743

    Home could possibly be used commercially.

    Mark Tyree EXP Realty, LLC

    413 Durham St, Greensburg, KY 42743
  • /28

    $225,000

    • 5 Beds
    • 2 Baths
    • 1,960 Sq Ft

    419 Durham St, Greensburg, KY 42743

    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

    419 Durham St, Greensburg, KY 42743
  • /54

    $225,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,876 Sq Ft

    124 Arlington Cir, Greensburg, KY 42743

    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

    124 Arlington Cir, Greensburg, KY 42743
  • /8

    $170,000

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    504 Cook St, Greensburg, KY 42743

    This cozy & adorable new construction cottage is located in a perfect location with walking distance to Historic Downtown Greensburg, Green County schools and only 2 miles from Jane Todd Crawford Hospital. This beautiful single story home boasts 2 bedrooms and 1 full bathroom situated on a quiet peaceful street. Nothing was forgotten in this home from custom cabinetry, Quartz Countertops and

    Erica Nunn SEMONIN REALTORS-HURSTBOURNE

    504 Cook St, Greensburg, KY 42743
  • /46

    $220,000

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    285 Sullivan Rd, Greensburg, KY 42743

    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

    285 Sullivan Rd, Greensburg, KY 42743
  • /10

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    417 Henry St, Greensburg, KY 42743

    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

    417 Henry St, Greensburg, KY 42743
  • /16

    $200,000

    • 4 Beds
    • 2 Baths
    • 2,808 Sq Ft

    214 N Main St, Greensburg, KY 42743

    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

    214 N Main St, Greensburg, KY 42743
  • /41

    $129,000

    $16K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    1930 Bucknersville Rd, Greensburg, KY 42743

    Welcome to 1930 Bucknersville Road, this cozy and well laid out 952 square foot home offers peaceful country living with practical space and room to grow. New flooring in the kitchen and bathroom with original wood floors in the 2 bedrooms and living room give it that welcome home feel. Situated on an 1.16 acre scenic lot with open views up, this property combines comfort, functionality, and

    Camron Nunn Mayes Thompson Realty & Auction

    1930 Bucknersville Rd, Greensburg, KY 42743
  • /25

    $135,000

    • 3 Beds
    • 2 Baths
    • 944 Sq Ft

    1082 Gabe Rd, Greensburg, KY 42743

    3 BED | 2 BATH HOME IN THE SUMMERSVILLE COMMUNITY situated on a spacious 0.77-acre lot with road frontage and an above-ground pool! This property features an eat-in kitchen and a functional layout with plenty of potential to make it your own. The home does have an HVAC unit in place, however it is currently not working. The sellers have been using window units for air and space heaters for heat

    Bridget Childress RENEE DOBSON REALTY GROUP, LLC

    1082 Gabe Rd, Greensburg, KY 42743
  • /7

    $199,500

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    302 E Locust St, Greensburg, KY 42743

    Erica Nunn SEMONIN REALTORS-HURSTBOURNE

    302 E Locust St, Greensburg, KY 42743
  • /12

    $135,000

    • Land
    • 18.07 Acres
    • $7,471 per Acre

    Tract 6 Old Salem Church Rd, Greensburg, KY 42742

    Ready to Build Your Dream Home? Don’t miss this incredible opportunity to own a beautiful and spacious 18.078 tract of land, priced to sell and ready for your vision. Whether you’re looking to build your forever home, a peaceful retreat, or a hobby farm, this versatile property offers the perfect canvas. With a beautiful pond and ample space for a custom build, gardens, outbuildings, or

    Kelly Lile Davis Keller Williams First Choice R

    Tract 6 Old Salem Church Rd, Greensburg, KY 42742
  • /58

    $259,900

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    388 Gabe Rd, Greensburg, KY 42743

    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

    388 Gabe Rd, Greensburg, KY 42743
  • /19

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    545 W Buckner Hill Rd, Greensburg, KY 42743

    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

    545 W Buckner Hill Rd, Greensburg, KY 42743
  • /56

    $229,900

    • 4 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    6687 Edmonton Rd, Greensburg, KY 42743

    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

    6687 Edmonton Rd, Greensburg, KY 42743
  • /25

    $239,000

    • 4 Beds
    • 2 Baths
    • 1,350 Sq Ft

    202 Industrial Dr, Greensburg, KY 42743

    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

    202 Industrial Dr, Greensburg, KY 42743
  • /40

    $399,000

    • 4 Beds
    • 3 Baths
    • 1,962 Sq Ft

    615 Hickory Ln, Greensburg, KY 42743

    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

    615 Hickory Ln, Greensburg, KY 42743
  • /21

    $154,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    209 Russell Ave, Greensburg, KY 42743

    AFFORDABLE HOME! LOTS OF NEW!! This completely transformed cutie is bursting with charm, style, and all the fresh, feel-good vibes you’ve been searching for! Featuring 2 cozy bedrooms and 1 beautifully updated bath, this home has been taken down to the details and brought back to life with brand new flooring, sleek appliances, fresh drywall, gorgeous countertops, and so much more! The glow-up

    Jackie Willis Denton EXIT REALTY BLUEGRASS

    209 Russell Ave, Greensburg, KY 42743
  • /6

    $155,000

    • 3 Beds
    • 1.5 Baths
    • 2,070 Sq Ft

    415 Lowe St, Greensburg, KY 42743

    Welcome to 415 Lowe Street! This 3 bedroom, 1.5 bath home offers 1,230 sq ft of main-level living space with a walk-out basement for additional space. Inside you’ll find an eat-in kitchen, utility room, spacious living room, and a functional layout. The attached garage offers convenient parking and extra storage. Sitting on just over half an acre, this home offers plenty of space inside and out

    Jaclyn Ellis MAZE REALTY

    415 Lowe St, Greensburg, KY 42743
  • /42

    $299,000

    New Construction $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    107 Mckinney St, Greensburg, KY 42743

    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

    107 Mckinney St, Greensburg, KY 42743
  • /8

    $115,000

    • Land
    • 3 Acres
    • $38,333 per Acre

    71 Pikeview Rd, Greensburg, KY 42743

    Enjoy the charm and privacy of scattered trees, offering natural shade and a serene ambiance. With flat terrain, designing and constructing your dream home becomes a breeze, saving you time and resources. Escape the hustle of city life with this peaceful location, yet still enjoy easy access to amenities and major routes. Embrace the opportunity to create your own private land on this 3-acre lot

    Brenton Calhoun RENEE DOBSON REALTY GROUP, LLC

    71 Pikeview Rd, Greensburg, KY 42743
  • /35

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    57 Hennein Berry Rd, Greensburg, KY 42743

    Ever dreamed of owning a place in the country? This beautiful 5-acre property offers the perfect blend of rural living and convenience, located just minutes from town. The home features new wood flooring and a new metal roof both installed in 2024, providing both comfort and peace of mind. With a 3 bedroom 2 bath home and 1456 sq foot of space. Outside, you'll find a spacious 24x48 workshop with

    David Schultheis RE/MAX Highland Realty

    57 Hennein Berry Rd, Greensburg, KY 42743
  • /28

    $109,000

    • 2 Beds
    • 1,408 Sq Ft

    5202 Highway 218, Greensburg, KY 42743

    Step back in time with this authentic late 1800s Kentucky farmhouse nestled on 2.832 surveyed acres in the scenic rolling countryside of Greensburg. If you've dreamed of restoring a true pre-1900 farmhouse and creating your own country retreat, this rare opportunity is full of character, charm, and endless potential. The home welcomes you with a classic plantation style front porch where you'll

    Mario Gattavara 100 for 100 Realty

    5202 Highway 218, Greensburg, KY 42743
  • /41

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 2,096 Sq Ft

    1044 Legion Park Rd, Greensburg, KY 42743

    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

    1044 Legion Park Rd, Greensburg, KY 42743
How to Buy a Home How to Finance a Home How to Sell a Home