Paoli Homes under $500,000

Welcome to Paoli, Indiana – a hidden gem nestled in the heart of Orange County. Known for its picturesque landscapes and friendly atmosphere, Paoli offers a unique blend of small-town charm and modern conveniences. With its rich history and vibrant community spirit, this delightful town is the perfect place to call home.

Paoli is surrounded by natural beauty, including the stunning Hoosier National Forest, which provides ample opportunities for outdoor enthusiasts to hike, bike, and explore. The town is also famous for its annual events, such as the Paoli Community Festival, which celebrates local culture and brings residents together for fun and festivities.

For those looking to settle down in this enchanting area, Paoli boasts an impressive selection of homes priced under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of options to suit your needs. From charming bungalows to spacious family homes, the real estate market here offers something for everyone.

In addition to affordable housing, Paoli provides a strong sense of community, with excellent schools, parks, and local businesses that contribute to a vibrant lifestyle. The friendly residents and welcoming atmosphere make it easy to feel at home in this lovely town.

Discover the magic of Paoli, Indiana, where affordable living meets a rich community spirit. Start your journey to finding the perfect home in this charming town today!

Newest Paoli Homes under $500,000

$415,000

3 Beds ⋅ 2 Baths ⋅ 202642725 MLS ⋅ 2,227 SqFt. ⋅ ALAN WAYNICK

Custom built 3 bedroom/2bath home with .28 acre with all city utilities. All brick with 3 bay garage attached. Home has approx 2227 sqft living space with a large wood deck and privacy fence in back. Beautiful crown molding and lots of hardwood flooring with a lot of newer paint on interior. If this is not enough see the hearth room which has fireplace and just off of kitchen area. Great Room has room for it most anything and large bedroom with large bath on 1 end of home with other bedrooms and bath on opposite end. Just a GEM and to much house for the owner. Priced to sell at $415,000.

925 Se Main St, Paoli

Listing courtesy of ALAN WAYNICK from Brooks Galloway Real Estate. Office: 812-936-7301

$180,000

3 Beds ⋅ 1 Baths ⋅ 202642054 MLS ⋅ 1,476 SqFt. ⋅ Natasha Johns

HISTORIC. CHARMING. INVITING. This THREE bedroom, ONE bathroom home sits on a 0.15-acre corner lot and offers beautiful historic details, natural woodwork, and a functional layout. Additional features include a 1-car attached garage, carport, and full walkout unfinished basement. Step onto the covered front porch and enter into the spacious living room, featuring a gas log fireplace and beautiful natural woodwork. Historic details throughout the home add warmth and character that are truly hard to replicate. From the living room, you'll find the formal dining room, which flows into the country kitchen. The kitchen also provides convenient access to the attached garage. Just off the kitchen is one bedroom, while two additional bedrooms and the full bathroom are located just off the dining room area. Main-level laundry adds everyday convenience. The full walkout unfinished basement provides plenty of additional storage space and potential for future use. Outside, the corner lot offers a welcoming setting with the covered front porch, carport, and convenient garage access. Some of the most recent updates include sewer pipes from house to town hook up in 2022 and wired security system in 2020. Utilities are provided by Town of Paoli, Orange Co REMC, and Indiana Natural Gas. Home comes complete with kitchen appliances and has the possibility of qualifying for 100% USDA financing. With its historic character, beautiful natural woodwork, functional floor plan, and convenient features, this charming home offers a wonderful opportunity to enjoy a piece of timeless character while making it your own.

123 Nw 1st St, Paoli

Listing courtesy of Natasha Johns from Williams Carpenter Realtors.

$500,000

4 Beds ⋅ 2 Baths ⋅ 202641371 MLS ⋅ 2,000 SqFt. ⋅ Dylan Hoover

27 ACRES IN TOWN! This unique pole barn home offers a rare combination of modern living, privacy, and acreage in a convenient in-town location. The 50x40 home features an open-concept floor plan with 4 bedrooms, including a spacious primary suite with tiled shower, double vanity, and walk-in closet. The kitchen features custom-made soft-close cabinetry, granite countertops, stainless steel appliances, a large island with farmhouse sink and breakfast bar, plus a pantry. The living room offers an electric fireplace and inviting gathering space. Scratch- and water-resistant flooring adds durability throughout the all-electric home. Enjoy the outdoors from the 50x10 covered front porch or covered back patio. Outside, approximately 27 acres provide room for recreation, animals, gardening, or simply enjoying the privacy and space that is hard to find in town. An electric fence is already in place. If you’ve been looking for a unique home with modern finishes and a large amount of land without giving up the convenience of being in town, this property is worth a look!

1119 N Greenbriar Dr, Paoli

Listing courtesy of Dylan Hoover from Re/Max First.

$79,900

2 Beds ⋅ 1 Baths ⋅ 202640360 MLS ⋅ 876 SqFt. ⋅ Opal Sermersheim

This 2-bedroom, 1-bath home is located near the downtown square and the hospital. The home offers a full, unfinished basement, a separate laundry and dining room, and a large eat-in kitchen with plenty of cabinet and countertop space. Selling As Is.

217 Monon Dr, Paoli

Listing courtesy of Opal Sermersheim from SELL4FREE-WELSH REALTY CORPORATION. andy.welshs4f@gmail.com

$233,000

3 Beds ⋅ 2 Baths ⋅ 202639562 MLS ⋅ 1,192 SqFt. ⋅ Elmer Lambright

Check out this beautiful fully updated 3-bedroom, 2-bath home situated on a .34-acre in-town lot. Move-in ready property features the modern updates today’s buyers are looking for, paired with a warm, inviting feel throughout. Conveniently located near Paoli schools, shopping, and dining, offering both comfort and accessibility in a desirable location.

118 W Thornton St, Paoli

Listing courtesy of Elmer Lambright from eXp Realty, LLC. Cell: 812-653-4121

$169,900

3 Beds ⋅ 2 Baths ⋅ 202637593 MLS ⋅ 952 SqFt. ⋅ Amanda Childers

Escape to your own private retreat with this 3-bedroom, 2-bath home situated on 18.65 beautiful acres! Offering 1,294 sq. ft. of living space, this property combines comfortable living with the peace and privacy of a gorgeous wooded setting. Inside, you’ll love the open-concept layout, featuring a spacious living area that flows into a beautiful kitchen with an eat-in bar—perfect for everyday meals, entertaining, and gatherings. Tucked away on a private road and surrounded by woods, just down from The Hoosier National Forest, this property offers incredible privacy and wonderful hunting right outside your door. With 18.65 acres, there may also be timber potential, adding even more possibilities to this unique property. Outside, relax around the fire pit, enjoy the convenience of a circular drive, and take advantage of several versatile outbuildings. There’s a shed with flooring and air conditioning, a separate mower shed, and a fun bar shed that’s ready to become your favorite spot for entertaining. If you’ve been searching for a home where you can get away from it all without ever leaving home, this peaceful wooded retreat offers the privacy, acreage, and outdoor lifestyle you’ve been waiting for. Property being sold as-is.

3457 S State Road 37, Paoli

Listing courtesy of Amanda Childers from Hawkins & Root Real Estate. Office: 812-675-6952

$300,000

4 Beds ⋅ 2 Baths ⋅ 202635774 MLS ⋅ 2,704 SqFt. ⋅ Matthew Corey

PRIVACY AND LOCATION MEET WITH THIS LOVELY TWO LEVEL HOME ON OVER 1.85 PARTIALLY WOODED ACRES JUST OUTSIDE OF DOWNTOWN PAOLI, INDIANA. THIS 4 BEDROOM, 2 FULL BATHROOM HOME HAS IT ALL INCLUDING EN SUITE PRIMARY, FORMAL DINING AREA, BONUS FAMILY ROOM WITH FIREPLACE, SPACIOUS LOFT AREA, ENCLOSED REAR PATIO, COVERED FRONT PORCH, 2 CAR DETACHED GARAGE, ASPHALT DRIVEWAY, ABOVE GROUND POOL, BASKETBALL COURT AND SO MUCH MORE. DID WE MENTION THAT THIS HOME HAS A TORNADO SHELTER IN PLACE? ENJOY THE WOODED AREAS OF THE PROPERTY WITH TRAILS IN PLACE OR ENTERTAIN GUESTS OFF OF THE THOUGHTFULLY CONSTRUCTED REAR PAVILION. ALL APPLIANCES AND A ONE YEAR HSA HOME WARRANTY ARE INCLUDED WITH THE HOME.

984 Ne Main St, Paoli

Listing courtesy of Matthew Corey from Williams Carpenter Realtors. Cell: 812-583-2274

$368,000

3 Beds ⋅ 3 Baths ⋅ 202635571 MLS ⋅ 2,527 SqFt. ⋅ Arla Jean Frazier

DREAMING OF A PRIVATE RETREAT AT THE END OF YOUR DAY? 895 W OAKWOOD IS A PRIVATE LANE NESTLED IN THE WOODED HILLS OVERLOOKING HISTORIC PAOLI * BEAUTIFUL 3-BED, 2.5 BA CEDAR SIDED COTTAGE CUSTOM BUILT WITH PASSIVE CONSTRUCTION PRINCIPLES FOR YEAR ROUND ENERGY EFFICIENCY * PERFECTLY ORIENTED ON THE 2.08 AC LOT TO MAXIMIZE WINTER SUN (WARMING) AND SUMMER SHADY BREEZE (COOLING) * EXCEPTIONAL QUALITY CONSTRUCTION DETAILS INCLUDE PELLA WINDOWS/DOORS, 3-YO GEOTHERMAL HVAC, 1.5 YO METAL ROOF, FULL HOUSE CENTRAL VACUUM SYSTEM * THE LOVELY COTTAGE INTERIOR WELCOMES YOU LIKE A WARM HUG * MAIN LEVEL FLOWS FROM ENTRY TO LIVING ROOM W/BRICK WALL HEARTH, CAST IRON WOOD BURNING STOVE W/HEATILATOR, GLEAMING OAK HARDWOOD FLOORS CRAFTED FROM TIMBER HARVESTED FROM THE LAND, CUSTOM QUILTED BLINDS * BRIGHT & WHITE CHEF'S DREAM KITCHEN, BREAKFAST BAR, S/S APPLIANCES & WALK-IN PANTRY * SEPARATE DINING AREA * EXPANSIVE WINDOWS ALLOW FOR ABUANDANT NATURAL LIGHT & BREATH TAKING VIEWS NO MATTER THE SEASON * WOOD OFFSET SWEETHEART SPLIT STAIRCASE LEADS YOU UPSTAIRS * OWNER'S BEDROOM HAS WALK-OUT BALCONY FOR STAR GAZING * 2ND BEDROOM FEATURES SINK/VANITY * JACK-N-JILL BATH HAS BEEN BEAUTIFULLY UPDATED WITH CUSTOM TILED W/I SHOWER & DOUBLE VANITY * COZY UPPER LEVEL LOFT IS IDEAL FOR HOME-OFFICE/DEN (HIDDEN LAUNDRY SHOOT) * SWEETHEART STAIRCASE LEADS YOU TO A FULL PARTIALLY FINISHED W/O BASEMENT * 3RD BEDROOM HAS BRICK HEARTH FOR FUTURE WOOD STOVE & FULL BATH IDEAL FOR GUESTS OR MULTI-GENERATIONAL LIVING * 1/2 UNFINISHED AREA FEATURES LAUNDRY (GRAY WATER SEPARATED) MECHANICAL ROOM AND STORAGE ROOM * 1 CAR ATTACHED GARAGE * MULTI LEVEL-DECKS * OUTBUILDING WITH COVERED PATIO & LEAN-TO * CIRCULAR DRIVEWAY * CASCADING TREES AND STARS INCLUDED * ONE LOOK AND YOU WILL WANT TO CALL THIS HOME!

895 W Oakwood Ln, Paoli

Listing courtesy of Arla Jean Frazier from Ever Real Estate, LLC.

$219,900

3 Beds ⋅ 2 Baths ⋅ 202635400 MLS ⋅ 2,900 SqFt. ⋅ Elmer Lambright

Full of character and potential, this spacious 2,900 sq ft log cabin offers 3 bedrooms, 2 bathrooms, and an inviting open floorplan with plenty of room to make it your own. A bonus sunroom provides additional living space and overlooks the large yard and small pond located at the back of the property. Situated on a 0.275-acre lot, the property also features a 36'x48' detached 2-car garage and concrete driveway, offering excellent space for vehicles, storage, hobbies, or a workshop. The interior is ready for some TLC and updating, but the possibilities are endless for the right buyer. Conveniently located near Patoka Lake, this unique property could make a wonderful full-time home, weekend retreat, or investment opportunity.

6241 S Wild Bluegrass Dr, Paoli

Listing courtesy of Elmer Lambright from eXp Realty, LLC. Cell: 812-653-4121

$135,000

5 Beds ⋅ 1 Baths ⋅ 202634381 MLS ⋅ 2,449 SqFt. ⋅ Elmer Lambright

Step into a unique piece of Paoli history with this spacious 5-bedroom, 1-bath home offering 2,449 finished square feet. Built in 1935 by Dr. Clark, the property originally served as both his medical practice and personal residence, giving the home a story and character all its own. Ready for your personal touches, this property offers an exciting opportunity to restore and update while preserving its original charm. Beneath the carpet throughout the main level and in three of the upstairs bedrooms, you'll find original hardwood floors just waiting to be brought back to life. Additional historic details include the original front door and built-in cabinetry in the dining room. Enjoy views of the Orange County Courthouse and a convenient location in the heart of Paoli. With generous living space, distinctive character, and a rich local history, this home is ready for its next chapter.

500 N Gospel St, Paoli

Listing courtesy of Elmer Lambright from eXp Realty, LLC. Cell: 812-653-4121

$180,000

3 Beds ⋅ 2 Baths ⋅ 202633767 MLS ⋅ 1,100 SqFt. ⋅ Natasha Johns

INVITING. COMFORTABLE. SPACIOUS. Welcome to this inviting THREE bedroom, TWO bathroom home featuring a covered front porch, the perfect place to relax or entertain throughout the day. Inside, you'll discover a bright open-concept layout that seamlessly brings together the kitchen, dining, and living areas, creating a comfortable setting for both everyday living and gatherings. The spacious living room is filled with natural light, creating a warm and welcoming atmosphere. The eat-in kitchen offers plenty of space for meals, entertaining, and everyday convenience. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite located to the right, while two additional bedrooms and a guest bathroom are located on the left. Out back, enjoy the covered porch, offering a peaceful spot to relax and take in the surrounding views. Home comes complete with kitchen appliances and may qualify for 100% USDA financing. Utility averages are: Town of Paoli ($150/month), Indiana Natural Gas ($88/month), Town of Orleans ($95/month), and Orange County Fiber ($55/month). With its open layout, welcoming outdoor spaces, and thoughtfully designed floor plan, this home offers an ideal setting for comfortable everyday living and entertaining.

203 Ne 1st St, Paoli

Listing courtesy of Natasha Johns from Williams Carpenter Realtors.

$249,900

3 Beds ⋅ 2 Baths ⋅ 202633260 MLS ⋅ 1,512 SqFt. ⋅ Natasha Rowlett

Welcome to 957 S Ridgecrest Lane in Paoli! Built in 2020, this 3-bedroom, 2-bath home offers 1,512 square feet of comfortable living space on approximately 2.3 acres. Enjoy the best of both worlds with a semi-private, secluded setting in a peaceful neighborhood, while still being conveniently located near Highway 37 and the town of Paoli. Whether you’re heading into town or simply coming home to unwind, this property offers the space and setting to get away from the hustle without being far from the conveniences you need. Outside, the 2.3-acre property provides plenty of room to enjoy country living and features an awesome carport and chicken coop, adding even more function and character to the property. There’s room to spread out, enjoy the outdoors, and make the property your own. Inside, you’ll find 3 bedrooms, 2 full baths, and 1,512 square feet with plenty of flexibility for everyday living, guests, a home office, or whatever best fits your lifestyle. If you’ve been looking for a newer home with acreage, a little privacy, a peaceful setting, and convenient access to Paoli, 957 S Ridgecrest Lane deserves a look. Schedule your showing today and come see what this Southern Indiana property has to offer!

957 S Ridgecrest Ln, Paoli

Listing courtesy of Natasha Rowlett from Williams Carpenter Realtors. cell: 812-791-8542

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Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.