Paoli Real Estate

Welcome to Paoli, Indiana—a charming township nestled in the heart of Orange County. Known for its warm community spirit and picturesque landscapes, Paoli is a hidden gem that offers a delightful blend of small-town charm and modern conveniences.

As the county seat of Orange County, Paoli boasts a rich history and a vibrant local culture. The township is surrounded by stunning natural beauty, including rolling hills, lush forests, and the serene waters of nearby lakes, making it a paradise for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking in the breathtaking views, Paoli has something for everyone.

The town itself is home to a close-knit community, where neighbors become friends and local businesses thrive. Residents take pride in their town, and you’ll find a variety of quaint shops, delightful eateries, and welcoming cafes that offer a taste of local flavor. The annual events and festivals, such as the Paoli Community Festival, bring everyone together in celebration, fostering a sense of belonging and camaraderie.

Education is a priority in Paoli, with well-regarded schools that provide a nurturing environment for children to grow and learn. Families will appreciate the safe, friendly atmosphere that makes Paoli an ideal place to raise children.

With its rich history, stunning landscapes, and strong community ties, Paoli, IN, is more than just a place to live; it's a place to call home. Come explore this enchanting township and discover the perfect blend of tranquility and opportunity that awaits you!

Newest Listings in Paoli

$515,000

4 Beds ⋅ 2 Baths ⋅ 202641371 MLS ⋅ 2,000 SqFt. ⋅ James Mann

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 James Mann 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.

$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.

$620,000

5 Beds ⋅ 4 Baths ⋅ 202633533 MLS ⋅ 4,496 SqFt. ⋅ Elmer Lambright

Welcome to this custom-built, well-maintained 3-bedroom, 2.5-bath two-story brick home on 4.2 picturesque acres, offering privacy, peace, and room to roam. The main level features a large stone fireplace, a convenient 1-car attached garage, and laundry room, while the bright screened porch is perfect for enjoying your morning coffee overlooking the serene countryside. The walkout basement includes a spacious 2-bedroom, 1-bath apartment with its own laundry area and a 2-car attached garage—ideal for guests, extended family, or multi-generational living. Outdoors, enjoy a large fenced garden, productive blueberry patch with underground irrigation, fruit trees, chicken house, garden shed, and lean-to with extra storage. A traditional root cellar with tornado/bomb shelter adds practicality and peace of mind. Solar panels provide approximately 65% of the home’s electrical usage, supporting efficient and sustainable living. This unique opportunity blends seclusion, self-sufficiency, and convenience—perfect for a private homestead, hobby farm, or serene country escape. *This is a part of a larger parcel which is being split. The parcel number reflects all parcels, and the taxes do as well*

925 W Oakwood Ln, Paoli

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

$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

$185,000

3 Beds ⋅ 2 Baths ⋅ 202632546 MLS ⋅ 1,176 SqFt. ⋅ Dylan Hoover

Why wait to build when you can own a move-in ready home built in 2020? This 3-bedroom, 1.5-bath home offers modern features, a functional layout, and a convenient in-town location. The spacious primary bedroom includes a private half bath, while the kitchen provides generous counter space and ample cabinetry for storage and meal preparation. Step outside to the covered front porch overlooking the fenced backyard, offering plenty of space to relax, entertain, or enjoy pets. A storage shed provides additional room for lawn equipment and tools. Conveniently located close to town, this home is ready for its next owner.

316 W Thornton St, Paoli

Listing courtesy of Dylan Hoover from Re/Max First.

$275,000

3 Beds ⋅ 5 Baths ⋅ 202631501 MLS ⋅ 1,874 SqFt. ⋅ ALAN WAYNICK

Welcome home to this well-maintained two-level home offering plenty of space, privacy, and convenient access to the golf course. The main level features 3 bedrooms and 2 full baths, along with a spacious living area and a large wood deck overlooking the private backyard—perfect for relaxing or entertaining. The full basement provides excellent additional space, with approximately half of the basement offering a 2-car drive-in garage and the remaining area featuring a family room, half bath, and utility area. There is plenty of room for storage, hobbies, or additional living space. Reduced to $275,000 (20,000 reduction). Although the owners have not lived in the home for several years, the property has been well cared for and is ready for its next family. Located in a peaceful, private setting while still being within walking distance of the golf course. A great opportunity for anyone looking for a spacious home with a private backyard, full basement, garage, and golf course convenience!

1021 E Indian Trail Blvd, Paoli

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

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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.