Paoli Homes with Paoli High School

Welcome to Paoli, Indiana – a charming town nestled in the heart of Orange County, where small-town warmth meets vibrant community spirit. Known for its picturesque landscapes and rich history, Paoli offers a delightful blend of rural charm and modern conveniences, making it an ideal place to call home.

One of the standout features of Paoli is its commitment to education, with Paoli High School serving as a cornerstone of the community. Families looking to settle in this welcoming town will be pleased to know that homes in the area provide easy access to quality education. The high school is not only known for its academic excellence but also for its strong extracurricular programs, fostering a well-rounded experience for students.

As you explore the real estate options in Paoli, you'll find a variety of homes that cater to different lifestyles and budgets. From cozy single-family homes to spacious properties with sprawling yards, there's something for everyone. The town's friendly neighborhoods are perfect for families, retirees, and young professionals alike, all seeking a peaceful yet engaging environment.

Beyond the homes and schools, Paoli boasts a vibrant community atmosphere, with local shops, restaurants, and parks that encourage residents to connect and thrive. Whether you’re hiking in the nearby Hoosier National Forest or enjoying a leisurely stroll through the charming downtown area, Paoli is a place where community and nature coexist beautifully.

If you’re considering a move to Paoli, you’ll discover not just a house, but a place where memories are made and community bonds are cherished. Come and explore the possibilities in this delightful Indiana town!

Newest Paoli Homes with Paoli High School

$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.

$34,900

1 Beds ⋅ 1 Baths ⋅ 202640071 MLS ⋅ 720 SqFt. ⋅ Keri Hir

The home features 1 bedroom and 1 full bathroom with an open living area and kitchen designed for everyday functionality. Take a look at this unique property situated on approximately 1 acre in the Paoli area. This property offers a peaceful rural setting with plenty of outdoor space and the opportunity to enjoy the privacy of country living while remaining within convenient driving distance of local amenities.

6900 S County Road 275, Paoli

Listing courtesy of Keri Hir from Keri Hir.

$269,900

2 Beds ⋅ 2 Baths ⋅ 202640482 MLS ⋅ 1,404 SqFt. ⋅ Natasha Johns

LAKEFRONT. PEACEFUL. CHARMING. This beautiful TWO bedroom, TWO bathroom lakefront log cabin sits on 2.45 acres of partially wooded land, offering a peaceful setting and beautiful views. Conveniently located just approximately 20 minutes from Patoka Campground, this property offers the perfect opportunity to enjoy the beauty and recreation of lake living with your own private paradise. Step onto the covered front porch, which provides plenty of space to relax and enjoy the peaceful surroundings. Enter through the foyer into the spacious open-concept living room and kitchen area, featuring vaulted ceilings with real lumber, large pine beams, and a gas log fireplace that adds warmth and character to the space. The main level features a spacious bedroom, a full guest bathroom, and a convenient laundry area. Upstairs, the loft area completes the home with a large primary suite and private bathroom, creating a comfortable retreat at the end of the day. Home comes complete with kitchen appliances and has the possibility of qualifying for 100% USDA financing. The downstairs bath was remodeled in January/February 2024, including a new vanity, sink, hardware, new flooring, a new walk-in shower surround, and a glass shower door installation. The entire exterior of the home was professionally restained and rechinked in August 2023 by Kirk Wyman. The property also includes a 2-car detached garage/pole barn with a lean-to, providing additional parking and storage space. Whether you want a spacious yard for yard games, to relax around the fire pit, a quiet walk in the woods, or to enjoy some fishing, this property offers it all. With its lakefront setting, partially wooded acreage, inviting porches, and distinctive interior details, this property offers a wonderful opportunity to enjoy peaceful lake living.

6520 S Co Rd 490 W, Paoli

Listing courtesy of Natasha Johns from Williams Carpenter Realtors.

$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.

$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

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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.