Paoli Homes with Rolling Lot features

Welcome to Paoli, Indiana – a charming township nestled in the heart of Orange County, where small-town warmth meets natural beauty. Known for its picturesque landscapes and rich history, Paoli offers a perfect blend of rural tranquility and modern convenience. With a vibrant community spirit, residents enjoy a variety of local events, parks, and recreational activities, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Paoli is its stunning homes set on rolling lots. These properties provide not just a residence, but an experience of serene living surrounded by nature. Imagine waking up to gentle hills and lush greenery, where each day unfolds with the promise of fresh air and breathtaking views. Homes with rolling lot features in Paoli are designed to enhance your connection with the outdoors, offering ample space for gardening, outdoor gatherings, or simply unwinding after a long day.

The township is also conveniently located, providing easy access to nearby amenities, shopping, and dining options. Whether you're exploring the local farmers' market or heading to the scenic Hoosier National Forest for a weekend adventure, there’s always something to discover.

In Paoli, you’re not just buying a home; you’re investing in a lifestyle filled with community, nature, and endless possibilities. Come and experience the charm of Paoli, where your dream home on a rolling lot awaits!

Newest Paoli Homes with Rolling Lot features

$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.

$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.

$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

$169,000

4 Beds ⋅ 2 Baths ⋅ 202626224 MLS ⋅ 2,891 SqFt. ⋅ Arla Jean Frazier

WELCOME TO 106 COLLEGE AVENUE IN THE HEART OF PAOLI WALKING DISTANCE TO HISTORIC TOWN SQUARE & LISTENING DISTANCE TO THE COURT HOUSE CHIMES * A CLASSIC 1900'S HISTORIC BUNGALOW CHERISHED BY OWNER FOR 33 YEARS * A WARM WELCOME AWAITS YOU FROM THE MOMENT YOU STEP INSIDE THE EXPANSIVE 3-SEASON 24 X 10 GLASSED-IN FRONT PORCH TO THE LOVELY INTERIOR FEATURING ARCHWAYS, 10 FT CEILINGS & TIMELESS DETAILS * 4-BED + 2 BATHS (MAIN LVL BATH UPDATED W/GLASS WI SHOWER) * 25x15 L/R FEATURES LARGE WIDNOWS FLANKING FIREPLACE (GAS HEATER INSERT) * DEN/SITTING ROOM OFF L/R IS LIGHT AND BRIGHT * 16 X 10 FORMAL DINING ROOM * 15 X 14 EAT-IN-KITCHEN FEATURES ARCHED FAUX BRICK ACCENT WALL AND ATTACHED 12 X 6 LAUNDRY ROOM W/PANTRY CLOSET & ADDITIONAL CABINETS * 2 MAIN LEVEL BEDROOMS * PRIMARY BED FEATURES W/I CLOSET * OFF SET FORMAL STAIRCASE LEADS TO CHARMING UPPER LEVEL 20 X 9 LANDING WITH WINDOW SEAT 2 LARGE BEDROOMS WITH KNEE WALL STORAGE & CLOSETS * UNFINISHED W/O BASEMENT WITH WORKSHOP AREA AND 2ND FULL BATH * LOWER MAINTENANCE VINYL SIDING EXTERIOR & METAL ROOF * 4+ CARPORT * MATURE LOT (2 PARCELS = .42 AC) IDEAL FOR GARDEN AREA * 2 OUTBUILDINGS * DRIVEWAY BELONGS TO 106 WITH ACCESS EASEMENT TO NEIGHBOR TO NORTH * STARTER APPLIANCES INCLUDED * ONE LOOK AND YOU WILL WANT TO CALL THIS HOME!

106 College Ave, Paoli

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

$339,900

1 Beds ⋅ 1 Baths ⋅ 202615165 MLS ⋅ 672 SqFt. ⋅ Karen Goodwine

Charming 672 sq ft log home with all the amenities. The log home features a wonderful wraparound porch to protect the logs and allow you to take in the peaceful surroundings. Situated on 14 acres, this property includes a well-built root/storm cellar, a 36 x 24 shed for extra storage, a sturdy chicken house, and a gated entrance. You will enjoy the trails throughout the property and a road leading to the neighboring parcel . . . . ideal for extended family, as that property is also available. A perfect blend of privacy, functionality, and country living!

957 S Co Rd 200 E, Paoli

Listing courtesy of Karen Goodwine from Williams Carpenter Realtors. 812-276-8280

$375,000

4 Beds ⋅ 4 Baths ⋅ 202621754 MLS ⋅ 4,948 SqFt. ⋅ Delmar Wagler

Gorgeous Pond Farmhouse Retreat on 11.12± Acres – Paoli, Indiana Tucked back in a secluded setting near Paoli, this country farmhouse-style home sits on 11.12± acres with its own gorgeous pond and dock for swimming, fishing, and quiet evenings by the water. With a total of about 4,948 finished sq. ft. (2,630 sq. ft. on the main floor and 2,318 sq. ft. finished downstairs), this place has the space and setting to feel like a full-time home, family retreat, or “every-weekend” getaway. The main floor offers 2 bedrooms and 2 baths, a classic country layout, and views that keep you connected to the water and the land. Downstairs adds another 2 bedrooms and 2 baths, giving you a full second living area for kids, guests, in-laws, or just extra room to spread out. It’s the kind of home where big holidays, long weekends, and everyday living all fit without feeling crowded. Outside is where this one really shines. A huge, spacious porch wraps you in that “front-porch living” feeling, with all the porch swings you can think about ready for morning coffee, evening conversations, and watching storms roll across that gorgeous lawn and pond. When it’s time to unwind, you’ve got your very own hot tub waiting – the perfect spot to soak and relax after a day on the dock or working around the property. Between the pond, the land, the farmhouse feel, and all that finished square footage on both levels, this Paoli retreat offers the kind of simple, comfortable country living that folks talk about but rarely find. Come walk the yard, sit on the porch swing, and picture what life could look like here.

2760 N State Road 37, Paoli

Listing courtesy of Delmar Wagler from Integrity Realty Group LLC. Office: 812-636-5600

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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.