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815 S Ridgecrest Ln, Paoli
$299,900
4 Beds ⋅ 3 Baths ⋅ 202600490 MLS ⋅ 2,968 SqFt. ⋅ Dylan Hoover
A rare opportunity to own a property with separate additional living quarters, ideal for multi-generational living, extended guests, or added income potential. This private space includes its own kitchen, open-concept living area, bedroom, and full bath, offering true independence while still being connected to the main property. The main home is beautifully updated and features three bedrooms and a full bath on the main level, along with an open-concept layout designed for everyday living and entertaining. The kitchen offers stainless steel appliances, marble countertops, a large island, and pantry, flowing seamlessly into the living and dining areas. A fully finished walk-out basement expands the living space even further, with an open layout that works well as a secondary primary suite or recreational area, complete with a full bath featuring a tile shower, oversized walk-in closet, and built-in safe. Set on over half an acre, the outdoor space feels like a private retreat with a pool and gas fire pit—perfect for relaxing or hosting. With multiple living areas and exceptional flexibility, this property stands out as a hard-to-find opportunity.

815 S Ridgecrest Ln, Paoli

Listing courtesy of Dylan Hoover from Re/Max First.

965 N Cook St, Paoli
$224,900
3 Beds ⋅ 1 Baths ⋅ 202633181 MLS ⋅ 1,296 SqFt. ⋅ Dylan Hoover
60x30 detached garage with four garage bays and 10-foot ceilings—this is the kind of space that’s hard to find! Three of the bays feature 9-foot garage doors, providing plenty of room for vehicles, equipment, hobbies, storage, or a workshop. The home offers 3 bedrooms and 1 full bath, along with an 11x8 flex area that could easily serve as a hobby room, home office, or additional storage. Outside, the property sits on approximately 0.78 acre and offers convenient access to Paoli Hospital, Walmart, and other local amenities. Enjoy the covered front porch or covered patio, while the underground electric fence provides an added feature for pet owners. Whether you need serious garage space, room for your hobbies, or simply want a property with plenty of versatility, this one offers a unique combination of space and convenience.

965 N Cook St, Paoli

Listing courtesy of Dylan Hoover from Re/Max First.

215 N Oak St, Paoli
$159,900
4 Beds ⋅ 3 Baths ⋅ 202636805 MLS ⋅ 1,622 SqFt. ⋅ ALAN WAYNICK
Truly a great buy! This beautifully updated home has been refreshed inside and out and is move-in ready. Recent improvements include new flooring, fresh paint, and updates throughout every room. The roof was replaced approximately 3 years ago, along with new shutters and some new siding, giving the exterior a fresh, updated appearance. The home offers plenty of space with a bedroom and bath on the second level, a partial basement, and generous living areas. Situated on a large corner lot consisting of four lots, there is an abundance of room both inside and out, including a spacious backyard with plenty of possibilities. The owner has gone the extra mile with all-new appliances, including the washer and dryer. With so many updates already completed, there is little left to do but move in and enjoy. Like new, move-in ready, and priced to sell at $159,900! Don't miss this opportunity to own a spacious, extensively updated home with a large yard and plenty of room to make it your own.

215 N Oak St, Paoli

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

501 Poe St, Paoli
$139,000
3 Beds ⋅ 1 Baths ⋅ 202640893 MLS ⋅ 1,577 SqFt. ⋅ RANDY CHAPLIN
Pride of ownership shows in this well-kept 1 1/2 story home in Paoli that has been home to the same owner since 1963. The home offers 3 bedrooms and 1 full bath, with 2 bedrooms and the bathroom conveniently located on the main level and a spacious third bedroom upstairs. The living room features a large front window providing plenty of natural light, while the kitchen offers plenty of cabinet and counter space with all appliances included. Additional features include central air, a separate laundry/utility area and a new hot water heater. Situated on two lots totaling .33 acres, the property offers a generous in-town yard with mature landscaping, along with a concrete driveway and rear deck. The detached outbuilding features a concrete floor, workbench and shelving, making it a great space for a workshop, hobbies, lawn equipment or additional storage. All city utilities and immediate possession available. After more than 60 years with the same owner, this well-maintained home is ready for its next chapter.

501 Poe St, Paoli

Listing courtesy of RANDY CHAPLIN from Brooks Galloway Real Estate. Office: 812-936-7301

S County Rd 50 West ***, Paoli
$44,900
202630337 MLS ⋅ Zach Holt
Small hunting tracts with exceptional recreational value are becoming increasingly difficult to find in Southern Indiana. Located between Fargo and Bacon in southern Orange County, this 6.8± acre property offers an outstanding combination of Dillard Creek frontage, mature timber, productive whitetail habitat, and direct access to Hoosier National Forest, all just minutes from the eastern side of Patoka Lake. Situated in the quiet community of Sleepy Valley, the property is tucked away at the end of a dead-end county road, providing a secluded setting for hunting and outdoor recreation. Access is provided by a 20-foot recorded easement from County Road 50 West, crossing Dillard Creek via a low-water crossing. The creek forms the entire eastern boundary, providing a dependable water source and natural travel corridor that consistently attracts deer and other wildlife. A major advantage is the property's favorable northeast access, allowing hunters to enter and exit with minimal disturbance under a variety of wind conditions. Heavy deer trails follow the creek, creating predictable travel routes and excellent stand locations. Larger surrounding tracts further enhance wildlife movement throughout the area. The habitat transitions from productive bottomland timber, including sycamore, cottonwood, walnut, and maple, to quality upland hardwoods featuring several mature white oaks that provide valuable mast production and long-term timber potential. Perhaps the property's greatest feature is its direct western boundary with approximately 70 acres of landlocked Hoosier National Forest. Because public access is extremely limited, this section receives very little hunting pressure, effectively expanding your hunting opportunities to nearly 80 acres when combined with the private tract. Patoka Lake is only a short drive away, offering boating, fishing, kayaking, camping, and additional public recreation. This property is ideal as a hunting retreat or weekend getaway and is not considered suitable for a permanent residence. The adjoining landowner may allow short-term RV parking along the easement by private agreement, subject to buyer verification. Whether you're seeking an affordable hunting property, recreational escape, or manageable tract with excellent habitat and access to rarely hunted public land, this Orange County property offers an opportunity that's becoming increasingly hard to find.

S County Rd 50 West ***, Paoli

Listing courtesy of Zach Holt from Whitetail Properties Real Estate. Cell: 812-887-2954

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.