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305 E St Rd 64th Rd, Winslow
$259,900
3 Beds ⋅ 1 Baths ⋅ 202640653 MLS ⋅ 1,720 SqFt. ⋅ Sue Beloat
Are you looking for a peaceful country setting with space and plenty of room for gardening and just relaxing, this one is worth looking at. Sitting on 5 acres of partially wooded ground, this 3/4 bedroom 1 bath home with a nice spacious kitchen and living room. Downstairs you will find 2 bedrooms, a bath, spacious living room, kitchen, and laundry/mud room. Upstairs there is a bedroom and sitting room which could be used for a 4th bedroom if needed. Outside, the back covered porch is the perfect spot for relaxing as you watch the abundant of wildlife on the back acreage. Also, you will enjoy the Detached Garage which offers abundant space for equipment, storage, workshop and built in storage shelves.

305 E St Rd 64th Rd, Winslow

Listing courtesy of Sue Beloat from RE/MAX REVOLUTION. Office: 812-386-3222

3965 S County Rd 350 E, Winslow
$259,000
3 Beds ⋅ 2 Baths ⋅ 202639844 MLS ⋅ 1,701 SqFt. ⋅ Jessica Mason
They just don’t make them like they used to!! Built in 1898 with solid construction and craftsmanship that’s hard to find today, this 3-bedroom/2-bath home sits on approximately 3.5 acres surrounded by nature and just minutes from Pike State Forest. A 2007 addition added even more living space, including a spacious bedroom, a large laundry room and ample closets. Original hardwood floors, beautiful leaded-glass accents, French doors, and a fireplace surrounded by warm woodwork are just a few of the details that give this home its charm and character. The spacious kitchen features custom cabinetry crafted by a local Winslow woodworker and opens to generous living and dining spaces, making it easy to gather with family and friends. The enclosed sunroom offers a cozy spot to enjoy your morning coffee, curl up with a good book, or simply take in the peaceful country setting. Step outside onto the newly built deck and enjoy the wooded surroundings and fresh air. Major improvements include a newer roof (2021), new HVAC (2026), new siding, new gutters, and all new electric throughout. A full basement provides plenty of additional space, while a charming barn with a large loft offers storage and even more possibilities. With its beautiful character, thoughtful updates and peaceful surroundings, this is the kind of place that invites you to slow down and enjoy being home.

3965 S County Rd 350 E, Winslow

Listing courtesy of Jessica Mason from Jessica Mason Real Estate.

405 N Walnut St, Winslow
$164,900
2 Beds ⋅ 3 Baths ⋅ 202638591 MLS ⋅ 1,669 SqFt. ⋅ Zach Holt
Welcome to this recently renovated brick storybook home in Winslow, Indiana. Situated on a double lot near the Winslow Public Library, this property combines classic character with numerous modern updates and practical features. The home has been well cared for and offers a move-in-ready opportunity with additional space for storage, recreation, gardening and future expansion. The kitchen was remodeled in 2019 and features updated cabinetry, granite countertops, a tile backsplash and modern fixtures. A brand-new microwave over the range is another recent improvement. The spacious dining area provides room for a larger table while also offering the potential to be converted into a third bedroom, as an adjoining closet is already in place. Any conversion should be verified by the buyer for applicable requirements. The main-floor bathroom was completely gutted and remodeled approximately two years ago. All windows were replaced with vinyl windows in 2019, and both the furnace and HVAC system were replaced that same year. An additional split HVAC unit serving the upstairs was installed approximately three years ago. The home also received a new shingle roof in September 2026, complete with warranty. The home's character continues throughout the interior with hardwood flooring, exposed wood beams and a classic layout. The full basement provides substantial additional storage and features a walk-up configuration for convenient access. Outside, the double lot offers plenty of space for a garden, outdoor activities, landscaping or future improvements. A recently built detached single-car garage provides additional storage and covered space. The property is served by natural gas, municipal sewer and fiber internet. Its location provides convenient access to the amenities of Winslow as well as Southern Indiana outdoor recreation. Pike State Forest is nearby and provides opportunities for hiking, hunting, fishing, camping and wildlife viewing, while additional recreation can be found at Patoka Lake and throughout Pike County. With its brick construction, established character, updated kitchen and bathroom, newer mechanical systems, replacement windows, new roof, full basement, detached garage and double lot, this Winslow property offers a versatile residential opportunity in Pike County. Schedule your showing today to see everything this updated home has to offer.

405 N Walnut St, Winslow

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

E Co. Rd. 350 S ***, Winslow
$405,000
202637524 MLS ⋅ Adam Boyd
Nearly 70 acres offering a rare combination of tillable ground, wooded cover, and wide-open possibilities. With the majority of the acreage currently tillable, this property could be an excellent addition to a farming operation, an investment in land, or the foundation for the rural lifestyle you have been dreaming about. Scattered wooded areas create natural character throughout the property and add recreational appeal for hunting, hiking, trail riding, camping, wildlife watching, and enjoying the privacy that only acreage can provide. The layout also offers potential for food plots, a future pond or lake area, outdoor gathering spaces, gardens, livestock, or simply room to spread out and enjoy the country. Whether you are looking for farmland, recreational ground, a private retreat, or a possible future homesite. This is a property with the space and flexibility to make your vision a reality. Acreage of this size with a strong mix of tillable ground and trees is not commonly available in this area. Two separate parcels of different sizes are included in this listing. Seller may offer the potential to be sold individually.

E Co. Rd. 350 S ***, Winslow

Listing courtesy of Adam Boyd from BOYD REALTY & DEVELOPMENT LLC.

1315 S County Rd 200, Petersburg
$324,900
3 Beds ⋅ 2 Baths ⋅ 202635279 MLS ⋅ 2,160 SqFt. ⋅ Jessica Mason
Beautiful home — check. Nearly 8 peaceful acres — check. Pole barn — check. This beautiful property is sure to check all your boxes!! Situated on over 7 peaceful acres, this rare find offers the perfect combination of space, privacy, and country living. A year-round creek winds through the property, while abundant wildlife and peaceful surroundings make it easy to enjoy everything this setting has to offer. Inside, you’ll find 3 bedrooms and 2 full bathrooms, including an impressive primary suite with a spacious ensuite featuring a freestanding tub, separate shower, double vanities, and a large walk-in closet. The open-concept kitchen and living area is made for gathering, complete with a cozy gas-log fireplace, double-oven range, and oversized kitchen island. A dedicated office provides the perfect work-from-home space, while the oversized laundry room offers plenty of cabinetry, counter space, and a utility sink. Outside, enjoy the large front porch, 2+ car attached garage, brand-new roof, and 30x40 pole barn offering plenty of room for storage, a workshop, equipment, or hobbies. And there’s more — the stove, microwave, dishwasher, car lift, and generator are all included with the sale!

1315 S County Rd 200, Petersburg

Listing courtesy of Jessica Mason from Jessica Mason Real Estate.

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.