Chester Homes with Oak Glen HS - 6103 School District

Chester Homes with Oak Glen HS - 6103 School District

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Newest Chester Homes with Oak Glen HS - 6103 School District

$99,000
5222176 MLS
Ready for a homesteading opportunity with an awesome view? This gorgeous hillside property offers approximately 5.74 acres, multiple potential building areas, and an incredible combination of open land, mature woods, privacy, and convenience. Whether you are searching for a peaceful retreat with beautiful river-valley views or dreaming of creating a more self-sufficient homestead, this versatile property has so much to offer. Broad areas of open, usable lawn provide plenty of room for gardens, pets, play equipment, outdoor recreation, and a variety of homesteading activities. The cleared portions of the property are surrounded by mature trees and wooded acreage, creating a private, peaceful atmosphere with natural shade, wildlife habitat, and potential recreational or hunting opportunities, subject to local regulations. The elevated setting overlooks the surrounding hills and river valley, with glimpses of the river and nearby community visible through the trees. Enjoy the feeling of a private, remote getaway while remaining within the city near homes, businesses, the riverfront area, and everyday amenities. Multiple potential building areas offer exciting possibilities for a dream home, cabin, private retreat, or homestead. A small storage shed is already situated on the property, and the generous open grounds provide ample space to enjoy the outdoors while the wooded surroundings create a beautiful natural backdrop. With its blend of cleared land, mature woods, scenic views, privacy, and convenient access to town, this property presents a rare opportunity to enjoy a peaceful country-setting without feeling far removed from the community. Build your dream home, establish a secluded retreat, plant expansive gardens, or create the homestead lifestyle you have always imagined! Property boundaries, acreage, access, utility availability, zoning, building suitability, and permitted property uses should be independently verified by the buyer.

000 Indiana, First street Extension Road, Chester

$139,900
3 Beds 2 Baths 5222938 MLS
Divorce your landlord, lawnmower, and big yard headaches! This beautifully remodeled classic home sits on a charming, flat corner lot in the heart of downtown Chester, blending old-world character, modern updates, and easy low-maintenance living. The tiny yard is just enough for a hot tub, child’s pool, swing set, or smaller pets—without hours of mowing. Leave the lawnmower behind, grab a weed whacker, and enjoy walking to nearby stores, grocery options, drugstores, eateries, restaurants, and downtown conveniences. Step onto the welcoming covered front porch and into a beautiful old-world foyer filled with charm, featuring built-in bookshelves, display shelving, and seating—the perfect spot to take off your shoes, pause, or relax with a good book. Inside, fresh neutral paint, crisp white trim, updated flooring, and natural light from vinyl windows create a bright, clean, move-in-ready feel. The spacious living room flows into a flexible adjoining space that can serve as a formal dining room, sitting area, office, playroom, or be adapted as a first-floor bedroom for those seeking main-level living. A newly added full bath off this area adds convenience and function. The kitchen will make any home chef happy with plenty of counter space, new cabinetry, updated counters, modern fixtures, stainless appliances including refrigerator, stove, microwave, and dishwasher, plus white cabinets, black hardware, modern backsplash, & updated flooring. Upstairs are three spacious, newly remodeled bedrooms with fresh walls, neutral colors, updated flooring, and great natural light, along with a second updated full bath. Major improvements are already done, including a new metal roof, updated 200-amp electric, new central air, updated furnace, new flooring, fresh walls, newer windows, brand-new kitchen, and added second bathroom. If you are tired of rent, yard work, constant projects, and driving for errands, this downtown Chester home is ready for you!

416 5th Street, Chester

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