Oakland Real Estate

Welcome to Oakland, Illinois – a hidden gem nestled in the heart of Coles County! This charming small town, with a population of just over 1,400 residents, offers a delightful blend of rural tranquility and vibrant community spirit. Known for its friendly atmosphere and strong sense of togetherness, Oakland is the perfect place for families, retirees, and anyone seeking a peaceful lifestyle away from the hustle and bustle of city life.

Oakland is steeped in rich history, with its roots dating back to the mid-1800s. The town features a picturesque downtown area, where you can stroll along tree-lined streets, visit local shops, and enjoy the warm hospitality of its residents. The annual events, such as the Oakland Fall Festival, bring the community together to celebrate local culture, food, and traditions, making it a great opportunity to connect with neighbors and make new friends.

Nature enthusiasts will appreciate the scenic beauty surrounding Oakland. The area boasts several parks and recreational opportunities, perfect for picnics, hiking, and outdoor activities. The nearby Lake Charleston offers fishing, boating, and serene views, ensuring that you can enjoy the great outdoors just minutes from your doorstep.

In addition to its natural beauty, Oakland is conveniently located just a short drive from larger cities like Mattoon and Charleston, providing access to a wider array of shopping, dining, and entertainment options. With affordable housing and a strong sense of community, Oakland, Illinois, is an ideal destination for those looking to put down roots in a welcoming environment. Come discover the charm of Oakland – your new home awaits!

Newest Listings in Oakland

$284,500

3 Beds ⋅ 3 Baths ⋅ 12740170 MLS ⋅ PRICE CHANGE Status

Country views, comfortable living, and plenty of space inside and out come together in this Oakland home situated on just under an acre. The open floor plan is filled with natural light and warm wood details that give the home an inviting, rustic feel. With four spacious bedrooms and three full bathrooms, there's plenty of room to spread out. The fourth bedroom was added in 2020, while new flooring and drywall in 2023 transformed much of the remaining basement into additional finished living space, including a spacious recreation area and dedicated office. Whether you're looking for a spot for movie nights, a game room, home gym, work-from-home space, or second living area, the finished basement offers plenty of flexibility. Outside, the covered porch offers the perfect place to take in the peaceful country surroundings. A detached two-car garage and utility shed add even more function to the property. Several major improvements have already been completed, including a new furnace and air conditioner in 2022, standing seam steel roof and gutters in 2020, siding and water heater in 2019, and a coal stove, water softener, dishwasher, and shed in 2018. With space, updates, and a setting that gives you a little more room to breathe, this Oakland property has so much to offer. Don't wait! Call today to schedule a private showing. ** This home has been pre-inspected! **

27440 E County Road 1700 N, Oakland

$375,000

3 Beds ⋅ 2 Baths ⋅ 12721047 MLS ⋅ ACTIVE Status

Incredible Country Retreat Along the Embarrass River! Discover the perfect blend of space, privacy, and natural beauty on this exceptional 10 acre property, with approximately 9 acres of wooded land and the back of the property bordering the Embarrass River. This 3 bedroom, 2 bath home offers approximately 1,300 sq ft of finished living space plus a partially finished walk-out basement with another approximately 1,300 sq ft of potential living and recreation space. Enjoy newer flooring throughout, an attached 2 car garage, and a composite back deck installed in 2017 complete with a hot tub - ideal for relaxing and taking in the peaceful surroundings. Additional property features include a 1-car detached garage and an impressive 40x50 machine shed with an attached dog kennel, providing abundant space for hobbies, equipment, storage, or a workshop. Major updates include a metal roof (2016), water heater (2018), and gas hot-water heat system (2010). The property is serviced by city water and a private septic system. A rare opportunity to own your own private slice of the country with incredible wooded acreage and river frontage!

14373 N County Road 2200E, Oakland

$225,000

12710890 MLS ⋅ PRICE CHANGE Status

Great location with easy access to highway. 1.22 acres with a 50' x 120' shed, ideal for storage, equipment, or workshop use. Plenty of opportunities to customize it to your needs. 3 power overhead doors: 26x14, 16x14, 10x14 with loading dock. Gutters recently replaced.

405 S Teeter Street, Oakland

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