Oakland, IL homes for sale & real estate

Oakland, IL Homes for Sale

Well-maintained home with thoughtful updates and desirable extras. The water heater was replaced in August 2026. The downstairs features wood-look tile flooring that continues into the downstairs bedroom, creating a cohesive look throughout, while the bathroom has separate tile flooring (there are extra matching tiles if desired). Enjoy the recently completed back deck with high-quality Trex decking, along with a storage unit and one of the largest parking spaces. Custom blinds add a finished touch throughout. The home has been lovingly maintained by the same owner for the past 11 years. Conveniently located near local favorites including Sip & Savor coffee shop and Ain’t She Sw

Oakland, IL Homes for Sale

Discover this exceptional four-unit building ( all 3 bdr, 2 bth), built in 2021, in the highly desirable North Kenwood neighborhood. Located on one of the area's most secluded blocks, the property offers a rare combination of privacy, modern construction, and convenient access to Chicago's lakefront. A nearby walking path leads to the new bike and pedestrian bridge over Lake Shore Drive, providing quick and easy access to the lake, beaches, parks, and scenic lakefront trails. The property features a spectacular approximately 1,150-square-foot rooftop deck with impressive city skyline and lakefront views, an incredible amenity for residents and a strong differentiator for investors. Each uni

Oakland, IL Homes for Sale

Welcome to 4336 S Saint Lawrence Ave-a clean, well-maintained 3 bed/2 bath condo with 1,600 sq ft in a well-run. Move-in ready with high ceilings, functional layout, and abundant storage. Gated parking included. LOCATION: Heart of historic Bronzeville. Steps from Gwendolyn Brooks Park, minutes from Washington Park, Burnham Park, and lakefront. Red and Green Line CTA, multiple bus routes, and Metra RI nearby. Fast downtown commute. LSD and I-90 access. Convenient access to Trader Joe's, Whole Foods, and local grocers. Illinois Institute of Technology and University of Chicago within a few miles. Vibrant restaurant and retail scene including Pearl's Place. Bronzeville is on the move. Rentals

Oakland, IL Homes for Sale

Updated in 2025-Move in Ready! Bronzeville 3 flat building with rear parking spaces. Units 2 & 3 apartments are updated with open floor plans and offer hardwood floors, quartz countertops, some kitchen appliances, newer front and back porch! Living rooms are spacious with separate dining rooms. Good sized primary bedrooms with updated bathrooms. Top floor apartment is 3 bedroom and flooded with natural light. Each apartment is appointed with its individual furnace and water heater. Location is ideal with close proximity to access Lake Shore Drive, expressway, public transportation, shopping, dining and the nearby neighborhood of Hyde Park. Recent updates include painting, flooring,

Oakland, IL Homes for Sale

Come view this Bronzeville Beauty. Luxury, space, and location come together in this stunning Bronzeville residence, offering nearly 3,000 square feet of beautifully designed living space. Perfectly situated just steps from the lakefront, parks, beaches, and Mariano's, you'll also enjoy quick access to Hyde Park, downtown Chicago, public transportation, and major expressways. Designed with entertaining in mind, this home features 10-foot ceilings, abundant natural light, rich hardwood floors throughout the first and second levels, and a warm fireplace that anchors the spacious living area. The show-stopping kitchen is the heart of the home, showcasing an oversized island with granite counte

Oakland, IL Homes for Sale

Incredible Opportunity in Bronzeville! * * Now offered at * * $298,900 * * , this beautifully renovated 3-bedroom, 2-bath condominium delivers exceptional style, space, and value in one of Chicago's most sought-after neighborhoods. Completely renovated from top to bottom, this stunning home features rich hardwood flooring, recessed lighting, and a bright open-concept layout centered around a modern wall-mounted electric fireplace. The designer kitchen is sure to impress with European-style shaker cabinetry, luxurious quartz countertops, a striking tile backsplash, stainless steel appliances, pendant lighting, and a built-in wine rack-perfect for everyday living and entertaining alik