View All Jefferson Park Chicago IL Pickleball Community Homes Listings

$585,000
4 Beds 2 Baths 12610327 MLS CLOSED Status
This charming 1.5-story bungalow sits on a picturesque, tree-lined street in the heart of Jefferson Park, radiating true pride of ownership! Step inside to an open-concept living and dining area featuring gorgeous hardwood flooring, crown molding, and a fresh, neutral palette. The beautifully updated kitchen is thoughtfully designed, featuring 42" custom cabinetry, granite countertops, and stainless steel appliances. With four bedrooms split between the main level and upstairs, plus two full bathrooms, this home offers a versatile and spacious layout. The full finished basement adds even more living space, including a large 5th bedroom perfect for guests or an office. Backyard living provides space for relaxation on the gorgeous paver patio and leads to the 2 car garage. This move-in-ready home is packed with updates for total peace of mind: HVAC: Furnace (2025), Central A/C (2023), and Whole Home Humidifier (2024). Exterior: Gutters (2022), Roof and Chimney (2018), and Chimney Flashing (2025). Windows & Appliances: Living room and 2nd bedroom windows (2024) and Dishwasher (2025). Smart Home: Equipped with a Nest thermostat, Ring doorbell, and smart garage opener. Located at 5471 N Parkside Avenue, this home offers a prime location in a vibrant community known for its architectural charm and accessibility. Parks & Recreation: You are just minutes away from Gladstone Park (0.2 mi), featuring green space and recreational facilities. Nearby Frank J. Wilson Park offers athletic fields, a splash pad, and pickleball courts. Public Transit: The Jefferson Park Transit Center provides access to the CTA Blue Line, Metra commuter trains, and multiple bus routes and for an effortless commute to downtown or O'Hare. Highway Access: Drivers will appreciate the proximity to the Kennedy Expressway (I-90/94), allowing for fast travel across the city and suburbs.

5471 N Parkside Avenue, Chicago

$640,000
4 Beds 3 Baths 12462789 MLS CLOSED Status
You don't want to miss this gorgeous and affordable, fully rehabbed, 5 bedroom bungalow on a quiet, tree-lined street in desirable Portage Park! Also bordering Jefferson Park, Old Irving Park and Mayfair for a perfect blend of a classic and eclectic Chicago vibe - amazing, accessible, commuter-friendly location! Walk or short drive to 90/94, Metra and El, vibrant Six-Corners, restaurants, nightlife, schools, Mariano's, Jewel, and Aldi's, services/ amenities, and short drive or bike ride to two amazing parks - Portage and Mayfair parks with pools, bike trails, tennis and pickleball courts and so much more!! FEATURING a modern, open floor plan, new white oak hardwood floors, ventless fireplace, modern sleek, gourmet kitchen with all quartz counters and spacious island, with hood vent, wine cooler, and high end stainless appliances; beautifully upgraded, tasteful baths with radiant heated floors (top 2 floors), and 2nd floor laundry hookup; spacious, fully and newly finished basement with gorgeous new bath, bedroom, separate sitting area/office nook/exercise area, beautiful wood laminate flooring, family room, recreation room and ample closets; laundry/utility room and a large, finished crawl/storage space. ALSO ALL NEW: electrical, HVAC, plumbing with overhead sewer, drain tile AND main city water line, windows, mechanicals, concrete sidewalks, deck and all engineered wood siding. Roof on home and garage approx. 6 years old. A fabulous value - must see!

5026 W Windsor Avenue, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Pickleball Community Homes in Jefferson Park, Chicago IL

An editorially curated view of every active pickleball community homes listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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