View All McKinley Park Chicago IL 55+ Community Homes Listings

$525,000
8 Beds 5 Baths 12734119 MLS CONTINGENT Status
Attention investors! Located near I-55 and just one block from McKinley Park, this 3-unit listing is a rare find on a corner lot. The property features two units (1F & 2F) in the main building and a coach house apartment (2R) above a 2-car garage in the rear, all sharing a courtyard. Main building new roof from 2022. Each unit is equipped with its own gas-forced-air furnace. The main building features a new hot water heater installed in 2024. The first-floor unit (1F) offers 2 bedrooms and 1.5 bathrooms and will be vacant by the end of August, providing the new owner with an opportunity to make cosmetic improvements, increase the rental income, or occupy the unit. Laundry hookups are ready. The second-floor unit (2F) features 4 bedrooms and 2 bathrooms and is currently rented for $1,699 per month through July 2027. The tenants have been in the unit since 2024, and the unit was repainted in 2024. The 2-bedroom, 1-bathroom coach house (2R) has been occupied by the same tenants since 2020 and currently rents for $1,100 per month. The 2-car garage is also rented separately for $100 per month. With three units, separate heating systems, a newer roof, and a combination of stable rental income and value-add potential, this property offers an excellent opportunity for both investors and owner-occupants. Please reach out to listing agent for a list of updates and current rental details. Selling as is.

3600 S Winchester Avenue, Chicago

$474,000
4 Beds 3 Baths 12652616 MLS CLOSED Status
Rare opportunity to own a beautifully restored classic Chicago home blending timeless character with today's modern updates and comfort! Located in the heart of McKinley Park, this spacious 4-bedroom, 3-bath home has been extensively updated over the last several years while still maintaining the charm and warmth that makes these homes so special. Step inside and you'll immediately notice the soaring 9-ft ceilings, hardwood floors, oversized living spaces, and open layout perfect for both everyday living and entertaining. The updated kitchen features 42" cabinets, stainless steel appliances, Corian countertops, and plenty of room for family gatherings. This unique home offers two spacious primary suites - one on each level - making it ideal for large families, guests, or related living arrangements. A major second-floor addition completed in 2018 added over 1,000 sq ft of living space, including a stunning primary suite and versatile loft area perfect for a home office, kids' playroom, or extra lounge space. Recent improvements include updated windows, plumbing, electrical, dual-zoned HVAC, water heater, and a newer wrought iron rear deck. Located just minutes from Downtown Chicago, I-55, restaurants, shopping, and walking distance to the Orange Line, this home offers the perfect combination of classic character and modern convenience. The seller is also including a 6-person hot tub in excellent working condition for the new homeowner to enjoy year-round. Move-in ready with character you simply can't recreate - this is one you don't want to miss.

3514 S Damen Avenue, Chicago

$495,000
4 Beds 3 Baths 12411655 MLS CLOSED Status
Don't miss this rare opportunity to own a truly one-of-a-kind, meticulously maintained all-brick 2-flat with a full basement, ideally located on a tree-lined street in McKinley Park. This timeless property exudes charm, character, and care-it's one of the cleanest and best-preserved buildings you'll find! Step inside to discover original wood trim, solid wood doors, soaring 12-foot ceilings, and stunning original tin detailing that has been beautifully preserved. The upper unit features rich hardwood floors throughout, a sun-drenched living room with a bay window, an updated bathroom, and a refreshed kitchen with a new countertop, sink, and gooseneck faucet. The main floor unit offers brand new carpeting over original hardwood floors, expansive windows that flood the space with natural light, an updated bathroom, and exquisite tin ceiling and wall accents. This unit also has direct access to the partially finished basement, which includes a third full bathroom, laundry hookups, mechanicals, a slop sink, abundant storage, and endless potential. The backyard is a landscaped oasis-perfect for relaxing, gardening, or entertaining. A solid all-brick 2-car garage adds both value and convenience. The entire building has been freshly painted and exceptionally cared for. Major updates include a new roof in 2014, tuck pointing in 2022, and brand new water service in 2025. Located just steps from the Orange Line and I-55, this home offers quick access to downtown Chicago. You're also moments away from McKinley Park, a 69-acre green space with an ice rink, ball fields, splash playground, and more. Nearby shopping includes Jewel-Osco, Target, and Cermak Fresh Market. This is a truly special property-schedule your private tour today! Property is being sold in "as is" condition.

3357 S Oakley Avenue, Chicago

$530,000
4 Beds 2 Baths 12393580 MLS CLOSED Status
Beautiful 2-unit building located across from McKinley Park. Each unit consists of living room and dining room with decorative fireplace with built-in bookcases and vintage stained-glass windows, gorgeous hardwood floors, original woodwork, trim and cove ceiling thru-out. 2 nice size bedrooms, one with closet. Full bathrooms, both have pedestal sinks and custom mirrors, 1st floor has free standing clawfoot tub. Lovely kitchens with lots of cabinets and pantry. 1st floor kitchen has custom made cherrywood cabinets and 2nd floor has lots of oak cabinets, island, stove and refrigerator. Enclosed rooms off back porch, 1st floor being used as den/office for working from home and 2nd floor has as laundry area with washer and dryer. Full walk-up unfinished attic with lots of potential to duplex to 2nd floor unit or lots of storage space. Full unfinished basement waiting for your ideas. 1st floor unit has its own laundry in basement. Both units have gas forced heat, central air and circuit breakers. Each unit has separate utilities and tenants are responsible for their own gas, heat and electric. 2 1/2 car garage, cinder block inside and custom brick & mortar on outside, solid wood overhead manual door, steel entry side door, space above garage for storage, a room or what you need. Nice cedar fenced yard with small patio area. Building is located across the street from beautiful McKinley Park with 72 acres of fun including natures walking trails, swimming pool, lagoon for fishing, soccer, football and baseball fields, new pickle ball and tennis courts, dog park, ice/roller blading rink and much more. Just steps to CTA bus and walking distance to Orange Line train. Minutes from downtown, interstates I-55 and 90/94. Close to schools, shopping and restaurants. Too much to mention. Call today for your appointment.

3827 S Damen Avenue, Chicago

$520,000
7 Beds 3 Baths 12323514 MLS CLOSED Status
Exceptional 3-Unit Brick Property in the booming McKinley Park! Situated in the rapidly growing McKinley Park neighborhood, this well-maintained solid brick 3-unit property presents an outstanding opportunity for both investors and owner-occupants. The spacious first-floor unit features a large living room with a cozy fireplace, a bright dining area, and three generously sized bedrooms filled with natural light. The kitchen is equipped with a new refrigerator, stove, and exhaust fan, while the bathroom has been updated with modern touches. Freshly painted and featuring radiator heat, this unit also includes a full basement with nearly 7-ft ceilings, offering potential for a duplex-down expansion. A private washer and dryer in the basement add to the convenience of first-floor residents. The second floor consists of two separate units, each featuring 9-ft ceilings, a bright living room, a kitchen with a new refrigerator, two bedrooms, and one bathroom. Both units offer separate central heating systems, dual egresses for safety and convenience, and are currently rented, providing immediate income. Newer roof and chimney work was completed about five years ago and tuckpointing was done in 2024. Each unit is individually metered for gas and electricity, ensuring efficiency for both tenants and owners. The property also boasts a large private backyard and a detached 2-car garage, perfect for additional storage or parking. Nestled in one of Chicago's fastest-growing neighborhoods, this home is just minutes from the 72-acre McKinley Park, public transportation including the Orange Line and Bus #35/9/62, and a variety of shopping and dining options such as Target, Starbucks, Cermak Produce, Jewel-Osco, and local restaurants. With easy access to I-55 and downtown Chicago, this is a prime opportunity to own in a thriving community. Live in the spacious first-floor unit while rental income from the 2nd floor units. Don't miss out-schedule your showing today!

3611 S Wood Street, Chicago

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McKinley Park, Chicago IL · Curated MLS Search

55+ Community Homes in McKinley Park, Chicago IL

An editorially curated view of every active 55+ community homes listing in McKinley Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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