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5312 W Windsor Avenue Unit #2W, Chicago
$242,000
2 Beds ⋅ 1 Baths ⋅ 12773464 MLS

5312 W Windsor Avenue Unit #2W, Chicago
5332 W Windsor Avenue Unit #2F, Chicago
$214,700
1 Beds ⋅ 1 Baths ⋅ 12765712 MLS
ONE BEDROOM APARTMENT LOCATED CLOSE FRANK J WILSON PARK. WALKING DISTANCE TO JEFFERSON PARK CTA ,BLUE LINE ,METRA .BIG LIVING ROOM WITH BIG PATIO DOORS WITH BALCONY. APARTMENT INCLUD WASHMACHINE AND DRYER. NEW PANALING FLOOR LIVING ROOM AND BEDROOM. FRESH PAINT WHOLE APARTMENT. APPROX SQ FT 900 LIVING ROOM 23X13 MASRER BEDROOM 11X17.

5332 W Windsor Avenue Unit #2F, Chicago
5047 W Winnemac Avenue, Chicago
$919,000
4 Beds ⋅ 4 Baths ⋅ 12754500 MLS
Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring heated floors throughout!!, a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $6,900/month.

5047 W Winnemac Avenue, Chicago
5447 W Lawrence Avenue Unit #203, Chicago
$239,990
2 Beds ⋅ 2 Baths ⋅ 12722050 MLS
Beautifully refreshed and move-in ready, this bright 2-bedroom, 1.5-bath second-floor condominium enjoys a prime location directly across from Jefferson Park. Freshly painted and enhanced with brand-new carpeting installed in April 2026, the home features a spacious, functional layout with an expansive living room, a separate dining area, and a generously sized eat-in kitchen offering abundant cabinetry, extensive counter space, and room for a breakfast table. Additional updates include central air conditioning (2017), dishwasher (January 2023), and updated toilets and light fixtures (December 2022). Step outside to the private 12' x 5' balcony overlooking Jefferson Park, offering attractive views and an ideal vantage point for neighborhood events, including the annual Jeff Fest. Additional features include flexicore construction, excellent closet space, convenient same-floor storage, and baseboard heat included in the monthly assessment. Building amenities include main-level coin laundry, visitor parking, and one assigned exterior parking space (#12). The low monthly assessment includes heat, cooking gas, water, parking, common insurance, exterior maintenance, lawn care, scavenger service, and snow removal. This well-maintained, predominantly owner-occupied building does not permit rentals and allows one cat. Enjoy immediate access to Jefferson Park's approximately 7 acres of recreational amenities, including tennis and volleyball courts, baseball fields, playgrounds, a fieldhouse with indoor basketball courts, and an outdoor swimming pool. Shopping, restaurants, the library, post office, and the Jefferson Park Transit Center-with CTA Blue Line, Metra, and multiple bus routes-are all nearby, while convenient access to I-90/94 provides an easy commute to O'Hare International Airport and downtown Chicago.

5447 W Lawrence Avenue Unit #203, Chicago
5730 W Windsor Avenue, Chicago
$500,000
5 Beds ⋅ 3 Baths ⋅ 12693558 MLS
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.

5730 W Windsor Avenue, Chicago



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