Tri-Taylor Real Estate

Welcome to Tri-Taylor, a hidden gem nestled in the heart of Chicago, Illinois! This vibrant neighborhood, located in Cook County, is renowned for its rich history, diverse community, and convenient access to the city’s best amenities. Tri-Taylor is bordered by the bustling Illinois Medical District, making it an ideal location for healthcare professionals and students alike.

One of the standout features of Tri-Taylor is its unique blend of residential charm and urban convenience. The neighborhood boasts a variety of architectural styles, from classic brick bungalows to modern condos, providing potential homeowners with a wide range of options. Tree-lined streets and quaint parks create a welcoming atmosphere, perfect for families and individuals seeking a peaceful retreat from the city’s hustle and bustle.

In addition to its residential appeal, Tri-Taylor is strategically located near major highways and public transportation, making commuting a breeze. Whether you’re heading downtown for work or exploring the vibrant culture of Chicago, you’ll find that Tri-Taylor offers unparalleled accessibility.

Food lovers will delight in the diverse culinary scene, with an array of local eateries offering everything from authentic Mexican cuisine to trendy cafes. The neighborhood also hosts a variety of community events throughout the year, fostering a strong sense of camaraderie among residents.

With its perfect mix of historic charm, modern conveniences, and a close-knit community vibe, Tri-Taylor is not just a place to live—it’s a place to thrive. Discover your new home in Tri-Taylor today and experience all that this exceptional neighborhood has to offer!

Newest Listings in Tri-Taylor

2347 W Taylor Street Unit #GARAGE, Chicago

$400

12801101 MLS ⋅ NEW Status

Large Private Garage For Rent with 14 Foot Ceilings. Ideal for Fleet Service or Private Car Storage. No Storage of Any Building Materials or Chemicals of Any Kind!!!! 1 Garage Space is Available Now with the 2nd Garage Space Available 1/1/26. 1 Additional Exterior Parking Space is available for $150.00 p/m Available Now!!!

2347 W Taylor Street Unit #GARAGE, Chicago

$560,000

3 Beds ⋅ 2 Baths ⋅ 12792275 MLS ⋅ ACTIVE Status

Rarely available 3BR/1.5BA single-family home on a quiet Tri-Taylor cul-de-sac. This meticulously maintained property boasts high ceilings, central air, forced gas heating and hardwood floors. The gorgeous kitchen features stainless steel appliances and granite counters, flowing into a spacious dining area. Upstairs highlights 3 bedrooms and a full bath with a double vanity. The lower-level basement is the perfect space for a family room and provides ample space for additional storage. This home also comes with a full-size washer/dryer. The unbeatable outdoor oasis features a private fenced backyard and an oversized detached 2.5-car garage with a massive rooftop deck-perfect for entertaining! Highly desirable location offering an effortless commute. Walk to Taylor Street dining, UIC, Rush University Medical Center, CTA trains, and the Illinois Medical District. Welcome home!

929 S Bell Avenue, Chicago

$699,500

4 Beds ⋅ 2 Baths ⋅ 12788097 MLS ⋅ ACTIVE Status

STUNNING TRI-TAYLOR MULTI-UNIT ROWHOME LOVINGLY RESTORED TO PRESERVE ITS ORIGINAL CHARM WHILE OFFERING MODERN COMFORTS! This bright and cheerful end-unit features 4 bedrooms, 21/2 baths, and a flexible layout including a large studio apartment with long-term tenant that can easily be converted to add additional living space for a single-family residence. Beautifully updated kitchen features maple cabinetry, granite countertops, and newer appliances. Updated baths and hardwood floors, three skylights, original slate trimmed wood-burning fireplace and stained glass add to the warmth and character of this exceptional home. Enjoy the sunny three-season room overlooking the professionally landscaped yard creating an inviting outdoor retreat, complete with newer Trex deck and stairs and a maintenance-free privacy fence. Additional highlights include a detached garage and a desirable city location close to the Illinois Medical District, United Center, public transportation and minutes to downtown via the I-290 expressway. A rare opportunity to own a beautifully restored home where historic architectural details and thoughtful modern updates come together beautifully. Tenant in lower level lease expires 06/30/2027.

2151 W Polk Street, Chicago

$570,000

4 Beds ⋅ 3 Baths ⋅ 12772681 MLS ⋅ ACTIVE Status

Three levels of spacious townhome living plus three outdoor spaces including an enormous private rooftop deck with a skyline view in a very desirable Tri-Taylor location! This 2,200 sf, sunny home includes three bedrooms on the upper level plus one bedroom on the lower level with its own bathroom. 2.5 total baths. Recent improvements include updated kitchen, new bathroom fixtures and on upper and lower levels. The main level has beautiful, newly refinished hardwood flooring 1 attached garage parking space plus one exterior space in front. Central heat and air. Close to UIC, Western Blue Line train, 3 blocks to Campbell Park. Numerous dining/entertainment options nearby . No association fees! ready to move in!

933 S Oakley Boulevard, Chicago

$849,900

9 Beds ⋅ 4 Baths ⋅ 12736859 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained classic 2-unit brick building. Located in the vibrant Tri-Taylor neighborhood, just steps away from the Medical District and UIC campus. This prime location offers easy access to a variety of restaurants, shops, and public transportation options, making it perfect for investors and owner-occupants. All units have tenants on a month to month arrangement. Private parking in the back of building with alley access.

2312 W Taylor Street, Chicago

$465,333

3 Beds ⋅ 2 Baths ⋅ 12617723 MLS ⋅ ACTIVE Status

Charming single-family residence located in the heart of Chicago's Little Italy. This elegant home offers a spacious 2,000 square feet of living space, featuring three bedrooms and two bathrooms, making it perfect for comfortable, modern living. For Investors great as a local rental right here in the Medical District of UIC As you step inside, you'll be greeted by the warmth of beautiful hardwood floors that flow seamlessly throughout the ten well-appointed rooms. The inviting living area is highlighted by a cozy fireplace, providing a perfect spot for relaxation and gatherings. The home boasts southern exposure, ensuring every room is bathed in natural light throughout the day. The kitchen is complete with a delightful breakfast nook where you can enjoy your morning coffee. The open layout ensures effortless flow between the kitchen, dining, and living areas, ideal for entertaining. Convenience is at your fingertips with in-unit washer and dryer facilities, adding ease to everyday tasks. The home is equipped with 2 central air conditioning units and 2 forced air gas heat furnaces, ensuring comfort in every season. Descend to the full basement, offering ample storage space and endless possibilities for customization to suit your needs. FHA/VA ok! This property is a true gem, combining classic charm with modern amenities. Don't miss the opportunity to make this delightful house your home. Schedule a viewing today and experience all that 2242 W Taylor St has to offer.

2242 W Taylor Street, Chicago

$349,888

12702426 MLS ⋅ ACTIVE Status

awesome store front location, just west of downtown and west loop, this location in the medical district, offer the value of location, with over 1600 sq feet of space, additional 1500 sq ft basement for storage, featuring high ceilings, 6 private offices/treatment rooms, spacious reception/waiting area, one and half bathroom.can be massage store.

2322 W Roosevelt Road Unit #1, Chicago

$230,000

12279296 MLS ⋅ ACTIVE Status

Don't miss out on the opportunity to build in the thriving Tri-Taylor neighborhood! This unique corner lot parcel of land offers the perfect redevelopment potential for retail and or residential use, making it an ideal investment for investors or buyers looking to create their vision of the perfect home from the ground up. Why is This Lot So Exceptional: * Prime location: Situated on bustling Taylor Street near Ogden Avenue but also can access property from the residential 900 block of Bell Ave. * High Visibility: Walking distance to the numerous restaurants, Illinois Medical District, United Center, parks and community conveniences. * Thriving Community: A vibrant mix of homes, retail, and activities. * Excellent Transit Access: Convenient public transportation options. Additional Highlights: * Unique location bordering a beautifully landscaped cul-de-sac on Bell Avenue. * Zoned PD-30, allowing for multi-family or mixed-use development. * Steps from the newly created development, featuring exciting new retail, restaurants and hotel, creating even more vibrancy and demand in the area. * Taylor Street is a hub of residential and commercial activity with a strong presence of companies and ongoing development. The Illinois Medical District alone brings a high density of people daily to its campus, driving demand for new growth and opportunities. These are just a few of the many reasons why you would want to commit to this neighborhood, don't miss the chance to be part of it! Act now to secure this fantastic parcel in the heart of Chicago's Historic Tri-Taylor Neighborhood!

2224 W Taylor Street, Chicago

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Tri-Taylor Real Estate

Newest Listings in Tri-Taylor

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