2,967

Tri-Taylor Homes

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  • /44

    $525,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 4 Baths

    2436 W Fillmore St, Chicago, IL 60612

    Attention Investors!, automatic cash flow opportunity with appreciation potential. This 2 flat offers an excellent ready-to-go rental option or owner occupied investment property! Situated in the blossoming Tri-Taylor area, it's a fantastic addition to your investment portfolio. Both units boast modern updates, featuring 3 bedrooms and 2 bathrooms, along with convenient in-unit laundry. The main

    Agent Photo

    Dave Johnson

    City and Field Real Estate

    (773) 245-0997

    2436 W Fillmore St, Chicago, IL 60612
  • /39

    $3,350 - $4,150 per month

    • 2 - 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Condo for Rent

    1042 S Oakley Blvd, Chicago, IL 60612

    New constructionTree lined cul-de-sac streetGarage parkingAdditional StorageAll units have 3 outdoor spacesConveniently located in Tri-Taylor/Medical District near Blue Line, West Loop, Little Italy, UIC, United Center, Illinois Medical District's (IMD) new IMD Gateway Development.

    1042 S Oakley Blvd, Chicago, IL 60612
  • /2

    $460,000 Sold Sep 18, 2025

    • 5 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1880

    822 S Bell Ave, Chicago, IL 60612

    Investor's dream! This two-unit building is just steps from Rush University and the Illinois Medical District, featuring a charming second-floor duplex with unique privacy. Highlights include hardwood floors, an enclosed backyard, a large deck with a patio above a two-car garage , perfect for relaxing or entertaining, and unbeatable convenience with super easy Blue Line access, a

    Yunmei Luo Newlife Realty LLC

    822 S Bell Ave, Chicago, IL 60612
    • /41

      Est $311,461 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft

      2353 W Harrison St Unit 2, Chicago, IL 60612

      2353 W Harrison St Unit 2, Chicago, IL 60612
  • /33

    $339,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    2432 W Harrison St Unit 3, Chicago, IL 60612

    Welcome to this spacious and beautifully updated 3-bedroom, 2-bathroom condo located in a highly sought-after neighborhood. With an open-concept layout, modern finishes, and plenty of natural light, this home offers both comfort and style in every detail. Modern Kitchen with stainless steel appliances, plenty of storage, and bar seating. Whether you're a first-time buyer, downsizing, or

    Maria Gutierrez Golden City Realty, Inc.

    2432 W Harrison St Unit 3, Chicago, IL 60612
  • /15

    $1,850 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • House for Rent

    735 S Western Ave Unit 3, Chicago, IL 60612

    Large 2br on 3rd floor in Tri-Taylor area w/ plenty of natural light. This apartment features 2 KS bedrooms with extra closet space, tall ceilings, large living room, and dining room. Eat in kitchen, Large bathroom with extra storage and in unit washer dryer. Private back porch & 1 private, secure parking spot included. Central air, forced heat, ceiling fans & pet friendly! Pictures may be of

    Karen Roth New City Property Management

    735 S Western Ave Unit 3, Chicago, IL 60612
  • /28

    $580,000 Sold Sep 11, 2025

    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1904

    2418 W Arthington St, Chicago, IL 60612

    VERY WELL MAINTAINED -LONG TERM FAMILY OWNED -BRICK TWO UNIT APARTMENT BULIDING LOCATED IN THE TRI-TAYLOR WEST AREA. FEATURES INCLUDE;CUSTOM OWNERS UNIT WITH GAS FORCED AIR HEATING AND CENTRAL AIRCONDITIONING, LIVING /DINING COMBINATION WITH HARD WOOD FLOORING, RECESSED CAN LIGHTING, CEILING FANS, NEWER WINDOWS AND WINDOW TREATMENTS. OPEN KITCHEN WITH EATING AREA, VINYL FLOORING, QUARTZ COUNTER

    Carmen Gallucci C. Gallucci Realty, Inc.

    2418 W Arthington St, Chicago, IL 60612
    • /22

      Not Listed For Sale

      • 7 Beds
      • 3 Baths

      2447 W Fillmore St, Chicago, IL 60612

      2447 W Fillmore St, Chicago, IL 60612
  • /23

    $519,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2242 W Taylor St, Chicago, IL 60612

    Welcome to 2242 W Taylor St, a 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

    Michael Giliano Compass

    2242 W Taylor St, Chicago, IL 60612
  • /39

    $3,350 - $4,150 per month

    • 2 - 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Condo for Rent

    1042 S Oakley Blvd, Chicago, IL 60612

    New constructionTree lined cul-de-sac streetGarage parkingAdditional StorageAll units have 3 outdoor spacesConveniently located in Tri-Taylor/Medical District near Blue Line, West Loop, Little Italy, UIC, United Center, Illinois Medical District's (IMD) new IMD Gateway Development.

    1042 S Oakley Blvd, Chicago, IL 60612
  • /25

    $275,000 Sold Sep 08, 2025

    • 1,200 Sq Ft
    • $229/SF
    • 37 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2002

    2355 W Congress Pkwy Unit 1, Chicago, IL 60612

    GORGEOUS 2 BEDROOM 2 BATH CONDO IN THE SOUGHT AFTER TRI-TAYLOR AREA. JUST STEPS FROM UIC, RUSH UNIVERSITY AND MEDICAL DISTRICT. CLOSE TO I-290 AND WESTERN BLUE LINE STATION. This bright and sunny unit boasts a fresh and modern aesthetic, as you step inside, you'll be greeted by gleaming hardwood floors that span the entirety of this inviting space. The open floor plan seamlessly connects the

    Nikhil Shah ARNI Realty Incorporated

    2355 W Congress Pkwy Unit 1, Chicago, IL 60612
    • /25

      Est $360,584 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,400 Sq Ft

      819 S Western Ave Unit 2, Chicago, IL 60612

      819 S Western Ave Unit 2, Chicago, IL 60612
  • /43

    $450,000

    • 3 Beds
    • 3 Baths
    • 2,320 Sq Ft

    2515 W Harrison St Unit 1, Chicago, IL 60612

    **Seller is offering $5,000 in closing credits if the contract is accepted by August 31, 2025-don't miss this opportunity! Discover this rare spacious 3-bedroom, 3-bathroom duplex in the heart of Tri-Taylor, offering over 2,300 sq. ft. of living space, including a secure private garage space! The beautifully updated kitchen boasts quartz countertops, 42" shaker cabinets with under-cabinet

    Matt Laricy Americorp, Ltd

    2515 W Harrison St Unit 1, Chicago, IL 60612
  • /18

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    612 S Western Ave Unit 4, Chicago, IL 60612

    Fantastic 1500 sf jumbo 2 BR 2 BA condo with a very rare 250 sf outdoor front patio. Modern new construction condo with all of the amenities including stainless steel appliances, gas fireplace and washer/dryer. One car outdoor secured parking included. Master suite with master bath and oversized closets. Generous spacious layout with incredible large east facing front room and open kitchen with

    Michael Ramstedt Art of Real Estate LLC

    612 S Western Ave Unit 4, Chicago, IL 60612
  • /15

    $258,000 Sold Sep 04, 2025

    • 1,300 Sq Ft
    • $198/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    2406 W Flournoy St Unit 3, Chicago, IL 60612

    Spacious 2BR/2BA Condo in Tri-Taylor . This loft-inspired 2-bedroom, 2-bathroom condo in Chicago's Tri-Taylor neighborhood is the great fit for a variety whether you're looking for a starter condo or a strong rental investment. Located just two blocks from the Western Blue Line station and within walking distance to UIC, the Illinois Medical District, and Little Italy, this unit has convenience,

    Misael Chacon Beycome brokerage realty LLC

    2406 W Flournoy St Unit 3, Chicago, IL 60612
    • /62

      Not Listed For Sale

      • 6 Beds
      • 3 Baths

      2340 W Taylor St, Chicago, IL 60612

      2340 W Taylor St, Chicago, IL 60612
  • /21

    $270,000 Open Sun 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    749 S Claremont Ave Unit 1, Chicago, IL 60612

    Spacious two-bedroom, two-bath, updated condo in the Tri-Taylor/Illinois Medical District neighborhood. 2023 updates include: new laminate floors, kitchen countertops, fully retiled bathrooms & accessories, new washer, dishwasher, fridge, furnace, and automated keypad entry. The open layout features a living room with a fireplace, a kitchen with a breakfast bar, and plenty of cabinets for ample

    Ifelanwa Osundolire Keller Williams Infinity

    749 S Claremont Ave Unit 1, Chicago, IL 60612
  • /29

    $4,900 per month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    719 S Claremont Ave, Chicago, IL 60612

    Fed up with WEST LOOP apartments? Find your escape in a quiet family-friendly and dog-friendly neighborhood just minutes from downtown. This single-family home with beautiful yard and a 2-car garage is just minutes' walk from the Illinois Medical District and UIC campus and 5 minutes' drive from downtown and the West Loop. Light and spacious interior with high end appliances, and step out

    719 S Claremont Ave, Chicago, IL 60612
  • /46

    $527,000 Sold Sep 03, 2025

    • 6 Days On Market
    • 5 Beds
    • 2 Baths

    2437 W Taylor St, Chicago, IL 60612

    Welcome to 2437 W Taylor St, a beautifully remodeled 2 flat on Taylor street featuring stunning hardwood floors that add warmth and charm to every room. Perfectly suited for UIC students or anyone studying or working in the medical district, offering both comfort and convenience in an ideal location. Don't let this opportunity slip away. Schedule your showing today. Unit 1 is a 2 bedroom 1 bath

    Mitir Patel Baird & Warner

    2437 W Taylor St, Chicago, IL 60612
    • /21

      Not Listed For Sale

      • 6 Beds
      • 6 Baths

      2453 W Taylor St, Chicago, IL 60612

      2453 W Taylor St, Chicago, IL 60612
  • /18

    $830,000

    • 9 Beds
    • 6 Baths

    2413 W Taylor St, Chicago, IL 60612

    BRICK 3 FLAT LOCATED IN THE TRI-TAYLOR AREA.THIS PROPERTY IS WELL MAINTAINED AND FEATURES 3 LARGE 3 BEDROOM,2 BATH "CONDO READY" UNITS. PRIVATE PARKING IN THE REAR FOR 3 CARS MAKES THIS PROPERTY AN EASY RENTAL. LOCATED JUST 2 BLOCKS FROM THE MEDICAL DISTRICT AND MINUTES TO BLUE LINE. TENANTS PAY ALL UTILITIES EXCEPT FOR WATER AND TRASH. ALL THREE UNITS HAVE IN UNIT WASHER/DRYER, CENTRAL HEATING

    Xiaohuang Wu AiHome Realty Group LLC

    2413 W Taylor St, Chicago, IL 60612
  • /16

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,350 Sq Ft
    • Apartment for Rent

    2417 W Fillmore St Unit 1, Chicago, IL 60612

    Welcome to this updated duplex down with over 2,600 sqft. Located in Tri-Taylor neighborhood, this spacious unit features 3 bed, 2.5 bath with hardwood floors throughout. Washer & dryer in unit. Granite countertops & stainless steel appliances. Garage space available. Pet friendly.

    Lizzy Marlinga Fulton Grace Realty

    2417 W Fillmore St Unit 1, Chicago, IL 60612
  • /17

    $265,000 Sold Aug 01, 2025

    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1997

    749 S Claremont Ave Unit 2, Chicago, IL 60612

    Welcome home to this bright and airy 2-bedroom, 2-bathroom condo in the heart of Tri-Taylor! This thoughtfully designed home features a functional layout, abundant natural light, and beautiful hardwood floors throughout. The inviting living area boasts a cozy gas fireplace and flows into the open kitchen, complete with granite countertops and a breakfast bar with seating. The primary suite is a

    Karen Schwartz Baird & Warner

    749 S Claremont Ave Unit 2, Chicago, IL 60612
    • /27

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,000 Sq Ft

      2424 W Harrison St Unit D, Chicago, IL 60612

      2424 W Harrison St Unit D, Chicago, IL 60612
  • /22

    $1,830,000

    • 11 Beds
    • 11 Baths

    1017 S Claremont Ave, Chicago, IL 60612

    This stunning, newly constructed (2024) 3-unit multi-family building is located in the heart of Chicago's vibrant and rapidly growing Tri-Taylor neighborhood. The second and third floors each feature spacious, thoughtfully designed units with 3 generously sized bedrooms and 3 modern full bathrooms. The first-floor unit is a duplex that offers 2 bedrooms and 2 bathrooms on the main level,

    Sonny Ruan Chi Real Estate Group LLC

    1017 S Claremont Ave, Chicago, IL 60612
  • /2

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    500 S Oakley Blvd Unit 3, Chicago, IL 60612

    Fully custom and recently updated 3 bedroom, 2 bath in the heart of Tri Taylor/medical district. Beautiful dark hardwood floors throughout .Plenty of natural light. Laundry in-unit. Brand new chefs kitchen with smart storage and pantry. New Granite counters. New stove, dishwasher and microwave. Each bedroom is spacious enough to fit a queen bed. The first bedroom has a spacious closet, and the

    500 S Oakley Blvd Unit 3, Chicago, IL 60612
  • /2

    $212,500 Sold Jul 21, 2025

    • 10 Days On Market
    • 6 Beds
    • 2 Baths

    2431 W Taylor St, Chicago, IL 60612

    Highly sought after Tri Taylor Neighborhood within steps to the Medical District. This 2 Unit can easily be converted into a huge single family home or kept as a 2 unit for rental income. This project will need a full gut rehab with plans and permits. Please do your due diligence regarding the city violations.

    Diego Lagunas Nelly Corp Realty

    2431 W Taylor St, Chicago, IL 60612
    • /12

      Est $282,359 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      515 S Western Ave Unit 3, Chicago, IL 60612

      515 S Western Ave Unit 3, Chicago, IL 60612
  • /16

    $990,000

    • 9 Beds
    • 6 Baths

    2448 W Grenshaw St, Chicago, IL 60612

    Fantastic investment opportunity with strong cash flow or an ideal owner-occupied property where the other two units cover the mortgage and still generate income. Conveniently located in the Tri Taylor/UIC Medical Center Neighborhood, this brick building is well-maintained on all four sides. It includes three separate PINs. Each of the three units features three spacious bedrooms and two

    Yusuf Ozer Troy Real Estate LLC

    2448 W Grenshaw St, Chicago, IL 60612
  • /16

    $1,940 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    812 S Oakley Blvd Unit 1, Chicago, IL 60612

    Rare 1BD/1BT in Landmark District! This exceptional, newly rehabbed historic row home in the heart of the Tri-Taylor/Medical District is a must-see. This brick Victorian row home combines the charm of the neighborhood's history with all the modern finishes of new construction. The apartment features a beautiful kitchen with flat-panel cabinets, quartz countertops, Whirlpool appliances, and a

    Aaron Vincel Fulton Grace Realty

    812 S Oakley Blvd Unit 1, Chicago, IL 60612
  • /4

    $250,000 Sold Jul 21, 2025

    • 1,750 Sq Ft
    • $143/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1889

    2419 W Flournoy St, Chicago, IL 60612

    THIS 1750 SQUARE FOOT HOME WHICH SITS ON A 2507 SQ FT LOT HAS AN ADDITIONAL 2500 SQ FT ADJOINING LOT MAKING IT AN EXCEPTIONAL OPPORTUMITY FOR REHAB/EXPANSION. LOCATED IN THE DESIRABLETRI-TAYLOR NEIGHBORHOOD, IT IS CLOSE TO THE BLUE LINE, EXPRESSWAY, MEDICAL DISTRICT AND RESTAURANTS. BRING ALL OFFERS. PROPERTY SOLD "AS IS.

    Avi Berkeley ASB Brokerage & Dev.

    2419 W Flournoy St, Chicago, IL 60612
    • /34

      Est $344,656 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,450 Sq Ft

      2407 W Flournoy St Unit B, Chicago, IL 60612

      2407 W Flournoy St Unit B, Chicago, IL 60612
  • /13

    $264,899 Open Sat 10AM - 11:30PM

    • 2 Beds
    • 2 Baths

    2355 W Congress Pkwy Unit 2, Chicago, IL 60612

    Bright and updated 2BD/2BA in a handsome 2002 all-brick, 4-unit building near the Illinois Medical District, UIC, and Rush. Soaring 9' ceilings with skylights and hardwoods throughout. Large living/dining room centers on a gas fireplace and flows to a rear deck-perfect for morning coffee or grilling. Remodeled kitchen features granite counters, stainless appliances, and plentiful cabinet space.

    Scott Tran Fulton Grace Realty

    2355 W Congress Pkwy Unit 2, Chicago, IL 60612
  • /30

    $2,850 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    2354 W Polk St Unit 304, Chicago, IL 60612

    Medical District Luxury – Brand New 2BD/2BA | First Occupancy + Garage ParkingFirst occupancy in a stunning new-construction condo-quality building9’ ceilings + floor-to-ceiling windows for amazing natural lightOne garage parking spot includedCentral air + heat, custom lighting, and luxury vinyl plank floors throughoutModern kitchen with quartz countertops,

    2354 W Polk St Unit 304, Chicago, IL 60612
  • /15

    $299,000 Sold Jul 18, 2025

    • 1,400 Sq Ft
    • $214/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2003

    2538 W Flournoy St Unit 3, Chicago, IL 60612

    Tucked at the end of a quiet cul-de-sac, this sun-drenched top-floor condo offers the rare combination of three private outdoor spaces-including exclusive roof rights with sweeping, unobstructed views of the Chicago skyline. Inside, the south-facing unit features soaring 12-foot ceilings and an open-concept layout with beautifully refinished hardwood floors, wood inlays, and a gas fireplace. The

    Sharon Rizzo Compass

    2538 W Flournoy St Unit 3, Chicago, IL 60612
    • /40

      Est $790,549 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,200 Sq Ft

      917 S Bell Ave, Chicago, IL 60612

      917 S Bell Ave, Chicago, IL 60612
  • /20

    $649,900

    • 3 Beds
    • 3.5 Baths
    • 2,082 Sq Ft

    2537 W Grenshaw St, Chicago, IL 60612

    Updated Single Family- Welcome Home! Kitchen with all stainless-steel appliances. Beautifully refinished hardwood floors and freshly painted throughout! Full finished basement with additional full bath. 2 Car garage. This is a must see! Close to all accommodations including schools, parks, shops, restaurants and more! Not for rent or lease

    Christopher Clark Grandview Realty, LLC

    2537 W Grenshaw St, Chicago, IL 60612
  • /6

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    Unlisted Address

    BEAUTIFUL AND COZY 2 BEDROOM GARDEN UNIT, OPEN SPACE LIVING WITH DISHWASHER, WASHER & DRYER AND GRANITE COUNTERTOPS. COMFORTABLE LIVING IN THIS WELL INSULATED BUILDING. IN CLOSE PROXIMITY TO MEDICAL DISTRICT, Uof I, BLUE LINE, BUS STOP AND X-WAY. 1 CAR SPACE PARKING IN DETACHED GARAGE AVAILABLE.

    Konstantina Dimitropoulos Delta Kappa Realty & Prop. Mng

    Unlisted Address
  • /30

    $592,000 Sold Jul 01, 2025

    • 1,800 Sq Ft
    • $329/SF
    • 2 Beds
    • 2 Baths
    • Built 1889

    2133 W Bowler St, Chicago, IL 60612

    RARE FIND! This beautifully updated three-bedroom, two-bathroom Victorian rowhouse is nestled in the heart of the Tri-Taylor Historic District. Featuring stunning hardwood floors throughout the main living area, this home offers a warm and inviting ambiance with a charming wood-burning fireplace, complete with a marble hearth and vintage custom wood mantel. The open-concept kitchen boasts 42-inch

    Michael Samm Keller Williams ONEChicago

    2133 W Bowler St, Chicago, IL 60612
    • /17

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,080 Sq Ft

      911 S Claremont Ave, Chicago, IL 60612

      911 S Claremont Ave, Chicago, IL 60612

Showing Results 1 - 40, Page 1 of 18

Home Trends in Tri-Taylor, IL

Housing Trends

Median Sale Price
$299,000
Median Single Family Sale Price
$694,000
Median Townhouse Sale Price
$465,000
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$234
Number of Homes for Sale
10
Last 12 months Home Sales
40
Months of Supply
3.00
Median List Price
$349,450
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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