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504 S Oakley Boulevard, Chicago
$1,670,000
12738695 MLS ⋅ CLOSED Status
This exceptional investment opportunity offers the acquisition of a modern 6-unit multifamily asset ideally located in the rapidly growing Tri-Taylor neighborhood of Chicago. Constructed in 2014, the property features condominium-quality finishes, efficient building systems, and thoughtfully designed floor plans that continue to attract strong tenant demand and support premium rental rates. The asset presents investors with a rare opportunity to acquire a newer construction multifamily building with minimal deferred maintenance and lower ongoing capital expenditure requirements compared to the area's aging housing stock. Its combination of modern amenities, strong rental appeal, and strategic location near major medical campuses, universities, public transportation, and downtown Chicago positions the property for stable cash flow and long-term appreciation potential. Unit mix: 1 duplex down-4 bed/4 bath, 1 duplex down- 3 bed/2.1 bath, 4 simplex- 2 bed/ 2bath

504 S Oakley Boulevard, Chicago

722 N Leavitt Street, Chicago
$1,375,000
3 Beds ⋅ 4 Baths ⋅ 12663571 MLS ⋅ CLOSED Status
Perfectly situated on a beautiful tree-lined street in the heart of West Town, this expansive, sun-filled single-family home blends refined style, everyday functionality, and exceptional scale. Set on an extra-wide 30-foot lot, the home lives noticeably larger than a standard city residence, with generous room proportions, abundant natural light, and a layout designed for modern city living. Recently refreshed with fresh paint, beautifully refinished hardwood floors, and updated light fixtures, the home feels crisp, bright, and move-in ready. A dramatic entry with soaring glass, a statement chandelier, and an elegant staircase sets the tone, leading into an impressive living and entertaining space with 12.5-foot ceilings, oversized windows, and a fantastic open concept layout. The main level offers an ideal flow for both daily living and hosting, while the extra-wide footprint creates an openness rarely found in the neighborhood. The kitchen features beautiful Amish-made custom cabinetry, a high-end Wolf stove, beverage fridge, and excellent storage, combining timeless craftsmanship with modern functionality. Just a few steps up from the main level sits the great room, featuring large windows for plenty of sunlight and a natural wood burning fireplace, with plenty of space to entertain, or cuddle up and unwind with the family on movie night. Upstairs, the spacious primary suite offers a true retreat with vaulted ceilings, a large walk-in closet, a generous sitting area, and an en-suite bath with a soaking tub and walk-in shower. Two additional bedrooms, a full bath, and a conveniently located laundry room complete the upper level. The lower level adds substantial flexible living space, ideal for a family room, home office, guest area, additional bedroom, fitness space, playroom, or media lounge, along with another full bathroom. The outdoor living space is equally impressive, with a Trex deck, large exterior entertaining area with 8-foot privacy fence (and no alley which keeps it extra quiet), gas line for grilling, and TV Shield outdoor enclosure that stays with the home. Enjoy morning coffee on the deck, host friends below in the space, or watch the game outdoors in a private setting. Parking is a major advantage, with two spaces in the attached garage, electrical run for EV charging, and room for two additional cars in the driveway. Recent 2025 improvements and additional highlights include: dual zoned heating and cooling, maintenance free 'turf' out front, a new roof, two new skylights, two new furnaces, new hot water heater, new breaker box, new ejector pump, two upgraded humidifiers, new garage door and mechanicals, plus extensive attic, garage, and under-stair storage. Offering scale, fresh updates, parking, outdoor space, and a premier location within Mitchell Elementary School boundaries, near amazing neighborhood dining, parks, boutiques, expressways and commuter access, this polished and practical city home is ready for its next chapter!

722 N Leavitt Street, Chicago

927 S Claremont Avenue, Chicago
$1,050,000
12627281 MLS ⋅ CLOSED Status
Classic Chicago Greystone in Tri-Taylor, ideally located near the Illinois Medical District. The building features a 6-unit layout plus additional garden unit. Unit mix includes two front 3BR units (2F, 3F) and one front 2BR unit (1F), along with three rear 2BR units. Garden level provides additional 3BR living space, with rear lower-level storage. All units have separate gas and electric meters, with tenants responsible for utilities. Rents are currently below market with all tenants on month-to-month leases, offering strong value-add potential. Conveniently located near UIC, Rush, Stroger Hospital, public transportation, and major expressways. Ideal opportunity for investors seeking upside in a high-demand rental location.

927 S Claremont Avenue, Chicago

828 S Bell Avenue, Chicago
$995,000
5 Beds ⋅ 4 Baths ⋅ 12660209 MLS ⋅ CLOSED Status
Exceptional opportunity to own a sophisticated residence that lives like a single-family home while offering the rare advantage of substantial income potential. Located on a well-appointed lot with an expansive, landscaped backyard and a 2-car garage, 828 S Bell Ave seamlessly blends timeless design, modern luxury, and smart investment value. The main residence features 3 bedrooms and 2.5 bathrooms with curated finishes throughout. A stunning primary suite serves as a true retreat, highlighted by a newly renovated spa-caliber ensuite bath completed in 2025 that exudes luxury and refinement. Thoughtfully updated interiors include newly refinished and stained oak flooring, fresh paint throughout the entire home (2025), designer Phillip Jeffries wallpaper, a striking new chandelier, and a reimagined fireplace completed in 2025. The chef's kitchen, completely renovated, is anchored by exquisite Marfa custom cabinetry and showcases quartz countertops with full-height quartz backsplash, premium Bosch appliances, double ovens, warming drawer, drawer microwave, beverage refrigerator, and exceptional custom functionality designed for both entertaining and everyday living. The adjacent powder room was also renovated in 2022. The lower-level walkout is a legally zoned 2 bedroom, 1 bathroom apartment complete with in-unit laundry and currently tenant occupied, offering a rare opportunity for added flexibility while preserving privacy for the main home. Outside, the professionally landscaped backyard offers an exceptional extension of the home with ample space for entertaining, dining, and outdoor enjoyment, a true urban oasis. Additional improvements and features include Pella windows throughout, all appliances updated in 2022, washer replaced in 2025, dryer in 2022, and dual HVAC systems with separate AC units for the main home and lower-level apartment, both professionally serviced twice annually. This is a truly unique offering combining luxury living, thoughtful upgrades, and long-term investment strength in one remarkable home.

828 S Bell Avenue, Chicago

801 S Oakley Boulevard, Chicago
$825,000
4 Beds ⋅ 3 Baths ⋅ 12594146 MLS ⋅ CLOSED Status
Incredible corner Victorian converted from a single-family home into a premier two-unit building on a spacious corner lot. This historic gem seamlessly blends turn of the century architectural charm with a clean renovation. An ideal opportunity for an owner-occupant or investor. The property also features a rare, oversized side yard, backyard, and a detached garage. The main unit is a duplex that offers the feel of a single-family home fully surrounded by natural light. This unit features a remodeled kitchen with great direct deck access. Renovated bathrooms and in-unit laundry. All enhanced by a wonderful flow, a very livable floor plan. Two fabulous fireplaces help center the rooms and bring the ambiance to another level. The English Garden is a private entrance, a bright and spacious one-bedroom that also recently underwent a full remodel. A clean, modern kitchen and bathroom. In-unit laundry. The upgraded clean recessed lighting and upgraded flooring, combined with the oversized vintage windows, make this a wonderful home. Both units enjoy central air and forced air heat. The exterior is a prize, truly a work of architectural art. It has been meticulously maintained with recent tuck-pointing, new gutters, rebuilt window sills, and a refreshed front facade. The primary roof and garage roof have both been recently replaced. Brick paver patio and a great eye for landscaping make this the perfect spot for Spring, Summer, and Fall entertaining. Street parking is easily available, and the location is unbeatable. Steps from Taylor Street's popular spots like Bacci Pizzeria, Morry's Deli, The Slide Bar, and Standard Pho, along with Muse Coffee Studio, Ferrara Bakery, multiple grocery stores including Pete's Fresh Market and Jewel, and more! Outdoor enthusiasts will love the proximity to Livingston Field Park and Claremont Park, as well as easy access to buses, trains, the Western Blue Line, and the 290 Expressway. Minutes from the Illinois Medical District, UIC, The West Loop, The Loop, West Town, River North, Pilsen, and more, this home offers unparalleled access to the best of Chicago!

801 S Oakley Boulevard, Chicago

504 N Leavitt Street Unit #406, Chicago
$815,000
3 Beds ⋅ 3 Baths ⋅ 12600944 MLS ⋅ CLOSED Status
Stunning penthouse in prime West Town location at The Grand Leavitt, a newer-construction boutique elevator building offering elevated modern living in one of Chicago's most sought-after neighborhoods! This exceptional simplex residence delivers the perfect blend of style and functionality, featuring soaring 10-foot ceilings, 8-foot solid-core doors, floor-to-ceiling windows, white oak engineered hardwood floors, and a sleek open-concept layout designed for effortless entertaining. The chef's kitchen is a true showstopper, showcasing Italian-inspired Marfa cabinetry, dramatic quartz waterfall countertops, and high-end stainless steel appliances-beautifully designed for both everyday living and elevated gatherings. The sun-drenched living area flows seamlessly onto a private, covered balcony, creating the perfect indoor-outdoor retreat. The primary suite is a serene oasis, complete with a spa-inspired bath featuring an oversized walk-in shower with rain showerhead, heated floors, a chic floating double vanity, and a fully built-out walk-in closet. An oversized laundry room and abundant storage throughout enhance the home's exceptional functionality. The crown jewel of this residence is the expansive private rooftop deck-your own tranquil urban escape ideal for relaxing or entertaining in the heart of the city. One garage parking space in the attached heated garage is included. A rare opportunity to own a truly spectacular residence!

504 N Leavitt Street Unit #406, Chicago

823 S Oakley Boulevard, Chicago
$785,000
3 Beds ⋅ 3 Baths ⋅ 12537256 MLS ⋅ CLOSED Status
Beautiful all brick single family home location in hot Tri-Taylor/Medical District offering 3 large bedrooms and 3 full bathrooms on 3 levels with 3000 square feet of total living space. Large living room with fireplace, huge front windows and hardwood floors. Perfectly positioned dining room. Stunning kitchen with solid wood cabinetry blended, granite countertops, luxury extra-wide range/oven with hood. In addition to stainless steel Smart appliances and full bathroom. Large master bedroom with updated fireplace and ample closet space. Two guest bedrooms with a shared rear balcony and full bathroom! Large lower-level family room, full bathroom with huge spa-like shower, laundry with mechanical room, a walk out to the rear yard with extra wide doors. Stunning rear oasis with large deck, Koi pond, lush green yard, shed and privacy fence. One of a kind home, must see!

823 S Oakley Boulevard, Chicago

812 S Bell Avenue, Chicago
$725,000
5 Beds ⋅ 3 Baths ⋅ 12656753 MLS ⋅ CLOSED Status
This one is truly special! One of a kind 5 bedroom home tucked away on a private dead-end street, full of character, charm, and history dating back to 1895. From the movie worthy staircase and tall ceilings to the warm, timeless details throughout, this home has the "wow factor". The library has beautiful floor to ceiling wood built in shelving and a ladder to reach the highest/farthest shelves easily. All 5 bedrooms are on the second level. Huge primary suite with additional sitting room attached. Enjoy views of the Willis Tower (Sears Tower) right outside your bedroom window. Incredible outdoor living space with a front porch, back deck, huge deck above the two-car garage, stone flower beds, and grassy yard space in the front and back fully fenced. Full unfinished walked out basement great for storage. Ideal location-a block to Taylor St., close to downtown, restaurants, shops, parks, the Medical District, Fulton Market and exciting new approved projects, including 1901. Well loved by every owner, with SO many updates throughout. Newer: siding, added dual zoned AC, added fireplace, all new/newer stainless steel kitchen appliances, newer dual zoned furnaces, hot water heater, some windows, professional landscaping--the list goes on, see dropdown for the full list.

812 S Bell Avenue, Chicago

504 N Leavitt Street Unit #302, Chicago
$710,000
3 Beds ⋅ 2 Baths ⋅ 12615727 MLS ⋅ CLOSED Status
Incredible opportunity to own in one of Chicago's hottest neighborhoods-West Town. This new construction and boutique elevator building is LEED-certified and includes an attached garage parking space in the price. You'll find sleek and modern finishes throughout this wide simplex unit along with many upgrades made by the current Seller from the developer's original finishes. Kitchen features chic cabinets, ample storage, pantry space, and high end appliances, including a new upgraded Bosch dishwasher, Kohler faucet and tile backsplash installed 2025. Wide plank floors, 10 ft ceilings and floor to ceiling windows throughout the unit bring in wonderful South facing natural light. Custom and automatic shades cover the European style windows and doors along with luxe drapes in the primary bedroom elevates the window decor. Access the private and covered balcony from both the living room and 3rd bedroom to enjoy the city and skyline views. Both bathrooms have custom glass shower doors and new backsplash with the primary suite featuring a huge walk in shower and double bowl sinks. Tons of storage throughout and all closets have been professionally built out including large walk-in laundry and mudroom/coat closet. All shared walls and ceilings were upgraded with professional soundproofing, membrane, cellulose and extra drywall. Located near cool shops, restaurants and just two blocks to Mitchell School, park and Metra just one stop away from downtown along with bike lanes out the front door make this a very convenient spot. Pet friendly building with dog wash, additional bike storage and professional managed with no upcoming projects and low assessments-this place has it all!

504 N Leavitt Street Unit #302, Chicago

2223 W Taylor Street, Chicago
$675,000
6 Beds ⋅ 2 Baths ⋅ 12543714 MLS ⋅ CLOSED Status
Fully gut-rehabbed in 2024/2025, this turnkey multi-unit opportunity in the heart of the rapidly expanding Illinois Medical District delivers the perfect blend of modern updates and strong income potential. Each spacious unit features 3 bedrooms and 1 bathroom, thoughtfully updated with today's finishes and equipped with in-unit washer and dryer for ultimate tenant convenience. The property boasts a strong rental history and major recent capital improvements, including a completely redone parking area offering up to six parking spaces - a rare and valuable additional income stream in this high-demand location. Ideal for both seasoned investors and savvy house hackers, the flexible layout offers the opportunity to live in one unit while generating income from the others, or fully lease the building for strong cash flow. The full basement presents exciting value-add potential and is ready for your ideas. Located within the Illinois Medical District, the property may offer unique zoning opportunities, including the potential to add an additional unit in the basement (buyer to verify). Ideally positioned in one of Chicago's hottest and fastest-growing neighborhoods, this is a prime opportunity to capitalize on the continued expansion of the IMD, nearby West Loop growth, and strong rental demand.

2223 W Taylor Street, Chicago

2142 W Bowler Street, Chicago
$650,000
3 Beds ⋅ 4 Baths ⋅ 12631152 MLS ⋅ CLOSED Status
Rarely available 3 bed, 3.5 bath row home in the sought-after Tri-Taylor Historic District! Tucked on a quiet, one-way, tree-lined street, this home offers three full levels of living space with a perfect blend of historic charm and modern functionality! The main level features an inviting living area with an original fireplace, gorgeous trim work, and a seamless flow from living to dining to kitchen, making it ideal for everyday living and entertaining. Upstairs, the second floor offers tall ceilings, abundant natural light (including a skylight) and a porch off one of the secondary bedrooms. The primary suite contains a full bath, and walk-in closet! Black out blinds throughout the bedrooms help provide a peaceful retreat at the end of the day. The fully finished lower level adds incredible versatility with additional living space, a built-in sauna, full bath, and walk-out access to the backyard-perfect for an in-law arrangement, home office, gym, or flex space. Enjoy outdoor living in the backyard complete with new pavers. The garage was built new in 2022, including a new concrete slab, and cement board siding. Other recent property updates include a new water heater (2022) and new fridge, oven, and dishwasher (2021-2022) Unbeatable location just minutes from Little Italy and the rapidly growing Illinois Medical District, with easy access to the Chicago Loop and financial district. A unique opportunity to own a character-filled home in a prime location! MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MAY 4TH AT 12 P.M.

2142 W Bowler Street, Chicago

824 S Bell Avenue Unit #1, Chicago
$639,000
3 Beds ⋅ 3 Baths ⋅ 12671141 MLS ⋅ CLOSED Status
Stunning all-masonry 3-bedroom, 2.5-bath duplex ideally located in the heart of Tri-Taylor, the Medical District, UIC, and just minutes from the United Center. Situated on a picturesque tree-lined cul-de-sac, this exceptional residence offers the perfect combination of modern luxury, thoughtful design, and outstanding outdoor living space. The open-concept main level showcases sleek engineered hardwood flooring, a spacious living and dining area, and a striking fireplace that serves as the focal point of the space. The designer kitchen is beautifully appointed with contemporary flat-panel cabinetry, quartz countertops, a custom backsplash, stainless steel LG appliances, and an oversized 8-foot island ideal for entertaining, meal preparation, and everyday living. Retreat to the luxurious primary suite featuring a custom closet and a spa-inspired bathroom complete with a double vanity, soaking tub, rain shower with handheld system, and dramatic 4-foot Calacatta porcelain tile. Two additional generously sized bedrooms and a beautifully finished full bath complete the lower level. Oversized patio doors open to a spacious 10-foot rear deck, while the private rooftop deck above the garage provides an exceptional setting for outdoor entertaining and relaxation. Additional highlights include in-unit laundry and one garage parking space. Built in 2020, this move-in-ready home offers exceptional craftsmanship, high-end finishes, and an unbeatable location near UIC, Rush University Medical Center, Stroger Hospital, restaurants, shopping, parks, and public transportation. This remarkable residence delivers the perfect blend of luxury, comfort, and city convenience in one of Chicago's most sought-after neighborhoods.

824 S Bell Avenue Unit #1, Chicago

525 N Claremont Avenue Unit #3, Chicago
$635,000
2 Beds ⋅ 2 Baths ⋅ 12681809 MLS ⋅ CLOSED Status ⋅ Ukrainian Village BLDG.
STOP! This extra-wide top-floor condo is the one you've been waiting for! Nestled on a quiet one-way, tree-lined street in the heart of Ukrainian Village/WestTown, this beautifully renovated home is completely move-in ready. From the moment you enter, you'll appreciate the impressive width and spacious formal living room filled with natural light. Toward the rear of the home, the updated kitchen flows seamlessly into a dedicated dining area and expansive family room-originally designed as a third bedroom-creating the perfect space for everyday living and entertaining. Step outside to the large private deck and enjoy eastern views of the Chicago skyline. It's the ideal setting for morning coffee, outdoor dining, or summer gatherings with family and friends. The home features hardwood floors throughout, a spacious primary suite with a walk-in closet and newly renovated en-suite bath with heated floors and spa shower. The hall bath has been fully updated and includes a linen closet. For additional storage needs there is a huge walk-in hallway closet that functions perfectly as a pantry or extra storage. The storage continues with a full height storage closet in the lower level of the building. Major improvements include the roof, tuck-pointing and masonry sealing, windows, decks, kitchen, appliances, furnace, central air conditioning, and both bathrooms. Detailed dates of improvements can be found in the MLS documents section. Located just one block from Mitchell Elementary School and three blocks from Smith Park, this home offers the perfect combination of neighborhood charm, convenience, and move-in-ready living. 2-blocks to the Metra Station, close to the Medical District and a short bus ride to Fulton market! If you're looking for a turnkey home in one of Chicago's most sought-after neighborhoods, you've found it.

525 N Claremont Avenue Unit #3, Chicago

2237 W Polk Street, Chicago
$617,500
3 Beds ⋅ 4 Baths ⋅ 12559692 MLS ⋅ CLOSED Status
Live in the heart of Tri-Taylor in this beautifully updated 3-bedroom, 3.5-bath tri-level home designed for both everyday comfort and effortless entertaining. Step inside to a welcoming first-floor recreation room - perfect for movie nights, game days, or hosting friends - complete with a wet bar, wine cooler, and stylish new backsplash. A full bath and sliding doors to the private backyard make this level as functional as it is inviting. Upstairs, natural light pours into the expansive living room, where a cozy fireplace and eye-catching accent wall create a warm, modern gathering space. The open dining area flows seamlessly into the updated kitchen with stainless steel appliances, making weeknight dinners and weekend hosting feel easy and connected. The top level offers a true retreat, featuring a spacious primary suite with an ensuite bath, two additional bedrooms, and another full bath-each recently updated for a fresh, move-in-ready feel. Throughout the home, you'll find refinished hardwood floors, new luxury vinyl plank flooring in the entryway and recreation room, and fresh paint that ties everything together. Outside, enjoy a fully enclosed backyard that offers privacy and space to unwind, plus a deck ideal for summer grilling or morning coffee. An attached garage adds everyday convenience, especially during Chicago winters. Located just steps from Livingston Field Park and minutes from the CTA, I-90/94, and the West Loop, this home perfectly balances neighborhood charm with city accessibility.

2237 W Polk Street, Chicago

529 N Claremont Avenue Unit #3, Chicago
$615,000
2 Beds ⋅ 2 Baths ⋅ 12657615 MLS ⋅ CLOSED Status
Welcome to this exceptional 2 bedroom / 2 bathroom residence where sophisticated style meets everyday comfort in the heart of West Town. Enjoy the spacious living/dining area featuring high ceilings, rich hardwood floors, oversized windows and abundant natural light. The chef's kitchen boasts shaker style cabinetry, quartz countertops, and stainless steel Kitchen Aid appliances. The primary bedroom offers a large walk-in closet and ensuite bath equipped with double bowl vanity, over-sized steam shower and heated floors. Second bedroom has a custom closet. Guest bath features a tub/shower combo. Laundry closet with front load washer/dryer. Interior staircase leads to penthouse room with access to full, private rooftop deck - perfect for entertaining and enjoying amazing city views. Secured covered parking and additional storage space included! Situated on a quiet one-way street, walking distance to the Western Metra, Mitchell Elementary, Smith Park, Mariano's and great dining options. This home is not to be missed!

529 N Claremont Avenue Unit #3, Chicago

2336 W Taylor Street, Chicago
$580,000
4 Beds ⋅ 3 Baths ⋅ 12643159 MLS ⋅ CLOSED Status
Two-unit building located in the highly desirable Tri-Taylor/Medical District. Unit 1 is a recently updated first-floor duplex with a finished basement, offering approximately 2,000 square feet of living space with 3 bedrooms and 2 full bathrooms. This unit features a bright and open kitchen and dining area with abundant natural light, recessed lighting throughout, fresh paint, and a brand-new kitchen with 42-inch shaker-style cabinets, quartz countertops, and new appliances. Both bathrooms have been renovated, including one with a soaking tub and a separate shower. Additional highlights include in-unit laundry, ample storage, and a functional layout ideal for comfortable living. Unit 2 is a spacious jumbo 1-bedroom, 1-bath unit featuring high ceilings, recessed lighting, an open layout, a modern kitchen, central heat and air conditioning, and excellent natural light throughout. The unit has its own in unit laundry. Both units also have their own private deck, perfect for outdoor enjoyment. Property is conveniently located near hospitals, universities, public transportation, expressways, shopping, and dining, making it an ideal opportunity for owner-occupants or investors.

2336 W Taylor Street, Chicago

902 S Claremont Avenue, Chicago
$512,000
3 Beds ⋅ 3 Baths ⋅ 12549714 MLS ⋅ CLOSED Status
Visually appealing & Rare Offering legal 3 units in the Tri-Taylor/UIC Medical District! Consisting of 3 large 1 bedrooms/1 baths. Units in the recent years have been updated to some extent. Recent updates include updated kitchens, roof on garage and building, newer electrical box on first/second floors, appliances and so much more. Keep as a rental and or owner occupied and enjoy the steady stream of income! Large backyard with enough space for entertaining! Located literally minutes to one of the largest/most prominent medical districts/Universities (UIC) in the United States and Little Italy (restaurants/bars) and all that Downtown/West Loop has to offer! Detached 2 car garage for extra income! Lovely tree lined street with plenty of off street parking! Shared non-coin operated washer/dryer on the lower level for all 3 units! Front/rear yards fully fenced! Turnkey building/investment!

902 S Claremont Avenue, Chicago

2345 W Grenshaw Street, Chicago
$505,000
6 Beds ⋅ 2 Baths ⋅ 12589623 MLS ⋅ CLOSED Status
Welcome to this recently updated 2 unit building with an unfinished basement located in the heart of Tri-Taylor, just steps from the Illinois Medical District and University of Illinois Chicago campus. This prime location continues to attract strong demand from both owner occupants and renters seeking convenience, stability, and long term growth. Each spacious unit offers 3 bedrooms and 1 bathroom with modern finishes throughout, including quartz countertops, updated cabinetry, and stainless steel appliances. The layouts are functional and bright, appealing to today's renters while remaining comfortable for an owner occupant. An unfinished basement provides excellent future potential for additional value, whether through added storage, a duplex down opportunity, or expansion. The property has been thoughtfully maintained and offers a turnkey starting point with meaningful upside. Convenient access to public transportation, major expressways, downtown Chicago, and the surrounding dining, shopping, and cultural destinations of the Near West Side make this a compelling opportunity in one of the city's most consistently sought after multifamily pockets. An ideal option for investors or owner occupants seeking a strong location, solid current income, and future flexibility. Schedule your private tour now!

2345 W Grenshaw Street, Chicago

734 S Oakley Boulevard, Chicago
$450,000
2 Beds ⋅ 3 Baths ⋅ 12650032 MLS ⋅ CLOSED Status
Bright and inviting, this all-brick single-family home in the sought-after Tri-Taylor/Medical District is a true hidden gem, offering 2 spacious bedrooms and 3 full bathrooms across two thoughtfully designed levels. From the moment you enter the foyer, the home sets a warm and welcoming tone, leading into a light-filled main living space featuring hardwood floors, a cozy fireplace, clean lines, and an ideal layout for both everyday living and entertaining. A conveniently located powder room is thoughtfully placed on the main level before the home flows into the beautifully appointed kitchen with solid wood cabinetry and generous countertops. The home's light, bright, and aesthetically pleasing interiors create a crisp yet comfortable atmosphere throughout. Thoughtfully updated and well maintained over the years, the home offers the perfect blend of classic character and modern functionality. An aesthetically pleasing staircase serves as a striking architectural focal point, naturally guiding you to the private upper level. The expansive primary suite features its own fireplace and abundant closet space, while the second bedroom opens to a private outdoor retreat. One of the home's most unique features is its three separate outdoor spaces which are perfect for relaxing, entertaining, gardening, or creating your own outdoor oasis. With charm, flexibility, and room to personalize, this home offers the perfect canvas for a buyer looking to make something truly special. Located steps from the Illinois Medical District, UIC, restaurants, shopping, and easy access to downtown, this thoughtfully maintained property combines comfort, style, character, and convenience in one of Chicago's most connected and rapidly growing neighborhoods.

734 S Oakley Boulevard, Chicago

2127 W Bowler Street, Chicago
$433,000
4 Beds ⋅ 2 Baths ⋅ 12746769 MLS ⋅ CLOSED Status
BRICK VICTORIAN ROWHOUSE IN THE TRI-TAYLOR HISTORIC DISTRICT! Ideally located near the UIC Medical Center, this charming 4-bedroom, 2-bath home offers historic character, spacious living, and convenient city living. Freshly painted. The first floor features new luxury vinyl flooring, while the second floor showcases beautiful hardwood floors. Enjoy the spacious kitchen and A full basement offering excellent storage and additional potential living space. The private back yard is perfect for outdoor enjoyment and entertaining, featuring a new concrete patio, paved backyard, and a two-level deck. Located within walking distance of the UIC Medical Center, with easy access to Chicago's Downtown Business District, transportation, dining, and shopping. A wonderful opportunity to own a classic Chicago Victorian rowhouse in the heart of the Tri-Taylor Historic District-PLUS MUCH MORE!

2127 W Bowler Street, Chicago

1023 S Claremont Street, Chicago
$390,000
3 Beds ⋅ 2 Baths ⋅ 12487679 MLS ⋅ CLOSED Status
Historic-Character Brick Home on Landmark-Recognized Tri-Taylor Block This well-kept 3-bedroom, 1 1/2-bath brick home is located in the vibrant Near-West Side neighborhood of Tri-Taylor. More specifically within the Landmarked "Claremont Cottage District." That district is celebrated for its rare collection of 1880s Queen Anne-style workers' cottages - a hallmark of Victorian-era Chicago architecture - and is protected by landmark designation to preserve its distinctive streetscape and charm. The home itself offers a versatile layout - two bedrooms upstairs, one on the main floor - plus a separate dining room, a bright sunroom that opens to a spacious backyard with a parking pad, in-unit laundry and central air conditioning. The full-sized basement (with exterior entrance/low ceilings) adds storage space. Currently leased through June 2026 at a solid $2,780 per month. Just minutes from the Loop, Rush University Medical Center, and lively Taylor Street, this home combines modern conveniences with the character and stability of a historic, landmark-protected neighborhood - a rare find in Chicago's Near West Side.

1023 S Claremont Street, Chicago

749 S Claremont Avenue Unit #1, Chicago
$267,500
2 Beds ⋅ 2 Baths ⋅ 12469314 MLS ⋅ CLOSED Status
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 storage. The primary suite offers a large room with a jacuzzi-style tub and double vanity in the ensuite bathroom, complemented by a second bedroom and full bath-perfect for guests, a home office, or flexible living. The in-unit laundry and included parking space add even more value, and east-west exposures provide natural light and ventilation, keeping the home bright and airy throughout the day. Just blocks from UIC, Rush, and Cook County hospitals, and minutes from the Blue Line and major expressways, this home blends neighborhood charm with unmatched city connectivity. Parks, local shops, and cafes are close by, and larger projects already reshaping the West Side-new housing, retail, and green space around the United Center and along Western Avenue-signal a strong trajectory for growth and investment. A unique opportunity to live like you truly deserve or invest in a neighborhood whose future is full of momentum.

749 S Claremont Avenue Unit #1, Chicago

2333 W Harrison Street Unit #1, Chicago
$265,000
2 Beds ⋅ 2 Baths ⋅ 12749547 MLS ⋅ CLOSED Status
Welcome to this spacious first-floor 2-bedroom, 2-bathroom condo in Chicago's highly sought-after Near West Side. Bright, comfortable and move-in ready, this home features beautiful hardwood floors and fresh paint throughout, creating a clean and inviting feel from the moment you walk in. The living room offers plenty of space to relax or entertain and features a cozy gas fireplace. The kitchen includes granite countertops, a breakfast bar, stainless steel appliances and recessed lighting. Both bedrooms are generously sized, with the primary suite offering a private retreat complete with a large closet and en-suite bath featuring a jetted tub and separate glass-enclosed shower. Additional highlights include convenient in-unit laundry and deeded parking in the rear lot. Ideally situated near the West Loop, UIC, Rush University Medical Center and the Illinois Medical District, with easy access to the Blue Line, CTA bus routes and I-290. Just minutes from the Loop, this is an excellent opportunity for both homeowners and investors looking for space, convenience and a prime Near West Side location.

2333 W Harrison Street Unit #1, Chicago

1015 S Western Avenue Unit #4, Chicago
$254,000
2 Beds ⋅ 2 Baths ⋅ 12666658 MLS ⋅ CLOSED Status ⋅ Tri-Taylor BLDG.
Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in an investor friendly building, in the heart of Chicago's vibrant Near West Side. This bright and inviting residence offers an ideal blend of comfort, convenience, and modern updates, making it the perfect place to call home. The thoughtfully updated kitchen features a full suite of newer stainless steel appliances, including a dishwasher, oven, microwave, and refrigerator, all replaced in 2025. Enjoy peace of mind with a brand-new HVAC system installed in 2025, ensuring year-round comfort and energy efficiency. The bathrooms were tastefully remodeled in 2022, providing a fresh and contemporary feel throughout the home. The spacious layout offers generously sized bedrooms, including a primary suite with a private bath, while large windows fill the living spaces with natural light. Whether you're entertaining guests or enjoying a quiet evening at home, this condo provides the flexibility and functionality today's buyers are seeking. Enjoy easy access to some of Chicago's most exciting destinations. Situated near the rapidly growing Illinois Medical District, the neighborhood offers convenient access to major employers including Rush University Medical Center, Stroger Hospital, and the University of Illinois Chicago. Commuters will appreciate proximity to the CTA Blue Line, Pink Line, I-290, and several bus routes, providing quick access to Downtown Chicago, the West Loop, Fulton Market, and beyond. With ongoing development and investment throughout the area, this location continues to attract homeowners and investors alike. Don't miss this opportunity to own a move-in ready condo with recent updates in one of Chicago's most conveniently located and rapidly appreciating neighborhoods.

1015 S Western Avenue Unit #4, Chicago



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