3,855

Homes for Sale near Bennett Day School

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  • /24

    $399,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    1841 S Calumet Ave Unit 1111, Chicago, IL 60616

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of the vibrant South Loop, complete with 1 deeded garage parking space included. Perched on the 11th floor, this bright and inviting home offers an open-concept layout designed for both comfortable everyday living and effortless entertaining. The spacious living and dining area is filled with natural light from

    Agent Photo

    Cathy Wu

    AiHome Realty Group LLC

    1841 S Calumet Ave Unit 1111, Chicago, IL 60616
  • /20

    $499,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    3400 W Shakespeare Ave, Chicago, IL 60647

    Opportunity is knocking in one of Chicago's most sought-after neighborhoods! This 1960's solid brick ranch sits on a desirable South East corner lot in Logan Square, offering the perfect blend of character, location, and incredible upside. Whether you're looking for your next home or your next investment, this property is full of potential. Originally Built in 1960 with quality craftsmanship, the

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    Cecille Plurad

    Coldwell Banker Realty

    3400 W Shakespeare Ave, Chicago, IL 60647
  • /27

    $290,000

    Pending
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    340 W Superior St Unit 1006, Chicago, IL 60654

    EXCEPTIONAL OPPORTUNITY IN THE HEART OF RIVER NORTH! Welcome to this beautifully maintained 1-bed / 1-bath condo featuring spectacular southern city views from this desirable tier, showcased through dramatic floor-to-ceiling windows that flood the space with natural light throughout the day. This inviting open-concept layout offers comfortable city living and seamless access to a private

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    Leslie Roman

    Realty of America, LLC

    340 W Superior St Unit 1006, Chicago, IL 60654
  • /52

    $1,850,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 2,446 Sq Ft

    363 E Wacker Dr Unit 2709, Chicago, IL 60601

    Iconic Southeast Corner Sanctuary at the St. Regis Chicago Rising above the city on a coveted corner tier, this sprawling 2,400+ SF residence offers a masterclass in urban elegance. Floor to ceiling glass wraps every room, providing an uninterrupted, 180 degree gallery of Lake Michigan, Millennium Park, and Navy Pier. Exquisite Design & Bespoke Upgrades: Curated by world renowned Hirsch Bedner

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    Kristine Chen Frost

    Compass

    363 E Wacker Dr Unit 2709, Chicago, IL 60601
  • /44

    $399,000

    Pending
    • 2 Beds
    • 1 Bath
    • 965 Sq Ft

    1200 W Monroe St Unit 510, Chicago, IL 60607

    Bright and inviting south-facing 2-bedroom, 1-bath condo in The Metro, a highly sought-after full-amenity doorman building in the heart of the West Loop! Well-positioned within the building, this residence offers a tucked-away setting and an added sense of privacy and peacefulness. This well-maintained home features newer Preverco solid engineered hardwood flooring, a 2021 HVAC system, and an

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    Amy Sunshine

    @properties Christie's International Real Estate

    1200 W Monroe St Unit 510, Chicago, IL 60607
  • /33

    $329,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,348 Sq Ft

    838 N Homan Ave, Chicago, IL 60651

    Craving room to spread out without compromising on style? This brick home has it all. Offering 3 expansive levels of thoughtfully designed living space, this residence is ideal for multi-generational households, related living arrangements, or anyone seeking extra space. Inside, you'll find 2 well-equipped kitchens, multiple living and family rooms, recreation areas, versatile bonus spaces, and

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    Ericka Taylor

    Coldwell Banker Realty

    838 N Homan Ave, Chicago, IL 60651
  • /39

    $530,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    2424 W Chicago Ave Unit 202, Chicago, IL 60622

    Welcome to this stylish 2-bedroom, 2-bathroom condo in the heart of Ukrainian Village, nestled within a boutique elevator building. Designed for both comfort and modern living, this spacious residence features an open-concept floor plan with dramatic floor-to-ceiling windows that fill the home with natural light. The inviting living area showcases hardwood flooring, an electric fireplace, and

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    Yolanda Zapiain

    RE/MAX 10

    2424 W Chicago Ave Unit 202, Chicago, IL 60622
  • /27

    $450,000

    Pending
    • 5 Beds
    • 2 Baths

    2835 W Wellington Ave Unit 2, Chicago, IL 60618

    Welcome to 2835 W Wellington, a stunning top-floor duplex up with a spacious, light-filled 5-bedroom, 2-bath condo. This square footage and flexibility are incredibly rare to find. Previously operated as a successful Air BnB, the unit has been designed for comfortable living at every turn, and furniture is available for purchase, making this a truly turnkey investment opportunity. The heart of

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    Kenneth Sabino

    Baird & Warner

    2835 W Wellington Ave Unit 2, Chicago, IL 60618
  • /32

    $689,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1455 W Wolfram St Unit A, Chicago, IL 60657

    This one of a kind property in the heart of Lakeview features THREE levels of living! 2 bedrooms up PLUS optional 3rd bedroom in walk out lower level that opens to a spacious deck with lush greenery. The Main level features an soaring ceilings and an open floor plan. Updated kitchen features a large island overlooking the combined living and dining space. This modern kitchen has quartz

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    Kara Moll

    Keller Williams ONEChicago

    1455 W Wolfram St Unit A, Chicago, IL 60657
  • /26

    $575,000

    $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    308 W Evergreen Ave Unit 1R, Chicago, IL 60610

    Elegant and rare 2 bedroom, 2.5 bath duplex-down condo in the heart of Old Town. This bright and airy home offers an ideal floor plan with generous living and entertaining space across two levels. Recent updates include windows, appliances, furnace, and high-efficiency water heater, providing modern comfort and energy efficiency for years to come. The main level features an open concept living

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    Chris Weichselbaum

    Fulton Grace Realty

    308 W Evergreen Ave Unit 1R, Chicago, IL 60610
  • /7

    $129,900

    Pending
    • 6 Beds
    • 2 Baths

    764 S Kenneth Ave, Chicago, IL 60624

    Investor opportunity. Fully gutted and reimagined 2-unit with potential for 3 units, subject to city approval. First floor framed. Second floor is open and ready for your design ideas. Basement dug out for approx. 8-ft ceilings with 2 egresses, plus steel beams and support posts installed. Rebuilt rear porch and new roof. Sold as-is. Short sale, allow time for lender approval. Property has

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    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    764 S Kenneth Ave, Chicago, IL 60624
  • /17

    $492,500

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

    336 W Wellington Ave Unit 1901, Chicago, IL 60657

    Stunning 3 bed/2 bath corner unit located in the coveted East Lakeview neighborhood! Newly gut-rehabbed (2026), this condo highlights a large & bright open floor plan with stunning light oak colored floors throughout and an abundance of storage space. The living room features a custom fireplace feature wall while the modern kitchen has been fully equipped with a reverse osmosis water filtration

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    Julia Matyjas

    HomeSmart Connect LLC

    336 W Wellington Ave Unit 1901, Chicago, IL 60657
  • /19

    $350,000

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    1307 S Wabash Ave Unit 504, Chicago, IL 60605

    Welcome to your urban oasis in the heart of the South Loop! This stunning 2 bed, 2 bath loft-style condo resides in the historic Film Exchange building, exuding charm and modernity in equal measure. Step inside to the open floor plan, oak flooring that spans the entire space, lending warmth and sophistication to every corner. The kitchen is a culinary dream with its white-painted cabinetry,

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    Tom Campone

    Keller Williams ONEChicago

    1307 S Wabash Ave Unit 504, Chicago, IL 60605
  • /2

    Call for Price

    • Land
    • 0 Sq Ft

    1910 S Michigan Ave Unit G13, Chicago, IL 60616

    Heated, secure indoor garage parking space available for lease at 1910 S. Michigan Avenue in Chicago's South Loop. Reserved Space G13 offers covered parking with convenient access in a well-maintained residential building. Ideal for neighborhood residents, commuters, or anyone seeking reliable year-round protection from snow, rain, and extreme temperatures. Available immediately for $250 per

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    Cecil Sabu

    ALLURE Real Estate

    1910 S Michigan Ave Unit G13, Chicago, IL 60616
  • /19

    $415,000

    • 2 Beds
    • 2 Baths

    700 N Larrabee St Unit 1002, Chicago, IL 60654

    Don't miss this upgraded home in a great pocket of River North, next to Montgomery Ward Park and a picturesque river walk. An open concept kitchen and living/dining area offer a great place to entertain and relax. The kitchen features granite countertops, a glass subway tile backsplash, flat-panel cabinets, and an island with overhang for seating. The living room has a gas fireplace with a marble

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    Jennifer Barnes

    @properties Christie's International Real Estate

    700 N Larrabee St Unit 1002, Chicago, IL 60654
  • /20

    $370,000

    • 2 Beds
    • 2 Baths

    1305 S Michigan Ave Unit 1506, Chicago, IL 60605

    Enjoy city living in this concrete loft featuring a desirable split 2-bedroom, 2-bath floor plan and expansive skyline views, including Willis Tower. Soaring 10-foot ceilings, hardwood flooring throughout, and an open-concept living and dining area create a bright and functional living space. The kitchen is equipped with quartz countertops, dining space at the island, a deep undermount sink, and

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    Tom Campone

    Keller Williams ONEChicago

    1305 S Michigan Ave Unit 1506, Chicago, IL 60605
  • /22

    $546,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    770 W Gladys Ave Unit 804, Chicago, IL 60661

    WEST LOOP CORNER PENTHOUSE. SKYLINE VIEWS. PARKING INCLUDED. Rare corner 2 Bed, 2 Bath penthouse with high ceilings, floor to ceiling windows, private balcony and panoramic views. No neighbors above. Fully enclosed bedrooms offer added privacy. HOA EXCELLENCE: Monthly fee includes parking, heat, gas, water, internet, cable and gym access. TAX ADVANTAGE: Ultra low property taxes following the

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    Ali Bakir

    MorphEasy Realty

    770 W Gladys Ave Unit 804, Chicago, IL 60661
  • /9

    $2,200,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 2,654 Sq Ft

    1282 W Washington Blvd Unit 2D, Chicago, IL 60607

    **12 of 16 Home Pre-Sold Before Public Launch!** Already 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living

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    Cory Robertson

    Jameson Sotheby's Intl Realty

    1282 W Washington Blvd Unit 2D, Chicago, IL 60607
  • /28

    $999,999

    • 4 Beds
    • 2 Baths

    2920 N Richmond St, Chicago, IL 60618

    Located in the heart of Chicago's thriving Avondale neighborhood, this rare opportunity at 2920 N Richmond St offers endless potential for investors, developers, or homeowners with vision. This classic two-unit property includes the adjacent vacant lot, creating a unique oversized parcel in one of the city's most sought-after areas. Keep the existing multi-unit as an income-producing property,

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    Elizabeth Goodchild

    Realty of America

    2920 N Richmond St, Chicago, IL 60618
  • /37

    $335,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    401 E Ontario St Unit 1304, Chicago, IL 60611

    Nicely updated and spacious one-bedroom, one-bath residence in the heart of Streeterville, offering exceptional value and an unbeatable location. This well-designed home features expansive bay windows, natural light, a generous walk-in closet, and a comfortable layout ideal for both everyday living. The kitchen is appointed with cherry wood cabinetry, granite countertops, and stainless steel

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    Rhonda Hoff

    Jameson Sotheby's Intl Realty

    401 E Ontario St Unit 1304, Chicago, IL 60611
  • /13

    $248,999

    • 1 Bed
    • 1 Bath

    1464 S Michigan Ave Unit 1008, Chicago, IL 60605

    Perfect opportunity for investors or future owner-occupants. This well-maintained 1-bedroom condo in the heart of the South Loop offers beautiful sunset views from your private balcony. The thoughtfully designed floor plan features hardwood floors throughout the living area, a spacious bedroom with a walk-in closet, and a modern kitchen complete with stainless steel appliances, granite

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    Safwan Patel

    YOUMU VENTURES LLC

    1464 S Michigan Ave Unit 1008, Chicago, IL 60605
  • /19

    $899,000

    Pending
    • 11 Beds
    • 6 Baths

    646 W 35th St, Chicago, IL 60616

    Rare 4 units building with over 6700 Sq Ft of finished space sitting on 2 full lots. Unique layout with owners flat having extra space. An Addition gives owners unit the size of a SFH at 2275 Sq ft. 2 LRs/Din/2 Kit's, 3BRs, and 2 baths. Finished family room in basement with bar and fireplace. Additional finished space in forward part of basement. 3 car garage plus 2-3 pad parking spaces. HW

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    Evan Peng

    Landmark Property Group Realty, LLC

    646 W 35th St, Chicago, IL 60616
  • /45

    $275,000

    $5K PRICE DROP Pending
    • 1 Bed
    • 1 Bath
    • 741 Sq Ft

    474 N Lake Shore Dr Unit 5404, Chicago, IL 60611

    Bright and spacious high-floor 1 bed/1 bath featuring stunning north-facing views of the lake, Chicago skyline, Ohio Street Beach, and the iconic "Playpen." Ideally located in the heart of Streeterville within a full-amenity building, this home offers both comfort and convenience. Enter through a gracious foyer with a coat closet that opens into an expansive living space highlighted by hardwood

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    Armando Chacon

    Century 21 S.G.R., Inc.

    474 N Lake Shore Dr Unit 5404, Chicago, IL 60611
  • /27

    $1,185,000

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

    333 W Hubbard St Unit 610-611, Chicago, IL 60654

    Spacious 3 bed / 2.1 bath combined, corner unit in River North offering over 2,300 sq ft with a great open layout and amazing city views. The main living space features impressive 15-ft ceilings, two private balconies, and dramatic floor-to-ceiling windows that bring in incredible natural light, creating a bright yet comfortable space. The chef's kitchen is designed for both function and style,

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    ChloƩ Ifergan

    Jameson Sotheby's Intl Realty

    333 W Hubbard St Unit 610-611, Chicago, IL 60654
  • /34

    $699,999

    Pending
    • 4 Beds
    • 2 Baths

    2926 N Avers Ave, Chicago, IL 60618

    Located in the heart of Avondale, 2926 N Avers Avenue is a full brick masonry two-flat that beautifully blends vintage charm with modern updates. Both spacious apartments feature 2 bedrooms and 1 bathroom, along with separate dining rooms, oversized bedrooms, large pantries, and generous three-season rooms. Original details can be found throughout the property, including beautiful wood trim,

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    David Schatz

    Compass

    2926 N Avers Ave, Chicago, IL 60618
  • /40

    $825,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft

    948 N Honore St Unit 1, Chicago, IL 60622

    Stunning duplex down condo in the highly sought-after Wicker Park/East Village neighborhood! This spacious 3-bedroom, 3-bathroom home features an open-concept floor plan perfect for modern living and entertaining. The chef's kitchen is a true showstopper, complete with custom cabinetry, stainless steel appliances, quartz countertops, and a large island. The primary suite offers a luxurious

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    Rafay Qamar

    Real Broker LLC

    948 N Honore St Unit 1, Chicago, IL 60622
  • /38

    $995,000

    $105K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    1515 N Astor St Unit 23BC, Chicago, IL 60610

    Nestled on one of the Gold Coast's most prestigious tree-lined streets, this exceptional four-bedroom residence offers over 3,200 square feet of refined living in an intimate boutique building on coveted Astor Street. Thoughtfully designed for both gracious entertaining and comfortable everyday living, this expansive home showcases ful lake and park views throughout. The spacious living room

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    Michael Maier

    Berkshire Hathaway HomeServices Chicago

    1515 N Astor St Unit 23BC, Chicago, IL 60610
  • /22

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    1621 S Halsted St Unit 405, Chicago, IL 60608

    East Pilsen offers a 2 BR and 2 FULL baths condo in this modern building with an elevator ** Laundry in UNIT ** This spacious condo presents an oversized floor plan with ideal split Bedroom layout for privacy and comfort ** Plenty of room to spread out in the spacious Living and Dining Rooms with wood floors ** Spacious Kitchen with granite counter tops and plenty of cabinets ** Luxurious Master

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    Vipin Gulati

    RE/MAX Professionals Select

    1621 S Halsted St Unit 405, Chicago, IL 60608
  • /44

    $650,000

    Pending
    • 8 Beds
    • 3 Baths

    852 N Springfield Ave, Chicago, IL 60651

    Incredible investment opportunity or perfect owner-occupant setup in Chicago's booming Humboldt Park! This gorgeous brick two-flat seamlessly blends classic vintage character with modern convenience. Both principal units are completely move-in ready and feature original, gleaming hardwood floors, timeless woodwork, and abundant natural charm throughout. The property boasts massive added value

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    Gina Joshi

    Prestige Realty Group

    852 N Springfield Ave, Chicago, IL 60651
  • /2

    $49,900

    • Land
    • 4,791 Sq Ft
    • $453,636 per Acre

    208 N La Crosse Ave, Chicago, IL 60644

    Great opportunity to acquire this 40 x 125 vacant lot at 208 N La Crosse Ave, ideally located on a residential street with ongoing redevelopment and new construction throughout the area. This parcel is well suited for builders, developers, or investors looking to capitalize on continued neighborhood growth. Conveniently positioned near major roads, public transportation, retail, and local

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    Marla Schneider

    Coldwell Banker Realty

    208 N La Crosse Ave, Chicago, IL 60644
  • /29

    $250,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    211 E Ohio St Unit 2313, Chicago, IL 60611

    Prime location for this spacious one bedroom unit at the Grand Ohio. Great floor plan. Large kitchen with eat in area. Spacious living room and large windows. Bedroom with double closet. Entryway with large walk in coat closet. Kitchen with granite countertops, breakfast bar and lots cabinet space. Streeterville location, walk to Whole Foods Northwestern Hospital and Lurie's Children Hospital,

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    Kara Moll

    Keller Williams ONEChicago

    211 E Ohio St Unit 2313, Chicago, IL 60611
  • /35

    $479,900

    $5K PRICE DROP Pending
    • 6 Beds
    • 2 Baths

    4351 W Maypole Ave, Chicago, IL 60624

    Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

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    Edgar R. Guerrero

    REMAX Legends

    4351 W Maypole Ave, Chicago, IL 60624
  • /22

    $324,000

    • 1 Bed
    • 1 Bath
    • 995 Sq Ft

    10 E Ontario St Unit 2205, Chicago, IL 60611

    Very rare CORNER unit with ~1150 square feet of living space (including a huge private balcony) so it's bigger than some 2 bedrooms in River North. ITALIAN PORCELAIN FOYER, BEAUTIFUL WOOD LAMINATE FLOORS, CHERRY CABINETS, GRANITE COUNTERTOPS WITH BOSCH-GRADE APPLIANCES, HUGE BALCONY, LOTS OF CLOSET SPACE. The unit is entirely upgraded with floor-to-ceiling windows, high-end stainless steel

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    Rafay Qamar

    Real Broker LLC

    10 E Ontario St Unit 2205, Chicago, IL 60611
  • /2

    $10,000

    • Land
    • 3,049 Sq Ft
    • $142,857 per Acre

    1537 S Homan Ave, Chicago, IL 60623

    Nice lot on established block

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    Jeanine Czerwin

    Wirtz Real Estate Group Inc.

    1537 S Homan Ave, Chicago, IL 60623
  • /19

    $319,000

    • 1 Bed
    • 1 Bath

    30 E Huron St Unit 3508, Chicago, IL 60611

    This high-floor unit offers breathtaking city and lake views providing a picturesque backdrop to your daily life. BEST VIEWS IN THE BUILDING on the 35th floor. Absolutely Breathtaking Views of Chicago & Lake. It doesn't get better than this. ELECTRIC IS ONLY OUTSIDE UTILITY. Amenities Include 24-Hour Doorman, Award Winning 2 Story Sundeck & Outdoor Rooftop Pool, Comprehensive Gym, Biz Center,

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    Rafay Qamar

    Real Broker LLC

    30 E Huron St Unit 3508, Chicago, IL 60611
  • /30

    $599,900

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths

    1330 W Monroe St Unit 1330108, Chicago, IL 60607

    Seize this great opportunity to live in a rare gem in a lush serene setting in the middle of the West Loop. Amazing 2 bed/2 bath timber loft with huge private patio overlooking majestic and award winning courtyard and Koi pond. Gracious foyer leads to main living space with hardwood floors, soaring ceilings, custom fireplace, and spacious living room that leads to amazing patio. Kitchen is

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    Armando Chacon

    Century 21 S.G.R., Inc.

    1330 W Monroe St Unit 1330108, Chicago, IL 60607
  • /14

    $3,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,362 Sq Ft

    1282 W Washington Blvd Unit PHB, Chicago, IL 60607

    **12 of 16 Homes PRE-SOLD!** Last chance to own a coveted West Loop penthouse! 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more

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    Cory Robertson

    Jameson Sotheby's Intl Realty

    1282 W Washington Blvd Unit PHB, Chicago, IL 60607
  • /4

    $549,000

    4355 W Le Moyne St, Chicago, IL 60651

    Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

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    Israel Valadez

    Realty of America, LLC

    4355 W Le Moyne St, Chicago, IL 60651
  • /25

    $539,900

    Pending
    • 2 Beds
    • 1.5 Baths

    2525 N Sheffield Ave Unit 2C, Chicago, IL 60614

    LOCATION LOCATION LOCATION LOCATION LOCATION!!!!!

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    Laura Catrambone-Gerace

    Coldwell Banker Stratford Place

    2525 N Sheffield Ave Unit 2C, Chicago, IL 60614
  • /2

    $295,000

    • 7 Beds
    • 2 Baths

    427 N Lawndale Ave, Chicago, IL 60624

    Discover an outstanding investment or owner-occupant opportunity with this beautifully updated brick two-flat nestled on a quiet, tree-lined dead-end street in the heart of Humboldt Park. Perfectly positioned just steps from the Garfield Park Conservatory, this well-maintained property combines strong rental potential with an unbeatable location. Each spacious unit offers generous living space,

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    Rafay Qamar

    Real Broker LLC

    427 N Lawndale Ave, Chicago, IL 60624

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