Homes for Sale near Bennett Day School

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  /7

  $489,900

  • 5 Beds
  • 2 Baths

  2545 N Monticello Ave, Chicago, IL 60647

  Frame 2 flat in prime Logan Square location! Most windows replaced in 2016. Separate heat and electric. Building needs work. Long term tenants.

  Gary Dailey House Quest Inc

  2545 N Monticello Ave, Chicago, IL 60647
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  /12

  $294,000

  • 1 Bed
  • 1 Bath

  525 W Hawthorne Place Unit 2706, Chicago, IL 60657

  Get ready for JET-LINERS views from the the 27th floor. Great views of Belmont Harbor, the lakefront and Wrigley field! Lots of natural light. This large one bedroom unit offers lots of space and modern comfort. Open layout concept. Kitchen features with stainless steel appliances and granite countertops. Very spacious bedroom that can fit a king size bed. The listing price includes an indoor

  Noam osher Baird & Warner

  525 W Hawthorne Place Unit 2706, Chicago, IL 60657
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  /39

  $415,000

  • 1 Bed
  • 1 Bath

  400 E Randolph St Unit 2225, Chicago, IL 60601

  Located in the heart of Lakeshore East, this residence offers large one-bedroom floor plan in the building, paired with an exceptional 12-foot balcony showcasing expansive east-facing lake views. Fully rehabbed with over-the-top luxury finishes, every detail has been thoughtfully curated to create a refined and modern living experience. The open, designer kitchen features waterfall quartz

  Chaya Moscowitz Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 2225, Chicago, IL 60601
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  /39

  $1,500,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths

  1831 N Larrabee St Unit 1, Chicago, IL 60614

  NEWER CONSTRUCTION, stunning EXTRA-WIDE duplex down in an ELEVATOR BUILDING with 2 MASSIVE outdoor spaces (an attached patio off of main living area AND a fully built out garage deck with fireplace) located in LINCOLN PARK! This gorgeous SUN-FILLED 4 bed / 2.1 bath home showcases high ceilings, hardwood floors and floor-to-ceiling windows, along with 2 DISTINCT LIVING SPACES and a seamless

  Rubina Bokhari Jameson Sotheby's Intl Realty

  1831 N Larrabee St Unit 1, Chicago, IL 60614
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  /16

  $725,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2912 W Shakespeare Ave Unit 2, Chicago, IL 60647

  Enjoy expansive living in this extra-wide 3 bed / 2 bath condo set on an oversized 30x150 lot! Tucked away on a quiet, tree-lined street, this unbeatable location offers easy access to everything Logan Square has to offer. Designed for both everyday comfort and entertaining, the open-concept living and dining area offers incredible width and natural light, flowing seamlessly to a covered front

  Brian Levitas Fulton Grace Realty

  2912 W Shakespeare Ave Unit 2, Chicago, IL 60647
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  /22

  $368,000

  • 3 Beds
  • 2.5 Baths
  • 1,432 Sq Ft

  480 W 24th St Unit C, Chicago, IL 60616

  Situated in a prime Armour Square location near Chinatown, this 3 bed / 2.5 bath townhouse offers an excellent opportunity for buyers seeking value and convenience. The main level features a functional layout with a living room, dining area, kitchen, and a half bath, with hardwood flooring throughout. The second floor offers three bedrooms and a full bathroom, also with hardwood floors and good

  Michael Ng Mango Realty Group

  480 W 24th St Unit C, Chicago, IL 60616
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  /15

  $499,900 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  417 N Noble St Unit 5, Chicago, IL 60642

  Not your cookie-cutter condo! This unique Noble Square duplex is tucked away on a quiet cul-de-sac in a boutique building overflowing with amenities. End unit gets tons of natural light while still feeling private from Noble St., and both levels feature side balconies connected by an exterior staircase. Open concept living/dining space features hardwood floors, granite countertops and s/s

  Shannon Sutton @properties Christie's International Real Estate

  417 N Noble St Unit 5, Chicago, IL 60642
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  /43

  $3,000,000

  • 3 Beds
  • 3.5 Baths
  • 4,390 Sq Ft

  65 E Goethe St Unit 3W, Chicago, IL 60610

  Don't miss this incredible value in the heart of the Gold Coast! Unit 3W on Goethe Street is the pinnacle of sophistication and elegance. Spanning 4,390 square feet, this home is perfect for entertaining and casual everyday living. With large windows that provide natural light and scenic views of the surrounding area, including Goudy Park. The ultimate in tastefully curated design and timeless

  Julie Harron Jameson Sotheby's Intl Realty

  65 E Goethe St Unit 3W, Chicago, IL 60610
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  /30

  $615,000

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

  505 N Lake Shore Dr Unit 2711, Chicago, IL 60611

  Welcome to 505 N Lake Shore Dr #2711-a spacious 2-bedroom, 2-bath condo offering 1,450 sq ft in the heart of Chicago. This bright, open-concept home features large windows with beautiful city and lake views, generous living and dining space, and a well-appointed kitchen with ample storage. The primary suite includes a walk-in closet and private bath, while the second bedroom is perfect for guests

  Krystal Hudson EJC REAL ESTATE SERVICES

  505 N Lake Shore Dr Unit 2711, Chicago, IL 60611
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  /33

  $635,000 Open Sun 2PM - 3:30PM

  • 2 Beds
  • 2 Baths

  101 W Superior St Unit 904, Chicago, IL 60654

  Experience refined city living in this beautifully updated corner residence in the coveted '04 tier of a boutique River North building. This spacious 2 bedroom, 2 bath home is wrapped in floor to ceiling windows that fill the space with natural light and showcase sweeping northeast city views. The open concept layout offers a seamless flow between living and dining areas, complemented by a

  Joel Halperin Compass

  101 W Superior St Unit 904, Chicago, IL 60654
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  /23

  $190,000

  • Studio
  • 1 Bath
  • 516 Sq Ft

  440 N Wabash Ave Unit 1111, Chicago, IL 60611

  An outstanding opportunity at Plaza 440, don't miss this great studio in a perfect River North location. Flooded with natural light and featuring outstanding unobstructed east city views including the magnificent Wrigley Building! Generous living area boasts large windows on two sides, easy care composite flooring with beautiful wood finish, efficient white and stainless kitchen, sleek white bath

  Stefanie Lavelle @properties Christie's International Real Estate

  440 N Wabash Ave Unit 1111, Chicago, IL 60611
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  /49

  $630,000

  • 3 Beds
  • 3 Baths
  • 2,543 Sq Ft

  2523 S Calumet Ave, Chicago, IL 60616

  Welcome to this beautifully renovated corner townhome offering four levels of comfortable living, including a rooftop deck with impressive views. The home features a well-designed layout with generous living and dining areas that connect seamlessly to the updated kitchen, complete with brand-new appliances. Hardwood flooring enhances the main living areas as well as the second and third floors,

  Nicole Topper AMS Realty Inc.

  2523 S Calumet Ave, Chicago, IL 60616
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  /32

  $875,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3 Baths

  1900 W Armitage Ave Unit 1, Chicago, IL 60622

  Spacious duplex down in a great Bucktown location! This light-filled 3 bed/3 bath condo has two bedrooms on the main level, along with a beautiful kitchen, dining room, and living room. A gas fireplace centers the living room, and floor to ceiling windows in multiple directions create an open and airy feel. The kitchen has quartz countertops, paneled Thermador/Bosch appliances, a pantry, and a

  Lucas Blahnik @properties Christie's International Real Estate

  1900 W Armitage Ave Unit 1, Chicago, IL 60622
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  /29

  $899,000

  • 3 Beds
  • 2.5 Baths

  2316 N Lakewood Ave Unit 2316, Chicago, IL 60614

  A private entry welcomes you into this beautifully updated 3 Bed + 2.1 Bath townhome nestled on a quiet one-way street in the highly sought-after Oscar Mayer school district in Lincoln Park. Spanning three full levels of living space with a private rooftop deck, this light-filled home offers generous room sizes and an ideal layout for both everyday living and entertaining. The lower level offers

  Kelly Parker Compass

  2316 N Lakewood Ave Unit 2316, Chicago, IL 60614
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  /19

  $395,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath

  2548 N Seminary Ave Unit 2, Chicago, IL 60614

  Welcome to this inviting 2 bedroom, 1 bathroom home in the heart of Lincoln Park. Modern updates blend with everyday comfort with hardwood floors and high-end blinds throughout. This home features a remodeled kitchen, stainless steel appliances, quartz countertops, white cabinetry, and a cozy breakfast nook. Off the kitchen is host to a private balcony and offers the ideal setting for effortless

  Kelli Benson Baird & Warner

  2548 N Seminary Ave Unit 2, Chicago, IL 60614
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  /20

  $319,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  8 W Monroe St Unit 807, Chicago, IL 60603

  Recently updated, fully enclosed corner 2BR/2BA split floor plan in the heart of the Loop with parking included. Northeast-facing with abundant natural light, this move-in-ready home features 12-foot ceilings, wood flooring, generous closet space, and a welcoming foyer. The updated kitchen and baths showcase fresh finishes, including new paint and tile, and the unit includes in-unit laundry and

  Hanae Kim Baird & Warner

  8 W Monroe St Unit 807, Chicago, IL 60603
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  /23

  $615,000

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft

  1011 N Wolcott Ave Unit 2N, Chicago, IL 60622

  Welcome home to this beautifully designed extra-wide 2 bed, 2 bath condo in the heart of Wicker Park/Ukrainian Village. Offering an expansive open-concept layout, two private outdoor spaces, hardwood floors throughout, and spacious bedrooms, this home blends comfort and style for everyday living and entertaining! The chef's kitchen features Viking appliances, quartz countertops, plenty of cabinet

  Eudice Fogel Compass

  1011 N Wolcott Ave Unit 2N, Chicago, IL 60622
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  /19

  $799,000

  • 4 Beds
  • 2 Baths

  3636 N Ashland Ave, Chicago, IL 60613

  Exceptional investment opportunity in the heart of the highly sought-after Wrigleyville area! Located within the Wrigley zone, this property is currently mid-renovation and offers incredible upside for investors, developers, or owner-occupants looking to finish a project to their vision. The property is framed and ready for completion as a 4-bedroom, 2 full bath layout with flexibility to

  Dominick Clarizio @properties Christie's International Real Estate

  3636 N Ashland Ave, Chicago, IL 60613
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  /10

  $300,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  770 W Gladys Ave Unit 304, Chicago, IL 60661

  Stunning large, 1-Bedroom + Den in a true Timbered Loft w/ 12' ceilings in the heart of the West Loop/Greektown! High-end finishes include: 42" Cherry cabs/Stainless Steel appliances, granite counters & custom tile backsplash, hardwood floors throughout + exposed brick & a large chalkboard accent wall, large balcony, organized closets & In-unit laundry. Unobstructed East-facing skyline view. Low

  Derek DiSera Compass

  770 W Gladys Ave Unit 304, Chicago, IL 60661
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  /25

  $325,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  39 N Paulina St Unit 2, Chicago, IL 60612

  Charming 2 bed / 2 bath condo ideally situated on the edge of West Town, just blocks from the West Loop and the United Center! This well-maintained home offers a functional and spacious layout with hardwood floors throughout and abundant natural light. The open living and dining area flows seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary

  Ben Lalez Compass

  39 N Paulina St Unit 2, Chicago, IL 60612
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  /10

  $325,000 Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  2154 W Cortez St Unit 1E, Chicago, IL 60622

  Discover vintage charm and modern updates in this elevated first-floor, one-bedroom, one-bathroom unit, perfectly situated in the heart of Ukrainian Village. This unit maintains its classic character with beautiful hardwood floors, a separate dining room, and a lovely built-in hutch, all while featuring contemporary upgrades like granite countertops, stainless steel appliances, and a custom-tiled

  Charlie Cohen Compass

  2154 W Cortez St Unit 1E, Chicago, IL 60622
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  /22

  $800,000 Open Sun 12AM - 2PM

  • 8 Beds
  • 3 Baths

  1042 W Barry Ave, Chicago, IL 60657

  Exceptional opportunity for an investor or owner live in to acquire a legal 3-unit building in a prime Lakeview location. Owned by the same family for many years, this property offers tremendous potential with two vacant units and flexibility for a buyer to update as much or as little as desired. The garden unit is vacant and offers 2 bedrooms and 1 bath. The rear portion of the lower level

  Millie Rosenbloom Baird & Warner

  1042 W Barry Ave, Chicago, IL 60657
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  /24

  $925,000

  • 2 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  811 W Webster Ave Unit F, Chicago, IL 60614

  Prepare to be amazed by this unique duplex up just steps from Oz Park. This upgraded 2-bed/2.5-bath duplex-up provides a unique combination of modern amenities and classic architecture. Entering the unit through your private entrance, you will first see a bright and open living room complete with a gas fireplace and large windows/doors that open out onto a common deck. The main level continues

  Jeff Herbert Urban Living Properties, LLC

  811 W Webster Ave Unit F, Chicago, IL 60614
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  /16

  $385,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1601 S Michigan Ave Unit 107, Chicago, IL 60616

  The ideal South Loop Loft duplex featuring two bedrooms and two bathrooms and contemporary finishes throughout. The open living space is filled with natural light from the large windows and offers soaring high ceilings, unique exposed brick, and hardwood floors throughout. Fully updated kitchen offers sleek white cabinetry, chic wall to wall backsplash, newer appliances all updated in the last 3

  Nadine Ferrata Compass

  1601 S Michigan Ave Unit 107, Chicago, IL 60616
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  /19

  $439,000 Open Sun 10AM - 11:30PM

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  125 E 13th St Unit 1012, Chicago, IL 60605

  Welcome to 125 E 13th Loft Tower by Museum Park! Fantastic South Facing 2/2 with large picture windows in living room and primary bedroom!!! Spacious 2/2 with room for a formal dinning room table! This condo offers storage space, split floor plan, nice natural light, and proximity to grant park and highways. Just steps from Grant Park, Soldier Field, Shedd Aquarium, Museum of Science & Industry,

  Michael Gentile @properties Christie's International Real Estate

  125 E 13th St Unit 1012, Chicago, IL 60605
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  /46

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  1530 S State St Unit 15R, Chicago, IL 60605

  Experience elevated South Loop living in this bright and spacious 2-bedroom, 2-bath residence, featuring floor-to-ceiling windows and a stunning 28-foot private balcony showcasing sweeping lake and city views! The open-concept living and dining area is filled with natural light, features hardwood floors throughout, and flows seamlessly into the kitchen, complete with granite countertops and ample

  Tim Lorimer Compass

  1530 S State St Unit 15R, Chicago, IL 60605
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  /27

  $899,000

  • 2 Beds
  • 2 Baths

  1525 N Bosworth Ave Unit 3S, Chicago, IL 60642

  Stunning penthouse condo located in Wicker Park featuring a private rooftop deck with skyline views. The open-concept living space is designed for both comfort and entertaining, showcasing soaring ceilings, floor-to-ceiling windows, wide-plank white oak flooring, a striking stone fireplace, and custom built-ins, all filled with natural light. The chef-inspired kitchen offers custom cabinetry,

  Jeffrey Lowe Compass

  1525 N Bosworth Ave Unit 3S, Chicago, IL 60642
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  /29

  $649,900

  • 11 Beds
  • 6 Baths

  2623 W 21st Place, Chicago, IL 60608

  Massive LEGAL 4 unit property including a COACH HOUSE great for any investor to add to their portfolio! The 4 units consist of 3 units which are 2 bedroom 1 bath each located in the front building with an in-law garden unit and an unfinished attic for possible additional income. The rear coach house is massive that is a 2 bedroom 1 bath with an additional in-law unit that adds living space! Two

  Gamaliel Marin Smart Home Realty

  2623 W 21st Place, Chicago, IL 60608
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  /36

  $485,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths

  4318 W Cullerton St, Chicago, IL 60623

  Beautifully rehabbed brick 2 Flat located in the Lawndale neighborhood of the City. Spacious room sizes, Eat-in Kitchens, 2 Bedrooms, 1 Bath in each unit, finished attic, and a 2 Car detached Garage. Easy access to Transportation and the I-290 and I-55 Expressways.

  Hector G Cardenas @properties Christie's International Real Estate

  4318 W Cullerton St, Chicago, IL 60623
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  /32

  $1,200,000

  • 5 Beds
  • 3 Baths

  3541 N Oakley Ave, Chicago, IL 60618

  Highly sought after oversized brick 2-flat on quiet, tree-lined one-way street in Roscoe Village down the street from top-ranked Bell Elementary! This beauty sits on an extra-wide 30' lot allowing for spacious units with tons of natural light. Perfect for a duplex down owner's unit with rental income, keep as two high earning rentals or convert to your dream luxury single family home. This

  Tawnya McVicker Keller Williams ONEChicago

  3541 N Oakley Ave, Chicago, IL 60618
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  /23

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  934 N California Ave Unit 2S, Chicago, IL 60622

  Impressive extra-wide three bed, two bath newer construction, perfectly blending contemporary design with exceptional indoor-outdoor living, in a boutique elevator building. Thoughtfully crafted for both everyday comfort and elevated entertaining, this residence offers an incredible collection of outdoor spaces including a covered front balcony, expansive rear terrace exclusive to the unit, and

  Stephen Hnatow Keller Williams ONEChicago

  934 N California Ave Unit 2S, Chicago, IL 60622
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  /24

  $850,000

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

  3500 N Lake Shore Dr Unit 6D, Chicago, IL 60657

  2500 sq ft overlooking the lake/park in this premier vintage co-op that has been totally redone in timeless modern styling. Amazing cooks kitchen that includes a spacious interactive island with seating. Generous room sizes, hi-ceilings, in unit W/D w/sink, space pac A/C and top of the line upgrades including stylish hardwd flrs throughout. Well run bldg with 24hr drprsn, onsite mgmt & full time

  Mary Gott Berkshire Hathaway HomeServices Chicago

  3500 N Lake Shore Dr Unit 6D, Chicago, IL 60657
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  /32

  $325,000 Open Sun 2PM - 4PM

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  550 N Kingsbury St Unit 422, Chicago, IL 60654

  A beautifully updated 1-bedroom loft in the heart of River North, offering the perfect blend of character and modern convenience. This brick-and-timber home features soaring ceilings, exposed ductwork with a warm bronzed finish, and hardwood floors throughout. The renovated kitchen is designed for both everyday living and entertaining, with custom cabinetry, granite countertops, and stainless

  Chris Sweitzer Compass

  550 N Kingsbury St Unit 422, Chicago, IL 60654
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  /10

  $273,000

  • 1 Bed
  • 1 Bath

  222 N Columbus Dr Unit 3805, Chicago, IL 60601

  Come tour this exceptional high-floor 1-bedroom condo in the highly sought-after Park Millennium building. This north-facing unit offers stunning floor-to-ceiling windows with breathtaking city views, a smart open-concept layout, generous room size, and numerous recent updates throughout. The upgraded kitchen features painted maple cabinetry, granite countertops, newer stainless steel appliances,

  J.C. Torres Pearson Realty Group

  222 N Columbus Dr Unit 3805, Chicago, IL 60601
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  /27

  $750,000 Open Sun 12PM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 1,407 Sq Ft

  1118 W Fulton Market Unit 403, Chicago, IL 60607

  Welcome to The Fulton Market Lofts-where historic character meets modern Chicago living in one of the city's most exciting and fastest growing neighborhoods! This bright corner (north and west facing) 2 bed, 2 bath home features soaring ceilings, exposed brick, and brand-new oversized windows (2023) that flood the space with natural light. The open layout is perfect for entertaining, complemented

  Lisa Blume Compass

  1118 W Fulton Market Unit 403, Chicago, IL 60607
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  /33

  $520,000

  • 8 Beds
  • 3 Baths

  Unlisted Address

  Back on market due to buyer financing at no fault of seller. Originally under contract in August 2025. Well-maintained brick 2-flat with an additional garden unit in West Humboldt Park. Each of the two main units offers 3 bedrooms and 1 bathroom. The garden unit features 2 bedrooms, 1 bathroom, in-unit laundry, and a dishwasher. Garden unit is currently vacant; legality not warranted. The

  Percy Crudup North Clybourn Group, Inc.

  Unlisted Address
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  /41

  $1,799,000

  • 5 Beds
  • 4.5 Baths
  • 4,048 Sq Ft

  2042 N Honore St, Chicago, IL 60614

  Newer construction SFH in Bucktown. Spectacular home nestled in the heart of Bucktown and built by an experienced builder. This classic and elegant home was thoughtfully designed and has a number of added upgrades since completion. 4,000+ sqft with 3 incredible outdoor spaces. Luxurious and high-end finishes include hardwood floors throughout, 10' ceilings, 9'6" doors, quartz countertops,

  Tim Sheahan Compass

  2042 N Honore St, Chicago, IL 60614
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  /42

  $1,600,000

  • 2 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  401 N Wabash Ave Unit 74F, Chicago, IL 60611

  Stunning 74th floor residence at Trump Tower Chicago with breathtaking, unobstructed views to the east, south, and north, showcasing the lake, river, and city skyline through 10 ft floor-to-ceiling windows. This fully customized home features a redesigned open layout with a sleek Snaidero kitchen, Sub-Zero and Miele appliances, and granite countertops. Professionally designed by Akins & Akins

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 74F, Chicago, IL 60611
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  /8

  $600,000

  • 8 Beds
  • 4 Baths

  2127 S Fairfield Ave, Chicago, IL 60608

  Exceptional 4-unit investment opportunity featuring four spacious 2-bed /1-bath apartments with a strong, stable tenant base providing immediate continuity of income and owner-occupant opportunity. The property has undergone extensive capital improvements, including a full roof and chimney rebuild with warranty, exterior stairs and railings, two newer furnaces, updated hot water heaters, and

  Gerardo Garcia @properties Christie's International Real Estate

  2127 S Fairfield Ave, Chicago, IL 60608
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  /56

  $600,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 1,952 Sq Ft

  3530 W Van Buren St, Chicago, IL 60624

  Welcome to 3530 W. Van Buren, a stunning modern residence that is move in ready and offers over 1,900 sq. ft. of sophisticated living with sleek finishes, an open concept layout, and oversized windows that fill the home with natural light. The home features a luxury primary suite plus two versatile bedrooms that can easily function as guest rooms, a home office, or nursery, along with 3.5

  Israel Dominguez Realty of America, LLC

  3530 W Van Buren St, Chicago, IL 60624

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