Homes for Sale near Bennett Day School

• 

  

  

  /21

  $650,000

  Pending

  • 4 Beds
  • 3 Baths

  2419 W Augusta Blvd, Chicago, IL 60622

  Exciting appreciating Ukrainian Village. Traditional brick house currently used as two units. Both are spacious and updated with separate furnaces and AC. Sunny second floor with multiple skylights. First floor offers nice living room, 2 bedrooms plus a bonus room/office, big kitchen, pantry and good closets. Basement finished with full bath, lots of possibilities. Refer to floor plans for better

  Maribel Selva Coldwell Banker Realty

  2419 W Augusta Blvd, Chicago, IL 60622
• 

  

  

  /38

  $825,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  2919 N Southport Ave Unit 4, Chicago, IL 60657

  MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE 11a SUNDAY MAY 31. Southport Corridor Penthouse Living This beautifully updated 3-bedroom, 2-bath penthouse offers modern comfort in one of Chicago's most sought-after neighborhoods. Recent 2026 updates include newly renovated bathrooms, with the primary suite featuring spa-inspired finishes, along with refinished hardwood floors in a light, neutral

  David DuFault Chicago Properties Firm

  2919 N Southport Ave Unit 4, Chicago, IL 60657
• 

  

  

  /52

  $1,150,000

  Pending

  • 2 Beds
  • 2 Baths

  850 W Adams St Unit 4A, Chicago, IL 60607

  Incredible Southeast CORNER UNIT 2 Bed + Office / 2 Bath concrete loft located in an elevator building in the heart of WEST LOOP! This spectacular New York style home features soaring 12' ceilings, the desired open kitchen / living / dining layout, an OVERSIZED balcony with breathtaking city views, hardwood floors throughout, and a gas fireplace. The sun-drenched living and dining room is

  Rubina Bokhari Jameson Sotheby's Intl Realty

  850 W Adams St Unit 4A, Chicago, IL 60607
• 

  

  /2

  $9,500

  $13K PRICE DROP

  • Land
  • 0 Sq Ft

  2734 S Wentworth Ave Unit PS38, Chicago, IL 60616

  OUTDOOR PARKING SPACE FOR SALE. SECURE. GREAT FOR EXTRA PARKING, GUEST, MULTIPLE CARS. SOLD AS-IS WITH A MOTIVATED SELLER.

  Timothy Gray The Chicagoland RE Auction Co.

  2734 S Wentworth Ave Unit PS38, Chicago, IL 60616
• 

  

  

  /32

  $465,900

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

  330 S Michigan Ave Unit 1601, Chicago, IL 60604

  Exquisite East view 2 bed/2 bath condo, with unobstructed breathtaking shoreline views, Buckingham fountain, Adler Planetarium, Chicago Museum, Grant Park, Millennium Park, Monroe Harbor and much more. New flooring throughout, Open concept layout kitchen with island, fully updated with elegant quartz countertops, gold and marble backsplash, with Viking oven range, island vent hood with charcoal

  Arceli Antonio RE/MAX City

  330 S Michigan Ave Unit 1601, Chicago, IL 60604
• 

  

  /16

  $1,399,000

  • 2 Beds
  • 3 Baths
  • 2,742 Sq Ft

  401 N Wabash Ave Unit 32H, Chicago, IL 60611

  The Best deal on the biggest 2-bedroom, 2.5 bathroom (2742 sq ft) end Unit. This unit, featuring 60 feet of floor -to-ceiling glass, offers panoramic views of the Chicago River, Lake, Navy Pier, and the city's iconic architecture. In addition to its prime location, the unit enjoys lower property taxes compared to similar units. The open chef's kitchen is equipped with Subzero, Miele and Wolf

  Natalya Gorodetsky Core Realty & Investments, Inc

  401 N Wabash Ave Unit 32H, Chicago, IL 60611
• 

  

  /14

  $279,900

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 2535, Chicago, IL 60654

  Enjoy one of the best views downtown from the 25th floor of the iconic Marina City Towers. Located in the desirable East Tower this updated 1bed/1bath features TWO large balconies with unobstructed south-facing views of the skyline, Chicago River, and bustling Riverwalk. The living/dining room has wall to wall windows and a huge 20 X 10 private balcony. The spacious kitchen features plentiful

  Stephanie Malmquist Cross Street Real Estate

  300 N State St Unit 2535, Chicago, IL 60654
• 

  

  /15

  $690,000

  • 1 Bed
  • 1.5 Baths
  • 1,324 Sq Ft

  401 N Wabash Ave Unit 76G, Chicago, IL 60611

  Luxury living awaits on the 76th floor of Trump Tower in this spacious 1,324 sqft residence featuring 1 bedroom + den and 1.5 baths. Soaring 10' ceilings, floor-to-ceiling windows, and panoramic skyline views of the Loop and stunning sunsets set the stage for elegance. The gourmet chef's kitchen boasts Snaidero cabinetry, top-tier Miele, Sub-Zero, and Wolf appliances, while the expansive master

  James Qiu Kale Realty

  401 N Wabash Ave Unit 76G, Chicago, IL 60611
• 

  

  /13

  $230,000

  • Land
  • 2,613 Sq Ft
  • $3,833,333 per Acre

  2224 W Taylor St, Chicago, IL 60612

  Don't miss out on the opportunity to build in the thriving Tri-Taylor neighborhood! This unique corner lot parcel of land offers the perfect redevelopment potential for retail and or residential use, making it an ideal investment for investors or buyers looking to create their vision of the perfect home from the ground up. Why is This Lot So Exceptional: * Prime location: Situated on bustling

  Yvette DuPree @properties Christie's International Real Estate

  2224 W Taylor St, Chicago, IL 60612
• 

  

  /27

  $475,000

  Pending

  • 2 Beds
  • 2 Baths

  2022 N Wood St Unit 3N, Chicago, IL 60614

  This 2 bed, 2 bath condo is the one you've been waiting for! A private roof deck with sweeping city views, hardwood floors, 10-foot coffered ceilings with crown molding, and an open layout make this the perfect space! The living and dining areas flow seamlessly off a well-appointed kitchen with stainless appliances, beverage fridge and a bar-height island with seating for 4 - all anchored by a

  Kelsey Shaw @properties Christie's International Real Estate

  2022 N Wood St Unit 3N, Chicago, IL 60614
• 

  

  /32

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 2,610 Sq Ft

  25 E Superior St Unit 3601, Chicago, IL 60611

  Bright and spacious three-bedroom residence at the Fordham, filled with natural light and beautiful city views through oversized picture windows. Unique design details throughout include an exposed concrete feature wall, wide-plank hardwood flooring, custom millwork, and built-ins that add warmth and character to the home. Fantastic floorplan offering expansive living and dining areas with

  Susan Miner Premier Relocation, Inc.

  25 E Superior St Unit 3601, Chicago, IL 60611
• 

  

  /12

  $1,350,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  2923 N Southport Ave Unit 4, Chicago, IL 60657

  ***PENTHOUSE**Welcome home to 2923 N Southport, an incredible new construction elevator building in highly desirable Lakeview and inside the Burley school district. Extraordinary design and high-end finishes await you, along with unrivaled outdoor space. Exiting the elevator directly into the condo, you are welcomed with a 1900+SF unique 3-bed and 2.5-bath floorplan. Concrete between floors

  Jason Rowland Compass

  2923 N Southport Ave Unit 4, Chicago, IL 60657
• 

  /2

  $250,000

  • 8 Beds
  • 2 Baths

  4119 W Adams St, Chicago, IL 60624

  Property is being sold in an as-is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification

  Brian Brockman Bang Realty

  4119 W Adams St, Chicago, IL 60624
• 

  

  /107

  $2,285,000

  $10K PRICE DROP Pre-Foreclosure

  • 6 Beds
  • 4.5 Baths
  • 3,586 Sq Ft

  2150 W Monroe St, Chicago, IL 60612

  Here's your chance to own this fully renovated-1885 Victorian/Edwardian Style Mini-Mansion-with a separate coach house that includes a 3 car garage with separate apartment above. This full-gut renovation was completed in 2024, as seen on one of HGTV's renovation programs, as main house boasts 6 bedrooms and 3.5 baths, multiple fireplaces, mahogany and red oak floors, custom designer lighting and

  Mike Santore Keller Williams Thrive

  2150 W Monroe St, Chicago, IL 60612
• 

  

  /19

  $379,900

  Pending

  • 6 Beds
  • 2 Baths

  3009 N Whipple St, Chicago, IL 60618

  Built in 1901 and cherished by the same family for six generations, this historic Avondale property offers a rare opportunity in one of Chicago's most vibrant, fast-growing neighborhoods. This two-level home features3 bedrooms and 1 bath on the first floor, & 3 bedrooms and 1 bath on the second floor Whether you choose to undertake an extensive renovation or opt for a complete tear-down, the

  Carol Dobrzynski Realty Executives Premier Illinois

  3009 N Whipple St, Chicago, IL 60618
• 

  

  /46

  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,581 Sq Ft

  225 N Columbus Dr Unit 7702, Chicago, IL 60601

  From sunrise to sunset, this luxury condo provides the most spectacular panoramic views of Lake Michigan, the Chicago skyline, and the River! This 77th floor unit has the largest 2-bedroom, 2.5 bath floorplan in the award-winning Aqua building. Thoughtful updates throughout include kitchen and bathroom renovations, newer flooring, fresh paint, and on-trend luxury lighting. This includes a

  Elizabeth Sheehan @properties Christie's International Real Estate

  225 N Columbus Dr Unit 7702, Chicago, IL 60601
• 

  

  /31

  $699,900

  • 4 Beds
  • 2 Baths

  2441 W Augusta Blvd, Chicago, IL 60622

  Owner occupied 2 flat in a prime location, updated, easy access to the best of Wicker Park, Division street and west town! These desirable units are easy to rent and the top floor currently has a great tenant in place (lease through October 2026). Open floor plans, an over sized 2+ car garage. Separate utilities, laundries. Each unit has two bedrooms and an office space, lots of windows and a

  Richard Kasper Compass

  2441 W Augusta Blvd, Chicago, IL 60622
• 

  

  /46

  $875,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,355 Sq Ft

  501 N Clinton St Unit 1303, Chicago, IL 60654

  Welcome to the most sought-after southeast corner floor plan in Kinzie Park Tower. Meticulously maintained and move-in ready, this residence offers the flexibility to enjoy as-is or personalize with cosmetic updates to suit your style. Highlights include breathtaking protected southeast views, exceptional natural light throughout, generous room sizes, abundant closet space, and two private

  David Mahoney Jameson Sotheby's Intl Realty

  501 N Clinton St Unit 1303, Chicago, IL 60654
• 

  

  /28

  $899,000

  New Construction Open Sat 10AM - 12PM

  • 4 Beds
  • 3.5 Baths

  3249 S Calumet Ave, Chicago, IL 60616

  Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

  Michelle Browne @properties Christie's International Real Estate

  3249 S Calumet Ave, Chicago, IL 60616
• 

  

  /72

  $6,000,000

  • 6 Beds
  • 4.5 Baths
  • 11,000 Sq Ft

  1454 N Dearborn St, Chicago, IL 60610

  Nestled in the heart of Chicago's prestigious Gold Coast, this extraordinary residence commands attention from its rare 30 X 150 corner parcel- a true trophy property on one of the neighborhood's most coveted blocks. Listed on The National Register of Historic Places a masterful two year renovation provides a seamless blend of timeless elegance and modern refinement, showcasing impeccable

  Kathleen Malone Compass

  1454 N Dearborn St, Chicago, IL 60610
• 

  /2

  $54,900

  $15K PRICE DROP

  • Land
  • 0 Sq Ft

  1229 S Kedzie Ave, Chicago, IL 60623

  Vacant Land in Douglas Park - B-3 -3 Zoning, adjacent properties are for sale as well.

  John Sisco Platinum Realty, Inc.

  1229 S Kedzie Ave, Chicago, IL 60623
• 

  

  /47

  $579,000

  • 2 Beds
  • 3 Baths
  • 2,185 Sq Ft

  350 E Eastgate Place, Chicago, IL 60616

  Full brand-new interior construction, from A-Z., originally built in 2007, features 3-Levels of living space, 2-bedrooms, 3-full baths, expensive and beautiful finishes including main-level full bath, all bathrooms showcasing elegant mixed ceramic tiles throughout floor-ceiling. The gourmet kitchen is designed for both style and functionality, featuring a center island, eye-catching contrasting

  Mark Ahmad Century 21 Circle

  350 E Eastgate Place, Chicago, IL 60616
• 

  

  /32

  $520,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  850 N Dewitt Place Unit 9AC, Chicago, IL 60611

  Welcome to this spacious northeast corner residence in the heart of Streeterville, offering approximately 1,800 square feet of comfortable city living just steps from the Gold Coast. This 3-bedroom, 3-bathroom unit features an ideal layout with two generously sized bedrooms, each with its own private en-suite bath, providing exceptional comfort and privacy. A standout feature is the impressive

  Grace Martinez Exit Grace Realty

  850 N Dewitt Place Unit 9AC, Chicago, IL 60611
• 

  

  /24

  $425,000

  Pending

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft

  211 N Harbor Dr Unit 1807, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 1807, Chicago, IL 60601
• 

  

  /29

  $650,000

  Open Sat 12PM - 2PM

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

  1822 S Throop St Unit 1, Chicago, IL 60608

  Welcome to this stunning newer-construction duplex-down in the heart of vibrant Pilsen, perfectly positioned directly across from Throop Park and just steps from the neighborhood's renowned restaurants, coffee shops, galleries, and nightlife along 18th Street. Offering 4 bedrooms and 3 full bathrooms, this thoughtfully designed home features an ideal layout with the primary suite and second

  Josh Reighard Baird & Warner

  1822 S Throop St Unit 1, Chicago, IL 60608
• 

  

  /19

  $610,000

  Open Sat 12PM - 2PM $40K PRICE DROP

  • 2 Beds
  • 2.5 Baths

  2013 W Crystal St Unit 1F, Chicago, IL 60622

  Welcome home to this beautifully updated 2 bed / 2.1 bath duplex-down nestled on a quiet, tree-lined street in the heart of Wicker Park. Thoughtfully designed for both comfort and entertaining, this exceptional home combines modern finishes with an unbeatable location. The main level features hardwood floors throughout, oversized front-facing windows that flood the space with natural light, and a

  Diana Bryl Lori Bonarek Realty

  2013 W Crystal St Unit 1F, Chicago, IL 60622
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  Unit 102 Plan at Seven on Elm Residences, Chicago, IL 60610

  Cabrini, LLC Builder

  505 W Elm Estate Unit 39402921, Chicago, IL 60610
• 

  

  /8

  $249,900

  • 4 Beds
  • 2 Baths

  2251 S Kildare Ave, Chicago, IL 60623

  Solid 2-unit opportunity in Chicago's South Lawndale neighborhood. Both units offer spacious layouts with separate living areas, creating flexibility for owner-occupants, investors. Large lot and functional layout make this an excellent opportunity to build equity or generate rental income. Conveniently located near parks, schools, neighborhood dining, public transportation, and major commuter

  Kirby Pearson Pearson Realty Group

  2251 S Kildare Ave, Chicago, IL 60623
• 

  

  /22

  $235,000

  Pending

  • 1 Bed
  • 1 Bath
  • 887 Sq Ft

  900 N Lake Shore Dr Unit 1706, Chicago, IL 60611

  Spacious and airy, this large one bedroom condo offers a sunny south exposure with stunning city views and even a peak of gorgeous Lake Michigan, less than a block away. Conveniently located in the beautiful and urbane Streeterville neighborhood along Chicago's lakefront, this A+ location is certain to please. This is in the largest one-bedroom tier in the iconic 900 Lake Shore Drive Apartments

  Caroline Moellering @properties Christie's International Real Estate

  900 N Lake Shore Dr Unit 1706, Chicago, IL 60611
• 

  

  /12

  $180,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  801 S Plymouth Ct Unit 604, Chicago, IL 60605

  Location, Location & Location! Spacious 1 bedroom /1 bath condo located in Dearborn Park with a small-town feel and just steps from Millennium Parks and everything Downtown Chicago has to offer. One of larger 1 bedroom layout, ample storage throughout with walk in closet plus entry closet and additional storage locker in building. Monthly assessment covers cable, high speed internet and Wifi.

  David Zhou American International Realty

  801 S Plymouth Ct Unit 604, Chicago, IL 60605
• 

  

  /16

  $475,000

  $25K PRICE INCREASE

  • 4 Beds
  • 3 Baths

  2037 N Tripp Ave, Chicago, IL 60639

  Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing property includes a finished 1-bedroom basement apartment, offering three total spaces and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers

  Giuseppe Zerillo Zerillo Realty Inc.

  2037 N Tripp Ave, Chicago, IL 60639
• 

  

  /28

  $239,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  910 N Lake Shore Dr Unit 2518, Chicago, IL 60611

  Spacious, one bedroom with, stunning, panoramic, high floor cityscape views and views of Oak Street Beach, Lake Michigan, and Lake Shore Drive from this iconic Mies van der Rohe high-rise, nestled in the heart of Streeterville. Mies enthusiasts will love the original, sought after Republic Steel kitchen cabinets. Real hardwood floors throughout the main living areas. Ideally located steps away

  Peggy Quinn Berkshire Hathaway HomeServices Chicago

  910 N Lake Shore Dr Unit 2518, Chicago, IL 60611
• 

  

  /20

  $659,000

  Pending

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

  3003 N Kenmore Ave, Chicago, IL 60657

  Located in the heart of Lake View, this rarely available 2BD/2BA townhome with garage parking offers the feel of a detached single-family home. The top floor boasts window exposure on three sides and skylights that fill the rooms with natural light. The massive primary suite features a newly renovated bathroom with a double vanity and heated flooring. This home is fully integrated with smart

  Elliott Sowards Baird & Warner

  3003 N Kenmore Ave, Chicago, IL 60657
• 

  

  /28

  $6,900,000

  • 4 Beds
  • 9 Baths
  • 7,523 Sq Ft

  79 E Cedar St, Chicago, IL 60611

  Welcome to 79 East Cedar Street. This is a rare opportunity to acquire a home of significant scale and presence in the Gold Coast-one of Chicago's most vibrant and historic neighborhoods. In 1884 Bertha Palmer commissioned architect Joseph Lyman Silsbee of Silsbee and Kent to create a neo-Moorish masterpiece design to transcend the ordinary. This meticulously refurbished home weds traditional

  Mia Wilkinson Berkshire Hathaway HomeServices Chicago

  79 E Cedar St, Chicago, IL 60611
• 

  

  /32

  $389,000

  Open Sat 2PM - 4PM

  • 1 Bed
  • 1.5 Baths
  • 980 Sq Ft

  50 E Bellevue Place Unit 1506, Chicago, IL 60611

  Don't miss this one! Oversized 1-bedroom, 1.5-bath condo situated on sought-after Bellevue Place in the center of the prestigious Gold Coast. The beautifully updated Ice White kitchen by Valcucine offers generous cabinet space, sleek stainless steel countertops, and premium stainless steel appliances, including a Miele cooktop, oven, and dishwasher, along with a Liebherr refrigerator/freezer.

  Leopoldo Gutierrez Redfin Corporation

  50 E Bellevue Place Unit 1506, Chicago, IL 60611
• 

  

  /50

  $8,250,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  14 W Superior St Unit 7000, Chicago, IL 60654

  Astonishing FULL FLOOR home with breathtaking 360 degree views, outdoor space, direct elevator access and bespoke finishes! Delivery in July. Welcome to One Chicago - 77 visionary homes in the sky, starting on the 44th floor, with spectacular city and lake views. Merging the exclusive neighborhoods of the Gold Coast and River North, One Chicago offers a whole new perspective on city living, just

  Nancy Tassone Jameson Sotheby's Intl Realty

  14 W Superior St Unit 7000, Chicago, IL 60654
• 

  

  /10

  $1,899,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2821 N Orchard St Unit 5, Chicago, IL 60657

  Coming Fall 2026 - The Condo That Redefines "Wow"! Welcome to your future lifestyle upgrade-a sleek, serene and sophisticated 3-bedroom, 2-bath luxury condo that's as smart as it is stunning. Currently under construction and slated for a grand debut in late August of 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a built-in

  Anam Hargey Real Broker LLC

  2821 N Orchard St Unit 5, Chicago, IL 60657
• 

  

  /17

  $349,999

  Pending

  • Studio
  • 1 Bath
  • 650 Sq Ft

  400 E Randolph St Unit 2101, Chicago, IL 60601

  650 sq. ft. convertible studio/junior one-bedroom offers a spacious layout and an oversized south-facing balcony with breathtaking views of Lake Michigan, Monroe Harbor, Grant Park, and Millennium Park. The open-concept kitchen features off-white cabinetry, while luxury vinyl flooring throughout the unit. The generously sized sleeping area easily fits a king-size bed and offers abundant closet

  Bo Xu Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 2101, Chicago, IL 60601
• 

  /2

  $2,750,000

  • 5 Beds
  • 3 Baths
  • 7,500 Sq Ft

  1962 N Bissell St, Chicago, IL 60614

  Chris Katsulis THE NAV AGENCY

  1962 N Bissell St, Chicago, IL 60614
• 

  

  /27

  $825,000

  Pending

  • 3 Beds
  • 1.5 Baths

  1881 N Maud Ave Unit 1881, Chicago, IL 60614

  **Multiple offers received - Sellers have respectfully asked for offers to be submitted by Sunday at 7pm** Welcome to 1881 N Maud, a 3-bedroom fee-simple townhome ideally situated in one of Lincoln Park's most desirable locations within the Oscar Mayer School District. Thoughtfully updated and meticulously maintained, this home offers the space, privacy, and feel of a single-family residence with

  Daniel Pape HUDSON PARKER

  1881 N Maud Ave Unit 1881, Chicago, IL 60614

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