Homes for Sale near Bennett Day School

• 

  

  

  /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
• 

  

  

  /14

  $1,500,000

  • 10 Beds
  • 5 Baths

  3709 N Bosworth Ave, Chicago, IL 60613

  Situated on a premier, tree-lined street in the highly coveted Blaine School District. Exceptionally rare Lakeview multi-family investment asset presenting an unrivaled turn-key opportunity for either a yield-focused portfolio investor or a live-in owner looking to substantially subsidize their mortgage. Brick 2 flat with a non-conforming basement apartment and a 2-unit coach house in the rear.

  Matthew Mika Compass

  3709 N Bosworth Ave, Chicago, IL 60613
• 

  

  

  /21

  $494,900

  Pending Pre-Foreclosure

  • 9 Beds
  • 3 Baths

  4513 W West End Ave, Chicago, IL 60624

  Exceptional investment opportunity in the heart of Garfield Park! This oversized brick two-flat was completely gut renovated with permits in 2022, offering modern finishes, updated systems, and excellent income-producing potential. The property features three separate living spaces, each with its own gas and electric service. The first-floor unit offers 3 spacious bedrooms and 1 full bathroom.

  Sherita Owens Keller Williams ONEChicago

  4513 W West End Ave, Chicago, IL 60624
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  /7

  $1,150,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  2800 N Lincoln Ave Unit 4N, Chicago, IL 60657

  Exceptional penthouse by award-winning Noah Properties, perfectly positioned in the heart of Lincoln Park and crowned by a dedicated private rooftop deck designed for effortless indoor-outdoor living. Built in 2017, this impeccably designed 3-bedroom, 2-bath residence spans over 2,000 square feet and offers private elevator entry directly into the home, soaring ceilings, and dramatic

  Bari Mill Coldwell Banker Realty

  2800 N Lincoln Ave Unit 4N, Chicago, IL 60657
• 

  

  /44

  $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
• 

  

  /40

  $700,000

  • 4,956 Sq Ft

  736 N Spaulding Ave, Chicago, IL 60624

  Turnkey vintage Greystone with six spacious 2-bed/1-bath apartments - a rare income package for the investor who wants cash flow now with the ability for further upside later. Originally built in the early 1900s and previously taken down to the brick in a full gut rehab in 2014, this classic 3-story masonry building leaves little to be desired. Two apartments have been tastefully renovated with

  Patrick Dodd Keller Williams ONEChicago

  736 N Spaulding Ave, Chicago, IL 60624
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  /36

  $579,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft

  100 E Huron St Unit 1506, Chicago, IL 60611

  Come home to CHICAGO PLACE, a sought-after Magnificent Mile luxury jewel thanks to its dazzling condos and private club-like amenities. -- and its meticulous upkeep and management that has never levied a special assessment since it opened its doors. TWO 24-hour door-staff greet and assist you as you traverse the opulent lobby to your corner light-filled, split two-bedroom refuge in the sky. The

  Celeste Huenergard Coldwell Banker Realty

  100 E Huron St Unit 1506, Chicago, IL 60611
• 

  

  /35

  $489,000

  • 6 Beds
  • 4 Baths

  2515 S Kedzie Ave, Chicago, IL 60623

  Rare Incredible opportunity to own a well maintained Classic Chicago Brick Legal 3 Unit with Related Living in the Hot Little Village-La Villita/North Lawndale Neighborhood. All units have Living Room, Kitchen, Dining Area, 2 Bedrooms & Full Bath. Utilities are separate, convenient GFA, Water Heaters & Electrical Panel in each unit. Enclosed porches lead to Balconies for 2nd & 3rd Units, 1st

  Jovita Acevedo Acevedo Realty Group

  2515 S Kedzie Ave, Chicago, IL 60623
• 

  

  /26

  $835,000

  New Construction $14K PRICE DROP

  • 9 Beds
  • 6 Baths

  3215 W Fulton Blvd, Chicago, IL 60624

  Delivery in October 1st 2026. Perfect for an owner-occupant opportunity with this three-unit property featuring modern finishes and thoughtful design throughout. Each spacious unit offers 3 bedrooms and 2 full baths. Step inside to find open-concept layouts with abundant natural light, in-unit laundry, and stainless steel appliances in every kitchen. A rear parking pad provides off-street parking

  Lawrence Dunning Fulton Grace Realty

  3215 W Fulton Blvd, Chicago, IL 60624
• 

  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
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  /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
• 

  

  /15

  $549,900

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  4241 W Walton St, Chicago, IL 60651

  This stunning new construction home boasts 4 spacious bedrooms and 3.5 luxurious bathrooms, designed with an open-concept floor plan that radiates modern elegance and comfort. As you enter, you're seamlessly in the expansive living area, filled with abundant natural light pouring through large, energy-efficient windows. The open layout is perfect for entertaining, offering an inviting atmosphere

  Neelam Dwivedi RAJ Realty & Investment Co.

  4241 W Walton St, Chicago, IL 60651
• 

  

  /16

  $449,900

  • 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
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  /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
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  /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
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  /16

  $2,750,000

  New Construction Pending

  • 2 Beds
  • 2.5 Baths

  224 N Elizabeth St Unit T1-15B, Chicago, IL 60607

  SOLD BEFORE PRINT | Fulton Bond is not just an address; it is a permanent mark on Chicago's skyline. Crafted by the visionary architects at Kohn Pedersen Fox, with bespoke interiors by MAWD | March and White Design, this collaborative masterpiece by Sulo Development bridges Fulton Market's industrial grit with the peak of modern refinement. Every monumental arch, clean line, and tailored finish

  Mark Icuss Compass

  224 N Elizabeth St Unit T1-15B, Chicago, IL 60607
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  /32

  $825,000

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

  1320 N State Pkwy Unit 1A, Chicago, IL 60610

  Nestled on quiet, tree-lined North State Parkway in the heart of Chicago's legendary Gold Coast, this stunning 3-bedroom, 2.5-bath co-op residence offers an extraordinary blend of 1920s architectural grandeur and thoughtfully curated modern luxury. Located in one of the neighborhood's most distinguished vintage buildings, 1320 North State Parkway was designed in 1926 by Robert DeGolyer, the

  Brittany Bussell @properties Christie's International Real Estate

  1320 N State Pkwy Unit 1A, Chicago, IL 60610
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  /15

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  179 E Lake Shore Dr Unit 19S, Chicago, IL 60611

  An upper East side apartment in The Drake Tower - Benjamin Marshall's masterpiece on East Lake Shore Drive. Elegantly spacious 2-bedroom/2 bath is the perfect pied-a-Terre. Flooded with light, soaring ceilings w/crown moldings, hardwood floors, gracious entry foyer and an inordinate amount of storage throughout. All electrical and plumbing upgraded and updated including a new laundry room, new

  Sophia Worden Berkshire Hathaway HomeServices Chicago

  179 E Lake Shore Dr Unit 19S, Chicago, IL 60611
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  /27

  $949,000

  • 3 Beds
  • 2.5 Baths

  2307 W Melrose St Unit F, Chicago, IL 60618

  This one-of-a-kind Roscoe Village gem offers the rare opportunity to enjoy a free- standing townhome that truly lives like a single-family home, all within the highly sought after Audubon School district and the added benefit of no monthly assessments. Beyond the home itself, the location is truly special - situated on a fun, family-friendly block where neighbors know one another and a legendary

  Ryan Huyler Compass

  2307 W Melrose St Unit F, Chicago, IL 60618
• 

  

  /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
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  /39

  $549,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  1322 S Prairie Ave Unit 1113, Chicago, IL 60605

  Completely reimagined from top to bottom, this stunning residence is one of the few completely renovated residences currently available in Museum Park. Rarely available, this beautifully renovated 2-bedroom, 2-bath split floor plan offers approximately 1,232 square feet of sophisticated living space with dramatic floor-to-ceiling windows in the living area showcasing breathtaking views of Museum

  Ryan Cherney Circle One Realty

  1322 S Prairie Ave Unit 1113, Chicago, IL 60605
• 

  

  /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 September of 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a

  Anam Hargey Real Broker LLC

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

  

  /10

  $819,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  2517 W Fillmore St, Chicago, IL 60612

  Chicago developer Home& is building the latest addition to the "The 12", known as Phase 3. The original project started on the former site of William King Elementary that once sat at 2500 W. Lexington St. - one of the 50 CPS schools shuttered in 2014. Since the project first began in 2020, Home& successfully sold out of both the 1st and 2nd Phases of this project, which are located on Polk,

  Marta Nakonechny-Druk Baird & Warner

  2517 W Fillmore St, Chicago, IL 60612
• 

  /2

  $35,000

  • Land
  • 0 Sq Ft

  801 S Plymouth Ct Unit 201, Chicago, IL 60605

  Incredibly convenient heated garage parking in the heart of Printer's Row. Ideally located just two blocks south of Congress, it is perfect for anyone working or studying in the Loop, with a short walk to universities, the financial district, and major office corridors, making this an ideal solution for nearby residents or commuters. Enjoy the added benefit of an on-site car wash and air hose. No

  Molly Boyd Berkshire Hathaway HomeServices Chicago

  801 S Plymouth Ct Unit 201, Chicago, IL 60605
• 

  

  /21

  $399,900

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

  535 N Michigan Ave Unit 2614, Chicago, IL 60611

  A high-floor 2 bed, 2 bath on Michigan Avenue with real space, skyline views, updated finishes, and the flexibility buyers rarely find on the Magnificent Mile. Welcome to 535 N Michigan Ave Unit 2614, a spacious combined residence offering approximately 1,250 square feet in one of Chicago's most recognizable locations. Set high above the city on the 26th floor, this updated 2-bedroom, 2-bath home

  Mike Opyd RE/MAX Premier

  535 N Michigan Ave Unit 2614, Chicago, IL 60611
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  /4

  $30,000

  • Land
  • 0 Sq Ft

  1212 N La Salle Dr Unit 344, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 344, Chicago, IL 60610
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  /34

  $305,000

  Pending

  • 1 Bed
  • 1 Bath
  • 854 Sq Ft

  811 W 15th Place Unit 804, Chicago, IL 60608

  Penthouse Views Without the Penthouse Price The skyline is your backdrop. The terrace is your escape. The location gives you the best of city living and neighborhood charm. Perched on one of the highest floors in University Village, this freshly painted residence offers sweeping panoramic views of the Chicago skyline that few homes in this price range can match. From sunrise over the city to the

  Cory Tanzer Option Premier LLC

  811 W 15th Place Unit 804, Chicago, IL 60608
• 

  

  /24

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,109 Sq Ft

  3343 S Michigan Ave, Chicago, IL 60616

  A beautifully renovated 3-bedroom home offering modern finishes, comfortable living spaces, and thoughtful updates throughout. This complete rehab features a stunning interior with a fresh, move-in-ready design, perfect for today's buyer. The home offers a spacious layout, a finished lower level with basement space for additional living, storage, or flexible use, and a detached two-car garage for

  Aram Ghazaryan eXp Realty

  3343 S Michigan Ave, Chicago, IL 60616
• 

  

  /15

  $550,000

  • 4 Beds
  • 2 Baths

  1630 W Melrose St, Chicago, IL 60657

  Rare redevelopment or investment opportunity in the heart of Lakeview. Solid brick 2-flat featuring two 2-bedroom, 1-bath apartments with long-term tenants currently on month-to-month leases. Rents are below market, offering immediate upside potential for investors or future redevelopment. Property is zoned B1-3 and is being offered exclusively as part of a package sale with the adjacent property

  Robert Munds Jameson Sotheby's Intl Realty

  1630 W Melrose St, Chicago, IL 60657
• 

  

  /25

  $315,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
• 

  

  /28

  $449,500

  $25K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  437 W Division St Unit 303, Chicago, IL 60610

  Steps from Target, Jewel-Osco, public transportation, and the shops and restaurants along Wells Street, this spacious 2-bedroom, 2-bath home in the sought-after Parkside building offers the best of Old Town living. Overlooking Seward Park, the home combines a generous layout, private outdoor space, and picturesque park and skyline views. A welcoming foyer opens to an expansive living and dining

  Mario Greco Compass

  437 W Division St Unit 303, Chicago, IL 60610
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  /18

  $274,900

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  8 E Randolph St Unit 1803, Chicago, IL 60601

  Enjoy this bright, sunny, and spacious east-facing 18th-floor 1 bed / 1 bath condo in Joffrey Tower, offering stunning city and lake/harbor views. The unit features an east-facing balcony with lake views, in-unit side-by-side washer/dryer, and a combined living/dining area. The kitchen is equipped with granite countertops, stainless steel appliances. Joffrey Tower offers exceptional amenities

  Faiyaz Noorani Coldwell Banker Realty

  8 E Randolph St Unit 1803, Chicago, IL 60601
• 

  /2

  $699,000

  Pending

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

  1000 W Washington Blvd Unit 518, Chicago, IL 60607

  Authentic Loft with entire ceiling of exposed terra cotta tiles, exposed brick, heavy steel girders, recessed terrace and remnant elevator shaft. This home features oak "tongue and groove" hardwood floors stainless steel kitchen with peninsula, upper cabinets and open style shelving, 1.25" straight edge granite and wine fridge. Bathrooms dressed in mosaics and subway tile, vessel sinks, stone

  Nicholas Colagiovanni Baird & Warner

  1000 W Washington Blvd Unit 518, Chicago, IL 60607
• 

  

  /16

  $314,990

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  318 E 25th Place Unit 2E, Chicago, IL 60616

  Welcome home to this beautifully updated, South Facing sun-filled property offering comfort, convenience, and modern finishes throughout. Kitchen features granite countertops with counter seating. Fresh paint throughout (06/2026) creates a bright, crisp feel. Complementing the updates are hardwood floors throughout, adding timeless elegance and durability to every room. Enjoy tons of natural

  Lauren Schuh-Dayton Jameson Sotheby's Intl Realty

  318 E 25th Place Unit 2E, Chicago, IL 60616
• 

  

  /10

  $299,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  630 N Franklin St Unit 1013, Chicago, IL 60654

  Top-floor 1BR in River North's iconic precast-concrete landmark at Franklin & Ontario. Built 2005, this loft-style residence delivers what most 1-bedrooms can't: 10'+ concrete ceilings, floor-to-ceiling windows, and 10th-floor light and sightlines. Private, well-sized bedroom with full walk-in closet. Stainless steel kitchen (range, microwave, dishwasher, refrigerator), in-unit washer/dryer, and

  Adam Max Compass

  630 N Franklin St Unit 1013, Chicago, IL 60654
• 

  

  /16

  $260,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath

  450 W Briar Place Unit 8N, Chicago, IL 60657

  Super cute and well cared for 1 bed, 1 bath in amazing East Lakeview location! South facing for maximum light with nice, sunny, open main living space and dining area. Very nice kitchen with beautiful cabinets, granite counters, stainless steel fridge, stove and dishwasher. Plus an island for storage and dining! Nicely sized bedroom with new carpet. In-unit laundry hook-ups, plus several closets

  Richard Neal @properties Christie's International Real Estate

  450 W Briar Place Unit 8N, Chicago, IL 60657
• 

  /2

  $25,000

  • Land
  • 0 Sq Ft

  510 W Erie St Unit P-207, Chicago, IL 60654

  Agent is related to seller

  Annie Caltabiano @properties Christie's International Real Estate

  510 W Erie St Unit P-207, Chicago, IL 60654

Showing Results 481 - 520, Page 13 of 18