Houses for Sale near Drummond Montessori School

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  /21

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2514 W Washington Blvd, Chicago, IL 60612

  Beautifully updated and move-in ready! This 3-bedroom, 2-bathroom home offers a thoughtful blend of charm and modern upgrades throughout. Enjoy peace of mind with major improvements already completed: a brand-new roof (2021), new Hardy Board siding (2018), and recently replaced windows (2025) with custom black vinyl Climate Solutions windows. Inside, you'll find refinished hardwood floors

  Chris Stone RBT Realty LLC

  2514 W Washington Blvd, Chicago, IL 60612
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  /16

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,033 Sq Ft

  2327 W 21st St, Chicago, IL 60608

  Welcome to this beautifully updated brick home featuring 3 bedrooms and 2 bathrooms. Step inside to find freshly painted interiors and hardwood floors that flow throughout the main level, including the spacious living room and bedrooms. The home boasts an updated kitchen, perfectly situated next to the dining area-ideal for both everyday living and entertaining. The full basement offers

  Cynthia Chavez Keller Williams Infinity

  2327 W 21st St, Chicago, IL 60608
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  /61

  $3,975,000

  • 12 Beds
  • 11 Baths
  • 14,893 Sq Ft

  415 W Surf St, Chicago, IL 60657

  Your tremendous 21 bedroom house OR 4 LEGAL Units OR 6BR Owners' unit + great rental/Airbnb income - YOU CHOOSE! Almost 15,000SF total, with 21 bedrooms and 11 bathrooms, currently configured as three enormous, full-floor, 6BR/3BTH, 13-room, 3,900SF apartments, plus a fourth 3BR/2BTH, 2,500SF English-garden unit (see expansive floor plans in listing). Entire building is VACANT (except for

  Cassandra Francis Cassandra J. Francis

  415 W Surf St, Chicago, IL 60657
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  /20

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  2633 N Springfield Ave, Chicago, IL 60647

  Charming Home Near Kosciuszko Park in Vibrant Logan Square. First time on the market in over 40 years! This character-filled home is ideally located just steps from Kosciuszko Park, in the heart of rapidly growing Logan Square. While it could benefit from a little TLC, it already boasts several key updates-including a new roof and siding (2020), along with newer heating and cooling systems.

  Nataliya Nedoshytko Cirque Groupe, Inc.

  2633 N Springfield Ave, Chicago, IL 60647
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  /25

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,366 Sq Ft

  4440 W Iowa St, Chicago, IL 60651

  Charming 3-Bedroom Bungalow with In-Law Setup in West Humboldt Park! Welcome to 4440 W Iowa Street - a well-maintained brick bungalow offering classic charm, modern functionality, and versatile living space in the heart of Chicago's West Humboldt Park neighborhood. Step inside to beautifully preserved hardwood floors, warm wood trim, and a cozy front living room filled with natural light.

  Dana Shannon 26.2 Realty, Inc

  4440 W Iowa St, Chicago, IL 60651
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  /50

  $2,399,000

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  1414 N Mohawk St, Chicago, IL 60610

  Welcome to one of Old Town's finest homes built on and oversized lot and surrounded by mature gardens of Boxwood, Limelight Hydrangea and Thorndale Ivy. Enter through its custom iron gates and be ready to fall in love. This home views like a story book with all of its special features and architectural details. Full limestone and brick construction originally built in 2012 and perfected

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  1414 N Mohawk St, Chicago, IL 60610
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  /35

  $394,900

  • 4 Beds
  • 2 Baths
  • 976 Sq Ft

  4624 W Montana St, Chicago, IL 60639

  WELCOME HOME!!! CHARMING CHICAGO STYLE BRICK BUNGALOW. WELL MAINTAIN. LOCATED ON A HIGHY DESIRABLE LA HERMOSA AREA. FEATURES 5 SPACIOUS BEDROOMS, 2 FULL BATH, LIVING ROOM, AND A SEPARATE DINING ROOM, & A FINISHED ATTIC W 2 MORE GENEROUSLY SIZED BEDROOMS AND A FINISHED BASEMENT PROVIDING EXTRA SPACE FOR THE EXTENDED FAMILY. THE LARGE BACK YARD IS PERFECT FOR OUTDOOR GATHERINGS. CONVENIENTLY

  Jenny Lima RE/MAX 10

  4624 W Montana St, Chicago, IL 60639
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  /50

  $2,599,000

  • 5 Beds
  • 4.5 Baths
  • 7,000 Sq Ft

  425 W Superior St, Chicago, IL 60654

  Exquisitely appointed and impeccably maintained, this 7000 SQFT home in River North's sought-after mansion district has it all: 5 bedrooms, 4.1 baths, 4 private terraces, a fully finished lower level, an attached two-car garage and an in-home elevator services all floors. Entertain on a grand scale with outdoor spaces and large recreation rooms on multiple levels. The first level features a

  Carrie McCormick @properties Christie's International Real Estate

  425 W Superior St, Chicago, IL 60654
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  /3

  $500,000

  • 5 Beds
  • 2 Baths
  • 3,248 Sq Ft

  3328 W Warren Blvd, Chicago, IL 60624

  Own a Rare Piece of Chicago History Don't miss this incredible opportunity to restore a true architectural gem. This massive Romanesque Revival Greystone, built circa 1890 by renowned architect Charles Weary, sits on an extra-wide 35' x 125' lot in red-hot East Garfield Park. Rich in character and potential, this rarely available historic mansion offers the perfect canvas for your vision.

  Cynthia Grunst-Bednarz Baird & Warner

  3328 W Warren Blvd, Chicago, IL 60624
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  /51

  $3,500,000

  • 5 Beds
  • 7 Baths
  • 6,500 Sq Ft

  34 E Bellevue Place, Chicago, IL 60611

  Quintessentially old Chicago on the outside and exquisitely modern on the inside, 34 E. Bellevue Pl. is a flawlessly renovated 5 bed/5.5 bath, 6500-square-foot, three-story single family home in the Gold Coast with a fully finished basement and three outdoor spaces including a roof deck. Located on a distinguished residential street just one block from the lakefront, an award-winning, luxury real

  Tim Salm Jameson Sotheby's Intl Realty

  34 E Bellevue Place, Chicago, IL 60611
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  /71

  $4,500,000

  • 6 Beds
  • 9 Baths

  446 W Huron St Unit 450, Chicago, IL 60654

  This masterfully designed 6-bedroom, 6-bathroom single-family home in Near North offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful detail. The

  Emily Sachs Wong @properties Christie's International Real Estate

  446 W Huron St Unit 450, Chicago, IL 60654
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  /78

  $5,300,000

  • 4 Beds
  • 7 Baths
  • 7,252 Sq Ft

  401 W Dickens Ave, Chicago, IL 60614

  This ultra notable single-family home sits on an extra-wide lot at the corner of Sedgwick and Dickens! The setting of the home allows for open views outside. Every finish is high end with slab marble floors, beautiful hardwood floors, custom woodwork, and high-end built ins. Elevator to all levels, plus powder rooms at each entertaining level (three in total) for added convenience. Totally

  Emily Sachs Wong @properties Christie's International Real Estate

  401 W Dickens Ave, Chicago, IL 60614
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  /34

  $602,000

  • 4 Beds
  • 2.5 Baths
  • 1,709 Sq Ft

  2058 W Washington Blvd, Chicago, IL 60612

  LAND TO BE NEGOIATED AS WELL ! Directly east buildable lot for sale.... and this beautiful home in an up and coming area. Such an open concept with 14 ft ceilings in kitchen - fam room, living room with decorative fireplace. Kitchen and baths recently rehabbed 2014- updated plumbing and electric in 2014, roof replaced in 2014 (addition roof in 2019) all newer windows and siding in 2019. Bonus

  Teri Campbell Century 21 Circle

  2058 W Washington Blvd, Chicago, IL 60612
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  /33

  $799,000

  • 5 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  4244 N Ashland Ave, Chicago, IL 60613

  A 15-minute walk from Wrigley Field, this 5-bedroom, 3.5-bathroom Victorian-Colonial home is looking for its new owner for the first time in 51 years. Built in 1906, this well-maintained home still preserves its old-world elegance reflected in plentiful vintage elements throughout. High ceilings, wood floors, a real wood-burning fireplace coupled with a careful addition of modern amenities that

  Verica Vojcic Coldwell Banker Realty

  4244 N Ashland Ave, Chicago, IL 60613
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  /8

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,394 Sq Ft

  1415 N Maplewood Ave, Chicago, IL 60622

  Prime investment opportunity in a prime location. Moments away from Humboldt park and Walking distance the 606 Trial, this is a great investment opportunity. Whether you're looking to bring your ideas to this home or to build new construction in its place. You can't go wrong with 1415 N Maplewood!

  Israel Valadez Realty of America, LLC

  1415 N Maplewood Ave, Chicago, IL 60622
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  /14

  $449,000

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft

  4460 N Tripp Ave, Chicago, IL 60630

  Mayfair home needs complete renovation or tear down and build new on huge 37' x 156' foot lot. Nice block in good location not far from Montrose L stop. Vintage Victorian style home with large plank wood siding. Easy to show.

  Gordon Munden Jameson Sotheby's Intl Realty

  4460 N Tripp Ave, Chicago, IL 60630
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  /14

  $624,900

  • 3 Beds
  • 2 Baths

  2244 W Irving Park Rd, Chicago, IL 60618

  PRIME CANDIDATE FOR OWNER OCCUPANT, FHA 203K BUYER! Single family home located in high traffic area of North Center. Slight damage by previous tenant and semi-finished lower level, looking for investor to complete. Property could be profitable deal with either rehabbing the structure or building on the land new. Zoning is current B1-1, but new construction mixed use is on both sides of home.

  Ryan Casper eXp Realty

  2244 W Irving Park Rd, Chicago, IL 60618
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  /19

  $7,500,000

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

  2334 N Cleveland Ave, Chicago, IL 60614

  Beyond "Rare" ...I would say this is a "Never before seen in the city" opportunity... This Lot ...nearly 2.5 TIMES the size of a "normal city lot"...and is not only EXTRA WIDE AND EXTRA DEEP ....it is ..."L -SHAPED" with a rear yard that is UNPRECEDENTED!!! The Massive 41 ft wide by 140 ft deep lot has a 40 ft by 80 ft rear yard that would actually "fit" a full-sized doubles tennis court!!!!

  Tom Moran @properties Christie's International Real Estate

  2334 N Cleveland Ave, Chicago, IL 60614
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  /19

  $549,900

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

  1816 S Jefferson St, Chicago, IL 60616

  2 lots with 1 single family house and a coach house on one lot. Has renters in both houses. Second lot could park up 14 cars in vacant lot. Could keep renters in one lot and build new homes in vacant lot. Great investment!

  Mona Jee RE/MAX Premier

  1816 S Jefferson St, Chicago, IL 60616
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  /41

  $1,899,999

  • 4 Beds
  • 3.5 Baths
  • 4,140 Sq Ft

  3506 N Keeler Ave, Chicago, IL 60641

  Newly built in 2023, this stunning contemporary farmhouse offers a relaxing, welcoming atmosphere with timeless appeal. Custom-built by the contractor/owner for his family. This 5-bedroom, 3.5-bath, single-family, two-story home provides privacy and security for all who live there. The home boasts four-inch plank red oak floors throughout, a custom-designed kitchen with a plethora of custom

  Karen Schmidt Coldwell Banker Realty

  3506 N Keeler Ave, Chicago, IL 60641
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  /44

  $4,249,000

  • 5 Beds
  • 6 Baths
  • 9,200 Sq Ft

  1352 N La Salle Dr, Chicago, IL 60610

  Stately mansion nestled on an oversized 33x 149 ft deep lot in the heart of prime Old Town. Rehabbed in 2016 to modernize the floor plan and restore the original masonry and most recently taken through a design refresh by Brianne Bishop Design, this magnificent mansion boasts approximately 9,200 sq ft of timeless elegance, featuring soaring 12-foot ceilings and exquisite craftsmanship throughout.

  Mark Icuss Compass

  1352 N La Salle Dr, Chicago, IL 60610
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  /27

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  2637 W Huron St, Chicago, IL 60612

  Welcome the perfect blend of historic charm and modern living in this thoughtfully expanded 2-bed, 2-bath home, originally built in 1890. With two seamless additions, the open-concept layout offers a surprising sense of space and flow rarely found in the city. The updated kitchen is ready for your next dinner party or weeknight unwind, with quartz countertops, stainless steel appliances, and

  Megan Likus Real People Realty

  2637 W Huron St, Chicago, IL 60612
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  /79

  $3,999,000

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

  53 E Division St, Chicago, IL 60610

  Classic in style and transitional in design, 53 E. Division St. is a 7,500-square-foot, 5 bed/9 bath luxury home in the heart of the Gold Coast with four private outdoor spaces and a rare attached garage. One of the only residential works by famed architect Jarvis Hunt, located steps from Oak Street Beach and moments from the Mag Mile, the renovated Beaux-Arts exterior is a masterpiece of ornate

  Tim Salm Jameson Sotheby's Intl Realty

  53 E Division St, Chicago, IL 60610
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  /27

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 636 Sq Ft

  1426 N Central Park Ave, Chicago, IL 60651

  BEAUTIFUL REHABBED HOME IN A QUIET TREE-LINED STREET. THIS BRIGHT AND SUNNY HOME OFFERS 4 BEDROOMS AND 2 1/2 BATHS. THE RENOVATION INCLUDED REBUILDING ALL THE BATHROOMS, REPLACING THE HVAC SYSTEM, INSTALLING AND UPGRADING THE STAIRCASE.

  KevinKhoa Ngyuen Century 21 Universal

  1426 N Central Park Ave, Chicago, IL 60651
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  /4

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,495 Sq Ft

  2300 W 19th St, Chicago, IL 60608

  GREAT OPPORTUNITY TO LIVE IN HOT PILSEN AREA ! SINGLE FAMILY HOME WITH 4 BDROOMS AND 2 BATHS , CENTRAL HEAT/AC PLUS EXPANDABLE ATTIC PERFECT FOR A DORMER AND A FULL BASEMENT WAITING FOR YOUR IDEAS. NEW REAR PORCH LEADING TO PRIVATE BACK YARD . PARKING WONT BE A PROBLEM YOU WILL ENJOY 2 GARAGES NOT ONE . PERFECT LOCATION NEAR TRANSPORTATION , SHOPPING SCHOOLS AND DOWNTOWN AREA.

  Sandra Rosas RE/MAX Mi Casa

  2300 W 19th St, Chicago, IL 60608
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  /52

  $8,950,000

  • 4 Beds
  • 7 Baths
  • 8,300 Sq Ft

  1534 N Dearborn Pkwy, Chicago, IL 60610

  Classic, effortlessly charming and flawlessly appointed, 1534 N. Dearborn Pkwy. is a one-of-a-kind property on the very best block in the Gold Coast. Strolling distance to Lincoln Park proper, downtown and the lakefront, this 8,300+ sq ft single-family home commands attention from the street with ornate exterior details and an oversized lot. Inside, every inch has been renovated to flaunt

  Tim Salm Jameson Sotheby's Intl Realty

  1534 N Dearborn Pkwy, Chicago, IL 60610
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  /10

  $335,000

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

  2928 N Sacramento Ave, Chicago, IL 60618

  Location Location! Avondale, close to Logan Square. Perfect property to tear down and develop. Multi-units, condo's. or rehab. New construction all around. Large living room with 3 bedrooms with eat-in kitchen. Deck off of rear of home. Full basement large yard. Brick garage.Attention developers make this your next project.Close to expressways and transportation.

  Michael Scola RE/MAX Partners

  2928 N Sacramento Ave, Chicago, IL 60618
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  /28

  $399,000

  • 4 Beds
  • 2.5 Baths

  556 N Central Ave, Chicago, IL 60644

  Welcome to this stunning oversized corner-lot home offering 4 generously sized bedrooms and abundant living space across multiple levels! Blending thoughtful updates with timeless appeal, this home features a wide-open main floor layout, perfect for modern living and entertaining. The expansive living space flows effortlessly and is complemented by a fully modernized kitchen with sleek quartz

  Zachary Redden Redden+McDaniel

  556 N Central Ave, Chicago, IL 60644
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  /31

  $2,899,998

  • 6 Beds
  • 7 Baths
  • 6,500 Sq Ft

  2054 N Mohawk St, Chicago, IL 60614

  This fabulous home offers an extra wide floorplan and a thoughtful design throughout and is located on one of the most premier blocks of East Lincoln Park. The main living space is located on the second level of the home, allowing for privacy and sensational natural light through large east-facing windows. The luxurious, all white kitchen is adorned with designer finishes with antiqued glass

  Emily Sachs Wong @properties Christie's International Real Estate

  2054 N Mohawk St, Chicago, IL 60614
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  /28

  $388,000

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

  5068 W Congress Pkwy, Chicago, IL 60644

  Welcome to 5068 W Congress Parkway - a stunning, fully updated 5-bedroom, 2-bathroom home offering approximately 2,500 square feet of beautifully finished living space. Nestled on an oversized 25 x 125 lot, this home boasts a bright and modern open-concept floor plan, ideal for today's lifestyle. The main level features a spacious living room, dining area, and a show-stopping brand new kitchen

  Maria Munoz-Boyd Coldwell Banker Realty

  5068 W Congress Pkwy, Chicago, IL 60644
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  /22

  $350,000

  • 3 Beds
  • 2 Baths

  624 N Spaulding Ave, Chicago, IL 60624

  Welcome to this beautifully remodeled brick Georgian in a thriving neighborhood. With five spacious bedrooms and two full baths, this home offers generous living space. The main level features a welcoming living room, a formal dining room, and a well-appointed kitchen, creating an inviting atmosphere for gatherings and daily living. The full finished basement adds extra versatility to the layout.

  Maria Castillo RE/MAX Mi Casa

  624 N Spaulding Ave, Chicago, IL 60624
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  /50

  $4,200,000

  • 5 Beds
  • 5 Baths
  • 8,600 Sq Ft

  1804 N Leavitt St, Chicago, IL 60647

  *FOR FULL PHOTO GALLERY (100+ PICS), VISIT THE VIRTUAL TOUR LINK ABOVE* // Welcome to Leavitt House - a hidden gem of architectural brilliance nestled in the heart of Bucktown. Situated on a rare corner lot adjacent to the 606 Trail, this extraordinary single-family residence spans nearly 9,000 square feet and is unlike anything else in the city. Originally a warehouse, this four-level home

  Jill Silverstein Compass

  1804 N Leavitt St, Chicago, IL 60647
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  /74

  $3,000,000

  • 7 Beds
  • 7 Baths
  • 6,000 Sq Ft

  3735 N Greenview Ave, Chicago, IL 60613

  An unbelievable and unmissable opportunity to purchase the 1st resale of this exquisite all brick single family home! Developed by the renowned and respected ' Savane Design & Build ' properties. Located in the sought-after Southport Corridor & Blaine School district on Greenview Ave. This stunning home, approx. 6000 sqft sits on an extra wide 30 x 125 ft lot. This gracious, beautiful and

  Michael Kearney Berkshire Hathaway HomeServices Chicago

  3735 N Greenview Ave, Chicago, IL 60613
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  /34

  $2,099,000

  • 5 Beds
  • 3.5 Baths

  1719 N Fremont St, Chicago, IL 60614

  Welcome to this wonderful and impeccably maintained solid brick Lincoln Park Single Family home, featuring a super spacious, functional floorplan, and wonderful outdoor space. The main level features the amazing living space - with a gracious front living room, with beautiful Oak hardwood flooring, amazing light and a feature wood burning (or gas) fireplace The large separate dining room, in the

  Sam Jenkins Jameson Sotheby's Intl Realty

  1719 N Fremont St, Chicago, IL 60614
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  /33

  $3,900,000

  • 4 Beds
  • 5.5 Baths
  • 6,500 Sq Ft

  53 E Bellevue Place, Chicago, IL 60611

  Chance of a lifetime to live in a gorgeous single family home on Bellevue. Walking distance from everything. Wheeler and Kearns very own Steve Hall gut rehabbed from top to bottom. 5 bedrooms 5.5 bathrooms with a 2 car garage, and multiple outdoor spaces. Fully finished basement with workout room, bedroom, bathroom, laundry room, and so much additional storage.

  Alexa Hara @properties Christie's International Real Estate

  53 E Bellevue Place, Chicago, IL 60611
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  /41

  $7,900,000

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

  79 E Cedar St, Chicago, IL 60611

  Welcome to 79 East Cedar Street, an amazing gem of a house that offers incomparable privacy and exclusivity in the heart of Chicago's Gold Coast. Situated near DuSable Lake Shore Drive, the Chicago lakefront, and world-renowned Michigan Avenue, this Belle Epoque home evokes a grand and stylish era. In 1884, Bertha Palmer Commissioned architect Joseph Lymen Silsbee of Silsbee and Kent to create

  Mia Wilkinson Berkshire Hathaway HomeServices Chicago

  79 E Cedar St, Chicago, IL 60611
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  /40

  $4,395,000

  • 7 Beds
  • 7.5 Baths
  • 7,607 Sq Ft

  1425 N State Pkwy, Chicago, IL 60610

  Grand and elegant home in the heart of the Gold Coast on a wide and deep lot. Extraordinary --approximately 8000 square foot --floorplan. Beautifully updated and maintained. The house has huge gracious formal entertaining rooms and wonderful casual/comfortable rooms for day-to-day living. The main level has a lovely entry foyer and grand formal living room with an adjacent dining room. The

  Suzanne Gignilliat @properties Christie's International Real Estate

  1425 N State Pkwy, Chicago, IL 60610
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  /14

  $1,325,000

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  2733 N Maplewood Ave, Chicago, IL 60647

  Stunning newer construction single family home in booming Logan Square. This hard to find open floor plan features 5 beds and 3.1 baths with a garage rooftop deck! Gorgeous wainscoting detail throughout first floor, as well as a gas fireplace. Large sun filled chef's kitchen, oversized quartz countertop island, 40" cabinets, and Bosch appliance package with double ovens. Exquisite oak flooring

  Bernardo Sanchez Pure Urban Real Estate

  2733 N Maplewood Ave, Chicago, IL 60647
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  /12

  $84,900

  • 6 Beds
  • 2 Baths
  • 1,972 Sq Ft

  220 N Lorel Ave, Chicago, IL 60644

  Attention Investors & Developers: This 2-story, 6-bedroom single-family home in the heart of Austin is ready for a complete gut rehab or redevelopment. Located on a spacious lot, this property offers endless potential for the right buyer. With soaring property values in the area, this is an ideal opportunity for a fix-and-flip, rental income, or new construction. Property sold as-is. Bring your

  Jose Juarbe Nelly Corp Realty

  220 N Lorel Ave, Chicago, IL 60644
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  /61

  $18,500,000

  • 6 Beds
  • 7 Baths
  • 13,400 Sq Ft

  915 N Dearborn St, Chicago, IL 60610

  A rare piece of Chicago's history, the Thompson House at 915 N. Dearborn stands as one of the Gold Coast's original architectural treasures. Designed in 1888 by Cobb & Frost, the renowned architects behind the Newberry Library and University of Chicago, this grand residence was among the first to define the Gold Coast neighborhood after the Great Chicago Fire. For the next century, it was owned

  Millie Rosenbloom Baird & Warner

  915 N Dearborn St, Chicago, IL 60610

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