Homes for Sale near Guidepost Montessori at Wicker Park

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  /30

  $789,999

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  823 S Oakley Blvd, Chicago, IL 60612

  Beautiful all brick single family home location in hot Tri-Taylor/Medical District offering 3 large bedrooms and 3 full bathrooms on 3 levels with 3000 square feet of total living space. Large living room with fireplace, huge front windows and hardwood floors. Perfectly positioned dining room. Stunning kitchen with solid wood cabinetry blended, granite countertops, luxury extra-wide range/oven

  Sohail Salahuddin eXp Realty

  823 S Oakley Blvd, Chicago, IL 60612
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  /30

  $515,000 Open Sat 12PM - 2PM

  • 11 Beds
  • 4 Baths

  1635 S Christiana Ave, Chicago, IL 60623

  THIS IS WHAT YOU'VE BEEN WAITING FOR! Discover OWNER OCCUPIED, MOVE IN READY, INVESTMENT opportunity in the heart of NORTH LAWNDALE. This timeless Greystone, owned by the same family for decades, received thoughtful updates in 2022, blending original character with today's conveniences. The building offers three spacious units: the first-floor duplex includes 5 bedrooms, 2 bathrooms, and in-unit

  Wilonda Cannon Coldwell Banker Realty

  1635 S Christiana Ave, Chicago, IL 60623
• 

  

  

  /22

  $400,000

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

  1515 S Prairie Ave Unit 508, Chicago, IL 60605

  Bright and spacious two bedroom, two bathroom unit in the full amenity Prairie House at Central Station. The open concept layout offers excellent east facing views of Lake Michigan, Solider Field, Museum Campus, and the city skyline. The living and dining area feature hardwood floors throughout and an inviting gas fireplace surrounded by beautiful custom built ins. The space is filled with

  Nadine Ferrata Compass

  1515 S Prairie Ave Unit 508, Chicago, IL 60605
• 

  

  

  /23

  $775,000

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

  1211 S Prairie Ave Unit 3603, Chicago, IL 60605

  This 36th floor 2br/2ba plus office/den has fantastic East, South and West views of the lake and city from floor to ceiling windows. The gourmet kitchen with granite countertops has GE stainless steel appliance and a separate 6'x6' breakfast area. The bedrooms with large walk-in closets are on opposite sides of the unit giving total privacy. The living and dining room and hallways have hardwood

  Phil Moss Baird & Warner

  1211 S Prairie Ave Unit 3603, Chicago, IL 60605
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  /23

  $364,900 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4707 N Beacon St Unit G, Chicago, IL 60640

  Beautifully Renovated 2 Bed / 2 Bath in Historic Sheridan Park w/ 1,500+ Sq Ft of Extra-Wide Living! Welcome home to this elegantly updated condo offering a perfect blend of modern comfort and historic Uptown character. Enjoy high ceilings, custom recessed lighting, and designer paint throughout. The new gray Luxury Vinal plank flooring flows seamlessly from a long, gallery-style hallway-ideal

  Frank Polancic RE/MAX Premier

  4707 N Beacon St Unit G, Chicago, IL 60640
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  /15

  $210,000

  • Studio
  • 1 Bath
  • 673 Sq Ft

  512 N Mcclurg Ct Unit 1509, Chicago, IL 60611

  Large/bright studio in Streeterville/River East is ideally located steps from Michigan Ave, Navy Pier, Target, Whole Foods, AMC Movie Theaters, Walgreen's and much more. South and west view of loop and river. Unit features kitchen with upgraded cabinets, 1.25 in. granite, hardwood flooring. Upgraded bath, and tons of closest space. Building features doorman, exercise room, business center,

  David Wiencek @properties Christie's International Real Estate

  512 N Mcclurg Ct Unit 1509, Chicago, IL 60611
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  /16

  $1,125,000

  • 6 Beds
  • 4 Baths

  1749 W Barry Ave, Chicago, IL 60657

  Frame three flat. No basement. Two four room apartments at ground level and first floor. Second floor is duplexed into attic. Nice rear sun porches. Big back yard. two car garage.

  Gary Wydra Lasalle Assoc. Realtors Inc.

  1749 W Barry Ave, Chicago, IL 60657
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  /9

  $380,000

  • 7 Beds
  • 2 Baths

  3903 W Monroe St, Chicago, IL 60624

  ATTENTION INVESTORS! Don't miss out on this excellent opportunity. This property is currently tenant-occupied and features a first-floor unit with 3 bedrooms and a second-floor unit with 4 bedrooms, each with a full bathroom. Act quickly-opportunities like this don't last long!

  Dale Talsma Crosstown Realtors, Inc.

  3903 W Monroe St, Chicago, IL 60624
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  /32

  $550,000

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

  435 W Erie St Unit 1206, Chicago, IL 60654

  Breathtaking panoramic skyline views from this beautiful River North Condo! Perched on the 12th floor of the luxurious Erie Centre, this stunning 2-bedroom, 2-bath residence offers floor-to-ceiling windows in every room, flooding the home with natural light and showcasing sweeping city views. Step into a spacious open-concept layout with stylish laminate hardwood floors throughout and an

  Dorothy Wulf Wulf Properties Realty Corp

  435 W Erie St Unit 1206, Chicago, IL 60654
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  /28

  $409,000

  • 2 Beds
  • 2 Baths

  233 E 13th St Unit 2210, Chicago, IL 60605

  Recently Renovated, Bright, spacious, and perfectly positioned in the heart of the South Loop-welcome to Museum Park Place! This stunning 2 bed, 2 bath condo offers a split floor plan with floor-to-ceiling windows, and spectacular city views you'll love coming home to. The open-concept kitchen features white cabinets, granite countertops, a breakfast bar, and flows seamlessly into the

  Lauren Mitrick Wood Compass

  233 E 13th St Unit 2210, Chicago, IL 60605
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  /35

  $879,000

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

  3749 N Ashland Ave Unit 3S, Chicago, IL 60613

  Beautiful 3BR + Den/Office | 3BA Penthouse Duplex in Prime Location Welcome to this architecturally unique, top-floor 2-story condo with amazing floor plan. This home offers an ideal blend of amenities, comfort, and space. Step inside to discover a bright and airy great room featuring a gorgeous bay window and 2-story vaulted ceiling with skylights in the living/dining area. Enjoy the ambiance of

  Tamara Verdin Prello Realty

  3749 N Ashland Ave Unit 3S, Chicago, IL 60613
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  /50

  $3,695,000

  • 3 Beds
  • 4.5 Baths
  • 3,948 Sq Ft

  401 N Wabash Ave Unit 48A, Chicago, IL 60611

  Exceptional 4,000 square foot A tier residence on the 48th floor of Trump Tower Chicago featuring 3 bedrooms and 4.5 bathrooms. Primary bedroom has his and hers bathrooms! Enjoy sweeping, unobstructed north and east views of the lake, river, and skyline. This is one of only 9 homes of this size in the building and it is designed for grand entertaining and elegant everyday living. Expansive floor

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 48A, Chicago, IL 60611
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  /15

  $489,000

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

  659 W Randolph St Unit 1401, Chicago, IL 60661

  Experience luxury city living in this highly sought-after corner home featuring panoramic northeast skyline views. This premier floor plan offers an open, spacious layout with floor-to-ceiling windows, hardwood floors, and a defined dining area that easily accommodates a full-size table. The inviting living room opens to a private balcony-perfect for a bistro set and grill. The split-bedroom

  Kris Berger Compass

  659 W Randolph St Unit 1401, Chicago, IL 60661
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  /17

  $360,000

  • 1 Bed
  • 1 Bath
  • 732 Sq Ft

  30 E Huron St Unit 3410, Chicago, IL 60611

  Check out this stunning 1-bedroom, 1-bath condo in the heart of River North! Enjoy abundant natural sunlight, an open-concept layout, and breathtaking city views. The kitchen features granite countertops, a convenient eat-in breakfast bar, stainless steel appliances, and a wine fridge - perfect for entertaining. The spacious living room is bright and inviting with beautiful vinyl plank flooring

  Tiffany Roscoe Coldwell Banker Realty

  30 E Huron St Unit 3410, Chicago, IL 60611
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  /44

  $3,800,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 7 Baths
  • 5,918 Sq Ft

  2209 N Seminary Ave, Chicago, IL 60614

  New Look! Recently refreshed with updated floors, baths, and paint. This extraordinary home is an exceptional buy in the heart of Lincoln Park. Situated on a double lot (48' x 115'), it offers remarkable outdoor space-not a lot line-to-lot line home. Perfect for buyers seeking something beautiful, distinctive, and unique-definitely not a cookie-cutter property. This five-bedroom, 4.3-bath,

  Suzanne Gignilliat @properties Christie's International Real Estate

  2209 N Seminary Ave, Chicago, IL 60614
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  /32

  $859,900

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft

  1212 N Lake Shore Dr Unit 12CN, Chicago, IL 60610

  Welcome to the ultimate Gold Coast lifestyle. This expansive 1850 sq ft residence offers the best of city living with sweeping 26-foot views of Lake Michigan and a private balcony to take it all in. Set within a full-amenity highrise just steps from Chicago's iconic lakefront, this beautifully renovated 2 bedroom, 2 bath home is the perfect blend of elegance, space, and location. The open concept

  Jennifer Mills Jameson Sotheby's Intl Realty

  1212 N Lake Shore Dr Unit 12CN, Chicago, IL 60610
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  /30

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  1802 N Spaulding Ave, Chicago, IL 60647

  Welcome to this wonderfully updated 3 bed 2.5 bath townhome offering 4 levels of living just steps from the 606 Trail and everything Logan Square has to offer! With hardwood floors and numerous upgrades throughout along with an oversized, 1 car attached garage, this home is sure to impress. The spacious white, eat-in kitchen was recently redone (2022) and features new stainless steel appliances,

  Craig Isacson @properties Christie's International Real Estate

  1802 N Spaulding Ave, Chicago, IL 60647
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  /32

  $475,000

  • 4 Beds
  • 1.5 Baths
  • 2,405 Sq Ft

  2663 W Maypole Ave, Chicago, IL 60612

  Welcome to 2663 Maypole Ave in East Garfield Park! Here's your opportunity to own a beautiful, well-maintained 2-story single-family home at a great price-just minutes from downtown Chicago! Featuring 4 bedrooms, 1.5 baths, and a 1.5-car garage, this home combines character, updates, and convenience. Step inside to 10-foot ceilings, new vinyl plank flooring, and a cozy gas fireplace in the living

  Maria Ivette Hollendoner Keller Williams Preferred Realty

  2663 W Maypole Ave, Chicago, IL 60612
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  /52

  $499,000

  • 4 Beds
  • 2 Baths

  Unlisted Address

  Introducing an excellent opportunity to own a gem in the Austin area. This beautiful building features two identical units, each comprising of 2 bedrooms, 1 bath, spacious living and dining areas, and also well-appointed kitchens with stainless steel stoves and refrigerators. The property also includes an unfinished basement for additional storage or customization possibilities, along with a

  John Remington PROSALES REALTY

  Unlisted Address
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  /15

  $390,000

  • 6 Beds
  • 3 Baths

  2723 W Washington Blvd, Chicago, IL 60612

  Come and see this wonderful Brick Multi Unit in East Garfield Park!! 3 Finished levels: Both units offer formal Dining Rooms, Good size kitchens with lots of cabinets. 2 bedrooms in 1st floor & 3 bedrooms on the 2nd floor. Finished basement offers Living rm, kitchen, 1 bedroom, Bathroom & laundry room. 2 Car Garage for additional parking. Property to be sold in "as-is" conditions. Don't wait make

  Reynaldo Arteaga R.A. Homes & Associates, Inc.

  2723 W Washington Blvd, Chicago, IL 60612
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  /17

  $439,900

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

  1631 S Michigan Ave Unit 604, Chicago, IL 60616

  Your own corner penthouse unit in South Loop includes garage parking! This southwest facing 2 bed/2bath condo has hardwood floors, an updated kitchen with newer stainless steel appliances, gas fireplace, private balcony, and oversized primary suite - with nook for desk or peloton. Boutique elevator building with low HOA that includes warm radiant heat, internet, streaming DirectTV, storage, bike

  Sera Sousley Keller Williams ONEChicago

  1631 S Michigan Ave Unit 604, Chicago, IL 60616
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  /35

  $799,000

  • 3 Beds
  • 3 Baths

  5010 N Lawndale Ave, Chicago, IL 60625

  This four square style home has been thoughtfully updated to bring all the modern needs and wants to a classic style house. Every aspect of the interior was updated in 2021, from the guts to the aesthetics. The kitchen has loads of cabinet space for all your plates, mugs and kitchen gadgets. Custom floating shelves to make sure you can show off those special platters you only use a few times a

  Erin Feinerman @properties Christie's International Real Estate

  5010 N Lawndale Ave, Chicago, IL 60625
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  /37

  $199,900

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  5320 N Sheridan Rd Unit 1011, Chicago, IL 60640

  Welcome to "The Metropolitan Condominium complex". This corner unit with an open floorplan is a large 1 bedroom unit & 1 bath & 1 car parking garage spot #F30. Within the last 5 years updates: S/S Appliances - stove, dishwasher, microwave & refrigerator, HVAC unit in Living room, bathroom vanity. Hardwood & ceramic flooring, can lighting, mirrored closet doors enhance the unit. Pet Friendly

  Brian Zilinskas Berkshire Hathaway HomeServices American Heritage

  5320 N Sheridan Rd Unit 1011, Chicago, IL 60640
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  /29

  $369,900

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

  2213 S Oakley Ave, Chicago, IL 60608

  Pilsen brick single family home in excellent location. Property features 1st floor Bedroom, kitchen, living room, dining room and full bath duplexed to finished attic for an additional bedroom. Remodeled lower level with updated kitchen and bath, 2 bedrooms, large living area, canned lighting and full walk in laundry room. Back yard features new cement work, patio, fully secured and large gated

  ANTHONY PURCELL Coldwell Banker Realty

  2213 S Oakley Ave, Chicago, IL 60608
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  /30

  $659,000

  • 4 Beds
  • 2 Baths
  • 2,750 Sq Ft

  4004 N Clarendon Ave Unit 1, Chicago, IL 60613

  Welcome to this stunning home featuring beautiful vintage details and millwork with modern updates, perfectly situated on the vibrant border of Lakeview and Buena Park! The expansive floor plan offers 4 spacious bedrooms plus an office/nursery and 2 full bathrooms. Step through the charming entry into the large, sunlit living room with huge windows that leads to a separate dining room perfect for

  Jeffrey Lowe Compass

  4004 N Clarendon Ave Unit 1, Chicago, IL 60613
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  /30

  $1,125,000

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  3409 W Cortland St, Chicago, IL 60647

  This Single-family home in Logan Square was built in 2014 on an extra-deep 25' x 138' lot. With over 3,000 sq ft across three finished levels, this freshly painted residence blends modern design, quality craftsmanship, and prime location. A newly refinished and painted front porch welcomes you inside, where hardwood floors, high ceilings, crown molding, wainscoting, and skylights create a bright,

  Daniel Slivka @properties Christie's International Real Estate

  3409 W Cortland St, Chicago, IL 60647
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  /79

  $659,000

  • 5 Beds
  • 3 Baths
  • 1,890 Sq Ft

  5026 N Hamlin Ave, Chicago, IL 60625

  Beautifully updated between 2022-2025, this home blends vintage bungalow charm with modern upgrades. The first floor offers hardwood floors, stained glass, built-ins, and three bedrooms including a renovated primary suite. A fully remodeled kitchen with granite countertops, an 8 foot butcher block island, and new appliances (2024) including an induction range/air-fryer oven. Upstairs features a

  Nichole Dinino Redfin Corporation

  5026 N Hamlin Ave, Chicago, IL 60625
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  /28

  $349,000

  • 4 Beds
  • 3 Baths

  1922 N Lotus Ave, Chicago, IL 60639

  Welcome to 1922 N Lotus - Comfort, Security & Space in a Gated Community Corner unit tucked inside a private gated community, this 4-bedroom, 3-bathroom home offers the perfect balance of privacy and convenience. With 2,400 sq ft of well-designed living space, you'll enjoy spacious bedrooms, an open layout, and plenty of room to grow. Modern features include a 2-car garage, sprinkler system, and

  Vincent Anzalone Baird & Warner

  1922 N Lotus Ave, Chicago, IL 60639
• 

  

  /22

  $424,000

  • 2 Beds
  • 2 Baths

  320 E 21st St Unit 501, Chicago, IL 60616

  Nothing to do but move in-an impeccably updated and rarely available corner unit at Chess Lofts with stunning, unobstructed northern views of the Chicago skyline and Lake Michigan. Enjoy morning coffee on your private balcony as the sun rises over the lake, and wind down with a glass of wine on the rooftop deck as the city lights sparkle. This spacious 2 bed, 2 bath home features soaring 12-foot

  Brian Murphy Baird & Warner

  320 E 21st St Unit 501, Chicago, IL 60616
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  /15

  $315,000 Open Sat 12PM - 2PM

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  111 W Maple St Unit 1805, Chicago, IL 60610

  Prime Gold Coast location! Welcome to 111 W. Maple, Unit 1805, in the Gold Coast Galleria building. This fabulous large one bedroom condo is move-in ready, freshly painted and brand new flooring throughout. Light filled, with north, east, and west panoramic views from the private balcony off of the living room. Generous closet space. The building provides 24/7 door staff, on-site management,

  Andrea Wich Coldwell Banker Realty

  111 W Maple St Unit 1805, Chicago, IL 60610
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  /16

  $105,000

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

  106 N Hamlin Ave Unit A1, Chicago, IL 60624

  Beautiful 2 bedroom, 2 bath unit in highly Desirable East Garfield Park! Excellent views of magnificent GARFIELD PARK. The unit features a Master bedroom with a master bath, additional room for office or possibly 3rd bedroom. Hardwood flooring throughout. Plenty of kitchen maple cabinets with granite counters . in-unit laundry hookup. Forced heat and central air. Storage area. Enjoy experiencing

  Taurino Morales Keller Williams Preferred Realty

  106 N Hamlin Ave Unit A1, Chicago, IL 60624
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  /23

  $324,900

  • 2 Beds
  • 2 Baths

  4422 N Ashland Ave Unit G, Chicago, IL 60640

  Bright and stylish 2-bedroom, 2-bath condo in sought-after Ravenswood! This sunny unit offers an inviting open layout with hardwood floors, stainless steel appliances, rich cherry cabinetry, and granite countertops. The primary suite features timeless charm with the ensuite bath with subway tile surround and brand-new vanity, toilet, updated lighting, added shelving, and sleek new shower

  Dennis Huyck Keller Williams ONEChicago

  4422 N Ashland Ave Unit G, Chicago, IL 60640
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  /25

  $415,000

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft

  846 W Gunnison St Unit 2W, Chicago, IL 60640

  Featured in Chicago Social, Chicago Home + Garden, and Elle Decor, this stunning 2-bedroom home with a family room, sunroom, and laundry/pantry was designed and owned by a celebrated local interior designer, blending timeless craftsmanship with modern luxury. A hand-painted grand foyer leads to sun-filled living spaces with original millwork, hardwood floors, and a remote-controlled gas

  Virgil Jones Coldwell Banker Realty

  846 W Gunnison St Unit 2W, Chicago, IL 60640
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  /18

  $899,000

  5303 W George St, Chicago, IL 60641

  Well-kept yellow Multi- Family 7 Units building in Belmont Cragin. The building consists above the ground-level: Two 2 Bedrm/ 1Bath apartments and Four 1 Bedrm/1Bath apartments and the 7th- 2 Bedrm/1Bath nice Unit in the basement. These are spacious units with formal Living Rm and Dining Room in nice condition. Nice hardwood floors throughout. Currently one vacant unit. 8 electric meters and

  Jacek Piktel Coldwell Banker Realty

  5303 W George St, Chicago, IL 60641
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  /20

  $299,000 Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  2400 N Lakeview Ave Unit 1106, Chicago, IL 60614

  This stunning one bedroom condo offers breathtaking, floor-to-ceiling east-facing windows framing panoramic views of Lake Michigan and Lincoln Park. Flooded with natural light, the spacious open layout provides a perfect flow for both entertaining and everyday living, featuring a true dining area and an oversized living room. The large corner bedroom, with east and south exposures, includes

  Brenda Mauldin Baird & Warner

  2400 N Lakeview Ave Unit 1106, Chicago, IL 60614
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  /15

  $379,900

  • 3 Beds
  • 2 Baths
  • 2,952 Sq Ft

  3534 W Le Moyne St, Chicago, IL 60651

  Three bedroom brick Georgian in appreciating Humboldt Park area. Hardwood floors throughout with new Boiler and privacy fence. Property in good condition but selling "As-Is".

  Martin Rojas EHomes Realty, Ltd

  3534 W Le Moyne St, Chicago, IL 60651
• 

  

  /19

  $485,000

  • 6 Beds
  • 4 Baths

  1918 S Kedzie Ave, Chicago, IL 60623

  Turnkey three-unit Graystone in North Lawndale offering solid cash flow and modern updates throughout. Fully finished, non-conforming basement adds additional living space and flexibility. Each level features contemporary finishes, recessed lighting throughout, updated kitchens with granite countertops, new stainless-steel appliances, 1st and 2nd floor units offer luxury vinyl flooring and new

  Lolita Schalekamp Baird & Warner

  1918 S Kedzie Ave, Chicago, IL 60623
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  /30

  $499,900

  • 1 Bed
  • 1 Bath
  • 825 Sq Ft

  400 E Randolph St Unit 3715, Chicago, IL 60601

  Spectacularly Designed 1-Bedroom with Panoramic South Views of the Lake and Park Millennium. Experience elevated city living in this expansive 1 Bedroom residence offering breathtaking panoramic views and modern finishes- designed for those who appreciate refined living. Every detail of this home has been thoughtfully curated for elegance, comfort, and modern sophistication. The open-concept

  Lawrence Zukas Unlimited Realty Inc

  400 E Randolph St Unit 3715, Chicago, IL 60601
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  /35

  $140,000

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft

  4950 N Marine Dr Unit 1402, Chicago, IL 60640

  Welcome to this spacious, high-floor one-bedroom one bath residence at the highly desirable Shoreline Towers, offering breathtaking views of Lake Michigan, park landscapes, and the Chicago skyline. This oversized unit easily fits a king-size bed and has been thoughtfully updated. Freshly repainted and move in ready. Open-concept kitchen with stainless steel electric stove, white cabinets and

  Juana Honeycutt Compass

  4950 N Marine Dr Unit 1402, Chicago, IL 60640
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  /25

  $479,000

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

  1555 N Sandburg Terrace Unit 607K, Chicago, IL 60610

  Highly desirable top-floor, beautifully remodeled 2BD/2BA residence overlooking the Sandburg Village pool with sunny west-facing city views! Perfectly positioned between the Gold Coast, Lincoln Park, and Old Town, this bright and airy home offers a fantastic floor plan, highlighted by a spacious living room with custom built-in bookcases and a separate dining area-ideal for entertaining. Enjoy

  Natasha Motev Jameson Sotheby's Intl Realty

  1555 N Sandburg Terrace Unit 607K, Chicago, IL 60610

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