Homes for Sale near Guidepost Montessori at Wicker Park

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  /30

  $1,399,000

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

  1211 S Prairie Ave Unit 2001, Chicago, IL 60605

  Enjoy incredible, protected, panoramic views of the lake, Grant Park, Buckingham Fountain, Museum Park, and the Chicago skyline from this 2920 SQFT NE corner residence at One Museum Park East. This residence features 9'2" ceilings, generous room sizes, and a flowing, thoughtful floor plan. The open living/dining room enjoys abundant natural light through floor-to-ceiling windows with stunning

  Carrie McCormick @properties Christie's International Real Estate

  1211 S Prairie Ave Unit 2001, Chicago, IL 60605
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  /9

  $185,000

  • 4 Beds
  • 3 Baths

  4324 W Division St, Chicago, IL 60651

  Attention Investors! Great opportunity in West Humoldt Park. This the the perfect canvas to bring your ideas!

  Israel Valadez Realty of America, LLC

  4324 W Division St, Chicago, IL 60651
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  /8

  $275,000

  • 2 Beds
  • 2 Baths

  Unlisted Address

  Located on a quiet residential street in North Lawndale. This Solid Grey Stone has recently been Tuckpointed and has a new Roof. This property is being sold AS IS. Offering a fantastic opportunity for owner occupants and investors alike. Bring your vision and updates to this classic gem, Full basement with plenty of potential for extra family space.

  Anita Smith NB ELITE REALTY LLC

  Unlisted Address
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  /34

  $749,999

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with the separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new oversized tandem parking garage and a full dormered loft.The garage and loft are spray foam insulated, making it the perfect all-weather additional living space. Unit layout,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
• 

  

  

  /23

  $349,000

  • 3 Beds
  • 1 Bath

  4533 N Karlov Ave, Chicago, IL 60630

  Wonderful Albany Park brick bungalow with 3 bedrooms, 1 full bath, and a full unfinished basement awaiting your ideas. Home offers a large living room and dining room with hardwood floors. 2 bedrooms on the main floor with hardwood floors. Full attic with a 3rd bedroom. Nice sized yard with a 1 car garage. Home being sold AS-IS.

  Laura Amelio Baird & Warner

  4533 N Karlov Ave, Chicago, IL 60630
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  /26

  $385,000

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  520 S State St Unit 907, Chicago, IL 60605

  Live in the heart of the city right at State Street and Congress Pkwy in walkable Printers Row-South Loop! Entire unit just freshly painted + carpets professional steam cleaned. Beautiful East facing condo at Library Tower features a split bedroom floor plan, three walk-in closets + floor to ceiling windows throughout. Lovely foyer opens up to the spacious living/dining area w/hardwood floors, a

  Patrick Natale Compass

  520 S State St Unit 907, Chicago, IL 60605
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  /15

  $215,000

  • Studio
  • 1 Bath
  • 500 Sq Ft

  300 N State St Unit 5225, Chicago, IL 60654

  Welcome to your stunning 52nd-floor studio in the heart of Chicago's iconic Marina Towers! This fully renovated gem offers breathtaking views of both the Chicago River and downtown from your expansive private balcony. The spacious layout is ideal for hosting guests and is conveniently located steps away from dining, shopping, nightlife, transportation, Michigan Ave, the Riverwalk, and more. Enjoy

  Matt Laricy Americorp, Ltd

  300 N State St Unit 5225, Chicago, IL 60654
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  /17

  $325,000

  • 2 Beds
  • 1 Bath

  2704 W Cortland St Unit 3, Chicago, IL 60647

  Welcome home to this lovely 2-bedroom, 1-bathroom sunlight-filled top-floor unit in the heart of Logan Square! The inviting main living area is filled with natural light from skylights and opens to a private south-facing balcony through a patio door that allows airflow without opening or easily snaps in place to open with the handle. The galley kitchen features stainless steel appliances, a

  Nancy Doherty Keller Williams Success Realty

  2704 W Cortland St Unit 3, Chicago, IL 60647
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  /15

  $430,000

  • 2 Beds
  • 2 Baths
  • 994 Sq Ft

  1378 N Wolcott Ave Unit 2C, Chicago, IL 60622

  Welcome to the heart of Wicker Park! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort and city living. The open-concept layout features hardwood floors throughout, a spacious living and dining area, and double-paned, sound-reducing windows that create a peaceful retreat right in the middle of the action. The kitchen is designed for both style and function,

  Emily Glasgow @properties Christie's International Real Estate

  1378 N Wolcott Ave Unit 2C, Chicago, IL 60622
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  /41

  $850,000

  • 3 Beds
  • 3 Baths

  4606 N Kelso Ave, Chicago, IL 60630

  Welcome home!! charming CHICAGO two flat in the Mayfair area. You could built your dream home on one lot and you can have an investment next-door. First floor has 2 bedrooms separate dinning and living rm, it also has a laundry-unit , 2nd floor has a 1 bedroom separate dinning and living rm, it also has a laundry unit with a Private Terrance Good size, Both units were remodeled two years ago, a

  Pedro Rosales PROSALES REALTY

  4606 N Kelso Ave, Chicago, IL 60630
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  /43

  $1,235,000

  • 3 Beds
  • 3 Baths
  • 2,157 Sq Ft

  130 N Garland Ct Unit 5101, Chicago, IL 60602

  Be prepared to be impressed with this 51st floor home, the highest condo in the Skyline Tower, sits right below the penthouse floors. This beautiful 3 bedroom, 3 full bath home, enjoys direct views north, east, west and south views with a little tilt of the head. Upon entering the home, a wide foyer greets you, and includes room to sit down and take off your shoes. You will be drawn to the living

  Terri Buseman RE/MAX Premier

  130 N Garland Ct Unit 5101, Chicago, IL 60602
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  /21

  $322,400

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  2303 S Michigan Ave Unit 208, Chicago, IL 60616

  HOT, RARELY AVAILABLE MOTOR ROW LOFTS! Live in style at this standout loft in the original Cadillac building in the South Loop! This two bedroom combines historic charm with smart modern upgrades-featuring soaring 16' timber ceilings and a flexible, open layout. A spacious foyer with generous closet space welcomes you into the unit. The kitchen is equipped with granite countertops, high-end

  Ashley Leakey Baird & Warner

  2303 S Michigan Ave Unit 208, Chicago, IL 60616
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  /40

  $770,000

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  500 W Superior St Unit 612, Chicago, IL 60654

  Welcome to the Montgomery, one of River North's most luxurious, full-amenity buildings. Step into the foyer that opens into an expansive light-filled layout, perfect for entertaining. 10 ft floor-to-ceiling windows make a panoramic view while the generous living area features a fireplace and adjacent family room. A powder room and dedicated dining area complete the open-concept design. The chef's

  Sara Brondyke @properties Christie's International Real Estate

  500 W Superior St Unit 612, Chicago, IL 60654
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  /16

  $248,000 Open Sat 3PM - 5PM

  • 1 Bed
  • 1 Bath

  1014 W Barry Ave Unit 1, Chicago, IL 60657

  Welcome to this beautiful vintage first-floor condo in the heart of Chicago's vibrant Lakeview neighborhood! This charming 1-bedroom, 1-bathroom home blends timeless character with city convenience, featuring original hardwood floors and classic architectural details throughout. The bedroom is spacious with great closet storage, and the kitchen is eat-in! Enjoy spacious outdoor living area with

  Kim Moustis Keller Williams Experience

  1014 W Barry Ave Unit 1, Chicago, IL 60657
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  /15

  $449,000

  • 2 Beds
  • 1 Bath

  747 W Brompton Ave Unit 3, Chicago, IL 60657

  Sunny rehabbed top floor unit in a beautifully landscaped courtyard. Spacious living area featuring new hardwood flooring throughout, wood burning fireplace and separate dining area. The kitchen has been completely remodeled with beautiful blue-gray cabinetry, quartz counters, tile backsplash, and stainless steel LG and Bosh appliances. In unit large LG washer/dryer. Bathroom refinished top to

  Dawn Venit Baird & Warner

  747 W Brompton Ave Unit 3, Chicago, IL 60657
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  /28

  $759,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,107 Sq Ft

  1036 N Crosby St, Chicago, IL 60610

  BEAUTIFULLY APPOINTED RIVER NORTH UPGRADED TOWNHOME AT RIVER VILLAGE HAS IT ALL AND IS PRISTINE CONDITION! THIS FRESHLY PAINTED SUNFILLED PROPERTY HAS A GREAT FLOORPLAN WITH 3 BEDROOMS, 2.1 BATHS, AND A LOFTY CONCEPT MAIN LEVEL LIVING ROOM/DINING ROOM AREA, OPEN WHITE ISLAND KITCHEN WITH BREAKFAST BAR, STAINLESS APPLIANCES, GRANITE COUNTERTOPS, BALCONY FOR GRILLING AND TERRIFIC STORAGE SPACE.

  Jennifer Mills Jameson Sotheby's Intl Realty

  1036 N Crosby St, Chicago, IL 60610
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  /45

  $599,000

  • 5 Beds
  • 3 Baths

  4026 N Kimball Ave, Chicago, IL 60618

  Legal 3 Unit in Chicago's popular Irving Park neighborhood, with cap rate over 7.5% (with vacancy factored in!! These units feature nice light, and have always rented easily for the current owner. Sit back with these strong performing units, or owner occupy - the choice is yours, but with all 3 tenants wanting to stay...the best move is for an investor who wants strong return. Unit 1 features

  Scott Curcio Baird & Warner

  4026 N Kimball Ave, Chicago, IL 60618
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  /22

  $300,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  215 N Aberdeen St Unit 403A, Chicago, IL 60607

  Welcome to the Chicago Lifestyle, a West Loop story. At the heart of Chicago's vibrant and ever-evolving West Loop neighborhood, this sun-soaked, top-floor one-bedroom, one-bathroom loft in the highly sought-after Blue Moon Lofts building offers a rare blend of historic character, modern updates, and unbeatable urban convenience. Set in a former 1945 warehouse that was thoughtfully converted into

  Samuel Ciochon @properties Christie's International Real Estate

  215 N Aberdeen St Unit 403A, Chicago, IL 60607
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  /37

  $325,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  401 E Ontario St Unit 2810, Chicago, IL 60611

  Experience luxury living in this stunning and rarely available corner unit in Streeterville, showcasing spectacular views of Lake Michigan and Navy Pier. With over 900 sq. ft. of well-designed space, this home offers unbeatable sunrise views, along with front-row seats to Navy Pier fireworks and the Chicago Air and Water Show. The modern kitchen features stainless steel appliances, while the

  Nazee Hamidi HomeSmart Connect LLC

  401 E Ontario St Unit 2810, Chicago, IL 60611
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  /47

  $1,099,000

  • 5 Beds
  • 4 Baths

  1100 W Wellington Ave, Chicago, IL 60657

  Don't miss this rare opportunity to own a beautifully maintained 3-unit building in the heart of Lakeview, ideally situated on a serene, tree-lined block. Owned and lovingly cared for by the same owner since 1984, this charming Victorian-style property offers timeless character, income potential, and versatile living options. The spacious owner's duplex-up that lives like a single-family home

  Jeanine McShea @properties Christie's International Real Estate

  1100 W Wellington Ave, Chicago, IL 60657
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  /43

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,048 Sq Ft

  4027 W Cullerton St, Chicago, IL 60623

  This beautifully renovated 4-bedroom, 2-bath home blends timeless Chicago charm with modern sophistication. Step into an inviting open-concept living and dining area that flows seamlessly into a designer kitchen featuring quartz countertops, sleek cabinetry, and contemporary finishes. Both full baths have been tastefully remodeled with elegant details, and the entire home has been freshly painted

  Ainhoa Garcia Jimenez Realty of America, LLC

  4027 W Cullerton St, Chicago, IL 60623
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  /29

  $1,499,900 Open Sat 12PM - 2PM

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

  1910 W George St, Chicago, IL 60657

  Brand new Remodeled!! A full top to bottom high-end luxury finished home located in incredible Lakeview/Roscoe Village location! Step inside into the gorgeous, large open floor plan from front to back. Huge living room with wine cellar, marble fireplace, perfectly positioned dining room and chefs kitchen! Huge kitchen with solid custom white cabinetry blended with white quartz countertops,

  Sohail Salahuddin eXp Realty

  1910 W George St, Chicago, IL 60657
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  /40

  $1,799,000

  • 5 Beds
  • 3.5 Baths
  • 4,864 Sq Ft

  1424 W Barry Ave, Chicago, IL 60657

  Fantastic Lakeview brick and limestone 4 story home perfectly located in the Burley school district! This home offers an abundance of living space with high ceilings, hardwood floors, 3 fireplaces, numerous updates and high end finishes throughout. 1st floor offers a grand living room and dining room with abundant light, an exceptional kitchen with a huge island and table space and a large family

  Chris Jacobs Century 21 Circle

  1424 W Barry Ave, Chicago, IL 60657
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  /34

  $755,000

  • 3 Beds
  • 3 Baths

  634 W Oak St Unit 9, Chicago, IL 60610

  Welcome home to River Village! This stunning 3-bedroom, 3-bath townhome offers three private outdoor spaces and exclusive access to a serene, one-acre park. A gated front patio invites you into a spacious foyer with a coat closet and direct access to the attached 1-car garage - perfect for every Chicago season. This level also includes a flexible third bedroom (ideal for an office, den, or guest

  Missy Jerfita Compass

  634 W Oak St Unit 9, Chicago, IL 60610
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  /26

  $399,000

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

  130 S Canal St Unit 217, Chicago, IL 60606

  Truly a one-of-a-kind, east-facing loft in the sought-after Metropolitan Place - now featuring, new flooring (2025), new stainless dishwasher (2025) newer HVAC (2024). TWO PARKING SPOTS SOLD SEPARATELY. This expansive 2-bed/2-bath layout boasts FULLY enclosed bedrooms, soaring 11-foot ceilings, and a stylish granite/maple kitchen with a gas fireplace. Enjoy incredible natural light and lush,

  Gia Devenyi Jameson Sotheby's Intl Realty

  130 S Canal St Unit 217, Chicago, IL 60606
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  /13

  $257,500

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  4411 N Sacramento Ave Unit 1, Chicago, IL 60625

  Ravenswood Manor 2 bedroom condo in wonderfully maintained courtyard building. Being located in the Waters Elementary School district makes this home an exceptional find! It is a straight-shot 7 minute walk to the Francisco Brown Line, as well as Ravenswood Manor Park. Various restaurants, shopping, and entertainment are all within walking distance. Only a 3 minute walk to Montrose Saloon which

  Candice Shell HomeSmart Connect LLC

  4411 N Sacramento Ave Unit 1, Chicago, IL 60625
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  /4

  $799,900

  • 3 Beds
  • 2.5 Baths

  1420 W Division St Unit 1, Chicago, IL 60642

  Stunning new-construction duplex featuring an open living room that connects to a private terrace, a spacious dining area, and a sleek chef's kitchen designed for everyday living and entertaining. The lower level offers three bedrooms, including a huge primary suite with custom closets and a spa-inspired bath. Buyer still has time to choose finishes. One heated garage space included.

  Jordan Euson Compass

  1420 W Division St Unit 1, Chicago, IL 60642
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  /16

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1656 W Wrightwood Ave Unit 3, Chicago, IL 60614

  Newer construction penthouse unit, 3 bedroom, 3 bath condominium recently built with modern and eloquent refinements in the heart of Lincoln Park. This 1,600 sq ft + all brick and concrete constructed unit offers exceptional sound control and solid construction. The unit features 20+ foot ceilings in the main living and kitchen areas with floor to ceiling windows offering abundance of natural

  Tim Scannell Pearson Realty Group

  1656 W Wrightwood Ave Unit 3, Chicago, IL 60614
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  /23

  $349,900 Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  60 E Monroe St Unit 1905, Chicago, IL 60603

  Feel the pulse of downtown life in this phenomenal 1-bedroom, 1-bath condo at The Legacy at Millennium Park-one of Chicago's premier full-amenity buildings in the heart of the city! Step inside and be welcomed by warm oak hardwood floors laid on a chic diagonal pattern, adding a touch of sophistication to the open-concept living and dining area. Large floor-to-ceiling windows flood the space with

  D. Waveland Kendt @properties Christie's International Real Estate

  60 E Monroe St Unit 1905, Chicago, IL 60603
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  /15

  $170,000

  • 2 Beds
  • 1 Bath

  3950 N Lake Shore Dr Unit 523, Chicago, IL 60613

  Live just steps from the Lake and Park! Terrific floor plan with comfortable living and dining space, large bedrooms and plenty of closet space. Very well-managed building features a recently redone rooftop deck with incredible panoramic lake and city views, common patio w/ grills, exercise facility, 24-hour door staff, on-site engineer, convenience store, dry cleaners + more! Express bus to

  Ursula Foley Foley Properties Inc

  3950 N Lake Shore Dr Unit 523, Chicago, IL 60613
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  /73

  $349,999

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  1111 W 15th St Unit 224, Chicago, IL 60608

  Welcome to this bright and beautifully appointed 2-bedroom, 2-bathroom home plus office, nestled in the historic landmark building of University Commons. Bathed in natural light thanks to its desirable north-facing exposure and surrounded by serene, lush landscaping, this residence offers both tranquility and urban convenience. The open floor plan flows effortlessly into a charming loft space and

  Cory Tanzer Option Premier LLC

  1111 W 15th St Unit 224, Chicago, IL 60608
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  /35

  $979,000

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

  505 N Lake Shore Dr Unit 2206-2207, Chicago, IL 60611

  The perfect blend of classic meets modern design!!! Come home to the BEST VIEWS IN CHICAGO with endless Lake Michigan, Navy Pier, and magical sunrises off the lake. This is a large and spacious home 2bedroom 2bathroom plus a den (2200sqft). The den can easily be converted to a 3rd bedroom. This home takes living on the lake to the next level with CUSTOM finishes throughout even to the smallest

  Denise Salazar Coldwell Banker Realty

  505 N Lake Shore Dr Unit 2206-2207, Chicago, IL 60611
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  /12

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,243 Sq Ft

  1516 N Central Ave, Chicago, IL 60651

  Great opportunity in Chicago! Conveniently located near parks, schools, shopping, and public transportation. Bring your ideas and make this home your own!

  Christopher Clark Grandview Realty, LLC

  1516 N Central Ave, Chicago, IL 60651
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  /20

  $275,000

  • 2 Beds
  • 1 Bath
  • 731 Sq Ft

  5013 N Wolcott Ave Unit 3W, Chicago, IL 60640

  Charming top floor end unit located in the heart of Chicago's desirable Ravenswood. Spacious living room and dining room combo with hardwood floors. Two full size bedrooms with plenty of closet space. Chefs dream kitchen with plenty of cabinet space and a dishwasher. Other features include an outdoor space just steps away from the kitchen. Your very own full-size washer and dryer located in the

  Jerome Crotty @properties Christie's International Real Estate

  5013 N Wolcott Ave Unit 3W, Chicago, IL 60640
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  /28

  $655,000

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  368 W Huron St Unit 2N, Chicago, IL 60654

  ****UNIT DID APPRAISE OUT AT $685,000 FEW MONTHS BACK****. Introducing a stunning, brand-newly rehabbed 3-bedroom, 2-bathroom luxury condo located in the heart of River North, Chicago. Spanning 1,865 square feet of exquisite living space, this high-end loft-style unit offers an unmatched blend of industrial charm and modern sophistication. Positioned on the 2nd floor with its own private freight

  Steve Seplowin American Realty Properties Inc

  368 W Huron St Unit 2N, Chicago, IL 60654
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  /21

  $230,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  100 E Walton Place Unit 14A, Chicago, IL 60611

  Beautiful Gold Coast condo with north skyline views along tree-lined Oak Street! This bright and spacious one-bedroom residence has been freshly painted and features recent updates, hardwood and marble flooring, granite countertops, and an inviting open-concept kitchen. Enjoy boutique full-amenity living with a rooftop pool and sundeck, fitness center, party room, coin laundry, 24-hour door

  Amy Hoffmann Corcoran Urban Real Estate

  100 E Walton Place Unit 14A, Chicago, IL 60611
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  /31

  $265,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  4168 N Clarendon Ave Unit 2N, Chicago, IL 60613

  Vintage Buena Park Gem - East-Facing 2 Bedroom / 1 Bath Discover vintage charm and modern comfort in this beautifully maintained east-facing residence located in the heart of Buena Park. The home showcases original woodwork, thick crown molding, and gleaming hardwood floors throughout. Enjoy a full dining room and spacious family room - with the flexibility to convert the dining area into a third

  Ulier Chavez Kale Realty

  4168 N Clarendon Ave Unit 2N, Chicago, IL 60613
• 

  

  /19

  $400,000

  • 5 Beds
  • 3 Baths

  3748 N Sacramento Ave, Chicago, IL 60618

  Great opportunity for an investor or visionary homeowner: a full gut rehab or potential tear-down on a 3,125 sq ft lot in the heart of Irving Park. The home features an upstairs, a full basement, and a detached 2-car garage. The roof has been done recently, offering a head start on your renovation plans. This is your chance to build new or restore classic Chicago character in a booming

  Elias Masud Compass

  3748 N Sacramento Ave, Chicago, IL 60618
• 

  

  /17

  $475,000

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft

  3133 N Lakewood Ave Unit 2E, Chicago, IL 60657

  Stunning 2 bed, 2 bath Lakeview condo located in a prime location! This unit is bright, open, and flooded with natural light. Hardwood floors throughout the main living spaces, 13 foot ceilings and large windows create a warm and inviting living space. Large kitchen space with lots of cabinet space, all stainless steel appliances, and kitchen island/breakfast bar opens up to the shared dining and

  Kara Moll Keller Williams ONEChicago

  3133 N Lakewood Ave Unit 2E, Chicago, IL 60657
• 

  

  /72

  $4,330,000

  • 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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