Chicago, IL Homes for Sale under $1,500,000

• 

  

  

  /33

  $1,299,000

  • 8 Beds
  • 3 Baths

  1513 W Addison St, Chicago, IL 60613

  Exceptional opportunity to own a classic Chicago Greystone in one of Lakeview's most sought-after locations. Situated just steps from Wrigley Field, the Southport Corridor, CTA transit, shopping, dining, and entertainment. This well-maintained investment property offers the perfect blend of historic charm, stable income, and long-term upside. The building consists of two spacious 3-bed / 1-bath

  Ashley Carter Keller Williams ONEChicago

  1513 W Addison St, Chicago, IL 60613
• 

  

  

  /30

  $1,195,000

  Pending

  • 4 Beds
  • 4 Baths
  • 3,745 Sq Ft

  5310 N Spaulding Ave, Chicago, IL 60625

  Completely Renovated home on double lot with new second floor! This amazing home has been reinvented with current finishes providing flexible open plan living with 4 generous bedrooms including an ensuite first floor option. Gorgeous finishes and appliances with new HVAC, Water Heater and expanded size. This beautiful home must be seen to appreciate the details! Deck has been added with easy

  Harold Blum @properties Christie's International Real Estate

  5310 N Spaulding Ave, Chicago, IL 60625
• 

  

  

  /27

  $1,475,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,070 Sq Ft

  904 S Miller St, Chicago, IL 60607

  Custom brick-and-limestone build (2016) on a rare double lot in Little Italy, steps from Taylor Street, UIC, and the Medical District. Just under 3,000 sq ft of finished living space across three levels, plus extra-wide outdoor space almost unheard of in the city: a paver patio, landscaped side yard, private basketball court, and a 20x20 roof deck with skyline views. The main floor pairs 10-ft

  Matthew McMahon Net Gain Realty LLC

  904 S Miller St, Chicago, IL 60607
• 

  

  

  /27

  $1,315,000

  Pending

  • 10 Beds
  • 7 Baths

  1628 W Nelson St, Chicago, IL 60657

  Exceptional opportunity to own a piece of Chicago's architectural history in the heart of Lakeview! This stunning turn of the century Greystone sits on a rare, extra-wide 37.5' lot, featuring a lush private side yard and a 3-car garage that adds additional income potential. Located in the Burley school district, this multi-unit provides the potential to be a high yield legacy asset. Physical

  Salomon Lino Baird & Warner

  1628 W Nelson St, Chicago, IL 60657
• 

  

  

  /35

  $1,049,000

  $26K PRICE DROP Pending

  • 10 Beds
  • 6 Baths

  4136 W Palmer St, Chicago, IL 60639

  Compelling cash-flow investment featuring $108,000+ annual rental income from annual leases to strong-credit tenants, $80,500 NOI, 7.5 cap rate, and 9.95 GRM at asking price. Turnkey all-brick asset offering additional upside through furnished rentals, laundry, garage, and parking income. Located just west of Logan Square, this well-maintained Chicago apartment building sits in a stable

  Travis Bjork Real 1 Realty

  4136 W Palmer St, Chicago, IL 60639
• 

  

  /50

  $1,080,000

  $20K PRICE DROP

  • 8 Beds
  • 4 Baths

  2736 W Francis Place, Chicago, IL 60647

  This is a unique 3 unit building, offering 2 bedrooms on first floor with formal dining room, second and third unit with 3 bedrooms and formal dining rooms, not conforming basement with two more bedrooms and a bath, each unit has their own gas force air. This is a well maintained building with newer windows, newer roof, newer porch, also the building has been lifted and is warranty for life, it

  Rogelio Morales Su Familia Real Estate Inc

  2736 W Francis Place, Chicago, IL 60647
• 

  

  /46

  $1,097,747

  • 3 Beds
  • 3 Baths
  • 2,430 Sq Ft

  737 W Washington Blvd Unit 3607, Chicago, IL 60661

  Unforgettable, east, west, and south facing CITY SKYLINE/LAKE VIEWS, VIEWS, VIEWS, from this renovated , 36th floor, West Loop penthouse at Skybridge with TWO private balconies! Your 3 bedroom 3 full baths plus office residence features a split bedroom, open floor plan for easy living and gracious entertaining. Enjoy a large foyer entry, oversized white kitchen featuring lots of counter space and

  Michael Rosenblum Berkshire Hathaway HomeServices Chicago

  737 W Washington Blvd Unit 3607, Chicago, IL 60661
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  /43

  $1,100,000

  New Construction

  • 2 Beds
  • 2 Baths

  3739 N Clifton Ave Unit 3, Chicago, IL 60613

  Brand-new luxury construction reaches its pinnacle in this stunning penthouse residence, where sophisticated design, abundant natural light, and an incredible private rooftop deck come together to create an exceptional indoor-outdoor lifestyle in the heart of Lakeview. Thoughtfully designed for both everyday living and effortless entertaining, the open-concept floor plan features spacious living

  Carrie McCormick @properties Christie's International Real Estate

  3739 N Clifton Ave Unit 3, Chicago, IL 60613
• 

  

  /15

  $1,375,000

  • 4,963 Sq Ft

  2325 S California Ave, Chicago, IL 60608

  A 7-unit brick, walk-up building in Chicago's thriving Little Village neighborhood within Marshall Square. This property boasts a diverse unit mix of three (3) one-bedroom / one-bath apartments, one (1) two-bedroom / one-bath apartment, one (1) two-bedroom / two-bath apartment, one (1) three-bedroom / two-bath apartment, and one (1) three-bedroom / three-bath apartment. This one-of-a-kind

  Mitir Patel Essex 312, LLC

  2325 S California Ave, Chicago, IL 60608
• 

  

  /45

  $1,095,000

  Pending

  • 6 Beds
  • 3 Baths

  1446 W Lexington St, Chicago, IL 60607

  Don't miss out on seeing this rehabbed beautiful 3 flat building on a quiet and desirable street in the "Little Italy" neighborhood. Many newer items include: light fixtures, ceiling fans, HVAC (1st & 2nd floor units), LPV & ceramic flooring, doors (interior & exterior), windows, window treatments, kitchen cabinets/quartz tops and ceramic backsplashes, appliances, bathrooms (1st & 2nd floor units

  Patrick Scialo N. W. Village Realty, Inc.

  1446 W Lexington St, Chicago, IL 60607
• 

  

  /56

  $1,475,000

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

  1260 N Astor St Unit 7, Chicago, IL 60610

  This 4,500-square-foot full-floor Gold Coast cooperative offers exceptional scale, privacy, and architectural significance in a secure, service-oriented boutique building. With 10.5-foot ceilings, expansive proportions, and open views of park, lake, and city skyline, this residence has the presence and grandeur of a single-family home. Originally owned by the building's architect, Philip Maher,

  Jennifer Ames Engel & Voelkers Chicago

  1260 N Astor St Unit 7, Chicago, IL 60610
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  /2

  $1,295,000

  $304K PRICE DROP Pending

  7224 W Belmont Ave, Chicago, IL 60634

  Great Property Great Location with (5) 2 Bedroom Units and (3) 1 Bedroom Units. Long time Owner with Long time tenants. Rents below market. All tenants are currently Month to Month. Many of the units are recently updated. All Units are above ground. RENT AND INCOME PROJECTED. Listing Agent can provide current rent roll.

  Anthony Petruso Anthony Petruso

  7224 W Belmont Ave, Chicago, IL 60634
• 

  

  /18

  $1,100,000

  • Land
  • 0 Sq Ft

  3039-3057 W 51st St, Chicago, IL 60632

  Exceptional development opportunity featuring a 3/4+ of an acre vacant lot at 3039-3057 W. 51st Street in Chicago! This vacant lot offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as C1-1 (subject to zoning and City approvals). Ideally located on

  Miguel Sanchez Ruiz Realty, Inc.

  3039-3057 W 51st St, Chicago, IL 60632
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  /67

  $1,350,000

  Pending

  3501 N Damen Ave, Chicago, IL 60618

  A distinctive 1890s corner property offering historic character, versatile residential layouts, and an attractive multi-unit investment opportunity. Originally built as a neighborhood tavern, the building has since been converted to five apartments, along with a sixth non-conforming unit. The residences vary in layout and finish, showcasing hardwood flooring, tall ceilings, oversized windows,

  Leigh Marcus @properties Christie's International Real Estate

  3501 N Damen Ave, Chicago, IL 60618
• 

  

  /22

  $1,200,000

  • 5 Beds
  • 3 Baths

  326 W Concord Place, Chicago, IL 60614

  Rare Old Town Triangle Opportunity! Situated on one of the most coveted, tree-lined streets in Chicago's historic Old Town Triangle, 326 W Concord Place offers an incredible opportunity to reimagine a contributing 19th-century Old Town Triangle property while preserving an authentic piece of the neighborhood's architectural history. Endless possibilities await for end-users, developers, investors

  Megan Tirpak @properties Christie's International Real Estate

  326 W Concord Place, Chicago, IL 60614
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  /54

  $1,395,000

  $200K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  57 E Delaware Place Unit 3804, Chicago, IL 60611

  Experience luxury living at The Bristol, ideally located in the heart of Chicago's prestigious Gold Coast. This expansive residence offers over 3,000 square feet of beautifully designed living space with breathtaking panoramic views of Lake Michigan, the city skyline, and spectacular sunrise and sunset exposures from every angle. Originally designed as a 3 bedroom residence, the current layout

  Chezi Rafaeli Coldwell Banker Realty

  57 E Delaware Place Unit 3804, Chicago, IL 60611
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  /37

  $1,199,000

  $96K PRICE DROP

  • 6 Beds
  • 3 Baths

  4621 N Lawndale Ave, Chicago, IL 60625

  Welcome to 4621 N Lawndale Ave, Chicago IL 60625. This 4,590 square foot rare "JUMBO" Three Flat facing Jensen Park on a tree lined Residential Street, providing a scenic view for all three units. The property offers three large two-bedroom, one-bath rental units. Each unit has an independent forced air central heating system. All three heating systems are prepared to have central air

  Marvin Bornschlegl Worth Clark Realty

  4621 N Lawndale Ave, Chicago, IL 60625
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  /7

  $1,349,000

  $126K PRICE DROP Pending

  6820 S Perry Ave, Chicago, IL 60621

  The unique opportunity to acquire a meticulously maintained 19-unit walk-up building. This exceptional property with Cap rate of 10.7 features spacious all two-bedroom units adorned with beautiful hardwood floors. The property has undergone several notable improvements, including newer windows, all copper plumbing, a high-efficiency boiler, updated electric systems, a new fence, and recent

  Calin Paunescu Taty Management LLC

  6820 S Perry Ave, Chicago, IL 60621
• 

  

  /50

  $1,495,000

  Pending

  • 4 Beds
  • 3.5 Baths

  1915 W Wolfram St, Chicago, IL 60657

  Your summer plans just found their new address! This beautiful extra-wide sits on a quiet, one-way street in the heart of Roscoe Village, just 3 blocks from Hamlin Park. The showstopper? Incredible outdoor living on two levels. The fully fenced, turfed backyard is perfect for playtime, pets, or laid-back afternoons, while the expansive garage roof deck is ready for dinner parties, game days, and

  Bruce Glazer @properties Christie's International Real Estate

  1915 W Wolfram St, Chicago, IL 60657
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  /32

  $1,099,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  1648 W Division St Unit 110, Chicago, IL 60622

  A private courtyard entrance, coveted corner location, and extra-wide floor plan set this exceptional 2,430-square-foot duplex apart at The Alcove. Offering the space and privacy of a single-family home, this sophisticated residence is quietly tucked away-yet just steps from Division Street and the heart of Wicker Park. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create

  Tom McCarey @properties Christie's International Real Estate

  1648 W Division St Unit 110, Chicago, IL 60622
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  /31

  $1,200,000

  • 8 Beds
  • 10 Baths
  • 11,108 Sq Ft

  3736 S Michigan Ave, Chicago, IL 60653

  A mansion in Bronzeville, built in the 19th century for a leading grain dealer and later used as a Black-owned hospital, is on the market for the first time in three decades, who has carefully restored many of its ornate historical finishes.Take a look back into the 19th century with this architectural masterpiece. Located in Chicago's historic Bronzeville neighborhood, this original home, built

  Michael Giliano Compass

  3736 S Michigan Ave, Chicago, IL 60653
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  /26

  $1,095,000

  Pending

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

  1101 W Armitage Ave Unit 205, Chicago, IL 60614

  MULTIPLE OFFERS RECEIVED. All offers due Sunday 7/12 at 5PM. Exquisite 3 bedroom/2.1 bathroom duplex up in prime Lincoln Park Location! Step into this bright corner unit featuring high ceilings and sizable windows flooding the space with natural light. The kitchen was renovated in 2025 with new cabinetry, quartz counters, stainless steel appliances, a large island with white oak & custom bar

  Heather Seidelman @properties Christie's International Real Estate

  1101 W Armitage Ave Unit 205, Chicago, IL 60614
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  /35

  $1,350,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,035 Sq Ft

  2656 W Logan Blvd, Chicago, IL 60647

  Rare opportunity to own one of Logan Boulevard's most iconic homes. Situated on an amazing, oversized 49' x 166' corner lot on prestigious Logan Boulevard, this stately vintage residence is a true neighborhood landmark in the heart of Logan Square. The extra-wide interior is filled with natural light and offers generous living spaces ready for their next chapter. The grandeur extends beyond the

  Barbara O'Connor Baird & Warner

  2656 W Logan Blvd, Chicago, IL 60647
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  /48

  $1,249,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1000 W Washington Blvd Unit 406, Chicago, IL 60607

  Rarely available single-level 3-bedroom, 2-bath loft in the iconic 1000 W Washington Lofts offering approximately 2,400 square feet of authentic West Loop character paired with a complete 2018 designer renovation. Includes deeded heated garage parking with one of the building's limited EV charging stations and additional storage. This expansive south-facing residence showcases soaring 13-foot

  Dan Spitz eXp Realty

  1000 W Washington Blvd Unit 406, Chicago, IL 60607
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  /3

  $1,450,000

  New Construction

  • 4 Beds
  • 3.5 Baths

  914 W Fletcher St Unit 1, Chicago, IL 60657

  A beautifully executed brand-new construction 4-bedroom duplex down by PLD Homes, this residence delivers a refined blend of design, sophistication, and everyday livability in the heart of Lakeview. From the moment you enter, the attention to detail is unmistakable. The main level is anchored by white oak hardwood floors, soaring 10' ceilings, and 8-inch doors, all enhanced by abundant

  Hayley Westhoff Compass

  914 W Fletcher St Unit 1, Chicago, IL 60657
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  /37

  $1,000,000

  New Construction Pending

  • 2 Beds
  • 2 Baths

  234 W Polk St Unit 3412, Chicago, IL 60607

  The Reed Condominiums at Southbank, by Lendlease - "Living Where City Meets River". Perfectly placed along the South Branch of the Chicago river, within the historic Printer's Row neighborhood, and just south of the Loop, lies Southbank. Chicago's newest neighborhood brings together the best of modern architecture with over 2 acres of riverfront park, featuring a Riverwalk, amphitheater, and a

  Victoria Singleton Coldwell Banker Realty

  234 W Polk St Unit 3412, Chicago, IL 60607
• 

  

  /39

  $1,099,000

  Pending

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

  1339 W Ancona St, Chicago, IL 60642

  Exceptional newer-construction fee-simple single-family home on a quiet one-way street in the heart of West Town. This 4-bedroom, 3.5-bath single family home combines modern design with thoughtful luxury throughout. The sun-filled main level features floor-to-ceiling windows, hardwood floors, recessed lighting, a striking glass staircase, and an open-concept layout perfect for everyday living and

  KC Kaage Compass

  1339 W Ancona St, Chicago, IL 60642
• 

  

  /37

  $1,150,000

  Pending

  • 12 Beds
  • 8 Baths

  7733 N Marshfield Ave, Chicago, IL 60626

  Exceptional turn-key legal 4-unit investment opportunity offering 12 bedrooms and 8 full bathrooms. Each unit features a spacious 3-bedroom, 2-bath floor plan, and the building was extensively rebuilt/rehabbed in 2011 with city permits. All four units feature in-unit laundry, nice living and dining areas, and thoughtfully designed layouts. The three above-grade units offer gas fireplaces, private

  Sharon Luo RE/MAX Suburban

  7733 N Marshfield Ave, Chicago, IL 60626
• 

  

  /30

  $1,249,000

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

  1000 W Washington Blvd Unit 517, Chicago, IL 60607

  Another master craft, complete 2026 renovation by Twenty9, Inc., in the Heart of the West Loop at 1000 West. Residence 517 is a two story penthouse with a restored terra cotta ceiling, exposed brick, enormous metal girders and 28' private, recessed exposed brick terrace. Interior contemporary luxury features include 7" wide plank oak floors, 22' ceilings, 3 fully enclosed bedrooms and 3 full

  Nicholas Colagiovanni Baird & Warner

  1000 W Washington Blvd Unit 517, Chicago, IL 60607
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  /47

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  2948 W Belden Ave, Chicago, IL 60647

  Set on a beautiful tree-lined residential street in Logan Square, this newer-construction, Energy Star-rated home combines thoughtful design, smart technology, and exceptional indoor-outdoor living on an extra-deep lot. The entire first floor was renovated in 2021 with new flooring, fresh paint, updated lighting throughout, grasscloth wallpaper, and an oversized rear window that brings even more

  Tommy Choi Keller Williams ONEChicago

  2948 W Belden Ave, Chicago, IL 60647
• 

  

  /15

  $1,049,914

  • 12 Beds
  • 6 Baths

  3432 W Cortland St, Chicago, IL 60647

  Recently updated and fully rented 4-flat in a prime Logan Square location, offering a compelling blend of current rental income, owner-occupant flexibility, and future upside. The property has been improved with updates to plumbing, electrical, windows, and more-plus new windows with a transferable warranty. The building includes two 3-bedroom/1-bath units and two 2-bedroom/1-bath units,

  Eric Olsauskas iHome Real Estate

  3432 W Cortland St, Chicago, IL 60647
• 

  

  /19

  $1,375,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths

  2341 W Saint Paul Ave Unit 1West, Chicago, IL 60647

  New Construction, duplex down designed by Studio Group, delivering in September 2026. Offering 4 bedrooms, 3.5 bathrooms, two incredible private outdoor spaces at a premiere Bucktown location, this one of kind home blends bold design, elite craftsmanship at an unbeatable location. The main floor is anchored by a showpiece kitchen with Wolf and Sub-Zero appliances, bespoke Amish cabinetry, a 10'

  Michael Yeagle @properties Christie's International Real Estate

  2341 W Saint Paul Ave Unit 1West, Chicago, IL 60647
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  /33

  $1,200,000

  619 E Groveland Park, Chicago, IL 60616

  Pleased to present 619 E. Groveland Park, a 7-unit multifamily investment located within the gated, landmarked Groveland Park community in Chicago's Bronzeville neighborhood. Offered at a list price of $1,200,000, the property provides an opportunity to acquire an apartment asset in one of Chicago's most architecturally significant and supply-constrained submarkets, with a light value-add plan

  Tony Hardy Keller Williams ONEChicago

  619 E Groveland Park, Chicago, IL 60616
• 

  

  /45

  $1,249,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft

  2648 N Southport Ave Unit 2, Chicago, IL 60614

  This renovated four-story end-unit townhome in Lincoln Park's highly sought after Embassy Club offers an incredible amount of space! You get 4 levels of living, with a roof deck, and fully enclosed front landscaped patio. The first level includes a flexible room that would be perfect for a home office, in-law bedroom, or den with custom built-in shelving, a powder room, plenty of closets, storage

  Alex French @properties Christie's International Real Estate

  2648 N Southport Ave Unit 2, Chicago, IL 60614
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  /47

  $1,299,900

  Pending

  • 4 Beds
  • 2.5 Baths

  2717 N Racine Ave Unit 1, Chicago, IL 60614

  Incredible 4-bedroom duplex-down in the heart of prime Lincoln Park offering an exceptional blend of luxury, functionality, and incredible indoor-outdoor living. This all-brick, 100% owner-occupied building delivers sophisticated design throughout with sleek finishes, soaring coffered ceilings, and beautiful hardwood floors across the main level. Enter into the sun-filled living room featuring a

  Keith Brand Berkshire Hathaway HomeServices Chicago

  2717 N Racine Ave Unit 1, Chicago, IL 60614
• 

  

  /22

  $1,250,000

  Pending

  • 7,050 Sq Ft

  3851 N Laramie Ave, Chicago, IL 60641

  Offered for the first time in nearly four decades, 3851-53 N Laramie / 5155 W Byron is a pride of ownership 7 unit corner masonry building in Portage Park. The building features seven (7) two bedroom, one bath apartments, including one duplex and one garden unit, with updated finishes, stainless steel appliances in select units, radiator heat, and coin operated common laundry. Major building

  Harrison Cohen Triton Realty Group LLC

  3851 N Laramie Ave, Chicago, IL 60641
• 

  

  /55

  $1,485,000

  • 5 Beds
  • 4.5 Baths
  • 3,647 Sq Ft

  4558 S Ellis Ave, Chicago, IL 60653

  Beautiful single family greystone with almost 5,000 sq. feet over 4 levels of living space! 5 bedrooms/4.5 baths of complete gut rehab with generous room sizes on all levels--from bedrooms to bathrooms to walk-in showers and walk-in closets. Beautifully designed for large families or extended families, as this home has two master suites with their own bathroom/closet suites. Impressive front

  Mike Santore Keller Williams Thrive

  4558 S Ellis Ave, Chicago, IL 60653
• 

  

  /14

  $1,300,000

  New Construction

  • 9 Beds
  • 6 Baths

  437 E 42nd Place, Chicago, IL 60653

  Luxury New Construction 3-Flat in the heart Bronzeville - Estimated Delivery 60-90days.Premier Investment Opportunity Experience the pinnacle of modern urban living with this meticulously designed new construction three-unit residence. Designed for discerning buyers, investors, and 1031 exchange opportunities, this turnkey property combines architectural sophistication with high-end

  Kenya Hunter KBM Realty

  437 E 42nd Place, Chicago, IL 60653
• 

  

  /28

  $1,300,000

  New Construction

  • 5 Beds
  • 4.5 Baths

  513 W 28th Place, Chicago, IL 60616

  These are the homes people say they can't find. There are only two of them. You know what they mean. Not enough square footage to host without shuffling furniture. Not enough privacy unless everyone is floors apart. Not enough separate spaces, so the kitchen becomes the dining room becomes the office becomes the game room, and nothing ever really changes. Here, every part of life has somewhere to

  John Grafft Compass

  513 W 28th Place, Chicago, IL 60616
• 

  

  /57

  $1,165,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft

  Unlisted Address

  Amazing one-of-a-kind remodeled contemporary residence with SUNSET VIEWS, TWO BALCONIES, high style designer kitchen featuring Wolf commercial grade appliances,SubZero refrigerator/freezer, Fisher Paykel dual dishwasher drawers, two wine chillers and custom made cabinetry up to the 10ft ceiling, waterfall quartz island, living room features contemporary marble gas fireplace ribbon, the best

  Tricia Fox @properties Christie's International Real Estate

  Unlisted Address

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