Investment - Homes for Sale in Chicago, IL

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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
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  /55

  $936,000

  • 6 Beds
  • 4 Baths

  948 N California Ave, Chicago, IL 60622

  Great investment opportunity a true legal fully leased 3 story apartment building rents below market. Great for rental income or live in owner by booming West Town area on 'California Corridor' features 3 impressive units for a total of 6 bedrooms & 4 bathrooms with a first floor duplex down & 3 remote controlls for the gated parking with 3 spots. unit features include hardwood floors, in unit

  Kelly Wong Coldwell Banker Realty

  948 N California Ave, Chicago, IL 60622
• 

  

  

  /11

  $126,000

  • 2 Beds
  • 1 Bath
  • 842 Sq Ft

  742 E 105th St, Chicago, IL 60628

  Cash-Flowing Investment Opportunity in the Pullman Area! Townhouse-style home offering strong investment potential and immediate rental income. This brick property features a functional layout with a spacious Living Room, Dining Room, Kitchen, 2 Bedrooms, 1 Full Bath, plus an additional basement room currently being used as a bedroom. The property is tenant-occupied on a month-to-month lease at

  Jermaine McGee Premier Midwest Realty, INC

  742 E 105th St, Chicago, IL 60628
• 

  

  /2

  $23,000

  • Land
  • 0 Sq Ft

  4904 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  4904 S Princeton Ave, Chicago, IL 60609
• 

  

  

  /24

  $369,900

  • 3 Beds
  • 2 Baths

  920 N Kedvale Ave, Chicago, IL 60651

  Welcome home to 920 N Kedvale, an all brick two-flat in West Humboldt Park that exudes Chicago charm with all the modern infrastructure you expect to ensure investment longevity. Located on an oversized 30'x129' lot, this is the perfect buy and hold or owner-occupant play in a rapidly growing neighborhood. All the heavy lifting has been done in this building - a new central heat/AC (Unit 1), new

  Zach Kennedy Compass

  920 N Kedvale Ave, Chicago, IL 60651
• 

  

  /21

  $1,100,000

  • 6,225 Sq Ft

  2435 S California Blvd, Chicago, IL 60608

  Large brick 6-unit overlooking California Boulevard. In place 7% CAP rate with rental upside. Plus potential to add 2 more garden units with existing city approved plans conveyed in price. Great corner building with 3 full floor units, plus a coach house with 3 additional units. The property was gut renovated in 2017 and still has a great value add opportunity through bringing rents to market.

  Michael Scanlon eXp Realty

  2435 S California Blvd, Chicago, IL 60608
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  /38

  $750,000

  • 3 Beds
  • 3 Baths

  3707 S Halsted St, Chicago, IL 60609

  Attention Investors. This prime investment opportunity in the desirable Bridgeport neighborhood is calling. Located right in the heart of a revitalized Halsted street corridor; featuring the newly remodeled Ramova theater and an emerging Bridgeport art scene. New restaurants, art studios, businesses and nightlife are redefining the area. Forget about deferred maintenance! This impeccable 3-unit

  William Piegari Baird & Warner

  3707 S Halsted St, Chicago, IL 60609
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  /27

  $475,000

  • 5 Beds
  • 3 Baths

  2320 S Albany Ave, Chicago, IL 60623

  This stunning two-unit multifamily property boasts spacious and beautiful interiors. It features a new roof, siding, and several interior updates. With a total of 5 bedrooms and 3 full bathrooms, each unit comes with its own laundry space. It's the ideal investment opportunity!

  Andres Olaez Keller Williams ONEChicago

  2320 S Albany Ave, Chicago, IL 60623
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  /37

  $325,000

  • 8 Beds
  • 3 Baths

  6230 S Langley Ave, Chicago, IL 60637

  Nestled in the vibrant Woodlawn neighborhood, this classic greystone 2-unit property with the possibility of an ADU offers a perfect blend of historic charm and modern investment appeal. With Woodlawn experiencing impressive property appreciation in recent years-driven by new development initiatives and steady demand-this smartly positioned building promises solid long-term value. Just steps from

  Asya Muhammad Coldwell Banker Realty

  6230 S Langley Ave, Chicago, IL 60637
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  /13

  $549,000

  • 15 Beds
  • 4 Baths

  1311 S Harding Ave, Chicago, IL 60623

  Turnkey investment opportunity in the heart of North Lawndale! This recently remodeled 4-unit brick building sits on a well-kept block and offers strong income potential for both seasoned investors and owner-occupants alike. Each unit features its own separate furnace and hot water tank, providing efficiency, convenience, and reduced operating expenses. The property has been thoughtfully updated,

  Alexander Summers Triton Realty Group LLC

  1311 S Harding Ave, Chicago, IL 60623
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  /45

  $650,000

  • 4,943 Sq Ft

  6058 S Massasoit Ave, Chicago, IL 60638

  6058 S Massasoit Ave is a solid, all-brick 6-unit apartment building located in the highly desirable Midway Clearing/Garfield Ridge area neighborhood. This property offers a reliable investment opportunity with a strong rent roll, generating $5,975 in monthly income and a total of $71,700 annually. The building consists of 3 one bedroom apartments - and 3 two-bedroom apartments. On-site

  Sergio Hernandez Keller Williams Premiere Properties

  6058 S Massasoit Ave, Chicago, IL 60638
• 

  

  /21

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  600 N Kingsbury St Unit 906, Chicago, IL 60654

  An exceptional investment opportunity in the heart of River North, a spacious 2-bedroom, 2-bath home can deliver immediate rental income and the kind of consistent demand investors love with a lease that extends through June 30, 2027. The unit showcases sweeping skyline views through floor-to-ceiling windows and opens onto a generous balcony-an inviting place to pause, breathe, and take in the

  Erin Booker Engel & Voelkers Chicago North Shore

  600 N Kingsbury St Unit 906, Chicago, IL 60654
• 

  

  /27

  $1,100,000

  • 10 Beds
  • 3 Baths

  1657 N Artesian Ave, Chicago, IL 60647

  Welcome to 1657 N Artesian in Chicago this is a classic two-flat featuring a solid brick coach house at the rear of the property, offering a rare and versatile investment opportunity. Situated on a single PIN, the property is ideal for developers or investors looking to convert the buildings into condominiums or undertake a unique redevelopment project. Schedule your appointment today!!

  Monica Morales Extreme Realty LLC

  1657 N Artesian Ave, Chicago, IL 60647
• 

  

  /11

  $290,000

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

  2837 E 127th St, Chicago, IL 60633

  Get ready to check every box on your wishlist! This stunning 4-bedroom, 2-bath home truly has it all. From the moment you step inside, you'll notice the thoughtful upgrades, including custom modern flooring, beautifully updated kitchen cabinets, and major system updates like a newer roof, furnace, and AC-giving you peace of mind for years to come. Step outside to your own private retreat. The

  Tiffany Martinez North Clybourn Group, Inc.

  2837 E 127th St, Chicago, IL 60633
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  /22

  $250,000

  • 5 Beds
  • 2 Baths

  7728 S Maryland Ave, Chicago, IL 60619

  Great investment opportunity in the desirable Greater Grand Crossing neighborhood! This two-unit building was newly renovated in 2023 and offers excellent potential for both investors and owner-occupants alike. The first-floor unit features 2 bedrooms, while the second-floor unit offers a spacious 3-bedroom layout, providing flexibility and strong rental potential. Whether you're an investor

  Amaiya Smith Keller Williams ONEChicago

  7728 S Maryland Ave, Chicago, IL 60619
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  /24

  $439,900

  • 12 Beds
  • 5 Baths

  8239 S Colfax Ave, Chicago, IL 60617

  Fantastic investment opportunity in the heart of South Chicago! This solid brick 4-unit building offers 12 total bedrooms and 5 bathrooms, providing excellent potential for strong rental income. Each spacious unit includes a stove and refrigerator, and all utilities are separately metered for gas and electric, offering added convenience for management. A full finished basement provides additional

  Jose Martinez RE/MAX Mi Casa

  8239 S Colfax Ave, Chicago, IL 60617
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  /23

  $1,200,000

  • 9 Beds
  • 3 Baths

  936 N Fairfield Ave, Chicago, IL 60622

  Prime Turnkey Investment Opportunity! Classic Graystone 3-Flat Steps from Wicker Park & Ukrainian Village & Humboldt Park Rare graystone 3-unit offering 1,100+ sq. ft. per apartment, each with 3 true bedrooms-highly desirable in one of Chicago's strongest rental corridors. Long-term tenants are on month-to-month leases, giving buyers the flexibility to update units, raise rents to current market

  Alexandra Garcia Real People Realty

  936 N Fairfield Ave, Chicago, IL 60622
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  /11

  $399,990

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  511 W 45th St, Chicago, IL 60609

  Positioned in a highly strategic pocket of the city, 511 W 45th St presents a compelling opportunity for investors and builders looking to capitalize on both location and scale. This property sits on a generously sized lot, offering the kind of flexibility that is increasingly rare-ideal for redevelopment, expansion, or a thoughtfully designed new construction project. What truly sets this site

  Melania Reyes RE/MAX Mi Casa

  511 W 45th St, Chicago, IL 60609
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  /2

  $18,000

  • Land
  • 0 Sq Ft

  10 E Ontario St Unit PS515, Chicago, IL 60611

  Convenient, secure parking self-park space in a prime, central River North location! This spot is located on the fifth floor, and is one of the first spots in the private self-park portion of the 10 E Ontario garage. Terrific investment -- one does not need to own a condo here in order to purchase and rent out a spot. This CAN be rented to someone outside of the building. Parking garage is

  Brady Miller Cadence Realty

  10 E Ontario St Unit PS515, Chicago, IL 60611
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  /2

  $659,000

  • Land
  • 0 Sq Ft

  2613-2633 N Cicero Ave, Chicago, IL 60641

  On a busy Cicero Aveneue between Diversy and Fullerton, this 9,375 square foot parcel is available for sale. The land could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited from steady growth

  Daniel Hyman Millennium Properties RE, Inc.

  2613-2633 N Cicero Ave, Chicago, IL 60641
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  /13

  $50,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6700 S Crandon Ave Unit 12C, Chicago, IL 60649

  Excellent investment opportunity in the heart of South Shore! This 12th-floor condo features 3 bedrooms and 3 bathrooms with expansive views of the lake. Prime location close to shopping, dining, parks, and transportation. Property requires a full rehab perfect for investors or buyers looking to customize and add value. Bring your vision and transform this space into something special! Sold

  Harry Ventimiglia Keller Williams Preferred Rlty

  6700 S Crandon Ave Unit 12C, Chicago, IL 60649
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  /4

  $120,000

  • Land
  • 0 Sq Ft

  6411 S Drexel Ave, Chicago, IL 60637

  Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a

  Karen Fedyk Baird & Warner

  6411 S Drexel Ave, Chicago, IL 60637
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  /37

  $875,000

  • 8 Beds
  • 3 Baths

  3251 W Evergreen Ave, Chicago, IL 60651

  Gorgeous, sun-filled Humboldt Park Greystone 2-Flat with a fully finished garden unit, located at 3251 W Evergreen Ave. This turnkey property seamlessly blends classic Chicago character with modern finishes and strong income potential. Each main unit features 3 spacious bedrooms and 1 full bath, with expansive open-concept living and dining areas, high ceilings, and beautifully finished hardwood

  Luis Chao HomeSmart Connect LLC

  3251 W Evergreen Ave, Chicago, IL 60651
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  /28

  $325,000

  • 8 Beds
  • 3 Baths

  6240 S Evans Ave, Chicago, IL 60637

  An excellent opportunity for both investors and owner-occupants at this 2-unit property offering immediate usability with value-add potential. The building features spacious units with functional layouts, providing a strong foundation for those looking to make modest cosmetic updates to enhance value, increase rents, or personalize their living space. For owner-occupants, this is a prime

  Asya Muhammad Coldwell Banker Realty

  6240 S Evans Ave, Chicago, IL 60637
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  /2

  $24,900

  • Land
  • 0 Sq Ft

  451 W Huron St Unit P125, Chicago, IL 60654

  INDOOR HEATED GARAGE IN ONE OF THE RIVER NORTH'S MOST DESIRABLE AREAS. Perfect opportunity for anyone who lives or works in the River North area - you DO NOT need to reside in the building to own this parking spot. Secure 24-hour doorman monitoring for ultimate convenience and peace of mind. Walking distance to Downtown and just minutes from the I-90 and Ohio ramp. Easy access to nightlife,

  Iwona Jankowska HomeSmart Connect LLC

  451 W Huron St Unit P125, Chicago, IL 60654
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  /67

  $1,015,000

  • 12 Beds
  • 8 Baths

  5331 S Calumet Ave, Chicago, IL 60615

  Fantastic four-unit, 2007 construction, owner-occupant investment opportunity in appreciating east Washington Park! Unit 4 has been rehabbed to feature modern improvements to be comparable to other new construction (in the area. All four units are 3-bed / 2-bath and three units have in-unit laundry hook-ups. All units have hardwood and tile throughout, modern appliances, gas-forced-heat / central

  Gene Hart 33 Realty

  5331 S Calumet Ave, Chicago, IL 60615
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  /31

  $1,075,000

  • 8 Beds
  • 3 Baths

  2516 W Lyndale St, Chicago, IL 60647

  Exceptional investment opportunity in the heart of Logan Square! Situated on charming tree-lined Lyndale Street, this legal three-unit building offers the perfect blend of classic Chicago character and modern functionality in one of the city's most sought-after and rapidly growing neighborhoods. Just a short walk to Logan Boulevard, the Blue Line, parks, and a vibrant mix of restaurants, cafes,

  George Selas Baird & Warner

  2516 W Lyndale St, Chicago, IL 60647
• 

  /2

  $33,000

  • Land
  • 5,662 Sq Ft
  • $253,846 per Acre

  4765 S Shields Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  4765 S Shields Ave, Chicago, IL 60609
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  /12

  $400,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 2 Baths

  7754 S Burnham Ave, Chicago, IL 60649

  READY FOR THE PERFECT INVESTMENT OPPORTUNITY? LIVE IN ONE UNIT AND RENT THE OTHER TO PAY THE MORTGAGE! TRUE TURNKEY BUILDING WITH NO WORK LEFT BUT TO MOVE-IN! ALL NEW FLOORING, NEW DOORS, MOLDING, BASE AND HARDWARE. ALL NEW LIGHTING FIXTURES AND OUTLETS. BRAND NEW CENTRAL AC/HEAT WITH SEPARATE SYSTEMS FOR EACH UNIT. EACH UNIT HAS THEIR OWN LAUNDRY ROOM. AND THE EXTERIOR IS FULL TUCKPOINTED WITH A

  John Gutman Gutman Real Estate

  7754 S Burnham Ave, Chicago, IL 60649
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  /44

  $350,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths

  1812 S Hamlin Ave, Chicago, IL 60623

  Great opportunity to own a well-maintained 2-unit with bonus room in basement (in-law arrangement).Each unit consist of 2 beds, 1 bath, dinning room, stainless steel appliances and updated kitchen. The home features important infrastructure upgrades including updated electrical, new ductwork, and copper plumbing, providing added peace of mind for the next owner. The interior offers a comfortable

  Diana Balleza Luna Realty Group

  1812 S Hamlin Ave, Chicago, IL 60623
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  /11

  $230,000

  • 6 Beds
  • 2 Baths

  11437 S Calumet Ave, Chicago, IL 60628

  Turnkey Investment Opportunity - Cash Flow from Day One! Investor Alert! This solid, tenant-occupied 2-story home is already cash flowing and ready to be added to your portfolio. Featuring new windows, brand-new siding and capping, and low property taxes, this is a low-maintenance asset with strong upside potential. The property offers a spacious layout with a large living room, oversized

  Damaris Santiago Manage Chicago, Inc.

  11437 S Calumet Ave, Chicago, IL 60628
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  /2

  $28,000

  • Land
  • 0 Sq Ft

  111 E Chestnut St Unit 6A2, Chicago, IL 60611

  Perfect chance to own your own garage spot by the magnificent mile where parking is a premium! You don't have to live in the building to own, use or rent out. Recently painted and new LED lighting installed. Great investment! Currently rented at $300 a month.

  Beverly Fishman Berkshire Hathaway HomeServices Chicago

  111 E Chestnut St Unit 6A2, Chicago, IL 60611
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  /21

  $726,000 New Construction

  • 6 Beds
  • 5 Baths

  5027 S Indiana Ave, Chicago, IL 60615

  QUALIFIES FOR 20,000 GRANT FROM THE COUNTY FOR OWNER-OCCUPIED BUYER. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit new construction was completed in February, 2026 and features 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and

  Marika Kakhiani Pedestal Realty LLC

  5027 S Indiana Ave, Chicago, IL 60615
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  /4

  $225,000

  • Land
  • 0 Sq Ft

  5731-41 S State St, Chicago, IL 60621

  Discover the potential of two adjacent city lots (totaling approx. 8,050 sq ft) located on State Street in the Washington Park community. This property offers a rare chance to build ground-up new construction or develop multi-family housing in a neighborhood seeing steady revitalization. Lot Size: 8,050 sq ft (combined) Location: Easy access to I-94, public transit, shopping, and schools

  Sanina Ellison Re-CHRG Inc

  5731-41 S State St, Chicago, IL 60621
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  /7

  $135,000

  • 6 Beds
  • 2 Baths

  6342 S Parnell Ave, Chicago, IL 60621

  This is the Best Property Investment Opportunity here! Investors/Rehabber or Owner Occupied, this 2 flat building features one 3 bdrms & 1 bath and 2 bdrms & 1 bath unit. Instant Cash Flow! Tenants already in place. At this price point it wont last long! Make your appointments today!*Please don't disturb the tenants.*

  Rochelle Millsapp Visions Manifested Realty LLC

  6342 S Parnell Ave, Chicago, IL 60621
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  /18

  $145,000

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  9553 S Greenwood Ave, Chicago, IL 60628

  Situated in a well-established community, this property offers an opportunity for investors to own in one of Chicago's most respected and stable South Side neighborhoods. Known for its strong homeownership, well-kept blocks, and longstanding community presence, Pullman/Chatham continues to attract buyers seeking consistency and long-term value. The property benefits from close proximity to the

  Deja Blair Blue Door Dave Inc

  9553 S Greenwood Ave, Chicago, IL 60628
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  /10

  $703,000

  • 4 Beds
  • 3.5 Baths
  • 6,000 Sq Ft

  6817 S Champlain Ave, Chicago, IL 60637

  Experience the perfect blend of historic Chicago architecture and modern, eco-conscious design in this fully renovated 4-bedroom, 3.5-bathroom Greystone, just minutes from the University of Chicago, Hyde Park, and the future Obama Presidential Center. This home offers the rare opportunity to secure your dream property before completion and customize select finishes. The open-concept main level

  Ismail Madina Northpoint Realty & Asset Mgmt

  6817 S Champlain Ave, Chicago, IL 60637
• 

  

  /3

  $180,000

  • 5 Beds
  • 2 Baths

  10136 S Union Ave, Chicago, IL 60628

  Great investment property! Property is located close to the expressway and transportation. Offers five bedrooms total. Three bedrooms in Unit #1 and two bedrooms in Unit #2. Property sits on a double lot. Great opportunity to own a two unit building on a solid block. Come check out and add this to your porfolio of properties today! Property is being sold AS-IS. Fully occupied and tenants are on a

  Elijah Reese Serene Realty, Inc.

  10136 S Union Ave, Chicago, IL 60628
• 

  

  /31

  $635,000 Open Sun 12PM - 3PM

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

  4451 S Ellis Ave, Chicago, IL 60653

  Welcome to this architecturally significant Greystone Row House in historic North Kenwood. The inviting front porch leads to a mosaic tiled foyer where gorgeous period details highlight the double parlor featuring 11 ft ceilings, stunning original pier mirror and fireplace with beautiful oak mantle. The front staircase showcases the skill of 19th century artisans with exquisite attention to

  Elizabeth McManus Baird & Warner

  4451 S Ellis Ave, Chicago, IL 60653
• 

  

  /55

  $1,480,000

  • 9 Beds
  • 4 Baths

  1414 W Summerdale Ave, Chicago, IL 60640

  Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances,

  Michael Ng Mango Realty Group

  1414 W Summerdale Ave, Chicago, IL 60640

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