Investment - Homes for Sale in Chicago, IL

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  /18

  $319,900

  • 8 Beds
  • 3 Baths

  8543 S Burley Ave, Chicago, IL 60617

  Fantastic 3-Unit Property on a Double Lot - Recently Renovated + Investment Ready! Don't miss this exceptional opportunity to own a fully rehabbed 3-unit building sitting on a spacious double lot, perfect for an investor or owner occupant. Renovated in 2023, this property features modern upgrades throughout, including new granite countertops, new water heaters, and a new furnace, offering

  AnaKaren Serrano Duarte Realty Company

  8543 S Burley Ave, Chicago, IL 60617
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  /37

  $399,900

  • 6 Beds
  • 2 Baths

  5716 S May St, Chicago, IL 60621

  Welcome to 5716 S May Street, a beautifully renovated, greystone 2-flat, perfect for an investor or owner-occupant. This property offers peace of mind with new mechanicals, appliances, roof, modern finishes, and thoughtful layouts throughout. Offering over 1,300 Sq. feet of living space per unit, both units feature spacious 3-bedroom, 1-bath floor plans with LVP flooring and a contemporary

  Chris Sweitzer Compass

  5716 S May St, Chicago, IL 60621
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  /9

  $549,900

  • 6,636 Sq Ft

  352 S Hamlin Blvd, Chicago, IL 60624

  Historic Graystone 6-Unit in Garfield Park - Investment Opportunity Welcome to 351 S Hamlin Blvd., a stately three-story Graystone nestled in the heart of Garfield Park. This legal 6-unit building offers timeless charm with original woodwork and solid bones, making it a rare find for investors seeking both character and cash flow. Unit Breakdown: Apt 1F - 1BR | $650/mo | M2M tenancy since

  Ryan Casper eXp Realty

  352 S Hamlin Blvd, Chicago, IL 60624
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  /16

  $570,000

  • 5 Beds
  • 4 Baths

  3120 N Saint Louis Ave, Chicago, IL 60618

  This solid building features a total of 6 spacious bedrooms and 4 full bathrooms, offering plenty of space and flexibility for owners, tenants, or extended family. Finished attic perfect for additional living space, office, or guest suite 2-Car Brick Garage for secure parking and storage Great curb appeal on a quiet, tree-lined street Whether you're looking to live in one unit and rent the

  Monica Deanda PROSALES REALTY

  3120 N Saint Louis Ave, Chicago, IL 60618
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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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  /47

  $179,000

  • 6 Beds
  • 2 Baths

  4252 W Gladys Ave, Chicago, IL 60624

  Investment Opportunity in West Garfield Park! Classic Graystone two-flat on a 25' x 125' lot in a neighborhood undergoing steady revitalization, offering convenient access to downtown Chicago, public transportation, parks, and schools. Zoned RT-4, this property features a full basement with rear and side egress previously used as a third unit, providing excellent potential for investors,

  Mark Minorczyk Keller Williams ONEChicago

  4252 W Gladys Ave, Chicago, IL 60624
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  /2

  $300,000

  • 2 Beds
  • 2 Baths

  1500 W Monroe St Unit 523, Chicago, IL 60607

  Don't miss an opportunity to purchase a potential huge investment in the West Loop! This 2-bedroom, 2-bathroom condo is located in the tier that is currently receiving structural repairs, which means it can't be occupied until all work is completed, with an expected completion date as early as the 2nd quarter of 2026. Along with the structural repairs, the unit will also be receiving new flooring

  Peter Diaz @properties Christie's International Real Estate

  1500 W Monroe St Unit 523, Chicago, IL 60607
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  /4

  $425,000

  8157 S Chappel Ave, Chicago, IL 60617

  INVESTOR SPECIAL!!!!!EXCELLENT INVESTMENT OPPORTUNITY TO PURCHASE CORNER LOT YELLOW BRICK 8 UNIT APARTMENT BUILDING IN SOUGHT AFTER SOUTH SHORE AREA. THERE ARE 8 LARGE APARTMENTS, CURRENTLY 8, 1 BEDROOM APARTMENTS, OWNER HAS PLANS AND PERMITS FOR SIX, TWO BEDROOM APARTMENTS AND TWO-1 BEDROOM UNITS. 2 UNITS WERE TOTALLY GUTTED AND DUE TO FIRE DAMAGE. SINCE THE FIRE, BRAND NEW REAR PORCH, BRAND NEW

  Kevin Glover HomeSmart Realty Group

  8157 S Chappel Ave, Chicago, IL 60617
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  /10

  $355,000

  • 7 Beds
  • 3 Baths

  7100 S Prairie Ave, Chicago, IL 60619

  Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

  Perdure Carter Realty of America, LLC

  7100 S Prairie Ave, Chicago, IL 60619
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  /2

  $659,000

  • Land
  • 0 Acre

  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

  Daniel Hyman Millennium Properties RE, Inc.

  2613-2633 N Cicero Ave, Chicago, IL 60641
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  /10

  $269,500 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  10939 S Normal Ave, Chicago, IL 60628

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  10939 S Normal Ave, Chicago, IL 60628
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  /9

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  8658 S University Ave, Chicago, IL 60619

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  8658 S University Ave, Chicago, IL 60619
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  /35

  $449,900

  • 5 Beds
  • 3 Baths

  5527 W Potomac Ave, Chicago, IL 60651

  Don't miss this ideal investment opportunity-a professionally managed legal 2-flat with a garden-level in-law unit in Chicago's growing Austin neighborhood. This classic brick building combines vintage charm with modern updates, making it a great fit for investors or owner-occupants alike. The property includes a 2-bed, 1-bath main-floor unit and a 3-bed, 1-bath upper unit with an enclosed porch

  Kathy Szuba REMAX Legends

  5527 W Potomac Ave, Chicago, IL 60651
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  /19

  $370,000

  • 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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  /13

  $250,000

  • 2 Beds
  • 1 Bath

  6711 N Lakewood Ave Unit 2N, Chicago, IL 60626

  A very decent tenant has a lease through 05/30, 2026, at 2,000/month, offering reliable and stable cash flow. Whether you're looking for an excellent investment opportunity or a future primary residence, this unit offers both comfort and unbeatable convenience in a high-demand area. Beautifully updated second-floor condo in a bright corner building, ideally located just steps from the Sheridan

  Tony Liu YOUMU VENTURES LLC

  6711 N Lakewood Ave Unit 2N, Chicago, IL 60626
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  /5

  $134,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  6030 N Sheridan Rd Unit 404, Chicago, IL 60660

  Prime Edgewater location! This spacious, light-filled condo offers an exceptional opportunity for both comfortable living and solid investment potential. The open floor plan is perfect for modern living, featuring a large kitchen with island ideal for entertaining. The expansive living area is framed by wall to wall windows. The building offers outstanding amenities, including a 24-hour doorstaff

  Mera Kordic RE/MAX Premier

  6030 N Sheridan Rd Unit 404, Chicago, IL 60660
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  /2

  $24,900

  • Land
  • 0 Acre

  451 W Huron St Unit P98, 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 P98, Chicago, IL 60654
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  /67

  $1,054,500

  • 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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  /41

  $1,850,000

  • 8,000 Sq Ft

  14 S Leavitt St, Chicago, IL 60612

  Rare opportunity to find a newer construction apartment building at this price point with upside opportunity. This impressive 7-unit property, originally built as condos in 2004, offers an attractive real estate investment in a prime location. This solid brick and block construction building features elevator service to all floors. The building consists of six spacious 2-bedroom, 2-bathroom units

  Kevin Hinton Keller Williams ONEChicago

  14 S Leavitt St, Chicago, IL 60612
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  /2

  $29,000

  • Land
  • 0.13 Acre
  • $223,077 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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  /32

  $899,000

  • 3 Beds
  • 2 Baths

  2228 W Cermak Rd, Chicago, IL 60608

  Recently Gut Rehabbed 3-unit Investment Property. Each unit is 3 bed/2bath with modern kitchens and bathrooms, in-unit laundry, and a two-car garage out back. The top and bottom units are rented and bring in $3,950 in rental income. Perfect for owner-occupant or investor.

  Lawrence Dunning Fulton Grace Realty

  2228 W Cermak Rd, Chicago, IL 60608
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  /16

  $350,000

  • 9 Beds
  • 3 Baths

  26 E 113th St, Chicago, IL 60628

  Amazing investment opportunity on Chicago's South Side! This beautifully maintained property features two buildings - a 2-flat front building and a single-family coach house in the rear. Rehabbed in 2017, both buildings have been well kept and offer modern updates throughout. Unit 1 is rented for $1,650, Unit 2 for $1,500, and the coach house for $1,050, providing strong, consistent rental

  Tierra Donegan eXp Realty

  26 E 113th St, Chicago, IL 60628
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  /11

  $360,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living

  April Troope TADD Realty

  Unlisted Address
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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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  /9

  $1,200,000

  • 5 Beds
  • 7 Baths

  1422 N Maplewood Ave, Chicago, IL 60622

  Prime East Humboldt Park 3-unit building with 1 non-conforming 3BD/2BA garden unit. Built in the late-1990s with modern systems and well-maintained for 22+ years of ownership. Unit mix includes one 2BD/2BA layout and two 3BD/2BA layouts plus a non-conforming garden unit. The penthouse unit offers oversized bedrooms, vaulted ceilings with skylights, and a private rear balcony with exclusive entry.

  Adam Max Compass

  1422 N Maplewood Ave, Chicago, IL 60622
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  /20

  $725,000

  • 6 Beds
  • 5 Baths

  5027 S Indiana Ave, Chicago, IL 60615

  OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit proposed new construction is expected to be completed by mid March, 2026 and will feature 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters,

  Marika Kakhiani Pedestal Realty LLC

  5027 S Indiana Ave, Chicago, IL 60615
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  /25

  $180,000

  • 1 Bed
  • 1 Bath
  • 786 Sq Ft

  655 W Irving Park Rd Unit 1808, Chicago, IL 60613

  Investor-friendly opportunity at Park Place Tower! This 18th-floor 1BD/1BA unit offers stunning city and lake views and comes with a tenant in place through April 30, 2026-providing immediate rental income with the flexibility to continue as an investment property or move in after the lease ends. The spacious and sun-filled living/dining area is perfect for entertaining, complemented by an open

  Heather Hillebrand Baird & Warner

  655 W Irving Park Rd Unit 1808, Chicago, IL 60613
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  /4

  $225,000

  • Land
  • 0 Acre

  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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  /2

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  175 E Delaware Place Unit 4503, Chicago, IL 60611

  TWO-BEDROOM FACING NORTH WITH NO DIAGONALS AND TWO OPERABLE WINDOWS ON THE 45TH FLOOR, WHICH GIVES YOU BREATHTAKING VIEWS OF THE CITY VIEWS AND LAKE MICHIGAN WHILE YOU'RE SITTING IN YOUR FAVORITE CHAIR. LARGE ROOMS, THE EXPANSIVE PRIMARY SUITE HAS ENORMOUS CLOSETS AND BRAND-NEW STAINLESS-STEEL APPLIANCES. EXCELLENT INVESTMENT OPPORTUNITY SINCE IT'S BEING LEASED THROUGH 07/31/26! THIS FLOOR PLAN

  Pat Cohen Baird & Warner

  175 E Delaware Place Unit 4503, Chicago, IL 60611
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  /17

  $189,000

  • 5 Beds
  • 2 Baths

  6124 S Sangamon St, Chicago, IL 60621

  Affordable 2-Unit in Rapidly Appreciating Englewood! Discover an amazing investment opportunity in Chicago's up-and-coming Englewood neighborhood! This affordable 2-unit property comes with a great price point, low property taxes, and the benefit of rising area rents perfect for a homeowner or investor. Live in one unit and let your tenant supplement most or all of your mortgage, making this an

  Enrique Trejo Re/Max In The Village

  6124 S Sangamon St, Chicago, IL 60621
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  /10

  $599,000

  • Land
  • 0.48 Acre
  • $1,247,917 per Acre

  4317 S State St, Chicago, IL 60609

  Seize a rare opportunity to develop on Chicago's historic State Street with five contiguous lots, totaling an expansive 20,930 sq. ft. in the heart of Bronzeville. Boasting C1-2 zoning and 130 feet of prime frontage, this site is surrounded by hundreds of new residential developments, with even more on the way, making it a high-demand investment. State Street has long been a cornerstone of

  Michael Applegate Straight-A Realty, LLC

  4317 S State St, Chicago, IL 60609
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  /13

  $179,000

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626

  Lovely one bed one bath unit that's ready to move in! Brazilian cherry hardwood floor through out of the entire unit with a deeded parking space that is invaluable in the area. Freshly painted with new appliances. Take your dog for a morning stroll at Warren Park across of the street or enjoy the large deck out back for your summer morning coffee. Whether you're looking to live here or make an

  Hadeil Abdelfattah Village Realty, Inc.

  1937 W Pratt Blvd Unit 2N, Chicago, IL 60626
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  /2

  $80,000

  • 8 Beds
  • 4 Baths

  8326 S Brandon Ave, Chicago, IL 60617

  INVESTORS SPECIAL! The perfect location to add value to your client's investment portfolio. Just in time for your last project of the year before winter hits. 4 2/1 units that can each bring in more than $1,200 per month. Ideal for renter's using public transportation, and has a parking port in the back for the possibility of offering off-street parking.

  Whitney Simmons Keller Williams Preferred Rlty

  8326 S Brandon Ave, Chicago, IL 60617
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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
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  /8

  $50,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  2212 E 70th St Unit 2D, Chicago, IL 60649

  Priced to sell!!! Great 2-bedroom, 1-bath condo just blocks from the South Shore beach, golf course, and cultural center! Perfect for owner occupants or investment property. Unit may be purchased individually or as a package with Unit 3A (MLS#12501163)

  Darrien Williams Mark Allen Realty ERA Powered

  2212 E 70th St Unit 2D, Chicago, IL 60649
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  /22

  $87,900

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  8545 S Manistee Ave, Chicago, IL 60617

  Welcome to this 3-bedroom, 1-bath bungalow offering great potential for investors or owner-occupants looking to add their personal touch. The property includes a full unfinished basement and attic space with room for storage or future expansion, plus a fenced backyard. Conveniently located near parks, schools, public transportation, and major expressways. Bring your vision and make this house

  Anthony Disano Parkvue Realty Corporation

  8545 S Manistee Ave, Chicago, IL 60617
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  /11

  $212,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  9720 S Emerald Ave, Chicago, IL 60628

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  9720 S Emerald Ave, Chicago, IL 60628
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  /17

  $124,900

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  5205 W Drummond Place Unit 1, Chicago, IL 60639

  This 600-square-foot condo offers 1 bedroom and 1 bathroom, featuring hardwood floors and a kitchen with granite countertops. The property includes desirable amenities such as an on-site fitness center, and coin-operated laundry facilities. With no rental cap, this unit presents a great investment opportunity for investors!

  Julianna Gil Gil & Gil Group Corp.

  5205 W Drummond Place Unit 1, Chicago, IL 60639
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  /30

  $100,000

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  8613 S Ingleside Ave, Chicago, IL 60619

  *** BE AWARE OF SCAM, THIS PROPERTY IS ABSOLUTELLY NOT FOR RENT *** Brick row-style townhouse offering 3 bedrooms, 1.1 bathrooms, and a finished basement across three functional levels of living space. Featuring hardwood flooring throughout and a traditional layout that supports modern updates, this home provides a strong foundation for renovation and customization. Ideal for those with vision,

  Fernando Godoy eXp Realty

  8613 S Ingleside Ave, Chicago, IL 60619
• 

  

  /11

  $305,000 Pre-Foreclosure

  • 8 Beds
  • 3 Baths

  18 W 109th St, Chicago, IL 60628

  This upgraded Greystone 3flat, on an oversized corner lot, offers a perfect blend of modern convenience and classic charm. Top units feature spacious, open-concept living and dining areas, complemented by large eat-in kitchens-ideal for entertaining. Garden Unit has a combined space. Each unit is equipped with HVAC, central A/C, and separate utilities for efficiency. * 1st Floor Unit: 3 bedrooms,

  Perdure Carter Realty of America, LLC

  18 W 109th St, Chicago, IL 60628

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