2,097 properties for sale in Cheltenham, Chicago city Cook County Illinois

S Kingston Ave
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S Kingston Ave
Cheltenham, Chicago city Cook County Illinois
· 2,390 sq.ft · 3 Baths · House
Cheltenham, Chicago city Cook County Illinois · 2,390 sq.ft · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Saginaw Ave
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 2,196 sq.ft · 3 Baths · House
Cheltenham, Chicago city Cook County Illinois · 2,196 sq.ft · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Saginaw Ave
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 936 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 936 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Marquette Ave
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S Marquette Ave
Cheltenham, Chicago city Cook County Illinois
· 1,109 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,109 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Kingston Ave
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S Kingston Ave
Cheltenham, Chicago city Cook County Illinois
· 1,335 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,335 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Muskegon Ave
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S Muskegon Ave
Cheltenham, Chicago city Cook County Illinois
· 1,163 sq.ft · 3 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 1,163 sq.ft · 3 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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E 81st St
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E 81st St
Cheltenham, Chicago city Cook County Illinois
· 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Essex Ave
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Townhouse · for sale
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S Essex Ave
Cheltenham, Chicago city Cook County Illinois
· 1,399 sq.ft · 3 Bedrooms · 1 Bath · Townhouse
Cheltenham, Chicago city Cook County Illinois · 1,399 sq.ft · 3 Bedrooms · 1 Bath · Townhouse
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Phillips Ave
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S Phillips Ave
Cheltenham, Chicago city Cook County Illinois
· 4,542 sq.ft · 4 Baths · House
Cheltenham, Chicago city Cook County Illinois · 4,542 sq.ft · 4 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Saginaw Ave
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House · for sale
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 1,152 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,152 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Kingston Ave
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House · for sale
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S Kingston Ave
Cheltenham, Chicago city Cook County Illinois
· 1,302 sq.ft · 3 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 1,302 sq.ft · 3 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Saginaw Ave
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House · for sale
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 1,593 sq.ft · 6 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 1,593 sq.ft · 6 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
E 80th St
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House · for sale
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E 80th St
Cheltenham, Chicago city Cook County Illinois
· House
Cheltenham, Chicago city Cook County Illinois · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
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S Saginaw Ave
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House · for sale
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 753 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 753 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Marquette Ave
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House · for sale
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S Marquette Ave
Cheltenham, Chicago city Cook County Illinois
· 2,583 sq.ft · 6 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 2,583 sq.ft · 6 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
S Marquette Ave
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House · for sale
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S Marquette Ave
Cheltenham, Chicago city Cook County Illinois
· 1,938 sq.ft · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 1,938 sq.ft · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Manistee Ave
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S Manistee Ave
Cheltenham, Chicago city Cook County Illinois
· 1,119 sq.ft · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,119 sq.ft · 1 Bath · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
Request Details
S Colfax Ave
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S Colfax Ave
Cheltenham, Chicago city Cook County Illinois
· 2,476 sq.ft · 8 Bedrooms · 4 Baths · House
Cheltenham, Chicago city Cook County Illinois · 2,476 sq.ft · 8 Bedrooms · 4 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Saginaw Ave
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House · for sale
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S Saginaw Ave
Cheltenham, Chicago city Cook County Illinois
· 958 sq.ft · 2 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 958 sq.ft · 2 Bedrooms · 2 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
7948 S Colfax Avenue
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House · for sale
USD 379,000
USD 188/sq.ft
7948 S Colfax Avenue
Cheltenham, Chicago city Cook County Illinois
· 2,013 sq.ft · 6 Bedrooms · 3 Baths · House
· Equipped kitchen · Cellar
Cheltenham, Chicago city Cook County Illinois · 2,013 sq.ft · 6 Bedrooms · 3 Baths · House · Equipped kitchen · Cellar
What is it about this area? Lake Michigan is minutes away, and so is everything built around it. Rainbow Beach, the South Shore Cultural Center, 2 golf courses, and the lakefront harbors. The Obama Presidential Center just opened in Jackson Park in 2026, and reinvestment is visible up and down these blocks. Also roughly 35 minutes to the Loop by train, 20-30 by car. First thing the notice is the extra-wide lot you are sitting on. Walking into 6 bedrooms, 3 full baths. This 1915 brick bungalow was taken down to the studs and rebuilt in 2026, not a lipstick flip. The main level gives you 3 bedrooms, large spanning windows in the living room, you'll get tht factor upon entering, a separate dining room, and a brand-new kitchen with white shaker cabinets, quartz counters, stainless appliances, and a walk-in pantry. The new second level adds 2 more bedrooms off a stairway that makes a real first impression. Downstairs, the finished basement handles everything else: rec room, 6th bedroom, ano
What is it about this area? Lake Michigan is minutes away, and so is everything built around it. Rainbow Beach, the South Shore Cultural Center, 2 golf courses, and the lakefront harbors. The Obama Presidential Center just opened in Jackson Park in 2026, and reinvestment is visible up and down these blocks. Also roughly 35 minutes to the Loop by train, 20-30 by car. First thing the notice is the extra-wide lot you are sitting on. Walking into 6 bedrooms, 3 full baths. This 1915 brick bungalow was taken down to the studs and rebuilt in 2026, not a lipstick flip. The main level gives you 3 bedrooms, large spanning windows in the living room, you'll get tht factor upon entering, a separate dining room, and a brand-new kitchen with white shaker cabinets, quartz counters, stainless appliances, and a walk-in pantry. The new second level adds 2 more bedrooms off a stairway that makes a real first impression. Downstairs, the finished basement handles everything else: rec room, 6th bedroom, ano
USD 379,000
8035 S Essex Avenue
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House · for sale
USD 899,000
USD 113/sq.ft
8035 S Essex Avenue
Cheltenham, Chicago city Cook County Illinois
· 7,944 sq.ft · 12 Bedrooms · House
· Parking · Cellar
Cheltenham, Chicago city Cook County Illinois · 7,944 sq.ft · 12 Bedrooms · House · Parking · Cellar
Yellow Brick Octagon 6 Unit. Ideal building to turn into an 8 unit or duplex the 1st floor units into the unfinished basement with high ceiling height for some massive units. All units come with separate utilities, large living rooms & dining rooms. Four car brick garage. Close proximity to a city park, an 8. 10 min drive to Route 41 Jean-Baptiste Pointe DuSable Lake Shore Drive, an 10. 15 min drive to I-90/94 Kennedy. Dan Ryan Expressway / I-57. Bishop Ford Expressway, Public Bus / Transit near by
Yellow Brick Octagon 6 Unit. Ideal building to turn into an 8 unit or duplex the 1st floor units into the unfinished basement with high ceiling height for some massive units. All units come with separate utilities, large living rooms & dining rooms. Four car brick garage. Close proximity to a city park, an 8. 10 min drive to Route 41 Jean-Baptiste Pointe DuSable Lake Shore Drive, an 10. 15 min drive to I-90/94 Kennedy. Dan Ryan Expressway / I-57. Bishop Ford Expressway, Public Bus / Transit near by
USD 899,000
8039 S Marquette Avenue
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House · for sale
USD 375,000
8039 S Marquette Avenue
Cheltenham, Chicago city Cook County Illinois
· 7 Bedrooms · 3 Baths · House
Cheltenham, Chicago city Cook County Illinois · 7 Bedrooms · 3 Baths · House
Great investment opportunity at 8039 S Marquette! This solid 3-unit building offers strong income potential with each unit featuring its own separate heating system-an attractive benefit for both owners and tenants. The property includes three spacious units with functional layouts and ample natural light. While some updating is needed, this presents the perfect opportunity to add value and increase rental income over time. Ideal for investors looking to renovate and maximize returns or owner-occupants seeking to build equity. Conveniently located near transportation, schools, and local amenities, this property has great long-term rental appeal. Bring your vision and unlock the full potential of this promising multi-unit property! As is
Great investment opportunity at 8039 S Marquette! This solid 3-unit building offers strong income potential with each unit featuring its own separate heating system-an attractive benefit for both owners and tenants. The property includes three spacious units with functional layouts and ample natural light. While some updating is needed, this presents the perfect opportunity to add value and increase rental income over time. Ideal for investors looking to renovate and maximize returns or owner-occupants seeking to build equity. Conveniently located near transportation, schools, and local amenities, this property has great long-term rental appeal. Bring your vision and unlock the full potential of this promising multi-unit property! As is
USD 375,000
8225 s manistee avenue
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House · for sale
USD 239,900
8225 s manistee avenue
Cheltenham, Chicago city Cook County Illinois
· 3 Bedrooms · 2 Baths · House
· Garden · Office room · Equipped kitchen · Parking · Air conditioning · Cellar
Cheltenham, Chicago city Cook County Illinois · 3 Bedrooms · 2 Baths · House · Garden · Office room · Equipped kitchen · Parking · Air conditioning · Cellar
Beautiful Brick Bungalow in a Great Neighborhood! Welcome to this classic brick bungalow featuring central air and a newer furnace for year-round comfort. Enjoy spacious living and dining rooms with gleaming hardwood floors, perfect for gatherings and entertaining. The updated kitchen includes stainless steel appliances, plus a washer and dryer for your convenience. This home offers a total of three bedrooms. Two full bedrooms and a half bath on the main level, along with a private one-bedroom suite upstairs that provides additional space for relaxation or guests. The full finished basement offers plenty of closet space and a large recreation area ideal for family activities, a home office, or extra storage. Step outside to a huge backyard complete with a two-car garage and party door. Perfect for summer barbecues or entertaining. With plenty of charm and room to grow, this home is ready for your finishing touches. Make this your dream home today!
Beautiful Brick Bungalow in a Great Neighborhood! Welcome to this classic brick bungalow featuring central air and a newer furnace for year-round comfort. Enjoy spacious living and dining rooms with gleaming hardwood floors, perfect for gatherings and entertaining. The updated kitchen includes stainless steel appliances, plus a washer and dryer for your convenience. This home offers a total of three bedrooms. Two full bedrooms and a half bath on the main level, along with a private one-bedroom suite upstairs that provides additional space for relaxation or guests. The full finished basement offers plenty of closet space and a large recreation area ideal for family activities, a home office, or extra storage. Step outside to a huge backyard complete with a two-car garage and party door. Perfect for summer barbecues or entertaining. With plenty of charm and room to grow, this home is ready for your finishing touches. Make this your dream home today!
USD 239,900
8012 S Essex Avenue # 3S
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Condo · for sale
USD 80,000
USD 39/sq.ft
8012 S Essex Avenue # 3S
Cheltenham, Chicago city Cook County Illinois
· 2,034 sq.ft · 3 Bedrooms · 2 Baths · Condo
Cheltenham, Chicago city Cook County Illinois · 2,034 sq.ft · 3 Bedrooms · 2 Baths · Condo
Calling all investors! This spacious, well-maintained third-floor unit features 3 bedrooms, 2 full baths, plus a versatile bonus room offering additional flexibility. With a bright, open layout and move-in-ready condition, this property is ready for its next owner to take advantage of its rental-income potential without the need for major upfront improvements. Access to nearby transportation adds convenience for future tenants. At an attractive price point, this is an excellent opportunity to add an income-producing property to your investment portfolio. Schedule your showing today!
Calling all investors! This spacious, well-maintained third-floor unit features 3 bedrooms, 2 full baths, plus a versatile bonus room offering additional flexibility. With a bright, open layout and move-in-ready condition, this property is ready for its next owner to take advantage of its rental-income potential without the need for major upfront improvements. Access to nearby transportation adds convenience for future tenants. At an attractive price point, this is an excellent opportunity to add an income-producing property to your investment portfolio. Schedule your showing today!
USD 80,000
7927 S Colfax Avenue
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House · for sale
USD 100,000
USD 26/sq.ft
7927 S Colfax Avenue
Cheltenham, Chicago city Cook County Illinois
· 3,714 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Parking
Cheltenham, Chicago city Cook County Illinois · 3,714 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Parking
Featuring a larger lot than the standard city lot, a spacious yard, and a fully fenced property with a garage. Located on a lovely block with similar homes, this is a great opportunity. Sold as-is, Buyer to verify all room sizes. Do not disturb the tenants
Featuring a larger lot than the standard city lot, a spacious yard, and a fully fenced property with a garage. Located on a lovely block with similar homes, this is a great opportunity. Sold as-is, Buyer to verify all room sizes. Do not disturb the tenants
USD 100,000
8211 S Saginaw Avenue
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House · for sale
USD 131,000
USD 91/sq.ft
8211 S Saginaw Avenue
Cheltenham, Chicago city Cook County Illinois
· 1,432 sq.ft · 4 Bedrooms · 2 Baths · House
Cheltenham, Chicago city Cook County Illinois · 1,432 sq.ft · 4 Bedrooms · 2 Baths · House
Opportunity knocks with this spacious Chicago bungalow offering solid updates and serious upside. Previously renovated after its 2021 sale, the home is now ready for a buyer who wants to complete minor repairs, add finishing touches, and unlock its full potential. Short sale and price has been approved
Opportunity knocks with this spacious Chicago bungalow offering solid updates and serious upside. Previously renovated after its 2021 sale, the home is now ready for a buyer who wants to complete minor repairs, add finishing touches, and unlock its full potential. Short sale and price has been approved
USD 131,000
E 90th St
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House · for sale
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E 90th St
Cheltenham, Chicago city Cook County Illinois
· 840 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 840 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Dante Ave
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House · for sale
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S Dante Ave
Cheltenham, Chicago city Cook County Illinois
· 1,313 sq.ft · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,313 sq.ft · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Crandon Ave
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House · for sale
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S Crandon Ave
Cheltenham, Chicago city Cook County Illinois
· 1,152 sq.ft · 3 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,152 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
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S Dorchester Ave
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House · for sale
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S Dorchester Ave
Cheltenham, Chicago city Cook County Illinois
· 1,012 sq.ft · 2 Bedrooms · 1 Bath · House
Cheltenham, Chicago city Cook County Illinois · 1,012 sq.ft · 2 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details

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Chatham Fields
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