987 houses for sale in South Loop, Chicago city Cook County Illinois

S Federal St Unit C
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Townhouse · for sale
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S Federal St Unit C
South Loop, Chicago city Cook County Illinois
· Townhouse
South Loop, Chicago city Cook County Illinois · 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 Federal St
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Townhouse · for sale
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S Federal St
South Loop, Chicago city Cook County Illinois
· 1,238 sq.ft · 1 Bedroom · 1 Bath · Townhouse
South Loop, Chicago city Cook County Illinois · 1,238 sq.ft · 1 Bedroom · 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
Request Details
S Plymouth Ct
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Townhouse · for sale
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S Plymouth Ct
South Loop, Chicago city Cook County Illinois
· 1,894 sq.ft · 2 Baths · Townhouse
South Loop, Chicago city Cook County Illinois · 1,894 sq.ft · 2 Baths · Townhouse
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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E 14th Pl Apt 2w
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House · for sale
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E 14th Pl Apt 2w
South Loop, Chicago city Cook County Illinois
· 1,776 sq.ft · 3 Bedrooms · 2 Baths · House
South Loop, Chicago city Cook County Illinois · 1,776 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
Request Details
1440 S State Street
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Townhouse · for sale
USD 549,999
USD 425/sq.ft
1440 S State Street
South Loop, Chicago city Cook County Illinois
· 1,292 sq.ft · 2 Bedrooms · 2 Baths · Townhouse
· Garden · Office room · Deck · Equipped kitchen
South Loop, Chicago city Cook County Illinois · 1,292 sq.ft · 2 Bedrooms · 2 Baths · Townhouse · Garden · Office room · Deck · Equipped kitchen
Unbeatable location in one of the South Loop's most sought-after Dearborn Park. This 2 bed/2 bath townhome also offers a separate office that easily converts to a third bedroom. Both baths have been updated with modern vanities, and the kitchen features contemporary cabinetry, quartz countertops, and a breakfast bar. Step out to your expansive deck. Perfect for summer BBQs and entertaining above the city. In-unit stackable washer/dryer opens right off your own private gated yard. Tucked on a quiet block just steps from dog-friendly Cottontail Park, with grocery stores, restaurants, and coffee shops minutes away. Walk to the Loop, Museum Campus, and Roosevelt redline. Priced to move. Schedule your showing today!
Unbeatable location in one of the South Loop's most sought-after Dearborn Park. This 2 bed/2 bath townhome also offers a separate office that easily converts to a third bedroom. Both baths have been updated with modern vanities, and the kitchen features contemporary cabinetry, quartz countertops, and a breakfast bar. Step out to your expansive deck. Perfect for summer BBQs and entertaining above the city. In-unit stackable washer/dryer opens right off your own private gated yard. Tucked on a quiet block just steps from dog-friendly Cottontail Park, with grocery stores, restaurants, and coffee shops minutes away. Walk to the Loop, Museum Campus, and Roosevelt redline. Priced to move. Schedule your showing today!
USD 549,999
320 E 17th Street
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Townhouse · for sale
USD 599,000
USD 300/sq.ft
320 E 17th Street
South Loop, Chicago city Cook County Illinois
· 1,991 sq.ft · 2 Bedrooms · 2 Baths · Townhouse
· Office room · Parking
South Loop, Chicago city Cook County Illinois · 1,991 sq.ft · 2 Bedrooms · 2 Baths · Townhouse · Office room · Parking
Welcome to 320 E. 17th Street, an impeccably maintained 2 bedroom, 2.5 bathroom townhome nestled in the heart of Chicago's historic Prairie District. Combining generous living space, multiple private outdoor areas, and an attached heated garage, this exceptional home offers the perfect blend of comfort, convenience, and city living. Designed for both everyday living and entertaining, the thoughtfully designed floor plan offers four levels of bright, open living space filled with natural light. Pride of ownership is evident throughout, with every detail meticulously cared for and maintained. The entry level features a versatile flex space that is ideal as a family room, home office, or additional workspace, along with a powder room, extra storage, and direct access to the attached heated garage. The garage offers ample room for bikes, recreational equipment, and overflow storage, complete with a thoughtfully organized storage closet. The main living level is designed for seamless entert
Welcome to 320 E. 17th Street, an impeccably maintained 2 bedroom, 2.5 bathroom townhome nestled in the heart of Chicago's historic Prairie District. Combining generous living space, multiple private outdoor areas, and an attached heated garage, this exceptional home offers the perfect blend of comfort, convenience, and city living. Designed for both everyday living and entertaining, the thoughtfully designed floor plan offers four levels of bright, open living space filled with natural light. Pride of ownership is evident throughout, with every detail meticulously cared for and maintained. The entry level features a versatile flex space that is ideal as a family room, home office, or additional workspace, along with a powder room, extra storage, and direct access to the attached heated garage. The garage offers ample room for bikes, recreational equipment, and overflow storage, complete with a thoughtfully organized storage closet. The main living level is designed for seamless entert
USD 599,000
1437 S Plymouth Court # H
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Townhouse · for sale
USD 775,000
USD 431/sq.ft
1437 S Plymouth Court # H
South Loop, Chicago city Cook County Illinois
· 1,798 sq.ft · 3 Bedrooms · 2 Baths · Townhouse
· Patio · Fireplace · Equipped kitchen
South Loop, Chicago city Cook County Illinois · 1,798 sq.ft · 3 Bedrooms · 2 Baths · Townhouse · Patio · Fireplace · Equipped kitchen
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse nestled in the highly sought-after gated community of Dearborn Park II in Chicago's vibrant South Loop. Renovated in 2022, this stunning three-level home blends modern design with exceptional comfort and abundant natural light. Step inside to a welcoming foyer that leads to a spacious first-floor bedroom with access to a private brick-paved patio and fenced yard-perfect for relaxing, entertaining, or gardening. The home features rich hardwood floors, soaring ceilings with skylights, an open-concept layout, and a cozy fireplace that creates a warm and inviting living space. The beautifully appointed kitchen is designed for both everyday living and entertaining, showcasing quartz countertops, modern finishes, and direct access to a generous private deck-ideal for outdoor dining or enjoying your morning coffee. A contemporary front-loading stainless steel washer and dryer add everyday convenience. Upstairs, the spacious pri
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse nestled in the highly sought-after gated community of Dearborn Park II in Chicago's vibrant South Loop. Renovated in 2022, this stunning three-level home blends modern design with exceptional comfort and abundant natural light. Step inside to a welcoming foyer that leads to a spacious first-floor bedroom with access to a private brick-paved patio and fenced yard-perfect for relaxing, entertaining, or gardening. The home features rich hardwood floors, soaring ceilings with skylights, an open-concept layout, and a cozy fireplace that creates a warm and inviting living space. The beautifully appointed kitchen is designed for both everyday living and entertaining, showcasing quartz countertops, modern finishes, and direct access to a generous private deck-ideal for outdoor dining or enjoying your morning coffee. A contemporary front-loading stainless steel washer and dryer add everyday convenience. Upstairs, the spacious pri
USD 775,000
1433 S Prairie Avenue # H
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Townhouse · for sale
USD 1,149,000
USD 302/sq.ft
1433 S Prairie Avenue # H
South Loop, Chicago city Cook County Illinois
· 3,800 sq.ft · 4 Bedrooms · 3 Baths · Townhouse
· Office room · Terrace · Balcony · Fireplace · Equipped kitchen · Parking
South Loop, Chicago city Cook County Illinois · 3,800 sq.ft · 4 Bedrooms · 3 Baths · Townhouse · Office room · Terrace · Balcony · Fireplace · Equipped kitchen · Parking
Experience luxury living in the heart of South Loop / Museum Park! This exceptional 4-bedroom, 3.1-bathroom 3,800 square feet townhome with a dedicated office, private terrace, and attached heated 2-car garage offers the perfect combination of sophisticated design, generous living space, and an unbeatable location. Spanning three spacious levels, the home features soaring ceilings, hardwood floors, custom built-ins, crown molding, recessed lighting, bay windows, and two fireplaces. A welcoming foyer opens to an expansive living and dining area, ideal for both everyday living and entertaining. The gourmet eat-in kitchen is appointed with premium stainless steel appliances, granite countertops, a breakfast bar, abundant cabinetry, and ample workspace. The luxurious primary suite boasts hardwood flooring, a fireplace, Juliet balcony, walk-in closet, and a spa-inspired bath with a whirlpool tub and separate shower. The second level also includes a convenient laundry room and a private offi
Experience luxury living in the heart of South Loop / Museum Park! This exceptional 4-bedroom, 3.1-bathroom 3,800 square feet townhome with a dedicated office, private terrace, and attached heated 2-car garage offers the perfect combination of sophisticated design, generous living space, and an unbeatable location. Spanning three spacious levels, the home features soaring ceilings, hardwood floors, custom built-ins, crown molding, recessed lighting, bay windows, and two fireplaces. A welcoming foyer opens to an expansive living and dining area, ideal for both everyday living and entertaining. The gourmet eat-in kitchen is appointed with premium stainless steel appliances, granite countertops, a breakfast bar, abundant cabinetry, and ample workspace. The luxurious primary suite boasts hardwood flooring, a fireplace, Juliet balcony, walk-in closet, and a spa-inspired bath with a whirlpool tub and separate shower. The second level also includes a convenient laundry room and a private offi
USD 1,149,000
1445 S Indiana Avenue
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Townhouse · for sale
USD 724,500
1445 S Indiana Avenue
South Loop, Chicago city Cook County Illinois
· 2 Bedrooms · 2 Baths · Townhouse
· Patio · Office room · Fireplace · Equipped kitchen · Parking
South Loop, Chicago city Cook County Illinois · 2 Bedrooms · 2 Baths · Townhouse · Patio · Office room · Fireplace · Equipped kitchen · Parking
Rare opportunity in the gated Park Row community at Central Station! This spacious multi-level townhome offers the privacy and feel of a single-family home in the heart of the South Loop, complete with an attached 1.5-car garage, private front patio, flexible living space, and rooftop outdoor space. The entry level features a versatile flex room ideal for a home office, family room, workout space, or guest area, along with a convenient half bath and direct garage access. Upstairs, the bright open-concept living and dining area features hardwood floors, a fireplace, and abundant natural light. The spacious kitchen offers white cabinetry, granite countertops, stainless steel appliances, a large island, and plenty of storage. The primary suite features vaulted ceilings and a private bath with dual vanity, soaking tub, and separate shower, with conveniently located in-unit laundry. The upper level offers a second bedroom with wall-to-wall closets and an en-suite bath, along with access to
Rare opportunity in the gated Park Row community at Central Station! This spacious multi-level townhome offers the privacy and feel of a single-family home in the heart of the South Loop, complete with an attached 1.5-car garage, private front patio, flexible living space, and rooftop outdoor space. The entry level features a versatile flex room ideal for a home office, family room, workout space, or guest area, along with a convenient half bath and direct garage access. Upstairs, the bright open-concept living and dining area features hardwood floors, a fireplace, and abundant natural light. The spacious kitchen offers white cabinetry, granite countertops, stainless steel appliances, a large island, and plenty of storage. The primary suite features vaulted ceilings and a private bath with dual vanity, soaking tub, and separate shower, with conveniently located in-unit laundry. The upper level offers a second bedroom with wall-to-wall closets and an en-suite bath, along with access to
USD 724,500
54 W 15th Street
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House · for sale
USD 1,150,000
54 W 15th Street
South Loop, Chicago city Cook County Illinois
· 3 Bedrooms · 3 Baths · House
· Parking · Deck · Fireplace · Equipped kitchen
South Loop, Chicago city Cook County Illinois · 3 Bedrooms · 3 Baths · House · Parking · Deck · Fireplace · Equipped kitchen
Unique opportunity to own a true single family home in the South Loop in the established residential enclave of Dearborn Park II steps from Cotton Tail Park! This wide 3BR, 3BA brick single family residence features a large first floor family room, outdoor deck, open 2nd floor living/dining room, fireplace, eat-in kitchen with attached deck for grilling, spacious BRs and laundry on the 3rd floor. Primary bath features separate shower and soaking tub. Hardwood floors, lots of storage. Entire home completely repainted prior to listing and the hardwood floors were refinished. Ready to move in! Attached 1 car garage with parking pad for additional parking. Ultra convenient location and quiet tree-lined residential cul-de-sac. This type of space in the South Loop doesn't come around often!
Unique opportunity to own a true single family home in the South Loop in the established residential enclave of Dearborn Park II steps from Cotton Tail Park! This wide 3BR, 3BA brick single family residence features a large first floor family room, outdoor deck, open 2nd floor living/dining room, fireplace, eat-in kitchen with attached deck for grilling, spacious BRs and laundry on the 3rd floor. Primary bath features separate shower and soaking tub. Hardwood floors, lots of storage. Entire home completely repainted prior to listing and the hardwood floors were refinished. Ready to move in! Attached 1 car garage with parking pad for additional parking. Ultra convenient location and quiet tree-lined residential cul-de-sac. This type of space in the South Loop doesn't come around often!
USD 1,150,000
S Prairie Ave
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House · for sale
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S Prairie Ave
South Loop, Chicago city Cook County Illinois
· 2,390 sq.ft · 2 Baths · House
South Loop, Chicago city Cook County Illinois · 2,390 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 Princeton Ave
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Townhouse · for sale
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S Princeton Ave
South Loop, Chicago city Cook County Illinois
· 1,238 sq.ft · 3 Bedrooms · 1 Bath · Townhouse
South Loop, Chicago city Cook County Illinois · 1,238 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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W Washburne Ave
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House · for sale
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W Washburne Ave
South Loop, Chicago city Cook County Illinois
· 872 sq.ft · 3 Bedrooms · 1 Bath · House
South Loop, Chicago city Cook County Illinois · 872 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
Request Details
W Cullerton St
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House · for sale
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W Cullerton St
South Loop, Chicago city Cook County Illinois
· 753 sq.ft · 1 Bath · House
South Loop, Chicago city Cook County Illinois · 753 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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W Roosevelt Rd
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House · for sale
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W Roosevelt Rd
South Loop, Chicago city Cook County Illinois
· 2,540 sq.ft · 2 Baths · House
South Loop, Chicago city Cook County Illinois · 2,540 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
Request Details
W Cullerton St
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House · for sale
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W Cullerton St
South Loop, Chicago city Cook County Illinois
· 2,077 sq.ft · 2 Baths · House
South Loop, Chicago city Cook County Illinois · 2,077 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
Request Details
W Adams St
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House · for sale
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W Adams St
South Loop, Chicago city Cook County Illinois
· 818 sq.ft · 5 Baths · House
South Loop, Chicago city Cook County Illinois · 818 sq.ft · 5 Baths · 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
W 16th St
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Townhouse · for sale
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W 16th St
South Loop, Chicago city Cook County Illinois
· 1,894 sq.ft · 3 Bedrooms · 2 Baths · Townhouse
South Loop, Chicago city Cook County Illinois · 1,894 sq.ft · 3 Bedrooms · 2 Baths · 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
Request Details
S Michigan Ave
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Townhouse · for sale
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S Michigan Ave
South Loop, Chicago city Cook County Illinois
· 1,701 sq.ft · 3 Bedrooms · 3 Baths · Townhouse
South Loop, Chicago city Cook County Illinois · 1,701 sq.ft · 3 Bedrooms · 3 Baths · 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 Claremont Ave
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House · for sale
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S Claremont Ave
South Loop, Chicago city Cook County Illinois
· 936 sq.ft · 2 Bedrooms · 1 Bath · House
South Loop, Chicago city Cook County Illinois · 936 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
S Heath Ave
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House · for sale
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S Heath Ave
South Loop, Chicago city Cook County Illinois
· 1,141 sq.ft · 2 Bedrooms · 1 Bath · House
South Loop, Chicago city Cook County Illinois · 1,141 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
S Campbell Ave
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House · for sale
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S Campbell Ave
South Loop, Chicago city Cook County Illinois
· 1,690 sq.ft · 2 Baths · House
South Loop, Chicago city Cook County Illinois · 1,690 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
Request Details
S Loomis St
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House · for sale
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S Loomis St
South Loop, Chicago city Cook County Illinois
· 5,759 sq.ft · 5 Baths · House
South Loop, Chicago city Cook County Illinois · 5,759 sq.ft · 5 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 Jefferson St
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House · for sale
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S Jefferson St
South Loop, Chicago city Cook County Illinois
· 700 sq.ft · 2 Bedrooms · 1 Bath · House
South Loop, Chicago city Cook County Illinois · 700 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
S Claremont Ave
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House · for sale
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S Claremont Ave
South Loop, Chicago city Cook County Illinois
· House
South Loop, Chicago city Cook County Illinois · 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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Lower West Side
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