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Incredible opportunity to own a well-maintained legal two-flat with an additional garden unit! Each spacious unit features hardwood flooring, generous living rooms, forma...
Live large, live green, and let your investment work for you. As the first of its kind ever built in North Lawndale, this two-unit marks the dawn of the next generation o...
Chicago two-flat opportunity in the West Garfield Park area, delivered vacant at closing. The property offers a spacious two-unit layout with a three-bedroom unit and a t...
Seize the day with this Updated, Versatile two-flat in Portage Park offering Cash Flow and Value-add upside. The property features one duplex-down unit with 3 bedrooms an...
Welcome to this nearly new luxury single-family home, completed in 2024 and ideally located in Chicago's vibrant East Irving Park neighborhood, just steps from shopping, ...
ATTENTION INVESTORS - THIS ONE WILL NOT LAST! Large 5 bed/2 bath brick bungalow with full partially-finished basement and large rear yard. Needs TLC. Sold "as-is."
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Exceptional opportunity in the heart of Chatham! This sprawling brick bungalow boasts over 2,350 sq. ft. of living space, featuring 5 generous bedrooms and 3.1 bathrooms,...
seller credits available to assist with closing cost! Discover this oversized home with 8 bedrooms and 2 full bathrooms, located in the growing Gage Park area of Chicago...
Related living 2 units, 5 bedrooms, 2 kitchens, 2 bathrooms, basement for storage. NEW ROOF. 3 beds on the main 2 beds in the upstairs unit. Tenant on 2nd floor is month ...
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Rare opportunity to own a true 5-bedroom, 4-bath home with approximately 2,800 square feet in one of East Lakeview's most desirable lakefront locations adjacent to Lincol...
Welcome to 1431 S. Christiana Avenue, a classic Chicago Greystone two-flat that offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking ...
Beautifully renovated 5-bedroom, 2-bathroom home featuring a long list of updates throughout. The main level offers an open-concept floor plan, new LVP flooring, fresh pa...
Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-...
Welcome to 8533 S. Manistee Ave., a spacious 5-bedroom, 3-bathroom Chicago property offering an exciting opportunity for investors, house hackers, or buyers ready to crea...
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Architecturally distinctive 5BR/3.1BA (currently configured as 4BR; seller has plans and will create a 5th bedroom with an accepted purchase price) 4,000 SF Bucktown home...
Excellent opportunity to own a well-maintained two-unit property with a versatile third-floor in-law arrangement featuring its own full bathroom. Extensive improvements w...
**A Landmark Reimagined ** *Italianate Residence, Circa 1878 - Portions Predating the Great Chicago Fire* Set within Lincoln Park's Mid-North Historic District - a ...
New construction at its finest! Sauganash's newest masterpiece has arrived! This stunning luxury residence, crafted by the renowned Avia Design, offers nearly 6,000 squar...
WOW, WOW, WOW! Come and see this beautifully rehabbed single-family home that you can proudly call your own! Located in Chicago, this spacious 5-bedroom, 3 full bath home...
Lincoln Square sets the stage for this fully renovated 5-bedroom, 4.5-bath single-family home offering approximately 4,000 square feet of thoughtfully designed living spa...
Welcome to the crown jewel of the iconic Hayden boutique building in the heart of the West Loop! Featured in Interiors Magazine, this extraordinary duplex-up penthouse is...
Set within the storied elegance of 840 N. Lake Shore Drive - known as "840 on the Park" - this extraordinary combined residence offers a rare opportunity to own one of St...
This two-unit brick building presents a lucrative investment opportunity. The building is currently occupied, providing a steady stream of cash flow. The basement is read...
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Welcome to this beautifully remodeled brick Chicago bungalow in the Auburn Gresham area! Offering an impressive seven bedrooms and three full bathrooms, this spacious hom...
Look No Further! This lovely 5 bedroom/3 full baths in East Beverly Area Awaits You! Once you enter this home, you will find an open concept with a contemporary design...
Six bedrooms. Three full baths. A sun-filled Great Room with a fireplace. 6039 W. Montrose doesn't ask you to compromise - it just checks every box. The sun-filled Gre...
Welcome to 7042 S. Elizabeth, a spacious 1.5-story, 5-bedroom, 2-full-bath single-family home offering the perfect blend of space, character, updates, and investment pote...
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Rehabbed brick 2 flat in the heart of the Park Manor community, this 2 flat offers exceptional space, modern updates, and income generating potential. The 2nd floor- 2bd...
Welcome home to this beautifully renovated 5-bedroom, 4.5-bath single-family home offering exceptional space, style, and incredible in-law potential. Completely gut-re...
Rare 5-bedroom single-family home offering plenty of space for a growing family or a great investment opportunity. Recent updates include a newer roof, ceramic tile floor...
Schedule a tour for this beautiful 4-level family home in the desirable Belmont Cragin neighborhood. The 1st floor of this tastefully remodeled home features a lovely liv...
Welcome to this beautifully updated West Chesterfield home, a full in-law apartment in the basement making it ideal for extended living quarters, multigenerational living...
Welcome to 9010 S Parnell, a uniquely designed 5-bedroom, 2-bath quad-level home created for comfortable living and entertaining. Situated on a double lot with an iron-fe...
A TRUE SHOWSTOPPER! This oversized Victorian offers an incredible amount of space with 5 bedrooms, 3 full bathrooms, soaring ceilings, spacious bedrooms, generous closets...
Step into this show stopping 5 bed 2 bath home. This designer-driven renovation transforms a classic Chicago brick bungalow into an absolute dream home in the heart of G...
Welcome to 2330 North Kedzie Boulevard -- A Historic Landmark in Logan Square. Step into a piece of history with this extraordinary 6,178 - square-foot home, designed by...
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Excellent investment potential! With some updating could be transformed into a beautiful home while adding significant value. Ideal for investors, rehabbers, or buyers lo...
Great opportunity to own this spacious 5-bedroom, 4-bathroom home offering a versatile floor plan. Hardwood floors in majority of home. Can be single family home or 2 fl...
Historic Uptown! This Chicago Classic brick two-unit offers comfortable living space for an owner-occupant or tenants! Less than 5 miles from Montrose Beach and close to ...
Prime Lincoln Square / Ravenswood 4-Flat - with an additional non-conforming basement unit. Beautiful Tree-Lined Street. Surrounded by million-dollar plus homes, this cla...
Welcome to this classic, light-filled brick bungalow in the heart of Cragin! Perfectly situated just off N Laramie Ave, this turn-key residence offers exceptional conveni...
Situated in the absolute heart of Roscoe Village, this distinguished corner church has been spectacularly converted into a sprawling single-family estate. The handsome re...
Fantastic investment opportunity in Belmont Cragin! This well-maintained two flat offers spacious, light filled units with functional floor plans designed for comfortable...
Newer-construction single-family home on a tree-lined block in Bronzeville. Thoughtfully designed 5BR/3.5 Baths layout with a bright, open main level-tall ceilings, wide-...

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