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$975,000
9 Beds ⋅ 6 Baths ⋅ 12716170 MLS ⋅ NEW Status
Turnkey 3 Unit on an oversized lot. Each luxury simplex is an oversized 3-bedroom, 2-bathroom condo-quality unit; each features a beautiful 1,500 sq ft open floorplan, each kitchen with high-end stainless steel appliances, quartz counters, and in-unit laundry. Extra insulation for noise reduction between floors and from the outside. Unbeatable location walking distance to the CTA Green Line station and two blocks from Washington Park. Fully rented at $8,400/month. Developed by Woodlawn's premier New Construction builder, this home is ready for the savvy investor and comes with a one-year builder warranty. This is an opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Schedule a private showing today.

5643 S Prairie Avenue, Chicago
$975,000
9 Beds ⋅ 6 Baths ⋅ 12716167 MLS ⋅ NEW Status
BRAND NEW CONSTRUCTION 3 Unit on an oversized lot. Each luxury simplex is an oversized 3 bedroom, 2 bathroom Condo Quality Unit; each features a beautiful 1,500 sq ft open floorplan, each kitchen with high-end stainless steel appliances, quartz counters, and in-unit laundry. Extra insulation for noise reduction between floors and from the outside. Unbeatable location walking distance to the CTA Green Line station and two blocks from Washington Park. Projected rent roll is $8,400. Developed by Woodlawn's premier New Construction builder, this home is ready for immediate occupancy and comes with a one-year builder warranty. This is an opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Schedule a private showing today to experience the exceptional craftsmanship and modern design firsthand.

5637 S Prairie Avenue, Chicago
$180,000
2 Beds ⋅ 2 Baths ⋅ 12690317 MLS ⋅ NEW Status
Excellent investment opportunity in the Auburn Gresham neighborhood of Chicago! This spacious 2-unit property offers strong potential for investors or rehabbers looking to add value. The building requires renovation, making it ideal for a full rehab project. Conveniently located near schools, parks, shopping, dining, and public transportation. Bring your vision and transform this property into a great income-producing asset or owner-occupied investment opportunity.

7709 S Ada Street, Chicago
$620,000
6 Beds ⋅ 2 Baths ⋅ 12693295 MLS ⋅ NEW Status
Exceptional opportunity to own a beautifully updated two-flat in the heart of thriving Logan Square! Situated on a quiet, tree-lined street, this well-maintained property features two spacious 3-bedroom, 1-bath units and will be delivered completely vacant, making it an ideal opportunity for an owner-occupant, investor, house hacker, or multigenerational family seeking flexible living arrangements. The first-floor unit has been thoughtfully refurbished and includes a third bedroom, while the second-floor unit features central air conditioning and a beautifully renovated kitchen with new cabinetry, countertops, sink, flooring, and brand-new stainless steel appliances. Each unit also includes its own washer and dryer for added convenience. Recent improvements include a new roof, new siding, remodeled bathroom, fresh interior paint, updated flooring, new lighting, new trim, refinished window sills, repaired porch and attic stairs, and a newly re-cemented gangway. Each unit is separately metered for gas and electric and has its own heating system. The upper unit offers a unique and spacious layout with the second and third bedrooms located on the attic level. The property also includes a detached two-car garage with excellent potential for additional rental income. Conveniently located near parks, the Logan Square Farmers Market, restaurants, shopping, public transportation, and expressway access, this property offers the perfect blend of location, flexibility, and long-term value. A rare opportunity in one of Chicago's most desirable neighborhoods!

3509 W Dickens Avenue, Chicago
$389,000
3 Beds ⋅ 2 Baths ⋅ 12715449 MLS ⋅ NEW Status
Clean, move-in ready 2-flat in the highly desirable Jefferson Park Pocket. Property features two units connected by an interior staircase and separated by a door, allowing flexible use as two separate units or one larger living space. Over the years, it has functioned both ways, making it ideal for an owner-occupant, investor, extended family, or multi-generational living. Main living areas are ready to enjoy, while the unfinished basement needs TLC and provides valuable space for storage, utilities, workshop use, or future ideas. Located near parks, transportation, shopping, restaurants, and neighborhood conveniences, with easy access to the Blue Line, Metra, I-90, and I-94. Adjacent curb-cut driveway lot at 4844 W. Gunnison is also available for sale and includes a 2-car garage with party door, creating a unique opportunity to purchase one or both properties. Property is being sold as-is.

4846 W Gunnison Street, Chicago
$1,050,000
10 Beds ⋅ 4 Baths ⋅ 12715539 MLS ⋅ PRICE CHANGE Status
NVESTOR OPPORTUNITY-$9,320 IN TOTAL MONTHLY RENT, $111,840 IN ANNUAL RENTAL INCOME, AND AN ESTIMATED 8.75 CAP RATE! Offered at $1,050,000, this fully rented brick multifamily property provides four income-producing units and strong in-place cash flow. Conveniently located along the Chicago Avenue corridor near Ukrainian Village, Humboldt Park, Wicker Park, and Logan Square, with easy access to public transportation, restaurants, shopping, and nightlife. Buyer must independently verify rents, expenses, zoning, unit legality, and all financial information.

2753 W Chicago Avenue, Chicago
$300,000
6 Beds ⋅ 2 Baths ⋅ 12714494 MLS ⋅ NEW Status
This classic Chicago-style two-flat offers a rare blend of vintage character and incredible versatility in the heart of the Marquette Park neighborhood. This brick beauty is a standout opportunity whether you are looking for a solid investment property or a spacious multi-generational living arrangement. Each of the two generous units features a functional three-bedroom, one-bathroom layout, living room, and formal dining room. A major highlight of this property is the expansive open basement. This versatile area is a blank canvas, perfect for a massive storage setup, a dedicated workshop, or potential future expansion to suit your specific needs. Outside, the property includes a convenient two-car detached garage, providing secure parking and even more storage options. Situated moments from the expansive Marquette Park, residents can enjoy easy access to the public golf course, scenic lagoons, and lush green spaces. The property is also ideally positioned near Holy Cross Hospital and offers a quick 15-minute commute to Midway Airport, adding a layer of convenience that is hard to beat. SOLD AS-IS.

7037 S Washtenaw Avenue, Chicago
$199,000
6 Beds ⋅ 2 Baths ⋅ 12712513 MLS ⋅ NEW Status
Opportunity awaits with this vacant brick 2-unit in Chicago's Historic Auburn Gresham neighborhood! Already taken down to the studs, this property is ready for its next chapter, allowing you to skip the demolition and begin bringing your vision to life. Major exterior improvements have already been completed, including a new roof and tuckpointing, providing a solid foundation for your renovation plans. Whether you're looking to create a cash-flowing investment property, renovate for resale, or design an owner-occupied two-flat, the possibilities are endless. Conveniently located near parks, schools, shopping, public transportation, and major expressways. A head start on your next rehab project with key exterior improvements already completed.

8012 S Elizabeth Street, Chicago
$325,000
6 Beds ⋅ 2 Baths ⋅ 12710256 MLS ⋅ NEW Status
Welcome home! This spacious 6-bedroom, 2-bath multifamily property presents an excellent opportunity for a first-time buyer, house hacker, or investor. Live in one unit while renting out the other. Each unit offers three bedrooms, a full bathroom, and generous living space. The property also features an unfinished basement with ample storage and a spacious backyard ideal for relaxing or entertaining. Conveniently located near shopping, schools, public transportation, and the expressway. Property is being sold as-is.

1251 S Kolin Avenue, Chicago
$415,000
6 Beds ⋅ 2 Baths ⋅ 12713455 MLS ⋅ NEW Status
Check out this well-maintained two-unit property in Chicago's Austin neighborhood! Each unit offers three bedrooms, one bathroom, hardwood floors throughout, and spacious living and dining rooms. Enjoy beautifully renovated, spa-inspired bathrooms and radiant heat-perfect for Chicago winters. The first floor also provides an excellent opportunity to duplex down and create additional living space. Complete with two-car parking, this property is ideal for an owner-occupant looking to house hack or an investor ready to expand their portfolio.

5228 W Quincy Street, Chicago
$425,000
6 Beds ⋅ 2 Baths ⋅ 12715329 MLS ⋅ NEW Status
Welcome to West Englewood! Savvy investors and owner-occupants alike will appreciate this complete renovation of a beautiful, all brick 2-flat. Situated just minutes from the new Illinois Quantum and Microelectronics Park, this fully rehabbed building leaves nothing to but move in and decorate. The first floor features 3 bedrooms and one full bath on the main level. The kitchen is freshly updated with white, shaker cabinets, granite countertops and stainless steel appliances. Easy basement access from the kitchen will take you to the partially finished lower level. Enjoy a clean, dry and wide open basement for storage or future expansion. The second floor unit offers 4 bedrooms and 1 full bath, a brand new kitchen, walk in pantry and rear deck. Take advantage of the palpable momentum building on Chicago's SW side with this sound, turnkey investment.

6328 S Laflin Street, Chicago
$1,490,000
10 Beds ⋅ 4 Baths ⋅ 12278332 MLS ⋅ NEW Status
Exceptional opportunity in sought-after Logan Square! This classic 3-flat offers strong income potential with a detached garage and basement space offering future value-add potential. Property is being sold as-is. Buyer to independently verify zoning, permitted uses, and dimensions. AI-generated concept images are included solely to inspire renovation possibilities and illustrate the property's potential. These conceptual images do not represent actual plans, dimensions, or specifications.

1814 N Richmond Street, Chicago
$575,000
5 Beds ⋅ 3 Baths ⋅ 12668540 MLS ⋅ NEW Status
Rare opportunity to own a two-flat in the heart of sought-after Mayfair Park! This solid brick property has been lovingly maintained by the same family for generations and offers incredible opportunities for investors, owner-occupants, or multigenerational living. The first and second-floor units feature hardwood floors beneath the carpeting, spacious living and dining rooms, generous bedrooms with lots of closets and abundant natural light. The full basement offers ample storage and endless possibilities. Situated on a beautiful tree-lined street near Mayfair Park, public and private schools, the Montrose Blue Line, Metra, I-90/94, shopping, restaurants, pubs and neighborhood favorites. Whether you're looking to live in one unit and rent the other or add a quality property to your portfolio, this is an exceptional opportunity in one of Chicago's most charming and vibrant neighborhoods. Property conveyed as is.

4446 N Lowell Avenue, Chicago
$655,000
5 Beds ⋅ 5 Baths ⋅ 12715315 MLS ⋅ NEW Status
Stunning New Construction 2-Unit in the Heart of Booming Humboldt Park! Owner-occupants may qualify for up to a $20,000 grant through the Cook County Land Bank program, making this an incredible opportunity to own a luxury home while generating rental income. The ground-floor 2-bed / 2-bath unit is currently rented for $1,900 per month, helping offset your mortgage from day one. Above, the spectacular duplex-up lives like a single-family home with an ideal blend of modern luxury, thoughtful design, and expansive living space. The main level of the duplex features a sun-filled open-concept layout perfect for entertaining, complete with a designer kitchen showcasing quartz countertops, high-end stainless steel appliances, custom finishes, and enhanced foam insulation for added comfort and efficiency. A half bathroom on the main level adds convenience for guests and everyday living. Upstairs, retreat to an oversized luxury primary suite featuring two massive walk-in closets and a spa-inspired bathroom with both a soaking tub and a separate glass shower. Two additional spacious bedrooms and another full bath complete the upper level. Both units offer luxury vinyl flooring, in-unit laundry, and garage parking. Whether you're an investor or an owner-occupant looking to build wealth while living in style, this is a rare opportunity in one of Chicago's fastest-growing neighborhoods. Opportunities like this are hard to find - a brand-new construction property that combines luxury living, rental income, and potential grant assistance all in one of the city's most exciting and rapidly appreciating areas.

544 N Lawndale Avenue, Chicago
$639,900
6 Beds ⋅ 2 Baths ⋅ 12714843 MLS ⋅ NEW Status
Fully renovated and leased with great tenants! Instant profit with above market rents, or occupy one unit yourself. Legal 2-flat featuring 3 bedroom 1 bath units. 2 car garage. Central Air, separate furnaces. Common area laundry. Quiet street in Forest Glen neighborhood. Nothing to do but collect the rent... Total rents 4975. Non-conforming unoccupied 1Bed unit in basement is vacant. In great shape but being offered AS IS.

4854 W Winnemac Avenue, Chicago
$1,250,000
7 Beds ⋅ 4 Baths ⋅ 12711377 MLS ⋅ NEW Status
Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

1446 W Catalpa Avenue, Chicago
$760,000
7 Beds ⋅ 4 Baths ⋅ 12714975 MLS ⋅ NEW Status
Portage Park and Six Corners turnkey brick 2 flat with additional finished garden unit and detached 2.5 car garage with storage. The building has been impeccably cared for creating a low maintenance investment for the next owner. Large fenced lot and landscaped backyard and additional side yard with paver patio. Fully leased with excellent tenants and 6.1 cap rate (could easily be 7). Unit 1 is a bright garden 2 bedroom/1 bath, Unit 2 is a high first floor with 2 beds/1 bath (and opportunity to add 3rd bed), and Unit 3 is a top floor 3 bed/1 bath. So many updates! Key building features including a brand new roof in June 2026 on building and garage, two new hot water heaters, one new boiler (and another perfectly maintained). Updated street facing windows past few years and newer windows throughout (past 10). Updated bathrooms and kitchens along with much of the electrical and plumbing throughout. All units have new stainless refrigerators and include dishwashers. Hardwood floors (laminate kitchens) in upper two units and wood laminate floors in garden unit. Brand new garage door opening system. Middle unit has opportunity to add 3rd bedroom (dining are could be converted). Coin-op laundry in basement for added income. Unbeatable location with easy access to the highway, Metra and Blue line. Walk to charming shops, cafes and restaurants, Jewel, Aldi, Chipotle, Starbucks and more.

4912 W Berteau Avenue, Chicago
$1
6 Beds ⋅ 2 Baths ⋅ 12714928 MLS ⋅ AUCTION Status
Looking for a multi-family rental property? Look no further! This property could be a money-maker! Both units offer 3 bedrooms and 1 full bath, and there is a full basement that can be finished for added living space. This is a great property for an investor looking to earn some rental income, or an owner occupant who wants to live in one of the units and utilize the other to pay their mortgage. Don't miss out on this exciting opportunity because this one will go fast!

11833 S Indiana Avenue, Chicago
$175,000
7 Beds ⋅ 3 Baths ⋅ 12712166 MLS ⋅ NEW Status

5760 S Wells Street, Chicago
$499,000
7 Beds ⋅ 3 Baths ⋅ 12714887 MLS ⋅ NEW Status

1450 S Avers Avenue, Chicago
$579,999
4 Beds ⋅ 3 Baths ⋅ 12714777 MLS ⋅ NEW Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

5037 W Winona Street, Chicago
$245,000
4 Beds ⋅ 2 Baths ⋅ 12712270 MLS ⋅ NEW Status
Come grow your investment in the booming Brighton Park neighborhood with this 2-flat offering long-term income potential. Its convenient location near the expressway provides an easy downtown commute, while nearby shopping, restaurants, and everyday conveniences make it an attractive choice for tenants. Whether you're looking to live in one unit while renting the other or add an income-producing property to your investment portfolio, this property offers excellent upside. Both units are currently rented with below-market rents, providing immediate rental income today and strong potential for increased future returns. Offered as a long-term owner estate sale, this is a rare opportunity to acquire a well-located multi-unit property. It can be purchased separately or as part of a package with the neighboring buildings at 2858 W. 38th Place and 2856 W. 38th Place, creating an exceptional investment opportunity. Easy to buy and ready for its next owner-schedule your viewing today!

2854 W 38Th Place, Chicago
$480,000
10 Beds ⋅ 4 Baths ⋅ 12714475 MLS ⋅ NEW Status
Turnkey cash cow in North Lawndale! Don't miss this rare, fully occupied legal 3-flat generating immediate income with low property taxes! Each spacious unit features a bright 3-bedroom, 1-bath layout complete with hardwood floors, a formal living room, dedicated dining room, and an eat-in kitchen. Finished garden unit offers additional income. Separately metered utilities, including central A/C. Windows and porch installed within the last 15 years. Fully fenced backyard and a private 2-car garage. Minutes from I-290 for an effortless downtown commute. A rock-solid asset for all investors! SOLD AS-IS.

3819 W Fillmore Street, Chicago
$385,000
8 Beds ⋅ 4 Baths ⋅ 12712278 MLS ⋅ NEW Status
Inflation Deflator! Lay the foundation for your future with this outstanding investment opportunity in the booming Brighton Park neighborhood. This 4-unit building is ideally located near the expressway for an easy downtown commute and just minutes from shopping, restaurants, and other everyday conveniences, making it highly desirable for tenants. Whether you're looking to live in one unit while renting the others or expand your investment portfolio, this property offers tremendous upside. One unit is currently vacant, while the remaining three are occupied with below-market rents, providing excellent potential for increased future income. Offered as a long-term owner estate sale, this is a rare opportunity to acquire a well-located income-producing property. It may be purchased separately or as part of a package with the two neighboring buildings at 2858 W. 38th Place and 2854 W. 38th Place, creating an exceptional investment opportunity so schedule your viewing today!

2856 W 38Th Place, Chicago
$489,000
7 Beds ⋅ 3 Baths ⋅ 12714528 MLS ⋅ NEW Status
MULTIPLE OFFERS RECEIVED! SELLER IS REQUESTING HIGHEST & BEST OFFERS TO BE SUBMITTED BY SUNDAY, JULY 26th @ 7PM. Exceptional opportunity to own a beautiful classic Chicago style brick 2 flat located in the North Austin neighborhood. This 2 flat offers excellent space and versatility. This property features two spacious 3-bedroom units plus a garden apartment. Each unit boasts a large eat-in kitchen with plenty of cabinet space, bright and airy living and dining rooms and spacious bedrooms. The first floor bathroom has been recently remodeled. The units have been freshly painted for a clean, move in ready feel. Additional updates include new windows on the rear porch, enhancing energy efficiency. Whether you're an investor or owner occupant, this property is a fantastic opportunity in a desirable area.

5171 W Bloomingdale Avenue, Chicago
$440,000
10 Beds ⋅ 4 Baths ⋅ 12712285 MLS ⋅ NEW Status
Buy. Rent. Sell. Retire. Many have done it-and this is a great place to do the same! Opportunity awaits in the booming Brighton Park neighborhood with this corner 4-unit investment property featuring a two-story front building with two units and a 1.5-story coach house in the rear with two additional units. Conveniently located near the expressway for an easy downtown commute, as well as shopping and restaurants, the location makes this property highly desirable for tenants. Whether you're looking to live in one unit while renting the others or add a solid investment to your portfolio, this property offers tremendous potential. Two units are currently vacant, while the remaining two are occupied with below-market rents, providing excellent upside for future income. This long-term owner estate sale presents a rare opportunity to acquire a well-located multi-unit property. It can be purchased separately or as part of a package with the two neighboring buildings at 2856 W. 38th Place and 2854 W. 38th Place. Easy to see and ready for its next owner-schedule your viewing today!

2858 W 38Th Place, Chicago
$415,000
9 Beds ⋅ 3 Baths ⋅ 12704417 MLS ⋅ NEW Status
Explore the charm of this exquisite income-producing three-unit condominium-style multi-family brick home tucked away in Chicago's delightful Chatham neighborhood. Featuring spacious living rooms, gleaming hardwood floors, and generously sized closets for ample storage. The kitchens and bathrooms have been meticulously updated, adding to the home's timeless elegance. Enjoy separate heating units for each dwelling, providing a cozy and inviting atmosphere, perfectly balancing historic charm with modern comfort. For added convenience, a coin-operated washer and dryer are available in the basement.

Chicago
$149,900
5 Beds ⋅ 2 Baths ⋅ 12714540 MLS ⋅ NEW Status
Fantastic opportunity to own this classic Chicago two-unit building offering strong owner-occupant or investment potential. Each unit features a spacious layout with generous room sizes, abundant natural light, and functional living and dining areas. Whether you're looking to live in one unit while generating rental income from the other or expand your investment portfolio, this property offers exceptional flexibility. The property includes a full basement providing additional storage and future possibilities, along with a detached 2-car garage. Conveniently located near public transportation, Metra and CTA access, parks, schools, shopping, restaurants, the University of Chicago and Jackson Park. Don't miss this excellent opportunity to own an income-producing property in a growing South Side neighborhood.

7110 S Ellis Avenue, Chicago
$190,000
6 Beds ⋅ 3 Baths ⋅ 12714543 MLS ⋅ NEW Status
Located in the rapidly developing South Chicago area, this three-unit frame property presents a strong opportunity for both investors and owner-occupants. Each unit features 2 bedrooms and 1 bathroom with functional layouts and solid rental potential. The property offers a spacious rear yard with enough room to add a garage or create a multi-car parking pad for additional value and convenience.The building does require some cosmetic updates and improvements, making it an excellent value-add opportunity, but it is currently occupied and has the potential to begin generating rental income immediately. Whether you're looking to renovate over time, expand your investment portfolio, or create long-term equity, this property offers flexibility and upside in a growing location near transportation, shopping, schools, and major city access.

8914 S Exchange Avenue, Chicago
$599,000
7 Beds ⋅ 2 Baths ⋅ 12713282 MLS ⋅ NEW Status

1408 N Central Park Avenue, Chicago



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