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$575,000
9 Beds 3 Baths 12740640 MLS ACTIVE Status
This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, Chicago

$625,000
6 Beds 3 Baths 12740704 MLS ACTIVE Status
Fully rehabbed and turn-key brick 3-flat in North Lawndale, featuring three spacious 2-bedroom, 1-bathroom units. This property has undergone an extensive renovation with improvements throughout the entire building. Updates include new kitchens, new bathrooms, new HVAC systems, new water heaters, new flooring, fresh paint and finishes, roof improvements, tuckpointing, and much more. The major capital improvements have been addressed, offering a tremendous opportunity for an investor or owner-occupant seeking a low maintenance, income producing property. Each unit offers a functional 2BR/1BA layout, providing comfortable living space along with updated kitchens and bathrooms. Each unit has individual furnace and water heater with separate utilities. The building also features rear porches and a full unfinished walk-out basement, providing additional storage and future potential, subject to zoning and permitting. Ideally situated in Chicago's North Lawndale neighborhood, with convenient access to public transportation, neighborhood shopping, restaurants, parks and everyday amenities. The property is also conveniently located near CTA transportation and the I-290 Eisenhower Expressway, providing easy access to downtown Chicago and surrounding areas. Schedule your showing today and see the extensive improvements for yourself!

1222 S Karlov Avenue, Chicago

$464,500
6 Beds 4 Baths 12731701 MLS CONTINGENT Status
Experience a rare opportunity to own an **oversized** two-flat in the highly sought-after Pill Hill community, offering remarkable space, versatility, and comfort. Each unit boasts more than 1900 sq feet of living area, designed with an open-concept layout that's perfect for modern living and entertaining. Step into expansive living and dining rooms that flow seamlessly together, complemented by a generous family room in each unit for added relaxation and gathering space. Both residences feature 3 well-appointed bedrooms and 2 full bathrooms, providing ideal accommodations for owner-occupants, extended families, or savvy investors seeking strong rental potential. The property also includes an attached 2-car garage, a desirable convenience rarely found in the area. A finished basement with a large recreation room and private entry adds even more flexibility-perfect for a home gym, media room, workspace, or additional entertaining zone. Situated in the established Pill Hill neighborhood, this unique oversized two-flat blends space, function, and location-an exceptional opportunity that doesn't come to market often.

1630 E 92Nd Place, Chicago

$550,000
9 Beds 6 Baths 12740010 MLS CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

$599,900
9 Beds 3 Baths 12739580 MLS ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$769,000
9 Beds 6 Baths 12739181 MLS ACTIVE Status
**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**

538 N Trumbull Avenue, Chicago

$499,900
12 Beds 5 Baths 12739000 MLS ACTIVE Status
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.

4035-37 W Harrison Street, Chicago

$599,900
6 Beds 4 Baths 12736543 MLS CONTINGENT Status
MULTIPLE OFFERS. Located in Chicago's Portage Park neighborhood just south of Lawrence Avenue, this brick two-flat offers a solid investment or owner-occupant opportunity. Unit #1 spans the main level with 3 bedrooms and 1.5 baths, while Unit #2 occupies the second floor with 3 bedrooms and 1.5 baths of its own. A full, partially finished basement adds valuable extra space for storage and a detached 2-car garage round out the practical features. The brick exterior offers durability and classic two-flat character. Just steps from the Jefferson Park Transit Center - with CTA Blue Line, Metra, and bus access - and close to the neighborhood's shops, restaurants, and everyday conveniences along Lawrence Avenue, this property offers strong appeal for tenants and owners alike.

4552 N Lockwood Avenue, Chicago

$524,900
6 Beds 3 Baths 12738231 MLS ACTIVE Status
CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!

1543 N Avers Avenue, Chicago

$325,000
5 Beds 3 Baths 12734579 MLS CONTINGENT Status
Exceptional investment opportunity in Chicago! This solid brick, 3-unit building is ready for its next chapter and offers tremendous potential for investors, developers, or owner-occupants willing to bring some TLC. Situated on an oversized corner lot, this classic Chicago 2-flat, plus garden unit, enjoys a convenient location just steps from the vibrant 26th Street corridor and close to schools, shopping, dining, CTA transportation, and expressway access. The property features 3 residential units, extra storage in the basement offering additional possibilities, and a detached 2-car garage for added convenience and value. While the building needs some extra love, its solid construction, desirable multi-unit configuration, generous lot, and established location provide an excellent foundation for a thoughtful rehab. Bring your vision and transform this well-located building into a standout investment!

4134 W 25Th Place, Chicago

$465,000
9 Beds 4 Baths 12728571 MLS PENDING Status
Spacious brick three-flat offering three 3-bedroom apartments, a partially finished basement with an additional bathroom and a 3-car detached garage. Two units are currently occupied, while the vacant third-floor apartment provides an excellent opportunity for an owner-occupant or investor seeking additional rental income. Numerous capital improvements have been completed, including replacement of the original boiler with three individual gas forced-air furnaces, upgraded electrical wiring, extensive plumbing improvements featuring copper supply lines with individual unit shutoff valves, a newer 75-gallon hot-water tank and separate gas and electric meters for each apartment. A fourth gas meter serves the building's common utilities. Additional updates include vinyl flooring throughout all three apartments, newer windows throughout much of the building, recent roof maintenance, garage repairs and a replaced main water shutoff valve. Each apartment features three bedrooms with separate living and dining rooms. The partially finished basement provides additional storage and utility space. With spacious units, separate mechanical systems and meaningful infrastructure improvements already completed, this property offers flexibility for owner-occupants and investors alike. Schedule your private tour today.

7841 S Wolcott Avenue, Chicago

$250,000
8 Beds 3 Baths 12735976 MLS ACTIVE Status
**Multiple offers received. H/B due by 4:00PM on 8/20/2026.** Attention developers and investors: SHORT SALE opportunity in North Lawndale. Unlock the potential of this legal 3-flat with tons of upside. Each unit features 3 bedrooms and 1 full bath, 9' ceilings and hardwood floors. A full, unfinished basement offers future expansion potential. This building is situated on an oversized lot, with plenty of space for a garden, a playset a storage shed or just some extra elbow room. With the right vision, an experienced rehabber can create an oasis in the heart of the city. Easy access to public transit at Roosevelt and Pulaski. Close to I-290. Renovated three bedroom apartments are fetching $1800-$2000/month. ARV $515,000 based on recent sales within half a mile of this property. Seize this chance to own an all-brick, legal 3-unit on a huge lot before it's gone!

3943 W 14Th Street, Chicago

$725,000
6 Beds 3 Baths 12710307 MLS CLOSED Status
Hard to find Legal 3-Flat in the Heart of Albany Park This beautifully updated 3-flat offers spacious, modern living in one of Chicago's most diverse and vibrant neighborhoods. The first and second-floor units feature hardwood floors throughout, updated kitchens and baths, and generous closet space in each bedroom. The finished basement includes 2 bedrooms and 1 bathroom-ideal for in-law living, . Shared coin laundry is located in the basement for additional income. A detached 2-car garage adds further income, value and convenience. Ideally situated just minutes from public transit-including the CTA Brown Line-Metra, buses, shopping, dining, and more. A fantastic investment opportunity or perfect for owner-occupants looking for income potential.

5759 N Bernard Street, Chicago

$335,000
5 Beds 3 Baths 12727624 MLS CONTINGENT Status
Long-time owner and family-occupied 2-unit in Brighton Park with plenty of space and several major improvements! The beautifully updated first-floor unit features 2 bedrooms, living room, dining room, kitchen and full bath. Recent improvements include newer flooring, recessed lighting, updated kitchen with white cabinetry and generous counter space, remodeled bathroom, plus newer plumbing and electrical. The spacious second-floor unit offers 3 bedrooms, living room, dining room, kitchen and full bath, along with hardwood flooring and washer/dryer hookups. Both apartments have separate utilities. The full basement offers additional flexible space with a full bath, 2 additional rooms and laundry room. Exterior improvements include siding completed in 2019, plus newer concrete front stairs and a fully fenced yard completed approximately 2 years ago. A 2.5-car detached garage provides additional parking and storage. Convenient Brighton Park location near shopping, restaurants and everyday conveniences, with easy access to CTA bus service and the Orange Line. Great opportunity for an owner-occupant who appreciates the benefit of a second unit or an investor looking to add a Chicago 2-flat to their portfolio. Lots of space, important updates and long-time family ownership! Being Sold As-Is. Multiple offers received. Highest and Best due Saturday August 22 at 5pm.

2433 W 46Th Place, Chicago

$774,500
12 Beds 5 Baths 12735446 MLS ACTIVE Status
Location! Location!! Move in Ready, The Perfect Combination Of Comfort, Style, And Convenience. Recently updated rarely available ** Oversize Jumbo Legal 2 Flat building & Finished Garden / In Law unit sits on a larger /wider (33 x 125) Lot on West Ridge Area. Each apt have beautiful, sunny & bright * Larger Living room, * Separate Large Dinning room, * Refinished Hardwood floor & wood floor lamination, updated * Kitchens, * Bathrooms, * Newer Roof, * Tuck pointing, painting, lots of closet & much more. This Jumbo building - * 1st floor features Larger Living room, Formal dinning room , 3 Good size Bedrooms plus DEN Room (Total 4 Bedrooms ) and 1 & half bathrooms and New SS appliances . * 2nd floor unit features also Larger Living room, Formal Dinning room , 4 Good size Bedrooms plus DEN Room (Total 5 Bedrooms) and 2 Full bathrooms. Garden unit features 3 good sized BR & 1 Bathroom. 2.5 car garage & adjacent additional car parking pad. Each unit have separate electrical meters (4) & gas meters (3) . Fenced backyard for summer enjoyment, relax & BBQ. Close to public transportation ( Bus & Metra train station), Warren parks, Devon area shopping, restaurants, beautiful Lake Michigan, Lake shore Drive & highways. Live one unit, rent other units while your tenant paid your mortgage. Bring your best offer today.

6219 N Claremont Avenue, Chicago

$399,900
6 Beds 2 Baths 12734721 MLS CONTINGENT Status
Interested in house hacking? Come check out this unique opportunity! This legal 2-unit brick building sits on a wide 35-foot lot and features a distinctive masonry facade with stone detailing and value-add potential. Each unit offers 3 bedrooms, 1 bath, hardwood floors, in-unit laundry, and updated kitchens and baths with quartz countertops. Plumbing and electrical have also been updated. Recent improvements include newer HVAC systems, roof, 2-car garage, and a commercial-style glass front entry door. The partially finished basement features taller-than-average ceilings, front and rear exits, plus plumbing and electrical already in place-offering great potential for additional usable space. Live in one unit while renting out the other and take advantage of the additional basement space. Conveniently located near I-90/94 with easy access throughout Chicago. Great opportunity for an owner-occupant looking to house hack or an investor seeking an updated Chicago 2-flat with additional upside.

5932 S Elizabeth Street, Chicago

$345,000
5 Beds 3 Baths 12733703 MLS ACTIVE Status
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/1 bath features a chef's kitchen with high-end appliances, custom cabinetry, and an open flow into a spacious family & bonus room. A massive front primary bedroom anchors the unit, providing flexibility to easily convert the layout into a 3-bedroom apartment, if desired. The first-floor a bright and well-appointed 2bed/1bath with updated finishes throughout. The charming basement includes an additional 1 bed/ 1 bath and partial kitchen, perfect for extended family, guests. Loads of sunlight throughout, hardwood floors, high ceilings, enclosed rear stairway. A rare opportunity to own a fully rehabbed multiunit property with multiple living configurations, strong rental upside, and modern appeal. Minutes from Jewel, Aldi's & Walgreens, The Obama Ctr, Museum of Science and Industry and Jackson Park Golf & LSD. Walking distance to 75th St Metra, CTA buses/ trains, The skyway, 90/94 nearby too. Must See! "AS IS" SALE

7439 S Ellis Avenue, Chicago

$150,000
5 Beds 2 Baths 12733580 MLS CONTINGENT Status
Great opportunity awaits with this versatile 2-unit property in Englewood. Good property for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. Whether you're looking to create rental income or design a spacious home with added value, this location is a prime choice in a community full of growth and opportunity. Seize this chance to shape your investment or future residence in one of Chicago's emerging neighborhoods! Home features separate heat with newer hot water boiler units and updated circuit breakers. Don't miss this opportunity to own this 2-flat.

6141 S Justine Street, Chicago

$799,000
9 Beds 3 Baths 12732165 MLS CONTINGENT Status
Excellent investment opportunity in the heart of Tri-Taylor. This updated legal three-flat is ideally located near the Illinois Medical District, UIC, the Blue Line, I-290, Little Italy, Cinespace Studios and numerous neighborhood developments. The building offers three spacious residences: a 3-bedroom garden unit, a 2-bedroom first-floor unit and a 4-bedroom second-floor unit. Each residence features central HVAC, private laundry, stainless steel appliances, a dishwasher and garbage disposal. All units are currently rented below market, offering meaningful upside. Significant recent improvements include all-new electrical wiring throughout the building, new water heaters in Units B and 1, and a new A/C system serving Unit 2. Additional updates include new flooring and a new dishwasher in Unit 2, fresh paint throughout all three residences, and extensive improvements to the rear exterior wall, including new siding, structural support, plywood, moisture barrier and insulation. The property also features a two-car garage with additional storage, fenced front and rear yards, a shared patio and a new walkway connecting the alley entrance to the rear outdoor space. With substantial recent capital improvements, under-market rents and strong demand driven by nearby universities, hospitals, transportation and employment centers, this is an attractive opportunity for an investor or owner-occupant.

2448 W Taylor Street, Chicago

$225,000
7 Beds 2 Baths 12715115 MLS CONTINGENT Status
ATTENTION: INVESTORS & REHABBERS! This solid brick 2-flat with a full basement on an oversized lot is ready for its transformation. REHABBED in 2015 with NEW infrastructure including electrical, plumbing, and ductwork. The first-floor unit features 3 bedrooms and 1 bathroom, while the second-floor unit offers 4 bedrooms and 1 bathroom. Both units boast neutral-colored walls and white trim, creating a clean backdrop for contemporary finishes and design. Gas and electric utilities for EACH unit are SEPARATELY metered for added convenience. The unfinished basement with exterior access provides additional space, while the fenced yard features a concrete parking pad with 2 exterior parking spaces. Conveniently located near the Interstate 90/94, public transit including the CTA Red Line, shopping, dining, parks, and other neighborhood amenities, with easy access to downtown Chicago and surrounding communities.

7007 S Wabash Avenue, Chicago

$467,900
6 Beds 2 Baths 12729964 MLS ACTIVE Status
Beautifully renovated brick 2-flat offering the perfect combination of classic Chicago character and modern construction. This full gut rehab was taken down to the studs and completely rebuilt, featuring new framing, insulation, plumbing, electrical, HVAC, and a new roof. Each spacious unit offers 3 bedrooms and 1 full bathroom with thoughtfully designed modern finishes throughout. The kitchens feature stylish cabinetry, countertops, and fixtures, while the updated bathrooms provide a clean, contemporary feel. A major bonus for both owners and tenants is in-unit laundry in each apartment-an increasingly desirable feature that adds significant rental appeal. The property also includes a detached 2-car garage, providing valuable off-street parking and additional convenience. Completely rehabbed and turnkey, with the major systems and finishes already completed, making this an excellent opportunity for an investor or owner-occupant looking for a low-maintenance, fully renovated 2-flat.

8151 S Ada Street, Chicago

$999,950
9 Beds 6 Baths 12723096 MLS ACTIVE Status
Discover this fully stabilized, newer-construction three-flat in the heart of Bronzeville; an exceptional turnkey investment opportunity. Each spacious unit offers 3 bedrooms and 2 bathrooms with in-unit laundry, stainless steel appliances, quartz countertops, modern cabinetry, designer finishes, and a private primary suite with an en-suite bathroom. Rear balconies overlooking the backyard provide additional outdoor living space for tenants. Ideal for investors or a 1031 exchange, this income-producing property offers a current rent roll of $7,100 per month / $85,200 annually, providing strong rental income in one of Chicago's fastest-growing neighborhoods. Financials available upon request. Perfectly positioned in a high-demand location, the property is just minutes from the South Loop and Downtown Chicago, with convenient access to the CTA Green and Red Lines, Metra, Lake Shore Drive, and the Dan Ryan Expressway. Mariano's, neighborhood parks, schools, churches, and local dining are all within easy reach, making this an attractive location for tenants and an excellent long-term investment.

4053 S Prairie Avenue, Chicago



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