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$585,000
6 Beds 2 Baths 12738628 MLS CONTINGENT Status
Solid brick 2 flat in coveted Avondale/Belmont Garden area on quiet tree lined street. The building offers two spacious units each with living room, separate dining room, kitchen and 3 bedrooms, as well as storage in enclosed porches. Each unit also has large bathroom, separate GFA heat, electric and water heaters. The full basement is semi finished with drywalled ceiling and walls, as well as a roughed in bathroom. Owner has maintained and made recent improvements such as newer furnaces & hallway painting. Both 1st and 2nd floor units are tenant occupied with leases ending at end of 2026. Current rents are below market with room for increase with capital improvements such as kitchen and bath updates. This is a great opportunity for investors or owner occupants in a fast appreciating area.

4140 W Barry Avenue, Chicago

$495,000
6 Beds 4 Baths 12750422 MLS CONTINGENT Status
Great investment opportunity in Avondale! This legal 3-unit building offers endless potential for investors or owner-occupants looking to build equity.Each unit provides generous space and a flexible layout, ideal for rental income or multi-generational living. The property sits on a quiet residential block surrounded by a mix of vintage homes and new development. Enjoy unbeatable convenience near the CTA Blue Line, Belmont, Milwaukee, Kimball and Addison buses, and easy access to the Kennedy Expressway. Just minutes from Avondale's thriving restaurant and cafe scene like Honey Butter Fried Chicken, JoJo's Milk Bar, and Sleeping Village. As well as grocery stores, shopping, and parks like T.J. Maxx, Gap, Nail salons, Aldis, Jewel Osco, Avondale & Athletic Park, and much more!

3244 N Drake Avenue, Chicago

$325,000
5 Beds 2 Baths 12748855 MLS ACTIVE Status
Positioned in the heart of Chicago's historic Woodlawn neighborhood, this classic two flat presents an attractive opportunity for investors, owner occupants, and buyers seeking long-term value in an evolving South Side market. The property combines the enduring appeal of a traditional Chicago multifamily with multiple avenues to enhance income, improve value, and build equity. The building features two residential units: a 2 bed /1 bath first floor unit and a 3 bed /1 bath second floor unit. Both apartments offer generous living areas, abundant natural light, high ceilings, and the architectural character associated with Chicago's classic two flats. A full basement provides valuable storage and potential for future expansion or additional usable space, while on site parking adds convenience and enhances tenant appeal. From an investment perspective, the property offers several compelling strategies, including buy and hold, value add renovation, rental income optimization, and owner occupant house hacking. Investors have the opportunity to capitalize on the property's existing two units while exploring improvements that could increase rents, strengthen tenant demand, and enhance long term asset value. The property is situated near the University of Chicago, Jackson Park, and the Obama Presidential Center, as well as the ongoing redevelopment and investment throughout the Woodlawn corridor. Continued neighborhood revitalization, proximity to major institutions, transportation, parks, and cultural amenities provide a strong foundation for future demand and potential appreciation. For investors looking to acquire a multifamily asset in a neighborhood undergoing significant transformation, this Woodlawn two flat offers a compelling combination of income potential, value add upside, and long term appreciation prospects. Tenant on 1st floor pays $1650/month for rent plus utilities.

6602 S Marquette Road, Chicago

$585,000
4 Beds 3 Baths 12748911 MLS CONTINGENT Status
Amazing brick 2-flat opportunity in Portage Park, situated on an oversized 35' x 125' lot. This property offers excellent upside potential by duplexing the first-floor unit into the lower level, which features good ceiling height and an existing bathroom. The front stairwell is configured to allow for a straightforward entryway modification, seamlessly connecting the two levels. Once completed, the duplex-down unit could offer either 3 beds / 2 baths or 4 beds / 2 baths. Both units are currently configured with 2 bedrooms and 1 bathroom. The second-floor unit features an enclosed rear porch that has been incorporated into the living space and works perfectly as an office or den. Additional highlights include basement laundry, a two-car detached garage, and a separate parking pad for a third vehicle. This property is an excellent alternative to a single-family home, with the added benefit of rental income to help balance ownership costs. The first-floor tenant will vacate at the end of September. Please refer to the showing schedule for prearranged showing times.

5051 W Berenice Avenue, Chicago

$600,000
6 Beds 4 Baths 12750002 MLS ACTIVE Status
Bring your vision to 5753 N Washtenaw Ave! This property presents an excellent opportunity for an owner-occupant, investor, or developer looking to create value in a desirable Chicago neighborhood. The property offers tremendous potential for renovation, redevelopment, or customization to suit the buyer's needs. Located on a residential block with convenient access to neighborhood amenities, restaurants, shopping, parks, transportation, and major thoroughfares, this property provides a great opportunity to invest in a sought-after area of Chicago. The property is being offered AS IS, WHERE IS, with the seller making no representations or warranties regarding the condition, zoning, permitted uses, existing improvements, code compliance, violations, permits, or future development potential. Seller will not make repairs or provide credits based on property condition, violations, permits, zoning, or other due diligence matters.

5753 N Washtenaw Avenue, Chicago

$825,000
8 Beds 3 Baths 12750088 MLS RE-ACTIVATED Status
Legal 3-Unit Opportunity in Albany Park offering immediate income and outstanding long-term upside. First and Second floor with spacious units featuring desirable 3-bedroom layouts, creating strong tenant demand and premium rental potential. Full 2 bedroom legal unit in lower level. Red Hot Albany Park that Investors will appreciate. Owner-occupants will also love the opportunity to live in one unit while generating income from the others. Or this one may make a nice condo conversion. Tenants pay their own utilities, helping keep expenses low and returns strong. The property also includes a 2-car garage plus additional parking on side of garage, adding convenience and value for residents. Ideally located near the Brown Line, shopping, dining, and all that Albany Park has to offer, this property combines convenience, quality, and strong rental demand. Whether you're expanding your portfolio or looking for a live-in investment, this is a rare opportunity to own a legal 3-unit in a highly desirable neighborhood.

4418 N Albany Avenue, Chicago

$335,500
6 Beds 3 Baths 12750081 MLS ACTIVE Status
Rare income-producing opportunity featuring 2 PINs and 3 addresses on a corner lot. Property includes a fully occupied all-brick 2-unit building (tenants month-to-month), a separate coach house, and an additional lot included under a separate PIN with an EXTRA LARGE 2-car garage at the rear. Main building offers 3 bedrooms in each unit. Coach house at 1044 W. 70th St features 2 bedrooms, 2 bathrooms, full basement, new furnace, new water heater, new vinyl flooring in kitchen, new windows, and updated electrical with circuit breakers. Recent improvements include all new tuckpointing and roof repairs completed in 2024 with 10-year warranty. Ideal for owner-occupants or investors seeking multiple income streams and value-add opportunity.

6956 S Carpenter Street, Chicago

$750,000
2 Beds 3 Baths 12749994 MLS ACTIVE Status
Fantastic investment opportunity in the highly desirable Bridgeport neighborhood, this meticulously maintained all-brick two-flat has been lovingly cared for by the same family for more than 30 years. Each spacious unit features 2 bedrooms and 1 full bath, with separate utilities and updated HVAC systems, while the first-floor unit offers the added convenience of in-unit laundry. The second-floor unit opens to a large private deck showcasing a spectacular Chicago skyline view, creating an exceptional space for entertaining or unwinding. A fully finished basement with an in-law kitchen and full bath adds valuable flexibility for extended family, guests, additional living space, or potential rental income. Outside, enjoy a full backyard and a two-car garage with a brand-new roof, along with new windows throughout the property. Above it all, the full unfinished attic offers exciting potential for future expansion. Located in the heart of Bridgeport, this property is just minutes from Chinatown, IIT, UIC, downtown Chicago, and major expressways. Enjoy convenient access to acclaimed restaurants, shopping, parks, public transportation, and the many new residential and mixed-use developments transforming the surrounding area. With its solid brick construction, prime location, skyline views, versatile finished basement, and substantial expansion potential, this property offers the perfect combination of income opportunity, long-term value, and Chicago lifestyle. A truly exceptional investment.

3039 S Lowe Avenue, Chicago

$140,000
6 Beds 3 Baths 12749866 MLS CONTINGENT Status
A substantial renovation opportunity with classic Chicago architecture, multi-unit potential, and a compelling North Lawndale setting. Located just off Douglas Boulevard and near historic Douglass Park, 1310 S. Millard is a brick flat with a garden apartment offering the experienced renovator or developer the chance to reimagine the property from the ground up. The building requires a complete gut rehabilitation and is being sold strictly as-is. Its underlying framework includes traditional room proportions, separate living and dining rooms in two units, existing hardwood flooring, original interior millwork and architectural details, and existing rough plumbing locations for kitchens and baths. Portions of the original decorative ceiling work remain visible, providing a glimpse of the building's earlier craftsmanship and character. The property is zoned RT-4, which permits a range of residential uses subject to applicable City of Chicago requirements. The existing configuration includes two above-grade flats plus a garden apartment; however, the legal status of the garden unit has not been confirmed. Buyers should independently verify zoning, dwelling-unit count, permits, building records, and any intended renovation or redevelopment plans with the City of Chicago. For the right buyer, the opportunity is in the transformation. Rehabilitate the existing building into updated rental residences with greater income potential, or explore a larger residential redesign that leverages the building's brick construction, traditional layout, architectural details, and location near Douglas Boulevard and Douglass Park. The property is being marketed for its redevelopment potential and improved-value opportunity rather than its present condition. Bring your contractor, architect, and renovation plan and create the next chapter for this classic Chicago brick building. Cash buyers preferred. No utilities are currently on, and seller will not activate utilities for inspections or showings. Property is sold as-is. Buyer responsible for all due diligence regarding condition, zoning, permitted use, dwelling-unit count, and redevelopment feasibility.

1310 S Millard Avenue, Chicago

$419,900
5 Beds 3 Baths 12719253 MLS ACTIVE Status
Versatility, space, and opportunity come together in this well-maintained multi-level property! Offering a unique layout with two apartments each with 2-bedroom, 1-bath, this property provides flexibility for investors, extended families, or buyers looking for additional living arrangements. The added value is the basement in-law suite, featuring a bedroom, living area, and kitchenette. Whether used as a private space for parents or extended family, a guest suite, or additional flexible living space, this area adds tremendous value and versatility. Outside, enjoy a spacious backyard and private 3-car carport, offering plenty of parking and outdoor space-an uncommon and highly desirable combination. Conveniently located near shopping, restaurants, Metra, major expressways, and key intersections. Whether you're looking to house multiple generations under one roof, create additional private living space, or expand your investment portfolio, this property offers options that are hard to find.

1622 N Keating Avenue, Chicago

$725,000
4 Beds 3 Baths 12703740 MLS PRICE CHANGE Status
Hot investment opportunity in Avondale! Beautifully maintained and spacious 2-flat offering a fantastic opportunity for investors or owner-occupants looking to generate rental income. Both units feature the same desirable floor plan with expansive living and dining rooms, large kitchens with walk-in pantries, two bedrooms and a full bath. Unit 1's bathroom has been recently updated with modern finishes. The finished basement adds even more potential featuring a large recreation room, two additional bedrooms, a full bath, and laundry area, making it ideal for an in-law arrangement. Recent updates: fresh paint 2026, new carpet on main level 2026, newer kitchens and baths, water heater 2025, furnace 2019, newer garage, hardwood floors under carpet. Outside, enjoy a spacious deck, veggie garden, and a newer extra tall 2.5-car garage. Whether you choose to rent both units or live in one and rent the other, this property offers excellent versatility. Ideally located just minutes from I-90/94, grocery stores, restaurants and CTA Blue line. Avondale was recently named one of the Coolest Neighborhoods!

3445 N Monticello Avenue, Chicago

$325,000
6 Beds 2 Baths 12746308 MLS ACTIVE Status
A well maintained 2flat offering a great opportunity for investors or owner occupants. Each unit features 3 bedrooms and 1 bath, a separate living room, formal dining room and eat-in kitchen. Both units are equipped with their own furnace, providing landlord convenience and control for each household. Recent interior upgrades add to the appeal and make this property a solid addition to any investment portfolio. The first floor unit is currently occupied and generates $1,385 per month in rental income, while the second floor unit is vacant and ready for a new tenant or other occupancy. This property also features a full unfinished basement that can be converted for additional tenant needs or residual income, along with a 2car parking pad in the rear.

707 E 92Nd Place, Chicago

$375,000
5 Beds 2 Baths 12747142 MLS CONTINGENT Status
Opportunity awaits in Chicago's desirable Irving Park neighborhood! Situated on a standard 25' x 125' lot, this two-unit property with a detached garage offers potential for an extensive renovation or an exciting new construction opportunity. Unit one features 3 bedrooms and 1 bathroom, while unit two offers 2 bedrooms and 1 bathroom. The basement is unfinished, and both units are vacant. The roof and composite front porch were replaced approximately 10 years ago. Adding to the possibilities, the neighboring property at 3923 N. Troy is also available for sale, presenting a unique opportunity to acquire two adjacent lots and potentially build two new homes side by side. Bring your vision and explore the possibilities in this sought-after location near parks, restaurants, public transportation and all that Irving Park has to offer.

3925 N Troy Street, Chicago

$384,900
6 Beds 3 Baths 12747083 MLS ACTIVE Status
Investor opportunity in the heart of Chatham! This fully occupied 3-unit building offers immediate income with additional long-term upside for the savvy buy-and-hold investor. Each unit features a functional 2-bedroom layout, while residents are responsible for their own gas and electric-an attractive setup for operating efficiency. Individual furnaces and water heaters serve each unit, providing added convenience and control. Current gross rents total approximately $3,561/month, with additional income growth already underway through a newly executed lease and a pending CHA rent increase. With comparable 2-bedroom rents in the area supporting higher rental potential, the next owner has an opportunity to continue strengthening the building's income over time. Outside, a 3-car masonry garage adds valuable off-street parking and additional appeal for tenants. Unfinished basement offers additional value-add potential, including the possibility of a future additional unit, subject to zoning and City approval. Conveniently located near transportation, shopping, and neighborhood amenities, this is an opportunity to acquire an occupied multifamily asset with existing cash flow, separate tenant-paid utilities, and room for future income growth. Add this Chatham 3-unit to your portfolio and let your investment work from day one.

8038 S Maryland Avenue, Chicago

$95,000
5 Beds 3 Baths 12749053 MLS RE-ACTIVATED Status
Bring your vision to life with this substantial investment opportunity, fully demoed to the studs and ready for redevelopment. Plans were previously submitted to the City and are available upon request. A newer roof is in place. The property offers an impressive amount of space and income potential, with 2-bedroom, 1-bath layouts on both the first and second floors, plus a 1-bedroom attic apartment with two separate points of entry/exit. Adding a finished basement to this already massive property further elevates its potential. The surrounding block has seen significant reinvestment. Numerous distressed properties brought back to life and with this continued redevelopment throughout the area, this oversized property presents an exciting opportunity for an investor looking to capitalize on the neighborhood's momentum. Conveniently located directly across from a STEM high school, approximately a 12-minute walk to CTA train service, and just a 3-minute drive to I-90/94. Property is being sold AS-IS. No survey will be provided. Buyer's agent to verify room count, zoning, permitted use, and all property information.

6554 S Stewart Avenue, Chicago

$589,000
5 Beds 3 Baths 12749015 MLS CONTINGENT Status
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-Level Unit features a Large Living Room and Adjoining Family Room, Separate Dining Room, Updated Kitchen with Granite Counters, Tiled Backsplash and Stainless-Steel Appliances, Two Bedrooms, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room and Kitchen. The Upper-Level Unit features a Living Room, Dining Room that opens to the Updated Kitchen, Two Bedrooms, One Full Bathroom and a Sunroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! Enjoy the Outdoors on the Patio that Overlooks the Landscaped Backyard and the Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Northeastern IL University, Loyola University, Kathy Osterman Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

6024 N Rockwell Street, Chicago



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