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$599,000
4 Beds ⋅ 3 Baths ⋅ 12536937 MLS ⋅ ACTIVE Status
Live in one, rent the other! This well-maintained brick two-flat in the heart of Portage Park is perfect for an owner-occupant looking to build wealth while enjoying the benefits of homeownership. The second floor unit is vacant and move-in ready, offering a blank slate to make it your own from day one while the first floor unit provides immediate rental income. Each unit features spacious rooms, hardwood flooring, and a functional layout with separate living and dining areas, plus an enclosed back porch ideal for added storage, a home office, or extra living space. The finished basement adds even more flexibility, whether you envision an in-law suite, a rec room, or a future duplex-down to maximize rental income potential. Add a detached 2-car garage, a fenced yard, and an oversized Chicago lot to round out the package. All of this on a quiet residential block that still puts you close to everything...steps from Chopin Park, the Blue Line, Metra, and CTA buses, with the Six Corners shopping and dining district just around the corner. Quick access to I-90/94 makes commuting a breeze. Whether you're a first-time buyer ready to stop renting, or a seasoned investor adding to your portfolio, this Portage Park two-flat is a smart, long-term move in one of Chicago's most sought-after neighborhoods.

5121 W Henderson Avenue, Chicago
$170,000
6 Beds ⋅ 2 Baths ⋅ 12718160 MLS ⋅ RE-ACTIVATED Status
Exceptional value-add opportunity in the heart of Auburn Gresham! This solid all-brick two-flat is a rare find, offering incredible potential for investors and owner-occupants alike. Each spacious unit features a bright formal living room with an adjoining sunroom, a separate formal dining room, and three generously sized bedrooms, providing an ideal layout for comfortable living. Whether you're seeking strong rental income or planning to create your dream owner-occupied residence, this property offers endless possibilities. Duplex the first-floor unit into the full unfinished basement to create an expansive owner's suite, or finish the basement as additional living space for even greater income potential. The choice is yours. Adding to its appeal is a detached all-brick two-car garage-a feature that's becoming increasingly difficult to find. With its desirable location, generous room sizes, classic brick construction, and flexible floor plan, this property is packed with upside. Bring your vision and finishing touches to unlock its full potential. Opportunities like this don't come around often!

8130 S Ada Street, Chicago
$169,900
4 Beds ⋅ 2 Baths ⋅ 12718059 MLS ⋅ ACTIVE Status
long term owners selling this affordable 2 unit. They have not rented either unit. Great as a 2 unit or for related living. First floor had been remodeled about 15 years ago but needs some cleaning up today. Had new kitchen and bath then. Hardwood floors.2nd floor has some vintage aspects. Comes with extra side lot (7839). Has old garage pad in back for off street parking. Immediate possession. Sold in as-is condition. Full unfinished basement. Seller will consider selling without the extra vacant lot if desired. newer breakers, windows & boiler

7837 S Dobson Avenue, Chicago
$914,900
4 Beds ⋅ 2 Baths ⋅ 12718054 MLS ⋅ ACTIVE Status
This fixer upper is a classic brick two-flat and is nestled in one of the city's most vibrant and desirable areas and has two bedrooms and 1 bath per unit. From the moment you enter the building you will appreciate the character and craftsmanship. The units have beautiful hardwood floors and rich woodwork, original built-ins and great details that reflect a home that is no easy to find today. The kitchens feature generous pantries and the rear porch is great for extra space. The full unfinished basement provides lots of space for storage, utilities and laundry. The backyard comes complete with a newer concrete parking pad that adds valuable parking for your convenience after a long day. Full renovation is needed, but it presents an incredible opportunity for the right buyer or investor. These opportunities don't come along often so bring your imagination and your plans for the future and call to schedule a tour. Sold As-Is ONLY.

1738 W Byron Street, Chicago
$589,000
3 Beds ⋅ 3 Baths ⋅ 12717920 MLS ⋅ ACTIVE Status
Your home should work harder for you. This brand-new construction Two Flat is perfect for first-time buyers and those seeking low-maintenance ownership with income, accessibility, affordability, or multigenerational living. Built by award-winning Greenline Homes, this high-performance, all-electric, two-unit building combines elegant design with cutting-edge building science. Every detail, from the premium Hardie Board exterior to the EV-ready garage and gated intercom security, is crafted for effortless, low-maintenance living. The primary duplex unit offers a condo-quality 2 Bedroom + 2 Bath layout upstairs with a versatile duplex to the main-level bonus room, ideal for a high-end home office, a third bedroom, or home gym. The unit also features a chef's kitchen with custom cabinetry, quartz countertops, and a premium Induction range. The stunning grade-level accessible first-floor interfaces well with the private rear yard and extra-wide garage. Both the garage and main-level unit are ADA accessible. This unit provides a spacious retreat, perfect for multi-generational living or generating high-value rental income to enhance affordability. Each Greenline Home is appointed by a designer with tastemaker-grade finishes. Embrace custom cabinetry, designer quartz, and induction cooking in a home designed for the next 100 years, not the last. With triple-pane windows for ultimate thermal comfort and a fully paid-for solar PV system, enjoy near-zero utility costs without compromising on style. Your comfort and investment in this home will last for generations. Experience a healthier, wealthier, and more comfortable lifestyle-your best life begins here. Schedule your showing today to explore Chicago's best-priced new construction.

6852 S Langley Avenue, Chicago
$789,900
4 Beds ⋅ 3 Baths ⋅ 12717569 MLS ⋅ PRICE CHANGE Status
Nicely updated brick 2 flat in much sought after Lincoln Square area. Significant recent updates include : Brand new tear off roof, gutters & downspouts; 2nd floor unit boasts beautiful new kitchen featuring an oversized island with quartz countertop that comfortably seats 5 people. Bosch & LG appliances, under cabinet lighting, & subway tile backsplash. New recessed canned lighting in this unit as well with dimmers & movie mode option. Living room, kitchen & hallway have been freshly painted. 1st floor unit has an open floor plan as well. Maple cabinet kitchen with white appliances, updated bath & hardwood flooring. This is a legal 2 unit property with a non- conforming garden unit which was remodeled in 2021 & shows beautifully !!! This is leased through 3/27. Basement area has its own heating unit. 1st & 2nd floor units have separate Forced air furnaces & A/C units. Furnaces replaces in 2016, A/C units 2016, 1st flr. hot water tank replaced 2017 & 2nd flr. tank replaced in 2022. Plenty of yard space & 2 car garage. Close proximity to Lincoln Square, River Park, Galter Life Center, Swedish Covenant Hospital, & much more. Great building & Great Location.

5020 N California Avenue, Chicago
$1,399,000
6 Beds ⋅ 4 Baths ⋅ 12717840 MLS ⋅ ACTIVE Status
Exceptional Andersonville, 4,518 Square foot, 3-flat offering timeless vintage charm, EXTRA large floor plans, generous living space, and outstanding investment potential! This classic all-brick building is perfectly suited for investors or owner-occupants. All three units feature SPACIOUS 2-bedroom, 1-bath layouts with sun-filled living rooms, separate formal dining rooms, hardwood floors, crown molding, and inviting sunrooms that provide flexible space for a home office, reading nook, or playroom. Oversized kitchens offer ample cabinetry and room for dining. Outside, enjoy a beautifully maintained shared backyard complete with a patio, lush green space, and a 2-car brick garage. The large shared *unfinished* basement, which includes 1 half bathroom, provides abundant storage and common laundry while offering excellent ceiling height, presenting a fantastic opportunity for a future duplex-down conversion (subject to zoning, permits, and City approval). Ideally located on a quiet, tree-lined street in the heart of Andersonville, this property is just 1/2 a block from Clark Street's renowned restaurants, boutiques, coffee shops, and entertainment. Convenient access to the CTA Red Line, multiple bus routes, Lake Michigan, Foster Beach, Loyola University, and nearby parks make this an unbeatable location for both homeowners and tenants alike. A rare opportunity to own a well-maintained multi-unit building in one of Chicago's most sought-after neighborhoods!

1451 W Berwyn Avenue, Chicago
$799,900
5 Beds ⋅ 2 Baths ⋅ 12717789 MLS ⋅ ACTIVE Status
Recently rehabbed fully rented two-flat in the heart of Avondale near Logan Square. Updated white kitchens, quartz countertops, stainless steel appliances, large washer/dryer in each unit. Canned lighting throughout kitchen, living and dining rooms All new fully rehabbed bathrooms, updated plumbing and electrical, HVAC upgrades including new ductwork and all 2020 AC units, newly refinished floors and new drywall throughout. Newer roof, 2020 tuckpointing, 2020 low-E and Argon gas windows throughout. Newer large back deck and steps.

2843 W Fletcher Street, Chicago
$525,000
9 Beds ⋅ 4 Baths ⋅ 12692477 MLS ⋅ ACTIVE Status
Unlock the potential of this exceptional four-unit investment opportunity, where modern updates meet incredible value-add possibilities. Approximately 80% renovated, this property offers the perfect chance to complete the finishing touches and maximize both equity and rental income. Additional amenities include an enclosed rear porch, paved parking, and numerous improvements already completed, allowing the next owner to focus on the final details and unlock the property's full potential. Whether you're an experienced investor looking to expand your portfolio or an owner seeking a value-add multifamily asset, this four-unit building presents an outstanding opportunity to create long-term wealth.

1224 W 64Th Street, Chicago
$389,000
6 Beds ⋅ 3 Baths ⋅ 12716973 MLS ⋅ RE-ACTIVATED Status
Remodeled 2 units property in a prime Bridgeport location, new plumbing, new central heat and A/C, new roof and new deck. 1/F features 5 bedrooms and 2 bathrooms. 2/F features 1 bedroom and 1 bathroom. Close to Archer, Ashland and I-55.

1321 W 31St Street, Chicago
$250,000
4 Beds ⋅ 2 Baths ⋅ 12717307 MLS ⋅ ACTIVE Status
All brick 2 flay with a partially finished basement. Cosmetic finishing in each apartment will turn this diamond into the polished gem it truly is. Each unit has 2 bedrooms, large, spacious living room, a separate dining room for maximum enjoyment. The property sits in an oversized lot. Included is a two and a half car garage with a screened patio for additional enjoyment. Arrange for your showing today.

10631 S Calumet Avenue, Chicago
$415,000
7 Beds ⋅ 3 Baths ⋅ 12716238 MLS ⋅ PRICE CHANGE Status
Check out this beautifully rehabbed two-unit property located in a rapidly developing neighborhood! Perfect for an investor or owner-occupant, this move-in-ready property offers plenty of space and income potential. The second-floor unit is duplexed into the attic and features five bedrooms and two bathrooms. The first-floor unit offers two bedrooms and one bathroom. Both units include brand-new kitchens and bathrooms, along with new furnaces and hot-water tanks. Whether you're looking to house hack, expand your investment portfolio, or move right in, this property is ready for its new owner!

5043 S Racine Avenue, Chicago
$589,000
8 Beds ⋅ 4 Baths ⋅ 12703804 MLS ⋅ PRICE CHANGE Status
Don't miss this exceptional investment opportunity in Chicago's South Shore neighborhood. This solid brick 2-unit building with an additional in-law unit in the basement offers excellent cash flow potential, multigenerational living options, or the opportunity for an owner-occupant. Situated within an ADU (Accessory Dwelling Unit) District, the property presents additional value and future potential, subject to City of Chicago approvals. Conveniently located near public transportation, Jackson Park, the University of Chicago, the lakefront, shopping, dining, and major expressways.

1957 E 72Nd Street, Chicago
$710,000
7 Beds ⋅ 3 Baths ⋅ 12716444 MLS ⋅ ACTIVE Status
Don't miss this opportunity to own a classic Victorian three-flat in the heart of Oak Park's renowned Frank Lloyd Wright Historic District. Rich in architectural character, each unit features soaring ceilings, original crown molding, hardwood flooring, and updated tile bathrooms. Recent improvements include a new roof and gutters (2017), new boilers (2025), and a freshly painted exterior (2025). Each unit has an assigned washer and dryer, and all utilities are separately metered. Situated on a picturesque, tree-lined street, this exceptional location is just steps from the Green Line, Trader Joe's, Whole Foods, Downtown Lake Street, shopping, dining, and more. While there is no overnight parking on-site, a community parking garage is conveniently located just one-half block south of the building. With no vacancies in the past 15 years and a strong, desirable rent roll, this property presents an excellent opportunity for investors or future owner-occupants. The property is being sold as-is. All units are currently leased through next year, and the existing leases must be honored by the new owner. Owner occupancy is possible once a unit becomes available in accordance with the lease terms. Cash or conventional financing only. This is a rare opportunity to acquire a stable, income-producing property with classic Victorian charm in one of Oak Park's most sought-after historic neighborhoods.

227 N Marion Street, Oak Park
$498,000
4 Beds ⋅ 2 Baths ⋅ 12716064 MLS ⋅ ACTIVE Status
Exceptional investment or house-hacking opportunity in prime Gage Park! This solid brick 2-unit property features an unfinished basement with endless potential and sits on an oversized lot. Each unit boasts classic hardwood floors, high ceilings, original wood trim, spacious living and dining rooms, and cozy enclosed porches. Outside, enjoy rare parking versatility with both a 2-car garage and an additional carport. Unbeatable location with easy access to public transit, minutes from Midway airport, major expressways, grocery stores, dining, and local amenities. Bring your contractor or updates and turn this diamond in the rough into a income-generating power house. Don't miss this one!

3028 W 53Rd Place, Chicago
$310,000
5 Beds ⋅ 3 Baths ⋅ 12716616 MLS ⋅ ACTIVE Status
Completely renovated in 2024, this turnkey legal two-flat with an additional in-law suite offers an outstanding opportunity for both investors and owner-occupants. The property features two 2-bedroom units plus a 1-bedroom, 1-bath in-law suite. The renovation included all-new plumbing, electrical, central HVAC, furnace, stainless steel appliances (refrigerator, range, and microwave), quartz countertops, and modern finishes throughout. Whether you're looking to expand your investment portfolio or live in one unit while offsetting your mortgage with rental income, this property checks all the boxes. While there is no garage, the oversized lot offers ample off-street parking with convenient alley access. Being sold as-is.

2351 S Trumbull Avenue, Chicago
$90,000
4 Beds ⋅ 2 Baths ⋅ 12716579 MLS ⋅ ACTIVE Status

6711 S Union Avenue, Chicago
$1
7 Beds ⋅ 3 Baths ⋅ 12708359 MLS ⋅ AUCTION Status
This 3 flat, multifamily, offers 7 bedrooms and 3 bathrooms with approximately 2988 square feet of living space on a 0.07 acre lot. The foreclosure deed has been recorded, allowing for shorter closing timelines. No Buyer Premium on this property. It is a criminal offense to trespass on this property. The buyer has the right to select their own title and closing company or may use the sellers title and closing company. The buyer is responsible for all closing costs in this transaction.

1226 S Kolin Avenue, Chicago
$890,000
7 Beds ⋅ 5 Baths ⋅ 12716532 MLS ⋅ ACTIVE Status
Attention owner-occupants or investors. Duplex up will be available June 2026. This exceptional two-unit property in the heart of Logan Square represents a Perfect owner-occupancy with rental or premier investment opportunity with both units currently leased and producing income. Entirely rehabbed from the studs in 2019, the residence showcases high-end craftsmanship and gleaming hardwood flooring throughout. Unit 1 offers a spacious layout with three bedrooms and two bathrooms, while Unit 2 is an expansive residence with four bedrooms and three bathrooms. Duplex up with a primary suite on the second level. A standout highlight of the second unit is the stunning third-floor primary suite, which encompasses the entire top level and includes a custom-built walk-in closet installed in 2022. The exterior provides a private fenced yard and a detached two-car garage, offering a rare combination of modern luxury and functional urban living just steps from The 606 trail and the vibrant dining scene of Logan Square.

3806 W Armitage Avenue, Chicago
$975,000
9 Beds ⋅ 6 Baths ⋅ 12716167 MLS ⋅ ACTIVE 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 ⋅ ACTIVE 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
$1,050,000
10 Beds ⋅ 4 Baths ⋅ 12715539 MLS ⋅ ACTIVE 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
$199,000
6 Beds ⋅ 2 Baths ⋅ 12712513 MLS ⋅ ACTIVE 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
$1,490,000
10 Beds ⋅ 4 Baths ⋅ 12278332 MLS ⋅ ACTIVE 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.

1814 N Richmond Street, Chicago
$655,000
5 Beds ⋅ 5 Baths ⋅ 12715315 MLS ⋅ ACTIVE 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 ⋅ ACTIVE 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. In great shape but being offered AS IS.

4854 W Winnemac Avenue, Chicago
$79,900
6 Beds ⋅ 2 Baths ⋅ 12715131 MLS ⋅ ACTIVE Status
EXPERIENCED Investor opportunity in West Garfield Park! This solid brick 2-flat REQUIRES A FULL REHAB and offers excellent value-add potential with two spacious units, each featuring 3 bedrooms, 1 bathroom, separate living and dining rooms, and a functional floor plan. The property is being sold as-is and presents an opportunity for full renovation and long-term investment in a neighborhood experiencing ongoing redevelopment. Buyer will assume responsibility for any municipal requirements, including required inspections and compliance items. Cash or hard money financing only. AGENTS, PLEASE REVIEW ADDITIONAL INFORMATION AVAILABLE IN THE BROKER REMARKS.

4224 W Maypole Avenue, Chicago
$760,000
7 Beds ⋅ 4 Baths ⋅ 12714975 MLS ⋅ ACTIVE 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
$175,000
7 Beds ⋅ 3 Baths ⋅ 12712166 MLS ⋅ ACTIVE Status

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

1450 S Avers Avenue, Chicago



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