Chicago, IL · Curated MLS Search

5-Flats in Chicago, IL

An editorially curated view of every active 5-flats listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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Chicago Market — 5-Flats Comparison

Live MLS data — citywide vs. 5-Flats

Chicago

5-Flats

inventory

Active Listings

6,794

Sold (Past 6 Mo.)

13,671

Under Contract

3,123

pricing

Avg. List Price

$555,358

$598,400

Cost / Sq. Ft.

$318

$321

typical home

Living Area

1,758 ft²

2,675 ft² ↑ 52%

Avg. Beds

3.4

5.9 ↑ 72%

Avg. Baths

2.4

3.3 ↑ 33%

Days on Market

133

91 ↓ 32%

5-Flats in Chicago: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 39 active listings for Chicago 5-flats, and the median listing had been on the market 28 days. These listings made up about 1% of the 6,794 active listings in Chicago, across every property type. At the time, 22 more were pending, and 67 sold in the past six months, roughly 11 a month. At that pace, there are about 3.5 months of supply, which is generally considered a seller's market. The median list price was $550,000. That price was $220,000 above the $330,000 median for all active listings in Chicago, across every property type. The middle half of the listings fell between $377,000 and $687,000. The average listing had 5.9 bedrooms and 3.3 bathrooms. If you're buying, it pays to be ready when a new listing comes up. If you're selling, well-priced homes have been moving quickly.

5-Flats in Chicago, IL, October 20, 2026
Measure	Value
Active listings	39
All active listings in Chicago, every property type	6,794
Under contract	22
Sold, past six months	67
Months of supply	3.5
Median list price	$550,000
Middle half of list prices	$377,000 to $687,000
Median list price, all Chicago listings	$330,000
Median days on market	28

5-Flats in other cities

Albany Park: 3 active
Belmont Cragin: 3 active
Aurora: 1 active
Berwyn: 1 active
Cicero: 1 active

Market questions

How many Chicago 5-flats are on the market?

There were 39 Chicago 5-flats for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

What do Chicago 5-flats typically list for?

The median list price of Chicago 5-flats was $550,000 as of October 20, 2026.

What is the typical price range for Chicago 5-flats?

The middle half of active listings for Chicago 5-flats was priced between $377,000 and $687,000.

What is the typical time on market for Chicago 5-flats?

The median listing for Chicago 5-flats had been on the market 28 days as of October 20, 2026.

How do Chicago 5-flats stack up against other cities?

As of October 20, 2026, there were 39 Chicago 5-flats for sale. In the same search, Albany Park had 3 5-flats for sale, Belmont Cragin had 3 5-flats for sale and Aurora had 1 active listing for 5-flats.

Are Chicago 5-flats priced above or below the Chicago median?

The median list price of Chicago 5-flats, $550,000, was $220,000 above the $330,000 median for all active listings in Chicago, across every property type.

Is the market for Chicago 5-flats a buyer's or a seller's market?

With 39 active listings and roughly 11 sales a month, supply of Chicago 5-flats stood at about 3.5 months, which is generally considered a seller's market.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Chicago IL 5-Flats Listings

$599,500

3 Beds ⋅ 1 Baths ⋅ 12793770 MLS ⋅ NEW Status

Vintage three flat, each with separate utilities and in-unit-laundry. The building has a backyard and 2 car garage. Located in booming Avondale, with new construction, residential and commercial development all around. Convenient location, offers easy access to downtown, O'Hare, Logan Square and beyond via the Blue Line and highway. Rents are below market value, representing long term (month-to-month) tenants. Please note: 1) Property As-Is. 2) Exterior and interior dimensions and square footage are estimates. 3) Property is within the jurisdiction of the Northwest Side Preservation Ordinance; tenants may exercise the right of first refusal. 4) Trust Owner Property. 5) See showing instructions for available showing times. 6) Best and final offer due on or before 11-9-2026.

3067 N Central Park Avenue, Chicago

$2,225,000

12793794 MLS ⋅ NEW Status

Excellent Rogers Park investment opportunity featuring a well-maintained, substantially updated vintage 10-unit property with two buildings: a classic front 8-flat plus a rear 2-unit coach house. Unit mix includes 4 two-bedroom/1-bath apartments, 4 one-bedroom/1-bath apartments and 2 studio/1-bath units. Nine of the ten kitchens have been renovated with newer cabinetry, stainless-steel appliances and granite countertops. Tenants pay their own gas heat and electricity, and 8 of the 10 units have central air. Additional features include replacement windows, original architectural character, large decks, a beautiful backyard, basement coin laundry with 3 washers and 3 dryers, and a remote-controlled gated parking lot for 5 cars. Nine units are occupied and currently month-to-month; one renovated 2-bedroom unit is vacant and available for showing. Approximately 3 blocks from Lake Michigan with convenient access to public transportation, shopping, dining and neighborhood amenities.

1629-1631 W Estes Avenue, Chicago

$949,000

9 Beds ⋅ 4 Baths ⋅ 12793738 MLS ⋅ NEW Status

Fully Renovated 2-Flat + Additional Income | Prime Chicago Location. Rarely does an opportunity like this come along- an extensively renovated 2-flat offering multiple income streams, impressive updates, and a prime Chicago location just steps from the Addison Blue Line and I-90/94. Renovated from top to bottom, this property is ideal for an owner-occupant looking to house hack, a seasoned investor seeking strong rental potential, or anyone looking to capitalize on a turnkey multi-unit property. Each unit features 3 bedrooms plus an additional sunroom/office space with in-unit laundry per unit. The basement adds another significant income component with 3 additional bedrooms and 2 bathrooms, currently occupied and generating additional rental income. Major improvements have been completed throughout the property, providing peace of mind for the next owner. Updates include copper plumbing, a new 4-year-old roof that has been professionally maintained yearly, a new garage roof, new siding on both the home and garage, and a reinforced deck and porch. The property also features separate utilities with three utility boxes, making it well suited for multi-unit ownership and income generation. Mechanical and infrastructure improvements include 4-year-old HVAC systems with central air serving all three units, three new sump pumps, a new garage door, and a significant electrical service upgrade by ComEd to 200/400-amp service. Location is another major advantage. The property is approximately a 5-minute walk to the Addison Blue Line, providing convenient access to downtown Chicago and O'Hare, while immediate proximity to I-90/94 makes commuting throughout the city and suburbs exceptionally convenient. With extensive renovations, multiple income-producing spaces, separate utilities, substantial infrastructure improvements, and an unbeatable location,

3626 W Cornelia Street, Chicago

$265,000

6 Beds ⋅ 4 Baths ⋅ 12791848 MLS ⋅ NEW Status

Excellent opportunity to own a solid brick 2-flat offering space, versatility, and long-term potential! Property features some updates, a finished attic and full finished basement, providing additional living space and potential income opportunities. Ideal for an owner-occupant or investor, with plenty of possibilities for the next owner to further enhance and add value. Major improvements include a roof approximately 5 years old, along with some boilers and some furnaces approximately 5 years old. Property is being sold strictly AS-IS. Seller will not make repairs. AS-IS Rider required.

5160 S Damen Avenue, Chicago

$925,000

3 Beds ⋅ 3 Baths ⋅ 12570885 MLS ⋅ NEW Status

Experience elevated city living in this beautifully appointed 3-bedroom, 3-bath + Office space designed and built by Belgravia residence. This spacious home boast 2060 square feet that is enhanced with an open-concept living and dining space that is framed by expansive 10ft. ceilings and abundant windows. White Oak Wide-plank hardwood flooring flows seamlessly throughout and extends to a private balcony-perfect for morning coffee or evening unwinding. The sleek, contemporary kitchen is designed to impress, featuring flat-panel cabinetry with glass-front uppers, quartz countertops, and an oversized island that anchors the space with generous prep and gathering room. Premium Jenn Air stainless steel appliances-including a 5-burner cooktop, oven, and microwave-are complemented by an integrated refrigerator and dishwasher for a streamlined look. A bold designer backsplash and dimmable under-cabinet lighting complete this refined culinary space. Owner invested in numerous thoughtful pre-construction upgrades including: enhanced electrical features, elevated the bathroom finishes, added hardwood flooring throughout, installed convenient power blinds and traditional blinds. The spacious primary suite offers a serene retreat with a spa-inspired bath and glass-enclosed shower. Two additional bedrooms (one en-suite) provide flexibility for guests or family, while a dedicated office makes working from home effortless. Additional highlights include three beautifully finished full baths, an exceptionally large in-unit laundry room with plenty of storage, custom closet systems throughout, heated garage parking, additional storage and access to a stunning rooftop terrace with panoramic skyline views. Ideally situated near acclaimed dining, shopping, and transportation, this move-in-ready residence blends sophisticated design with everyday comfort in one of Chicago's most desirable neighborhoods. Assessments include gas, water, scavenger, exterior maintenance, common insurance and professional management company.

367 W Locust Street Unit #507, Chicago

$2,800,000

12790258 MLS ⋅ ACTIVE Status

844-846 W. Lakeside Pl., a classic center-entrance six-flat apartment building located in Chicago's Uptown neighborhood, a short walk from Lake Michigan and Montrose Harbor. The Property consists of five (5) three-bedroom/two-bathroom units and one (1) four-bedroom/two-bathroom unit, with each apartment measuring approximately 1,600 square feet. The Offering also includes five (5) garage parking spaces and a basement workspace currently rented for $550/month. Tenants have large private storage spaces in the basement as well. The apartments showcase preserved vintage character - coffered ceilings, wainscoting, crown molding, decorative fireplaces, and built-in cabinetry - paired with select unit-level updates including refinished hardwood floors, quartz countertops, stainless-steel appliances, HVAC, in-unit washer/dryers, and renovated bathrooms. Capital improvements include a fully rebuilt rear porch system (2023) and a 400-amp electrical service upgrade (2016). A new owner may choose to pursue additional cosmetic renovations to kitchens and bathrooms to push rents above current market levels, building on the unit modernization already completed elsewhere in the building. The Property may also support the addition of an Accessory dwelling unit (ADU) or two, pending city approval. 844-846 W. Lakeside Pl. is ideally situated on a quiet, tree-lined street one block from the Lakefront Trail and Montrose Harbor, with three CTA stations nearby - Lawrence Red Line (7 minutes), Wilson Red/Purple (8 minutes), and Argyle Red Line (10 minutes) - all providing direct service to the Loop.

844 W Lakeside Place, Chicago

$279,900

6 Beds ⋅ 4 Baths ⋅ 12788940 MLS ⋅ ACTIVE Status

Multiple offers received. Highest and best due Sunday, October 25 at 5:00 PM CT. Investor special! Solid 1920 masonry two-flat with a garden unit, offering three 2-bedroom units on a 3,877 sq ft lot in the Galewood/Austin area. The first floor is a 2-bedroom, 1-bath unit; the second floor is a 2-bedroom, 1-bath unit; and the garden level is a 2-bedroom, 1.5-bath unit. The building has very good bones but needs a full rehab throughout, making it an ideal opportunity for investors, rehabbers, or an owner-occupant with vision to add value and build serious equity. Once renovated, this could be a very, very nice property. Detached 2-car garage. Convenient to North Avenue shopping, dining and CTA bus, and area parks. Property is being sold strictly AS-IS.

1621 N Meade Avenue, Chicago

$739,900

8 Beds ⋅ 5 Baths ⋅ 12786124 MLS ⋅ ACTIVE Status

A standout opportunity on Chicago's Northwest Side! This impressive brick two-flat combines spacious living, significant upgrades, and a highly convenient location. Long-term ownership pride shines throughout, with two generous apartments, each offering 3 bedrooms, 11/2 baths, hardwood floors, and spacious eat-in kitchens with plenty of room for everyday dining. The recently finished lower level features two additional rooms, a full bath, and the added comfort of in-floor radiant heating - a wonderful feature during Chicago winters! This versatile space offers excellent possibilities for extended living or potential integration with the first-floor residence, subject to applicable approvals. Generously sized storage areas provide valuable extra space for seasonal items and everyday needs. Major improvements reflect years of attentive ownership, including updated electrical and plumbing, a roof about 7 years old, and newer windows, garage, and concrete work, all about 5 years old. Other highlights include a newer central A/C, furnaces, and boilers, plus an overhead sewer system. Long-term tenants are already in place. And then there's the location! Conveniently situated near Addison and Forest Preserve Avenue, just a short distance from Canty Elementary School, a CPS school offering a Fine and Performing Arts program. Enjoy easy access to CTA transportation, Hiawatha Park, nearby forest preserves, shopping and dining at Harlem Irving Plaza, and major road connections, including access to the Kennedy Expressway. Whether you're expanding your investment portfolio or planning for future owner occupancy, this property offers an attractive combination of space, upgrades, and convenience. The opportunity is here - schedule your showing and explore the possibilities!

7828 W Addison Street, Chicago

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 12786855 MLS ⋅ ACTIVE Status

Beautifully updated and move-in ready, this exceptional 3-story brick home on a coveted Kenwood block offers over 4,700 square feet of living space, 5+ bedrooms, 3 1/2 baths, and a fully finished and thoughtfully designed basement. A spacious, covered front porch welcomes you home, offering multiple seating areas and a ceiling fan for comfortable outdoor enjoyment even on the warmest days. Inside, the inviting entry hall opens seamlessly into the gracious living room, featuring a beautiful gas fireplace and built ins. The elegant separate dining room, with its handsome built-in cabinetry, is perfectly positioned between the living room and kitchen, connecting to the kitchen through an open butler's pantry. The spacious eat in kitchen is outfitted with a 2025 premium appliance package, including a Sub-Zero refrigerator, Viking cooktop, Wolf double oven and microwave, and Bosch dishwasher. Just off the kitchen, a large newly refinished deck overlooks the beautiful professionally landscaped yard and leads down to a full-size sport court -- an incredible amenity for recreation and entertaining. A conveniently tucked-away powder room is located beneath the staircase on the main floor. Up the grand staircase, the 2nd floor features a beautifully renovated custom office (with a discreetly integrated full-size washer and dryer), 2 generously sized bedrooms, a cozy family room, and a newly updated full bath. The 3rd floor offers a private primary suite with a newly renovated spa-like bath including radiant heated floors and a large walk in closet. Also on this level are another large bedroom, a fully renovated hall bath, and a versatile 2nd office or 5th bedroom. The fully finished lower level provides an expansive recreation room with endless possibilities-as a family room, play area, craft space, home gym, or whatever best suits your needs. A separate laundry area with sink, large walk-in pantry, second refrigerator and abundant additional storage add to the functionality of this level, which also offers convenient walk-out access to the backyard. Newer mechanicals include heat pump and space pack and 2 water heaters. The flat roof lining was replaced around 2017. This exceptional home combines beautiful original character with thoughtful updates, generous living space, and an impressive array of indoor and outdoor amenities. Truly move-in ready, it offers everything you have been looking for in a beautiful Kenwood home. Easy access to Lake Michigan, downtown transportation, and the University of Chicago campus.

4941 S Kimbark Avenue, Chicago

$675,000

8 Beds ⋅ 5 Baths ⋅ 12786037 MLS ⋅ ACTIVE Status

Oversized Brick Legal 3-Flat in Belmont Central! Well-maintained, oversized brick legal 3-flat featuring 8 bedrooms and 5 full bathrooms. Each level offers spacious bedrooms, large formal living and dining rooms, decorative fireplaces, custom cove moldings, and hardwood floors throughout. The garden unit features 2 bedrooms, a living room, a large kitchen, a spacious laundry area, and 2 full bathrooms. Major improvements include a new boiler installed last winter, newer electrical service, and a roof approximately 12 years old and in good condition. Separate electric meters and cooking gas provide added convenience. Enjoy a newly poured concrete backyard, a 2.5-car brick garage, and a new gate for the carport. The property generates solid rental income with established tenants, all on month-to-month tenancy. Ideally located in the sought-after Belmont Central business district, close to parks, public transportation, markets, shopping plazas, and schools. More updates included in additional info tab.

3141 N Luna Avenue, Chicago

$599,000

6 Beds ⋅ 2 Baths ⋅ 12776596 MLS ⋅ CONTINGENT Status

Space, character, and opportunity in a lovely pocket of Norwood Park East! Maintained and occupied by the same family for many years, this solid brick two-flat features generous room sizes and a versatile layout for an owner-occupant or for use as an investment property. Each unit offers three large fairly equally sized bedrooms, a separate living and dining room, plus an eat-in kitchen, additional closets and hardwood floors throughout. Stainless appliances in both kitchens purchased in past 5 years. Mid-century enthusiasts will appreciate the beautifully preserved vintage details including light kitchen cabinetry, yellow laminate countertops and tile, mint green bathroom tile in exceptional condition, and pristine pink tubs. It's rare to find baths in this "mint" condition! The basement features high ceilings, a finished recreation room, sump pump, large laundry and utility room (with new washer and dryer in past year) and abundant space for storage and future expansion. Explore the potential to duplex down, subject to zoning and required approvals. Additional features include updated electrical, two separate boilers, two hot water tanks, and three electric meters, including one for common areas. A detached garage with a manual door completes the property. Offered as-is as part of an estate and currently no tenants renting the space, this longtime family home presents a wonderful opportunity to enjoy its vintage charm, update at your own pace, or build on its investment potential. **MULTIPLE OFFERS RECEIVED. Offer deadline of Sunday October 18th 7pm**

6046 W Miami Avenue, Chicago

$579,000

4 Beds ⋅ 3 Baths ⋅ 12785335 MLS ⋅ CONTINGENT Status

A rare opportunity to own a solid brick two-flat that has not been on the market since 1992. Located near the border of Hermosa and Belmont Cragin, each unit features 5 rooms, including a spacious living room, separate dining room, 2 bedrooms, and 1 bath. Additional highlights include a full basement, a new heating unit installed in 2025, an enclosed porch, and a 2-car garage. After many years under the same ownership, the property is ready for its next owner to customize and build equity over time. Conveniently situated near public transportation, with easy access to neighborhood shopping, local dining, and everyday amenities.

2717 N Kilpatrick Avenue, Chicago

$399,900

5 Beds ⋅ 3 Baths ⋅ 12782873 MLS ⋅ ACTIVE Status

Beautiful and well maintained 2 flat updated within the last 5 years + partially finished garden unit. This property offers spacious living areas, modern finishes and a functional layout throughout. Three car brick garage and plenty of backyard space. Ideal for an owner-occupant or investor looking to add a solid multi-unit property to their portfolio. Conveniently located near public transportation and e-way. Schedule your showings today.

7605 S Calumet Avenue, Chicago

$385,500

5 Beds ⋅ 2 Baths ⋅ 12782244 MLS ⋅ ACTIVE Status

Beautifully rehabbed brick two-flat featuring 5 bedrooms and 2 bathrooms. Both units offer hardwood flooring, updated kitchens with stainless steel appliances, ceramic tile, and updated bathrooms. Full walkout basement with exterior access and additional storage, plus a detached 2-car garage. Both units are occupied, providing income potential for investors. First floor unit is 2bedroom second floor is 3bedroom. One unit is on a month-to-month lease. An excellent opportunity to add an income-producing property to your portfolio. Schedule your showing today!

6943 S King Drive, Chicago

5853 N Glenwood Avenue Unit #2S, Chicago

$499,900

3 Beds ⋅ 2 Baths ⋅ 12777286 MLS ⋅ CONTINGENT Status

Welcome home to this exceptionally spacious 3-bedroom, 1.5-bath corner residence, where abundant southern, western, and eastern exposures fill the home with natural light throughout the day. Nestled beneath the mature tree canopy of Glenwood Avenue in sought-after Edgewater Glen, this approximately 1,800-square-foot home combines timeless vintage character with generous living spaces and a wonderful indoor-outdoor connection. Located in a classic vintage 6-flat, the home welcomes you through a gracious foyer that opens into an oversized living room, complete with a cozy fireplace and a wall of south and west-facing windows overlooking the leafy surroundings. An expansive adjoining sunroom provides the perfect spot for morning coffee, reading, or simply enjoying the beautiful, park-like vista. The home's original character shines in the separate formal dining room, generously sized to accommodate substantial dining furniture and effortless entertaining. A short hallway features a beautiful original built-in hutch and leads to the large, stainless-steel chef's kitchen, equipped with a 5-burner range and exhaust hood, honed black granite countertops, abundant cabinetry, and ample shelving. And then there's the breakfast room-truly a room, not a nook! From here, step outside to the home's remarkable huge, completely private screened porch, an exceptional extension of the living space and an ideal setting for relaxing or entertaining.All three bedrooms are generously proportioned. The third bedroom features a convenient half bath and is currently used as an office. Others in the building have incorporated this space into the adjacent bedroom, creating an impressive ensuite with a full bath and laundry-an option worth exploring for future customization.Additional highlights include abundant in-unit storage, large and deep closets, original hardwood floors, gorgeous crown molding throughout, and 22 thermal-pane windows installed approximately five years ago. The basement offers additional open storage as well as free laundry, with new machines installed in 2025. Location is hard to beat, with the very best of Andersonville and Edgewater right outside your door-independent shops and businesses, grocery stores, acclaimed restaurants, shopping, entertainment, and the new public library. Easy street parking and rental parking options available. Enjoy a short walk to the Metra, the Red Line, Broadway and Clark Street buses, plus easy access to Lake Shore Drive. A rare combination of space, sunlight, vintage charm, storage, and an exceptional private outdoor retreat, all in one of Chicago's most vibrant and walkable neighborhoods.

5853 N Glenwood Avenue Unit #2S, Chicago

$2,150,000

12780789 MLS ⋅ ACTIVE Status

Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to the lakefront at the very north end of Drexel Blvd, with its idyllic fountain & cul-de-sac is a magical whimsical storybook setting offering 5 Massive full-floor units ultra-luxurious 3-4 Bed/2-3 Bath residences set in a made for TV boutique, elegant, Gothic Greystone. Be inspired by the grand, formal lobby with inlaid stone floors, intricate woodwork, stunning modern art, a crystal cut chandelier & super "mod" LED wall sconces. The elevator opens directly into most residences' private foyer, which leads to a massive great room, with soaring ceilings & 7' tall window bays that capture phenomenal sun soaked south & west vistas up & down lush & forested Drexel Boulevard. Gorgeous plank hardwood floors, which contrast with sleek 7" crown & baseboard moldings, 8' tall solid core doors, polished chrome door handles & accessories, a custom designed & built fireplace with glass, stone & quartz mantel + gorgeous lighting with Decora switches & dimmers. Adjacent to the great room, cook, entertain & eat in a true & REAL gourmet kitchen with 1 1/4" thick quartz countertops, a massive work island with bar stool seating, state-of-the-art stainless appliances, a multi burner stove, tunnel exhaust hood, dishwasher, 36" refrigerator with ice & water dispensers, built-in microwave drawer & brilliant porcelain full height backsplashes. Other features include strategically placed cable & electric for flat screen televisions, Hi Efficiency HVAC, high tech LED lighting & many other features. Gracious jaw dropping primary bedroom suite with an infusion of natural light from tall south facing windows, enormous walk-in closet is ready to house a large wardrobe, with custom double hanging SS organizers some which include 20 lineal feet of hanging & 55 lineal feet of shelves. Resort Luxury spa bathroom with heated porcelain tile heated floors, steam shower, quartz bench, a custom designed floor to ceiling glass wall & door system, a rain shower, handheld shower & separate body washes, 6' air bath, a wall mounted floating double bowl vanity & two large mirrored medicine cabinets. Numerous oversized rear terraces offer respite to enjoy cocktails, read a book or have breakfast through dinner, private & spacious with sweeping downtown views. Full Laundry Center complete with full size washer & dryer, countertops & cabinetry cabinets. Enjoy fully curated exotic botanical gardens fully with specimen trees & bushes, many grafted, from around the world, including Japan, various countries in Eastern Europe, Canada & the USA ( all irrigated controlled by app) topped off with 9 car garage (2 of 9 Tandem). Fully stabilized with exceptional longer term tenants, this stunning, unique, trophy property offers a rare hybrid opportunity pairing investment with legacy. Full financials, floorplans, survey, and extensive pictures available. Actual Annual Income $213,045/NOI $141,525 / 6.5CAP Pre Approved buyers only. 48-72 hours' notice to show M-F (no weekend showings)

3967 S Drexel Boulevard, Chicago

$330,000

5 Beds ⋅ 2 Baths ⋅ 12778999 MLS ⋅ ACTIVE Status

This beautiful spacious 2-flat brick property for sale in Greater Grand Crossing offering an excellent opportunity for real estate investors, owner-occupants and buyers searching for a Chicago multi-family property with rental income potential. The first unit offers two bedrooms and one bathroom plus a basement that duplex down with additional room for more space with a washer and dryer. The second-floor unit features three bedrooms and one bathroom. The roof, hot water tank and furnace are approximately 5 years old. Rehab work was completed in 2021 and tuck point in 2026. There is a spacious backyard with a rear concrete pad for two car parking. Both units are occupied and leased for 1550 providing immediate rental income and room for increase.

7430 S Evans Avenue, Chicago

$2,395,000

5 Beds ⋅ 4 Baths ⋅ 12779848 MLS ⋅ CONTINGENT Status

This beautifully renovated Lincoln Park two-flat combines a stunning three-bedroom, two-and-a-half-bath owner's duplex-up residence with an attractive two-bedroom, one-bath first-floor apartment-all within the sought-after Lincoln Elementary School District. Live upstairs and help ownership costs with approximately $50,000 in potential annual rental income from 1st floor unit, use for extended family or a nanny, or retain both residences as an investment with projected combined rents of $12,000+ per month. The property also offers the opportunity for a future single-family conversion. The upper duplex has been thoughtfully transformed in 2026 with sophisticated finishes and custom details throughout. New bay windows overlook tree-lined Willow Street, while the home's generous interior width creates an unusually spacious feel. New 5-inch white oak floors anchor the main level. The beautifully designed kitchen features custom oak cabinetry with a sage-green island, Taj Mahal quartzite countertops, a marble backsplash, premium Sub-Zero and GE Monogram appliances, a spacious pantry closet, an adjoining dining room, and a coordinating dry bar with a wine fridge. A charming powder room features marble floors and a custom quartzite vanity. Upstairs, vaulted ceilings, skylights, and white oak floors enhance three bedrooms, two full baths, and a versatile loft ideal for a home office or sitting area. The gorgeous primary bath features limestone tile, Kohler Castia plumbing fixtures, a dual vanity, built-in cabinetry, and a skylight. Custom closet interiors throughout and a conveniently located upper-level laundry closet. A new wrought iron bridge connects the owner's residence to an impressive 20-by-18-foot garage rooftop deck with Trex decking and cedar privacy fencing-an inviting retreat for outdoor dining and entertaining. The first-floor unit features 2 beds 1 bath, a renovated kitchen and bath with classic finishes, along with updated lighting, and newly refinished floors and paint. Estimated rental income of $4,000-$4,500 per month adds meaningful value, with additional potential for short-term rental use subject to applicable licensing and approvals. Extensive building improvements in 2026 include new Hardie board siding, Marvin windows throughout, five new Veluxe skylights, new roofs on both the building and garage, 2 new hot water heaters, new landscaping and pavers in front and back and much more. A spacious two-car garage and full unfinished basement offers washer/dryer for 1st floor unit and additional storage for both units. Rental figures are projections. Agent owned interest.

616 W Willow Street, Chicago

$529,900

8 Beds ⋅ 3 Baths ⋅ 12779283 MLS ⋅ ACTIVE Status

Beautiful Fully Rehabbed 2-Flat with Coach House - Exceptional Investment or Owner-Occupant Opportunity! Welcome to this beautifully renovated 2-flat with a separate coach house, offering an incredible opportunity for investors or owner-occupants looking to live in one unit while generating rental income from the others. The main building features two spacious units, each offering 3 bedrooms and 1 full bathroom. The basement is framed out and ready to be finished and a possible 4th unit if the buyer chooses to. The coach house features 2 bedrooms and 1 full bathroom, providing additional living space and excellent income potential. This property has been thoughtfully rehabbed from top to bottom with modern finishes and major improvements throughout. Updates include new electrical, plumbing, HVAC systems, fixtures, beautifully updated kitchens and bathrooms, and much more. The renovations provide the comfort and style of modern living while making this property truly move-in ready. Conveniently located approximately 5-7 minutes from I-94, with easy access to the CTA Red Line, bus transportation, shopping, dining, and everyday conveniences, making commuting throughout the city a breeze. Whether you're looking to expand your investment portfolio, generate multiple streams of rental income, or live in one unit while the others help with your housing expenses, this property offers outstanding versatility and potential. A rare opportunity and an absolute MUST-SEE for any serious investor or owner-occupant! CENTRAL AIR WILL ONLY BE INSTALLED IN THE MAIN BUILDING! APPLIANCES WILL BE INSTALLED AT CLOSING!!! QUALIFIES FOR THE COOK COUNTY LAND BANK GRANT FOR UP TO 20K or up to 25k using a preferred lender - see private remarks

5419 S Aberdeen Street, Chicago

$378,999

5 Beds ⋅ 2 Baths ⋅ 12778091 MLS ⋅ ACTIVE Status

*** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located near grocery stores, public transportation, elementary and high schools.*** COME SEE *** TENANTS HAVE BEEN EVICTED*** EASY TO SHOW*** WILL NOT LAST LONG!!!!

3704 W 58Th Street, Chicago

$720,000

5 Beds ⋅ 5 Baths ⋅ 12775381 MLS ⋅ ACTIVE Status

***Approved 20,000 Grant Available Through the CCLB if owner occupied! Welcome to 2832 W Wilcox, a truly one-of-a-kind home that offers three levels of living spcae. A rare cross between a traditional single family home that can be converted to two separate residences. This legal 2-flat spans 3150 Square feet, 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than Dual Primary Suites, dual HVAC, dual Laundry area, and dual Kitchen areas. Private side entry for each unit. Whether you are looking to House Hack or desire a flexible property with endless possibilities, this unique residence delivers. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower plus two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. This incredible English garden level offers 2 Bedrooms and 2 bath, full living room, Full kitchen with quartz countertops and stainless appliances. schedule your private tour today.

2832 W Wilcox Street, Chicago

$659,900

7 Beds ⋅ 3 Baths ⋅ 12775364 MLS ⋅ CONTINGENT Status

Welcome to 5344 W Drummond Pl, a remodeled two-flat in Belmont Cragin ready for owner-occupants and investors. The owner completed extensive remodeling in 2023/2024, including new copper piping, quartz countertops, updated light fixtures, and additional improvements throughout. The property provides you with a very strong rent roll from day one! The first-floor unit features two bedrooms, while the second-floor unit provides 2 levels of living space, with the finished attic providing two additional bedrooms, giving Unit 2 a total of 5 bedrooms! The fully finished basement includes two bedrooms and may provide additional living or flex space; buyers should independently verify permitted uses, including any potential ADU use. Each unit has its own washer and dryer. Additional property features include fresh landscaping and an oversized 2.5-car garage. The property offers flexibility for an owner-occupant or investor seeking a remodeled multi-unit building with rental income and additional finished space. Call today to view and make this incredible property your own.

5344 W Drummond Place, Chicago

$550,000

5 Beds ⋅ 3 Baths ⋅ 12773644 MLS ⋅ PENDING Status

Well situated two flat home spanning 2 lots in the Jefferson Park side of Portage Park Chicago. What a yard! Fully fenced, 6250 sq ft lot with a dreamy yard, this double lot has mature landscaping, an oversized garage, raised patio and additional storage shed. It doesn't lack hang out space nor growing space! The 2 unit has a partially finished basement with a bedroom/bar setup and full bath. The attic is unfinished and holds the second floor's central heat and air. The second floor features all hardwood, original hutch and high ceilings. Most of the windows have been updated in the last 15 - 20 yrs. Roof estimated 10-15yrs old. The 1st floor is boiler heated with 2 large bedrooms and a big kitchen with back sunroom and high ceilings. This unit is in need of some TLC. Unit 1 and garden are vacant and ready for new life while 2nd floor's lease ends Feb. 28th 2027. Keep as an income generating property or convert to the most beautiful single family home around! Great location by greenspace, walk to the Metra, bus and Jeff Park Blue line transit center and just 2 blocks from Jewel, Starbucks, Prussing Elementary, great Filipino and Polish restaurants.. ALL within a 5 minute walk...

5753 W Giddings Street, Chicago

$475,000

7 Beds ⋅ 3 Baths ⋅ 12771888 MLS ⋅ ACTIVE Status

LOOKING FOR A FANTASTIC OPPORTUNITY TO OWN A GREAT INCOME PRODUCING MULTI-UNIT? LOOK NO FURTHER? ** BEAUTIFUL & SPACIOUS GREYSTONE 2 FLAT, FULLY RENOVATED IN 2020. 1ST FLOOR APARTMENT DUPLEXED DOWN TO THE BASEMENT, FEATURES 5 BED/2 BATHS. THE 2ND FLOOR FEATURES 3 BEDROOMS & 1 BATH. ADDITONAL ATTIC/RECREATIONAL SPACE WITH SEPARATE ENTRANCE READY FOR YOUR IDEAS. OR DUPLEX UP FROM THE 2ND FLOOR FOR ADDITIONAL LIVING SPACE. ALL UNITS HAVE HARDWOOD FLOORS THROUGHOUT & CARPET IN THE 2ND FLOOR BEDROOMS! NEWER KITCHEN CABINETS WITH GRANITE COUNTERTOPS, SS APPLIANCES, CENTRAL HEAT/AIR, & 2 CAR GARAGE. THIS PROPERTY HAS BEEN WELL MAINTAINED BY ITS OWNER. 1ST FLOOR APARTMENT HAS LONG TERM TENANTS. TENANTS PAY THEIR OWN HEAT, ELECTRIC AND GAS. WASHER & DRYER HOOK-UP IN THE BASEMENT! GREAT CASH FLOW!

1450 S Avers Avenue, Chicago

$375,000

4 Beds ⋅ 2 Baths ⋅ 12765433 MLS ⋅ ACTIVE Status

Belmont Cragin area 3 Br 1 full bath on the first floor and 1 Br one full bath the second floor with a a kitchen and a separate entrance. Perfect for in-law just like a 2 flat but a single family home with 2.5 car garage just perfect. Nice back yard corner home. 5 years old furnace, 2 years old air conditioning, 2 years old door,

2263 N Marmora Avenue, Chicago

$700,000

6 Beds ⋅ 4 Baths ⋅ 12771226 MLS ⋅ CONTINGENT Status

Vintage three flat, with updated apartments, each with separate utilities and in-unit-laundry. Extra wide lot (37.5 X 125) with a 2 garage. Located in booming Avondale, with new construction, residential and commercial development all around. Convenient location, offers easy access to downtown, O'Hare, Logan Square and beyond via the Blue Line and highway. Rents are below market value, representing long tenants. Please note: 1) Property As-Is. 2) Exterior and interior dimensions and square footage are estimates. 3) Property is within the jurisdiction of the Northwest Side Preservation Ordinance; tenants may exercise the right of first refusal. 4) Trust Owner Property. 5) Best and final offer on or before 10-12-2026.

3304 N Albany Avenue, Chicago

$379,900

4 Beds ⋅ 2 Baths ⋅ 12771087 MLS ⋅ ACTIVE Status

This well-maintained 2-flat presents a great opportunity for both homeowners and investors, with numerous important updates already completed. Each unit is equipped with forced air heat and central A/C, providing comfort throughout every season. Over the past 5 years, several major improvements have been made, including the roof, garage, tuckpointing, and windows, giving added peace of mind. The exterior has also been enhanced with an updated porch and newer concrete sidewalk, adding both charm and practicality. The unfinished basement features an open layout and offers plenty of potential for added living space, storage, or future customization. Ideally situated near schools, parks, shopping, and public transportation, this property combines location, functionality, and long-term value. A truly well-cared-for building ready for its next chapter.

6225 S Seeley Avenue, Chicago

$720,000

5 Beds ⋅ 5 Baths ⋅ 12769620 MLS ⋅ ACTIVE Status

***$20,000 Grant Approved Through the Cook County Land Bank!*** Rare opportunity in the Historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat encompasses 3150 Square feet, a total 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than a dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner-occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower. Enjoy two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. The incredible English garden level offers 2 Bedrooms and 2 bath, full living room, full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.

2832 W Wilcox Street, Chicago

$149,900

5 Beds ⋅ 2 Baths ⋅ 12769584 MLS ⋅ RE-ACTIVATED Status

Investor and rehabber opportunity! This brick 2-flat has already been cleanly gutted down to the studs, giving the next owner a true blank slate without having to tackle the messy demolition phase. The property is ready for a buyer to come in, complete the put-back, and transform it into a great income-producing property or investment. Offering a total of 5 bedrooms and 2 bathrooms, the existing two-unit configuration provides plenty of potential for a thoughtful renovation and modern finishes throughout. The unfinished basement also presents additional space and an opportunity to expand the property's overall functionality and value, subject to zoning and applicable building requirements. With the demolition already completed, buyers can focus their time and capital on rebuilding rather than tearing out. Solid brick construction, multi-unit potential, and additional basement space make this an excellent value-add opportunity for an investor looking for their next Chicago project. Property is being sold AS-IS. Buyer to perform their own due diligence and verify zoning, unit configuration, basement use, room counts, and renovation requirements.

7139 S Saint Lawrence Avenue, Chicago

$575,000

4 Beds ⋅ 3 Baths ⋅ 12768861 MLS ⋅ CONTINGENT Status

LOCATION, LOCATION, LOCATION! Long-time owner-occupied and meticulously maintained, this solid classic Irving Park 2-flat is ready for its next owner. Situated in a high-demand location near the Avondale border and surrounded by continued neighborhood investment and development, this is a fantastic opportunity for an owner-occupant or investor. Each unit offers 2 bedrooms, with additional garden-level living space and an extra room offering even more possibilities. The building has been lovingly cared for over the years and features vinyl windows, a newer boiler servicing the building, and a roof that was re-tarred approximately 5 years ago. Out back, enjoy a beautiful yard plus a 2-car garage. And you cannot beat the convenience: approximately 0.6 mile to the I-90/94 Kennedy Expressway entrance and CTA Addison Blue Line, with easy access to public transportation, shopping, restaurants and everything this growing Irving Park/Avondale area has to offer. A solid, well-maintained Chicago two-flat in an increasingly sought-after location with tremendous potential! Bring your ideas and make it yours!

3614 N Troy Street, Chicago

$249,900

6 Beds ⋅ 2 Baths ⋅ 12768629 MLS ⋅ ACTIVE Status

Located in the heart of Auburn Gresham, this jumbo brick two-flat is a great opportunity for an owner-occupant or investor. Each unit features 3 spacious bedrooms, and the full finished basement has its own separate egress, offering plenty of additional space and potential for added income, subject to zoning and permits. Both units are in good condition and essentially rent-ready, with renovations completed within the last 5 years. Many of the major updates have already been done, including hardwood floors, newer kitchen cabinets, updated bathrooms, and recently painted interiors. Just a few cosmetic touches could really bring the property back to its full potential. The property also features a full basement, 2-car garage, and solid brick exterior. With great room sizes, a strong layout, and plenty of space, this is a property worth taking a look at. Schedule your showing today

7838 S Paulina Street, Chicago

$650,000

8 Beds ⋅ 3 Baths ⋅ 12767655 MLS ⋅ CONTINGENT Status

Multiple offers have been received. Please submit your highest and best offer by Tuesday, September 29th at 5:00 PM CDT. Stunning, fully renovated 2-flat with an updated additional in-law suite, offering modern design, beautiful finishes, and extensive upgrades throughout. Thoughtfully updated from top to bottom, this move-in-ready property combines style, comfort, and functionality. The first-floor unit features a spacious living room that flows into an open-concept kitchen and dining area, creating a bright and inviting main living space. The beautifully renovated kitchen features modern cabinetry, quartz countertops, new hardwood flooring, and contemporary finishes. Completing the first-floor layout are three generously sized bedrooms and a beautifully updated full bathroom with a tub. The second-floor unit offers a similar thoughtfully designed layout, featuring a spacious living room, open-concept kitchen and dining area, three generous bedrooms, and a renovated full bathroom with a tub. The finished basement features an updated additional in-law suite with two additional rooms and one full bathroom, providing versatile additional living space. Each unit is equipped with its own HVAC system, electrical panel, water heater, and washer and dryer hookups, providing independent comfort, convenience, and efficiency. Extensive improvements throughout the property include new electrical, new plumbing, new windows, central air, new mechanicals, new flooring, new tuckpointing, a new roof, new sump pump, and new ejector pump. The property also features a newly constructed wood porch with deck, providing additional outdoor space. A spacious concrete parking area accommodates at least four vehicles, offering excellent off-street parking and added convenience. Beautifully redesigned with attention to detail throughout, this impressive 2-flat with an additional in-law suite presents an excellent opportunity for owner-occupants or investors. A must-see property that is ready for its new owner. Schedule your showing today!

1015 N Laramie Avenue, Chicago

$337,000

5 Beds ⋅ 2 Baths ⋅ 12765179 MLS ⋅ ACTIVE Status

Move-in ready 2-Flat in the heart of Woodlawn close to the new Obama Library. Live in one unit and rent out the other or use as an investment property. Both units ready for move-in. Lots of vintage charm still remains along with modern renovations. Fenced and gated front. Convenient street parking. This property offers a total of 5 bedrooms and 2 bathrooms. 3 bedrooms plus 1 bath up and 2 bedrooms with 1 bath on the first level, plus a basement with exterior access only. Basement is the full size of the building footprint and makes for great storage area, bike storage, etc. Seller will not make repairs and property is being conveyed as-is, but inspections allowed. Quiet street with lots of new rehab properties. Close to the University. Easy access to public transportation, Lake Shore Drive, shopping, and local dining.

6420 S Evans Avenue, Chicago

$415,000

6 Beds ⋅ 4 Baths ⋅ 12762550 MLS ⋅ CONTINGENT Status

* Best and Final Offers due Tuesday, Sept 22, at 5 pm* Investors and house hackers, you'll love this North Austin legal 3-flat with a separately metered studio in-law suite, and a 3-car garage! The first floor has a 3-bed apartment with a front sunroom and a decorative fireplace, and an in-law studio apartment in the back. Upstairs, you'll find a 2-bedroom and a large 1-bedroom, both with their own gas-forced-air heat and cute vintage details. All four units have separate utilities. This building has significant rental potential. Take advantage of the city's ADU expansion; a little work would increase your profits. There is nothing else like it on the market today, so come check it out! This is an as-is sale.

5432 W Potomac Avenue, Chicago

$489,900

5 Beds ⋅ 3 Baths ⋅ 12755084 MLS ⋅ CONTINGENT Status

MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST BY TUESDAY AT 5:00 P.M. Welcome to this well-maintained two-flat nestled on a beautiful, quiet, tree-lined street in the highly desirable Portage Park neighborhood. This property features 2 units with 2 spacious bedrooms, 1 full bathroom, and washer/dryer in each unit, hardwood floors throughout and plenty of natural light. It also has a finished basement with an additional bedroom and full bath that can be occupied by the owner, while renting out the other 2 units; or it can be utilized as an extended family arrangement. Parking is a great advantage with a 2 car garage plus an additional enclosed parking space in the rear. Conveniently located near shopping, parks, schools, public transportation, 3 miles from Blue-line, and all that Portage Park has to offer! Sold As-Is

5111 W Henderson Street, Chicago

$699,000

12751877 MLS ⋅ ACTIVE Status

Prime corner 22,000 square feet lot located on Pulaski Rd and West Washington Boulevard. The 3,500 square feet building is currently used as a auto repair shop. Zoning is B3-2. There are a total of 5 bay doors with operable lifts and approximately 19 - 30 parking spaces. The asphalt shingle roof and the flat roof were installed in 2016, The suspended furnace was installed in 2020. There is an electric water heater. Fixtures and Furniture will transfer with the sale along with some equipment. This is a double lot with separate pin numbers and 2nd lot can be buildable for alternate use, if desired. This is the perfect opportunity for savvy and seasoned developers or investors looking for a turnkey business opportunity.

105 N Pulaski Road, Chicago

$379,000

5 Beds ⋅ 3 Baths ⋅ 12740039 MLS ⋅ CONTINGENT Status

INVESTMENT OPPORTUNITY! SOLID BRICK 2 FLAT IN THE AUSTIN AREA WITH A TOTAL OF 5 BEDROOMS AND 3 FULL BATHS. EACH UNIT HAS SEPARATE UTILITIES. FIRST AND SECOND FLOOR HAVE IDENTICAL FLOOR PLANS FEATURING 2 BEDROOMS, 1 FULL BATH, SEPARATE LIVING AND DINING ROOM, SPACIOUS KITCHEN! GARDEN UNIT WITH 1 BEDROOM AND 1 BATH, COMBINED DINING AND LIVING ROOM AND AN L SHAPED KITCHEN. BACK YARD. BUILDING IS ONLY TENANT OCCUPIED ON THE 1ST FLOOR CURRENTLY IN EVICTION. 2ND FLOOR IS OCCUPIED. PLENTY OF ON STREET PARKING. SELLER MAKES NO REPRESENTATION TO LEGALITY OF GARDEN UNIT. (SOLD AS IS)

1641 N Linder Avenue, Chicago

$171,000

5 Beds ⋅ 2 Baths ⋅ 12755439 MLS ⋅ CLOSED Status

Solid brick and stone 2-flat located in the West Garfield Park neighborhood. This property offers a total of 5 bedrooms and 2 bathrooms, providing spacious living arrangements across both units. Features include a full finished basement offering additional living or storage space and classic architectural details throughout. Property is being sold in AS IS condition, no surveys nor disclosures, taxes prorated. Excellent investment opportunity or rehab project with great potential. Conveniently located near schools, parks, public transportation and major expressways. SEE ATTACHED CITY OF CHICAGO LIST OF BUILDING VIOLATIONS Subject to prior offer cancellation.

925 S Springfield Avenue, Chicago

$610,000

7 Beds ⋅ 3 Baths ⋅ 12721240 MLS ⋅ CLOSED Status

Attention rehabbers, flippers or move-in ready! The main floor is a 3/1; the 2nd floor is a 4/2, duplexed up. The duplex-up can also be a separate in-law unit with its own separate egresses; it is a legal 2-flat. There's a great rooftop deck accessible from the 2nd-floor unit. Main and 2nd floors have 3/bedrooms, 1/bath each. 2nd floor is duplexed up and upper level has 1/br, 1/bath. Main floor has gas forced air heat and window air conditioners. 2nd floor HVAC and is shared with upper level. Roof 20 years old [complete tear-off with new gutters]. Check out the roof deck built over garage in '92 with a catwalk from the main house. Windows are 15 years old [except laundry/utility room], 3 - 100 amp circuit breaker panels, copper plumbing approximately 5 years old, H2o heaters main floor approximately 2 years old, the main floor and attic heaters 3-4 years old. Sold as-is. Legal 2 unit - buyer and buyers agent to verify.

2423 N Lawndale Avenue, Chicago

$450,000

7 Beds ⋅ 5 Baths ⋅ 12733872 MLS ⋅ CLOSED Status

Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes Avenue, Chicago

$230,000

6 Beds ⋅ 4 Baths ⋅ 12733422 MLS ⋅ CONTINGENT Status

All brick two flat. Each unit has 3 BR/1/5 bathrooms. Closed in rear porch. Street parking only.

5525 W Jackson Boulevard, Chicago

$535,000

4 Beds ⋅ 3 Baths ⋅ 12743877 MLS ⋅ CLOSED Status

Nestled on the corner of a quiet, tree-canopied street, this sturdy 2-flat sits on an oversized lot, 39' by 129'. Each unit has hardwood floors throughout and consists of 5 rooms with 2 bedrooms, one bathroom, eat-in kitchen, living room with dining area and an enclosed back sunroom. Each unit also has separate hot water baseboard heat with newer furnaces (2022) and electrical panels. Located at the intersection of the Jefferson Park and Forest Glen neighborhoods, you are blocks away from the bus, Metra, Kennedy expressway, Mariano's, and beautiful Forest Preserves. Relaxing at home, you have two sunrooms and a cozy backyard at your disposal. Whether you're looking for an investment property with two quality units, a home for a growing family that features functional garden level living space, or a blank canvas for an ambitious renovation, come take a look and envision the possibilities.

5214 N Leamington Avenue, Chicago

$550,000

5 Beds ⋅ 3 Baths ⋅ 12741180 MLS ⋅ CLOSED Status

Welcome to this charming 5-bedroom, 3-bath home nestled in the heart of Chicago's desirable Norwood Park neighborhood. Legally zoned as a two-flat and currently enjoyed as a single-family residence, this unique property offers flexibility, character, and opportunity. With approximately 1,800 square feet of living space, the versatile floor plan features generous living areas and five bedrooms, providing plenty of options for everyday living, a home office, guest accommodations, or multigenerational needs. The spacious eat-in kitchen features granite countertops and stainless steel appliances, while hardwood floors are believed to be under the carpeting in select areas, offering even more potential to showcase the home's original character. A full basement provides additional storage and future possibilities, and the home is equipped with a flood control system for added peace of mind. Outside, enjoy a manageable city lot and convenient 2-car garage. Ideally situated on a beautiful residential street near neighborhood schools, parks, shopping, dining, and transportation, this home puts the best of Chicago's Northwest Side within easy reach. Move right in, make it your own, or explore the possibilities offered by its legal two-flat status. A fantastic opportunity in one of Norwood Park's most established neighborhoods.

5826 N Navarre Avenue, Chicago

$559,999

7 Beds ⋅ 3 Baths ⋅ 12739688 MLS ⋅ ACTIVE Status

Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.

4019 N Bernard Street, Chicago

$599,900

9 Beds ⋅ 3 Baths ⋅ 12739580 MLS ⋅ CONTINGENT 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

$469,900

8 Beds ⋅ 3 Baths ⋅ 12739224 MLS ⋅ CONTINGENT Status

PROPERTY APPRAISED OUT AT LIST PRICE. BUYER GOT COLD FEET AND CANCELLED. ***SOLID BLOND BRICK 2 FLAT ON A CORNER LOT IN WEST LAWN WITH 2 CAR GARAGE.SECOND FLOOR UNIT OFFERS 3 BEDROOMS WITH 1 BATHROOM ,HARDWOOD FLOORS THROUGH OUT,ONLY THE STOVE IS INCLUDED IN THE UNIT AND TENANTS HAVE BEEN THERE SINCE 2020.MAIN LEVEL AND FINISHED BASEMENT OFFER TOTAL OF 5 BEDROOMS AND 2 BATHROOMS.MAIN LEVEL DOES NEED SOME TLC,BASEMET OFFERS CERAMIC FLOORING TILE AND TWO SUMP PUMPS.TWO FORCED AIR GAS FURNACES.BUILDING SOLD FIRM AS-IS CONDITIONS.PER SELLER REQUEST PRE-APPROVED BUYERS TO VIEW.

3653 W 71St Street, Chicago

$575,000

7 Beds ⋅ 4 Baths ⋅ 12737067 MLS ⋅ CONTINGENT Status

Rare Opportunity to Acquire Brick 3 Flat on Double Lot in Little Village. Two Simplex Units Contain 2bd/1ba. Both Simplex Units Include Eat-In Kitchen, In Unit Laundry, and SS Appliances. Duplex Up Unit 1 Containing 3bd/2.1ba, Jacuzzi in Full Bathroom, In-Unit Laundry, HW Floors throughout. Property has Attached 1 Car garage. Additionally, a 5 Car Garage in Back of Lot and 4 Parking Space Along Side of the Building. Close Proximity to Douglas Park, Pink Line, and Variety of Amenities in the Area. Come check it out soon. Bring all offers and let's make a deal.

2242 S Saint Louis Avenue, Chicago

$774,500

12 Beds ⋅ 5 Baths ⋅ 12735446 MLS ⋅ PENDING 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 Basement 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 , 4 Good size Bedrooms Room and 1 & half bathrooms and New SS appliances . * 2nd floor unit features also Larger Living room, Formal Dinning room , 5 Good size Bedrooms and 2 Full bathrooms. 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. 2 car Garage space & parking pad have additional income. Multiple Offer Received, Bring your best offer today.

6219 N Claremont Avenue, Chicago

$289,000

10 Beds ⋅ 3 Baths ⋅ 12728082 MLS ⋅ ACTIVE Status

GREAT INVESTMENT PROPERTY!!!!!!!!!!!!!!!!! THIS NEWLY REHABBED FRAMED 2-FLAT HAS 10 ROOMS -- 5 BD/1.1BTH ON EACH FLOOR!!!!!!!!!!!!!!!EACH FLOOR RECENTLY REHABBED WITH NEW KITCHENS, NEW BATHROOMS AND PLUMBING, NEW WINDOWS, NEW ROOF, WROUGHT IRON FENCE, SEPARATE UTILITIES, ETC... DEFINITELY A MUST COME AND SEE!!!

253 W 43Rd Street, Chicago

$630,000

5 Beds ⋅ 4 Baths ⋅ 12728422 MLS ⋅ ACTIVE Status

Excellent investment potential! With some updating could be transformed into a beautiful home while adding significant value. Ideal for investors, rehabbers, or buyers looking to customize a property to their own taste. The spacious layout, and desirable location make this property a great choice for renovation and long-term value! This property offers a great opportunity to own this spacious 5 bedroom 4 bathroom home offering versatile floor plan. Hardwood floors in majority of home. 2 flat with kitchens on both levels, can be used as single family home. 1st floor has 2 bedrooms with full bath, living and dining room with fireplace, kitchen with walk in pantry and rear enclosed porch. The second floor includes 3 spacious bedrooms, two full bathrooms, kitchen and living room providing added comfort and flexibility, rear enclosed porch. The partially finished basement offers and office/bedroom, additional full bathroom, rec room, laundry area and lots of storage - endless opportunities. Detached 2 car brick garage. great corner brick building.

4100 N Kimball Avenue, Chicago

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NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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