Chicago, IL · Curated MLS Search

6-Flats in Chicago, IL

An editorially curated view of every active 6-flats listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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Chicago Market — 6-Flats Comparison

Live MLS data — citywide vs. 6-Flats

Chicago

6-Flats

inventory

Active Listings

6,794

Sold (Past 6 Mo.)

13,671

Under Contract

3,123

pricing

Avg. List Price

$555,358

$816,413 ↑ 47%

Cost / Sq. Ft.

$318

$662 ↑ 108%

typical home

Living Area

1,758 ft²

1,553 ft² ↓ 12%

Avg. Beds

3.4

6.8 ↑ 100%

Avg. Baths

2.4

4.1 ↑ 67%

Days on Market

133

98 ↓ 27%

6-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 19 active listings for Chicago 6-flats, and the median listing had been on the market 52 days. At the time, 11 more were pending, and 51 sold in the past six months, roughly 9 a month. At that pace, there are about 2.2 months of supply, which is generally considered a seller's market. The median asking price was $679,900. That price was $349,900 above the $330,000 median for all active listings in Chicago, across every property type. The average listing had 6.8 bedrooms and 4.1 bathrooms. If you're buying, expect new listings to draw interest quickly. If you're selling, low supply is working in your favor.

6-Flats in Chicago, IL, October 20, 2026
Measure	Value
Active listings	19
Under contract	11
Sold, past six months	51
Months of supply	2.2
Median list price	$679,900
Median list price, all Chicago listings	$330,000
Median days on market	52

6-Flats in other cities

Portage Park: 2 active
Cicero: 1 active
Hermosa: 1 active
Lincoln Park: 1 active

Market questions

How many Chicago 6-flats are for sale?

There were 19 Chicago 6-flats for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

What is the median price of Chicago 6-flats?

The median list price of Chicago 6-flats was $679,900 as of October 20, 2026.

What is the typical time on market for Chicago 6-flats?

The median listing for Chicago 6-flats had been on the market 52 days as of October 20, 2026.

How do Chicago 6-flats stack up against other cities?

As of October 20, 2026, there were 19 Chicago 6-flats for sale. In the same search, Portage Park had 2 6-flats for sale, Cicero had 1 active listing for 6-flats and Hermosa had 1 active listing for 6-flats.

Are Chicago 6-flats priced above or below the Chicago median?

The median list price of Chicago 6-flats, $679,900, was $349,900 above the $330,000 median for all active listings in Chicago, across every property type.

Does the market for Chicago 6-flats favor buyers or sellers?

With 19 active listings and roughly 9 sales a month, supply of Chicago 6-flats stood at about 2.2 months, which is generally considered a seller's market.

How many Chicago 6-flats sold recently?

51 Chicago 6-flats sold in the six months before October 20, 2026, roughly 9 a month.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Chicago IL 6-Flats Listings

$439,000

7 Beds ⋅ 2 Baths ⋅ 12794074 MLS ⋅ NEW Status

Stunning, extensively renovated brick two-flat offering up to 6 plus bedrooms, 3 full baths, 1 half bath, and exceptional owner-occupant or investment potential! The expansive first-floor duplex-down features 2 traditional main-level bedrooms, a versatile living room with stylish barn doors offering potential third-bedroom use, full bathroom, formal dining room, enclosed sunroom, and beautifully updated kitchen with quartz countertops, stainless steel appliances, and dishwasher. The finished lower level boasts a private primary suite with ensuite bathroom, additional half bath, spacious family room, dedicated office, flex space, and in-unit laundry. The second-floor residence features 3 bedrooms, 1 full bathroom, updated kitchen, spacious living and dining areas, and enclosed sun porch. Both units showcase contemporary flooring, new doors, decorative lighting, modern finishes, and beautifully renovated bathrooms with illuminated touch-control anti-fog mirrors. Significant improvements include newer roofs on the main building and garage, updated plumbing and electrical, newer furnaces, tankless water heaters, and replacement windows. Additional features include solid-brick construction with rear siding, digital entrances, alarm and camera systems, protective steel central air cages, and a detached two-car garage with new automatic door and opener. Both units feature seperate utilities and central air. Fresh sod and professional landscaping enhance the outdoor space. Ideal for owner-occupants seeking rental income or investors looking for a turnkey multifamily opportunity. Flexible room configurations offer outstanding possibilities! Schedule your showing today!

7446 S King Drive, Chicago

$1,100,000

9 Beds ⋅ 6 Baths ⋅ 12573524 MLS ⋅ NEW Status

Welcome to 6025 S Prairie Ave, part of the Prairie Avenue Collection, where architectural design, luxury materials and thoughtful craftsmanship come together in this striking brand new 3 flat in Chicago's Washington Park neighborhood. Each beautifully curated residence offers 3 bedrooms and 2 full baths, combining sophisticated design with a bright, open layout created for both everyday living and effortless entertaining. Eight inch white oak hardwood flooring runs throughout, adding warmth and continuity, while oversized windows allow natural light to fill the interiors. The open living and kitchen areas create an impressive main gathering space, flowing directly onto a private front balcony with sleek glass railings for a seamless extension of the home outdoors. At the center of each residence, the kitchen makes a statement with Taj Mahal quartzite countertops and a dramatic waterfall edge, complemented by custom frameless floor to ceiling European style cabinetry and carefully selected contemporary finishes. Beyond the main living space, the bedrooms offer a quieter retreat, highlighted by a luxurious primary suite with its own full ensuite bath. The bathrooms continue the same level of craftsmanship found throughout the residences, featuring floating vanities topped with Taj Mahal quartzite and elevated designer finishes. The primary ensuite takes the experience even further with floor to ceiling tile imported from Spain, floating double vanity, and an integrated smart bidet toilet creating a polished, spa inspired retreat. Each residence also features a private rear deck, providing a second outdoor space for relaxing, dining or entertaining. With three thoughtfully designed residences, 9 total bedrooms, 6 full baths, front balconies, rear decks and three onsite parking spaces, 6025 S Prairie offers a rare opportunity to own new construction without compromising on design. Perfect for an owner occupant looking to pair elevated living with rental income or an investor seeking a distinctive multifamily asset, the Prairie Avenue Collection delivers the craftsmanship, materials and attention to detail typically reserved for luxury single family homes.

6025 S Prairie Avenue, Chicago

$1,100,000

9 Beds ⋅ 6 Baths ⋅ 12573452 MLS ⋅ NEW Status

Welcome to 6029 S Prairie Ave, part of the Prairie Avenue Collection, where architectural design, luxury materials and thoughtful craftsmanship come together in this striking brand new 3 flat in Chicago's Washington Park neighborhood. Each beautifully curated residence offers 3 bedrooms and 2 full baths, combining sophisticated design with a bright, open layout created for both everyday living and effortless entertaining. Eight inch white oak hardwood flooring runs throughout, adding warmth and continuity, while oversized windows allow natural light to fill the interiors. The open living and kitchen areas create an impressive main gathering space, flowing directly onto a private front balcony with sleek glass railings for a seamless extension of the home outdoors. At the center of each residence, the kitchen makes a statement with Taj Mahal quartzite countertops and a dramatic waterfall edge, complemented by custom frameless floor to ceiling European style cabinetry and carefully selected contemporary finishes. Beyond the main living space, the bedrooms offer a quieter retreat, highlighted by a luxurious primary suite with its own full ensuite bath. The bathrooms continue the same level of craftsmanship found throughout the residences, featuring floating vanities topped with Taj Mahal quartzite and elevated designer finishes. The primary ensuite takes the experience even further with floor to ceiling tile imported from Spain, floating double vanity, and an integrated smart bidet toilet creating a polished, spa inspired retreat. Each residence also features a private rear deck, providing a second outdoor space for relaxing, dining or entertaining. With three thoughtfully designed residences, 9 total bedrooms, 6 full baths, front balconies, rear decks and three onsite parking spaces, 6029 S Prairie offers a rare opportunity to own new construction without compromising on design. Perfect for an owner occupant looking to pair elevated living with rental income or an investor seeking a distinctive multifamily asset, the Prairie Avenue Collection delivers the craftsmanship, materials and attention to detail typically reserved for luxury single family homes.

6029 S Prairie Avenue, Chicago

$430,000

9 Beds ⋅ 6 Baths ⋅ 12793037 MLS ⋅ NEW Status

***INVESTOR'S DREAM! INCREDIBLE OPPORTUNITY IN NORTH LAWNDALE!*** Do not miss your chance to own this spacious brick 3-flat offering 9 bedrooms and 6 full bathrooms, with each generously-sized unit featuring 3 bedrooms, 2 full baths, and in-unit washer/dryer hookups! The top-floor unit is a true standout, featuring beautiful cathedral ceilings and charming Juliet balconies that add character and architectural appeal. Additional features include a large rear parking pad and low-maintenance front and rear decking and stairs. BRING YOUR VISION AND UNLOCK THE POTENTIAL! The property requires repairs and cosmetic making this an excellent opportunity for investors looking to renovate, maximize rental income, and build equity. Whether you are expanding your investment portfolio or looking for an owner-occupied property with income-producing potential, this spacious 3-flat offers endless possibilities! With 3 large units, a desirable layout, and tremendous value-add potential, this North Lawndale investment opportunity is one you do not want to miss! PROPERTY IS BEING SOLD "AS-IS." SELLER WILL MAKE NO REPAIRS. Schedule your private showing today!

1506 S Spaulding Avenue, Chicago

$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

$595,000

5 Beds ⋅ 3 Baths ⋅ 12736003 MLS ⋅ NEW Status

A rare combination of space, flexibility and income potential, this well-kept Hermosa 2-flat sits on an extra-wide 40 x 125-foot lot and offers the kind of versatility that is increasingly hard to find in Chicago, it offers a flexible setup for an owner-occupant or investor looking to generate rental income. With 2 updated Flats, a finished basement, and ample parking, the property combines functional living space with strong income-producing potential.The first and second floor units were remodeled in 2015, with each offering 2 bedrooms, 1 bathroom, a spacious living room, formal dining room, updated kitchen and generous storage. Both apartments receive excellent natural light, while Unit 2 offers the added convenience of a private in unit washer and dryer. The finished basement, completed in 2019, includes a non-conforming 1 bedroom garden unit with a living room, bathroom, updated kitchen and its own washer and dryer. The additional space provides flexibility for extended family, guests, a home office or potential use.Outside, the property offers a 2 car covered garage along with 4 additional exterior parking spaces, providing a total of 6 parking spots for more potential income. A rear deck adds convenient outdoor space. Unit 1, Unit 2, and the basement are serviced by one central furnace equipped with a Nest thermostat. Recent Updates, Include a newer roof 2022, two tankless water heaters 2022 and Freshly painted units 2024. Electric panels 2026. Conveniently located near schools, transportation, shopping, and everyday amenities, With multiple living spaces, substantial parking, and an extra-wide lot, the property offers several ways to maximize its use and long-term value. Whether you're house hacking, building your portfolio, or searching for a move-in-ready multi-unit, this one stands out with its clean design, solid updates and strong long-term upside. This is a true turnkey opportunity in Chicago you won't want to miss.

1928 N Keeler Avenue, Chicago

$1,500,000

12791851 MLS ⋅ ACTIVE Status

We are pleased to present the 32nd Street Apartments. This center entrance 6-flat consists of one 1 bed / 1 bath, two 2 bed / 1 baths, two 3 bed / 1 baths, and one gutted unit being converted into a large 2 bedroom apartment. All units are individually heated. Every unit is spacious, with 10 foot inch ceilings. Rents are currently under market. There is a large piece of land attached to the east of the building that is currently zoned RT-4 for multifamily, providing opportunity for further development. The 32nd Street Apartments is well located in Chicago's Bridgeport/Armour Square area, just blocks from Rate Field and the Sox-35th Red Line station. The property offers convenient access to I-90/94, the Halsted Street commercial corridor, Chinatown, IIT, Bronzeville, and the South Loop.

310 W 32Nd Street, Chicago

$498,800

7 Beds ⋅ 3 Baths ⋅ 12790565 MLS ⋅ ACTIVE Status

Presenting a rare and one of kind architecturally designed French brick 2 unit residential building. Gut-renovated in 2000 (and updated between 2012-2014), this well-maintained 2-flat is ready for a new owner! Currently configured with a large (+/- 1,600 sf) 3/1 + den first floor simplex and a massive (+/- 2,700 sf) 4/2 + den duplex up. Both apartments feature hardwood floors, wood burning fireplaces and designer tilework throughout. Unit 2 has a dishwasher, stainless appliances and a 200 sf deck. The unfinished basement features 9 foot ceilings and a host of possibilities! This beautiful property presents an excellent opportunity for a live-in owner to reap the benefits of extra-large living while collecting healthy rent to help defray their cost of ownership. Alternatively, an astute investor may view this property as an excellent long or short-term rental opportunity given its favorable location near all that the Morgan Park & Beverley areas have to offer! Recent improvements include new hot water heaters in 2023 & 2024 and brand-new, complete 39K tear-off roofs (on the home and 2.5 car garage), including 6 skylights. Going somewhere? The CTA's #111 111th Street bus is practically at your front door, Metra's 111th Street station is literally across the street and when you need to get out of Dodge, I-57 & 94 are a short 2-minute drive! Area attractions include: The Beverly commercial corridor, the Beverly Arts Center and Prospect Park.

11127 S Homewood Avenue, Chicago

$900,000

12789421 MLS ⋅ ACTIVE Status

6-flat building located at 7516.5 N Ridge Blvd in Chicago's West Ridge neighborhood. The property consists entirely of two-bedroom, one-bathroom units, with half of the apartments already renovated, featuring updated kitchens and bathrooms. The successful rent increases achieved through these renovations provide a new investor with a proven value-add strategy and the opportunity to further enhance rental income through continued unit improvements. The building is part of a seven-building complex, offering investors the benefits of an established multifamily community. Ownership within the complex proportionately shares responsibilities for common walkways, parking, and water expenses, providing operational efficiencies and a streamlined ownership structure.

7516 N Ridge Boulevard, Chicago

$679,900

7 Beds ⋅ 6 Baths ⋅ 12787653 MLS ⋅ CONTINGENT Status

HIGHEST & BEST CALLED FOR on WEDNESDAY OCT 21 at 6 pm. This is the perfect two flat on a CHICAGO DOUBLE LOT (it has 2 tax pins-lucky owner will get 2 lots for one price) has been in the family since 1994 but now it's time to move on. Outside and inside, pride of ownership definitely shines through. The primary main floor is still occupied by a family member who will move out soon. For families, this is your chance to own a nice home, renovated with a garden in law unit in the basement. The second floor & garden units are currently rented. The owner's unit on the main floor with 2 BR and 2 baths has been fully remodeled w a designer's chef's kitchen, w quartz counters, new cabinets, artsy backsplash, SS appliances & vent hood. Beautifully finished dark hardwood flooring in the living & dining areas, new plank vinyl flooring in kitchen plus modern light fixtures add sophistication with the right blend of character & style. Both full baths have new fixtures, lights. The 2nd floor unit has been freshly painted, some parts like both baths have been remodeled. There are 3 good sized BRs with a small den or storage in the back of the unit including storage, whole unit has natural hardwood flooring. The garden or basement unit was used by another sibling, so the second floor & garden units share one electric bill. The garden unit has also been fully remodeled with an all new kitchen, with new 2 BR and 2 full baths. The boiler is less than 15 years old, work is being done on all the windows, limited to the mechanism. The 2 car detached garage just underwent extensive repair and has new siding & a new roof. There is a huge patio in the back, a garden and a grassy area for summertime fun. The brick has been well maintained with tuckpointing, and the large front porch overlooks a tree lined street in a great neighborhood. Owner has retired and is selling the property strictly "AS IS". Appointment 24 hours notice please, current family member will allow access to all units when available.

5834 W Dakin Street, Chicago

$1,125,000

9 Beds ⋅ 6 Baths ⋅ 12784628 MLS ⋅ ACTIVE Status

THE PRAIRIE ASSEMBLY | BRONZEVILLE Refined Living. Projected income $105,000 at a 7.3 CAP. Exceptional 3 Flat compromised of expansive 3-bedroom, 2-bath full-floor flats of an elite caliber in an intimate boutique setting on wider than typical lot size - perfect for the seasoned investor with opportunity to scale, a 1031 exchange, generational living, or an owner-occupant with rentals offsetting cost. Fluid integration of modernity and grounded transitional design. Professional cabinetry, full finished backsplash and slab quartz on an expansive peninsula. Curated built-in bar extends the entertaining wing, anchored by a fireplace framed in custom large-format tile paneling, with floor-to-ceiling windows pulling light deep into the plan. Resort-quality bathrooms in a cohesive configuration of porcelain and quartz, built-in niches, frameless glass, primary spa shower with handheld. Oversized engineered flooring, premium millwork, spectacular built-in mud rooms, smart thermostat, CAT 6, custom closets throughout, in-unit full-size laundry center. Private walk-out patio and large oversized rear decks. Three-car garage - one space per residence. Three blocks to the Green Line; minutes to the Lakefront, U of C, UIC, the Medical District and South Loop. Exceptional hands-on veteran developer with over 35 years of experience and extraordinary attention to detail. One-year builder warranty.

4605 S Prairie Avenue, Chicago

$1,150,000

12784713 MLS ⋅ CONTINGENT Status

Nine-unit value-add opportunity on the corner of Addison and Narragansett, bordering Portage Park and Dunning. Built in 1965, the 2.5-story masonry brick building offers an all 1- and 2-bed mix: four (4) 1BD/1BA, two (2) 2BD/1BA, and three (3) garden 1BD/1BA units, plus six (6) rear surface parking spaces. All units are month-to-month or vacant, giving a new owner full control of the rent roll. Interiors are in clean vintage condition with hardwood floors and tile baths. Central boiler heat, window A/C, separately metered tenant-paid electric, and building-owned common laundry. Major capital work is done: full flat roof replacement with new drains (2020), permitted electrical upgrade with GFCI protection and lighting (2022), and new railings (2022). Located at the corner of Addison and Narragansett, the property is steps from CTA #152 Addison and #86 Narragansett bus service. Residents also have nearby access to Merrimac Park, Wright College, the Harlem Avenue retail corridor, and the Kennedy Expressway.

6361 W Addison Street, Chicago

$1,029,000

2 Beds ⋅ 3 Baths ⋅ 12778287 MLS ⋅ ACTIVE Status

The property at 167 West Elm Street. It currently has a house on it, but ideally can be torn down. Current zoning is RM-6; this will allow another single family home, or a three flat with a duplex up and down, with a simplex unit to be built. This property can also be rezoned for commercial and residential usage. There is an inactive alley way that is 10x 68 ft which you can petition the city for.

167 W Elm Streets, Chicago

$899,900

6 Beds ⋅ 3 Baths ⋅ 12784394 MLS ⋅ PRICE CHANGE Status

Get the peace of mind of a "brand new" home within a classic Chicago shell. This is a comprehensive RS-3/ Legal 2 flat GUT REHAB. New Mechanicals: plumbing, HVAC systems, water heaters, electrical panels with common area public panels set up on sensor-activated lights to keep operating costs consistently low. Electrical & Metering: Fully individually metered with 3 new gas meters and 4 new electrical panels (individual panels for each unit plus a separate public panel) Exterior: New roof, new windows, new tuckpointing, rear siding, newer garage and new landscaping. LUXURY LOFT-STYLE UNITS The interior of each unit is designed with a high-end, urban loft aesthetic that maximizes space and visual appeal. Features stunning exposed brick walls, exposed ductwork, and gorgeous hardwood flooring throughout. Bedrooms are generously sized, offering room for king/queen setups and storage. Open-Concept Layouts: Kitchens and baths feature luxury designer finishes, creating seamless living and entertaining spaces. Each unit includes its own dedicated HVAC system, in-unit washer & dryer, tankless water heaters and individual electric panel. Heated back porch adds potential office space. POTENTIAL WAYS TO INCREASE VALUE & CASH FLOW. 1. Legalize Garden Unit into an ADU. The property features a beautifully finished garden unit that could be considered for an ADU. 2. Coach House ADU Potential Situated on an extra-deep lot, the rear yard offers ample space to build a new, detached coach house ADU, creating a direct pathway to add long-term equity and maximum cash flow. NEIGHBORHOOD & LOCATION Located in a rapidly appreciating pocket with convenient permit street parking, 3230 N Keating is surrounded by high-end development-including new construction single-family homes, townhouses, condos, and modern loft developments. Unbeatable Commuter & Neighborhood Access: Expressway Access: Rapid proximity to the I-90/94 interstate for effortless travel across the city and suburbs. Excellent public transportation options featuring close proximity to the Grayland Metra stop and the 77 bus line, which features convenient night owl service. Just moments away from Kilbourn Park, offering fantastic neighborhood green space and recreational amenities. Near the 6 corners shopping district and surrounding amenities. Agent does not represent the legality of garden unit Listing agent has partial ownership interest in the property.

3230 N Keating Avenue, Chicago

$899,555

12766326 MLS ⋅ ACTIVE Status

READY AND WAITING! A WONDEFUL OPPORTUNITY TO OWN A CLASSIC VINTAGE GRAYSTONE 6-FLAT IN CHICAGO'S HISTORIC WOODLAWN NEIGHBORHOOD. FEATURING 6 UPDATED 3 BEDROOM APARTMENTS. SPACIOUS ROOMS ~ KITCHEN AND BATHS REPLACED ~ HIGH CEILING. ALL 6 UNITS ARE TENANT OCCUPIED. BASEMENT IS PARTIAL FINISHED AND ALSO HAS AMPLE STORAGE SPACE. CONVENIENTLY LOCATED NEAR TRANSIT ~ UNIVERSITY OF CHICAGO ~ OBAMA PRESIDENTIAL LIBRARY ~ SHOPPING AND RESTAURANTS. BUILDING IS ON THE CORNER OF DREXEL AND 65TH STREET. PLEASE ALLOW 48-72 HOURS FOR SHOWINGS.

6500 S Drexel Avenue, 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

$499,900

12 Beds ⋅ 5 Baths ⋅ 12780628 MLS ⋅ ACTIVE Status

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

4035-37 W Harrison Street, Chicago

$599,900

6 Beds ⋅ 4 Baths ⋅ 12776463 MLS ⋅ CONTINGENT Status

Prime Jefferson Park location walking distance to Jefferson Park and Metra train station on Milwaukee near Lawrence. Beaubien grammar school and Robert's Square a short couple block walk. Beautiful large 2.5 story 2 flat with additional non-conforming basement apartment plus room to expand up in large open attic with high ceilings. All bright spacious apartments have lovely, updated cabinet kitchens with stoves, refrigerators, dishwashers and microwaves. Nicely updated tile baths. Hardwood floors throughout, updated electric, separate gas hot water heat. First floor offers 6 large rooms 3 bedrooms and 2 full baths. Long term tenants that are friends of owners are both on a month-to-month rental. Rents should be much higher. First floor easily $2300. second floor $2000. Garden unit is currently vacant but valued at $1500. Oversize corner lot with a 2+ car garage that faces the street for easy access, additional income and additional off-street parking. Newer privacy fence surrounds a lovely yard. Potential income with garage $6200 per month or $74,400. annually. Any questions about this listing please contact Norbert Mika. Text or email preferred.

5059 W Argyle Street, Chicago

$349,999

6 Beds ⋅ 2 Baths ⋅ 12768866 MLS ⋅ CONTINGENT Status

Exceptional multi-unit opportunity in South Shore! This spacious 2-flat brick building features two large 3-bedroom units, offering 6 total bedrooms, 2 full baths, an unfinished basement, and a 1-car detached garage on a 3,400 square foot lot. Each unit boasts the same layout with excellent natural light, making it a powerful tenant-retention asset in a high-demand rental corridor located near the South Shore Cultural Center, The Obama Presidential Library, and Rainbow Beach.

2525 E 72Nd Place, Chicago

$275,000

6 Beds ⋅ 2 Baths ⋅ 12761752 MLS ⋅ CLOSED Status

BACK ON MARKET, NO FAULT OF SELLER! Previous buyer's financing fell through after they were unable to obtain their anticipated grant. Don't miss another opportunity to own this spacious brick 2-flat in Chicago's Chatham community. Offering 6 bedrooms and 2 full bathrooms, each unit features 3 bedrooms and 1 bath, making this a great option for an owner-occupant or investor. The finished basement provides additional flexible living and recreational space.The property has received numerous improvements in 2026, including a newly resealed roof (July 2026), fresh interior paint (July 2026), new bathroom sinks in both units (July 2026), front, side and rear tuckpointing, chimney tuckpointing and repairs, newly stained and sealed second-floor hardwood floors (March 2026), repaired and reinforced hallway stairs, water heater repairs with new hardware, plumbing repairs including resolution of basement leaks, and drywall repairs with fresh paint.Rear parking provides space for 2 vehicles. Conveniently located near public transportation, neighborhood schools, shopping and everyday amenities. The 79th Street Chatham Metra Electric station is nearby, providing rail service toward downtown Chicago, while neighborhood grocery options include ALDI. Schedule your showing today and take another look at everything this property has to offer!

7948 S Drexel Avenue, Chicago

$340,000

6 Beds ⋅ 2 Baths ⋅ 12515852 MLS ⋅ CONTINGENT Status

Welcome home to this beautifully rehabbed two-flat in the heart of Roseland! This turn key investment property offers 6 bedrooms and 2 full bathrooms spread across two spacious units, each unit features 3 bedrooms, 1 bath, a comfortable living area, updated kitchens with quartz countertops and stainless-steel appliances, sitting on a desirable corner lot. Great opportunity to own a spacious 2 flat with a full unfinished basement that offers plenty of additional storage and possibilities. Conveniently located near commuter bus and train lines with easy interstate access. Don't miss this opportunity to own a fully updated multi-unit property which is an excellent option for an owner-occupant looking to live in one unit while generating income from the other, an extended household seeking separate living spaces, or an investor looking for a versatile addition to their portfolio. Two spacious units. Six total bedrooms. Great income potential. Schedule your private showing today!

10730 S Wentworth Avenue, Chicago

$680,000

6 Beds ⋅ 4 Baths ⋅ 12759343 MLS ⋅ CONTINGENT Status

Stunning Masonry brick two flat in the Mayfair area. This building is great for investors and owner occupants looking to build equity and reduce their mortgage. Building has been recently updated, brand new windows, roof is approximately 6 years old. The first floor has 2 BR/1BA. Updated kitchen/bathroom, true dining area, beautiful hardwood floors throughout. Second floor unit mimics the first unit but with a beautiful open concept kitchen features quartz countertops. This amazing two flat also has a two car garage. Full finished basement with 2 Beds and 2 Baths. Great location close to shopping, restaurants, blue line, brown line, highway near 90/94 and more. This building is a Rare find. Schedule a showing today before it's gone!

4689 N Kasson Avenue, Chicago

$750,000

3 Beds ⋅ 2 Baths ⋅ 12754305 MLS ⋅ CLOSED Status

Rare elevator-entry condo in a boutique 6-unit, full masonry building in the coveted Blaine School District. Private elevator opens directly into this expansive home with 10' ceilings, natural oak floors, 8' solid-core doors and high-quality finishes throughout. The spacious living room features a gas-start wood-burning fireplace and floor-to-ceiling windows with a glass door leading to a covered slate front terrace spanning the width of the unit, complete with lighting and gas line for grilling. Heavy-duty windows and custom roller shades throughout offer excellent soundproofing and privacy. Additional east and west-facing balconies provide excellent outdoor space and natural light, plus elevator access to a large private southwest corner roof deck with skyline views. The private roof deck includes uplighting built into the composite decking, electrical service, a canopy for shade, and water hookup for gardening. Chef's kitchen features granite counters, subway tile backsplash, flat-panel espresso walnut cabinetry, a large baker's island with prep sink and breakfast bar, Viking Professional refrigerator, Fisher & Paykel range with professional hood, Bosch dishwasher and wine refrigerator. The spacious primary suite includes a custom-organized walk-in closet and spa-quality marble bath with radiant heated floors, double vanity, Toto commode, steam shower with body sprays and rain shower, and separate whirlpool tub. Wired for surround sound with JBL ceiling speakers throughout. Nest thermostat, security system, and Butterfly video intercom. Large garage parking space and extra storage included. New Carrier HVAC (2024). Low HOA of $320/month. Fantastic location just steps from the Southport Corridor, Roscoe Village, the Brown Line, restaurants and shopping.

3834 N Ashland Avenue Unit #3N, Chicago

$469,000

4 Beds ⋅ 2 Baths ⋅ 12744945 MLS ⋅ CLOSED Status

Welcome to 1620 N Merrimac Ave, a well-maintained two-flat in Chicago's Galewood neighborhood. Each unit features two bedrooms, a bonus room with flexible-use potential, wood floors, and approximately 1200 sq ft with total estimated amount of finished living space over 2400 sq. ft. The property sits on a large lot with a detached 2.5-car garage. The home does have an unfinished basement providing an abundance of storage. Recent improvements include a roof (approx. 6 years old), new water pipes, boilers (10 years old), over 15 of the windows have been replaced within the past 6 years, and new drywall added. Additional features include ceiling fans on the second floor, new shower tile, a cast-iron soaking tub, and wood floors. The two flat layout provides flexibility for owner occupancy, rental use, or both! Call today to see.

1620 N Merrimac Avenue, Chicago

$499,000

6 Beds ⋅ 2 Baths ⋅ 12748816 MLS ⋅ CONTINGENT Status

Welcome to this fully rehabbed all brick Austin 2 FLAT. 6 Bedrooms, 2 Baths each floor with a 3/1 layout. Large open concept;1000 sq feet per unit. You must see this beautiful two flat to appreciate the value; 2 similar units with their own unique style. Convenient to Austin Bus, walk to train, shopping, parks and school. Your chance to own an income producing property. Owner occupy or rent out both units for even more income. Finishing touches are happening NOW.

1051 N Massasoit Avenue, Chicago

$364,700

6 Beds ⋅ 2 Baths ⋅ 12748493 MLS ⋅ PRICE CHANGE Status

Fully renovated two-flat offering incredible flexibility for an owner-occupant or investor. Both units have been completely updated with new flooring, new kitchens, and new bathrooms throughout - a true turn-key opportunity. This 6-bedroom, 2-bathroom building offers approximately 2,124 square feet of living space across two spacious 3-bedroom units, plus a full basement ready for storage or future finish. Live in one unit and rent the other, or hold both as a fully renovated income property. Located in a South Side Chicago neighborhood convenient to transit, schools, and shopping. Financing available through Conventional, FHA, and Investor loan programs. Schedule your showing today!

6955 S Honore Street, Chicago

$394,900

6 Beds ⋅ 3 Baths ⋅ 12747736 MLS ⋅ CONTINGENT Status

Excellent opportunity to own this solid brick 2-flat with a finished basement. Each apartment offers 6 rooms, 2 bedrooms and 1 bath. The finished basement includes 2 additional bedrooms, a family room, and a full bath, providing valuable extra living space. The 1st floor and basement feature boiler heat, while the 2nd floor is equipped with gas space heaters. Separate utilities throughout. The building has been recently tuckpointed. Property is being sold AS-IS

1634 N Kildare Avenue, Chicago

$625,000

12738638 MLS ⋅ CONTINGENT Status

Well-maintained - turn-key 6 Flat - with tenant paid utilities and in-unit GFA - Fully Occupied with below market rents..

8136 S Marshfield Avenue, Chicago

$500,000

6 Beds ⋅ 3 Baths ⋅ 12741729 MLS ⋅ ACTIVE Status

Fully Renovated Turnkey 2-Flat with Sunrooms & Rare 6-Car Garage! Incredible house-hack or armchair investment opportunity in Chicago! This classic 1913 brick multi-family has been completely transformed with a comprehensive top-to-bottom rehab. Featuring 2 spacious units, each floor offers a generous 3-bedroom, 1-bathroom layout loaded with contemporary updates, natural light, beautifully restored hardwood floors, and dedicated in-unit washer/dryer hookups. Enjoy extra living space in each unit's sunroom-perfect for a home office, sitting room, or plant haven. The full finished basement provides flexible space for storage or recreation. Step outside to an expansive lot complete with an ultra-rare, detached 6-car garage. Nothing to do but move in or start collecting premium rent from day one!

7419 S Stewart Avenue, Chicago

$570,000

3 Beds ⋅ 2 Baths ⋅ 12738360 MLS ⋅ CLOSED Status

Welcome to this jumbo 3-bed/2-bath classic Uptown condo with wonderful updates in a meticulously maintained Margate Park 6-flat. As you enter the building's vestibule, the gorgeous white marble wainscoting, wood trim, and a striking, original mosaic floor provide a fitting introduction to the character and care that runs throughout the building. Once inside the spacious foyer you'll feel immediately at home. The bright, oversized living room showcases light wood floors, a decorative gas fireplace, beautiful built-ins, millwork, an antique bookcase, and a cozy window seat - all framed by crown, picture rail and base moldings that carry throughout the home. Just off the living room, a separate, spacious sunroom is wrapped in gorgeous vintage glass-paneled windows offering picturesque tree views and great breezes- a warm, cozy setting for working, reading, relaxing, or recharging. Down the hallway to the rear of the home, where you'll find an extremely large dining room wrapped in lower wood paneling with decorative wallpaper above - a special space that can accommodate large dinners with family and friends. Also highlighted in that space is a lovely sitting area with room for a beautiful bar setup, perfect for entertaining as dusk settles through the west-facing windows. Off the dining room sits a wide chef's kitchen with custom wood cabinets, granite countertops, a 6-burner stainless steel range, and stainless steel appliances. Tucked at the back of the unit is a wonderful office, hobby, or breakfast area that is soaked in joyful south and west-facing light with a classic exposed brick wall as a backdrop. There are three bedrooms in this home. The primary bedroom easily accommodates a king-sized bed and is filled with warm, natural light - with direct access to one of the unit's two updated full bathrooms. The second bedroom is quite spacious, with a generous closet and a west-facing window. The third bedroom, located toward the back of the home, showcases the IN-UNIT WASHER/DRYER and the second full bathroom with glass sliding shower doors, black and white mini-rectangular flooring, a Kohler sink and toilet plus a wall mounted floating cabinet. Head out the rear staircase to a HUGE common outdoor space with a large sun deck - each owner can use their own grill and table on the deck. Boasting 30 sunny windows throughout, this unit is flooded with natural light from every room. The unit is in an A+ location that is truly unbeatable - the park and express bus are at the end of the block, and the lakefront, beach, parks, shopping, restaurants, and coffee shops are all conveniently close by. Great public transportation is also available, with hree bus lines (one express line to downtown) within a block and the El just three blocks away. Storage space 1W is located in the basement. Building improvements are impressive: new roof (2015), new boiler (2017), rear stairway/posts replaced (2014), new cast iron rear gate (2016), back foundation and rear fence repairs (2013-14), new common foyer/stairway lighting (2017), front landscaping update (2023), and a new high-tech entry system (2024). Unit improvements include: fresh paint (2026), new washer/dryer (2023), new six-burner stainless steel chef's range with exhaust hood (2025), windows (2013), both updated bathrooms, and four well-operating wall AC units (two recently replaced)

941 W Winona Street Unit #1W, Chicago

$550,000

9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ ACTIVE Status

BACK ON THE MARKET THROUGH NO FAULT OF THE PROPERTY! PRIOR FHA APPRAISAL: $575,000-$25,000 ABOVE THE $550,000 ASKING PRICE, WITH NO APPRAISER-REQUIRED REPAIRS! The previous FHA buyer reached the week of closing but could not proceed due to an unexpected family medical emergency, completely unrelated to the property, inspection, or appraisal. Here's a second chance to purchase an exceptional South Shore brick 3-flat offering income from day one, potential built-in equity, and significant room to grow! This well-maintained building features THREE JUMBO approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 baths total. Enjoy spacious living rooms, formal dining rooms, hardwood floors, generous bedrooms, and layouts rarely found at this price. Fully occupied by established, long-term residents with a consistent payment history; ALL TENANTS PAID OCTOBER 2026 RENT ON TIME! Scheduled income is $3,912/month or $46,944/year, and all three tenancies are month-to-month, providing future flexibility subject to applicable tenant rights and notice requirements. INVESTORS: THE RENTAL UPSIDE IS SUBSTANTIAL! A rental comparable analysis identified an approximately $2,037/month average for similar 3-bedroom apartments within one mile. If all three units eventually reached that benchmark, gross scheduled rent could total $6,111/month or $73,332/year-an increase of $2,199/month or $26,388/year (about 56%). Unit 2 currently rents for $1,287/month; a CHA increase to $2,000/month has been requested and is pending approval, potentially adding $713/month or $8,556/year if approved. OWNER-OCCUPANTS: HOUSE HACK! When legally available, occupy one spacious 3-bedroom/2-bath unit and collect rent from the other two to help offset ownership costs. Tenants pay their own gas, heat, and electricity; each apartment has separate forced-air heating and individual controls. The full basement offers tenant and landlord storage, natural-gas basement heat, and coin-laundry facilities as reported in the prior listing. Its size, ceiling height, layout, and access may present an opportunity to investigate additional living space, a garden unit, or ADU, subject to zoning, permits, City approval, and buyer due diligence. An OWNED DETACHED 3-CAR GARAGE adds value! The prior listing reported a newer tear-off main-building roof with transferable warranty and a 2020 tear-off garage roof; buyers should verify. LET'S TALK EQUITY: The previous $575,000 FHA appraisal is $25,000 above today's $550,000 asking price, offering potential immediate equity (not guaranteed). Comparable-market analysis also identified renovated multifamily properties with finished garden space selling in the $700,000+ range-suggesting a potential $150,000+ gross valuation spread versus asking through thoughtful improvements, rent growth, and maximizing existing space. Comparable properties differ and future value is not guaranteed. Located in established South Shore near the lakefront, beaches, schools, shopping, and neighborhood amenities. Whether you're an investor seeking a performing asset or an owner-occupant seeking rental assistance with your mortgage, don't miss this opportunity! NEW SHOWING DATES WILL BE ANNOUNCED as management coordinates with residents to welcome prospective buyers back into the property.

7414 S Chappel Avenue, Chicago

$1,425,000

4 Beds ⋅ 4 Baths ⋅ 12729475 MLS ⋅ CLOSED Status

Lincoln Park living at its best! This stunning newer-construction brick, limestone, and aluminum 6-flat sits on one of the neighborhood's most charming blocks, right in the coveted Oscar Mayer School District. Thoughtfully designed with beautiful finishes, exceptional craftsmanship, and incredible attention to detail, this extra-wide duplex-down is anything but cookie-cutter. Floor-to-ceiling windows fill the open floor plan with natural light, while the front living space makes an immediate impression with windows on multiple sides and a dramatic cove ceiling. At the heart of the home is a fantastic chef's kitchen featuring custom cabinetry, quartz countertops, Sub-Zero, Wolf, and Bosch appliances, a large breakfast bar with plenty of seating, plus enough space for a true eat-in kitchen. The kitchen opens to a generous family room with a fireplace and flows seamlessly out to a covered rear deck-perfect for everyday living and entertaining. The entire lower level is radiant heated and offers four bedrooms, three full baths and a conveniently located laundry room. The spacious primary suite is a true retreat with a large walk-in closet, steam shower, double vanities, and beautifully finished bath. And then there's the outdoor space-a massive garage-top deck finished with 24" x 24" porcelain pavers, giving you an incredible private space for entertaining, dining, or simply relaxing outside. Wide-plank white oak flooring, elegant fixtures, beautiful natural stone and garage parking complete the package. Add in a fantastic Lincoln Park location just steps from Jonquil Park, shopping, dining, and everything the neighborhood has to offer - this just might be the perfect Lincoln Park duplex-down!

2541 N Wayne Avenue Unit #1S, Chicago

$1,450,000

10 Beds ⋅ 5 Baths ⋅ 12728198 MLS ⋅ CLOSED Status

Situated on a premier, tree-lined street in the highly coveted Blaine School District. Exceptionally rare Lakeview multi-family investment asset presenting an unrivaled turn-key opportunity for either a yield-focused portfolio investor or a live-in owner looking to substantially subsidize their mortgage. Brick 2 flat with a non-conforming basement apartment and a 2-unit coach house in the rear. All kitchens and baths have been updated. All separate gas forced air furnaces. Currently generating $125,580. gross income. With expenses at $38607. that's a net cash flow of $86973. or about a 5.7% cap rate. Rents as follows: Front building 1st floor $1910 6/27, 2nd floor $3000 Vac. Garden $1450. 6/27, Coach house 1st $1705. 6/27, Coach house 2 3 BR 2 bath $2850. 7/27. Multi million dollar homes up and down the block in this highly sought after location.

3709 N Bosworth Avenue, Chicago

$1,075,000

12722395 MLS ⋅ CLOSED Status

Heart of Jefferson Park on a side street near Lawrence and Milwaukee. Walking distance to Jefferson Park terminal with Blue line and Metra access. Minutes to Kennedy Expressway and walking distance to shopping. Easy rental area. Red brick L shaped 6 flat building with spacious rental units. Mostly updated kitchens and baths. 7.5% Cap rate at current rents with room to increase rents.

4752 N Lotus Avenue, Chicago

$605,000

6 Beds ⋅ 3 Baths ⋅ 12727807 MLS ⋅ CLOSED Status

AVAILABLE FOR THE FIRST TIME IN 53 YEARS!---LOCATION-LOCATION-LOCATION---Rare opportunity to obtain a great property with good bones in a prime spot right next to McKinley Park. Large two flat with generous dimensions, a finished in law-unit. Six picture windows flood both units with lots of light. Hardwood floors throughout including the original woodwork trim everywhere. This is ready for updating. RT-4 ZONING / oversized 125x30 lot-3750SF / 2670SF building / 1335SF per floor / Finished basement / about 1200SF/ 3870 USABLE LIVING SPACE / 6 bedrooms/3 kitchens/3 bathrooms / 2 car garage with extra door for easy backyard access / Nice grassy yard and concrete patio / Boiler heat / 200amp service (two)/ Roof---good condition / Tuckpointing---good condition / SUPER LOW TAXES / WALKERS PARADISE---Gorgeous McKinley Park right across the street. Easy access to a huge variety of stores and restaurants. 15 minute walk to 35th/Archer Orange Line / 18 minute drive to the Loop. Nathaniel Greene Elementary School located 0.4 miles away, Evergreen Academy Middle School at 0.5 miles away, and Thomas Kelly High School about 1.1 miles away. NEITHER SELLER NOR AGENT MAKE ANY REPRESENTATIONS TO THE LEGALITY OF THE GARDEN UNIT.

3833 S Damen Avenue, Chicago

$1,199,000

12724057 MLS ⋅ CONTINGENT Status

Great opportunity to acquire a clean, stable, fully rented classic 6 Flat. Rents are below market and leases are Month to Month with a family member in 1 of the remodeled apartments, each with 2BRs + sunroom. Feats include: restored hardwood features and numerous updates including copper plumbing, windows, dishwashers & disposers, circuit breaker electric as well as the common areas. Bright carpeted hallways bathed in light including skylights. There is a vacant, non-conforming 7th unit 1BR garden-level unit which might be able to add another 10-12K of income annually. Building has been fully tuckpointed, has newer rear porch stairways, newer roof, and a secure enclosed yard & patio, + 2 rentable garage spaces. Each unit has a lockable storage closet, coin laundry onsite, and a tiled rec area in the bright basement.

1634 W Fargo Avenue, Chicago

$1,450,000

7 Beds ⋅ 7 Baths ⋅ 12705248 MLS ⋅ ACTIVE Status

Rare opportunity to own a turnkey, legal all-brick 3-flat in the heart of Chicago's highly-coveted Bucktown neighborhood. Perfectly suited for an investor looking for premium rental yields or an owner-occupant looking to live in one unit while letting three others pay the mortgage. Each of the three spacious units features a highly rentable 2-bedroom, 2-bathroom layout, complete with central air, and abundant natural light. Originally rehabbed in 2002, the building has been meticulously maintained and upgraded: Decks and Porches were rebuilt in 2012. Seller does not make any representation on the legality of the garden unit, this unit was fully rehabbed in 2019, tuckpointing was professionally completed in 2021, and the HVAC systems were fully updated in 2025. Unmatched outdoor space includes private decks for every individual unit, plus an expansive common deck equipped with a private Jacuzzi-an entertainer's dream. To top it off, this property solves Chicago's toughest challenge by offering 6 dedicated parking spaces in addition to easy street parking. Located just steps from Bucktown's premier dining, boutique shopping, Mariano's, parks, and the Blue Line. Also steps from the Clybourn Metra stop which runs nonstop to the Ogilvie Transportation Center Exceptional cash flow potential in an A+ location!Tax Assessment has been successfully appealed for an expected reduction of $1,512.00.

1808 W Armitage Street, Chicago

$280,000

6 Beds ⋅ 2 Baths ⋅ 12703760 MLS ⋅ CLOSED Status

Presenting a classic brick two-flat building featuring a total of 6 bedrooms and 2 bathrooms, offering 3,038 sq ft of living space . Each unit comprises 3 bedrooms and 1 bathroom, providing ample space for tenants or owner-occupants. The property includes a full, unfinished basement, offering potential for additional living space or storage. Situated on a 3,125 sq ft lot, this multi-family home is located in the vibrant West Garfield Park neighborhood . The property provides a fantastic opportunity for investors or owner-occupants to renovate and add value. Located in the West Garfield Park neighborhood, residents enjoy easy access to public transportation, including the CTA Blue and Green Lines, facilitating convenient commutes throughout Chicago.

4129 W Jackson Boulevard, Chicago

$335,000

7 Beds ⋅ 2 Baths ⋅ 12702013 MLS ⋅ ACTIVE Status

This is a 2 Flat Apartment Building. The first floor has 6 rooms with 1 bath and the second floor has 7 rooms with 1 bath with a new High efficient 16 seer central air conditioner. also there are 3 furnaces- one on each level. the 2nd floor is enclosed with insulation for low heating and cooling bills. Each apartment has it's own electrical panel on each floor. The basement has 4 rooms and bath studded out with most mechanicals done.

5514 S Winchester Avenue, Chicago

$1,100,000

12697385 MLS ⋅ ACTIVE Status

Stately 6-flat overlooking Washington Park. Six 3bd/2ba luxury apartments with tenant paid heat and central air, granite counters, stainless appliances, dishwashers, garbage disposers. On-site parking. Amazing architectural details with balconies overlooking the park. Great, stable cash producer in a high demand up and coming area. Turn-key investment.

706 E 51St Street, Chicago

$585,000

4 Beds ⋅ 3 Baths ⋅ 12691408 MLS ⋅ CLOSED Status

Gorgeously rehabbed in 2024, this two flat with fully finished basement is on a beautiful, quiet one-way block in Humboldt Park. The 1st and 2nd floor units are identical and feature 6 large rooms, a great floorplan, sunny west facing living rooms, bright dining rooms, kitchen with loads of quartz counterspace, cabinetry, a coffee bar and stainless-steel appliances, 2 generous bedrooms, with good closets, a separate office space/den overlooking the fully fenced yard, in-unit laundry and hardwood floors throughout. Additional finished space in basement with two entrances, kitchen, bath and laundry. New windows, plumbing, electric, individual GFCA and HWH. Two private exterior parking spaces. Close to Ukrainian Village, Wicker Park, Bucktown, the CTA Green Line Kedzie stop, Humboldt Park with all it has to offer, Garfield Park Conservatory, Chicago Ave provides easy access to great restaurants and Downtown. This is an amazing opportunity to own a fully leased building with an available super owner's unit. Owner's recent improvements include-addition of laundry in the lower level, plumbing upgrade, tiled windowsills in owners unit. Showings will be by appointment on 7/11 and 7/12.

615 N Troy Street, Chicago

$549,000

2 Beds ⋅ 2 Baths ⋅ 12547354 MLS ⋅ CLOSED Status

Elevated on the 36th floor, this sophisticated southwest-corner residence captures sweeping skyline views with glimmers of the lake, river, and Chicago's most iconic architectural landmarks. Designed for refined urban living, the expansive corner living and dining area showcase white oak flooring and an extraordinary span of picture windows that create an immersive backdrop of light, sky, and cityscape. A thoughtfully integrated in-unit washer and dryer further enhances everyday convenience. The updated open kitchen blends contemporary elegance with functional design, featuring sleek flat-panel espresso cabinetry, quartz countertops, stainless steel appliances, a two-drawer dishwasher, a vented cooking range, a generous 6-foot island with seating, and a marble backsplash that adds a touch of understated glamour. The private primary suite offers a serene retreat with wood flooring, an impressive Elfa-designed walk-in closet, and a beautifully appointed en-suite bath with a glass-enclosed shower and a large quartz vanity with abundant storage. The well-proportioned second bedroom comfortably accommodates a queen bed and includes its own customized Elfa closet. A stylish guest bath continues the elevated design with even more vanity storage. Additional highlights include an oversized organized entry closet, two sets of refined wood-and-glass built-ins, and extra storage in the building. Residents enjoy a full suite of amenities: a beautiful rooftop deck with grilling stations, pergolas, and multiple lounging zones; a well-equipped fitness center; 24/7 door staff; a business center; dry cleaning; a party room; and more. Parking is not deeded but numerous rental options are available in the building. Assessments remain attractively low and include heat, air conditioning, and high-speed internet.

512 N Mcclurg Court Unit #3610, Chicago

$265,000

4 Beds ⋅ 2 Baths ⋅ 12686643 MLS ⋅ CLOSED Status

*HIGHEST AND BEST DUE BY 5PM 6/29* | HARD TO FIND! Brick two-flat with expansion potential! This 2-unit building features hardwood floors throughout, modern cabinet kitchens, separate heating systems and two hot water heaters. The first-floor unit includes a built-in oven and range, along with rolling shutters for added privacy. Both the attic and basement offer spacious areas with potential for additional expansion, storage, or future improvements. Property is being sold **as-is**, making it a great option for investors, owner-occupants, or buyers looking to add value over time. Schedule your showing today.

6753 S Artesian Avenue, Chicago

$520,000

2 Beds ⋅ 2 Baths ⋅ 12684528 MLS ⋅ CLOSED Status

Welcome home to this spacious, high first-floor unit in a classic center entrance brick 6-flat, perfectly positioned in one of Chicago's most vibrant and connected neighborhoods. Cherished by a long-time owner, this home is brimming with timeless character and is now ready for a new owner to put their personal stamp on it - bringing fresh vision and custom touches to make it their own. This condo lives like a single-family home with an expansive dining room setting the stage for memorable gatherings, an eat-in kitchen offering the perfect everyday backdrop for morning coffee and casual meals and a bright sunroom off of the large living room, perfect for a yoga spot, home office or toy room. A covered deck off of the kitchen offers the opportunity for indoor/outdoor living during the warmer months. Natural light from east, south, and west exposures bathe the home in sunshine throughout the day. Beautiful hardwood floors and high ceilings lend an airy, generous feel to every room, while the classic architectural details of a well-built Chicago vintage building remind you of a craftsmanship rarely found in new construction. Large closets, garage parking, in-unit laundry and a large private storage space in the basement add even more convenience and flexibility. Prime location near the Wilson Red Line and Montrose Brown Line stations, the lakefront, Chase Park, and Bronco Billy Playlot, with the energy of Wrigleyville, Uptown, Sheridan Park, and Buena Park - including an abundance of restaurants, shops, and entertainment venues - all just minutes away. This is your opportunity to purchase an amazing home at a price point that gives you room to truly make this home your own.

4417 N Malden Street Unit #1S, Chicago

$630,000

12684597 MLS ⋅ PENDING Status

Beautifully maintained 6 flat with major renovations done 2017-2018. Such as new roof, boiler, electric service, hot water tank. Also 4 apts totally renovated with new kitchens' baths and windows. The other two units have newer carpet, paint and upgraded baths, and newly painted original cabinets. Freshly painted front and back hallways. 4 assigned parking spaces, coin washer and dryer. Close to Oak Park amenities and Green line. Shows beautifully inside and out--truly a turnkey operation

5914 W Huron Street, Chicago

$2,125,000

4 Beds ⋅ 5 Baths ⋅ 12656671 MLS ⋅ CLOSED Status

Now Presenting 3936 N Claremont: A 1928 Chicago brick 2 flat converted into an ultra-rare four-level single-family home in the Bell school district. Sitting on a 30-wide corner lot, this one-of-a-kind home features 5 bedrooms, 4.1 bathrooms, a 2.5-car garage & tons of outdoor space. Masterfully curated as a 100% custom home built by an end user for an end user with impeccable design throughout and a utilitarian floor plan. This is a large home that caters to a variety of lifestyles and family sizes. The second level features three bedrooms, two full bathrooms, an office, and a laundry room with cabinetry, a folding table, & slop sink. The top level features an enormous primary suite with a sitting area, a sun room planned for yoga/green space, and an east-facing deck with pedestal pavers. Main level features a dedicated dining room, centerpiece kitchen with Silver Birch Cabinetry, Wolf & Subzero paneled appliances, and a massive Italian Marble island. Extensive built-out pantry, custom mudroom & bifold accordion glass door wall system with clean sight lines to the back yard. Lower level features a family room, heated floors throughout, a home water filtration system, a fifth bedroom & fourth full bathroom. Just completing now in 2026 with too many features to list - including limestone front steps with snow melt, a dumbwaiter to all levels, 400 AMP service, Marvin Elevate windows (alley side and front feature laminated unbreakable glass), wired for Cat 6, 7 wide plank white oak flooring, Not a cookie cutter spec home - perfect for a buyer who wants historic charm with state of the art finishes on an incredible block.

3936 N Claremont Avenue, Chicago

$470,000

5 Beds ⋅ 3 Baths ⋅ 12682091 MLS ⋅ CLOSED Status

HIGHEST AND BEST DUE TUESDAY 6/23 at 10AM! Turn key investment opportunity! Newly renovated 2 flat in Galewood-walk to Amundson Park! This solid brick building features 2 units which have undergone a full remodel of kitchens, baths, electrical, plumbing, hardwood floors, paint, windows and concrete work! Each unit features identical floor plans of spacious rooms-a formal living room with built in surrounds a cozy fireplace, dining room, 2 bedrooms plus a tandem 3rd bedroom. Bright white kitchens with all new cabinets, tile backsplash and new appliances. Full basement PLUS an in-law with both a front and rear entrance. Separate laundry and utility room- 3 boilers, 2 water heaters and 3 updated electric panels, flood control! Tenants pay electric and gas. Move in ready. Secure fenced yard with a 2 car garage-new roof, concrete slab. Property is sold as-is!

1651 N Melvina Avenue, Chicago

$599,000

8 Beds ⋅ 3 Baths ⋅ 12682270 MLS ⋅ PENDING Status

Exceptional opportunity to own a solid brick legal 2-flat with a finished lower-level unit in the highly desirable Brighton Park neighborhood! This well-maintained property offers three spacious levels of living space, each with separate gas and electric utilities, making it ideal for owner-occupants or investors. The first-floor unit features 3 bedrooms with ceiling fans, a bright living room, formal dining room, kitchen, full bath, 9-foot ceilings, recessed lighting, beautiful hardwood floors, and the convenience of in-unit laundry. The second-floor unit offers a similar spacious layout with 3 bedrooms, living room, dining room, kitchen, and full bath. The finished lower level provides additional living space with 2 bedrooms, a large living area, kitchen, and full bathroom. Major updates include newer plumbing and electrical on the first floor and lower level, updated electrical panels, new rear porch siding, new windows on the second-floor porch, vinyl replacement windows, front wrought iron fence, roof approximately 9 years old, tuckpointing completed about 6 years ago, and three hot water tanks (one newly installed in 2026, others approximately 3-6 years old). Each unit has its own furnace, and both the first and second-floor units feature central air conditioning (approximately 10 and 4 years old). Conveniently located within walking distance to McKinley Park and just minutes from I-55, shopping, restaurants, Midway Airport, and downtown Chicago. Owner-occupants may also qualify for the City of Chicago grant programs for eligible buyers. A fantastic opportunity to build wealth through owner-occupancy or expand your investment portfolio!

2434 W Pershing Road, Chicago

$599,000

7 Beds ⋅ 3 Baths ⋅ 12681177 MLS ⋅ CLOSED Status

Phenomenal opportunity in trendy Avondale/Logan Square. Legal 2 flat with full finished basement. Perfect for investor or owner occupant. Needs some TLC, but tons of potential to rehab and turn it into a magnificent single family home or keep as profitable rental investment. In-demand apartments rent easily and quickly. Short distance from Logan Blue Line, Logan Theater, cafes, restaurants, and more. Exempt from Tenant Opportunity to Purchase right of first refusal. First showing on 6/20.

2911 N Troy Street, Chicago

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