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7446 S King Drive, Chicago
$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

6025 S Prairie Avenue, 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

6029 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

1506 S Spaulding 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

3067 N Central Park 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 11-2-2026.

3067 N Central Park Avenue, Chicago

1928 N Keeler Avenue, Chicago
$595,000
5 Beds ⋅ 3 Baths ⋅ 12736003 MLS ⋅ ACTIVE 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

310 W 32Nd Street, 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

11127 S Homewood Avenue, 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

7516 N Ridge Boulevard, 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

5834 W Dakin Street, 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

4605 S Prairie Avenue, 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

6361 W Addison Street, 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

5853 N Glenwood Avenue Unit #2S, Chicago
$499,900
3 Beds ⋅ 2 Baths ⋅ 12777286 MLS ⋅ PENDING 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

3967 S Drexel Boulevard, 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

4035-37 W Harrison Street, 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

5059 W Argyle Street, Chicago
$599,900
5 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 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. 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. Any questions about this listing please contact Norbert Mika. Text or email preferred.

5059 W Argyle Street, Chicago

7948 S Drexel Avenue, 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

10730 S Wentworth 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

4689 N Kasson 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

3834 N Ashland Avenue Unit #3N, 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

1620 N Merrimac Avenue, 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

7419 S Stewart 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

941 W Winona Street Unit #1W, 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



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