View All Chicago IL 5-Flats Listings

$2,150,000
12673900 MLS NEW 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

$450,000
7 Beds 5 Baths 12733872 MLS CLOSED Status
Welcome to 7018 S Rhodes Avenue, a full gut rehab legal 2-flat offering the rare combination of turnkey condition, flexible living space, rental income potential, and permitted improvements in the Greater Grand Crossing neighborhood. Completed as a full gut rehab with City of Chicago permits, this approximately 3,404 sq. ft. brick two-unit has been thoughtfully redesigned from top to bottom. The 1st floor apartment is an expansive 5-bedroom, 3-bath duplex-down spanning approximately 2,230 sq. ft., giving an owner-occupant an impressive amount of private living space while retaining the income-producing benefits of a multi-unit property. The 2nd floor apartment offers approximately 1,174 sq. ft. with 4 bedrooms and 2 full baths. Both units feature bright open-concept living spaces, modern kitchens with quartz countertops and full-height backsplash, stainless steel appliances, shaker-style cabinetry, contemporary lighting, and clean modern finishes throughout. Beautifully renovated bathrooms feature floor-to-ceiling tile, upgraded vanities, LED mirrors, and designer fixtures. Central heating and air conditioning add year-round comfort. The duplex-down provides even more flexibility with a spacious finished lower level, additional bedrooms and baths, and a striking illuminated staircase connecting the two levels. Outside, enjoy newly constructed rear porches, a fenced yard, and a two-car concrete parking pad. For buyers searching for a renovated Chicago 2-flat, owner-occupied investment, or house-hack opportunity, 7018 S Rhodes delivers the space and finish of a newly renovated home with the added advantage of a separate income-producing residence. This property is eligible for the Cook County Land Bank Grant. Qualified buyers may receive up to $20,000 in purchase assistance, subject to buyer eligibility and program requirements.

7018 S Rhodes Avenue, Chicago

$540,000
8 Beds 3 Baths 12746907 MLS ACTIVE Status
Beautiful Fully Rehabbed 2-Flat with Coach House - Exceptional Investment or Owner-Occupant Opportunity! Welcome to this beautifully renovated 2-flat with a separate coach house, offering an incredible opportunity for investors or owner-occupants looking to live in one unit while generating rental income from the others. The main building features two spacious units, each offering 3 bedrooms and 1 full bathroom. The basement is framed out and ready to be finished and a possible 4th unit if the buyer chooses to. The coach house features 2 bedrooms and 1 full bathroom, providing additional living space and excellent income potential. This property has been thoughtfully rehabbed from top to bottom with modern finishes and major improvements throughout. Updates include new electrical, plumbing, HVAC systems, fixtures, beautifully updated kitchens and bathrooms, and much more. The renovations provide the comfort and style of modern living while making this property truly move-in ready. Conveniently located approximately 5-7 minutes from I-94, with easy access to the CTA Red Line, bus transportation, shopping, dining, and everyday conveniences, making commuting throughout the city a breeze. Whether you're looking to expand your investment portfolio, generate multiple streams of rental income, or live in one unit while the others help with your housing expenses, this property offers outstanding versatility and potential. A rare opportunity and an absolute MUST-SEE for any serious investor or owner-occupant! CENTRAL AIR WILL ONLY BE INSTALLED IN THE MAIN BUILDING! APPLIANCES WILL BE INSTALLED AT CLOSING!!! QUALIFIES FOR THE COOK COUNTY LAND BANK GRANT FOR UP TO 20K

5419 S Aberdeen Street, Chicago

$1,355,000
8 Beds 5 Baths 12716789 MLS CLOSED Status
Fantabulous Lincoln Park double-duplex 2-flat offering an exceptional opportunity for owner-occupants or investors alike. This beautifully maintained property features 8 bedrooms, 5 full bathrooms, incredible outdoor living space, and a coveted 2-car garage. The owner's duplex-up lives like a single-family home, offering 4 bedrooms (3 upstairs and 1 on the main level) and 3 full bathrooms. Thoughtfully designed with upscale finishes throughout, the main level showcases rich Brazilian cherry hardwood floors, elegant crown molding, a built-in bar, and an impressive chef's kitchen complete with granite countertops, a large center island, peninsula with breakfast bar seating, custom cabinetry, and a custom wood range hood over the stainless steel appliance package. The spacious and open layout is ideal for both everyday living and entertaining. Additional conveniences include central heating and air conditioning, a private water heater, and an in-unit laundry closet with side-by-side washer and dryer. The luxurious primary suite serves as a true retreat with a beautifully appointed marble bath featuring a dual-sink vanity, built-in linen storage, a frameless glass marble shower with multiple body sprays, and an organized walk-in closet. A private balcony provides the perfect spot for morning coffee or unwinding at the end of the day. The duplex-down unit offers 4 bedrooms (2 on the main level and 2 below) and 2 full bathrooms, making it highly desirable for tenants. Hardwood floors span the main level, while the lower level features durable tile flooring with carpeted bedrooms for added comfort. The generous living room easily accommodates a large sectional, while the spacious kitchen offers granite countertops, breakfast bar seating, and stainless steel appliances. The main level includes one oversized bedroom, a second bedroom ideal for guests or a home office, and a full bath with a dual-sink vanity and soaking tub. The lower level features two additional well-proportioned bedrooms, a second full bath with a dual-sink vanity and walk-in shower, side-by-side washer and dryer, and an expansive storage area. Outdoor living is truly exceptional with an expansive three-level black steel and composite deck that creates multiple spaces for dining, entertaining, and relaxing. The fully fenced backyard is complemented by professionally landscaped garden beds, providing a private urban oasis. Located on one of Lincoln Park's beautiful tree-lined streets, this property is just steps from Wrightwood Park and surrounded by some of the neighborhood's best restaurants, cafes, and shopping. Mariano's, Menards, and countless everyday conveniences are all within easy reach. Long-term tenants appreciate both the quality of the building and the unbeatable location, making this an outstanding investment in one of Chicago's most sought-after neighborhoods.

2724 N Marshfield Avenue, Chicago

$2,875,000
12715402 MLS ACTIVE Status
844-846 W. Lakeside Pl., a classic center-entrance six-flat apartment building located in Chicago's Uptown neighborhood, a short walk from Lake Michigan and Montrose Harbor. The Property consists of five (5) three-bedroom/two-bathroom units and one (1) four-bedroom/two-bathroom unit, with each apartment measuring approximately 1,600 square feet. The Offering also includes five (5) garage parking spaces and a basement workspace currently rented for $550/month. Tenants have large private storage spaces in the basement as well. The apartments showcase preserved vintage character - coffered ceilings, wainscoting, crown molding, decorative fireplaces, and built-in cabinetry - paired with select unit-level updates including refinished hardwood floors, quartz countertops, stainless-steel appliances, HVAC, in-unit washer/dryers, and renovated bathrooms. Capital improvements include a fully rebuilt rear porch system (2023) and a 400-amp electrical service upgrade (2016). A new owner may choose to pursue additional cosmetic renovations to kitchens and bathrooms to push rents above current market levels, building on the unit modernization already completed elsewhere in the building. The Property may also support the addition of an Accessory dwelling unit (ADU) or two, pending city approval. 844-846 W. Lakeside Pl. is ideally situated on a quiet, tree-lined street one block from the Lakefront Trail and Montrose Harbor, with three CTA stations nearby - Lawrence Red Line (7 minutes), Wilson Red/Purple (8 minutes), and Argyle Red Line (10 minutes) - all providing direct service to the Loop.

844 W Lakeside Place, Chicago

$750,000
5 Beds 5 Baths 12703877 MLS ACTIVE Status
***$20,000 Grant Available Through the Cook County Land Bank!*** Rare opportunity in the Historic Garden district of East Garfield! Welcome to 2832 W Wilcox, a truly one-of-a-kind property that offers the best of both worlds. A rare cross between a traditional 2 flat and a single family home. This legal 2-flat encompasses 3150 Square feet, a total 5-bedrooms, 4.1 bath spanning 3 levels of living space. You can't get better than a dual Primary Suite, dual HVAC, dual Laundry area, and dual Kitchen. Private side entry for each unit. Whether you are searching for a multi-generational living arrangement, an owner-occupied investment, or a flexible property with endless possibilities, this unique residence delivers. Nestled on a tree line street, this sought after East Garfield property is just minutes away from the United Center and the transformative 1901 redevelopment project. This distinctive home offers an adaptable floor plan that provides the privacy and comfort of a single-family residence. Upper level showcases a primary suite with pass thru dual walk-in closets, a spectacular primary bath with dual vanity, freestanding tub, and oversized separate shower. Enjoy two generous guest bedrooms, oversized guest bath with double vanity sinks and laundry center. The incredible English garden level offers 2 Bedrooms and 2 bath, full living room, full kitchen with quartz countertops and stainless appliances. Your opportunity awaits so schedule your private tour today.

2832 W Wilcox Street, Chicago

$450,000
9 Beds 4 Baths 12701385 MLS ACTIVE Status
Turnkey, income-producing investment opportunity in Chicago's desirable Chatham neighborhood! This fully occupied brick 3-flat generates $4,300 per month in rental income, providing immediate cash flow from day one. Tenants pay for gas and electric. The property has maintained the same tenants and rental rates for the last three years. Each spacious unit offers 3 bedrooms and 1 full bath, making this a highly desirable property for tenants and investors alike. Filled with classic Chicago charm, the building features hardwood floors, decorative fireplaces, built-in cabinetry, and timeless architectural details that continue to attract quality renters. The property also includes a 3-car brick garage and a full basement with front and rear access, generous ceiling height, and excellent potential for additional living space, storage, or future value-add opportunities (subject to City approval). Recent capital improvements include a boiler approximately 5 years old, roof approximately 5 years old, updated circuit breakers, and a hot water tank approximately 8 years old, helping reduce near-term maintenance concerns. Ideally located in the heart of Chatham, this property is just minutes from the transformative Obama Presidential Center, the Dan Ryan Expressway, public transportation, parks, shopping, and neighborhood amenities. With strong in-place income, solid building fundamentals, and long-term appreciation potential, this is an outstanding opportunity for both seasoned investors and owner-occupants looking to build wealth through real estate. Building being listed "As-Is"

7918 S Champlain Avenue, Chicago

$2,525,000
5 Beds 4 Baths 12694119 MLS CLOSED Status
Spacious 5-bedroom, 3.1-bath single-family home on a picturesque, tree-lined street in Lincoln Park, offering sought-after features and timeless appeal. A professionally designed kitchen showcases warm, modern flat-panel cabinetry, professional-grade appliances, statement lighting by Kelly Wearstler, and beautiful stone countertops. Dimensional first floor features a substantial limestone fireplace as its focal point, wainscoting, custom mixed-stain hardwood floors, dramatic designer lighting, wallpaper, and lush, textured window treatments. The attached garage enters through a light-filled breezeway to the mudroom with custom built-ins and heated floors. The second level has vaulted ceilings and is flooded with natural light from multiple skylights. Generous sized bedrooms with organized closets and built-ins. Primary bath features a dual vanity, oversized tub, separate shower, and abundant storage. The guest bath has been fully remodeled in a clean, modern style. The lower level has an expansive family room, wine cellar, two sizable bedrooms, and more storage. Additional highlights include dual-zoned heating and cooling, a garage rooftop deck with pergola, front yard irrigation system, attractive curb appeal, secuirty system. Home has been well maintained and is ready to move in. Perfectly positioned near the best of Lincoln Park... Lake Shore Sport & Fitness, Wrightwood Park and Supera Playlot Park, Avli Taverna, Love Street, Starbucks, and more. Located in Prescott Elementary and Lincoln Park HS district. Also convenient to Parker, Latin, St Clement, St Josaphat, and other outstanding private and parochial schools. Multiple Offers recieved. Highest and best due Juy 13th by 2:00.

2542 N Wayne Avenue, Chicago

$1,050,000
4 Beds 3 Baths 12699442 MLS CLOSED Status
Rarely available Lincoln Park 2-flat in the highly sought-after Lincoln Elementary and Lincoln Park High School districts, ideally located near Oz Park, shopping, restaurants, transportation, and the lakefront. This versatile property is perfect for owner-occupancy or as an investment opportunity. The duplex features 3 bedrooms on the same level, a bath on each floor, hardwood floors throughout, and a spacious living room with abundant natural light. The updated kitchen boasts quartz countertops, updated cabinetry and backsplash, and stainless steel appliances, and opens to a dining area and private deck that leads to a private fenced-in yard. The home also includes in-unit laundry, central heat and air, generous storage, and multiple outdoor spaces, including a balcony off of the living room. The first-floor unit offers a spacious 1-bedroom, 1-bath layout with hardwood floors, an open kitchen with stainless steel appliances and wood cabinets, plus an updated bath. The unit also includes in-unit laundry, central heat and air conditioning, and a private, fenced patio. Ceiling-to-floor windows throughout brighten both units with natural light. Additional highlights include individual HVAC systems and one exterior parking space for each unit. Professional association management services cover landscaping, snow removal, water, sewer, scavenger service, internet, cable, and exterior maintenance, providing low-maintenance ownership. The duplex unit is currently rented until 5/31/27. First-floor 1-bedroom unit is currently unoccupied. The two units could be converted into a single-family home.

2044 N Larrabee Street, Chicago

$950,000
9 Beds 5 Baths 12668705 MLS ACTIVE Status
Fully Renovated Logan Square 2-Flat - Exceptional Investment or Owner-Occupant Opportunity. Be the first to see this beautifully renovated 2-flat in the heart of Logan Square, offering incredible flexibility for investors and owner-occupants alike. The second-floor unit is a spacious duplex-up featuring 4 bedrooms and 2 full bathrooms, completely updated with new stainless steel appliances, quartz countertops, new flooring, and fresh paint throughout. The unit also benefits from 2 new HVAC systems, providing modern comfort and efficiency. The first-floor unit offers 3 bedrooms and 1.5 bathrooms, also fully renovated with contemporary finishes and move-in-ready appeal. The lower-level in-law suite includes 2 additional bedrooms and 1 full bathroom, creating excellent options for extended family living, additional rental income, or future expansion. For buyers seeking even more space, there is the potential to duplex down the first-floor unit, creating an expansive 5-bedroom, 2.5-bathroom duplex-down residence. Additional improvements include two new tankless water heaters, new upstairs HVAC and condenser. Enjoy a huge backyard with plenty of room for entertaining, gardening, or recreation. A spacious two car detached garage with additional parking pad is also included. This property presents multiple income-producing possibilities: live in one unit and rent the others, maximize cash flow as a full investment property, or create a larger owner's unit while maintaining rental income. A rare opportunity to own a turnkey, fully renovated multi-unit property in one of Chicago's most sought-after neighborhoods. Schedule your showing today and discover the possibilities this outstanding Logan Square investment has to offer.

2622 N Central Park Avenue, Chicago

$649,900
9 Beds 5 Baths 12672260 MLS CLOSED Status
Exceptional Jumbo 2-Flat in Archer Heights | Prime Investment or House-Hack Opportunity! Welcome to this beautifully maintained, massive Jumbo 2-flat in a highly sought-after location just steps from Archer Park! Whether you are a savvy investor looking for a value-add property or an owner-occupant wanting to live in one unit while the other pays your mortgage, this meticulously kept property is exactly what you've been waiting for. Unbeatably located near Midway Airport with incredibly easy access to public transportation, orange line, and major highways, this home offers convenience, size, and immense cash-flow potential. Upper Units (Floors 1 & 2): Both the first and second-floor units boast exceptionally large floor plans featuring 3 bedrooms and 1.5 bathrooms. The layouts are perfect for entertaining or large households, offering a spacious living room, two separate dining areas, and a well-appointed kitchen. Finished Basement / In-Law Suite: This fantastic lower level operates as a massive in-law arrangement but can easily be converted into its own dedicated rental unit. It features 2 bedrooms, 1 full bathroom, a comfortable living room, kitchen, 1 separate storage bedroom. Every single unit (including the basement) features two separate entry/exit points. Whisper-Quiet Interiors: Don't let the convenience of the airport proximity deter you! The property has been outfitted with low-decibel soundproofing windows provided directly by Midway Airport. They truly work, offering incredible peace and quiet indoors. Each level (First floor, Second floor, and Basement) is equipped with its own dedicated Air Conditioning unit (3 ACs total). The building features 2 heating units and 2 water heaters (the first floor shares its heating system and water heater with the basement). An included coin-operated laundry facility is located in the basement, providing excellent, steady additional income. The property includes a fully fenced yard and a secure, detached 2-car garage. You can rent garage spaces monthly to tenants. Currently occupied by incredibly loyal, month-to-month tenants who have proudly called this property home for over 5 years and treat it like their own. Current rental rates are below market value. A new owner can easily adjust rents to current market standards for maximum ROI, or comfortably house-hack by moving into one of the massive units and renting out the rest. Situated in a wonderful, walkable neighborhood just one block away from Archer Park and highly rated local schools. Commuting is an absolute breeze with lightning-fast access to I-55, CTA transit options, and Midway Airport. This is a rare opportunity to own a meticulously cared-for jumbo property with endless potential. Schedule your showing today before it's gone! Property is Sold ASIS.

4906 S Kolin Avenue, Chicago

$900,000
3 Beds 3 Baths 12690850 MLS ACTIVE Status Lake Point Tower BLDG.
This home defines Chicago lakefront living with it's breathtaking panoramic north east and south views of Lake Michigan, overlooking Ohio Street Beach and summertime views of the "playpen" boating season, fantastic Navy Pier fireworks throughout the summer months, 4th of July and of course New Years, plus front row seats to the Air & Water Show each year! This updated 3 bedroom / 2.1 bath condo is located in a coveted "curved tier" at Lake Point Tower. The spacious open layout allows for various entertaining options and views from every angle. The large kitchen island has seating for 5 and includes quartz countertops, Viking appliances plus an abundance of storage in walnut custom cabinetry and a large separate pantry. The baths were done in porcelain tile, quartz countertops and dark walnut cabinetry. The primary suite has a large custom built-in wardrobe closet, ensuite bath with double sinks, seamless glass rain shower with multi-jets and heated flooring. Other features include light maple hardwood flooring throughout, in-unit stackable washer/dryer, and a multitude of extra closets (LARGE 8FT STORAGE CAGE ON 46TH FLOOR COMES WITH UNIT). Enjoy a lakefront lifestyle, steps to walking/bike paths, boating/ water taxis /architectural boat tours, Ohio Street Beach, Oak Street Beach, neighborhood farmers markets, fantastic (on the water) restaurants, Navy Pier nightlife with concerts and events steps from your home, numerous iconic lakefront parks! Lake Point Tower has exceptional building amenities including on-site management, 24-hour door staff / 24-hour valet parking / guest parking, 1st floor convenience mart by valet / dry cleaners, indoor dog run (by dock) | 2ND FLOOR- Management Office (Mon-Fri) upscale private gym, health club with indoor pool, 2 whirlpool spas, racquetball / basketball court, plus steam rooms, and saunas in the mens and womens bathrooms. Separate bike room storage. Business center w/ PCs, printer/copier, & private conference room. Large community/party room, coffee station, piano, 2-flat screen TV's. Other services on 2ND floor include package /receiving area, doggy daycare with overnight stays, additional Laundry Facilities, Day spa /nail salon, and numerous other commercial vendors | 3RD FLOOR - outdoor pool, unique 2.5 acre park with beautifully landscaped grounds, lagoon pond and waterfall, BBQ grill area, and children's playground. There is so much to love about Lake Point Tower! Book your personal tour today!

505 N Lake Shore Drive Unit #6206, Chicago

$2,049,000
3 Beds 6 Baths 12688681 MLS CLOSED Status
Distinguished 5 bedroom, 4.2 bath new construction single-family home in the heart of Graceland West. One-of-a-kind luxury home with stunning limestone and brick exterior, fully enclosed yard, multiple outdoor entertaining spaces including roof top deck, and detached 2-car garage with second roof deck. Step inside to a welcoming living/dining area highlighted by oversized front windows and designer wallpaper. Entertainer's kitchen is equipped with Wolf/Sub-Zero appliances, custom flat panel cabinetry, built-in wine cooler, large island with built-in breakfast bar, and walk-in pantry. Attached family room features a statement fireplace with large geometric floor-to-ceiling tile accented by custom built-in shelving and access to the rear patio and garage roof deck. Refined primary suite with spa-quality bath featuring steam shower, freestanding tub, heated flooring, and dual sinks, and two closets with custom organizers. Two additional bedrooms, one with ensuite bath with tub, one with shared ensuite/hall bath with tub, and laundry complete the second level. Third level access to roof top deck includes a wet bar. Finished lower level features a recreation room with wet bar, second laundry room with dog washing station + farmhouse sink, two bedrooms, half bath, full bath with shower, storage, mechanicals, and radiant heated flooring. Tons of thoughtful extras including security system with multiple cameras, wiring for speakers throughout the home and on the back patio, accent wallpaper, custom closets, and much more! Fantastic neighborhood close to the lake, public transportation, parks, groceries, and all your favorite restaurants, shopping, and entertainment. Video is from the home next door which has comparable floor plan and finishes.

1418 W Warner Avenue, 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

$1,050,000
3 Beds 4 Baths 12673557 MLS CLOSED Status
New Photos! Location, Location, Location! Welcome home to a beautifully maintained 3-story single-family residence nestled on the lush, tree-lined Whipple Street in the heart of Palmer Square - one of Chicago's most sought-after neighborhoods. Proudly owned by just one owner, this lovingly cared-for home is a rare find. The main level greets you with a bright, open living and dining combo anchored by a cozy wood-burning fireplace, a convenient half bath, and a thoughtfully designed kitchen featuring a bar and casual eating area - perfect for everyday living and entertaining alike. Upstairs, the spacious primary suite impresses with an abundance of closet space, a private balcony, dual sinks, and a separate bath and shower. Two additional bedrooms, a full bath, and the convenience of second-floor laundry - complete with a 3-year-old washer and dryer - round out this level. The fully finished basement extends your living space with an electric fireplace, a wired surround sound system, built-in speakers and TV, a wet bar with sink and mini fridge, a fourth bedroom, full bath, and ample storage - ideal for guests, gym, or multi-generational living. Major mechanicals have been thoughtfully updated, including a newer roof and a fully zoned HVAC system with dual heating and cooling units - giving you year-round comfort and efficiency on every level of the home. Step outside to your private deck, perfect for grilling and outdoor entertaining. The oversized 2-car garage features a flat roof with exciting potential for a rooftop deck, while a mature tree provides natural privacy from neighbors - all on a generous 25 x 125 lot. This home includes a magnificent Falcone Baby Grand Piano - an elegant centerpiece that sets the tone for this one-of-a-kind residence. While meticulously maintained by its one proud owner, this home presents a wonderful opportunity for the next owner to add their personal style - whether refinishing the hardwood floors to their taste or elevating the primary bath into a true spa retreat. Just a half block from Palmer Square Park, 3 blocks from The 606 Trail, and 5 blocks from the California Blue Line - with neighborhood restaurants and boutique shopping just a short stroll away.

2111 N Whipple Street, Chicago

$290,000
5 Beds 3 Baths 12664470 MLS CLOSED Status
A well-maintained and versatile two-flat offering an incredible opportunity for both investors and owner-occupants. This spacious property features a total of 5 bedrooms and 3 full bathrooms, providing flexibility for rental income, multigenerational living, or owner occupancy. The first-floor unit offers 2 generously sized bedrooms, 1 full bathroom, a large primary suite, and spacious living areas designed for comfortable everyday living. The second-floor unit features 2 bedrooms plus an additional bonus room that can easily serve as a third bedroom, home office, nursery, or flex space. It also boasts a large primary suite and oversized rooms throughout. The finished basement expands the home's functionality with a full bathroom, dedicated laundry room, and additional finished living space ideal for recreation, storage, a home gym, or extended family use. Conveniently located with easy access to Interstate 90/94 (Dan Ryan Expressway) and Interstate 55, commuting throughout Chicago and the surrounding suburbs is quick and convenient. The property is just minutes from neighborhood grocery stores, shopping centers, restaurants, parks, schools, public transportation, and everyday essentials. Nearby amenities include Sherman Park, the Englewood shopping corridor, and convenient access to the CTA Red Line and Green Line, making travel throughout the city simple. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking the opportunity to live in one unit while generating rental income from the other, this property offers exceptional versatility, generous living space, and outstanding value. Don't miss your chance to own this income-producing two-flat in a convenient South Side location. Sold AS-IS. Schedule your private showing!

5431 S Hermitage Avenue, Chicago

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Chicago, IL · Curated MLS Search

5-Flats in Chicago, IL

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

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