Between $500K - $600K Chicago Real Estate

9 Beds ⋅ 3 Baths ⋅ 12740640 MLS ⋅ ACTIVE Status

This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, Chicago

8 Beds ⋅ 3 Baths ⋅ 12741013 MLS ⋅ ACTIVE Status

This spacious 8-bedroom, 3-bath multi-unit offers incredible space and major updates throughout! The first-floor unit features a duplex-down layout, plus the property boasts central air (2021), 200-amp electrical (2024), roof and siding (2020), oversized gutters, tankless water heater (2020), tuck pointing (2024), newer windows (2020/2024), and a new sump pump and support pillars. Enjoy the added bonus of being the only multi-unit on the block with a balcony! Located in a rapidly developing neighborhood surrounded by new construction, this is a great opportunity for an owner-occupant or investor looking to get into an area with exciting growth. Long term tenants and income-producing property generating approximately $4,700 in monthly cash flow. In October applications will open up to potentially buy the double lot right next door for ONLY 10% of purchase price which is $8,000. THIS COULD BE AN AMAZING OPPORTUNITY for an INVESTOR or owner occupy!

1121 N Lawndale Avenue, Chicago

4 Beds ⋅ 3 Baths ⋅ 12741279 MLS ⋅ ACTIVE Status

Welcome to Woodlawn Manor. Stay in the Chicago that shaped history. The Obama Presidential Center opens this summer. We're handing you the keys to the neighborhood that started it all. Steps away from the Obama Presidential Center, this four-bedroom "penthouse" sits in the heart of historic Kenwood, minutes from the brand-new Obama Presidential Center and steps from the University of Chicago. It's a 1908 residence with the kind of grandeur you can't rebuild: mahogany walls and beams restored to a glow, original leaded glass framing the treetops, and rooms big enough for the whole crew to spread out and still find a quiet corner. The kitchen is a cook's dream with Sub-Zero and Wolf appliances, granite surfaces and two walk-in pantries. Whether you bring in a chef or prefer DIY meals, this space is built for long dinners, slow mornings, and the feeling of waking up where history is being made. Formal dining room designed for the ultimate host; it comfortably accommodates a table for 12 or more, making it the perfect stage for holiday gatherings and elegant dinner parties. Sleeps your family or your group in comfort. An added perk: in-unit laundry. Walk to everything. Beyond your front door, you are steps away from the University of Chicago, lush parks, and the vibrant dining and shopping scene of Hyde Park. Come for the opening. Stay for the neighborhood.

5054 S Woodlawn Avenue Unit #3C, Chicago

2 Beds ⋅ 2 Baths ⋅ 12741151 MLS ⋅ ACTIVE Status

Bright and spacious 2 bedroom/2 bathroom residence at The Huron featuring an open, well designed floor plan with desirable split bedrooms. Floor-to-ceiling and expensive bay windows fill the home with natural light while showcasing panoramic city views. Hardwood floors extend throughout, and the generous living and dining areas offer an inviting space for everyday living and entertaining. French doors open to the versatile second bedroom, den, or home office with built-in shelving and storage, additional closets, and an adjacent renovated bath with walk-in shower. The spacious en-suite primary bedroom is a private retreat with a walk-in closet, beautiful city views, and renovated bath with walk-in shower. The bright white kitchen features timeless cabinetry, a large window and convenient circular flow to the living and dining areas. Additional highlights include in-unit laundry and abundant closet and storage space throughout. The Huron is a full service, smoke-free, pet friendly luxury building offering 24-hour door staff, fitness center, indoor pool, terrace with grills, party room, on-site dry cleaning, receiving room, and valet or self parking additional. Ideally located steps from Michigan Avenue, the Chicago, Riverwalk, museums, dining, shopping and transportation. An exceptional opportunity offering space, light, views, and outstanding value in one of Chicago's most desirable neighborhoods!

100 E Huron Street Unit #1906, Chicago

$599,900

12741037 MLS ⋅ ACTIVE Status

UNLIMITED POTENTIAL & MASSIVE VALUE-ADD OPPORTUNITY IN PRIME SOUTH SHORE! Heavy-hitting investment package featuring a 31-unit mixed-use building in a rapidly developing neighborhood. Fantastic scale with 28 residential units (24 studios and 4 one-bedroom apartments) plus 3 street-level commercial retail spaces offering high visibility and foot traffic. Perfect for an experienced investor or developer looking to execute a full renovation, add value, and stabilize for maximum cash flow or long-term portfolio growth. Conveniently situated near public transportation, major thoroughfares, shopping, and lakefront amenities. Property needs work and is being sold in AS-IS / WHERE-IS condition. Seller will not provide surveys or disclosures; real estate taxes will be prorated. Bring your vision to unlock this property's true potential!

7850-7851 S Constance Avenue, Chicago

$539,900

4 Beds ⋅ 2 Baths ⋅ 12740981 MLS ⋅ ACTIVE Status

Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel appliances, maple cabinetry, and new light fixtures. Both units have separate utilities, ensuring convenience and privacy. The unfinished lower level provides dedicated laundry spaces, mechanical systems, and open storage for each unit. Additionally, there is a detached 2.5 garage currently leased to a neighbor, adding extra income potential. Situated on a quiet, tree-lined street, this property is within walking distance to the Gladstone Park Metra station, offers quick highway access, and is close to schools, parks, restaurants, and shopping. Current tenant leases expire in December 2026 and June 2027.

5848 W Catalpa Avenue, Chicago

$560,000

3 Beds ⋅ 3 Baths ⋅ 12740973 MLS ⋅ PRICE CHANGE Status

Welcome to this spacious, light-filled tri-level townhome in the highly desirable private community of Old Irving Village. With over 2,000 square feet of living space, an attached two-car garage, and a low HOA, this home offers the space and amenities of a single-family home with the convenience of low-maintenance living. Recent updates include fresh paint throughout, refinished hardwood floors, updated bathrooms, and a new roof installed within the past two years-providing a move-in-ready home with many of the major updates already completed. The main level features an open-concept living and dining area designed for both everyday living and entertaining. Step outside to your private deck overlooking the backyard-perfect for morning coffee, relaxing evenings, or summer barbecues. Upstairs, the generously sized primary suite offers an en-suite bathroom and large walk-in closet. Two additional bedrooms and a full bathroom on the third level provide plenty of space and privacy for family, guests, or a home office. The lower level adds even more valuable living space with a large family room offering endless possibilities for a media room, playroom, home gym, office, or additional entertaining area. A convenient half bath and laundry area complete this level. Beyond your front door, enjoy the benefits of Old Irving Village, including beautifully maintained parks, walking paths, and bike trails. Ideally located just minutes from the Metra, Blue Line, and I-90/94, this home makes commuting a breeze. Enjoy easy access to Six Corners shopping, Starbucks, popular restaurants, entertainment, and all that this vibrant neighborhood has to offer. Welcome home!

3821 N Milwaukee Avenue Unit #B, Chicago

$599,000

12 Beds ⋅ 4 Baths ⋅ 12740833 MLS ⋅ ACTIVE Status

LARGE updated legal four in rapidly appreciating North Lawndale. 1301 S Christiana boasts updated units with modern efficiencies like in-unit washers and dryers, individual furnaces and central air in EVERY UNIT, and updated kitchens with beautiful granite countertops. The property was built big extending to the sidewalk to create above standard units with plenty of sunlight since it is on the end of the street. This makes it the ideal investment for a house hacker looking to use FHA financing or any owner-occupy loan, or for any savvy investor wanting to invest in North Lawndale. In addition to the unit updates, the property received a 400 amp electrical service installation, newer windows, and a roof tear-off in 2017. Leases are below market value because the owner wanted to keep the great long term tenants. Parking is available in the back with easy street parking for any occupant. 1301 S Christiana is an excellent addition to any portfolio.

1301 S Christiana Avenue, Chicago

$550,000

3 Beds ⋅ 2 Baths ⋅ 12711210 MLS ⋅ ACTIVE Status

Experience elevated city living in this bright and spacious 3 bedroom, 2 bath concrete soft loft in the heart of the South Loop. Set on the 16th floor, this beautifully updated corner home showcases spectacular unobstructed north + east facing city skyline and Lake Michigan views through dramatic floor-to-ceiling windows that flood the space with natural light. Step outside to your expansive private balcony the perfect place to enjoy morning coffee or unwind while taking in the cityscape + lake. The thoughtfully designed floor plan features fully enclosed king + queen sized bedrooms, offering the privacy rarely found in loft living. The newly updated kitchen boasts new cabinet fronts, granite counters and brand new SS appliances and the newly updated bathrooms blend modern style with everyday functionality, while generous room sizes, a dining nook perfect for banquette seating, abundant closet space, additional storage, and an in-unit washer and dryer provide exceptional convenience. Monthly assessments include *heat, cooking gas, basic cable + internet* making for easy, worry-free living. Residents enjoy the security and convenience of a full-service building with 24-hour door staff, on site management, building engineers, bike storage, dog run. Heated garage parking is available for an additional $30,000. Enjoy direct resident only access to the South Loop Market for all of your grocery staples, including produce, liquor + wine, and a deli! Ideally located in the vibrant South Loop, you'll be just moments from some of Chicago's best restaurants, cafes, shopping, museums, Grant Park, the beach, the Lakefront Trail, Fred Anderson Dog Park, McCormick Place, and convenient access to the CTA Red, Green, Orange, and Pink Lines offering an unbeatable combination of neighborhood charm and downtown accessibility.

1720 S Michigan Avenue Unit #1601, Chicago

$549,000

2 Beds ⋅ 2 Baths ⋅ 12738071 MLS ⋅ ACTIVE Status

Stunning and meticulously maintained 2-bedroom, 2-bath condo in the heart of Ukrainian Village! This beautifully updated home offers an open-concept layout with hardwood floors, abundant natural light, and thoughtful upgrades throughout. The kitchen has been enhanced with a new refrigerator, new dishwasher, and custom-built pantry, providing exceptional storage and functionality. Both the primary and second bathrooms have been completely remodeled with stylish new tile and modern finishes, creating a fresh, spa-like feel. Outside, enjoy the newly rebuilt rear deck, perfect for relaxing or entertaining. The building also features a spacious detached garage offering convenient parking and additional storage. Ideally situated on a quiet, tree-lined street just steps from Chicago Avenue, you'll enjoy easy access to some of Chicago's best restaurants, coffee shops, boutiques, parks, and nightlife while still experiencing the charm of a residential neighborhood. Mariano's is just a short walk away, making grocery shopping exceptionally convenient. Public transportation and downtown are also easily accessible, making commuting a breeze. This move-in-ready home offers thoughtful updates, an unbeatable location, and exceptional value. Room sizes are approximate.

2127 W Rice Street Unit #2E, Chicago

2 Beds ⋅ 2 Baths ⋅ 12732511 MLS ⋅ ACTIVE Status ⋅ Domain Lofts BLDG.

Welcome to penthouse living in the heart of River North! Perched on the top floor of this distinctive riverfront building, this gorgeous 2-bedroom, 2-full-bath residence offers approximately 1,200 square feet, soaring 11-foot ceilings, a private balcony and fabulous west-facing city views. Originally built as a warehouse in 1932 and converted to condominiums in 2002, the building beautifully blends historic character with modern urban living. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious living and dining areas are enhanced by custom built-ins, designer Ellie Cashman wallpaper and access to the private balcony-the perfect spot to unwind and take in the city views. The sleek, renovated kitchen is sure to impress with quartz countertops, decorative tile backsplash, stainless steel appliances, custom cabinetry and timeless neutral finishes. Appliances were updated in 2018, with a new dishwasher added in December 2025. Retreat to the spacious primary suite featuring customizable wood Container Store closet systems and a beautifully updated, spa-inspired private bath. The luxurious primary bath showcases a sleek dual-sink vanity with quartz-style countertops, modern gray cabinetry and contemporary fixtures. Oversized marble-look tile flows throughout, leading to a relaxing freestanding soaking tub and separate walk-in shower with glass enclosure and handheld shower system. A soothing neutral palette and generous lighting complete this stylish retreat. The second bedroom offers wonderful flexibility for guests or a home office, while the beautifully remodeled guest bath adds another layer of sophisticated style. Thoughtful storage continues throughout the condo with built-ins and customizable wood Container Store closet systems, plus an LG WashTower installed in 2021. Recently painted and professionally cleaned, this penthouse is fresh, neutral and move-in ready! Even better, heated indoor parking and additional storage are INCLUDED. Enjoy an impressive lineup of building amenities including 24-hour door staff, secured entry, fitness center, rooftop deck, 12th-floor party room and indoor heated parking. The building is also pet friendly, with a convenient gated park next door. The monthly HOA assessment offers exceptional convenience and includes heat, air conditioning, gas, water, internet service, cable TV, common-element building insurance, 24-hour door staff, fitness center, exterior maintenance, landscaping/lawn care, snow removal, trash service, security and building maintenance. All of this in an unbeatable location right along the Chicago River, close to River North's incredible restaurants, shopping, entertainment, nightlife, public transportation and everything downtown Chicago has to offer. Welcome home!

900 N Kingsbury Street Unit #1112, Chicago

$519,000

3 Beds ⋅ 3 Baths ⋅ 12739072 MLS ⋅ CONTINGENT Status

This refined 4-bedroom Galewood bungalow offers a premium blend of modern luxury and timeless character in a wonderful neighborhood filled with tree-lined streets. Freshly painted interiors and new windows create a bright, elegant atmosphere, while the updated kitchen showcases stainless steel appliances, elevated finishes and thoughtfully curated details. The renovated bathrooms echo the same upscale aesthetic with contemporary fixtures and clean, sophisticated design. A newer roof, updated plumbing and 3 efficient mini splits for cooling add long-term confidence and comfort. Outside, the expanded deck provides a polished outdoor living experience ideal for entertaining or unwinding. The dedicated theater room elevates the home further, delivering a high-end entertainment space. A turnkey residence with premium upgrades throughout, this bungalow stands out as a polished, move-in ready retreat.

1625 N Natchez Avenue, Chicago

$559,999

4 Beds ⋅ 2 Baths ⋅ 12740089 MLS ⋅ ACTIVE Status

Beautiful 4bedroom 2bath home in the heart of Chicago's vibrant Pilsen neighborhood, combining classic Chicago character with modern finishes throughout. Step inside to a bright open concept floor plan featuring recessed lighting, new flooring, a spacious living and dining area ideal for everyday living and entertaining. The beautifully designed kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island. Both full bathrooms have been completely updated with modern vanities, tile, and contemporary finishes. The fully finished lower level provides an impressive amount of additional living and entertainment space, complete with a full bathroom, laundry room and a unique spiral staircase connecting the levels. A two car garage provides the added convenience of off street parking. Convenient access to I-55, CTA Pink line, near restaurants, shops, parks and everything the city has to offer. A move in ready home with space, style and location you've been looking for!

2042 W Coulter Street, Chicago

$559,000

3 Beds ⋅ 2 Baths ⋅ 12739502 MLS ⋅ ACTIVE Status

Welcome to this charming and well-maintained brick home offering a warm blend of classic character and functional living space. The main level features beautiful hardwood floors, spacious living and dining areas, abundant natural light, and large windows throughout. The updated kitchen offers ample wood cabinetry, stainless-steel appliances, and generous workspace. The main floor also features comfortable 3 bedrooms, an updated bathroom, and plenty of closet and storage space. The finished basement provides additional 3 bedrooms, flexible living space, along with a large recreation area, storage, and laundry/utility space. Outside, enjoy a private backyard with a deck/patio area, and a detached 2-car garage. Conveniently located near shopping, dining, parks, and major roads, this home offers a great combination of comfort, space, and location. A wonderful opportunity for a buyer looking for a move-in-ready home with both character and versatility.

4952 N Central Park Avenue, Chicago

$544,900

2 Beds ⋅ 2 Baths ⋅ 12740058 MLS ⋅ ACTIVE Status

Location Location. Spacious, Corner Unit with Unobstructed Views. This 2 bedroom, 2 bathroom Condo Features : South and West city views floor-to-ceiling windows, Split floor plan, Kitchen with all Stainless Steel Appliances, Granite Countertops, 42" cabinets, Under-mount stainless sink. Primary bath with large Soaking tub with Tiled Shower, granite countertop, Large walk-in closet. Large Living room with views from South and West Sunny view from Balcony. Surround sound speakers shown. In-unit washer and dryer. Monthly assessments include; heat, AC, water, cooking gas, outdoor pool, basic Direct TV and internet! Price includes one indoor heated parking space and one storage locker. 24 hour door staff, on-site maintenance staff, outdoor pool, party room, exercise room, and bicycle storage room. Conveniently located to transportation, expressways, Dining, Entertainment and all that River North has to offer.

757 N Orleans Street Unit #1511, Chicago

$550,000

9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ CONTINGENT Status

**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

5 Beds ⋅ 3 Baths ⋅ 12728618 MLS ⋅ ACTIVE Status

2706 W Jackson Boulevard, Chicago

$550,000

3 Beds ⋅ 3 Baths ⋅ 12739310 MLS ⋅ CONTINGENT Status

This well maintained legal 2 unit building featuring a full basement and 2 car garage! The first floor unit offers 2 bedrooms, a comfortable living room, and an eat-in kitchen. The second floor unit features 1 bedroom, a spacious living room, and an eat-in kitchen. Each unit also includes its own porch, providing a great space to relax and enjoy the outdoors. The partially finished basement offers additional space for storage, recreation, or future use. A 2 car garage completes the property. Great opportunity for an owner occupant or investor looking to add a solid 2-unit property to their portfolio. Being sold strictly AS IS

3858 N Sawyer Avenue, Chicago

6 Beds ⋅ 3 Baths ⋅ 12693206 MLS ⋅ ACTIVE Status

Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago

$569,000

2 Beds ⋅ 2 Baths ⋅ 12737307 MLS ⋅ ACTIVE Status

Welcome to 1155 W Madison, ideally situated in the absolute heart of Chicago's vibrant West Loop, just steps from Fulton Market, top restaurants, nightlife, shopping, McDonald's Global Headquarters, and everything this dynamic neighborhood has to offer. Located within the highly regarded Skinner West Elementary School district, this expansive 2-bedroom, 2-bath residence offers an exceptional combination of space, comfort, and location. The generous floor plan features beautiful hardwood floors throughout, a spacious living and dining area, and an updated kitchen appointed with quartz countertops, stainless steel appliances, perfect for everyday living and entertaining. Two generously sized bedrooms offer excellent closet space, while both bathrooms have been tastefully updated with a contemporary, elevated finish. Additional highlights include a private balcony, abundant storage, in-unit washer and dryer, and the convenience of deeded exterior parking. An exceptional opportunity to own a spacious 2-bedroom in an elevator building within one of Chicago's most sought-after neighborhoods. With an unbeatable location and an impressive amount of living space, 1155 W Madison is the perfect place to call home in the West Loop.

1155 W Madison Street Unit #312, Chicago

$559,999

7 Beds ⋅ 3 Baths ⋅ 12739688 MLS ⋅ ACTIVE Status

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

4019 N Bernard Street, Chicago

3 Beds ⋅ 2 Baths ⋅ 12735766 MLS ⋅ ACTIVE Status

A Rare Gem in Chicago's Historic Jackson Park Highlands-South Shore neighborhood! Welcome to 7021 S. Cregier Avenue, a beautifully maintained brick single-family home offering over 3,000 square feet of living space, timeless character, and exceptional indoor and outdoor living. This spacious home features 3 bedrooms, 2 bathrooms, in which one is a convenient first-floor powder room. Step inside through the-perfect four-season's room and enjoy a thoughtfully designed floor plan featuring a separate living room with a cozy fireplace, a formal dining room, generous bedroom sizes, and an abundance of natural light throughout. The full finished basement provides even more living and entertaining space and features a wine cellar, adding a unique touch to this already impressive home. Outside, escape to your own spacious backyard oasis-ideal for entertaining, relaxing, gardening, or creating the outdoor space of your dreams. Parking is plentiful with an exceptionally long private driveway that accommodates up to 7 cars, offering an incredible amount of off-street parking in addition to the garage. Perfectly situated near the Obama Presidential Center, Jackson Park Golf Course, Lake Michigan and lakefront amenities, parks, shopping, dining, and transportation, this home offers the perfect blend of historic neighborhood charm, space, convenience, and functionality. A rare opportunity in one of Chicago's most distinctive neighborhoods-7021 S. Cregier Avenue is Live & Ready!

7021 S Cregier Avenue, Chicago

2 Beds ⋅ 2 Baths ⋅ 12739639 MLS ⋅ ACTIVE Status

This stunning unit features floor-to-ceiling windows with breathtaking south and east city views, flooding the space with natural light. Enjoy vinyl flooring throughout and a large covered balcony-perfect for grilling and entertaining while taking in the skyline. The kitchen offers newer stainless steel appliances, granite countertops, a breakfast bar, and a pantry. The spacious primary suite includes a walk-in closet and a large en-suite bath with dual sinks and a soaking tub. Recent updates include interior paint (2026), vinyl flooring throughout (2019), bathroom vanities (2019), and kitchen appliances (2019). Two parking spaces included! Building amenities feature a 24-hour door staff. Fantastic location-just 0.1 mile to the Brown Line and 0.4 mile to the Red Line, with the Chicago Avenue bus just steps away. Close to top restaurants, shopping, and nightlife. No rental cap-ideal for both investors and owner-occupants. Schedule your showing today!

757 N Orleans Street Unit #812, Chicago

3 Beds ⋅ 2 Baths ⋅ 12736381 MLS ⋅ CONTINGENT Status

Welcome to this rare, sun-drenched 3-bedroom, 2-bathroom duplex penthouse in the heart of vibrant Uptown! Spanning 1,700 sq. ft. across two levels, this urban retreat offers a unique and versatile layout complete with a bonus loft space for living large. The main level features an expansive, open-concept living and dining area centered around a custom fireplace, flowing into a chef's kitchen with granite countertops and high-end stainless steel appliances. Step outside to three private outdoor decks, including a top-tier rooftop space with sweeping city views that's perfect for entertaining. The primary suite serves as a true sanctuary, featuring a walk-in closet and a spa-like bath with a Jacuzzi tub and separate shower. Unbeatable location with a Walk Score of 95: just 1.5 blocks to the CTA Red Line, moments to DuSable Lake Shore Drive, Lake Michigan beaches, and world-class dining and entertainment.

4648 N Winthrop Avenue Unit #3S, Chicago

3 Beds ⋅ 3 Baths ⋅ 12739603 MLS ⋅ ACTIVE Status

Priced to Sell! This spacious three-story townhouse feels like a single-family home in a quiet pocket of Old Irving Park. Surrounded by parks, it is within walking distance of many local businesses, including dining spots and coffee shops, and the Metra is easily accessible. Interstate 90/94 access is a hop, skip, and a jump away! Beautiful hardwood floors and high ceilings on the first level will impress you right away. The eat-in kitchen, which features a large pantry, was recently updated with granite and stainless steel appliances. Lots of closet space, including a walk-in adjacent to the large primary en suite, which boasts cathedral ceilings. Lots of sunlight flows through the windows. Imagine entertaining on the deck. A large unfinished bonus room can be finished to add an additional room. Two fireplaces, one in the living room and one in the family room, give ambiance to each room. Low HOA fee that includes water and outside maintenance. If you love pickleball or want to play a game of basketball, there is one in the subdivision. These townhomes rarely become available, so hurry; this will not last!

4234 N Kolmar Avenue Unit #D, Chicago

$599,900

9 Beds ⋅ 3 Baths ⋅ 12739580 MLS ⋅ ACTIVE Status

Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$579,000

4 Beds ⋅ 3 Baths ⋅ 12739570 MLS ⋅ ACTIVE Status

Beautiful, Legal 2 Flat with in-law arrangement in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and in-law down for an additional Bed and Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago

2 Beds ⋅ 2 Baths ⋅ 12737598 MLS ⋅ CONTINGENT Status

Rarely available in Old Town/East Lincoln Park-a spacious first-floor home with an incredible 16' x 14' pvt front patio that feels like an extension of the living space and is perfect for entertaining. The wider-than-typical floor plan is thanks to the original north and south building walls being preserved by the developer, creating a more generous layout. The home features two bedrooms and two full baths, high ceilings, hardwood floors throughout, a gas fireplace, and an oversized west-facing window that fills the living space with natural light. The living and dining areas offer plenty of room for everyday living and entertaining, while the kitchen features granite countertops, stainless steel appliances, and a breakfast bar with seating for three. The spacious primary bedroom accommodates a king-size bed and includes a large walk-in closet and private en-suite bath with timeless, neutral finishes. The second bedroom is located adjacent to the second full bath. In-unit washer/dryer and excellent storage throughout complete the home. New toilets, lighting, professional painting completed 2026. new washer dryer - 2023 new furnace - 2021 new Hot Water Heater 2021 Set in an intimate four-unit building in one of Chicago's most desirable neighborhoods, you're just blocks from the lakefront, Lincoln Park Zoo, Sedgwick Brown Line, Green City Market, and some of the area's best restaurants and shops. Rental parking is available on the block for approximately $150/month. A hard-to-find combination of generous living space, incredible private outdoor space, and an unbeatable Old Town/East Lincoln Park location.

1925 N Sedgwick Street Unit #1, Chicago

$599,000

5 Beds ⋅ 3 Baths ⋅ 12739226 MLS ⋅ PRICE CHANGE Status

Excellent Investment or Owner-Occupant Opportunity in Chicago! This Well-Maintained Two-flat offers Two Spacious Residences plus a versatile In-law Garden Unit. The Main-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, One Full Bathroom and an Entry Area with Stairs that lead to the One Bedroom, One Bathroom In-Law Garden Unit with Family Room, Office, and Kitchen. The Upper-Level Unit features a Large Living Room, Separate Dining Room, Eat-in Kitchen, Primary Bedroom, Secondary Bedroom with Adjoining Sitting Room / Office, and One Full Bathroom. With Flexible Accommodations across Three Levels, this Property offers Outstanding Potential for Multigenerational Living and/or Rental Income with a Fantastic Opportunity to live in one unit while generating income from the others! There is a Fenced Backyard and a Two Car Garage! The Prime Location is Moments to: CTA Bus Stops, Wrigley Field, Montrose Beach, Local Parks, Tons of Dining Options, Shopping and Nightlife. This is an Estate Sale and Property is sold As-Is and Hold Harmless. Sellers does not provide survey or disclosures - please verify all details on your own.

5105 W School Street, Chicago

$529,000

2 Beds ⋅ 2 Baths ⋅ 12738647 MLS ⋅ CONTINGENT Status

Southport corridor duplex up, featuring two bedrooms, two full baths, real hardwood flooring, fireplace, in-unit laundry & dedicated parking. Beautifully maintained with new carpet, paint, light fixtures & 2023 SS fridge. Private patio area for grilling. Investor & pet friendly. Worry free with a 2024 furnace & AC. Strong reserves and NO planned special assessments. Conveniently located near transportation, grocery, restaurants, shopping, nightlife, and more.

2851 N Southport Avenue Unit #B, Chicago

$515,000

2 Beds ⋅ 2 Baths ⋅ 12738849 MLS ⋅ ACTIVE Status

Enjoy spectacular lake and city views from this coveted northeast corner 2-bedroom, 2-bath condo on the 36th floor in Chicago's Gold Coast/Near North neighborhood. Floor-to-ceiling windows fill every room with natural light, while a private patio is the perfect place to take in the views. This move-in-ready home features upgraded luxury bathrooms, porcelain tile flooring, new kitchen appliances, and quartz countertops. The primary bath includes a BainUltra jetted tub with chromotherapy, while the second bath has a walk-in shower with an Axor rain showerhead and custom terrazzo countertops. An in-unit washer/dryer is included. A deeded parking space conveniently located across from the elevator is an additional charge. The building is exceptionally pet-friendly, allowing cats and dogs up to 100 pounds. Walk to dozens of restaurants, shops, grocery stores, parks, pharmacies, and public transit within 1-3 blocks. The lakefront is just 5 blocks away, and downtown is a 5-10 minute cab ride. Building amenities include 24/7 door staff with package service, large outdoor pool and sundeck with gas grills and new lounge furniture, fully equipped fitness center, laundry room, party room, bike room, on-site maintenance seven days a week, and an on-site manager Monday-Friday. Included utilities: Central heat and AC, water, trash service, and Astound/RCN cable with 305 channels (including HBO and ESPN) plus high-speed internet. Note, square footage is an approximation. Approximate taxes for 2025 is $7737.

1122 N Clark Street Unit #3606, Chicago

$599,900

6 Beds ⋅ 4 Baths ⋅ 12736543 MLS ⋅ CONTINGENT Status

MULTIPLE OFFERS. Located in Chicago's Portage Park neighborhood just south of Lawrence Avenue, this brick two-flat offers a solid investment or owner-occupant opportunity. Unit #1 spans the main level with 3 bedrooms and 1.5 baths, while Unit #2 occupies the second floor with 3 bedrooms and 1.5 baths of its own. A full, partially finished basement adds valuable extra space for storage and a detached 2-car garage round out the practical features. The brick exterior offers durability and classic two-flat character. Just steps from the Jefferson Park Transit Center - with CTA Blue Line, Metra, and bus access - and close to the neighborhood's shops, restaurants, and everyday conveniences along Lawrence Avenue, this property offers strong appeal for tenants and owners alike.

4552 N Lockwood Avenue, Chicago

5 Beds ⋅ 2 Baths ⋅ 12738174 MLS ⋅ ACTIVE Status

3556 W Dickens Avenue, Chicago

$515,000

4 Beds ⋅ 3 Baths ⋅ 12738677 MLS ⋅ CONTINGENT Status

Welcome to 5654 W Byron Street, a spacious Portage Park home offering the perfect blend of classic Chicago character, comfortable living space, and an incredibly convenient neighborhood location. Step inside to a welcoming grand foyer and a flexible floor plan with hardwood flooring, generously sized rooms, and living space spread across multiple levels-ideal for a growing household, multigenerational living, guests, or a dedicated home office. The spacious kitchen offers plenty of storage along with a walk-in pantry, while the home's versatile bedroom layout provides options for main-floor and lower-level living and second floor living space. Outside, enjoy a private backyard patio, detached 2-car garage, and a residential block with ample street parking. Located just minutes from beautiful Portage Park with its walking paths, recreation, dog park, and community amenities, plus convenient access to public transportation, neighborhood restaurants, shopping, schools, and everything the Northwest Side has to offer. Whether you're looking for room to grow, space to entertain, or a well-located Chicago home with flexibility for today's lifestyle, 5654 W Byron is one you'll want to see. Schedule your private showing today!

5654 W Byron Street, Chicago

$500,000

2 Beds ⋅ 2 Baths ⋅ 12735147 MLS ⋅ CONTINGENT Status

Highly desirable split 2-bedroom/2-bath floor plan at The New York! This bright, spacious home features an updated white kitchen with marble-look countertops, white tile backsplash, and sleek gray wood-look tile flooring that flows throughout the home. Fresh, neutral gray paint creates a clean, contemporary feel. Floor-to-ceiling windows showcase spectacular southeast views of Lake Michigan, Belmont Harbor, the golf course, tennis courts, lakefront trail, and Chicago skyline. The generous primary suite features a private balcony, walk-in closet, and en-suite bath. Both bathrooms offer neutral finishes with white vanities, stone-look countertops, and custom tile flooring. Enjoy a spacious living room, dedicated dining area, excellent closet space, and two private balconies-perfect for taking in the incredible lake and city views. Fantastic Lakeview location with the lakefront right outside your door. Please note: in-unit laundry is not permitted and there is no additional storage space. Full amenity bldg, 24hr doorstaff, on-site mgmt, sun deck, laundry & party room. Dry cleaners, FFC Gym, & convenience store all on site. Pet Friendly. ASMT include heat, AC, cable & internet. Healthy association w approximately over $3M in reserves. Prime lakefront location - CTA stops out front w/express bus to downtown, convenient to Red Line, walking distance to Whole Foods. Dog lover bldg. Parking Space included ( P105 - Pin 14211100482065 - Taxes 2023 $949)

3660 N Lake Shore Drive Unit #2401, Chicago

$507,500

1 Beds ⋅ 1 Baths ⋅ 12738674 MLS ⋅ ACTIVE Status

Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier amenities with a focus on wellness include a dedicated fitness club with outdoor terrace, strength and motion studios, weekly fitness classes, massage room, salon, interactive sports simulator and media room. Additional private amenities that are the definition of next-level living include serene co-working and study spaces, upscale kitchen with private dining, plush lounges, 15,000 SF outdoor amenity deck, complete with a pool and cabanas, patio lounge with fire pits, open-air kitchen and grilling area with al fresco dining spaces. Residence 2908 features floor to ceiling windows, wide-plank hardwood flooring, spa-like bath and custom kitchen with sleek cabinetry, quartz counters, tile backsplash and Bosch panel appliances. Full-service building including 24-hr door staff, in-unit package service, drop-off dry cleaning services and more. Secure, indoor parking available. Condos delivering now and model residences now available for viewing by appointment daily!

234 W Polk Street Unit #2908, Chicago

$549,900

2 Beds ⋅ 2 Baths ⋅ 12738594 MLS ⋅ CONTINGENT Status

Bright and beautifully-updated 2-bed/2-bath split floorplan condo in the heart of River West with a private balcony and sweeping city views. Full wall of windows fills the home with natural light, creating an open, airy feel throughout. Renovated kitchen features 42" cabinetry, quartz countertops, stainless steel appliances, and an oversized island perfect for entertaining. Spacious primary suite includes a walk-in closet and spa-like bath with vanity and shower. 2nd bath is stylishly updated with modern finishes. In-unit washer/dryer and new hot water heater for everyday convenience. Recent renovations completed approximately 5 years ago (details available under Additional Info). Full-amenity building includes rooftop deck with skyline views, fitness center, dog run, and on-site maintenance. Garage parking included. Unbeatable location: steps to Blue Line, I-90/94, and just minutes to River North and West Loop dining, nightlife, the Chicago Riverwalk, cafes, and shops. Elevated city living in one of Chicago's most connected neighborhoods.

859 W Erie Street Unit #506, Chicago

$600,000

3 Beds ⋅ 2 Baths ⋅ 12737967 MLS ⋅ ACTIVE Status

Welcome to this stunning, sun-drenched top-floor penthouse on the border of Buena Park and Wrigleyville. This completely renovated 3-bedroom, 2-bathroom home is in pristine, move-in-ready condition. Built to maximize natural light all day with premier east and west exposures, the massive open-concept living, dining, and kitchen space is perfectly designed for entertaining. The layout is anchored by a chef's kitchen featuring high-end modern finishes and a gorgeous waterfall quartz countertop. New flooring, updated windows, and in-unit laundry add everyday convenience, while thoughtfully designed closet space provides rarely storage for a vintage Chicago condo building. Step outside onto your private deck, perfect for morning coffee or summer evenings. One designated parking space is included in the sale, along with a private storage unit and access to common bike storage. Buyers will appreciate the peace of mind that comes with updated major mechanicals: HVAC, and water heater are both just 5 years old, and the building received a brand-new roof in 2022. The self-managed HOA is in excellent financial standing with a healthy budget, offering a truly turnkey, low-worry ownership opportunity. The location is unbeatable. Enjoy a 4-minute walk to the Sheridan Red Line, a 9-minute walk to Wrigley Field, and a 15-minute stroll to Montrose Beach, Montrose Harbor, and the 18-mile Lakefront Trail. Experience the quiet, tree-lined charm of the Buena Park Historic District with Wrigleyville energy and quick transit access to the Loop right at your doorstep. Schedule your showing today!

4040 N Kenmore Avenue Unit #3S, Chicago

$580,000

5 Beds ⋅ 3 Baths ⋅ 12738475 MLS ⋅ CONTINGENT Status

Discover the opportunity in Archer Heights with this well-maintained two-unit property, ideal for an owner-occupant or investor looking to expand their portfolio. Each unit offers 2 spacious bedrooms, a bright living room, a full bathroom, and an updated kitchen featuring appliances, modern cabinetry, and stylish countertops. The first-floor unit and basement are currently vacant, offering immediate flexibility for an owner-occupant, rental opportunity, or additional living space. The partially finished basement includes an additional bedroom and bathroom, with the potential to duplex with the first-floor unit. The second-floor unit provides additional rental income potential, while the spacious unfinished attic offers excellent possibilities for future expansion and the potential to duplex with the second-floor unit. Outside, enjoy a generously sized backyard, perfect for entertaining, gardening, or relaxing, along with a detached 2-car garage for added convenience. With flexible living arrangements, expansion potential, and a desirable Archer Heights location, this property offers a great combination of space and opportunity. Schedule your private showing today!

4730 S Komensky Avenue, Chicago

$574,900

5 Beds ⋅ 3 Baths ⋅ 12736554 MLS ⋅ CONTINGENT Status

Location, Location, Location! Beautiful legal 2 flat in exceptional area. Situated on a prime corner lot in the highly desirable Jefferson Park/Forest Glen neighborhood, this meticulously maintained 2 flat features a first floor that offers a beautifully updated kitchen with granite countertops, stainless steel appliances, hardwood floors, and recessed lighting throughout the living room, dining room and sunroom, two spacious bedrooms, generous closet space, and full ceramic-tiled bath complete the first floor. The well cared for second floor features a living room, dining room, kitchen, two bedrooms and a full bath. The finished basement features a one bedroom suite complete with its own kitchen, full bath, and combined living and dining area, providing even more flexibility for multigenerational living. Conveniently located just minutes from the Metra, CTA blue line, Kennedy and Edens Expressways, and only one block from Mariano's and the secretary of State office. Broker or seller do not represent the legality of the basement in law suite.

5364 N Latrobe Avenue, Chicago

$524,900

6 Beds ⋅ 3 Baths ⋅ 12738231 MLS ⋅ ACTIVE Status

CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!

1543 N Avers Avenue, Chicago

1 Beds ⋅ 2 Baths ⋅ 12738200 MLS ⋅ ACTIVE Status

Perched high above Lake Shore Drive, Residence 2820 offers a rare opportunity to live in one of Chicago's most iconic modernist buildings, designed by Ludwig Mies van der Rohe. This approximately 1,500-square-foot home pairs timeless architecture with sweeping city and lake views. White oak hardwood floors run throughout, adding warmth to the home's clean, minimalist design. A gracious entry leads into a light-filled great room, where floor-to-ceiling windows with automated window treatments wrap two exposures. The corner living area showcases unobstructed views spanning the Hancock building, the historic Drake Hotel, and Lake Michigan, creating a dramatic backdrop for both everyday living and entertaining. The open dining area connects seamlessly to a thoughtfully updated kitchen, featuring custom cabinetry, a mirrored backsplash, natural stone countertops, and professional-grade appliances. An island with dine-up seating enhances both functionality and style. The primary suite is positioned to capture serene north-facing lake views and offers generous closet space along with a marble-clad ensuite bath, complete with a glass-enclosed walk-in shower and built-in bench. A second full bath mirrors the same clean, contemporary aesthetic. Residents enjoy full-service amenities, including door staff, on-site management, a sundeck, bike room, storage, and on site parking. This Streeterville residence presents a unique opportunity to own a piece of Chicago's architectural legacy in a premier lakefront setting.

910 N Lake Shore Drive Unit #2820, Chicago