View All Chicago IL STR Income Homes Listings

$650,000
5 Beds 4 Baths 12755646 MLS NEW Status
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and let the garden unit help reduce your mortgage-or maximize the property's rental potential in one of Woodlawn's most exciting locations. UNIT 1 offers 3 spacious bedrooms and 2.5 baths with HARDWOOD FLOORS THROUGHOUT. Enjoy an impressive overly sized open layout with quartz countertops, waterfall island, custom wet bar with glass rinser, fireplace, smart toilets, and high-end washer and dryer per unit. The spacious primary suite features its own private bath with double vanities. The GARDEN UNIT features 2 bedrooms and 1 bath with its own open modern open kitchen, living area, and high end washer/dryer in unit. Ideal for long-term rental income, extended family, or potential short-term rental use where permitted. Short-term rentals in the surrounding area can command strong rates, with demand supported by nearby attractions and institutions. LOCATION MATTERS! Minutes from the OBAMA PRESIDENTIAL CENTER, University of Chicago, Jackson Park, Museum of Science and Industry, Hyde Park, the lakefront, and convenient transportation. More upgrades include SOLAR PANELS that you ACTUALLY OWN to help reduce utility expenses, tankless hot water, a HUGE REAR DECK built for entertaining, and a BRAND-NEW 2-CAR GARAGE. NEW CONSTRUCTION. TWO LIVING SPACES. INCOME POTENTIAL. PRIME WOODLAWN LOCATION. GRANTS ASSISTANCE MAY BE AVAILABLE for qualified buyers. Schedule your private showing today!

6547 S Evans Avenue, Chicago

$425,000
2 Beds 2 Baths 12743030 MLS NEW Status
They simply don't build them like this anymore. This top-floor Lincoln Park condo blends timeless character with everyday comforts-including 2 hard-to-find assigned parking spaces. Substantial brickwork, tall windows, and classic architectural details reflect the enduring charm and craftsmanship of turn-of-the-century Chicago. Inside, soaring ceilings and a massive bay window bring beautiful natural light into the spacious living and dining room, while a wood-burning fireplace adds warmth and character. There's room to entertain, unwind, and make yourself at home. Hardwood floors extend throughout, and skylights brighten the entryway and primary bathroom. The eat-in kitchen offers granite countertops, stainless steel appliances, abundant cabinet storage, and an island with seating. A deck just off the kitchen is an inviting spot for morning coffee or an evening glass of wine. Two full bathrooms, in-unit laundry, and central heat and air add everyday convenience, while the small, self-managed association helps keep HOA fees low. With a Walk Score of 94, you're within easy reach of neighborhood favorites like Pequod's Pizza and Sweet Mandy B's, plus Mariano's, Whole Foods, Costco, Trader Joe's, and Target. Nearby Brown and Red Line stations, Clybourn Metra, and I-90/94 connect you to the city and suburbs. The nearby Foundry Park development adds another point of interest for buyers considering the neighborhood's future. This is an investor friendly building- allows both long or short term. Vintage character, generous living space, and an exceptionally convenient location-all worth coming home to. Ask agent for seller improvements and building updates.

2202 N Clybourn Avenue Unit #3, Chicago

$775,000
4 Beds 3 Baths 12754216 MLS NEW Status
2,800 sq. ft., 4-story, 4 BD/2.1 BA townhome + an attached (heated) 2 car garage. Experience unobstructed views of Lake Michigan and the downtown Chicago skyline. Featuring 2 prominent sun exposures - northern & southern plus a 1st floor patio (18' x 7') & 2nd, 3rd, and 4th floor balconies! Throughout the townhome, there are custom wood railings with tempered glass inserts, hardwood flooring, and recessed lighting. The kitchen features an expansive peninsula with rainfall quartz countertops, a built-in dry bar, high gloss cabinetry, a quartz backsplash, and a stainless steel Bosch appliance package including an external venting range hood. Other exciting home features include: an electric fireplace and media wall adorned with marbled quartz, custom Norman window treatments (including mechanical ones in the living room), CAT-6 wiring, a top floor wet bar, Inspired custom closets, and a spa-like primary bathroom with heated floors and a soaring vaulted ceiling. Easy access to I-90/94, I-55, Mariano's, LA Fitness, Jewel-Osco, Bronzeville Dog Park, Ellis, Madden, & Mandrake Parks, Wintrust Arena, Rate Field, Chinatown Square, Illinois Institute of Technology McCormick Place, Soldier Field, Northerly Island, Oakwood Beach, and Burnham Park Harbor. 1.1 miles from the CTA Green Line Indiana Station. 1.3 miles from the CTA Green Line 43rd Station. 1.4 miles from the CTA Green Line Bronzeville-IIT Station. 1.3 miles from the METRA 47th Street/Kenwood Station. HOA $130/monthly (includes water, sewer, trash removal, common area insurance, and common area maintenance). No special assessments ongoing or upcoming. Roofs are unit owner responsibility (10-year warranty). No rental restrictions - corporate rentals, short-term rentals, or even Airbnb/VRBO are allowed.

3901 S Lake Park Avenue, Chicago

$1,324,000
12753906 MLS NEW Status
Rare opportunity to own a well-located, three-unit mixed-use building in the heart of Lake View, just steps from the CTA Belmont Red/Brown/Purple Line stop and a short walk to Wrigley Field. This property offers a unit mix of (1) ground-floor commercial storefront and (2) 3-bedroom/1-bath residential units, each approximately 1,200 SF. The property features central air, separate electric panels, common-area laundry, and two exterior parking spaces. The ground-floor commercial space is fully leased through 2030 to 404 Burgers | Barbecue, a fast-growing local operator offering durable, long-term income at the base of the investment. Current rent roll totals $9,000/month across all three units: the commercial unit at $3,200/month with 2% annual increases, and the two residential units at $2,900/month each (leases expiring 5/31/27 and 6/30/27), both currently renting below market with clear upside on renewal or turnover. Positioned directly on the bustling Belmont Avenue corridor, the property benefits from heavy year-round and game-day foot traffic tied to Wrigley Field and the surrounding Wrigleyville, Northalsted, and Lakeview East retail and nightlife districts, alongside easy access to the Lakefront Trail and Lincoln Park. With strong neighborhood demographics, this offering combines in-place income with meaningful upside for an investor looking to add a stabilized, transit-served asset to their portfolio.

1020 W Belmont Avenue, Chicago

$285,000
2 Beds 1 Baths 12749429 MLS CONTINGENT Status Ravenswood Gardens BLDG.
**Final offers are due TUESDAY at 12:00pm** Set on a quiet cul-de-sac that ends at the river, this beautifully maintained 2-bedroom, 1-bath condo offers a peaceful setting, leafy river views, and easy access to the surrounding neighborhood. Step inside and you're greeted by warm tones, abundant natural light, and a thoughtfully arranged layout with everything needed for comfortable day-to-day living. The home features a separate dining room, granite countertops, stainless steel appliances, baseboard heating, and wall A/C units. The private balcony is a true highlight, offering a quiet place to take in the trees and river view just beyond the building. Cafes, restaurants, bars, parks, shops, and the river are all within an easy walk. The property is located within the attendance boundaries for Waters Elementary School and Amundsen High School. The well-maintained elevator building also includes assigned off-street parking, additional storage, and coin laundry on-site. Reserves are $36,254. Monthly HOA assessment is $268.07 and includes water, parking, common insurance, exterior maintenance, lawn care, scavenger, and snow removal. No gas bill. Investor friendly! No Rental Cap. Leases must be at 12 months (no short term rentals). No special assessments. Additional coin Laundry + storage unit are located in the basement and in-unit laundry installation is allowed! Parking spot #2A included in price. First showings are Friday, September 4, with open houses Sat/Sun 11-1!

2619 W Agatite Avenue Unit #2A, Chicago

$725,000
2 Beds 2 Baths 12736191 MLS CONTINGENT Status
Lincoln Park, extra wide, 2 BD/2 BA condo + 1 garage parking spot overlooking Wrightwood Park! The sun kissed living room & dining area features a gas-start fireplace with mantel, floor-to-ceiling built-ins, recessed lighting, wainscoting, and crown molding. Step out onto the 8' x 19' covered balcony which includes a gas line for grilling, overhead lighting, a water spigot, and electrical outlets. Never miss a beat in the kitchen with 48-inch custom white cabinetry, granite countertops, a subway tile backsplash, Wolf 6-burner gas range with an external venting range hood (2013), Bosch dishwasher (2026), Sub-Zero refrigerator (2013), a dedicated wine fridge, & garbage disposal. Large primary bedroom has room-darkening roller sahdes & a walk-in closet with custom built-ins. The spa-like primary bathroom has a dual vanity, heated flooring, a rainfall shower head, & a Steamist steam shower. There is oak hardwood flooring throughout. There's an additional storage closet located on the garden level of the building. 200-amp electrical service. Stacked Front Loading Samsung Washing Machine & Dryer (2013). A.O. Smith Water Heater (2012). A/C Condenser (2012). Carrier Furnace & Whole House Humidifier (2012). New Google security camera system with motion sensors installed in 2025 for all external areas of the building (including the alley). Front fence & balcony fences repaired and repainted (2025). Garage masonry repaired and re-sealed (2025). Back staircase repainted in (2020). 100 pct. owner occupied. No rental cap - no rental restrictions - no Airbnb or other short-term rentals allowed. No upcoming or ongoing special assessments. Reserves: $18,000 (as of 08/18/2026). Percentage of Ownership: 26 pct. 1.0-mile from CTA Red, Purple, and Brown Line Fullerton Station. 0.9-miles from METRA Clybourn Station. Located in the sought-after Prescott Elementary School and Lincoln Park High School attendance areas, with Prescott earning Illinois' highest Exemplary designation for four consecutive years.

1540 W Wrightwood Avenue Unit #2, Chicago

$825,000
4 Beds 3 Baths 12736418 MLS CONTINGENT Status
Life is too short not to live in a turnkey home like this in Chicago! Welcome to this impeccably designed 4 bedroom, 3 bathroom duplex down in the heart of West Town/Noble Square/Wicker Park. The dramatic main level boasts 13-foot ceilings, hardwood oak floors, a beautiful gas fireplace, oversized south-facing windows, and abundant natural light throughout. The modern kitchen is fully equipped with sleek two-toned cabinetry, quartz countertops, a marble backsplash, high-end stainless steel appliances, and a massive island with seating that flows seamlessly into the defined dining area and open concept living space-perfect for hosting and entertaining. The king-sized primary suite features a walk-in closet and spa-like ensuite with heated floors, a steam shower, dual vanity, and ample linen storage. Plus a second spacious bedroom and bathroom also with heated floors on the main level! Downstairs, the lovely lower level features heated floors throughout, offering a large cozy family room, two spacious bedrooms, a full bath, laundry room, and abundant storage. Enjoy Chicago summers across three outdoor spaces, including a massive private garage rooftop deck, private deck off of the primary suite, and green space (shared but never used by #2 & #3)! One attached garage parking space is included. Ideally located just a few blocks from the Division Blue line as well as I90/94, plus plenty of coffee shops and restaurants to dine within walking distance on Division - Heyday Eatery, Foxtrot, Tortello, Target, Lowe's, Jewel Osco, Chopin Theatre, The Den Theatre, and more all nearby. Welcome Home! With no rental restrictions, this home makes for a great long-term investment!

1522 W Cortez Street Unit #1, Chicago

$299,900
1 Beds 1 Baths 12737451 MLS ACTIVE Status
Stunning City & River Views in the Heart of Chicago! Welcome home to the highly sought-after '10 tier 17th floor unit at River Plaza, where panoramic skyline and river views take center stage. This spacious 820 sq. ft. one-bedroom, one-bath residence offers front-row seats to everything that makes downtown Chicago extraordinary. Watch boats cruise the river, trains glide through the city, and the skyline come alive-all from the comfort of your own home. Flooded with natural light through oversized windows, this move-in-ready home features beautiful new hardwood floors (2025), an open and versatile layout, and incredible storage with two oversized closets. The bright white kitchen is equipped with stainless steel appliances and a convenient breakfast bar, flowing seamlessly into the expansive living area-perfect for entertaining, working from home, or simply taking in the breathtaking views. The spacious bedroom offers endless furniture possibilities, while the refreshed bath and built-in glass shelving add style and function. The lifestyle at River Plaza is second to none. Residents enjoy 24-hour door staff, a beautifully renovated indoor pool, hot tub, sundeck, fitness center, business center with Wi-Fi, bike storage, on-site laundry, grocery store, deli, salon, and more-all under one roof. The building is exceptionally well maintained, with recent HVAC improvements, updated hallways, approximately $4 million in reserves, and a strong ownership profile with approximately 70 owner occupancy. Investor-friendly with no rental cap (12-month minimum lease; no short-term rentals/Airbnb). Monthly assessments include RCN cable with 250+ channels and 155 Mbps internet. Cats are welcome; no dogs. Whether you're looking for your first home, a city pied-a-terre, or a smart investment, this is your opportunity to own a front-row seat to one of Chicago's most iconic neighborhoods. Come experience why life is better at River Plaza.

405 N Wabash Avenue Unit #1710, Chicago

$392,000
2 Beds 1 Baths 12731846 MLS ACTIVE Status
Experience lakefront living just a short-walk to North Avenue Beach, Lincoln Park and Lincoln Park Zoo. Enjoy easy access to expansive green spaces, scenic paths and the lakefront - ideal for strolling, running, cycling and enjoying the outdoor spaces. This recently renovated, spacious two-bedroom, one-bath residence offers a wonderful opportunity to create a home of your own in Chicago's Gold Coast neighborhood. Formed by combining the original one bedroom unit and an additional bedroom from the adjacent dwelling this truly unique, one-of-a-kind floor plan offers ample living space with unobstructed, panoramic views from every room in the home. The open-concept kitchen is ideal for entertaining and features a generous breakfast bar, 42-inch gray cabinetry, marble countertops, stainless steel appliances, subway tile backsplash and pantry storage. The oversized bathroom is appointed with a double vanity and modern finishes, while both generously sized bedrooms offer abundant closet space. Dark, wide-plank hardwood flooring flows throughout and additional floor-to-ceiling hallway storage complement this home. 1550 N Lake Shore Drive is a full-service building with 24-hour door staff, a beautifully updated lobby and recently completed improvements to the sundeck, plumbing risers, resident hallways and elevators. Installation of in-unit washer and dryer permitted with HOA approval. Dog friendly building with some breed restrictions. Valet, garage parking available - $245/month. Investor friendly, no rental cap, NO short-term rentals permitted, minimum one year lease terms. Easily accessible to multiple CTA bus routes, Lake Shore Drive, shopping, dining, museums, and much more. An ideal setting for an active urban lifestyle!

1550 N Lake Shore Drive Unit #22E, Chicago

$399,000
2 Beds 3 Baths 12735325 MLS CONTINGENT Status
MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST BY 8/28, 2PM; MOVE-IN READY, classic charm meets modern! If you want a completely redesigned home, this one is not to miss! Remodeled just three years ago, this Jefferson Park/Gladstone Park property sits on an extra wide 70 ft corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home is an ideal fit for buyers moving up from a condo or apartment, downsizers seeking comfort without sacrificing space, or investors looking for a strong rental or Airbnb opportunity. Step inside to a bright, seamless main floor with refinished hardwood floors that feel so satisfying to walk on, updated modern lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, Frigidaire stainless appliances, and a cook's dream pot filler-perfect for everyday meals or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable bedrooms and an updated full marble bath with modern finishes and smart mirros. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, extended stay guests, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its privacy and amenities, the lower level also offers appealing potential for Airbnb or short-term rental income. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. And with a flat water bill, that is right, no water meter. You can water as much as you like-perfect for gardeners, hobby growers, or anyone who loves a lush outdoor space. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-and plenty of street parking for visitors. And for buyers considering future expansion, the extra-wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the 22 min walk to the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a welcoming layout in one of the Northwest Side's most beloved neighborhoods. Get ready to move in and start making cherished memories.

5150 N Moody Avenue, Chicago

$679,000
2 Beds 2 Baths 12720078 MLS CONTINGENT Status
Rare Bucktown townhome offering the space and privacy of a single-family home with condo-level pricing - and NO monthly assessments! Which means, zero rental restrictions - including short-term rentals. This townhome offers three full levels of living, two private outdoor spaces, and an attached 1.5-car garage plus an additional exterior parking pad. Inside, you'll find hardwood floors throughout, a wood-burning fireplace, generous storage, and a bright eat-in kitchen featuring quartz countertops, stainless steel appliances, an updated backsplash, and direct access to a quaint balcony. The lower-level den provides flexible space for a home office, guest suite, or potential third bedroom, while the oversized private patio offers the perfect setting for entertaining, grilling, or relaxing outdoors. Upstairs, two generously sized bedrooms are conveniently located on the same level as the full-size washer and dryer. Both bedrooms feature custom closet systems, providing excellent storage and organization. The attached garage offers additional storage space, while the exterior parking pad adds even more convenience. And the location is hard to beat - Bucktown Green is directly across the street, with the 606 Trail, Damen Blue Line, CorePower, Au Cheval, Aldi, Olivia's Market, and the neighborhood's incredible mix of restaurants, cafes, and shops along Milwaukee, Damen, and North all just steps away. A unique combination of space, outdoor living, parking, and an unbeatable Bucktown location - without the monthly HOA expense.

1741 N Wilmot Avenue, Chicago

$649,000
4 Beds 4 Baths 12731593 MLS ACTIVE Status
Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear main-level porch, approximately 2,347 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, multiple laundry areas, dramatic designer lighting, gorgeous hardwood flooring and brand-new finishes throughout. The stunning open-concept main living level is made for entertaining, flowing from an expansive living room into a dedicated dining area and showpiece chef-inspired kitchen with an oversized waterfall-style peninsula, quartz surfaces with striking gold veining, two-tone cabinetry, premium stainless-steel appliances, statement lighting and sleek black accents. Upstairs, retreat to a spacious primary suite highlighted by a beautiful bay-window setting and a truly show-stopping spa-inspired primary bath featuring dramatic floor-to-ceiling tile, double vessel sinks, soaking tub, separate glass-enclosed shower and designer fixtures, while an additional bedroom, full bath and conveniently located laundry complete the level. The lower level dramatically expands the home's possibilities with two bedrooms, a full bathroom, laundry and, uniquely among this particular block of homes, BOTH a private front entrance and separate rear entrance-an outstanding configuration for an in-law arrangement, multigenerational living, guests, home office space or future income-producing flexibility; subject to applicable zoning, licensing and City requirements, a future owner could explore adding a kitchen and utilizing this level as a separate living area or potential short-term rental. Outside, the extended rear porch and garage add even more everyday functionality and value. This residence combines modern luxury with the peace of mind of an extensive renovation and a location that is difficult to duplicate-the University of Chicago campus, world-class medical and academic institutions, neighborhood parks, public transportation and everyday conveniences are all nearby, with the Obama Presidential Center and continued investment throughout the surrounding area adding to East Woodlawn's incredible momentum. Brand-new everything, beautifully executed, incredibly versatile and designed for the way people actually live-6148 S Ingleside is a must-see home that will not disappoint.

6148 S Ingleside Avenue, Chicago

$330,000
1 Beds 1 Baths 12728442 MLS CONTINGENT Status Marina Towers BLDG.
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST BY SUNDAY, 8/23/2026 @ 5pm, PLEASE. The iconic Marina Towers, seen in Chicago marketing, movies, and tourist photographs can be your new home! This East Tower 25th floor unit has arguably the best views-south with an awesome perspective across the Chicago River, down State Street and of the Chicago Theatre marquee; west up the river with views from above of the Riverwalk, architectural tour boats, kayakers, the green river and festivities on St Patrick's Day; east down river to the Lake and beyond from the two private balconies accessible from the main living area(20 x 10)and the bedroom (10x9). Fantastic opportunity to own in this remarkable building. Completely and beautifully gut rehabbed in 2018, this 1-bedroom unit features a large living room with wall to wall, floor to ceiling windows, beautiful kitchen with ample cabinets and storage, quartz counters, stainless steel appliances, a beverage fridge, island with built in seating; engineered hardwood flooring, huge king-sized bedroom with custom wood refinished antique sliding door from the living room and private bath access, great walk-in closet, storage alcove in the entry, additional assigned cage storage. This is a perfect location for an intown condo, a first-time buyer, or investment (no short-term leases allowed). Highly walkable, close to transportation, offices, shops on Michigan Ave and activities Downtown, it is one of the best locations in the City and one of the coolest architecturally significant buildings. Marina Towers is a full-service building with on-site management, door staff, laundry, fitness center, roof top deck, party room, valet parking (monthly fee $285), on site grocery, dry cleaner, nail salon and more. 2534 was gently used as an intown retreat. All furniture can be negotiated separately. The unit next door is also on market and could be purchased separately and combined. Some buildings occupy a skyline. Icons define it. Marina City is an enduring icon of Chicago-bold, unmistakable and timeless.

300 N State Street Unit #2534, Chicago

$924,077
5 Beds 2 Baths 12722368 MLS CLOSED Status
Located in the heart of Avondale, this well-maintained corner brick 2-flat with a non-conforming garden unit offers exceptional flexibility for investors, owner-occupants, short-term rental opportunities, or a future single-family conversion. Just steps from neighborhood favorites, this prime location enjoys strong tenant demand and is situated on a beautiful, tree-lined block with easy access to the Blue Line and expressways. Filled with natural light, the spacious second-floor unit features three bedrooms and one bath, a refreshed kitchen with white shaker cabinetry and quartz countertops, and a thoughtful blend of hardwood flooring, wood-look tile, and luxury vinyl plank. Stylish window treatments and a private rear porch. The first-floor unit offers two bedrooms, an open-concept living and dining area, and an updated kitchen with white shaker cabinetry and quartz countertops. A charming rear porch extends the living space and has made this unit a guest favorite on Airbnb. The spacious non-conforming garden unit is beautifully finished with one bedroom, a breakfast bar, a large walk-in shower, and a built-in desk-Seller used as their personal in-town unit. All three units feature central heat and air conditioning, in-unit laundry, and updated finishes. Outside, enjoy a nicely landscaped backyard and an oversized detached contractor's garage with ample storage and workspace. With numerous improvements throughout, this turnkey property is a solid investment opportunity in one of Chicago's most sought-after neighborhoods and ready to generate income from day one. (Seller is a licensed Real Estate Broker in the State of Illinois and a Wisconsin REALTOR, but is not the listing agent.)

2857 W Fletcher Street, Chicago

$850,000
12634033 MLS ACTIVE Status
This fully renovated 6-unit building in Woodlawn has been strategically repositioned to maximize income and provide long-term stability for its next owner. With strong in-place cash flow and major updates already completed, this is a true turnkey investment. Each unit is exceptionally spacious, offering 3 generously sized bedrooms along with a formal living room, separate dining room, and full kitchen-an increasingly rare layout that supports premium rents. Four of the six units feature front balconies, and all units include rear decks, adding valuable outdoor space for tenants. The property is designed for efficiency, with individual heating systems that shift a significant portion of expenses to tenants, helping to reduce owner overhead. Additional features include a full-building camera system for security and on-site laundry in the basement for tenant convenience. Located in rapidly growing West Woodlawn-one of the South Side's most promising investment corridors-the building is just minutes from the lakefront and a short bike ride to University of Chicago. Hyde Park is also just minutes away, offering tenants convenient access to dining, shopping, entertainment, and everyday essentials. Downtown Chicago is accessible in under 15 minutes by car, making this an ideal location for renters seeking space, value, and connectivity. With large 3-bedroom units driving strong rental demand, this property offers an excellent opportunity to step into immediate cash flow, continued appreciation, and long-term upside-all without the burden of renovation.

6140 S Eberhart Avenue, Chicago

$145,000
3 Beds 2 Baths 12715905 MLS CLOSED Status
Summer is calling, and so is your new home at 1146 W 88th Street. This warm and inviting 3-bedroom, 1.5-bath home sits on an expansive 5,625 sq ft total lot, nearly double the size of a standard Chicago lot. The sale includes a separate side lot on its own PIN, offering endless possibilities to expand, garden, add an ADU, or simply enjoy the rare, sprawling outdoor space. As summer winds down, imagine hosting a Labor Day barbecue or outdoor gathering in your spacious yard just in time for the season's last warm days. Lovingly maintained by the same family for over 50 years, this home is ready for your personal touch. It boasts a solid foundation and a classic layout, full of character from another era, that can be lived in comfortably while you work on modernizing and updating the space. You will find an abundance of versatile space throughout, including a bright main level with a living and dining area, a functional kitchen, a comfortable bedroom, and a family room perfect for gatherings. The upper level features two generously sized bedrooms with ample closet space. The lower level offers even more value with a massive recreation room, a bonus room, and a dedicated utility and storage area. Located in a friendly, established neighborhood where long-term homeowners take pride in their community, this home is a true blank canvas. Step outside and imagine summer barbecues and backyard gatherings in your own spacious outdoor retreat. For those who commute, the Brainerd Metra Station on the Rock Island District line is just a short walk away, making travel into the city a breeze. Homes with this much potential and land do not come around often, so schedule your private showing today.

1146 W 88Th Street, Chicago

$275,000
1 Beds 1 Baths 12703556 MLS CLOSED Status
River-facing views don't get better than this. Experience front-row views of one of Chicago's most iconic urban landscapes from this coveted Marina City residence, where the Chicago River winds gracefully beneath the lights of Wacker Drive on its way to Lake Michigan. From your windows, enjoy a constantly changing panorama of passing boats, sparkling city lights, the vibrant Chicago Riverwalk, and breathtaking views stretching in both directions along the river. This highly sought-after south-facing one-bedroom is perfectly positioned in one of the building's most coveted tiers, offering a view that is nothing short of extraordinary. The bathroom retains many of its original finishes designed by renowned architect Bertrand Goldberg, preserving a unique piece of the building's history. Bring your design vision and transform this residence into a spectacular city retreat where the ever-changing river and skyline views are the centerpiece. Investor-friendly with no rental cap (12-month minimum lease required; no short-term or vacation rentals). Water heater replaced approximately 2024. Residents enjoy an exceptional array of amenities including 24/7 door staff, well equipped fitness center, spectacular roof level sundeck with sweeping views, storage, laundry room, receiving room. The building is exceptionally well maintained with approximately $8,459,942 million in reserves (as of June 2026). Recent capital improvements; The hallway renovation project has completed, and the balcony divider project is scheduled to begin later this year. Valet parking is available for just $285/month. Unit is being sold as is. Washer/dryer can be installed with approval first. Cats allowed, sorry no dogs. ***Click the virtual tour button below photos to see video of views from the balcony!!***

300 N State Street Unit #4333, Chicago

$1,045,000
8 Beds 3 Baths 12711586 MLS CONTINGENT Status
Exceptional investment opportunity in the heart of Logan Square! Situated on charming tree-lined Lyndale Street, this legal three-unit building offers the perfect blend of classic Chicago character and modern functionality in one of the city's most sought-after and rapidly growing neighborhoods. Just a short walk to Logan Boulevard, the Blue Line, parks, and a vibrant mix of restaurants, cafes, and nightlife. Two units features 3 bedrooms and 1 full bathroom & 1 unit 2 bedrooms and 1 full bathroom making the property ideal for both investors and owner-occupants. Updated kitchens and bathrooms complement the building's original charm, while three separate HVAC systems (gas forced heat and central air) provide comfort and efficiency for every unit. The first-floor apartment has been successfully operated as a longer-term Airbnb-style rental catering to working professionals. All indoor and outdoor furnishings shown are included, allowing a buyer to seamlessly continue this proven income model. The remaining units are unfurnished and well-suited for traditional long-term tenants, offering flexible rental strategies and strong income potential. Additional highlights include expansive rear decks, common area laundry in the lower level, and two exterior storage units located beneath the rear stairwells. The rear yard features a full concrete pad, pitched and engineered to support the future addition of an upper garage structure, along with an existing gated parking area accommodating two cars. The rental potential for the three units and parking is approximately $8,500-9,000 per month. Meticulously maintained and thoughtfully improved, this property delivers outstanding comfort, functionality, and long-term value - a rare turnkey multi-unit opportunity in one of Chicago's hottest neighborhoods. Unit 2 currently rented for $3,500 per month & unit 3 for $3,100 per month.

2516 W Lyndale Street, Chicago

$188,000
1 Baths 12708044 MLS CONTINGENT Status
Stunning Lakefront Studio with Panoramic Views & Resort-Style Amenities. Experience the best of Chicago lakefront living in this spacious, sun-drenched studio offering breathtaking panoramic views and an unbeatable location. Floor-to-ceiling windows fill the home with natural light, beautifully showcasing the rich plank hardwood flooring throughout. The thoughtfully updated kitchen combines style and functionality with elegant quartz countertops, a breakfast bar, and brand-new stainless steel appliances-perfect for everyday living or entertaining. Enjoy the convenience of an in-unit washer and dryer, an updated bathroom, and abundant storage with custom Elfa closet systems from The Container Store. This professionally managed full-service building offers exceptional amenities designed for comfort and convenience, including 24-hour door staff, a package receiving room, on-site cleaners, a party room, and additional storage conveniently located on the same floor. Relax and entertain on the expansive sundeck featuring grilling areas, or take advantage of optional memberships to the on-site fitness center complete with an indoor swimming pool, hot tub, sauna, racquetball court, and fully equipped cardio and weight rooms. Additional optional memberships are available for the neighboring outdoor pool and adjacent tennis courts. Perfectly positioned with the lakefront trail, beaches, and park just outside your back door, you'll enjoy one of Chicago's most sought-after lifestyles. Public transportation couldn't be more convenient, with bus service directly outside the building and the CTA Red Line just a short walk away. Garage parking and secure bike storage are also available for rent. Adding even more value, the professionally managed association features strong financials, well-funded reserves, and no special assessments, providing long-term confidence and peace of mind. Whether you're looking for a full-time residence, an in-town retreat, or a fantastic investment opportunity, this exceptional lakefront studio offers the perfect combination of stunning views, modern updates, outstanding amenities, and an unbeatable location. A must-see to truly appreciate everything this incredible home has to offer!

5415 N Sheridan Road Unit #3407, Chicago

$419,500
2 Beds 2 Baths 12695155 MLS PENDING Status Sandburg Village BLDG.
WELCOME TO JAMES HOUSE, THE ULTIMATE LIVING IN SANDBURG VILLAGE, STEPS FROM NORTH AVENUE BEACH, OLD TOWN, GOLD COAST HISTORIC DISTRICT AND LINCOLN PARK. THE 24-HOUR DOORMAN GREETS YOU AS YOU ENTER THE MID-CENTURY LOBBY. STEP OFF THE ELEVATOR INTO THE NEWLY DECORATED HALLWAY ON THE 29TH FLOOR. UNIT 2901 IS LOCATED AT THE SW CORNER, OFFERING PRIVACY. THE ELEGANT FOYER IS IDEAL FOR ARTWORK WITH TRAC LIGHT WITH A WALK-IN COAT CLOSET. CONTINUE DOWN THE HALLWAY TO THE SPACIOUS LIVING ROOM WITH UNOBSTRUCTED VIEWS OF THE DOWNTOWN, MAG MILE, AND CITY SKYLINE FROM THE FAR SOUTHWEST, WEST, AND OUT TO THE AIRPORT. CHICAGO IS DAZZLING DAY AND NIGHT. THE LARGE COVERED BALCONY ALLOWS FOR SEATING AND A TABLE, AND PLANTING, A PRIVATE NICHE TO WATCH SUNSETS RACE ACROSS THE WESTERN HORIZON. THE DINING ROOM IS SEPERATE WITH A WALL OF BEVELED GLASS PANELS REFLECTING THE DRAMATIC VIEWS AND A MID-CENTURY LUCITE CHANDELIER (FOR SALE EXCLUSION). ADJACENT IS THE KITCHEN WITH GRANITE COUNTER TOPS, ALMOND PANELED CABINETS AND A DOUBLE SINK (NOTE: THE CABINET DOORS MAY BE REPLACED FOR A MORE CONTEMPORARY LOOK). THE MASTER SUITE, LOCATED OFF OF THE FOYER, IS PRIVATE AND WELL-SCALED, WITH DAZZLING WEST VIEWS. TWO LARGE FULLY OUTFITTED CLOSETS, NEW CARPETING & DECORATING, AND THE UPDATED MASTER BATH WITH A DEEP TUB (NOT AN ACTIVE WHIRLPOOL) ALL CREATE A PRIVATE HAVEN. THE SECOND BEDROOM, LOCATED ON THE SOUTHSIDE OF THE HOME, IS EXCEPTIONALLY LARGE WITH VIEWS OF THE DOWNTOWN SKYLINE, TWO LARGE CLOSETS, NEW CARPETING AND DECOR. THE CURRENT OWNER USED THIS ROOM AS BOTH A GUEST SUITE AND AN IN-HOUSE OFFEICE. THE SECOND BATH IS BEAUTIFULLY RENOVATED WITH AN OVERSIZED WALK-IN SHOWER, SPRAYS AND A CORNER SEAT. ,(NOTE: IN THE 01 TIER THE INSTALLATION OF A WASHER/DRYER HAS BEEN APPROVED IN OTHER UNITS IN THE CLOSET OF THE SECOND BEDROOM. DESIGN MUST BE REVIEWED BY THE ASSOCIATION. A PACKET IS AVAILABLE..) ALL OF THE PUBLIC AREAS HAVE SOLID OAK HARDWOOD FLOORS, DEEP CROWN MOLDING, AND FRESH NEUTRAL DECOR. THE ASSOCIATION'S HEATED PARKING OFFERS BOTH VALET AND SELF-PARK SPACES & GUEST PARKING. A ROOF TERRACE, PARTY ROOM AND MEETING ROOM ARE LOCATED ON THE 43 FLOOR, AND FOR PET OWNERS, DOG RUNS ARE ON THE FIRST LEVEL. FOR YOUR HEALTHY LIFE-STYLE, A NEW EXERCISE ROOM WITH HEALTH CLUB QUALITY EQUIPMENT FOR AN ANNUAL MEMBERSHIP IS ON THE FIRST FLOOR, AN OUTDOOR SWIMMING POOL AND TENNIS COURTS ARE AVAILABLE FOR A SEPARATE MEMBERSHIP. THE JAMES/KILMER CONDOMINIUM ASSOCIATION, MANAGED BY COMMUNITY SPECIALISTS, MAINTAINS THE BUILDING IN TOP NOTCH CONDITION WITH A LONG-TERM PLAN, THAT INCLUDED ELEVATOR UPGRADES, , RISERS UPDATES, AND LOBBY REFRESH. ASK FOR MORE DETAILS ABOUT THESE IMPROVEMENTS. ****** NOTE: LISTING AGENT IS A PARTIAL OWNER, LICENSED IN ILLINOIS ****** THE RENTAL CAP IS CURRENTLY FILLED. ENJOY THE GARDENS OF SANDBURG VILLAGE, A PRIVATE PARK, BEAUTIFULLY LANDSCAPED WITH SEATING. LATIN SCHOOL, GERMAIANIAN CLUB DAYCARE CENTER IS ADJACENT TO JAMES HOUSE. THE CHICAGO HISTORICAL SOCIETY, LINCOLN PARK AND THE NORTH AVENUE BEACH ARE ALL IN SHORT WALKING DISTANCE. OLD TOWN'S SECOND CITY, RESTAURANTS AND SOCIAL CLUBS ARE 2 BLOCKS TO THE WEST. CLARK AND LASALLE STREET BUSES ARE AT THE CORNER. THIS IS A LIFESTYLE HOME AND LOCATION THAT MANY WOULD LOVE. COME SEE UNIT 2901 AND LEARN MORE ABOUT JAMES/KILMER.

1560 N Sandburg Terrace Unit #2901J, Chicago

$649,000
4 Beds 3 Baths 12699821 MLS ACTIVE Status
Discover the perfect blend of timeless Chicago bungalow charm and modern functionality in this beautifully maintained Galewood home. Nestled on a quiet, tree-lined block, this spacious residence offers exceptional versatility for multigenerational living, extended family, or anyone seeking room to grow. The original bungalow has been lovingly preserved and is in pristine condition, showcasing gleaming original hardwood floors, elegant vintage sconces, an immaculate vintage bathroom with classic basket-weave tile flooring, an antique pantry, and the craftsmanship that makes Chicago bungalows so beloved. Abundant windows fill the home with natural light, creating a warm and inviting atmosphere throughout. A thoughtfully designed addition seamlessly expands the living space with modern conveniences, including a generous primary suite with an ensuite bath, expansive flex space ideal for a media room, home office, or family room, vaulted ceilings in the second-floor stairwell, and multiple bonus rooms to suit your needs. With 4 bedrooms, 3 full bathrooms, 2 full kitchens, 3 walk-in closets, a spacious second-floor office, a full basement, outdoor deck, and a 2-car garage, this home offers incredible flexibility for multigenerational living, related living, or hosting long-term guests while maintaining privacy and comfort. Ideally located just a short walk to the Metra, with convenient access to North Avenue's shopping and dining, Brickyard Plaza, parks, schools, and major expressways, you'll enjoy the perfect balance of neighborhood tranquility and everyday convenience. A rare opportunity to own a meticulously maintained home that honors its historic character while offering the space and flexibility today's buyers are looking for. Being sold As Is.

1631 N Natchez Avenue, Chicago

$499,000
7 Beds 3 Baths 12695582 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

$265,000
1 Beds 1 Baths 12639179 MLS CLOSED Status
Beautifully maintained one-bedroom, one-bathroom condo in a prime Lincoln Park location. Tucked along a charming, tree-lined historic block, this east-facing home is filled with natural light, offers excellent storage, and features a spacious, functional layout ideal for both everyday living and entertaining. The open kitchen is well-equipped with a breakfast bar, dishwasher, electric appliances, and ample cabinetry. The generously sized bedroom easily accommodates a king-size bed and a home office setup, and is complemented by a walk-in closet, in-unit laundry, and an updated bathroom. Full-amenity building with a 24/7 doorperson, secure package room, rooftop pool with sundeck and outdoor grilling area, fitness center, resident lounge with free Wi-Fi, and two bike rooms. In addition to in-unit laundry, residents also have access to a large laundry room with new washers and dryers. Parking is available for rent from other owners within the building, along with additional nearby options. Storage lockers are available to rent. Monthly assessments include water, trash, and Xfinity cable and internet. The unit is equipped with two owner-controlled electric heat and AC units, Investor-friendly building with a short waitlist, 12-month minimum lease term required after one year of owner occupancy. Enjoy an unbeatable Lincoln Park lifestyle just steps from Diversey Harbor, the lakefront, parks, golf range, tennis courts, Theatre on the Lake, and top-tier shopping, dining, and nightlife. Mariano's, Trader Joe's, The Fresh Market, and more are all within walking distance. A fantastic opportunity to own in one of Chicago's most sought-after neighborhoods!

2754 N Hampden Court Unit #706, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Chicago, IL · Curated MLS Search

STR Income Homes in Chicago, IL

An editorially curated view of every active str income homes listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings