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Browse All Chicago IL Between $500K - $600K Properties for Sale

$585,900
5 Beds 3 Baths 12736791 MLS CONTINGENT Status
One of a kind thoughtfully designed Multi-unit in the Heart of McKinley Park. This home features an impressive level of character and detail inside and out. The first level's spacious open layout is perfect for live-work professionals. The first level includes 1BR/1BA, ample dining and living room spaces and a professional grade kitchen with a six-burner Wolf Stove, built-in KitchenAid double wall oven, Whirlpool Refrigerator and grey shaker cabinets with sealed antique wood and quartz counters. The spacious and bright second level consists of 4BRs/2Ba, living room, dining room, kitchen and a bonus deck. Charming features such as the high ceilings with stamped tiles, decorative moldings and classical lighting adorn the second floor. The second level kitchen offers high end appliances such as a six-burner Thermador stove and Bosch refrigerator and timeless white cabinetry, quartz counters with a farm style sink and an inviting custom breakfast nook with storage. The generous low maintenance outdoor space is equally impressive with artificial turf, a decking area with lighting and a sun shade, and additional grilling and seating areas in a private setting that is perfect for large gatherings. Oversized 2 car garage with ample storage space. Unfinished basement is ideal for a workshop and storage. Long list of updates include: High efficiency furnaces (2024), water heaters (2024), Vinyl siding (2021), Complete Home roof tear off (2021), Tuckpointing West wall (2026), Most windows (2022) and Insulated 8ft Garage Door (2025).

1737 W 35Th Street, Chicago

$560,000
3 Beds 3 Baths 12741942 MLS CONTINGENT Status
A beautifully reimagined 3-bedroom, 2.5-bath home in the heart of Mount Greenwood! Built in 2007 and extensively renovated from 2023-2026, this home combines newer construction with thoughtful, high-end updates throughout. Step inside to an impressive open-concept main level featuring refinished hardwood floors, new interior doors, trim, lighting, railings and a stunning designer kitchen. The kitchen is truly the centerpiece of the home, offering an oversized island, quartz countertops, custom cabinetry with abundant storage, brass hardware and stainless-steel appliances-including a GE Profile range, counter-depth refrigerator, dishwasher and microwave, plus a custom Bertazzoni exhaust hood. The two-tone cabinetry, glass-front uppers and floor-to-ceiling storage give the space a polished, custom feel. Upstairs you'll find three spacious bedrooms, including a beautiful primary suite with its own private bath and an oversized walk-in closet. The second floor also features the convenience of a converted upstairs laundry room, eliminating the need to carry laundry between floors. Updated bathrooms throughout the home feature modern cabinetry, quartz surfaces and stylish finishes. The improvements continue into the partially finished basement, which was insulated and drywalled in 2026 and finished with a striking metallic epoxy floor. The expansive space offers incredible potential for a future family room, home gym, playroom, office, entertaining area or additional storage. Major mechanical improvements include two Mitsubishi 42,000 BTU Hyper-Heat outdoor heat pumps installed in 2025, providing efficient heating and cooling, along with a new Rheem high-efficiency water heater, 16 inches of blown-in attic insulation and a whole-house fan. Outside, enjoy a beautiful fenced backyard with plenty of green space, a patio and an elevated rear deck perfect for entertaining, grilling or relaxing. The home's exterior was refreshed with new siding and new front and rear doors in 2025, while the welcoming front porch was upgraded in 2026 with low-maintenance TimberTech PVC decking and PVC skirting. Additional renovations completed since 2023 include new kitchen and bathrooms, new trim and doors, new lighting, refinished hardwood flooring, new blinds, updated interior stairs and railings, and more. Located in the highly sought-after Mount Greenwood School District, this home offers the space, updates and location buyers are looking for. With nearly every major improvement completed between 2023 and 2026, 3309 W. 107th Street is truly move-in ready and designed for modern living.

3309 W 107Th Street, Chicago

$579,999
4 Beds 3 Baths 12744009 MLS ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago

$599,000
6 Beds 2 Baths 12743011 MLS ACTIVE Status
Beautifully Maintained Spacious Two-Unit | Double Lot | 2-Car Garage Nestled on a quiet, tree-lined street in the heart of the city, this spacious two-unit property offers an incredible combination of comfort, versatility, and outdoor space. With two generously sized 3-bedroom units, this property is ideal for an owner-occupant, multi-generational living, or an investor looking to add a strong income-producing property to their portfolio. Each unit features 3 bedrooms, 1 full bathroom, a large dining room, and a spacious kitchen, with private entrances accessible from both the front and rear of the property. The property also offers a full walk-out basement with a dedicated laundry room, workshop, and abundant storage space. An expansive unfinished attic provides even more storage or the opportunity to create additional living space tailored to your needs. Enjoy even more usable space with the enclosed rear porch. The second-floor unit has been rehabbed, featuring new cabinets, appliances, and flooring. The first-floor unit features beautiful hardwood flooring throughout, along with central air and heat, great crown molding throughout and lots of natural light. Outside, the property truly stands out. Situated on a double lot, there is plenty of room to enjoy the outdoors, with a two-car garage, side driveway, additional guest parking, rear patio, and spacious backyard. With its generous floor plans, extensive storage, private entrances, updated units, and exceptional lot size, this property offers tremendous potential and is sure to attract attention. Don't miss your opportunity-schedule your showing today!

1936 N Tripp Avenue, Chicago

$599,900
5 Beds 5 Baths 12743714 MLS CONTINGENT Status
Thoughtfully composed for modern ownership, 1443 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 2026 delivery, the property pairs a contemporary brick-and-Hardie exterior with two independently functional residences, a two-car garage, rear deck, fenced backyard, and approximately 2,900 square feet of combined living space. The approximately 1,900-square-foot duplex-up unfolds across two well-proportioned levels with three bedrooms and 2.5 baths. An open-concept main floor connects the living, dining, and kitchen areas, while expansive west-facing windows invite warm afternoon light. Wide-plank LVT flooring, five-inch baseboards, crown molding, modern lighting, and crisp black accents establish a polished visual language throughout. At the center of the home, custom black-and-white cabinetry is paired with quartz countertops, a substantial island, and a complete GE stainless steel appliance package. Generous storage and workspace support daily routines and larger gatherings, while the adjoining rear deck extends the living space outdoors. Upstairs, the primary suite offers a quiet, design-forward retreat with a spa-inspired bath. A freestanding soaking tub, glass-enclosed walk-in shower with full-body sprayers, double vanity, wood-look accent wall, and curated Kohler, Delta, and Signature Hardware fixtures create a layered, restorative setting. Two additional bedrooms, a second full bath, and second-level laundry complete the duplex with intention. The approximately 1,000-square-foot garden residence adds two bedrooms, two full baths, 10-foot ceilings, a private entrance, full kitchen, in-unit laundry, and separate utility meters. Its independent configuration creates meaningful versatility for rental income, guests, or other flexible living arrangements without compromising privacy. Set in North Lawndale, the home is near historic Douglass Park, the Garfield Park Conservatory, and La Catedral Cafe, a locally loved destination for Guadalajara-inspired breakfast and coffee. The Kedzie Pink Line station, CTA bus connections, and nearby I-290 provide convenient access to the West Loop, Downtown Chicago, and surrounding neighborhoods. More than a new build, 1443 S Trumbull is a thoughtful approach to city living-designed to support comfort today while creating possibilities for what comes next. Photos depict the previously completed model at 2435 W. Congress Parkway and are representative of the planned design and finishes at 1443 S. Trumbull. Qualified buyers may be eligible for up to $100,000 in purchase-price assistance through the City of Chicago's Building Neighborhoods and Affordable Homes Program. Income, owner-occupancy, program guidelines, and fund availability apply; buyers should independently verify eligibility with the City of Chicago.

1443 S Trumbull Avenue, Chicago

$549,999
5 Beds 5 Baths 12743055 MLS ACTIVE Status
Thoughtfully composed for modern ownership, 1433 S. Trumbull introduces a new-construction two-flat where refined design and income-producing flexibility share one cohesive address. Anticipated for October 2026 delivery, the property pairs a contemporary brick-and-Hardie exterior with two independently functional residences, a two-car garage, rear deck, fenced backyard, and approximately 2,900 square feet of combined living space. The approximately 1,900-square-foot duplex-up unfolds across two well-proportioned levels with three bedrooms and 2.5 baths. An open-concept main floor connects the living, dining, and kitchen areas, while expansive west-facing windows invite warm afternoon light. Wide-plank LVT flooring, five-inch baseboards, crown molding, modern lighting, and crisp black accents establish a polished visual language throughout. At the center of the home, custom black-and-white cabinetry is paired with quartz countertops, a substantial island, and a complete GE stainless steel appliance package. Generous storage and workspace support daily routines and larger gatherings, while the adjoining rear deck extends the living space outdoors. Upstairs, the primary suite offers a quiet, design-forward retreat with a spa-inspired bath. A freestanding soaking tub, glass-enclosed walk-in shower with full-body sprayers, double vanity, wood-look accent wall, and curated Kohler, Delta, and Signature Hardware fixtures create a layered, restorative setting. Two additional bedrooms, a second full bath, and second-level laundry complete the duplex with intention. The approximately 1,000-square-foot garden residence adds two bedrooms, two full baths, 10-foot ceilings, a private entrance, full kitchen, in-unit laundry, and separate utility meters. Its independent configuration creates meaningful versatility for rental income, guests, or other flexible living arrangements without compromising privacy. Set in North Lawndale, the home is near historic Douglass Park, the Garfield Park Conservatory, and La Catedral Cafe, a locally loved destination for Guadalajara-inspired breakfast and coffee. The Kedzie Pink Line station, CTA bus connections, and nearby I-290 provide convenient access to the West Loop and Downtown Chicago. More than a new build, 1433 S. Trumbull is a thoughtful approach to city living-designed to support comfort today while creating possibilities for what comes next. Photos depict the previously completed model at 2435 W. Congress Parkway and are representative of the planned design and finishes at 1433 S. Trumbull. Qualified buyers may be eligible for up to $100,000 in purchase-price assistance through the City of Chicago's Building Neighborhoods and Affordable Homes Program. Income, owner-occupancy, program guidelines, and fund availability apply; buyers should independently verify eligibility with the City of Chicago.

1433 S Trumbull Avenue, Chicago

$525,000
8 Beds 5 Baths 12734119 MLS CONTINGENT Status
Attention investors! Located near I-55 and just one block from McKinley Park, this 3-unit listing is a rare find on a corner lot. The property features two units (1F & 2F) in the main building and a coach house apartment (2R) above a 2-car garage in the rear, all sharing a courtyard. Main building new roof from 2022. Each unit is equipped with its own gas-forced-air furnace. The main building features a new hot water heater installed in 2024. The first-floor unit (1F) offers 2 bedrooms and 1.5 bathrooms and will be vacant by the end of August, providing the new owner with an opportunity to make cosmetic improvements, increase the rental income, or occupy the unit. Laundry hookups are ready. The second-floor unit (2F) features 4 bedrooms and 2 bathrooms and is currently rented for $1,699 per month through July 2027. The tenants have been in the unit since 2024, and the unit was repainted in 2024. The 2-bedroom, 1-bathroom coach house (2R) has been occupied by the same tenants since 2020 and currently rents for $1,100 per month. The 2-car garage is also rented separately for $100 per month. With three units, separate heating systems, a newer roof, and a combination of stable rental income and value-add potential, this property offers an excellent opportunity for both investors and owner-occupants. Please reach out to listing agent for a list of updates and current rental details. Selling as is.

3600 S Winchester Avenue, Chicago

$526,000
3 Beds 3 Baths 12743232 MLS PRICE CHANGE Status
Rarely availabe End Unit at the Chesterfield. 4-bedrooms with 2.5-baths. Tucked away as the last residence at the end of the eastern (More active, more desirable) driveway, this home occupies one of the community's most desirable locations-steps away from Mikor, immediately next to guest parking, and one of the few Chesterfield townhomes fortunate enough to have a double backyard. The unusually generous outdoor space is a standout feature of this home. Mature landscaping and a large shade tree frame an expansive lawn with plenty of room to play, gardening, entertaining and relaxing outdoors. The backyard also features a patio directly off the home, a storage shed and ample space for the included playset and outdoor furniture. For townhome living, the amount of private outdoor space is truly exceptional. Inside, the home offers a spacious and highly functional multi-level floor plan with three bedrooms upstairs and a fourth bedroom on the finished lower level. The main level welcomes you with a foyer and convenient updated powder room before opening into the generously sized living and dining areas. Large windows overlooking the backyard bring in abundant natural light, while the open flow between the living and dining spaces provides plenty of room for both everyday living and entertaining. The separate 15' x 11' kosher kitchen offers an abundance of cabinetry and counter space and features white cabinetry, Quartz countertops, a tile backsplash and stainless-steel appliances. Thoughtfully equipped for a kosher household, the kitchen includes double ovens and two dishwashers, providing separate and convenient preparation and cleanup options. A substantial peninsula adds even more prep and serving space, while convenient access toward the rear of the home makes indoor-outdoor dining and entertaining easy. Upstairs, you'll find three spacious bedrooms, all with walk-in closets-an unusual amount of storage and another feature that sets the Chesterfields apart. The impressive 20' x 13' primary bedroom includes two walk in closets and a beautifully updated en-suite bathroom featuring a double vanity, extensive tilework and a glass-enclosed shower. The two additional upstairs bedrooms are well proportioned and each has its own walk-in closet. They share a second updated full bathroom with a tub and tiled surround. Along with the updated main-level powder room, all of the home's bathrooms have been updated. The finished lower level adds another dimension to the home. An expansive approximately 23' x 21' recreation room provides tremendous flexibility and can comfortably accommodate a family room, media area, play space, home gym or multiple uses at once. Also on the lower level is the home's fourth bedroom with a window and closet, providing valuable additional sleeping space and making it equally well suited for guests or use as a private home office. A separate 12' x 10' laundry and utility room houses the home's updated HVAC system, while additional dedicated storage provides plenty of room for household necessities. The basement is also equipped with a sump pump with battery backup for additional peace of mind. Outside, the home's end-unit position and double backyard make Unit H particularly special within Chesterfield. The expansive lawn and patio provide considerably more private outdoor space than is typically found in the community, while the storage shed adds everyday convenience. Being the last townhome at the end of the driveway also means guest parking is immediately nearby. And for those who value proximity to Mikor, this location is hard to beat-the home is literally just steps away, offering exceptional convenience without sacrificing the privacy and outdoor space afforded by its end-unit setting. With four bedrooms, 2.5 updated bathrooms, a kosher kitchen with double ovens and two dishwashers, walk-in closets in every upstairs bedroom, this is a special opportunity.

2846 W Touhy Avenue Unit #H, Chicago

$549,500
2 Beds 2 Baths 12740149 MLS CONTINGENT Status
Spectacular Roscoe Village 2-bedroom, 2-bath in an intimate four-unit elevator building, with private elevator access that opens directly into your home! Rich in character, this one-of-a-kind residence features soaring 13-foot ceilings, exposed brick, oversized windows with custom wood blinds, and diagonal walnut hardwood floors throughout. The spacious living room is anchored by a gas fireplace and opens to the front balcony through sliding glass doors, while the adjoining dining area creates an ideal layout for both everyday living and entertaining. The white kitchen offers abundant cabinetry, granite countertops, stainless steel appliances, and generous prep space. The expansive primary suite easily accommodates a sitting area or home office and offers the flexibility to create an incredible walk-in closet if desired. Primary bathroom was recently renovated with porcelain tile floors, double sinks vanity with quartz countertops, expanded large walk in shower with custom glass shower door. A second bedroom, full bath, in-unit washer and dryer, and ample storage complete the interior. Enjoy exceptional outdoor living with two private outdoor spaces-a front balcony plus a sunny, south-facing 200-square-foot rear deck, perfect for relaxing, dining, or entertaining. Additional highlights include an oversized private storage room conveniently located directly outside the unit, a second walk in storage closet on the ground level, and an included outdoor parking space. All of this is just steps from the very best of Roscoe Village, including Le Sud, Commonwealth, Same Same, The Region, Roost, Hamlin and Fellger Parks, Retro on Roscoe, and the beloved Roscoe Village Burger Fest.

2117 W Belmont Avenue Unit #2, Chicago

$570,000
2 Beds 2 Baths 12732742 MLS ACTIVE Status
Spacious, polished, and perfectly positioned in Lakeshore East, this 2-bedroom, 2-bath residence combines downtown luxury with vibrant parkside living. An expansive open living and dining area creates an easy flow for everyday living and entertaining, complete with an adjacent flex space off the kitchen ideal for a home office or play area. Step out onto your private balcony offering a welcome outdoor retreat with city and park views. The generous primary suite features a walk-in closet and ensuite bath with dual vanities, soaking tub, and separate shower, while the well-sized second bedroom provides flexibility for guests or a home office. In-unit laundry, excellent storage, and direct Pedway access add everyday convenience. Beyond the residence, enjoy a full-amenity building featuring 24-hour friendly doorstaff, on-site management, a massive fitness center with Peloton bikes, and a beautiful rooftop deck with expansive skyline views. Step outside your front door to Mariano's grocery store, Lakeshore East Park, and neighborhood dining favorites like Drunken Bean Coffee/Wine Bar, Avli on the Park, Miru, and Tre Dita. Millennium Park, Michigan Avenue, and Lake Michigan are all steps away, with fast access to Lower Wacker Drive for quick river crossings, Lake Shore Drive, expressways, and Randolph Street. Garage parking spot available for an additional $30,000. The best of downtown all within easy reach. A rare combination of space, setting, and convenience in one of Chicago's most distinctive downtown neighborhoods.

201 N Westshore Drive Unit #407, Chicago

$599,999
12736666 MLS ACTIVE Status
Rare Mixed-Use / Automotive Opportunity Currently being utilized as a successful car dealership and offers two Parcels - 7419 & 7417 S. Western Ave. 7407 S. Western Ave. is also being offered for sale and may be purchased together with this property as a combined acquisition (See MLS #: 12736712) This unique property offers a main floor office space with three nicely designed offices and a re-designed kitchen and bath as well as a 2nd floor beautifully updated two bedroom, one bath apartment. Excellent opportunity on highly traveled Western Avenue in Chicago. This versatile C2-2 zoned mixed-use property was fully updated in 2022 including a new roof, HVAC, two water heaters and features a semi-finished basement with laundry and excellent storage. The two parcels provide approximately 6,300 SF of total land with room for approximately 40-50 vehicles making the property well suited for automotive, contractor, service, retail, office or other commercial uses. The property is currently configured for automotive use and includes a dedicated garage/service building with an automotive lift. The first-floor commercial space is currently owner occupied, so no rent is presently being collected. The space includes a full kitchen and bathroom with shower, offering added convenience for an owner-user or future tenant. The remodeled second-floor apartment is currently rented for $1,200 per month, providing immediate income. C2-2 zoning allows for a broad range of commercial and service uses while supporting the existing mixed-use configuration. Business name, operations and inventory not included.

7419 S Western Avenue, Chicago

$596,000
4 Beds 3 Baths 12742758 MLS ACTIVE Status
Well-maintained solid-brick 3-flat at 4335 S St. Lawrence Ave, currently owner-occupied on the third floor with two tenant-occupied units. Each residence offers its own distinct character with spacious, light-filled living areas and thoughtful updates throughout. Unit 1 features LVT flooring and fresh paint completed in 2025, an updated kitchen with white cabinetry, wood-tone countertops and stainless-steel appliances, plus refreshed bathroom finishes. Unit 2 offers a bright bay-window living room, generous dining space, updated kitchen, LVT flooring, fresh paint and updated bathroom fixtures from the Fall 2023 renovation. Unit 3, the owner's unit, was redesigned in 2023 with an inviting open floor plan connecting the living, dining and kitchen areas, complemented by abundant natural light, modern finishes and in-unit stacked washer and dryer. Major building improvements include a rear deck and stairs rebuilt in 2023, rear/eastern exterior wall tuckpointing in 2026 and southern side wall tuckpointing in 2026. The roof was professionally inspected post-storm in 2025 with no issues reported. The unfinished basement provides additional storage and houses the separate gas furnaces for Units 1 and 2; Unit 3 has its own in-unit furnace. Window air-conditioning is provided in all units. Laundry convenience includes compact under-counter washers in two units and a stacked washer/dryer in one unit. A solid, well-cared-for multi-unit property offering updated interiors, separate heating systems and continued income potential

Chicago

$600,000
12742649 MLS ACTIVE Status
$600,000 INVESTMENT PACKAGE - THREE PROPERTIES BEING SOLD TOGETHER AS ONE PACKAGE! RARE OPPORTUNITY TO ACQUIRE MULTIPLE NEIGHBORING INCOME-PRODUCING AND VALUE-ADD PROPERTIES IN ONE TRANSACTION. ANCHORED BY THE CORNER PROPERTY AT 1801-1803 W 51ST ST, FEATURING 5 RESIDENTIAL APARTMENTS PLUS 2 STREET-LEVEL STOREFRONTS, HIGH-VISIBILITY CORNER EXPOSURE, AND A HUGE PARKING LOT IN THE REAR. RESIDENTIAL UNIT MIX CONSISTS OF (1) 1-BEDROOM, (3) 2-BEDROOM AND (1) 3-BEDROOM APARTMENT. THE APARTMENTS ARE CURRENTLY RENTED AND GENERATING INCOME, WHILE BOTH COMMERCIAL STOREFRONTS REQUIRE COMPLETE REHAB AND OFFER MAJOR UPSIDE FOR ADDITIONAL FUTURE INCOME. NEXT DOOR, 1805 W 51ST ST IS A COACH HOUSE FEATURING A 1-BEDROOM/1-BATH UNIT THAT IS CURRENTLY RENTED. DIRECTLY BEHIND THE CORNER PROPERTY, 5112 S WOOD ST IS A 2-UNIT BUILDING CONSISTING OF (2) 2-BEDROOM/1-BATH UNITS THAT REQUIRE COMPLETE REHAB. THIS PACKAGE OFFERS A UNIQUE COMBINATION OF EXISTING CASH FLOW, 8 TOTAL RESIDENTIAL UNITS, 2 COMMERCIAL STOREFRONTS, CORNER EXPOSURE, A LARGE REAR PARKING LOT, AND SIGNIFICANT VALUE-ADD POTENTIAL. IDEAL FOR AN INVESTOR OR DEVELOPER LOOKING TO RENOVATE, STABILIZE, INCREASE RENTS AND MAXIMIZE THE INCOME POTENTIAL OF AN ENTIRE GROUP OF NEIGHBORING PROPERTIES. SOLD AS A PACKAGE FOR $600,000 - CASH FLOW IN PLACE WITH SUBSTANTIAL UPSIDE! SERIOUS BUYERS ONLY. PROOF OF FUNDS REQUIRED PRIOR TO ANY SHOWING REQUEST BEING APPROVED. PLEASE DO NOT DISTURB TENANTS.

1801 W 51St Street, Chicago

$525,000
2 Beds 2 Baths 12726188 MLS PENDING Status
Rarely available and beautifully updated, this spacious 6th-floor 2-bedroom, 2-bathroom condo offers incredible south-facing views of the city and Chicago skyline from a prime North Center location. An open and functional floor plan features high ceilings, refinished hardwood floors, and an expansive 24' x 7' private terrace with access from both the living room and primary suite-perfect for entertaining or enjoying the skyline views. The open kitchen features new countertops, updated lighting, and new cabinet hardware, while additional improvements since 2021 include fresh paint, a new HVAC system, smart-home-enabled lighting, ceiling fans and thermostat, updated interior door hardware, and refinished flooring throughout. The generous primary suite features direct terrace access, a walk-in closet, and an ensuite bath with a separate shower. A spacious second bedroom, second full bathroom, and in-unit laundry complete the interior. Adding tremendous value, the home includes a tandem indoor garage parking space with room for two vehicles, conveniently accessible from the elevator on the third floor, as well as an exceptionally large approximately 15' x 6' private storage unit. All of this in an elevator building just moments from the Brown Line, neighborhood restaurants, shopping, and everything North Center has to offer. An incredibly well-rounded home combining space, updates, outdoor living, skyline views, two-car parking, and substantial storage in one of Chicago's most desirable neighborhoods.

3946 N Ravenswood Avenue Unit #607, Chicago

$549,999
4 Beds 3 Baths 12732399 MLS CONTINGENT Status
Rare opportunity to own a beautifully maintained two-flat in the heart of Gladstone Park! Owned by the same family for over 60 years, this pride-of-ownership property combines classic Chicago charm with numerous updates and strong income potential. Property being sold as-as. Both units have been thoughtfully refreshed, making this a truly turnkey opportunity for investors and owner-occupants alike. Major improvements include newer windows, roof, siding, gutters, downspouts, furnace, central air, updated kitchens, and recent interior paint. The second-floor unit was extensively updated in 2022 with new flooring, cabinetry, carpeting, and fresh paint, while the first-floor unit was repainted in 2025. The property features two well maintained units with tenants already in place, providing immediate rental income from day one. Both leases are currently month-to-month, offering future owners flexibility while benefiting from an established income stream. The first-floor unit has use of a finished rec room and bathroom, currently enjoyed as a comfortable space to relax, entertain, and watch the game. Located in highly desirable Gladstone Park, residents enjoy tree-lined streets, a strong neighborhood feel, and convenient access to the Kennedy Expressway, Metra, parks, restaurants, shopping, and everyday conveniences. This Northwest Side community is known for its welcoming atmosphere, excellent connectivity, and balance of city living with a more residential feel. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the other, or acquire a well cared for multi-unit property in a prime location, this exceptional two-flat checks all the boxes. Don't miss the opportunity to own a turnkey building in one of Chicago's most established and sought-after neighborhoods.

5641 N Austin Avenue, Chicago

$550,000
2 Beds 2 Baths 12740546 MLS CONTINGENT Status
Massive, light-filled, fully updated 2 bed / 2 bath condo in the heart of Fulton Market/River West. Throughout the home enjoy soaring 12'. ceilings and timeless designer finishes with a chic, modern feel. The home boasts refinished hardwood floors and recently remodeled kitchen with quartz counters, crisp white cabinetry with brass hardware, stainless steel appliances and a navy island with plenty of seating and counter space. The fireplace anchors the spacious living room overlooking tree lined Green Street, while a dedicated dining room provides ample space for a large table or can function as a flex office space. A generous coat closet, separate linen closet and washer/dryer add additional functionality and storage. An oversized primary suite has wall to wall closets and a private balcony. The spa-like primary bath was completely overhauled with crisp white cabinetry and quartz counter tops, dual vanities with matte black plumbing fixtures, a separate soaking tub, and walk-in shower. A generously sized second bedroom is fully enclosed with a large closet and adjacent to the and full second bathroom. Located around the corner from the brand-new Adalina Prime and neighborhood staples like La Scarola, Piccolo Sogno, Sunda, La Serre, Fioretta, but situated on a quiet tree lined street combining the best of both worlds. Added convenience of attached garage parking with additional storage and easy access to the West Loop, Fulton Market, River North, public transit, and the highway

459 N Green Street Unit #2S, Chicago

$575,000
3 Beds 2 Baths 12738360 MLS CONTINGENT Status
Welcome to this jumbo 3-bed/2-bath classic Uptown condo with wonderful updates in a meticulously maintained Margate Park 6-flat. As you enter the building's vestibule, the gorgeous white marble wainscoting, wood trim, and a striking, original mosaic floor provide a fitting introduction to the character and care that runs throughout the building. Once inside the spacious foyer you'll feel immediately at home. The bright, oversized living room showcases light wood floors, a decorative gas fireplace, beautiful built-ins, millwork, an antique bookcase, and a cozy window seat - all framed by crown, picture rail and base moldings that carry throughout the home. Just off the living room, a separate, spacious sunroom is wrapped in gorgeous vintage glass-paneled windows offering picturesque tree views and great breezes- a warm, cozy setting for working, reading, relaxing, or recharging. Down the hallway to the rear of the home, where you'll find an extremely large dining room wrapped in lower wood paneling with decorative wallpaper above - a special space that can accommodate large dinners with family and friends. Also highlighted in that space is a lovely sitting area with room for a beautiful bar setup, perfect for entertaining as dusk settles through the west-facing windows. Off the dining room sits a wide chef's kitchen with custom wood cabinets, granite countertops, a 6-burner stainless steel range, and stainless steel appliances. Tucked at the back of the unit is a wonderful office, hobby, or breakfast area that is soaked in joyful south and west-facing light with a classic exposed brick wall as a backdrop. There are three bedrooms in this home. The primary bedroom easily accommodates a king-sized bed and is filled with warm, natural light - with direct access to one of the unit's two updated full bathrooms. The second bedroom is quite spacious, with a generous closet and a west-facing window. The third bedroom, located toward the back of the home, showcases the IN-UNIT WASHER/DRYER and the second full bathroom with glass sliding shower doors, black and white mini-rectangular flooring, a Kohler sink and toilet plus a wall mounted floating cabinet. Head out the rear staircase to a HUGE common outdoor space with a large sun deck - each owner can use their own grill and table on the deck. Boasting 30 sunny windows throughout, this unit is flooded with natural light from every room. The unit is in an A+ location that is truly unbeatable - the park and express bus are at the end of the block, and the lakefront, beach, parks, shopping, restaurants, and coffee shops are all conveniently close by. Great public transportation is also available, with hree bus lines (one express line to downtown) within a block and the El just three blocks away. Storage space 1W is located in the basement. Building improvements are impressive: new roof (2015), new boiler (2017), rear stairway/posts replaced (2014), new cast iron rear gate (2016), back foundation and rear fence repairs (2013-14), new common foyer/stairway lighting (2017), front landscaping update (2023), and a new high-tech entry system (2024). Unit improvements include: fresh paint (2026), new washer/dryer (2023), new six-burner stainless steel chef's range with exhaust hood (2025), windows (2013), both updated bathrooms, and four well-operating wall AC units (two recently replaced)

941 W Winona Street Unit #1W, Chicago

$540,000
12 Beds 4 Baths 12741395 MLS PRICE CHANGE Status
Well-located mixed-use building on high-traffic Pulaski Road - a hard corner with steady visibility in North Lawndale - offering three residential units above ground-floor commercial space. Excellent access to public transit, the Illinois Medical District, and the I-290 corridor, in a submarket drawing continued public and private investment along the Pulaski and Ogden corridors. The property suits an investor seeking diversified income or an owner-operator who wants to activate the ground-floor commercial space while leasing the units above. Strong value-add potential for a buyer who restores the storefront to commercial use or pursues the appropriate approvals for its current configuration. Unit configuration / use disclosure: Building comprises three residential units plus a ground-floor commercial unit (four total). The ground-floor commercial space is currently being used residentially, which is a non-conforming use. Buyer to independently verify unit count, zoning, permitted use, and legal occupancy with the City of Chicago and to satisfy itself as to any steps required to conform or continue the current use. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 48,063 to 32,013 - roughly a 33 pct reduction and an estimated annual savings of about $3,100. Post-appeal real estate taxes are projected in the ~$6,100-$6,400 range, meaningfully improving NOI and buyer returns. A rare mixed-use hold in an appreciating West Side submarket. Financials and lease summary available on request.

2008 S Pulaski Road, Chicago

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