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$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

$450,000
5 Beds 3 Baths 12743984 MLS ACTIVE Status
Classic Chicago cottage-style frame home for sale in the fast-growing Hermosa neighborhood. This unique property is zoned as a single-family home but is currently set up and functioning as a multi-unit building with three occupied living spaces, making it a great opportunity for investors or owner-occupants looking for additional rental income. The first floor features a spacious 2-bedroom, 1-bath layout with a formal living room, dining room, eat-in kitchen, pantry, and enclosed porch space. The attic unit offers 3 bedrooms, 1 bath, and a comfortable eating area. The basement unit includes 1 bedroom, 1 bath, an open living and dining area, and a generously sized kitchen. Major improvements include a recently rebuilt back porch and a brand-new garage completed in 2024, New furnace 2026. The roof and siding are both in solid condition, adding peace of mind for the next owner. Hermosa is one of Chicago's historic bungalow and cottage neighborhoods, known for its classic homes and strong community feel. Many of the area's cottage-style homes were originally built in the late 1800s and early 1900s for factory and railroad workers, giving the neighborhood its rich Chicago character that still stands today. Conveniently located near CTA bus lines, the Metra Milwaukee District North Line Healy Station at Fullerton and Pulaski, local shops, popular restaurants, parks, and more. This is a great chance to own a piece of Chicago history in a neighborhood full of growth and opportunity.

2213 N Kildare Avenue, Chicago

$390,000
1 Beds 1 Baths 12742846 MLS PRICE CHANGE Status
West Loop loft * Private balcony * Gas fireplace * Upper loft/storage space * Deeded parking available separately Classic Chicago loft living at 1000 W Washington Blvd in the heart of the West Loop and Fulton Market District. Originally built in 1882 and formerly used as a book bindery and warehouse, 1000 West Washington retains the industrial architecture and character that define Chicago loft living. Residence 216 is a one-bedroom, one-bath loft featuring high exposed concrete ceilings, concrete columns, hardwood floors, oversized windows and an open living and dining layout. The kitchen features white cabinetry, stainless steel appliances, a wine refrigerator, generous counter space and an open connection to the main living area. A gas fireplace anchors the living room, while a private balcony provides dedicated outdoor space. The spacious loft-style bedroom includes an additional upper loft area accessed by ladder, providing flexible upper-level space and generous additional storage. An updated full bath and in-unit washer and dryer complete the residence. 1000 W Washington offers 24-hour door staff, on-site management and maintenance, receiving and loading facilities, freight elevators, bike storage, community/party room and a common rooftop sundeck. A deeded outdoor parking space is available for an additional price. The West Loop location places Fulton Market, Randolph Street Restaurant Row, Mary Bartelme Park, Whole Foods, Mariano's and the Morgan CTA Green and Pink Line station nearby. The neighborhood offers an extensive collection of restaurants, cafes, nightlife and everyday conveniences, with access to downtown Chicago, I-90/94 and I-290. Rentals are permitted, providing flexibility for future use. Historic architecture, loft character, private outdoor space, fireplace, additional upper-level storage and available deeded parking-all at 1000 W Washington in Chicago's West Loop.

1000 W Washington Boulevard Unit #216, Chicago

$335,000
3 Beds 2 Baths 12743815 MLS ACTIVE Status
Welcome home to your new oasis where vintage meets modern comfort in this sun-filled, spacious 3-bedroom, 2-bath condo in sought after West Ridge/Arcadia Terrace. Your condo will feature beautiful hardwood floors throughout the home, while the extra-wide living room showcases elegant coved ceilings and a decorative fireplace that adds warmth and character. A separate formal dining room offers plenty of space for a full-sized dining set and entertaining guests. The thoughtfully designed split-bedroom floor plan provides added privacy, featuring a generous primary suite with its own ensuite bath, while two additional bedrooms share a well-appointed second full bathroom. The stylish and functional kitchen features granite countertops, subway tile backsplash, custom cabinetry, and abundant storage. Enjoy the classic comfort of radiator heat along with the convenience of central air provided by mini-split systems throughout the home. Step outside to the shared rear deck overlooking a beautifully manicured common yard-an inviting space to relax, entertain, or enjoy the outdoors. Additional conveniences include one detached garage parking space and basement storage. Combining classic architectural details with modern updates, this move-in-ready home offers exceptional space, character, and functionality-all just blocks from shopping, dining, parks, and neighborhood amenities. Great unit!

6211 N Mozart Street Unit #2N, 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

$480,000
2 Beds 2 Baths 12741332 MLS CONTINGENT Status
Sweeping, unobstructed views of Lincoln Park and the Chicago skyline define this rarely available, direct-south 2-bedroom, 2-bath home at iconic Commonwealth Plaza. Floor-to-ceiling windows bring the view into every principal room and fill the spacious interior with natural light. Freshly painted throughout with newly installed luxury vinyl plank flooring, the home is move-in ready. The expansive open living and dining area offers exceptional flexibility for entertaining, working from home, or simply enjoying the scenery. At its center, the renovated kitchen features warm wood cabinetry, quartz countertops, stainless steel appliances, abundant storage, and an oversized waterfall island with seating for four. The generous primary suite includes a walk-in closet, newly-updated private bath with marble-tiled shower, and its own striking park and skyline views. A spacious second bedroom with a murphy bed, an additional full bath, and excellent closet space complete the home. Designed by Mies van der Rohe, Commonwealth Plaza is a full-service Lakeview East community offering 24-hour door staff, an outdoor pool and sundeck, fitness center, grilling and picnic areas, playground, hospitality room, bike storage, package lockers, on-site management and maintenance, and dry-cleaning service. Heated garage parking is available for rent through the building. All of this in an outstanding location moments from Lincoln Park, Diversey Harbor, the lakefront trail, public transportation, shopping, dining, and neighborhood conveniences.

330 W Diversey Parkway Unit #705, Chicago

$250,000
1 Beds 1 Baths 12742465 MLS CONTINGENT Status
Tucked behind a secure, beautifully landscaped courtyard in the heart of Roscoe Village, this bright 1-bedroom condo offers an inviting retreat in one of Chicago's most walkable neighborhood settings. East and west exposures bring in abundant natural light, while freshly painted interiors and beautifully sanded and refinished hardwood floors create a warm, polished feel throughout. The kitchen features granite countertops, stainless steel appliances, maple cabinetry, built-in storage and a refrigerator replaced in 2023. The spacious bedroom easily accommodates a king-size bed and offers an oversized closet, while the limestone bath includes a soaking tub/shower combination and built-in medicine cabinet. In-unit laundry, with the dryer serviced and internal components replaced in 2026, and central air provide everyday conveniences that are especially hard to find at this price point. Step outside and everything Roscoe Village is loved for is close at hand. Enjoy neighborhood restaurants, coffee shops, grocery stores, boutiques and parks all within walking distance, along with convenient access to the Paulina and Addison Brown Line stations. The landscaped courtyard offers its own extension of the living space-perfect for relaxing outdoors, enjoying warmer weather or even catching the sounds of the neighborhood's annual street festival. Pet-friendly and ideally positioned near Hamlin Park and the shops and dining along Roscoe and Damen, this is an effortless way to enjoy the best of city living with a quieter residential feel. Recent building improvements include a new hot water tank in 2019, hot water boiler replacement in 2022, and parapet wall and masonry repairs completed in 2025.

3406 N Bell Avenue Unit #2, Chicago

$349,000
3 Beds 2 Baths 12743719 MLS CONTINGENT Status
Phenomenal opportunity to own a spacious 3-bedroom, 2-bathroom residence in the historic Mentor Building, ideally situated at the vibrant corner of State and Monroe Streets in the heart of downtown Chicago! Just a five-minute walk to every CTA "L" line, this exceptional location offers unparalleled convenience with world-class dining, shopping, entertainment, and cultural attractions right outside your door. This beautifully maintained home features an open-concept floor plan with soaring ceilings, rich hardwood floors, fresh paint, and oversized windows that flood the space with natural light. The well-appointed kitchen boasts stainless steel appliances, new stone counters, abundant cabinetry, and a large center island with seating, making it perfect for both everyday living and entertaining. Step outside to the private balcony, ideal for summer grilling while enjoying partial views of Lake Michigan. The spacious primary suite offers a private ensuite bathroom, while the second bedroom features a custom Elfa closet system for exceptional storage and organization. A versatile third provides the perfect space for a home office, guest room, or flex space to suit your needs. Additional conveniences include in-unit laundry and a dedicated storage locker. Residents enjoy an array of desirable building amenities, including a fitness center, bike storage, individual storage lockers, and a shared rooftop deck with spectacular panoramic city views. Rental parking available nearby. Located just moments from Millennium Park, the Art Institute of Chicago, the Chicago Symphony Orchestra, the Theatre District, Palmer House, the lakefront, and countless restaurants and shops, this home offers the ultimate downtown lifestyle. Don't miss this rare opportunity to own a remarkable home in one of Chicago's most historic buildings!

6 E Monroe Street Unit #1503, Chicago

$639,000
3 Beds 3 Baths 12722253 MLS ACTIVE Status
Offered for the first time by its original owner, this tri-level brick-and-frame residence reflects decades of meticulous stewardship and pride of ownership. Designed for both everyday comfort and gracious entertaining, it features 3 bedrooms, 2.5 bathrooms, hardwood floors, and timeless architectural details throughout. Set in the prestigious Jackson Park Highlands Historic District, one of Chicago's most architecturally significant neighborhoods, this residence blends classic craftsmanship with inviting indoor-outdoor living, offering a rare opportunity to own a legacy home in an iconic community. THE ENTRY LEVEL | Welcoming & Versatile A gracious foyer welcomes you home while providing direct access to the attached 2.5-car garage-a rare convenience. This level also features a spacious bedroom, a full bathroom, a dedicated laundry room, and a utility room, making it ideal for guests, multigenerational living, or a private home office. THE MAIN LEVEL | The Heart of the Home Designed for gathering, the expansive main living level showcases a spacious eat-in kitchen with abundant cabinetry and workspace. Rich porcelain floor flows throughout the adjoining living and dining rooms, creating an open, inviting atmosphere centered around a beautiful wood-burning fireplace and providing the perfect backdrop for everyday living and memorable entertaining. A conveniently located powder room completes this level. THE UPPER LEVEL | Elevated Living: The upper level features beautiful hardwood floors throughout and offers a spacious primary bedroom, a generously sized secondary bedroom, plus a generously sized den. The home offers exceptional flexibility, with the den ideally suited for use as a 4th bedroom, private home office, guest suite, or additional living space. A thoughtfully positioned wet bar adds a distinctive touch, creating the perfect space for morning coffee, evening cocktails, or entertaining family and friends. A well-appointed full bathroom serves this level. OUTDOOR LIVING | Your Private Backyard Retreat. Step outside to your own peaceful sanctuary, where a covered patio overlooks a beautifully landscaped backyard accented by a tranquil ornamental pond. An installed sprinkler system helps maintain the lush landscaping with ease. Whether hosting summer gatherings, enjoying your morning coffee, or unwinding at the end of the day, this private outdoor retreat offers a beautiful, seamless extension of the home's living and entertaining spaces. THE LOCATION | Historic Character. Exceptional Convenience. Situated in the highly sought-after Jackson Park Highlands, this home is ideally located near Jackson Park, the Obama Presidential Center, the Griffin Museum of Science and Industry, the University of Chicago, Lake Michigan, the Beach, Jackson Park Golf Course, Hyde Park's acclaimed restaurants and shopping, the Metra Electric, CTA transit, DuSable Lake Shore Drive, and downtown Chicago.

6822 S Cregier Avenue, Chicago

$349,000
2 Beds 2 Baths 12740593 MLS CONTINGENT Status
Do not miss this rare opportunity to own a huge, truly unique top-floor vintage Rogers Park gem. Offering over 1,700 square feet, this spacious 2-bedroom, 2-bath home combines classic architectural charm with an exceptional floor plan and abundant natural light. An inviting foyer welcomes you into the oversized living room featuring a curved bay, original decorative fireplace mantel, and built-in bookcase niches. The generous primary bedroom includes a spa-like ensuite bath with whirlpool tub. A standout feature is the stunning great room with sunny open southern exposure, exposed brick, custom built-in shelves, and ample space for both a family room and dining area. The great room flows seamlessly into a bar area and large kitchen, creating an ideal setting for entertaining. The kitchen offers tons of cabinet and counter space and newer stainless appliances. Enjoy treetop views, beautifully landscaped common outdoor space, and the charm of an intimate vintage building. Pet friendly and fully owner-occupied (although rentals are allowed). Two storage areas and free laundry in the basement, and the association will allow in-unit laundry. Assessments include heat and hot water. Located a leafy low-density block in a super convenient south Rogers Park location, near transportation, parks, shopping, and local eateries, while being within easy reach of Edgewater, Andersonville and the beach. Your perfect city home!

6535 N Ashland Avenue Unit #3S, Chicago

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Chicago Historical Real Estate

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