Chicago Homes under $300,000

Welcome to Chicago, the vibrant heart of Illinois and the third-largest city in the United States! Known for its stunning architecture, rich history, and diverse culture, Chicago offers a unique blend of urban excitement and Midwestern charm. Nestled along the shores of Lake Michigan, this bustling metropolis is famous for its deep-dish pizza, world-class museums, and lively music scene, making it an ideal place for families, young professionals, and everyone in between.

For those seeking affordable housing options, Chicago has an array of homes under $300,000 that cater to a variety of lifestyles. Whether you're a first-time homebuyer, looking to invest, or searching for a cozy retreat, the city offers charming bungalows, modern condos, and spacious townhomes that won’t break the bank. Areas like the vibrant neighborhoods of Logan Square, Pilsen, and Bridgeport boast a rich community atmosphere and provide easy access to public transportation and local amenities.

Living in Chicago means enjoying a dynamic lifestyle filled with year-round festivals, outdoor activities, and an array of dining options. From the iconic Millennium Park to the picturesque lakefront trails, there’s always something to explore. With homes available at affordable prices, you can embrace the Chicago lifestyle without compromising your budget.

Discover your dream home in the Windy City today, and experience all that Chicago has to offer! Whether you’re drawn to its historic charm or modern conveniences, there’s a perfect place waiting for you in this remarkable city.

Newest Chicago Homes under $300,000

4417 N Ashland Avenue Unit #GRD, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12775836 MLS ⋅ NEW Status

Welcome to this inviting one-bedroom, one-bath condo in the desirable Ravenswood neighborhood. Hardwood flooring runs throughout the home, while large windows bring in an abundance of natural light. The kitchen offers granite countertops and maple cabinetry. The unit also includes radiant heat, a portable A/C unit, additional storage located outside the unit next to the dedicated washer and a new dryer, solely for this condo owner's personal use. Low monthly assessments add to the overall appeal. Situated in a prime Ravenswood location, you are within easy walking distance of neighborhood restaurants, shops, transportation, and everyday conveniences. With no rental restrictions, the property also offers flexibility for both owner-occupants and investors. Schedule your showing today!

4417 N Ashland Avenue Unit #GRD, Chicago

$260,000

3 Beds ⋅ 2 Baths ⋅ 12776450 MLS ⋅ NEW Status

This charming and spacious 4-bedroom, 2-bath single-family home is the perfect place to begin your homeownership journey. With plenty of space to grow, this move-in-ready home offers comfort, functionality, and the opportunity to make it uniquely yours. The updated kitchen features a center island that flows seamlessly into the open living and dining area, creating the perfect space for family dinners, entertaining friends, or simply relaxing at home. The generous bedroom sizes provide flexibility for a growing family, a home office, or guest space. One of the best features of this home is that the major work has already been done. It's been well maintained and has solid bones, requiring only a few minor cosmetic updates to match your personal style. Instead of taking on a costly renovation, you can move in right away and update the home over time while building equity. Conveniently located near schools, shopping, parks, public transportation, and everyday amenities, this home offers both value and convenience. Whether you're buying your very first home or looking for a smart investment in your future, this is an incredible opportunity to own a spacious home with endless potential. Don't miss your chance to make this house your home!

2837 E 127Th Street, Chicago

$80,000

3 Beds ⋅ 2 Baths ⋅ 12776427 MLS ⋅ NEW Status

8012 S Essex Avenue Unit #3S, Chicago

$85,000

2 Beds ⋅ 1 Baths ⋅ 12776309 MLS ⋅ NEW Status

ATTEN: INVESTORS & BUILDERS- Prime opportunity to transform this property into a profitable investment or add it to your portfolio! Ideally located near Sherman Park and public transportation, this 2-bedroom, 1-bath home offers plenty of potential for the savvy investor or builder. Property features a full walk out basement, fenced-in yard, and detached garage. The interior has been gutted, providing a clean slate to bring your vision to life. Bring your ideas, creativity, and expertise and unlock the potential of this property! Great opportunity for a flip, renovation project, or investment portfolio addition. See this property today!

5247 S May Street, Chicago

$182,000

3 Beds ⋅ 1 Baths ⋅ 12776323 MLS ⋅ NEW Status

Foreclosure sold with non-paying tenant in place. Price agreed upon by foreclosure. 3 bedroom, 1 bath. Property was inherited and heir does not have access to interior but tenant is known. There are no interior pictures and no other information available. No inspections other than exterior of property. Survey must be paid for buy buyer. CASH ONLY as we do not have interior access. Great opportunity if you are willing to work out a lease or move-out with tenant. Absolutely no access will be granted to the interior unless you can convince the tenant to let you in. No disclosures as seller has no knowledge of condition of home.

8520 S Laflin Street, Chicago

$290,000

1 Beds ⋅ 1 Baths ⋅ 12774304 MLS ⋅ NEW Status

South Loop Living with Parking, Storage & a Balcony Included! Welcome home to this beautifully maintained 1-bedroom, 1-bath condo in the heart of Chicago's South Loop. This inviting home combines comfort, convenience, and value with features that are hard to find at this price point. The bright, open living space features hardwood floors, espresso cabinetry, and new stainless-steel appliances, creating a warm and modern setting for everyday living or entertaining. Step outside onto your south-facing private balcony and enjoy your own outdoor space for morning coffee, relaxing, or hosting friends. The spacious bathroom offers both a luxurious Jacuzzi tub and a separate shower, while in-unit laundry adds the convenience buyers are looking for. And here's the big value: garage parking and a storage space are included in the price! The full-service building features a 24-hour doorman and fitness room, while the monthly assessment includes an impressive list of essentials: basic cable, WiFi, heat, gas, air conditioning, water, trash, common insurance and maintenance, plus doorman service and parking. Located in the highly sought-after South Loop, you're close to groceries, restaurants, public transportation, neighborhood amenities, and the lakefront. Whether you're a first-time buyer, looking for a city pied-a-terre, or seeking an investment opportunity, this condo delivers the lifestyle and convenience that make South Loop living so desirable. Parking. Storage. Balcony. In-unit laundry. Full-service building. South Loop location. It's all here. Schedule your private showing today and come see why this one deserves a spot at the top of your list!

1529 S State Street Unit #17F, Chicago

$205,000

1 Beds ⋅ 1 Baths ⋅ 12773814 MLS ⋅ NEW Status ⋅ Imperial Towers BLDG.

MOVE-IN READY, BEAUTIFULLY RENOVATED & AN EXCEPTIONAL LAKEFRONT LIFESTYLE! Experience luxury lakefront living in this beautifully renovated, spacious 1 Bedroom Condo in a full-service high-rise directly across from Lake Michigan. This stunning residence features a BRAND-NEW KITCHEN with sleek cabinetry, quartz countertops, all-new appliances, modern lighting and updated electrical. The spa-inspired bath offers a WALK-IN SHOWER with Italian tile and an automatic smart toilet, complemented by beautiful new flooring throughout. The generous layout provides ample space for a dedicated HOME OFFICE while maintaining comfortable living, dining and sleeping areas. Enjoy resort-style amenities including a 24-HOUR DOORMAN, fitness center, pool, sundeck, package lockers, on-site management and parking available for lease. A great coffee shop, grocery store and mailroom are conveniently located in the building. Lake Michigan, parks and harbor are just outside your door, with shopping, dining, nightlife and entertainment nearby. Express transportation provides easy access to the Magnificent Mile and Downtown Chicago. PET FRIENDLY!

4250 N Marine Drive Unit #905, Chicago

$259,000

1 Beds ⋅ 1 Baths ⋅ 12776259 MLS ⋅ NEW Status

Investment opportunity in one of best neighborhoods in Chicago. Rental unit with tenant until May 1.2027 Spectacular and remodeled bright 1BR garden unit in prime Ukranian Village. Open floor plan with S/S appliances ( brand new fridge) , granite countertops, maple cabinets and brand new washer /dryer . Large size bedroom and full windows in living room , washer /dryer in unit/ walk to everything - makes very desirable rental on one of best blocks in city. Unit entrance is through nice size private cement patio. A great first time home in an amazing area. Steps from Chicago ave and Division, shopping and dining, Wicker park entertainment & much more! Owner is licensed Real Estate Agent. Unit rented until May 1.2027.

2335 W Iowa Street Unit #1G, Chicago

1727 S Indiana Avenue Unit #110, Chicago

$239,000

1 Beds ⋅ 2 Baths ⋅ 12776251 MLS ⋅ NEW Status

Soaring ceilings, exposed brick, and timber beams define this rare duplex loft in Prairie District Lofts, the former Kodak Building. With 1,073 sq ft across two levels, this move-in-ready 1-bedroom, 1.5-bath home features 14-foot ceilings, 9-foot windows, hardwood floors, and a gas fireplace. The open kitchen offers an oversized granite island, custom cabinetry, and stainless steel appliances. Two walk-in closets and in-unit laundry provide practical comforts alongside the loft's architectural character. Building amenities include a shared rooftop deck with sweeping skyline views, fitness room, bike storage, on-site management, and an expansive atrium with event space. No rental cap offers flexibility for buyers seeking a home or an income-producing investment. Enjoy easy access to the lakefront, Grant Park, Museum Campus, Soldier Field, McCormick Place, and South Loop dining and shopping, with CTA buses and the El nearby. Street parking and nearby garage options are available. The building is non-warrantable for conventional financing, but financing options are available through portfolio lenders, subject to lender approval. Cash buyers welcome. Contact the listing agent for financing information.

1727 S Indiana Avenue Unit #110, Chicago

$250,000

4 Beds ⋅ 3 Baths ⋅ 12775184 MLS ⋅ NEW Status

Discover a well-positioned property offering space, flexibility, and distinctive outdoor features! This home offers an exceptional combination of versatile living space, attractive landscaping, and thoughtfully designed areas throughout. Featuring 4 bedrooms and 3 full bathrooms, with one bathroom on each level, the layout provides flexibility for a variety of living arrangements. The main level features an open kitchen connected to a separate dining room, along with A/C and forced-air heating. The second level offers 2 bedrooms, a full bathroom, and abundant attic storage. The lower level provides even more possibilities, featuring a large open area, additional nooks, a full bathroom, and a separate laundry room complete with storage, workbench, and utility closet. The exterior is equally impressive, showcasing professionally landscaped front and rear grounds with decorative concrete detailing, two separate landscaped green spaces, and a huge covered deck ideal for outdoor enjoyment. The expansive covered carport features lighting, electricity, and optional tandem parking. Adding to the appeal is a custom-built wood-burning grill, creating a distinctive outdoor setting. With generous space, multiple storage options, and unique indoor and outdoor features, this property is ready to be discovered. Multiple offers are expected! Schedule your private showing today and experience all this property has to offer!

13340 S Carondolet Avenue, Chicago

$172,000

1 Beds ⋅ 1 Baths ⋅ 12776175 MLS ⋅ NEW Status

5100 N Sheridan Road Unit #404, Chicago

$130,000

2 Beds ⋅ 2 Baths ⋅ 12776159 MLS ⋅ NEW Status

A Great Opportunity with Endless Potential! Whether you're an investor looking for your next project or a buyer ready to customize a home to fit your vision, this one-story property is worth a look! The main level features 2 bedrooms, 1 full bathroom, a living room, dining room, and kitchen, providing a comfortable layout with plenty of opportunity to make it your own. The home also includes an enclosed back porch, a fenced backyard, and a one-car garage, offering additional space and functionality. The full basement adds even more potential, featuring another full bathroom, a kitchen area, and an additional room that could be used as a bedroom, office, recreation space, or whatever best suits your needs. With its versatile layout, additional living space, and desirable features, this property is full of possibilities and ready for the right buyer to bring their vision to life. Don't miss this opportunity to create something special! Schedule your showing today.

6608 S Claremont Avenue, Chicago

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