Near North Side Homes under $300,000

Near North Side Homes under $300,000

Welcome to the vibrant Near North Side, a dynamic neighborhood that perfectly blends urban living with a touch of suburban charm. Nestled just north of downtown Chicago, this area is known for its eclectic mix of historic architecture and modern conveniences, making it a prime location for those seeking a lively yet comfortable lifestyle.

The Near North Side boasts an array of amenities, from trendy boutiques and art galleries to gourmet restaurants and bustling cafes. Residents enjoy easy access to the stunning shores of Lake Michigan, where outdoor enthusiasts can indulge in jogging, biking, or simply soaking up the sun at one of the many nearby parks. With excellent public transportation options, commuting to the heart of the city is a breeze, allowing you to enjoy all the cultural and entertainment offerings Chicago has to offer.

For homebuyers on a budget, the Near North Side also presents an exciting opportunity with homes available for under $300,000. This is a rare find in such a sought-after area, where you can discover charming condos and cozy townhomes that provide both comfort and style. These residences often feature modern finishes, open layouts, and access to community amenities, making them perfect for first-time buyers or those looking to downsize without sacrificing quality of life.

Embrace the vibrant lifestyle of the Near North Side, where community spirit meets urban sophistication. Whether you're looking to invest in your first home or find a charming retreat in the city, this neighborhood has something for everyone. Come explore the possibilities and discover your new home today!

Newest Near North Side Homes under $300,000

222 E Pearson Street Unit #1107, Chicago
$265,000
1 Beds ⋅ 1 Baths ⋅ 12791491 MLS ⋅ NEW Status ⋅ Pearson On The Park BLDG.
Spacious 1-bedroom, 1-bathroom condo located in the iconic "Pearson on the Park" at 222 E. Pearson in the heart of Streeterville. This residence features an open-concept layout, Brazilian cherrywood floors, and a kitchen complete with granite countertops, stainless steel appliances, cherry cabinetry, and a breakfast bar opening to the living and dining space. Updated bathroom with shower and in-unit washer and dryer adds exceptional convenience. This professionally managed building offers 24-hour door staff, on-site management, a fitness center, party room, penthouse lounge, and a rooftop sundeck with breathtaking views of Lake Michigan, Navy Pier, and the city skyline. Unbeatable location just steps from the Magnificent Mile, Lake Michigan beaches, Northwestern Hospital and University campus, the Museum of Contemporary Art, world-class dining, shopping, and public transportation. No rental restrictions, this home presents a fantastic opportunity for an owner-occupant or investor. HOA includes: Heat, A/C, Streaming Media, Internet, and Fitness Center.

222 E Pearson Street Unit #1107, Chicago
1150 N Lake Shore Drive Unit #18L, Chicago
$174,000
1 Baths ⋅ 12791153 MLS ⋅ NEW Status
Wake up to Oak Street Beach right across the street! This large, sun-filled Gold Coast studio has skyline views and sunsets you'll never tire of. A welcoming foyer with a big closet leads to an open, spacious living area full of mid-century charm. The kitchen is bright and remodeled, with granite counters and plenty of cabinets. The bathroom has been remodeled and has a tub, and the walk-in closet has been updated too. A storage locker gives you even more room. Say goodbye to utility bills! Heat, AC, electricity, gas, internet, and cable are all covered by your assessments. The pet-friendly, full-service building has a 24-hour doorman, gym, roof deck, valet parking, and strong reserves. You're in the heart of everything, with the beach, the Mag Mile, Rush Street, and the Red Line all at your doorstep - this one won't last!

1150 N Lake Shore Drive Unit #18L, Chicago
757 N Orleans Street Unit #1901, Chicago
$255,000
1 Baths ⋅ 12791763 MLS ⋅ NEW Status
Rarely available high-floor studio in the heart of River North! Located on the 19th floor of highly desirable 757 N. Orleans, this spacious condo offers a smart, flexible layout with room for distinct living, sleeping and dining areas. Floor-to-ceiling windows fill the unit with natural light and showcase impressive city views. The kitchen features granite countertops, stainless steel appliances and generous cabinetry, complemented by hardwood flooring, a spacious full bath and the convenience of an in-unit washer and dryer. 757 Orleans is a full-amenity building offering 24-hour door staff, fitness center, outdoor pool and sundeck, party room, business/conference space, bike storage and on-site management. Fantastic River North location just blocks from the Gold Coast and convenient to restaurants, nightlife, shopping, Michigan Avenue and public transportation. Studios in this building are especially hard to find, making this an excellent opportunity for a full-time residence, city home or investment property.

757 N Orleans Street Unit #1901, Chicago
253 E Delaware Place Unit #5H, Chicago
$165,000
1 Baths ⋅ 12791266 MLS ⋅ NEW Status
FANTASTIC Opportunity in the HEART OF STREETERVILLE!! Don't miss this LARGEST floor plan SUNNY CORNER UNIT with amazing sight lines and CITYSCAPE VIEWS! This freshly painted and fully renovated home is move-in ready! Designed to retain its mid-century modern character, this home was thoughtfullly curated and features warm brand new luxury Vinyl plank flooring, retro mint toned kitchen cabintery, new refrigerator, large original farm sink, generous counter space with room for a breakfast table. This corner unit offers extra large picture windows with city views and fantastic natural light throughout the day!! The bathroom is wonderfully mid-century with a large soaking tub, mod square tile and a fantastic pedestal sink! The floor plan is very generous with amazing closet space including a walk-in closet. Low Taxes and Assessment includes all utilities except electricity. Storage Unit #2 is transferred with the sale. Owner is allowed to rent the unit after 1 year of ownership. The building is well managed, full amenity complete with 24 hour door staff, on site maintenance and management, rooftop deck, fitness room, recreation room and garage - ALL ON SITE! Building Information: Owner Occupancy 60% | Reserves $869,000 | Cats Permitted | Service or ESA Dogs Only | Move-In Fee $500. This Home offers a FANTASTIC entry level price point and affords you the opportunity to stabilize your housing payment and live in one of the premier locations in the city paying less than rent! With all of Chicago's world class amenities nearby, buy it for yourself, your college student or use it as your Pied-a-terre in the city! The best of Chicago is at your doorstep! Welcome Home!

253 E Delaware Place Unit #5H, Chicago
260 E Chestnut Street Unit #512, Chicago
$299,800
2 Beds ⋅ 1 Baths ⋅ 12791611 MLS ⋅ NEW Status ⋅ Plaza On Dewitt BLDG.
Bright and open southeast corner 2-bedroom, 1-bath residence with beautiful lake views in the heart of Streeterville. This desirable split-bedroom floor plan offers excellent privacy, two walk-in closets, and abundant storage throughout. Custom plantation shutters add warmth and style to the sun-filled living spaces. Plaza on DeWitt is a full-service building featuring 24-hour door staff, a newly renovated and furnished rooftop pool and sundeck, fitness center, party room, receiving room, dry-cleaning service and on-site card-operated laundry. Monthly assessments include heat, air conditioning, cable, and high-speed internet! Ideally located just steps from Michigan Avenue, Oak Street Beach, Lake Shore Park, world-class shopping, dining, museums, and public transportation. Attached garage parking is available for $385/month. Dog-friendly building with a 25-pound weight limit.

260 E Chestnut Street Unit #512, Chicago
20 E Goethe Street Unit #205, Chicago
$150,000
1 Beds ⋅ 1 Baths ⋅ 12789046 MLS ⋅ NEW Status
Vintage Gold Coast charm meets city convenience in this inviting 1-bedroom, 1-bath condo in the heart of the historic Gold Coast. Soaring ceilings, hardwood floors, beautiful millwork, and an open layout create a warm and flexible living space with room for dining or a home office. The functional kitchen offers ample cabinet storage. The spacious bedroom features two closets, a large window, and a lofted second bed. The full bath includes a soaking tub and window for added ventilation. Enjoy low assessments that include heat and water, plus a bike room; the unit can be rented, and leased parking is available nearby. Walk to Oak and Rush Street shopping and dining, Oak Street Beach, parks, Lake Shore Drive, CTA Brown and Red Lines, and multiple bus routes.

20 E Goethe Street Unit #205, Chicago
175 E Delaware Place Unit #5814, Chicago
$250,000
1 Beds ⋅ 1 Baths ⋅ 12790603 MLS ⋅ NEW Status
Exceptional opportunity to customize a home on the 58th floor of one of Chicago's most iconic buildings. This spacious 1-bedroom plus den residence showcases unobstructed south and southeast views of the city skyline and Lake Michigan, with no diagonal beams interrupting the vistas. In original condition, the home offers a blank canvas to bring your vision to life. The generous floor plan provides ample space for living, dining, and entertaining, while frameless glass sliding doors separate the office and allow natural light and views to carry throughout the space. Enjoy full-service amenities, including 24-hour door staff, an indoor pool, fitness center, on-site grocery store, dry cleaner, and receiving room. Ideally located in the heart of the Magnificent Mile, steps from premier shopping, dining, the lakefront, and public transportation. An excellent opportunity for a primary residence, in-town retreat, or investment property. Garage parking available for lease.

175 E Delaware Place Unit #5814, Chicago
2004 College Avenue, Davenport
$45,000
4 Beds ⋅ 2 Baths ⋅ 12788951 MLS ⋅ NEW Status
GREAT investment potential! This FOUR bedroom, TWO bathroom, and TWO car garage two story is ready to be rehabbed and make a spacious beautiful home for someone. Was once a duplex and could easily be converted back to one. This home is close by Genesis East, shops, and restaurants. Roof 2002. Hardwood floors on some areas of main level. Main floor laundry and has one main floor bedroom. Home needs substantial renovations, but will make a PERFECT investment property! Come snag it for your portfolio before it's gone! Being sold in "AS IS, WHERE IS" condition.

2004 College Avenue, Davenport
10 E Ontario Street Unit #2003, Chicago
$265,000
1 Beds ⋅ 1 Baths ⋅ 12789204 MLS ⋅ PRICE CHANGE Status
RARE 1150 TOTAL SQ FT FOOTPRINT | Interior ~1000SF (High Floor with Magnificent Views) Outdoor ~150 SF HUGE private BALCONY the "Outdoor Living Room". The unit is bigger than some 2-bedrooms in the zipcode for the price of a studio on the 20th floor! The large bedroom has ample space for a king bed with nightstands, dresser, desk and much more. Lots of storage in multiple closets. Enormous living room with a wall of windows offer a high floor luxury urban oasis- skyline views at an unbeatable price point. Perched high above the city, this panoramic unit has pristine views that lower floor units cannot match. Enormous balcony accommodates a dining table for sunny summer entertaining. Enjoy your morning coffee with the magnificent Chicago Skyline sunrise. Everything Right Outside Your Front Door Including Trader Joe's, Northwestern Hospital, Michigan Ave. The location can't be beat in the heart of River North - shopping, restaurants, and nightlife at your doorsteps. Access to all public transportation within one block and super easy access to expressway and Lake Shore Drive. Trader Joe's, Jewel and Aldi within one block. Full service, 24 hour security building that offers a park/sundeck with gas grills and a fireplace, outdoor pool, huge gym, business center, sauna, lockers with showers, lounge room and a convenience store within the building for the last minute/late night shopping needs! Perfect for either an owner-occupant or an investor owner as there is NO RENTAL CAP. VERY spacious walk-in-closet that can easily be transformed into a home office. Deeded parking space can be purchased with the unit. Washer dryer can be installed in the unit.

10 E Ontario Street Unit #2003, Chicago
342 W 29Th Street, Davenport
$169,900
3 Beds ⋅ 1 Baths ⋅ 12780610 MLS ⋅ NEW Status
Move in ready 3 bedroom Davenport bungalow! Spacious living room with charming hardwood floors. Formal dining space with built in shelves. All appliances stay! 2 bedrooms on the main level, and nice 3rd primary bedroom upstairs. Covered back deck, level yard, and 1 car garage! Brand new roof 2026! Great location close to parks, schools, shopping, and interstate access!

342 W 29Th Street, Davenport
70 W Burton Place Unit #305F, Chicago
$295,000
1 Beds ⋅ 1 Baths ⋅ 12785776 MLS ⋅ NEW Status
Beautifully renovated and thoughtfully customized, this sun-filled 1-bedroom, 1-bath residence offers picturesque treetop views and desirable south and east exposures in the heart of the Gold Coast. Expansive windows fill the living space with natural light, while contemporary hardwood flooring, custom wainscoting beneath the windows, and tasteful finishes add warmth and character throughout. The open-concept kitchen features quartz countertops, 42" cabinetry, newer stainless steel appliances, a stone backsplash, and under-cabinet lighting that beautifully illuminates the countertops. A stylish mirrored coffee and wine bar with built-in lighting and wine cooler adds a sophisticated touch, perfect for entertaining. The generously sized bedroom offers a convenient office nook and ample closet space, complemented by a hallway walk-in closet with the added convenience of an electrical outlet. Custom Shoji-inspired doors in both the foyer and bedroom provide a distinctive architectural detail. The beautifully renovated bathroom features a tiled walk-in shower with glass doors and a spacious white vanity with quartz countertop. Additional improvements include an updated electrical system with circuit breakers replacing the original fuses. This well-managed building offers on-site management, security, evening door attendant, a sundeck and in building laundry. Plus access to village amenities that include; tennis courts, and north and south outdoor swimming pools. Enjoy exceptional everyday convenience with direct indoor access to the parking garage, Potash Market, Ace Hardware, and laundry facilities, all without stepping outdoors! Monthly parking available for just $160. Assessments include heat, water, cable, internet, common insurance, and maintenance. Ideally situated just steps from North Avenue Beach, shopping, dining, and public transportation, with easy access to everything Old Town and Lincoln Park have to offer. A wonderful combination of thoughtful design, modern comfort, and effortless Gold Coast living!

70 W Burton Place Unit #305F, Chicago
323 W 32Nd Street, Davenport
$155,000
2 Beds ⋅ 2 Baths ⋅ 12788484 MLS ⋅ NEW Status
**BIG UPDATES, EXTRA SPACE & A GARAGE THAT GOES ABOVE AND BEYOND!** This Davenport home packs a lot of value into every square foot! Enjoy peace of mind with a new furnace, central air, and water heater (all 2023), plus roofs replaced in 2018. Inside, you'll find updated vinyl flooring (2023), original hardwood floors beneath the living room, bedroom, and hallway flooring, and a beautifully refreshed main bathroom with a walk-in shower. The basement offers even more possibilities with a finished area featuring vinyl flooring and a kitchenette, plus an updated second bathroom. A waterproofing system with sump pump adds another valuable improvement. And wait until you see the garage! Insulated and heated, with EV charging, 220V electrical service, a storage loft, and additional parking alongside it. There's even a backup generator that stays! Outside, enjoy a chain-link fenced backyard with a large shade tree. All appliances stay, making this home even easier to love. **Major updates, flexible living space, and a garage that's anything but ordinary. Schedule your showing today!**

323 W 32Nd Street, Davenport
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