Near East Side Homes under $750,000

Welcome to the Near East Side, a vibrant and dynamic neighborhood nestled in the heart of Illinois! This charming area is not just a place to live; it’s a community that thrives on its rich history, cultural diversity, and modern conveniences. With its picturesque streets and welcoming atmosphere, the Near East Side offers an ideal blend of urban living and suburban tranquility.

One of the standout features of this neighborhood is its impressive array of homes available for under $750,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, the Near East Side has something for everyone. From classic Victorian-style houses to contemporary townhomes, you'll find properties that cater to a variety of tastes and lifestyles. Many of these homes boast beautiful architectural details, spacious layouts, and outdoor spaces perfect for entertaining or relaxing.

The community is also well-connected, with easy access to public transportation, shopping, dining, and parks. Residents can enjoy leisurely strolls along tree-lined streets, discover local eateries, and partake in neighborhood events that foster a strong sense of camaraderie.

With its affordability and charm, the Near East Side is quickly becoming a sought-after destination for those looking to invest in a vibrant community without breaking the bank. Come explore the possibilities and find your perfect home in this delightful neighborhood where comfort meets convenience!

Newest Near East Side Homes under $750,000

400 E Randolph Street Unit #1223, Chicago

$309,900

1 Beds ⋅ 1 Baths ⋅ 12774511 MLS ⋅ NEW Status

An enviable east-facing exposure fills this 1-bedroom, 1-bath residence with natural light, showcasing beautiful lake views from both the living room and bedroom. Step outside onto your private 15-foot balcony with east facing lake views and New Eastside architecture. Space for morning coffee and a dining area. Modern kitchen with granite counters, all stainless steel appliances (2yrs old), gas cooking range, in-sink waste disposal, microwave, dishwasher, kitchen island with bar seating. Enjoy organized living with ample storage in the walk-in closet adjacent to the bathroom. Large light- filled bedroom with full wall of windows that allows for fresh air and space for both king size bedroom suite and office. Full wall closet in bedroom with shelving and depth. The bathroom features a shower and tub combination, along with a ceiling fan with integrated lighting. This prestigious and historic condo is just moments away from fine dining, upscale shopping, the lake and Monroe harbor. Nestled in the New Eastside neighborhood is Lakeshore East Park. This 6-acre oasis in the neighborhood's nucleus includes large grassy areas, a children's playlot, and a dog park.Steps to Millenium Park or Navy Pier, Bockwinkel's Harbor Market , 2-story Marianos, Avli & Wildberry. Parking is all rental at $220/month(indoor heated garage) Very easy to show. Vacant and furniture negotiable. Monthly association fees cover heating & AC, gas, TV & cable, internet. Building amenities include *Iconic Indoor Heated Pool & Whirlpool *Sundeck *Q Spa Plus (facials,skincare,waxing and brows) & Health Club *Sauna *Steam Room *Basket Ball Court *Racquet Ball Court *Ping-pong table *Bike room **24/7 Doorman, security, and onsite maintenance staff** Storage options include an assigned 4x4 locker issued by management upon availability or a public self storage facility on site.

400 E Randolph Street Unit #1223, Chicago

225 N Columbus Drive Unit #6006, Chicago

$650,000

2 Beds ⋅ 2 Baths ⋅ 12779737 MLS ⋅ NEW Status

This southeast-facing corner 2-bedroom, 2-bathroom residence in the award-winning Aqua building offers expansive views of Lake Michigan, Navy Pier, the Chicago River, and the city skyline, all visible from two private balconies. The layout provides great natural light through floor-to-ceiling windows, and hardwood floors flow throughout the unit. The kitchen is equipped with Snaidero cabinetry, stainless steel appliances, and granite countertops, perfect for everyday cooking or entertaining. The primary bedroom includes a walk-in closet and a spacious ensuite bathroom featuring marble counters, Grohe and Moen fixtures, a double vanity, separate shower, and deep soaking tub. Residents enjoy access to the Shore Club, offering two full floors of indoor and outdoor recreational space, including Chicago's largest outdoor pool and amenity deck. Additional building amenities include indoor and outdoor pools, hot tubs, cabanas, a fitness center, Pilates studio, private theater, party room, business center, and direct access to the 4-acre Lake Shore East Park just outside your door.

225 N Columbus Drive Unit #6006, Chicago

420 E Waterside Drive Unit #2303, Chicago

$545,000

2 Beds ⋅ 2 Baths ⋅ 12779356 MLS ⋅ NEW Status ⋅ Regatta BLDG.

Located in the coveted Regatta at Lakeshore East, this sun-drenched southwest corner residence offers sweeping views of Lake Michigan, the Chicago River, and the city skyline from every angle. This beautifully designed 2-bedroom, 2-bath home features an open-concept floor plan with soaring ceilings, hardwood floors, and floor-to-ceiling windows that flood the space with natural light. The spacious living and dining area opens to a private balcony, perfect for enjoying skyline sunsets and park views. The split-bedroom layout provides ideal privacy, while the chef's kitchen includes granite countertops, custom cabinetry, stainless steel appliances, breakfast bar seating, and ample storage. The luxurious primary suite features a walk-in closet and spa-inspired bath with dual vanity, soaking tub, and separate shower. In-unit laundry and garage parking complete the home. Residents of the Regatta enjoy full-service luxury amenities including 24-hour door staff, indoor pool and spa, state-of-the-art fitness center, theater room, game room, library, sundeck with grills, children's playroom, and on-site management. Ideally located in the heart of Lakeshore East, steps from the lakefront, Riverwalk, Mariano's, Millennium Park, bike paths, dining, shopping, and all that downtown Chicago has to offer.

420 E Waterside Drive Unit #2303, Chicago

$125,000

2 Beds ⋅ 1 Baths ⋅ 12776810 MLS ⋅ NEW Status

Homes with this number of updates are rarely found in this price range! Fantastic kitchen remodel includes an island with seating, updated cabinets, flooring, new countertops, and new appliances. Bath has also been remodeled with newer shower, vanity, sink top and flooring. You will appreciate this floor plan with spacious rooms providing comfortable areas to cook, dine or relax. The antique fireplace (decorative only) adds charm to this home. Interior was freshly and professionally painted in 2026. Newer laminate has recently been installed throughout much of the house. Most windows were replaced with thermal-pane units in 2019. The roof and HVAC system were also replaced in 2019. There is a newer privacy fence, as well. What great peace of mind you can have because the major expense items have recently been addressed. Laundry is currently located on the main floor in bedroom 2 but was previously in the large walk-in pantry and kitchen. A stackable unit might be able to be moved back to the pantry. The advantages of this location are positive for the owners. Being near dining opportunities, coffee shops, entertainment venues and the farmers market in downtown Bloomington, only two blocks from Constitution Trail, and convenient to Illinois Wesleyan and many other employers can make your life easy and enjoyable. This just might be the one you want to call home! Property is in an estate and is being sold in "AS IS" condition with no known defects.

510 1/2 E Mulberry Street, Bloomington

450 E Waterside Drive Unit #2903, Chicago

$655,000

2 Beds ⋅ 2 Baths ⋅ 12774393 MLS ⋅ ACTIVE Status

Welcome to Penthouse LEVEL Residence 2903 featuring 11' ceiling height throughout, laminate wood floors including both bedrooms, split 2 bedroom and 2 full bathroom floor plan. Gracious foyer entry with coat closet. Incredible south and east views from corner residence with larger balcony off living area. Floor to ceiling glass windows with views of Lake Michigan, Monroe Harbor, Navy Pier, the Centennial Wheel, Wednesday and Saturday fireworks, cruise ships, Indiana, Museum Campus, southern city parks and Lakeshore East's fine architecture. Open kitchen concept features KitchenAid stainless steel appliances, refrigerator with ice/water dispenser, push-in gas range, large kitchen window, under mount sink, disposal, granite counters, seating at breakfast bar, upgraded Snaidero cabinetry. Secondary and primary bathrooms dressed in natural stone. Primary bath with dual vanity, mitered edge marble counter, dual vanity, ivory white under mount sinks, TOTO plumbing, soaking tub and shower combined, walk-in closet. Two panel doors throughout. Full amenity building including 35th floor sundeck, indoor lap pool, outdoor hot tub/whirlpool, complete gym, multiple lobby level common area spaces including hospitality room equipped with full caterer's kitchen, access to promenade with beautiful Chicago River and architectural views of Streeterville and Chicago's skyline, meandering lounge area outfitted with comfy and artful furniture, work spaces, billiards room, theatre and music area. 24 hour door staff, on-site management, maintenance and engineer. Walk out to the Lakeshore East Park, Cascade Park, Mariano's and the Village Market, the LSD bike and jogging path and Ohio Street Beach. Garage parking available for $250 per month.

450 E Waterside Drive Unit #2903, Chicago

201 N Westshore Drive Unit #2006, Chicago

$382,500

1 Beds ⋅ 1 Baths ⋅ 12774416 MLS ⋅ ACTIVE Status

Bright, beautifully updated one-bedroom with stunning lake, river, harbor, and city views in the heart of Lakeshore East. Floor-to-ceiling windows fill the home with natural light, while a private balcony offers the perfect place to take in the skyline. The residence features hardwood floors, an in-unit washer/dryer, and a sleek chef's kitchen with quartz countertops, brass fixtures, stainless steel appliances, and modern cabinetry. Full-amenity building with 24-hour door staff, state-of-the-art fitness center, resident lounge, rooftop deck, dry cleaner, storage, bike room, and on-site management. Prime Lakeshore East location just steps from the lakefront, Riverwalk, Millennium Park, Maggie Daley Park, Navy Pier, Pedway, Mariano's, restaurants, shops, theaters, museums, and more. Parking is additional 35k

201 N Westshore Drive Unit #2006, Chicago

$349,000

1 Beds ⋅ 1 Baths ⋅ 12774226 MLS ⋅ ACTIVE Status ⋅ Harbor Point BLDG.

10! Totally Upgraded Condo with dramatic 49th floor views of Navy Pier and the Lakefront. Spacious, bright open layout perfect for entertaining. Hardwood bamboo floors, remodeled kitchen with stainless steel appliances, custom marble tile backsplash, lots of cabinetry, granite counters, island with breakfast bar, Grohe faucet and Bosch dishwasher. Master bedroom easily accommodates a King bed. Natural stone bathroom with granite countertop and additional storage. Custom lighting throughout, in-suite laundry/pantry with full size front-loading washer/dryer. Heated rental garage parking, valet available. Full amenity, pet friendly building with 24hr door staff, indoor pool, large fully-equipped fitness room, sauna, steam room, sun deck with grills, owner's lounge and party room, storage locker. On-site Bockwinkles market and dry cleaners. Located in the heart of the New East Side, Chicago's neighborhood enclave close to Millennium Park, Maggie Daley Park, Mariano's, Michigan Ave.

155 N Harbor Drive Unit #4905, Chicago

$540,000

1 Beds ⋅ 2 Baths ⋅ 12771181 MLS ⋅ ACTIVE Status ⋅ Harbor Point BLDG.

Stunning 1-bed/1.5-bth condo on the 49th floor of the iconic Harbor Point! Completely remodeled in 2020, this sleek and modern residence features stylish finishes throughout and panoramic city and lake views. The spacious, open-concept floor plan creates a seamless flow between the living, dining, lounge and kitchen areas, with tons of windows all with custom seating cushions showcasing the incredible views. The kitchen is a true showstopper with sleek cabinetry, crisp white countertops and a large breakfast bar. The spacious bedroom features gorgeous city views and an expansive walk-in closet with custom shelving. The updated bathroom offers a spa-like feel with a European-style walk-in shower. In-unit washer and dryer adds everyday convenience. Harbor Point is a well-run, full-amenity building offering resort-style living with an indoor pool, sundeck, fitness center, party room, library, convenience store, sauna and steam room, valet, cleaners, storage, 24-hour doorman and so much more. Cable and WiFi are included in the monthly HOA assessment. Enjoy an unbeatable location just steps from beautiful parks, green space and a dog park, while being moments from Millennium Park, Michigan Ave and all that downtown Chicago has to offer. Leased parking is available. This is city living at its finest-schedule your tour today!

155 N Harbor Drive Unit #4913, Chicago

420 E Waterside Drive Unit #2602, Chicago

$375,000

1 Beds ⋅ 1 Baths ⋅ 12756096 MLS ⋅ ACTIVE Status ⋅ Regatta BLDG.

Best one bedroom floor plan at the Regatta in Lakeshore East with balcony overlooking popular park. Grand foyer, hardwood floors, brand new carpeting, freshly repainted and deep cleaned, in unit washer and dryer. Vast living, dining space with open kitchen concept, seating at the bar, rounded edge 1.25" granite counters, stainless steel KitchenAid appliances Snaidero Cabinetry with cylinder pulls. Bedroom with walk in closet. Bathroom dressed in honed marble, separate shower and soaking tub, Snaidero vanity, medicine chest. Enjoy views of the city lights, views of the Lakeshore East Park, Maggie Daley, Millennium Parks. The Regatta is a full amenity building including 24 hour doorstaff, onsite property manager, building engineer, maintenance staff, indoor pool and whirlpool, state of the art gym, community and game room for casual use and private events. Deeded garage parking @ $35,000.

420 E Waterside Drive Unit #2602, Chicago

$695,000

2 Beds ⋅ 2 Baths ⋅ 12765727 MLS ⋅ ACTIVE Status

A stunning, fully integrated showcase of a designer home, completely renovated down to the studs with no detail overlooked. | LAKEFRONT SETTING: Enjoy Lakeshore East with the lakefront at your doorstep-approximately a three-minute walk from the building's lower-level exit to the lakefront and Lakefront Trail. | Thoughtful space planning, wide-plank hardwood floors throughout, coordinated finishes, and custom storage connect this two-bedroom, two-bath corner home with an open den at ParkShore. | OPEN LIVING + FLEXIBLE DEN: The kitchen, dining, living, and den areas flow together, with bay windows bringing the views into the home. The open den features built-in bookshelves and a fireplace, with room for an office, reading area, or additional seating. | KITCHEN + CONCEALED STORAGE: Quartz slabs extend across the expansive kitchen counters and backsplash, with matching quartz surrounding the den fireplace. An integrated sink, all Bosch appliances, counter seating, cabinetry on both sides, and carefully planned pullouts combine design with everyday function. | HIDDEN FULL-SIZE LAUNDRY: Full-size Bosch front-loading washer and dryer are concealed beneath the kitchen counter behind matching cabinet doors that open and slide out of the way. | THOUGHTFUL LIGHTING: Lutron dimmers and lighting integrated into cabinetry and display shelving highlight the design details throughout the home. | TWO COMPLETELY REMODELED BATHS: A tub/shower combination in the primary bath and a walk-in shower in the second bath, with coordinated finishes, multiple shower fixtures, and illuminated cabinetry in both bathrooms. Details include illuminated primary-bath cabinetry and even a magnetic phone charger built into one of the second bathroom's shelving units. | A PLACE FOR EVERYTHING: Built-in pantry and coat storage, closet organizers, display shelving, and integrated cabinetry make exceptional use of the space. A full-size storage locker provides additional storage outside the unit. | VIEWS THROUGHOUT: Lake, harbor, river, sunrise, and park views from the living-area bay windows. Both bedrooms overlook Lakeshore East Park, with skyline, Grant Park, sunset, and city-light views. | OUTDOOR LIVING: Newly renovated landscaped plaza with a tennis and pickleball court, bocce ball court, shuffleboard, grilling stations, outdoor dining, lounge seating, and a fire table, plus the new Bark Shore dog-walk area. | EVERYDAY CONVENIENCE: Direct access to Bockwinkel's grocery through the building concourse. Monthly valet garage parking and hourly visitor parking available.

195 N Harbor Drive Unit #2408, Chicago

360 E Randolph Street Unit #403, Chicago

$415,000

1 Beds ⋅ 2 Baths ⋅ 12765778 MLS ⋅ ACTIVE Status ⋅ Buckingham Residences BLDG.

Move-in ready 1-bedroom, 1.5-bathroom condo at The Buckingham, in Chicago's New East Side next to Lakeshore East. This 1,000-square-foot residence enjoys open, unobstructed views toward Millennium Park, a rare find on a lower floor. Recent updates include a new energy-efficient HVAC system, installed in 2024, and a brand-new refrigerator, just installed, and freshly painted throughout. The open living and dining area connects to a spacious kitchen, and the 1.5-bath layout adds a powder room for guests alongside the primary suite's full private bathroom. In-unit washer and dryer. One heated indoor garage parking space (#P5-241) is included in the price. Amenities include an indoor rooftop pool, rooftop sundeck, fitness center, steam room, on-site dry cleaner, bike room, and a private storage cage (#P1-292). The attached garage provides hand car wash service and valet parking for visitors. Walk to Maggie Daley Park, Millennium Park, Grant Park, and Lakeshore East Park, with Mariano's, CVS, cafes, restaurants, and salons just steps away. The Lakefront Trail, Chicago Riverwalk, Museum Campus, Monroe Harbor, and the Loop theater district are all close by. Commuters can reach Metra Millennium Station, the Pedway, and CTA Loop trains at Washington/Wabash in minutes. The monthly assessment covers heat, air conditioning, water, cable, internet, and full access to all building amenities. The Buckingham is a financially strong, boutique high-rise with approximately $7 million in reserves. Investor friendly: rentals are allowed with a 1-year minimum lease. Park views, a newer heat pump, heated parking, and an all-inclusive assessment, in an exceptionally well-managed building in the heart of the New East Side!

360 E Randolph Street Unit #403, Chicago

$525,000

2 Beds ⋅ 2 Baths ⋅ 12748860 MLS ⋅ PRICE CHANGE Status

True Lakefront Living at Lakeshore East - This sought-after Tier 11 residence offers sweeping, unobstructed lake views from every room. Perched in one of the building's most desirable tiers in a well-run, full-amenity doorman building, this quiet enclave sits beside beautiful parkland, a dog park, and green space - yet just steps from Michigan Avenue and Millennium Park. The two-bedroom, two-bathroom home features an updated kitchen, in-unit washer and dryer, and a flexible second bedroom currently configured as a den/office - ideal for out-of-town guests with the simple addition of a pull-out sofa, or easily converted back to a second bedroom. Residents enjoy an indoor pool, gym, whirlpool, sauna, sundeck, valet parking, shopping, and storage. Photos are virtually staged - furniture only; no finishes were altered. Individually controlled heat and air conditioning. No planned specials.

155 N Harbor Drive Unit #1411, Chicago

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