Near East Side Homes under $500,000

Near East Side Homes under $500,000

Welcome to the Near East Side, a vibrant and dynamic neighborhood nestled in the heart of Illinois. Renowned for its rich history and diverse community, the Near East Side offers a unique blend of urban living and suburban charm. With its tree-lined streets, historic architecture, and an array of local amenities, this neighborhood is perfect for families, young professionals, and anyone looking to embrace a lively lifestyle.

One of the most appealing aspects of the Near East Side is the accessibility of homes under $500,000. This makes it an attractive option for first-time homebuyers or those seeking a cozy retreat without breaking the bank. Here, you can find charming bungalows, modern townhomes, and spacious single-family houses, each with its own character and charm. The affordability of these homes allows residents to invest in their futures while enjoying the comforts of a welcoming community.

Living in the Near East Side means being close to a plethora of dining, shopping, and entertainment options. Explore local cafes, boutique shops, and parks that offer a perfect backdrop for weekend strolls or family picnics. The neighborhood is also conveniently located near public transportation, making commuting to downtown Chicago a breeze.

With a strong sense of community and a variety of housing options, the Near East Side is more than just a place to live—it's a place to thrive. If you're searching for a welcoming neighborhood with homes under $500,000, look no further than the Near East Side, where your dream home awaits!

Newest Near East Side Homes under $500,000

823 E Market Street, Bloomington
$75,000
4 Beds ⋅ 1 Baths ⋅ 12793312 MLS ⋅ PRICE CHANGE Status
Attention investors, landlords, and renovation enthusiasts! Discover the potential of this 4-bedroom, 1-bath home offering approximately 1,200 square feet in an established Bloomington neighborhood. Previously rented for $1,200 per month, this property offers an opportunity to expand your rental portfolio, renovate for resale, or build equity through improvements. The home needs repairs and updates, making it an ideal project for buyers ready to bring their vision to life. Conveniently located near Downtown Bloomington, Bloomington Junior High School, Bloomington High School, shopping, dining, and local amenities. With an established rental history and a central Bloomington location, this property presents an opportunity for investors seeking their next value-add project. Property is being sold strictly AS-IS. Bring your ideas and schedule your showing today!

823 E Market Street, Bloomington
155 N Harbor Drive Unit #2505, Chicago
$325,500
1 Beds ⋅ 1 Baths ⋅ 12793656 MLS ⋅ NEW Status

155 N Harbor Drive Unit #2505, Chicago
201 N Westshore Drive Unit #2804, Chicago
$450,000
2 Beds ⋅ 2 Baths ⋅ 12789647 MLS ⋅ NEW Status
Experience elevated city living in this elegant 2-bedroom, 1.5-bath residence on the 28th floor of The Lancaster, showcasing breathtaking views of Lake Michigan, Harbor, and the surrounding parks. Enjoy stunning sunrises from your spacious east-facing balcony and an inviting open-concept living space featuring hardwood floors, rich cherry Brookhaven cabinetry, granite countertops, stainless steel appliances, and in-unit laundry. The Lancaster offers exceptional amenities, including a spectacular 30th-floor rooftop deck with panoramic skyline and lake views, a state-of-the-art fitness center, resident lounge with a full kitchen, fireplace and workspace, 24-hour door staff, and on-site management. Nestled in the peaceful and highly desirable Lakeshore East neighborhood, just steps from Lakeshore East Park, Millennium Park, Maggie Daley Park, the Lakefront Trail, Chicago Riverwalk, and Michigan Avenue's premier shopping and dining. Storage is included, and deeded garage parking is available for an additional $35,000. An exceptional opportunity to enjoy luxury living, spectacular views, and an unbeatable downtown location!

201 N Westshore Drive Unit #2804, Chicago
400 E Randolph Street Unit #1515, Chicago
$425,000
1 Beds ⋅ 1 Baths ⋅ 12788521 MLS ⋅ ACTIVE Status ⋅ New Eastside BLDG.
Gorgeous world-class LAKE views for life! Great large condo with sunny South views of the lake, harbor, park, and skyline. Large private terrace. Full-sized 1-bedroom with 825 sqft. Financially strong building. Newer windows, new risers, newer health club, new elevators and more! This is a great unit in the heart of Chicago's New Eastside (60601). Come see the exciting "New Eastside" neighborhood. The building, Outer Drive East, is almost new again, with numerous renovations and strong financials. All-new lobby with glistening white terrazzo floors. New windows, new 5-star resort-like health-fitness spa. Racquetball, basketball, free weights, machine weights, cardio, massage therapy, children's playroom, and a famous geodesic domed year-round sunny pool. Hospitality/party room, business center with resident computers and a printer, library, community BBQ grills, and a bi-level sun deck. HOA includes heat, a/c, gas, cable, cable with TiVo 6 DVR, 24/7 lobby desk, security, and door attendants. 3 bike rooms and 3 car-washing stalls. A restaurant bar/grill, a beauty and nail salon, and several other businesses are located on the 7th floor. There are two grocery shopping options: either Bockwinkel's Harbor Market (across the street) or a 2-story Mariano's grocery store with good prices and a wide selection for your daily shopping needs. Very friendly building with lots of social activities and events, including a book club, world affairs club, bingo, summer picnic, children's Halloween party, children's holiday party, and a resident holiday party, to name a few. Great Outer Drive East community in the New Eastside neighborhood. 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. Maggie Daley Park is across Randolph Street to the south and incorporates tennis courts, a children's activity area, park district facilities with programming, the famous ribbon ice skating rink, mini-golf, and professional outdoor climbing walls. Millennium Park is a block away from all the world-famous music venues, including the Grant Park Orchestra, Saturday morning exercise classes, and outdoor movies in the summer. 30-minute free parking for showings, guests, and deliveries. Located in the New Eastside neighborhood, this prestigious condo is just moments away from fine dining, upscale shopping, the lake and harbor, and cultural landmarks.

400 E Randolph Street Unit #1515, Chicago
400 E Randolph Street Unit #1223, Chicago
$309,900
1 Beds ⋅ 1 Baths ⋅ 12774511 MLS ⋅ ACTIVE 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
510 1/2 E Mulberry Street, Bloomington
$125,000
2 Beds ⋅ 1 Baths ⋅ 12776810 MLS ⋅ RE-ACTIVATED 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
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
155 N Harbor Drive Unit #4905, 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
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
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
360 E Randolph Street Unit #3205, Chicago
$419,000
1 Beds ⋅ 2 Baths ⋅ 12759607 MLS ⋅ ACTIVE Status
Welcome to The Buckingham, perfectly positioned in Lakeshore East - one of downtown Chicago's most unique pockets, where the city feels just outside your door while home still feels tucked away from it all. Perched on the 32nd floor, this spacious 1-bedroom, 1.5-bath residence offers approximately 1,000 square feet with beautiful views overlooking Lakeshore East Park and the surrounding skyline. The thoughtfully updated interior features hardwood floors, an updated kitchen with stainless steel appliances, generous living and dining space, in-unit laundry, ample storage, and a spacious bedroom with room to truly settle in. Heated, deeded garage parking is included in the sales price - an increasingly valuable downtown convenience. The Buckingham offers full-service living with 24-hour door staff, on-site management and engineering, an indoor rooftop pool, fitness center, sauna, sundeck, party room, bike storage and more. What really sets this home apart is the neighborhood. Lakeshore East feels like its own residential oasis surrounded by parks, yet you're moments from everything that makes downtown Chicago so desirable. Mariano's is right around the corner, with additional everyday conveniences throughout the Lakeshore East Village. Walk to Millennium Park, Maggie Daley Park, the Riverwalk, lakefront, Michigan Avenue, restaurants and shopping, with convenient access to Millennium Station, CTA buses and the Loop for an easy commute. A true neighborhood feel in the middle of the city - with the space, views, amenities and included parking to make downtown living easy!

360 E Randolph Street Unit #3205, Chicago
155 N Harbor Drive Unit #2007, Chicago
$389,000
1 Beds ⋅ 2 Baths ⋅ 12754520 MLS ⋅ ACTIVE Status ⋅ Harbor Point BLDG.
Experience ultimate high-rise living in the iconic Harbor Point--one of Chicago's first condo buildings. This stunning, light-filled 2-bedroom, 1.1-bathroom unit in coveted Lakeshore East neighborhood! Perched perfectly to capture panoramic East and North exposures, this unit boasts breathtaking, unobstructed views of Lake Michigan, Navy Pier and the iconic city skyline. The open-concept kitchen flows effortlessly into a spacious living and dining area, making it an entertainer's dream-especially during Navy Pier summer fireworks! Storage is never an issue here, with an abundance of oversized closets and dedicated storage space throughout. The thoughtfully designed layout features two separate bathrooms, providing excellent privacy for guests Equipped with hardwood floors throughout, washer/dryer in-unit and spacious primary suite. Located in a premier, full-amenity luxury building with too many to list: residents enjoy 24-hour door staff, a state-of-the-art fitness center, an indoor pool, premium lounge spaces both indoor and outdoor, grocery store, on-site mgmt, racquetball/pickleball courts with valet parking garage for extra monthly cost. All of this is just steps from the award-winning Lakeshore East Park, the Lakefront Trail, Maggie Daley Park, Mariano's, and world-class dining. This is urban luxury at its absolute finest!

155 N Harbor Drive Unit #2007, Chicago
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