North Side Homes under $300,000

Welcome to North Side, a vibrant neighborhood that beautifully blends urban living with a sense of community. Nestled just a short drive from the bustling downtown area, North Side offers residents the perfect balance of convenience and charm. With tree-lined streets, local parks, and a variety of shops and eateries, this neighborhood is a hidden gem for those seeking an affordable yet fulfilling lifestyle.

One of the standout features of North Side is its diverse range of homes, particularly those priced under $300,000. This makes it an ideal choice for first-time homebuyers, young professionals, and families looking to establish roots without breaking the bank. The housing options here are varied, from charming bungalows to modern townhouses, ensuring that there’s something for everyone. Many homes boast unique architectural details and spacious yards, perfect for outdoor gatherings or quiet evenings under the stars.

In addition to its affordable housing market, North Side is known for its welcoming community spirit. Residents enjoy numerous neighborhood events, farmers' markets, and local festivals that foster connections and create lasting memories. The area is also served by excellent schools, making it a great place for families to thrive.

With its affordable homes, friendly atmosphere, and convenient location, North Side is not just a place to live; it’s a place to call home. Whether you’re looking to buy your first home or seeking an investment opportunity, North Side offers a vibrant lifestyle that’s hard to resist. Come explore the possibilities and discover why so many are choosing to make North Side their home!

Newest North Side 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

$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

$172,000

1 Beds ⋅ 1 Baths ⋅ 12776175 MLS ⋅ NEW Status

5100 N Sheridan Road Unit #404, Chicago

$289,900

2 Beds ⋅ 1 Baths ⋅ 12774556 MLS ⋅ NEW Status

Spacious 2-bedroom, 1-bath top-floor home in a beautiful vintage courtyard building in the heart of Rogers Park. This front-facing residence combines classic Chicago character with modern comfort and impressively generous room sizes. The oversized living room features hardwood floors, a gas fireplace, built-ins and charming architectural details and archways. A large separate formal dining room is perfect for entertaining, while the kitchen offers maple cabinetry, granite countertops and stainless steel appliances. Both bedrooms are generously sized with organized closets, plus enjoy a well-appointed bath and convenient in-unit washer and dryer. Outstanding location just a short stroll to vibrant Jarvis Square, neighborhood restaurants and cafes, and the Jarvis Red Line station. Lake Michigan, beaches, beautiful parks, shopping and everyday conveniences are all nearby. A wonderful combination of space, vintage charm, modern convenience and exceptional walkability!

1530 W Fargo Avenue Unit #3S, Chicago

$210,000

2 Beds ⋅ 2 Baths ⋅ 12771131 MLS ⋅ NEW Status

Excellent opportunity for investors seeking a property with rental potential in Chicago's desirable Rogers Park neighborhood! This fully furnished 2-bedroom, 2-bath condo offers a practical layout and appealing features for prospective short term or long term tenants. Hardwood floors throughout, a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space make this home both attractive and functional. Additional conveniences include in-unit laundry, central air, forced-air heat, and a dedicated basement storage cage. Situated on a quiet, tree-lined street, this property is conveniently located near public transportation, shopping, restaurants, parks, and neighborhood amenities. The furnished setup may appeal to renters seeking a convenient, ready-to-occupy home.

7205 N Damen Avenue Unit #3, Chicago

1937 W Pratt Boulevard Unit #2N, Chicago

$165,000

1 Beds ⋅ 1 Baths ⋅ 12775722 MLS ⋅ NEW Status

Charming 1-bedroom, 1-bathroom unit that's truly move-in ready! Beautiful Brazilian cherry hardwood floors run throughout the entire home, and a parking space adds incredible value in this area. The unit has been freshly painted and features new appliances. Enjoy morning walks with your dog at Warren Park just across the street, or relax with your summer coffee on the spacious back deck. Whether you're searching for a place to call home or a smart investment opportunity, this one is a must-see. Explore the property in 3D-click the 3D button to take a virtual tour and experience every detail.

1937 W Pratt Boulevard Unit #2N, Chicago

3440 N Lake Shore Drive Unit #3C, Chicago

$169,000

1 Beds ⋅ 1 Baths ⋅ 12775669 MLS ⋅ NEW Status

Rarely available and fabulous Investor friendly opportunity!! This one-bedroom has views of the lakefront and Belmont Harbor. Exceptionally maintained building with 24-hour door staff, onsite maintenance and management, storage lockers, newly renovated large laundry room, and exercise room. This is a full service "concierge type building". The building is in great condition having replaced elevators, risers, and windows. Monthly assessment includes heat, air conditioning, internet, and cable. Rental garage parking available in the building for $230 per month. Steps to all things amazing!!!

3440 N Lake Shore Drive Unit #3C, Chicago

5555 N Sheridan Road Unit #1612, Chicago

$179,900

2 Beds ⋅ 1 Baths ⋅ 12775331 MLS ⋅ NEW Status ⋅ Edgewater Beach Apts BLDG.

Welcome to the iconic Edgewater Beach Apartments, one of Chicago's most recognizable and beloved architectural landmarks, nestled in the heart of the historic Bryn Mawr District. Currently undergoing its first exterior repaint in more than 25 years, this nearly century-old building is being thoughtfully restored to its original "Sunset Pink" color, further elevating the beauty and prestige of this celebrated lakefront address. Offered for the first time in over 25 years, this exceptional residence reflects decades of pride in ownership. Meticulously maintained and lovingly cared for by the same owner, the home offers a rare opportunity to own a piece of Chicago history while preserving the timeless charm, warmth, and character that make residences in Edgewater Beach Apartments so special. This rarely available 16th-floor, east-facing residence offers something few units in the building can claim: unobstructed, panoramic views of Lake Michigan from nearly every room. Wake up each morning to breathtaking sunrises over the water and enjoy the ever-changing scenery that makes this one of the most desirable exposures in the entire building. Spanning approximately 1,200 square feet, the home features two generously sized bedrooms, a spacious kitchen with an oversized walk-in pantry, a large formal dining room perfect for entertaining, and wonderfully proportioned living spaces that showcase the craftsmanship and thoughtful design of a bygone era. Hardwood floors, abundant closet space, natural light, and classic architectural details create a home that feels both elegant and inviting. While exceptionally maintained throughout, the residence also presents an exciting opportunity for the next owner to personalize the space over time while enjoying its remarkable condition from day one. Edgewater Beach Apartments is renowned for offering one of the most comprehensive amenity packages on Chicago's lakefront, including 24-hour door staff, an indoor swimming pool, fitness center, library, arcade, ping-pong room, on-site dry cleaner, restaurant, and a beautifully landscaped private two-acre park and garden exclusively for residents. Garage parking is available for just $115 per month. Beyond the building, enjoy one of Chicago's most vibrant and walkable lakefront neighborhoods. Step outside your door and stroll to Foster Beach, Kathy Osterman Beach, Berger Park, the Lakefront Trail, and miles of shoreline along Lake Michigan. Grab your morning coffee at The Coffee Studio, Metropolis Coffee Company, or Heritage Outpost, meet friends for dinner at neighborhood favorites including Little Bad Wolf, Beard & Belly, Hopleaf, Moody's Pub, Francesca's Bryn Mawr, and Indie Cafe, or enjoy convenient shopping at Whole Foods, Mariano's, Jewel-Osco, and Edgewater Produce. Commuting is effortless with the CTA Red Line stations at Bryn Mawr, Berwyn, and Thorndale just blocks away, express bus service along Sheridan Road, and convenient access to Lake Shore Drive via Foster Avenue. This exceptionally well-managed co-op offers tremendous value with assessments that include property taxes, 24-hour door staff, heat, water, gas, internet, cable television, pool access, fitness facilities, and contributions to reserves. Financing is available with only 10percent down required. An additional benefit for the next owner is the building's current five-year tax moratorium, providing meaningful savings. Monthly assessments are based on $14.82 per share with 115 shares assigned to the unit. Please note that dogs are not permitted. Opportunities to own a high-floor, direct east-facing residence in the legendary Edgewater Beach Apartments are exceptionally rare. Combining breathtaking Lake Michigan views, timeless architecture, full-service amenities, and the enduring character of one of Chicago's most treasured residential buildings, this is a home that can be enjoyed for generations to come.

5555 N Sheridan Road Unit #1612, Chicago

6759 N Artesian Avenue Unit #2G, Chicago

$179,900

1 Beds ⋅ 1 Baths ⋅ 12774316 MLS ⋅ NEW Status ⋅ Pratt Artesian Condominiums BLDG.

Pratt Artesian Condos Courtyard. Well maintained and rarely available, this is Condo is a one Bedroom, one Bath second floor unit. Foyer and Hallway add a nice entrance to unit! It has beautiful woodwork, hardwood floors and newer windows throughout. Eight foot ceilings, decorative arches and coved ceilings! Architectural built-in shelving divides the Kitchen and Dining Room. Kitchen offers a newer stove and Ceiling fan with light. Bathroom has newer Subway tile and Ceramic tile flooring. Large Bedroom fits a King size bed! Radiator heat and one A/C unit. Large closets. 700 square feet. Common gated rear courtyard with patio, table and chairs. Storage is #25, with two laundry rooms in Basement. Bike rack in east laundry room. Near Warren Park, restaurants and transportation. Easy street parking on a beautiful block. Heat in included in monthly assessment of $295...Electric approximately $25 per month.

6759 N Artesian Avenue Unit #2G, Chicago

$299,000

2 Beds ⋅ 1 Baths ⋅ 12774189 MLS ⋅ NEW Status

Showings by appointment only this weekend. No OH's. Bright and inviting south-facing 2-bedroom, 1-bath condo on a quiet, tree-lined residential street in North Center. This elevated first-floor home offers the feel and privacy of a higher-floor unit, with hardwood floors, central heat and air, and a functional layout that makes excellent use of the space. The spacious living room is filled with natural light thanks to the home's southern exposure and offers plenty of room for both lounging and dining. The kitchen features ample cabinetry, generous counter space, and direct access to a private outdoor deck-perfect for morning coffee, grilling, or relaxing outside. Both bedrooms are well-proportioned and offer flexible space for sleeping, working from home, or guests. Additional highlights include free shared laundry, a huge private storage area, low monthly assessments, and easy non-permit street parking. With charming curb appeal, comfortable living spaces, and a fantastic North Center location close to dining, shopping, parks, and transportation, this is an easy place to call home.

2314 W Byron Street Unit #1, Chicago

2400 N Lakeview Avenue Unit #602, Chicago

$175,000

1 Baths ⋅ 12752556 MLS ⋅ NEW Status

Cozy studio condo, nestled in this Lincoln Park high rise condominium design by renowned architect Ludwig Mies Van Der Rohe. Great location! Perfect Pied-a-terre. Floor-to-ceiling windows. Natural sunlight. Laminate flooring. Granite countertops. Park is just steps away from the lobby door. Walk to zoo, beach, Peggy Notebaert Museum, restaurants, sports bars, transportation with great access to Downtown. Full amenity building: 24-hr doorperson, laundry room. Receiving room, Pool, Roof-top sundeck, Storage, Onsite Management, Onsite Maintenance. SORRY, NO DOG BUILDING

2400 N Lakeview Avenue Unit #602, Chicago

$269,000

2 Beds ⋅ 1 Baths ⋅ 12766592 MLS ⋅ NEW Status

Welcome to your dream urban oasis in the heart of Rogers Park! This beautifully rehabbed 2-bedroom, 1-bathroom, high first-floor condo is designed for comfort and style. As you enter, you'll be greeted by stunning hardwood floors that flow seamlessly throughout, along with soaring 9-foot ceilings adorned with modern LED lighting that create an open and airy atmosphere. The spacious living room, featuring charming exposed brick, creates a warm and inviting setting perfect for entertaining or relaxing. The large dining room offers ample space for hosting gatherings, while the updated kitchen is a culinary enthusiast's delight, featuring generous cabinetry, granite countertops, and stainless steel appliances, including a brand-new refrigerator (2025) and microwave (2023). Retreat to the spacious primary and second bedrooms, both complete with large closets. The split-bedroom layout provides added privacy. Indulge in the freshly updated bathroom featuring a new vanity and large jet tub. Start your day with a morning coffee or grill a meal after work on the east-facing balcony. Enjoy the convenience of in-unit laundry, central air and heat, and hardwired Ethernet in every room, making day-to-day living a breeze. The location is unbeatable, just moments from the Morse Red Line station, Rogers Park Metra, and an array of bus lines, making commuting effortless. With a nearby library, lakefront, picturesque beaches, and vibrant dining and nightlife options, you'll have everything you need right at your doorstep. Bike room and storage closet is included. The building is investor- and pet-friendly. This condo truly embodies the best of urban living. Schedule your private tour today and envision your new lifestyle!

1641 W Farwell Avenue Unit #1S, Chicago

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