Old Town Homes under $300,000

Bright and spacious 27th floor corner condo with southwest exposure and stunning city views! Open floor plan features a sun-filled living and dining area that flows into the large kitchen with granite countertops, peninsula breakfast bar, and plenty of cabinet space. Spacious bedroom offers large windows, new carpeting, ceiling fan, and a large custom closet. Full bathroom with soaking tub. Fresh

Layching Quek Redfin Corporation

Experience elevated city living in this beautifully positioned southeast corner residence, where floor-to-ceiling windows frame breathtaking skyline views and fill the home with natural light all day long. Designed with both comfort and functionality in mind, the open layout offers an ideal work-from-home setup while maximizing space, storage, and panoramic city scenery from nearly every room.

Matt Laricy Americorp, Ltd

Experience the best of Old Town living in this spacious 1-bedroom, 1-bath residence at iconic Americana Towers. Floor-to-ceiling windows fill the home with natural light and showcase sweeping city, lake, and neighborhood views. Americana Towers is a full-service, amenity-rich building featuring 24-hour door staff, on-site management and maintenance, a fitness center, outdoor pool and sundeck,

Nick Nastos Fulton Grace Realty

Prime Sandburg Village Location - 14th Floor Convertible Condo at an Unbeatable Price Welcome to 1560 N Sandburg Terrace, Apt 1405 - a smart, affordable opportunity in one of Chicago's most walkable neighborhoods. Just steps from the Clark Street dining scene, the lakefront, Lincoln Park, and the Red Line at Clark/Division, this home puts the best of the city right outside your door. Inside, the

Eric Zace Pearson Realty Group

Located in the heart of Chicago's Gold Coast and Old Town neighborhoods, this charming one-bedroom condo in premier James House offers a spacious open floor layout with new flooring throughout, creating a modern and inviting atmosphere. Step into your cozy bedroom with long walk in closet and soak up the natural light from your huge windows. The updated kitchen features new lighting, a breakfast

Lynn Kummerer Luxury Living Real Estate

Enjoy spectacular lake and city views from this sunny, east-facing one-bedroom home in the sought-after James House at Sandburg Village. Perched on the 32nd floor, this spacious condo offers sweeping views of Lake Michigan, North Avenue Beach, and the historic Gold Coast neighborhood from its expansive private balcony perfect for sunrise coffee or evening cocktails. The bright, open living space

Tommy Choi Keller Williams ONEChicago

Morning workouts next door at FFC, a quick class at CorePower, Bunda, or SoulCycle, and evenings that naturally spill into dinner at Happy Camper, Professor Pizza, Kamehachi, or Kayao, followed by cocktails at Sparrow or Double Fun, this is a location that effortlessly supports both routine and spontaneity. Everyday convenience is just as seamless, with Fresh Market, Jewel-Osco, and Aldi all

John Grafft Compass

Welcome home to this bright and spacious 1 bedroom with balcony located in Cummings House, nestled in the heart of Gold Coast/Old Town's historic Sandburg Village. This north east-facing unit has an abundance of natural light and features an open floor plan, a generously sized bedroom, a fantastic kitchen with a breakfast bar, and lots of cabinetry, hardwood floors throughout. Step outside on

Jillian Hessberger Compass

Sun- Filled, South Facing 2 Bedroom with views of the City and Courtyard. Features impressive hardwood floors, a modern kitchen with granite counters and breakfast bar, New Oven/Range, and New Bedroom Carpeting. An array of Amenities include: 24-hour Door Person, Elevator, Rooftop, Exercise Room, Health Club, 2 Swimming Pools and Sundeck. Rental Garage parking space available. On site Laundry

Pat Vlasis George Vlasis Realty

Perched in the heart of Old Town, this beautifully renovated 1-bedroom, 1-bath condo offers the perfect blend of modern style, comfort, and iconic city living. Flooded with natural light, the thoughtfully updated interior features a sleek contemporary kitchen, renovated bath, and refined finishes throughout, creating a true move-in-ready home. Enjoy breathtaking views that elevate everyday

Kirk Giannola Compass

Rare corner penthouse 1 bedroom 2and. ahalf blocks from Lincoln Park in the Gold Goast. LPV flooring throughout Open Kitchen with granite countertops, stainless steel appliances, glass-front top-hinged, white wood cabinetry and a rolling island. Expansive north and west views, with large windows and sliding glass to your private balcony to enjoy them from. 2 blocks to old town. A block from

Michael Zuker @properties Christie's International Real Estate

Beautifully updated and spacious, this high-floor 1BR condo offers sweeping sunset views and an open, modern layout. The extra-large, custom-designed kitchen features stainless steel appliances, granite countertops, and a generous breakfast bar that comfortably seats five. A designer bathroom with a luxury shower and engineered floors throughout add to the refined feel of the home.

Frank Vihtelic Coldwell Banker Real Estate Group

Bright, high-floor living with beautiful northeast exposures and lake views, paired with stunning west-facing sunsets, all in the heart of Old Town. The space is filled with natural light throughout the day and offers a clean, move-in ready feel that has been well maintained. The functional kitchen features granite countertops, a breakfast bar, and stainless steel appliances, flowing into a

Gerardo Tapia-Quiroz Baird & Warner

Live at the crossroads of Old Town charm and Lincoln Park energy in this beautifully updated 1-bedroom, 1-bathroom home, where every city convenience is quite literally at your doorstep. Enjoy the very best of Chicago, with Lincoln Park Zoo, the lakefront, lush parks, plentiful dining & shopping all just steps away. Commuting is effortless with Lake Shore Drive nearby and a bus stop right outside

Kimberly Becker @properties Christie's International Real Estate

***EAST LINCOLN PARK, FULL AMENITY CONDO BUILDING ***Roomy 1 bedroom with unique, oversized bathroom which includes a steam shower, separate whirlpool tub, large vanity with solid surface top. This high floor condo has GORGEOUS lake and park views. You will enjoy beautiful sunrises, relaxing on the balcony/terrace, and watching the boats go by. The "11" tier is one of the largest floorpans in the

Kerri Hallden @properties Christie's International Real Estate

Landmark building designed by the renowned architectural firm of Harry Weese and Associates, Located at 235 W Eugenie, this thoughtfully designed home offers an efficient and functional layout filled with great natural light. The unit features hardwood floors, a functional kitchen with ample cabinet storage, and an open-concept living space that maximizes comfort and usability. Enjoy your own

Jack Wiley Jameson Sotheby's International Realty

Sophisticated gem in an intimate limestone building in the heart of Old Town/Gold Coast. This highly upgraded 1-bedroom, 1-bath residence showcases designer-inspired decor and exceptional attention to detail throughout. The beautifully updated kitchen features Poggenpohl cabinetry, quartz countertops and backsplash, an oversized center island ideal for cooking and entertaining, and high-end

Randee Shapiro Simborg Baird & Warner

Immaculate Lake and Lincoln Park views from this East Lincoln Park 1-bedroom, 1-bathroom residence. This recently updated home features floor-to-ceiling windows, hardwood flooring throughout, and an expansive living and dining area complete with a dedicated office nook, ideal for working from home. The renovated kitchen offers new quartz countertops, full quartz backsplash, brand new kitchen

Ilsa Conover Jameson Sotheby's Intl Realty

Stylish Old Town one-bedroom with east-facing lake and skyline views, ready to move in! Freshly painted, hardwood floors in the living areas, new LVT in the bedroom, plenty of closet space, and a recently-redone kitchen. Move in, unpack, done. Floor-to-ceiling windows frame the water and the city, perfectly highlighting the neighborhood. Americana Towers is a full-service building - 24-hour door

Ben Cline Keller Williams ONEChicago