The Gap Homes for Sale

The Gap Homes for Sale

Welcome to The Gap, a charming neighborhood nestled in the heart of Chicago, Illinois. Located in Cook County, The Gap offers a unique blend of urban convenience and suburban tranquility.

The Gap is a vibrant community known for its tree-lined streets, historic architecture, and friendly atmosphere. Residents enjoy easy access to a variety of amenities, including parks, schools, shops, and restaurants. Whether you're looking for a quiet place to raise a family or a bustling area with plenty of entertainment options, The Gap has something for everyone.

If you're in the market for a new home, The Gap has a diverse selection of properties to choose from. From cozy bungalows to spacious townhouses, there's something to suit every taste and budget. Whether you're a first-time buyer or a seasoned investor, The Gap offers a range of options to help you find the perfect home.

True Homes is your go-to resource for all things real estate in The Gap. Our team of experienced agents is dedicated to helping you find your dream home in this beautiful neighborhood. With our local knowledge and personalized service, we'll guide you through every step of the home-buying process and ensure that you find a property that meets your needs and exceeds your expectations.

Come and discover all that The Gap has to offer. With its unique charm, convenient location, and diverse housing options, it's no wonder that The Gap is one of Chicago's most sought-after neighborhoods. Let True Homes help you find your perfect place in this wonderful community.

Newest The Gap Homes for Sale

$899,000
4 Beds 4 Baths 12451617 MLS ACTIVE Status
Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each residence spans four light-filled levels, designed with intention, balance, and luxury in mind. Interiors feature clean lines, refined materials, and sumptuous finishes that provide both visual delight and everyday comfort. Spacious bedrooms, ample storage, a heated two-car attached garage, and a show-stopping rooftop deck equipped with water, gas, and electric connections, along with a sleek indoor wet bar, make these homes ideal for both daily living and entertaining. The semi-open-concept layout strikes a balance between flow and privacy. At the heart of each home, the chef's kitchen features custom cabinetry, quartz countertops, and premium stainless-steel appliances. A classic parlor-inspired living room invites relaxation, while the rear-positioned dining area opens to a private balcony, encouraging a seamless indoor-outdoor lifestyle. The primary suite offers a private retreat with room for a king-sized bed, a generous walk-in closet, and a spa-inspired en-suite bath complete with a curbless shower, wet room, and double vanity. The second floor also features two additional bay-windowed bedrooms, a full bathroom, and a well-appointed laundry room equipped with a side-by-side washer and dryer. Additional living space extends to the finished lower level, which features a sunlit den or optional fourth bedroom with a full bath, interior access to the heated garage, and a spacious storage loft above. One level up, a large family room creates the perfect gathering space, connecting seamlessly to the main living areas through a wide staircase. Located in the heart of Chicago's GAP neighborhood in historic Bronzeville, Fourteen On The Boulevard offers rare fee-simple living in one of the city's most vibrant and connected communities. Walk to the lakefront, 31st Street Beach and Harbor, Jewel-Osco and Mariano's grocery stores, and a variety of local eateries. The location offers excellent access to major transportation arteries, including I-90/94, I-55, and Lake Shore Drive, as well as convenient CTA bus and train routes. Bordered by the IIT campus, Chicago's Lakefront, and McCormick Place, you're just minutes from downtown, Hyde Park, and the South Loop's entertainment, restaurants, and shopping, as well as cultural beacons such as the Griffin Museum of Science and Industry and the University of Chicago and Museum Campus. Every detail tells a story of quality, comfort, and intention. Schedule your private tour of Fourteen On The Boulevard today.

3249 S Calumet Avenue, Chicago

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