View All South Loop Chicago IL Gated Community Homes Listings

$564,000
2 Beds 3 Baths 12266218 MLS CLOSED Status
Incredible opportunity to own a beautifully renovated home in one of the most coveted gated townhome communities in the heart of the South Loop! This updated, sunshine-filled townhouse in Central Station's Harbor Square is sure to check all of your new year's resolution boxes! Main level is bright and airy, leading to large slate patio ready for your landscaping ideas. Sleek and modern kitchen offers stainless appliances, vented range hood, ample cabinetry, alabaster quartz counters with oversized dining island, and radiant heated floors perfect for entertaining. Living and dining room share efficient layout with added in home work space desk, built in shelving and a cozy gas fireplace. Half bath on main level is conveniently tucked away off large foyer entry. Spacious primary suite includes renovated spa like bathroom with walk in shower to unwind in. Generously sized 2nd bed, 2nd full bath and laundry conveniently located on upper level. This home also includes a private oversized 1 car garage + 1 exterior pad space included for 2nd vehicle. High ceilings in garage offer tons of storage space with additional room for hanging bike storage as well. Mark Twain and Webster Parks right outside your door. Steps to Lake, Soldier Field, Museum Campus, Burnham Harbor, Northerly Island, and Fred Anderson Dog Park. Easy access to major highways and public transportation: LSD, 90/94, 55, 290, red/ornge/grn EL. South Loop. Don't miss the chance to live in this prime South Loop location!

1521 S Indiana Avenue Unit #D, Chicago

$1,078,000
4 Beds 3 Baths 12328536 MLS CLOSED Status
This expansive corner townhome presents an incredible opportunity to create your dream home in the heart of the South Loop. Boasting over 3200 sq. ft. of thoughtfully designed living space with attached 2 car garage, this oversized 4-bedroom residence is bathed in natural light from its expansive windows. Ground Level: Perfect for relaxation or entertaining with web bar ready, this level features direct access to a gated private garden. The attached 2-car garage offers ultimate convenience and opens to a secluded, gated street, ideal for dog walks and friendly gatherings.Second Level: Designed with entertaining in mind, this level showcases a formal living room with a fireplace and a stunning curved wall of windows, flooding the space with natural light. A separate dining room with hardwood floors sits adjacent to a spacious kitchen with ample cabinetry and a half bath. Third Level: The primary suite is a true retreat, featuring wraparound corner windows, a walk-in closet plus two additional closets, and a spa-like en-suite bath with a dual-sink vanity, Whirlpool tub, and separate glass shower. A second bedroom on this level is perfect as a nursery or home office. Fourth Level: Two additional bedrooms share a full bath and provide direct access to a rooftop deck. Walking distance to Grant Park, the Lakefront, the Museum Campus, and the Loop, this home offers both convenience and a vibrant city lifestyle. With South Loop's continued growth and development, this property is positioned for strong long-term value appreciation. Don't miss this rare opportunity to customize a spacious, light-filled home in one of Chicago's most sought-after gated communities. Please provide pre approval letter before showing.

1448 S Prairie Avenue, Chicago

$565,000
2 Beds 2 Baths 12290239 MLS CLOSED Status
Wonderful opportunity to own one of the most coveted gated townhome communities in the heart of the South Loop! This natural light filled northeast corner duplex up townhouse in Central Station's Harbor Square is a rare find - there hasn't been a resale of this tier in over 5 years! Architecturally alluring with 2 floors of rounded floor to ceiling window walls, this home feels like your own tree house with lush all season tree top views. Thoughtfully rehabbed in 2019, this functionally designed kitchen includes granite eat-in island, expanded floor to ceiling pantry, and custom open display shelving. Main open concept living level features beautiful hardwood floors, dual sided wood burning fireplace between living room and dining room, and a full bath on main level. Spacious primary master suite includes, organized walk-in closet, bottom up Hunter Douglas shades, soaking tub, separate walk-in shower, newer quartz dual vanity, and linen closet. Split bedroom layout - 2nd bed doesn't share any interior walls. Wake up to coffee or finish the day dining al fresco on your secluded private deck. Full size stackable washer & dryer upstairs for easy access. Newer water heater. Brand new carpet and motorized shades throughout. Private attached 1 car garage with massive storage closet. Easy permit parking on immediate side streets for 2nd car and guests. Newer windows and new roof coming in 2023. Well-funded association with over $1.15M in reserves! Steps to Lake, Soldier Field, Museum Campus, 3 nearby parks, and Fred Anderson Dog Park. Easy access: LSD, 90/94, red/orange/green EL. South Loop Elementary.

1512 S Prairie Avenue Unit #C, Chicago

$675,000
3 Beds 3 Baths 12213845 MLS CLOSED Status
Incredible opportunity to own one of the most coveted gated townhome communities in the heart of the South Loop! This immaculate, sunshine-filled northwest corner townhouse in Central Station's Harbor Square is a rare find and highly sought-after 2200 sq ft floor plan within the community! Architecturally alluring with 2 floors of rounded window walls, this home feels like your own tree house with lush tree top courtyard views. This meticulously maintained Chef's kitchen is every cooks dream! Thoughtfully redesigned, the kitchen includes granite eat-in island peninsula, stainless-steel appliance package inclusive of Sub Zero fridge, Wolf range and Miele dishwasher. Tons of prep space with granite counters, stunning onyx mosaic backsplash, custom lighting and built in wine storage. Main level is open concept with cozy gas fireplace and offers many living / dining layout options with ample space for entertaining plus half bath on main level. Gorgeous hardwood flooring throughout much of the home. High end redesigned master suite includes steam shower, Jacuzzi tub, dual vanities, sound system, linen closet, and frosted bifold doors to unwind in after a long day. Massive remodeled walk-in closet and French doors leading to one of two private outdoor decks. 2nd bed is spacious with jack and jill bath access to 2nd full bed on upper level. 3rd bedroom area with hardwood floors currently being used as family room and makes for great dual use space with 3 beds on same level. Washer & dryer upstairs for easy access. Wake up to coffee or finish the day dining al fresco on either of the secluded decks. Private oversized 1 car garage + 1 exterior pad space included for 2nd vehicle. High ceilings in garage offer tons of storage space with additional hanging bike storage installed. Steps to Lake, Soldier Field, Museum Campus, 3 nearby parks, and Fred Anderson Dog Park. Easy access: LSD, 90/94, red/ornge/grn EL. South Loop Elementary.

1501 S Indiana Avenue Unit #I, Chicago

$700,000
3 Beds 3 Baths 12035310 MLS CLOSED Status
Incredible opportunity to own a rehabbed home in one of the most coveted gated townhome communities in the heart of the South Loop! This immaculate, sunshine-filled southeast corner townhouse in Central Station's Harbor Square is a rare find and highly sought-after park facing floor plan within the community! Architecturally alluring with 2 floors of rounded window walls, this home feels like your own tree house with lush tree top park views. This meticulously maintained Chef's kitchen is every cooks dream! Thoughtfully redesigned, the kitchen includes quartz eat-in island peninsula, heated floors, stainless-steel appliance package with vented range hood. Tons of prep space with quartz counters, and custom backsplash. Main level is bright and airy, open concept with cozy gas fireplace and offers many living / dining layout options with ample space for entertaining plus half bath on main level. Gorgeous hardwood flooring recently refinished. Spacious primary suite includes separate shower, Jacuzzi tub, and dual vanities offering tons of storage. Massive remodeled walk-in closet and dual access sliding doors leading to one of two private outdoor decks. 2nd bed and 3rd beds are spacious with hardwood flooring. All 3 beds on same level. Newer washer & dryer upstairs for easy access. Wake up to coffee or finish the day dining al fresco on either of the secluded decks. Private oversized 1 car garage + 1 exterior pad space included for 2nd vehicle. High ceilings in garage offer tons of storage space with additional room for hanging bike storage. All mechanicals, washer / dryer, and kitchen appliances recently replaced. Brand new roof in 2020. Mark Twain and Webster Parks right outside your door. Steps to Lake, Soldier Field, Museum Campus, Burnham Harbor, Northerly Island, and Fred Anderson Dog Park. Easy access: LSD, 90/94, 55, 290, red/ornge/grn EL. South Loop Elementary.

1522 S Prairie Avenue Unit #I, Chicago

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South Loop, Chicago IL · Curated MLS Search

Gated Community Homes in South Loop, Chicago IL

An editorially curated view of every active gated community homes listing in South Loop, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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