Chicago Homes with Townhouse-TriLevel Style

Chicago Homes with Townhouse-TriLevel Style

Welcome to Chicago, the vibrant heart of Illinois and the bustling Cook County! Renowned for its stunning skyline, rich cultural heritage, and diverse neighborhoods, Chicago offers a unique blend of urban excitement and Midwestern charm. From the iconic architecture of the Loop to the picturesque shores of Lake Michigan, this city is a treasure trove of experiences waiting to be explored.

For those seeking a stylish and spacious living option, townhouse-trilevel homes present an ideal choice. These homes are perfect for families, young professionals, and anyone who values both comfort and convenience. With their three levels, townhouse-trilevel homes provide ample space for living, entertaining, and enjoying the beautiful Chicago lifestyle. Imagine stepping into a bright and airy living area, where large windows invite natural light and showcase stunning views of the city.

Located in some of Chicago's most desirable neighborhoods, these homes often offer easy access to parks, shops, and dining options that reflect the city’s culinary diversity. Whether you’re enjoying a leisurely stroll along the Chicago Riverwalk or savoring deep-dish pizza in a local eatery, the vibrant atmosphere is sure to captivate you.

Moreover, the convenience of townhouse-trilevel living means you can enjoy the benefits of a low-maintenance lifestyle without sacrificing space or style. With modern amenities and thoughtful designs, these homes are crafted for today’s discerning buyers.

Discover the charm of Chicago and the perfect townhouse-trilevel home that awaits you in this dynamic city. Your dream home is just a heartbeat away!

Newest Chicago Homes with Townhouse-TriLevel Style

4717 S Ingleside Avenue, Chicago
$999,000
4 Beds ⋅ 4 Baths ⋅ 12792798 MLS ⋅ NEW Status
Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4717 S Ingleside Avenue, Chicago
2321 S Wabash Avenue Unit #4, Chicago
$575,000
3 Beds ⋅ 3 Baths ⋅ 12790226 MLS ⋅ NEW Status
Welcome to this spacious, light-filled 3-bedroom, plus office, 2.5-bath townhome in the gated Wabash Club community in desirable South Loop. Offering four levels of expansive living space overlooking a beautiful green courtyard, this home blends style and convenience with HARDWOOD FLOORS throughout, thoughtful upgrades, built-in speakers and two private outdoor spaces. The first floor features a versatile DEN or OFFICE, ideal for working from home, hosting guests, or creating a media room, along with a convenient half bath and direct access to the attached two-car garage. The main living level boasts an open-concept layout with high ceilings, a gas fireplace, and a wall of windows that fill the space with natural light. The spacious kitchen features granite countertops, SS appliances, ample cabinetry, and an oversized island with seating for multiple guests. Step out onto the adjacent private balcony, perfect for grilling and entertaining. Upstairs offers two generously sized bedrooms, a full bathroom, and convenient in-unit laundry. The top floor is dedicated to the spacious primary suite, complete with great closet space, a private bathroom with dual-sink vanity, and access to a private rooftop deck. The unit has been freshly painted and is move-in ready, with a three-zone HVAC system for personalized comfort. The Furnace and Hot Water Heater were both replaced in 2024. Located in the Motor Row District, this great home offers easy access to the lakefront, Museum Campus, Soldier Field, McCormick Place, Wintrust Arena, neighborhood coffee shops, restaurants, and the CTA Green Line. Welcome home!

2321 S Wabash Avenue Unit #4, Chicago
2957 W Cornelia Avenue Unit #4, Chicago
$834,999
3 Beds ⋅ 4 Baths ⋅ 12791104 MLS ⋅ ACTIVE Status
Luxury End Unit in Avondale's Cornelia Court - a tree-filled, private gated community featuring a lush, residents-only central courtyard. Because it's an end unit, you'll enjoy abundant natural light all day long plus a peaceful interior location set well back from street noise. The Space: 3 spacious bedrooms, 3.5 luxurious baths attached 2-car garage, a large second-story deck for entertaining, and a fully fenced yard with a brick paver patio. Features: Gourmet kitchen equipped with stainless steel appliances, quartz countertops. Built-in Sonos surround sound system, Hunter Douglas blinds, custom California Closets. Spa-inspired showering systems. Heated floors and steam bath in the master bath. Location: Easy access to I-90/94 | less than a mile from the Addison Blue Line station. Target is right across the street. Steps away from Honey Butter Fried Chicken, Eden, Parachute, Chief O'Neill's, Revolution Brewing. Some photos have been virtually rendered.

2957 W Cornelia Avenue Unit #4, Chicago
2477 W Montrose Avenue, Chicago
$624,900
2 Beds ⋅ 3 Baths ⋅ 12648133 MLS ⋅ ACTIVE Status
READY FOR A SECOND LOOK - WITH AN IMPORTANT NEW FINANCING UPDATE! The interior repairs have been completed and this home is ready for its next owner. Even better, the condominium project has now been approved by Guaranteed Rate for conventional financing, creating significantly more financing flexibility for buyers. If this home caught your eye before, now is the perfect time to take another look. Rarely found in Lincoln Square, this sun-filled 2 BED + DEN, 2.5 BA townhome offers exceptional interior space paired with multiple outdoor living areas-including a freshly landscaped, gated front patio/yard, private balcony overlooking the rear courtyard, and rooftop with exciting potential for a future deck (subject to association approval). Wrapped in natural light from multiple exposures, this impressive residence lives like a single-family home, offering the scale, warmth, and flexibility today's buyers crave. A versatile first-floor den is perfect for a home office, gym, guest space, or creative retreat. The open main level features hardwood floors, custom window treatments, gas fireplace with granite surround and seamless flow for everyday living and entertaining. Thoughtful upgrades include brand new HVAC, new refrigerator + oven, soundproof windows in the 2nd bedroom/nursery, custom closet systems, Nest thermostats, water filtration system, new Kohler toilets, and a stunning custom built-in bookcase that adds both function and character. Once you enjoy an attached, heated, two car garage, you'll never want to be without one again! Freshly painted, professionally cleaned, and move-in ready. A unique opportunity to own a spacious, upgraded home with incredible outdoor space in one of Lincoln Square's most sought-after and walkable locations. Steps from new Green City Market, Aldi and Lutz Cafe.

2477 W Montrose Avenue, Chicago
4530 S Woodlawn Avenue Unit #305, Chicago
$569,900
3 Beds ⋅ 3 Baths ⋅ 12780124 MLS ⋅ ACTIVE Status
One of the largest and most distinctive townhomes in the Shakespeare community! This exceptional and meticulously maintained 3-bedroom, 3-full-bath A-unit offers 2,126 square feet across three levels, combining generous living space, thoughtful updates, and a peaceful courtyard setting. The beautifully updated main level features a stunning kitchen with custom cabinetry, oversized island, stainless appliances and upgraded finishes, opening to spacious living and dining areas with hardwood floors, a wood-burning fireplace and abundant natural light. The flexible first level includes a full bath and private sauna-perfect for a home office, gym, guest suite or additional living space. Upstairs, the spacious primary suite features vaulted ceilings, two custom walk-in closets and a private Juliet balcony, while two additional bedrooms, a full bath and convenient laundry complete the upper level. Additional highlights include custom built-ins and trim, crown molding, custom closets, Marvin windows and an attached 2.5-car garage with custom storage. Recent improvements include a new furnace blower and inducer (2026), Trane A/C and humidifier (2023), and an extensively renovated kitchen. Enjoy a quiet, private community just steps from the lakefront, beach, Lakefront Trail and 47th Street Metra, with easy access to downtown Chicago, Lake Shore Drive, the University of Chicago and the Obama Presidential Center. A rare combination of space, updates, privacy and location-come see why this home is so special.

4530 S Woodlawn Avenue Unit #305, Chicago
2854 W Warren Boulevard, Chicago
$410,000
4 Beds ⋅ 3 Baths ⋅ 12777521 MLS ⋅ ACTIVE Status
Welcome to this beautiful, light-filled tri-level townhouse just minutes from the vibrant Medical District and the iconic United Center. Offering the perfect blend of urban convenience and modern living, this home features high ceilings and generous spaces that create a bright, open, and airy atmosphere. The modern kitchen comes equipped with a premium stainless steel refrigerator and stove, complemented by high-quality oak cabinets and a sleek backsplash. The unique tri-level floor plan includes a main level with an ideal space for a dedicated study, home office, or guest suite. Rest easy knowing the roof and hot water tank were both replaced just three years ago. The fully finished walk-out basement adds incredible flexibility for entertainment or a media room, opening directly to your private outdoor space for seamless indoor-outdoor living.

2854 W Warren Boulevard, Chicago
1915 N Cleveland Avenue Unit #A, Chicago
$850,000
3 Beds ⋅ 2 Baths ⋅ 12768552 MLS ⋅ ACTIVE Status
Lincoln Park living with three levels of space to spread out. Tucked onto a residential stretch of Cleveland Avenue between Armitage and Wisconsin, this 3 bedroom, 2 bath multi level home delivers the space, privacy, and functionality of a townhome in one of Chicago's most sought after neighborhoods. Step inside to an inviting main level where the living and dining spaces flow into an updated kitchen featuring abundant cabinetry and a breakfast bar, while a stone surround gas fireplace adds warmth and character to the living room. The thoughtful three level layout gives everyone room to spread out, with a separate family room providing that valuable second living space for movie nights, a home office, playroom, or everyday lounging. The kitchen and bath were renovated approximately 3 to 4 years ago, along with updated flooring, bringing a fresh feel to the home. In unit laundry, central air, and excellent storage make day to day living easy. Outside, a private brick paver patio creates your own city retreat for morning coffee, grilling, and summer evenings. Additional storage and an included assigned outdoor parking space add even more everyday convenience. With a prime Lincoln Park location near neighborhood shopping, dining, parks, and transportation, you get the walkable Chicago lifestyle while still having the space and flexibility that can be hard to find in the city. Three levels, private outdoor space, parking, thoughtful updates, and a location that puts Lincoln Park at your doorstep. Come see what life on Cleveland Avenue could look like.

1915 N Cleveland Avenue Unit #A, Chicago
1174 E 53Rd Street, Chicago
$525,000
3 Beds ⋅ 3 Baths ⋅ 12765376 MLS ⋅ ACTIVE Status
Move-in ready, three bedroom, two and one-half bathroom brick townhome located in a prime location in the heart of Hyde Park. This home is bathed in abundant natural light and features many recent updates, along with a delightful neutral decor. Impeccably clean-lined and open, spacious rooms, great for entertaining! The living and dining rooms feature stunning, recently refinished and stained hardwood floors, while the spacious lower-level family room has brand-new vinyl flooring and fresh paint. The kitchen features all new appliances and strikes the perfect balance between seclusion and accessibility, offering just the right amount of privacy while remaining conveniently close to the double-level dining room and living room. Upstairs, you'll find three generously sized bedrooms, including a primary suite that offers an abundance of closet space to meet all your storage needs. Enhancing the overall appeal of the layout, both front and back outdoor garden areas contribute to the spaciousness and charm of the home. At the center of the court lies a wonderful shared green space, providing a peaceful oasis. Additionally, the property includes one parking space for your convenience. Ideally situated on 53rd and Woodlawn, this home boasts an enviable location that places it within easy reach of the University of Chicago, the Lab School and the Museum of Science and Industry. A diverse range of shopping and dining options is just steps away, ensuring you have all you need at your fingertips. Commuting and exploring the area is effortless, with the lake and public transportation, including the Metra and CTA buses, easily accessible. This Hyde Park townhome represents an exceptional find, not only for its rarity but also for its superb location, captivating design, thoughtful features, and value.

1174 E 53Rd Street, Chicago
6200 S Ingleside Avenue Unit #13A, Chicago
$315,000
3 Beds ⋅ 3 Baths ⋅ 12764610 MLS ⋅ ACTIVE Status

6200 S Ingleside Avenue Unit #13A, Chicago
2805 S Stewart Avenue, Chicago
$515,000
4 Beds ⋅ 3 Baths ⋅ 12674875 MLS ⋅ ACTIVE Status
Rarely available and truly one-of-a-kind in the heart of Chinatown! Built in 1995, this newer-construction all-brick townhome is a rare find in a neighborhood known for its older housing stock. With no HOA, only one shared wall, and multiple private outdoor spaces, it lives much like a single-family home. The bright and airy interior features dramatic 19-foot ceilings, oversized windows, marble flooring throughout the main living levels, and hardwood flooring throughout the upper levels. The thoughtfully designed layout offers 4 bedrooms and 3 full bathrooms, including two private en-suite primary bedrooms on separate levels, providing exceptional flexibility for multigenerational living, extended family, or guests. The finished English basement was beautifully renovated in 2024. Major updates provide exceptional peace of mind, including new roof (2025), new A/C (2025), new furnace (2023), and renovated basement (2024). Enjoy an unmatched combination of outdoor spaces rarely found in Chinatown: a private second-floor garden terrace, a third-floor balcony overlooking the neighborhood park, and a private rear yard perfect for gardening, entertaining, or relaxing. One of the few newer all-brick townhomes in Chinatown offering no HOA, two en-suite primary bedrooms, abundant natural light, multiple outdoor living areas, and a floor plan that truly feels like a single-family home.

2805 S Stewart Avenue, Chicago
1319 N Sandburg Terrace, Chicago
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 12762102 MLS ⋅ ACTIVE Status
Step into refined city living with this stunning FEE-SIMPLE, NO ASSESSMENTS rowhouse in the heart of Gold Coast. Sandburg Terrace is a historic planned community that is thriving with opportunities for swimming, tennis, and luxury gym (FFC Gold Coast). Thoughtfully re-imagined and designed with European-inspired architecture, this home was remodeled to the studs to include floor-to-ceiling windows and doors that flood the interior with natural light and showcase beautiful city and garden views. MAIN LEVEL: The expansive open-concept living space includes a sleek chef's kitchen with high-end Thermador appliances and walls of custom cabinetry. A custom resin central island designed by Richlite takes center stage, while the deep farm sink includes a reverse osmosis filtering system that produces instant hot and cold water. A 9.5' glass door provides access to a 20'x20' patio, shaded by a gorgeous birch tree and adorned with a beautiful water fountain. A king bedroom with beautiful acoustic wood accents and re-imagined full bathroom with heated floors complete the main level. LOWER LEVEL: The renovation was designed so the lower level walk-out space could be self-contained for teens, in-laws, or a live-in nanny, complete with a king bedroom, a full bathroom and a kitchenette. The stylish family room downstairs and the full bathroom have radiant floor heating. Step outside to a secondary private backyard with a private outdoor hot tub and ample lounge space for gatherings under a beautiful, natural green canopy formed by the mature birch tree. A king bedroom with loft ceilings and a laundry/mechanical room complete the lower level. UPPER LEVEL: Three extra large bedrooms that can easily fit king beds, each with beautiful garden views. The master bedroom has a spa-like en-suite bathroom featuring contemporary finishes and double vanity. The two other bedrooms share the other full bath. A second, brand new laundry-room is located in the hallway, complete with shelving. With tons of storage throughout the house, the layout balances comfort and sophistication. Prime Gold Coast location near the lake, Magnificent Mile and Latin School. Garage parking available for 300/month. Listing realtor has an ownership interest in the property.

1319 N Sandburg Terrace, Chicago
4719 S Ingleside Avenue, Chicago
$899,000
4 Beds ⋅ 4 Baths ⋅ 12743333 MLS ⋅ ACTIVE Status
APPRAISED AT $999,000 - NOW OFFERED AT $899,000! An exceptional opportunity to own move-in-ready luxury new construction for $100,000 below appraised value, with a private two-car garage included! Welcome to The Kenwood Reserve, an exclusive collection of just three full-masonry residences tucked along a quiet, tree-lined cul-de-sac in Chicago's desirable Hyde Park-Kenwood area. Offering the privacy and independence of single-family-style living, this thoughtfully designed, three-level home with private entry features 4 bedrooms, 3.5 bathrooms, a private backyard, two-car garage, and no monthly HOA assessment. Sun-filled interiors showcase clean architectural lines, refined contemporary finishes, and an inviting open-concept layout designed for both everyday comfort and entertaining. The beautifully appointed kitchen features custom dark-wood Studio 41 cabinetry, stainless steel appliances, an oversized quartz island, and abundant storage. Sliding glass doors seamlessly connect the main living space to a private backyard retreat, ideal for outdoor dining, entertaining, gardening, or simply relaxing in your own outdoor oasis. The finished lower level provides a versatile second living area perfect for a media room, lounge, playroom, fitness space, or home office, along with a private fourth bedroom ideal for guests or extended family. Full-masonry construction, modern systems, fee-simple ownership, and private outdoor living distinguish The Kenwood Reserve from traditional condominium living. Select opportunities for buyer customization may still be available. Ideally situated near Hyde Park, the University of Chicago, public transportation, lakefront parks, neighborhood dining, and cultural attractions, including the Obama Presidential Center in nearby Jackson Park. With a recent appraisal of $999,000 and an asking price of $899,000, this is a compelling opportunity to enjoy thoughtfully designed new construction with the freedom of no monthly HOA assessment. Preferred lender financing options may be available to qualified buyers. Private showings now available! INVESTOR FRIENDLY, no rental restrictions.

4719 S Ingleside Avenue, Chicago
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