View All Wicker Park Chicago IL Pickleball Community Homes Listings

$1,299,900
4 Beds 4 Baths 12715162 MLS CONTINGENT Status
Come take a look at this stunning, fully updated, move-in-ready home where luxury and sophistication greet you the moment you step inside. Perfectly situated in the heart of Ukrainian Village, directly on Smith Park, this exceptional residence offers forever east-facing views of the iconic Chicago skyline. Ideally located near shopping, dining, expressways, public transportation, and neighborhood amenities, this home truly has it all. Built in 2015, this modern home with timeless architectural charm features 4 spacious bedrooms, 3.1 luxurious bathrooms, three expansive living areas, soaring ceilings, rich oak hardwood floors throughout, and an attached two-car garage. The open-concept floor plan is flooded with natural light, creating the perfect space for both everyday living and entertaining. The designer kitchen showcases custom antique creme glazed cabinetry, a Bertazzoni range, Viking appliances, and premium finishes throughout. Retreat to the elegant primary suite featuring a spa-inspired bathroom complete with a steam shower, rain shower, Jacuzzi tub, heated floors, and Kohler fixtures. The top-level entertainment space is truly spectacular, offering a convenient kitchenette, a cozy wood-burning fireplace, and a rooftop terrace with breathtaking skyline views. Celebrate the Fourth of July from your private balcony while enjoying one of the city's most spectacular fireworks displays. The finished lower level features a fourth bedroom, a third family room, and radiant heated floors throughout. An additional outdoor entertaining area above the garage, complete with low-maintenance composite decking and a pergola, provides even more space to relax and entertain. Just steps from the Grand bus stop, the Metra Western station, and the tennis courts, pickleball courts, public pool, baseball fields, and green space of Smith Park, this remarkable home combines luxury, convenience, and an unbeatable location. Videos of the breathtaking Fourth of July fireworks display and the stunning sunset over the Chicago skyline, as viewed from the rooftop balcony, are available upon request-a truly one-of-a-kind feature that few homes can offer. Don't miss this rare opportunity to own one of Ukrainian Village's most exceptional homes.

628 N Rockwell Street, Chicago

$750,000
3 Beds 3 Baths 12699463 MLS CONTINGENT Status
Step into this captivating historic West Town home, a beautifully preserved vintage residence transformed into a warm single-family retreat. Reflecting the rich architectural heritage of one of Chicago's most storied neighborhoods, this home showcases classic West Town craftsmanship and timeless elegance at every turn. Soaring ceilings, generous proportions, and abundant natural light define the spacious living areas, while the original rosewood hardwood floors on the main level and stunning Brazilian cherry hardwood floors upstairs give homage to the home's historic character. The home features Alexa light bulbs throughout, and the kitchen features 42-inch cabinets, granite countertops, and modern stainless steel appliances. Upstairs, the expansive master bedroom (20' x 20') is highlighted by its own full master bathroom. Savor the benefits of a whole-house water filter and softener. Enjoy ultra-pure drinking water straight from the kitchen, thanks to the built-in reverse osmosis system. It effectively removes dissolved salts, particles, colloids, organics, pathogens, and heavy metals-delivering cleaner, better-tasting water every time. With three bedrooms, two full bathrooms, and one half bath, the layout blends vintage charm with practical modern living. Outside, enjoy a charming private backyard. The front yard features beautiful plum, blueberry, and peach trees, while a convenient two-car garage provides everyday ease. The unfinished basement provides valuable storage space and future potential. Nestled in the heart of vibrant West Town, this architectural gem is steps from Smith Park. Spanning 10.20 acres, Smith Park boasts a field house with a gymnasium, kitchen, and meeting rooms, plus a soft-surface playground, water spray feature, swimming pool, baseball fields, athletic field, and tennis & pickleball courts. Many of these amenities are available for rental, making it a true community hub. Priced to sell, this vintage gem is ready for its next chapter. Don't miss the opportunity to make it yours!

2436 W Superior Street, Chicago

$850,000
3 Beds 3 Baths 12522385 MLS CLOSED Status
Experience the pinnacle of modern luxury in this masterfully designed 3-bedroom, 2.5-bath West Town condo showcasing a rare 1,120 sq/ft private walkout garage rooftop deck located directly off the living room-perfect for effortless entertaining, pickleball, outdoor dining, or a secure space for kids and pets to play. The entire building is engineered for superior soundproofing with a sealed shell structure, 15-inch blown-in cellulose insulation between floors coupled with open-cell spray foam, Maxxon acoustic soundproofing rubber mattes, 1-inch of Maxxon Gypcrete concrete flooring, and the absence of traditional can lights-ensuring peace and privacy. Crafted with meticulous attention to detail, this residence features an expansive open floor plan with soaring 10-foot ceilings, solid-core 8-foot doors, and floor-to-ceiling European windows that fill the space with natural light while offering superior sound insulation. The chef's kitchen is a showcase of European design, with sleek cabinetry, oversized quartz countertops with waterfall edges, and a premium stainless steel appliance package-perfect for both everyday living and entertaining. The living room is flooded with an abundance of natural light and flows seamlessly onto a covered private balcony that's ready for year-round enjoyment. Designer bathrooms are spa-inspired, featuring heated floors, large-format tile, double-sink vanities, Japanese Style Smart Toilets, and oversized rain showers with handheld wands. Every detail has been optimized for comfort and quality. Custom trim details and curated lighting complete the modern, sophisticated aesthetic. Located in one of Chicago's most vibrant neighborhoods, this home offers premier access to Fulton Market dining, boutique shopping, parks, and the Grand/Milwaukee Blue Line-just 9 blocks away. This is a rare opportunity to own a truly exceptional residence in one of the city's most desirable locations.

2234 W Grand Avenue Unit #204, Chicago

$850,000
3 Beds 3 Baths 12522365 MLS CLOSED Status
Experience the pinnacle of modern luxury in this masterfully designed 3-bedroom, 2.5-bath West Town condo showcasing a rare 1,000 sq/ft private walkout garage rooftop deck located directly off the living room-perfect for effortless entertaining, pickleball, outdoor dining, or a secure space for kids and pets to play. The entire building is engineered for superior soundproofing with a sealed shell structure, 15-inch blown-in cellulose insulation between floors coupled with open-cell spray foam, Maxxon acoustic soundproofing rubber mattes, 1-inch of Maxxon Gypcrete concrete flooring, and the absence of traditional can lights-ensuring peace and privacy. Crafted with meticulous attention to detail, this residence features an expansive open floor plan with soaring 10-foot ceilings, solid-core 8-foot doors, and floor-to-ceiling European windows that fill the space with natural light while offering superior sound insulation. The chef's kitchen is a showcase of European design, with sleek cabinetry, oversized quartz countertops with waterfall edges, and a premium stainless steel appliance package-perfect for both everyday living and entertaining. The living room is flooded with an abundance of natural light and flows seamlessly onto a covered private balcony that's ready for year-round enjoyment. Designer bathrooms are spa-inspired, featuring heated floors, large-format tile, double-sink vanities, Japanese Style Smart Toilets, and oversized rain showers with handheld wands. Every detail has been optimized for comfort and quality. Custom trim details and curated lighting complete the modern, sophisticated aesthetic. Located in one of Chicago's most vibrant neighborhoods, this home offers premier access to Fulton Market dining, boutique shopping, parks, and the Grand/Milwaukee Blue Line-just 9 blocks away. This is a rare opportunity to own a truly exceptional residence in one of the city's most desirable locations.

2234 W Grand Avenue Unit #203, Chicago

$699,000
3 Beds 2 Baths 12480039 MLS CLOSED Status
This updated 3-bedroom, 2-bath duplex-up sits on a quiet West Town street and delivers the perfect mix of modern updates, flexible living, and serious outdoor space. The main level features a bright, open-concept kitchen/living/dining area with soaring ceilings and oversized windows that flood the home with natural light. Down the hall, you'll find a full bathroom and the first of the home's three bedrooms, featuring a built-in wet bar and tons of storage, making it an ideal flex space-think guest suite, family room, office, gym, or any combination your life demands. A rear balcony (the first of FOUR private outdoor spaces) rounds out this level. Upstairs, the primary suite is a true retreat with a massive, professionally designed walk-in closet and a spa-like en-suite bathroom featuring double sinks and a large walk-in shower. This level also has laundry (new in 2025), the third bedroom and ANOTHER rear balcony. Head up one more flight and you'll find not one, but TWO private rooftop decks with sweeping city views-perfect for entertaining, lounging, or both. With that much outdoor space, your options are endless. Additional highlights include garage parking and the intimacy of a two-unit building. All just steps from the best of West Town: Smith Park (with tennis and pickleball courts), Publican Quality Bread, Tuman's, Dark Matter Coffee, All Together Now and more, plus easy highway access.

2237 W Race Avenue Unit #2, Chicago

$1,350,000
4 Beds 4 Baths 12474836 MLS CLOSED Status
Welcome to 2149 W Huron, a 4-bedroom, 3.1-bath brick and limestone single-family home offering nearly 4,200 square feet of thoughtfully designed space across three expansive levels. This custom residence blends urban design with refined luxury in one of West Town's most desirable enclaves-just steps from Smith Park and within the coveted Mitchell School District. The classic limestone facade with black-clad windows sets a sophisticated tone, enhanced by custom lighting and a striking glass-block feature wall. Inside, a floating steel staircase anchors the open-concept main level, where walls of oversized windows, custom window treatments throughout, and tall ceilings flood the home with radiant natural light. A grand dining room with a dramatic two-story vaulted ceiling flows into the formal living space, centered around a modern stone fireplace-one of three fireplaces in the home, including a wood-burning fireplace in the living room, and ventless gas fireplaces in both the primary bedroom and the lower-level family room. The heart of the home is a chef's dream kitchen, meticulously appointed with a 60" Viking range, Northland Master Series refrigeration, quarter sawn oak cabinetry, and marble countertops. Unique custom additions include a built-in vegetable and pasta steamer and an event beverage trough, designed for effortless entertaining. A functional island with open shelving, ample prep counters, and sleek designer lighting elevates the experience. The adjoining butler's pantry includes a U-Line ice maker, second sink, and additional dishwasher, ideal for hosting. Upstairs, two dual-suited bedrooms showcase sophisticated design. The south-facing primary suite is a serene escape featuring a wood-accented feature wall, chandelier, and private sitting area with a cozy fireplace. French doors open to a secluded balcony, while dual walk-in closets lead to a spa-inspired bath with a sunken air tub, heated floors, and an oversized shower. The secondary suite offers a walk-in closet and a beautifully finished bath with standalone shower, stone surfaces, custom vanities, and matte black fixtures. The lower-level impresses with a walk-out family room featuring custom built-ins, a third fireplace, and a full wet bar with glass-front cabinetry-plus direct access to a private brick courtyard. Two additional bedrooms, a full bath with open-concept shower, and a large laundry room with dual washers and dryers complete the space. This home offers multiple outdoor areas, including a main-level terrace, private terraces off the primary suite and lower level, and interior stair access to the roof-fertile ground for future rooftop deck plans. The professionally maintained irrigation system keeps all landscaping lush and thriving. Tech and lifestyle amenities abound with a whole-home AV system, built-in speakers, and all AV equipment included-perfect for modern living. Ideally located within blocks of Metra, Mariano's, I-290, and Chicago Avenue's vibrant dining scene. Just down the street, Smith Park provides a community anchor with community center & pool, tennis and pickleball courts, a splash pad, playground, and open green space.

2149 W Huron Street, Chicago

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Wicker Park, Chicago IL · Curated MLS Search

Pickleball Community Homes in Wicker Park, Chicago IL

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

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