Wicker Park Homes with South Exposure

Welcome to Wicker Park, one of Chicago’s most vibrant and eclectic neighborhoods! Nestled in the heart of Cook County, Wicker Park is renowned for its rich artistic culture, trendy boutiques, and an array of culinary delights that cater to every palate. This dynamic area seamlessly blends historic charm with modern flair, making it a sought-after destination for both young professionals and families alike.

As you stroll through the tree-lined streets, you'll be captivated by the stunning architecture that characterizes the neighborhood. From beautifully restored Victorian homes to contemporary condos, Wicker Park offers a diverse selection of residences, many of which feature south-facing exposures that allow for abundant natural light. Imagine waking up to sun-drenched rooms and enjoying your morning coffee on a balcony bathed in sunshine—this is the lifestyle that Wicker Park homes with south exposure provide!

The neighborhood is also a hub of activity, boasting an array of parks, art galleries, and music venues. The iconic Wicker Park itself serves as a community gathering space, hosting events, farmers' markets, and outdoor concerts throughout the year. With easy access to public transportation and a vibrant nightlife scene, residents can enjoy everything from indie music shows to upscale dining experiences just a stone's throw away.

Whether you’re looking to immerse yourself in the local culture, explore unique shops, or simply enjoy the beautiful surroundings, Wicker Park offers a perfect blend of urban living and community spirit. Discover your dream home in this enchanting neighborhood, where every day feels like an adventure!

Newest Wicker Park Homes with South Exposure

$2,099,000

3 Beds ⋅ 5 Baths ⋅ 12774089 MLS ⋅ ACTIVE Status

Stunning full-rehab single-family home with a rooftop deck, sky lounge, and second garage roof deck, all in a prime Wicker Park location! Great curb appeal with all new brick facade accented by striking black details, including Weather Shield window package, contemporary front door, and modern awning. Inside, the combined living and dining room features oversized front windows, custom ceiling detail and millwork, and a gas fireplace with floor-to-ceiling surround and accent lighting. The entertainer's kitchen includes Wolf and Sub-Zero appliances, sleek slim-shaker cabinetry, quartz countertops and backsplash, oversized island with bar seating and waterfall edge, plus a well-appointed butler pantry with glass-front upper cabinets, open shelving, sink, and beverage center. The adjoining family room offers built-in bench and storage and opens through sliding doors to the back patio and detached two-car garage with party door and roof deck with pergola. The sun-filled primary suite features a private bath with freestanding tub, frameless glass shower, large vanity with dual sinks, and heated flooring. Two additional bedrooms, a guest bath with tub, dual sinks, and heated flooring, and a convenient laundry room with washer/dryer and sink complete the upper level. The top-floor sky lounge offers a wet bar, half bath, and access to multiple rooftop spaces with fantastic views and pergola. The finished lower level includes a recreation room with second wet bar, 4th bedroom, full bath, second laundry with washer/dryer and sink, and radiant heated flooring. Additional features include a fire sprinkler system and drain tile system. Prime Wicker Park/West Town location close to restaurants, shopping, entertainment, parks, public transportation, and neighboring hotspots. Extensive ground-up rehab by top Chicago developer with all-new facade, roof, windows, plumbing, electrical, mechanical systems, fixtures, finishes and more. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

1625 W Julian Street, Chicago

1395 N Milwaukee Avenue Unit #3E, Chicago

$565,000

2 Beds ⋅ 2 Baths ⋅ 12759031 MLS ⋅ ACTIVE Status

Positioned in the heart of Wicker Park, this 2-bedroom, 2-bathroom top floor unit offers stunning views of this beloved Chicago neighborhood. Easily accessible via elevator, this unit opens up into a beautiful open layout featuring Brazilian cherry floors, a granite lined gas-powered fireplace, and plenty of natural lighting from massive western facing windows. The kitchen features stainless steel appliances and a sweeping granite countertop that extends out into an eat-in bar and opens seamlessly into the combined living and dining spaces. Together they create a balance between every day comfortable living and hosting friends for a big game or a big dinner. When you're ready to call it a night you head back to your primary bedroom with natural light cascading in from the sliding glass doors, walk-in closet, and ensuite bathroom. The primary bath offers a dual vanity, separate shower, and whirlpool bath that will let you unwind after a long day. The secondary bedroom also has picturesque windows and a walk-in closet, and it's spacious enough to comfortably fit a queen-sized bed. Offering an abundance of storage throughout, an updated guest bath, and in-unit laundry this unit covers all the bases. Outdoor spaces include a large front balcony with plenty of room for grilling or gardening, a cozy private balcony off the back of the primary bedroom for some quiet morning coffee, and a shared access rooftop deck with sweeping unmatched views of the Chicago skyline. This unit offers the best combination of private convenience and public accessibility with an attached private 1 car garage and by being just 2 blocks away from the Damen or Ashland blue line stops. Milwaukee Avenue puts you steps away from all Wicker Park has to offer including the 606 trail, wonderful boutiques, nightlife, entertainment venues and incredible restaurants this neighborhood is known for.

1395 N Milwaukee Avenue Unit #3E, Chicago

1300 N Claremont Avenue Unit #1E, Chicago

$1,249,900

5 Beds ⋅ 3 Baths ⋅ 12757486 MLS ⋅ ACTIVE Status

A One-of-a-Kind Alternative to a Single-Family Home in the Heart of Wicker Park! Rarely does a condominium offer the scale, width, and functionality of a single-family home-but this exceptional 5-bedroom, 3-bathroom duplex-down at The Claremont West, a boutique 8-unit elevator building, delivers exactly that. With over 3,000 square feet of living space, this extra-wide corner residence features an exceptional floor plan, incredible natural light, custom interiors, and high-end finishes throughout. South/East-facing exposures overlook open green space, creating a bright and inviting atmosphere from morning through afternoon. Designed with entertaining and everyday living in mind, the home offers three generously sized living spaces-two on the main level and one on the lower level-along with a dedicated dining area. The main level features a dramatic wraparound living room, two bedrooms, and a full bathroom. The lower level offers three additional bedrooms, including a spacious primary suite with a luxurious en-suite bathroom featuring a double vanity, heated floors, rain shower, linear drain, and heated towel bar. The primary suite also includes a walk-in closet. The lower level is enhanced by radiant heat, high ceilings, and abundant storage, while a separate laundry room adds everyday convenience. Design-forward finishes include imported tile selections, wide-plank white oak flooring, a fireplace in the main living room, and custom kitchen by Aran Cucine. Oversized kitchen islands feature Italian porcelain countertops and are complemented by Bosch black stainless-steel appliances. Bathrooms are outfitted with premium Hansgrohe fixtures. A private balcony off the main living space includes a gas line for grilling and outdoor entertaining. In addition, residents enjoy access to an impressive 45-foot-long garage rooftop space with city views, providing an exceptional outdoor setting rarely found at this scale. An extra-wide garage parking space is included, with plenty of room to comfortably accommodate an SUV. Set on a quiet one-way street, The Claremont West is ideally located one block from Division Street, with easy access to the Blue Line, I-90/94, and I-290. A truly exceptional residence with a highly designed interior, extraordinary width, and a floor plan unlike anything else in Wicker Park. This is a rare opportunity to experience condominium living on a single-family-home scale.

1300 N Claremont Avenue Unit #1E, Chicago

1420 N Elk Grove Avenue Unit #3, Chicago

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 12735518 MLS ⋅ ACTIVE Status

Delivery Spring 2027 - Located in the absolute heart of Bucktown/Wicker Parker and just steps from the intersection of Damen & North Ave we're extremely excited to introduce this incredibly rare, extra-wide luxury condo development. Spanning 32 ft in width, this property allows for exceptionally spacious layouts on beautiful tree lined Elk Grove Ave. The penthouse features Three large bedrooms and Two luxurious bathrooms plus an expansive 1500 square-foot private porcelain paved roof deck. The open Floor plan is complemented by oversized windows that flood the property with natural light. The oversized living space provides room for a large dining room table, seating area, and incorporates a covered 14x7 terrace directly accessed off the main living area. A conveniently placed mudroom with custom built-ins is tucked away at the rear of the home to hide day-to-day items.The custom designed kitchen anchors the space with beautiful white oak cabinetry that is surrounded by custom quartz counters and stainless steel Wolf and Subzero appliances. The spacious primary suite offers a generously sized custom organized walk-in closet and a jaw dropping primary bath with heated floors, dual vanity, and glass encased steam shower and beautiful tile. Finishes were professionally selected. Designer tile, moldings, lighting, and hardwood flooring are found throughout. One car dedicated garage parking is included in price with Wi-Fi enable garage door. This neighborhood Developer takes pride in the homes that they build. Additional features that most buyers will not immediately notice include 400 amp underground electrical service, garage parking wired for electrical charging stations, Low Voltage and speaker wiring at no extra cost, curbless showers, Marvin windows, plus a Door Bird video enabled intercom system that goes directly to your smart phone for easy access for deliveries and for guests. This location is just steps from critically acclaimed restaurants, boutique & neighborhood shopping, public transportation (blue line & express bus), minutes from the expressway, and just steps from the 606 trail. This property is not built yet. The finishes in these units are customizable until components have been ordered. A rare and amazing opportunity for any savvy buyer. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase.

1420 N Elk Grove Avenue Unit #3, Chicago

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 12735488 MLS ⋅ ACTIVE Status

Chicago

$1,075,000

3 Beds ⋅ 3 Baths ⋅ 12718681 MLS ⋅ ACTIVE Status

1648 W Division Street Unit #707, Chicago

$2,199,800

4 Beds ⋅ 5 Baths ⋅ 12718791 MLS ⋅ ACTIVE Status

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

1220 N Damen Avenue, Chicago

$4,695,000

5 Beds ⋅ 7 Baths ⋅ 12639287 MLS ⋅ ACTIVE Status

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5 bed/4.3 bath single-family home underwent a multi-year renovation and restoration by Rugo Raff Architects. Preserving elements of its Victorian charm while optimizing sightlines and integrating first-class finishes was paramount. This special home's unheard of 98' x 110' lot affords multiple green spaces, including a deep front yard with mature landscaping, a side yard with raised garden beds and a European-style pergola. Inside, an elegant entry plus an oval-shaped entry hall link to a lovely living room with an abundance of natural light, a traditional turret, and a wood-burning fireplace, and a formal dining room just beyond with hand-scraped walnut floors. The custom chef's kitchen stuns with O'Brien Harris cabinetry, white quartzite countertops, professional-grade Wolf/Sub-Zero appliances, an herb garden, a full butler's pantry, a breakfast dining space with banquette seating, and a built-in desk. The main level also features an intimate family room with built-in walnut cabinetry and a chic beverage center, and two beautiful limestone terraces accessed via French doors: a 12' x 23' west terrace for open-air entertaining and a 12' x 17' side terrace that's perfectly appointed for large-scale alfresco dining with an outdoor kitchen and a built-in grill. A striking example of this home's flawless interior architecture is the centrally located, curving suspended staircase. The second level is devoted to two secondary bedrooms (one with custom bunk beds), the first of two laundry rooms, and an impressively spacious primary suite with a sitting area, a custom dressing room, a walk-in closet, and a marble-clad ensuite bath with two vanities, a soaking tub, and a deluxe shower. The third floor presents two designer offices--a handsome den with knotty alder wood floors and a gas fireplace, a cozy den with a wet bar, an exercise room, and yet another polished guest bedroom. But there's more... This truly magnificent home also comes complete with a fully finished garden level with a massive playroom that opens onto a basement terrace, a wine room, a kitchenette, another large guest bedroom with den perfect for related living, a second laundry room, a walk-in storage room, and a custom mudroom that connects to an attached garage. Additional callout details and amenities include restored original doors and hardware, custom woodwork and trim throughout, designer lighting and wallcoverings throughout, four total fireplaces, 97 Marvin windows, a Lutron lighting system, self-irrigating planters on both terraces, and an excess of custom interior storage. Walking distance to Wicker Park proper and the world-class shopping and dining that extends from the neighborhood's famed Six Corners, 1407 N. Hoyne Ave. is a one-of-a-kind home with uncompromising design and comforts. Coach house available separately and additional garage parking can be added if acquired, please inquire.

1407 N Hoyne Avenue, Chicago

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