Chicago IL Real Estate & Homes for Sale

Spacious and stylish 2 bedroom, 2 bathroom condo in an unbeatable location in Wicker Park. Located on a charming, tree-lined street and surrounded by elegant grey stones and Victorians, this beautifully maintained condo offers privacy with no shared walls and a private entrance. Situated in one of the city's most desirable pockets, the home features an expansive open floor plan with soaring ceilings and a wide layout that immediately impresses upon entry. The oversized living and dining area flows seamlessly to a large, private patio featuring a brand-new deck (2024-25). A cozy fireplace adds warmth and charm to the living room, while the adjacent kitchen boasts granite countertops, an island, stainless steel appliances, and stylish new pendant lighting. Whether you're hosting or enjoying a quiet night in, this kitchen delivers both function and style. The spacious primary suite includes an entire wall of closets, can comfortably accommodate a king-size bed, and an en-suite bath with dual vanities, and a separate shower and tub. The second bedroom can fit a queen bed and the second full bath has been recently updated. Additional highlights include beautiful hardwood floors, freshly painted walls throughout, and an in-unit washer and dryer. The detached garage provides extra storage, and the generously-sized backyard oasis is a rare find in the neighborhood. The enormous outdoor area (28x21) can easily accommodate a 10-person picnic table, ideal for creating the ultimate gathering spot. You'll be moving in at just the right time to dive into the vibrant dining options, lively nightlife, and unique shopping experiences in Wicker Park. Farmers Market is right around the corner, with Jewel-Osco and Lowe's just four blocks away for your convenience. You'll also have easy access to the Division Blue Line, and with the Kennedy Expressway nearby, getting around the city will be a breeze.

Spectacular East Village duplex penthouse offering incredible skyline views and stylish, updated interiors. This bright and open 3-bedroom, 3-bathroom home features dramatic two-story vaulted ceilings, oversized windows, and multiple skylights that flood the space with natural light. Designed by Chris George Interiors, the home boasts a modern, clean aesthetic with a soft gray palette, solid maple hardwood floors with a rich chestnut stain, a granite fireplace, and brand new Berber carpeting. The open-concept kitchen has been beautifully remodeled with contemporary finishes and newer stainless steel appliances. The versatile lofted family room is perfect for entertaining or relaxing. Enjoy three private outdoor spaces, including a spacious front terrace on the top floor with unobstructed skyline views and a gas grill-ideal for summer nights. The primary suite features a private terrace and a modern, spa-like bath. Recent updates include a new HVAC system (2018), new front and back decking (2020), new roof (2020), and newer washer/dryer, refrigerator, stove, dishwasher, and water heater (2017). An extra-long covered carport parking space is included. Situated on a quiet, tree-lined street between Chicago Avenue and Division Street, this unbeatable location offers easy access to top restaurants, shops, public transit, and all that West Town and East Village have to offer. This is a must-see home that combines luxury, location, and lifestyle.

Stunning, newly updated 2-Bedroom, 2-Bathroom Penthouse in East Humboldt/Wicker Park! This top-floor corner unit offers a spacious open layout with 10-foot ceilings, refinished hardwood floors, and an abundance of natural light. The highlight of this home is a massive 1,500 sq. ft. private roof deck w/ city views - perfect for entertaining, gardening, and relaxing. The modern kitchen boasts white shaker cabinets, stainless steel appliances, quartz countertops, and a generous breakfast bar that opens to the main living area. The expansive primary features a walk-in closet and a spa-inspired bathroom with double sinks, quartz countertops, a glass-enclosed shower, and porcelain tile. Additional features include two prv. balconies, an interior staircase leading to the rooftop deck with Trex decking, gas line, water, electric access, pergola, custom window treatments, and surround sound wiring. This pet-friendly building offers low assessments and garage parking included. Located just steps from Division Street shops, dining, grocery stores, parks, and public transit - everything you need right at your doorstep!

New to market! Loft lovers get ready! This timber loft is a true 2 bedroom/1.5 duplex-up with gracious sized bedrooms and warm & unique features throughout. Walk into the bright and open main level with rich hardwood flooring, oversized and east facing windows framed with treetop views and the Chicago skyline during winter months. Expansive ceiling height and timber beams compliment the wood burning fireplace and floating staircase, and the layout works well for oversized living room furnishings, a formal dining area, office and lounging area. Sellers invested in a complete rehab of the kitchen and primary bath, with on-trend finishes and fixtures, white shaker cabinetry, stainless black appliances, black hardware and decorative lighting. A coffee station and beverage center were added to the kitchen footprint to enhance the space and expand on storage for extra serving ware and entertaining. An oversized skylight draws in sunlight from top to bottom and highlights the showstopper floating staircase, taking you to the top floor. Upstairs you will find a guest bedroom complete with oversized windows, ample closet space and a murphy bed added by current owners. The primary bedroom is fit for a king, with skyline views from your private balcony, a professionally outfitted walk-in closet, and a lofted reading nook or storage space for luggage, golf clubs or a meditation space (ladder included). Ensuite bathroom has been done from top to bottom with new hex floor tile, Kohler plumbing fixtures, and double vanity. Additional linen storage in the bathroom as well as two separate hallway closets. This building is professionally managed, pet friendly, elevator equipped, and boasts a Butterfly entry system for ease of packages and guests entering the building. Attached garage parking + tandem exterior parking space included (2 spaces!), with nothing to do but move in. Pet lovers- ask us about some of the fun features in this space! The neighborhood speaks for itself, but in case you missed it, the Bloomingdale/606 trail entrance is outside your door, Walsh Park is your new neighbor, perfect for laying out on the grass during our *soon-to-be* summer days. Conveniently positioned near the Clybourn Metra, Damen Blue Line, and I-90/94 for an easy commute in any direction. Truly move in ready.

Spacious West Town 3 bedroom, 2 bathroom condo just a few blocks from Mariano's, the Metra station, bars and restaurants. Tandem parking for two cars and two outdoor spaces, one off the living room and one off the primary bedroom are included in the purchase price. Hardwood floors and abundant natural light are enjoyed throughout the home. The open floorplan is spacious and allows for plenty of room to entertain. The living room features a gas fireplace and the kitchen is well equipped with granite countertops, cherry cabinets and Stainless Steel appliances. Step outside to your private balcony and enjoy the outdoors. Just down the hall you will find the primary suite with its own private balcony and ensuite bath which includes a whirlpool tub, separate shower and double vanity. Two other generously sized bedrooms and another full bath provide ample living space. In unit laundry makes every day chores a breeze. Seller is willing to entertain buyer's credit considerations based upon strength of offer.

Classic Chicago brick cottage is a legal 3-flat in sought-after East Village location on beautiful tree-lined Wood street steps to everything West Town has to offer! Solid turnkey INVESTMENT opportunity full of possibilities, keep as full income property or owner-occupied with income. Fully rented building was rehabbed in 2017 and features new water service to building, new roof and full tuck pointing. All units are located above ground level and include central air, separate utilities (including heat) paid by tenant, in-unit laundry and enclosed porches. Apartments are modern and functional, easy to rent. 2-car garage onsite brings in additional income, common outdoor deck and new concrete patio in the back. Rent roll and financials for building under "additional information" tab.

Stunning Ukrainian Village/West Town 3BD/2BA with Private Rooftop & Tandem Garage! Experience luxury living in this beautifully designed elevator-building home, offering high-end finishes and exceptional details. Soaring 11-foot ceilings and floor-to-ceiling windows create an open, airy feel in the front living space, complemented by sleek 5-inch hardwood flooring throughout. The designer kitchen boasts Copat Italiana cabinetry with interior uplighting, Quartz countertops, and top-tier Dacor & Liebherr appliances. The spa-like primary bath impresses with floating vanities, NuFeet heated flooring, a rain shower, and a soaking tub. The show-stopping private rooftop deck, just re-painted and accessible via elevator, features a built-out pergola, quartz island with refrigerator, ceiling fan with remote, TV mount, and surround sound wiring, making it an entertainer's dream. Additional highlights include an attached two-car tandem garage. Don't miss this rare opportunity in the heart of Ukrainian Village!

This all-brick multi-family property offers a rare combination of charm, stability, and upside potential. With four total units spread across two buildings, this is an excellent opportunity for both investors and owner-occupants. The 3-story building features a spacious 3-bedroom, 2-bath duplex-down unit that's perfect for an owner or premium rental. Two additional 2-bedroom, 1-bath units maintain original vintage details including decorative wood trim, and built-ins. In the rear of the property, a detached 2-bedroom coach house provides added income. The units all have long-term tenants in place and rents currently below market-presenting a strong value-add opportunity. Whether you choose to renovate and reposition or hold as-is for steady cash flow, there is plenty of room for increased return on investment. Just steps from Humboldt Park, this location offers access to green space, cultural attractions, and a bustling dining and shopping scene. Public transportation is nearby, and the neighborhood continues to see strong demand from renters and homeowners alike.

Extra-wide, all-brick duplex in the heart of West Town! Situated on a 37-foot-wide lot, this stunning 3-bed, 2.5-bath home at 1832 W Rice St offers generous, thoughtfully designed living space plus a private terrace and expansive roof deck. The main level is flooded with natural light and features an open-concept layout with soaring ceilings, floor-to-ceiling windows, built-in surround sound, and wide-plank hardwood floors throughout. A beautifully appointed kitchen boasts custom cabinetry, a large island with seating, sleek Bosch appliances, and ample storage-perfect for both everyday living and entertaining. The lower level includes a luxurious primary suite with a new custom built walk-in closet and a spa-like ensuite bath featuring dual vanities, a jetted tub, a steam shower, and a glass-enclosed layout. This level also features 4-zone heated floors, two additional bedrooms, a full bath, laundry room, and flexible office space. Enjoy seamless indoor-outdoor living with direct access to your terrace and privately assigned oversized roof deck with a pergola. All-brick construction ensures quiet, energy-efficient living in one of Chicago's most sought-after neighborhoods. Walk to restaurants, cafes, shops- and Commercial Club Park is right across the street. Garage parking included.

Stunning and rarely available recently FULLY RENOVATED SFH with soaring ceilings situated in the heart of HOT Ukrainian Village on a most coveted tree-lined street! This exceptional 5 bed / 3.5 bath single-family home with a 2-car garage showcases modern luxury, featuring hardwood floors throughout, high vaulted ceilings, an abundance of natural light, and an expansive open-concept living/family/dining/kitchen floor plan that seamlessly leads to a PRIVATE BACKYARD that's tailor-made for entertaining or unwinding in style. The chef's kitchen features modern cabinetry, quartz countertops, a beautiful backsplash, and premium stainless-steel appliances. Upstairs, the OVERSIZED sun-drenched primary suite boasts tons of natural light, a large custom walk-in closet, and a spa-like ensuite bathroom complete with dual vanities, a luxurious steam shower and separate soaking tub, and upscale finishes. Another generously sized bedroom and a full bath complete the second floor. The top-level features THREE ADDITIONAL bedrooms with a full bathroom. The private backyard and detached 2-car garage complete this incredible home. Perfect location on a beautiful tree lined street while still being just steps away from Division and Ukrainian Village's vibrant dining, shopping, parks, entertainment and public transportation. Don't miss this one-of-a-kind home in one of Chicago's most sought-after neighborhoods!

Incredible Location in Wicker Park! Just steps to the Blue Line, trendy shops, and some of the city's best restaurants, this top-floor condo is a true gem in the heart of it all. Featuring 2 spacious bedrooms and 2 full bathrooms, including a newly remodeled hallway bath, this home is move-in ready and full of updates. Enjoy soaring cathedral ceilings, a cozy marble fireplace perfect for chilly Chicago winters, and newly refinished hardwood floors throughout. The kitchen has been refreshed with brand new quartz countertops, a sleek stainless steel sink and faucet, making it as stylish as it is functional. Just off the kitchen, step out onto your private balcony-ideal for grilling and soaking in the city vibe. Additional perks include in-unit washer and dryer, newer windows throughout, and a huge private storage closet on the first floor. One gated parking space is included, and with low assessments, this condo offers incredible value in one of Chicago's most desirable neighborhoods. Don't miss your chance to call Wicker Park home!

Spacious duplex down on tree lined Paulina Street in prime East Village! Upgraded kitchen includes Hudson Valley lights and Carrara marble countertops, white cabinets, crown molding, Ann Sacks subway tile, custom built oversized island and stainless appliances. Bespoke fireplace mantle with marble accents, dark stained oak hardwood flooring and half bathroom on the first level. Master suite includes large walk-in closet and rear deck. Master bath includes dual sink quartz vanity top and Kohler fixtures. Elfa closet storage system in each bedroom. Second bath and powder room feature Calacatta gold marble vanities and Kohler fixtures. Lower level offers an extra large family room with great light from floor-to-ceiling windows, a huge enclosed front patio perfect for entertaining and a tailor-made dry bar. Garage parking and additional storage room included. Walkable to the Blue Line and all that Division Street and Chicago Avenue have to offer!

TWO WICKER PARK CONDOS (WITH SEPARATE PINS) BEING SOLD TOGETHER SO NEW OWNER HAS MANY OPTIONS - LEAVE AS A TURN-KEY INVESTMENT PROPERTY, BUY ONE/RENT ONE OR RE-SELL BOTH INDIVIDUALY AS MARKET RISES. RARE, NEWER CONSTRUCTION (2000) STRONG RENTAL INCOME OF APPROXIMATELY $7K/MONTH AND RE TAXES JUST LOWERED BY 30% (WILL COME INTO EFFECT IN FALL 2025). UPSTAIRS UNIT IS A DUPLEX WITH 3BR/3.5 BATH WITH AN OPEN FLOORPLAN, IN-UNIT LAUNDRY, CENTRAL HEAT/AC AND STAINLESS STEEL APPLIANCES THROUGHOUT. GROUND FLOOR IS 2BR/2.5 BATH WITH SAME CHARACTERISTICS- DUPLEX- AND APPLIANCES. EACH UNIT HAS MULTIPLE OUTDOOR PATIO SPACES EXCLUSIVELY FOR EACH CONDO AND THERE IS A GARAGE DECK AND ROOFTOP DECK AS WELL. TWO CAR GARAGE GIVES EACH UNIT ONE PARKING SPACE. Agent related to seller.

Nestled on a quiet tree-lined street in one of Chicago's most sought-after neighborhoods, this beautifully designed 5-bedroom, 3.5-bathroom home in Bucktown blends modern luxury with timeless finishes and an extra-wide interior. Spanning three levels and a lower level, this residence has soaring ceilings, rich hardwood floors, three fireplaces and an abundance of outdoor space. Enter into an inviting living room showcasing a gas fireplace with built-in bookshelves and it flows seamlessly into a formal dining area with a custom glass enclosed wine cellar. The eat-in kitchen is a true centerpiece, featuring high-end stainless steel appliances, quartz countertops, a breakfast bar and custom cabinetry; adjacent family room has wood-burning fireplace and cabinetry. Upstairs, the serene primary suite boasts a fireplace, large walk-in closet and Calcatta marble spa-like bathroom with a soaking tub, walk-in shower, two vanities and radiant heat. Two additional bedrooms on the second level share a beautifully appointed marble bath. The 3rd floor features a large office with tree-top views and rooftop deck with outdoor shower. The lower level has radiant heating throughout, a rec room, guest suite, large laundry room, home gym, and a full bath. Enjoy indoor-outdoor living with a private backyard oasis, complete with a deck, yard with landscaped garden and a rooftop deck on the two-car garage-ideal for summer gatherings. Located just steps from boutique shopping, acclaimed restaurants, the 606 Trail, and public transit, this home offers the perfect balance of comfort, style, and urban convenience.

Experience elevated urban living in this meticulously designed 3-bedroom, 2-bathroom residence located in an exclusive boutique building in the heart of Chicago's vibrant California Corridor. Thoughtfully curated with high-end finishes and modern comforts, this home offers a refined lifestyle in one of the city's most desirable neighborhoods. Step into a sun-drenched open floor plan featuring soaring ceilings, custom crown molding with ambient uplighting, and a gas-start wood-burning fireplace that adds warmth and character to the expansive living space. Floor-to-ceiling sliding glass doors open to a private patio-perfect for seamless indoor/outdoor entertaining. The chef's kitchen is a study in modern elegance, featuring quartz countertops, shaker-style cabinetry, premium stainless steel appliances, and a spacious island ideal for hosting or everyday living. The primary suite is a true sanctuary with custom closets, a spa-caliber en-suite bath offering a dual vanity, soaking tub, and separate glass-enclosed shower-and the luxury of a private walk-out patio for tranquil mornings or peaceful evenings. Additional features include two well-appointed guest bedrooms, in-unit laundry, two tandem parking spaces, and access to a beautifully designed rooftop deck with panoramic skyline views. Located just steps from charming local restaurants, shops, public transit, and the green open spaces of Smith Park, this residence offers the perfect balance of luxury, lifestyle, and location.

HOT property, East Ukraine Village. Walking distance from Wicker Park, Blue Line, schools, shopping, restaurants and minutes from downtown. THE neighborhood to build in.

As featured in Crain's! Stunning 3-bed, 2-bath duplex with family room in East Village. Crafted by award-winning Ranquist Development with perfect blend of modern design, premium updates, and rare extra-wide living. Refreshed with designer finishes throughout, the sleek chef's kitchen boasts Italian cabinetry by Archisesto, Bosch appliances, a built-in Liebherr refrigerator, and custom wine bin-perfectly situated for effortless entertaining. Two-story great room dazzles with floor-to-ceiling windows that flood the space with natural light and frame lush private garden. Step outside into a serene urban oasis complete with a fire pit, waterfall feature, and grill - ideal for year-round gatherings. Floating staircase leads to spacious family room with built-in dry bar and wine fridge, overlooking dramatic main living area and garden. Retreat to luxurious primary suite featuring generous walk-in closet and fully renovated en-suite bath with newer tile, dual vanity, separate shower, and soaking tub. Steps from everything that makes the East Village a true epicenter of it all.

Exceptional Mixed-Use Opportunity in Prime West Town Location! All-brick 2-story building with flexible zoning and covered rear parking. The updated second-floor residence features a spacious 2-bedroom loft with vaulted ceilings, skylights, and a large open-concept great room with private access to a rooftop deck. The kitchen offers maple cabinetry, Corian countertops, stainless steel appliances, and in-unit laundry. The main level is currently leased to a furniture refinisher and includes an open layout with a half bath-ideal for retail, studio, residential or office use. Both residential and commercial tenants are on month-to-month leases, offering flexibility for end users or investors. Additional highlights include a steel-frame 2-car covered carport with overhead door, three furnaces, and three central AC units. A unique and versatile property with endless potential in one of Chicago's most vibrant neighborhoods.

Spacious & Versatile Home in Prime Bucktown Location This open plan home offers the layout you've been looking for! The main level boasts a large island kitchen (new appliances 2024, new roof 2017), an adjoining family room with a wood-burning fireplace, a huge living/dining combo, and a powder room. Upstairs, the cathedral-ceiling primary suite features twin walk-in closets, a whirlpool tub, separate shower, and double sinks. Two additional bedrooms, each with a walk-in closet, share a second full bath, along with a convenient laundry. the basement was remodeled in 2022 and contains 2 more bedrooms, a full and half bath, summer kitchen and family room. Currently a legal in-law unit, it now generates rental income or allows an easy duplex-down expansion into a 5-bedroom, 3-full bath, 2-half bath home. Original architectural design engineered for a connecting stairway for seamless conversion. Custom sound-resistant windows provide a quiet retreat. The home sits in the top-rated CPS Level 1+ Burr Elementary and A+ St. Mary of the Angels schools. Unbeatable location-half a block to the 606 Trail, Walsh Park, Metra's Cortland stop (express to downtown), and neighborhood favorites like Mable's Table, Bucktown Pub, and The Hurley Tap. Main floor duplex's lease ends June 30-perfect timing for a summer move!

Welcome to The Chap, a breathtaking church conversion! This top-floor 3-bedroom, 3-bathroom duplex blends historic charm with modern luxury, offering the space and feel of a townhome. With soaring ceilings, arched windows, and natural light pouring in from every exposure, this home embraces its architectural roots while providing contemporary comfort. The thoughtfully designed layout separates all three bedrooms, making it ideal for work-from-home living or hosting guests. The open-concept kitchen features sleek Italian cabinetry, quartz countertops, and high-end Bosch appliances, while elegant bamboo flooring runs throughout. The spa-like bathrooms are finished with custom Italian tile, seamlessly complementing the unit's refined design. Enjoy two private outdoor decks on separate levels, plus access to a spacious shared courtyard-perfect for entertaining. Additional conveniences include an in-unit washer/dryer, one dedicated parking space, and extra storage, all included in the price. Experience the rare beauty of a historic church reimagined into a sophisticated, one-of-a-kind home in one of Chicago's most sought-after neighborhoods!

Welcome to the Chicago Lifestyle, an East Village story. Tucked within a quiet, boutique building above the lively rhythm of Chicago Avenue, this extra-wide 2 bed, 2 bath condo captures the essence of refined city living with neighborhood charm. Perched on the third floor of an intimate 4-unit walk-up, it offers the kind of privacy, light, and space that's increasingly rare in the heart of the city. Step inside and you're immediately struck by the feeling of openness and warmth. Floor-to-ceiling north-facing windows flood the living area with soft natural light, bouncing off gleaming hardwood floors and accentuating the thoughtful layout. The gas fireplace creates a cozy focal point, flanked by a custom dry bar with beverage fridge-an inviting setup for everything from Sunday lounging to impromptu evening gatherings. The current owners converted a built-in desk nook into a chic coffee and wine station, making the space both beautiful and functional. The kitchen, open and welcoming, anchors the home with granite countertops, stainless steel appliances, abundant cabinetry with built-in wine storage, and a large peninsula perfect for casual dining or hosting. It's a space made for connection, where cooking becomes a shared experience and every meal feels like an occasion. Tucked toward the back of the unit, both bedrooms enjoy quiet southern light, creating a peaceful retreat from city life. The primary suite is generously sized and thoughtfully appointed, featuring a walk-in closet and a spa-inspired en-suite bath with a whirlpool tub, walk-in shower, and dual vanity. Down the hall, the second bedroom leads to a private balcony that offers an unexpectedly serene outdoor escape. Overlooking the rear parking area and set back from the street, it's a perfect spot for grilling, relaxing, or simply watching the sun set behind the Sears Tower in the distance-a quiet moment in the midst of a vibrant neighborhood. Additional features include in-unit laundry, central air conditioning, and private storage outside the unit. The included exterior parking space adds convenience in a neighborhood where walkability is a given but parking can be a premium. Best of all, this well-maintained building is self-managed, with ultra-low HOA dues that include water, trash, and building insurance-making ownership both attainable and stress-free. Location is everything, and East Village is a neighborhood that truly delivers. This home is just one block from Mariano's and steps to the Chicago 66 bus, offering effortless access to downtown. For those commuting by car, proximity to I-290 and I-90 makes weekend getaways or suburban visits a breeze. The current owners rave about the variety of restaurants and bars nearby-from casual hangouts like Cleos with its bocce ball beer garden, to Nettare, a refined spot known for seasonal menus and curated wine lists. For takeout, there's the beloved Lao Peng You, made famous on Hulu's The Bear. And when the weekend arrives, the neighborhood opens up. Whether it's brunch on Division, treasure hunting along Milwaukee Avenue's vintage shops, or catching live music at West Town Fest right outside your door, there's always something to do and somewhere to belong. On quiet days, stroll tree-lined streets with your pup or unwind in one of the nearby parks. This is more than just a place to live-it's a home that tells a story. A story of comfort, connection, and the joy of being rooted in a community that feels like a small town in the middle of a world-class city. Welcome to your next chapter in East Village.

This better than new, all brick home is perfectly appointed with up to the minute finishes and quality craftmanship and located in the best Bucktown location! The spacious front living and dining spaces offer beautiful space to relax or entertain. A true butler's pantry with beverage refrigeration and prep sink leads to the perfectly finished kitchen with up to the minute, two toned cabinetry, commercial grade appliances, and a large island with bar seating. A built-in banquette offers the perfect place to dine informally. The super sunny, west-facing great room features built-ins for display and storage surrounding the fireplace - all overlooking the back deck through a wall of windows. The second level offers three generously sized bedrooms, including the oversized primary suite with dual walk-in closets and a spa like bath with dual sinks, oversized steam shower, and a freestanding tub. The two secondary bedrooms share a nicely finished hall bath. Bedroom level laundry with side-by-side washer/dryer for added convenience. Take the interior staircase to the rooftop oasis that spans the entire length of the home with city views! The deck features a putting green, pergola, and fantastic views. The incredibly spacious lower level features a huge rec space with a wet bar, two guest bedrooms, additional full bath, plus a large storage room with potential for secondary laundry. There is a rear deck, perfect for grilling, plus a deck over the two-car garage. This is the perfect location with everything that Bucktown has to offer right outside of your front door!

The wait is over, updated Wicker Park 3BR/2.1BA Penthouse with massive private rooftop deck! Experience the best of city living in this beautifully updated, spacious tri-level penthouse located in an all-brick building in the heart of Wicker Park. With three private outdoor spaces-including an expansive rooftop deck with Trex decking and breathtaking skyline views-this home offers the ultimate in indoor-outdoor living. Inside, you'll find freshly refinished hardwood floors and brand-new paint throughout. The main level boasts soaring 14-foot ceilings, oversized windows, and sliding glass doors that lead to an 18x8 private terrace, perfect for entertaining or unwinding. The open-concept kitchen features granite countertops, 42" cabinets, and newer stainless steel appliances, including a refrigerator, microwave, and dishwasher. Thoughtfully designed for comfort and privacy, the split-level layout places the primary suite on its own upper level. Enjoy a private balcony, plus a spa-inspired en-suite bathroom with a double vanity, deep soaking tub, and steam shower. Downstairs from the main level are two bedrooms and a full bathroom-ideal for guests, family, or a home office. All of this is located just steps from the best of Wicker Park: Division Street nightlife, the Blue Line, Chicago Avenue dining, Target, Wicker Park Athletic Club, and local coffee shops-all within a five-minute walk. Garage parking included.

Exceptional 3 Flat Brownstone in Prime East Ukrainian Village/ Wicker Park! Ideally located near Damen & Division on a lovely one-way, tree-lined historic block. This fully rented brick building is very well-maintained, blending modern amenities with classic vintage charm, offering outstanding investment potential. Each sun-filled unit boasts spacious living and dining areas, large kitchens, and updated baths. For added comfort and convenience, all units feature individual utility meters, furnaces, central A/C, dishwashers, and garbage disposals. The property has seen thoughtful updates, including refreshed hardwood floors and improved back porches. An oversized 3 car garage includes a space that could be converted into a separate workspace or even a potential 4th unit with some rehab. Located just one block south of Division Street's vibrant dining, shops, and nightlife! Property sits nestled in a peaceful historic district surrounded by stunning single-family homes, with no looming new construction. Easy permitted parking - a rare Wicker Park perk - and the friendly block hosts an annual summer party. Zoned RT-4, with tenants covering their own utilities, this is a great turn-key investment opportunity. Coin laundry provides additional income, and extra tenant storage available. Enjoy the best of Ukrainian Village, West Town, and Wicker Park - all steps away - with quick access to downtown. Don't miss this rare gem in one of Chicago's most sought-after neighborhoods!

Move right in to this extensively updated and meticulously maintained 4 bed / 3.1 bath single family home on a tree-lined block in the heart of Wicker Park. Set back from the street for added privacy and curb appeal, this home combines timeless character with modern finishes throughout. The spacious main level features hardwood floors, custom built-ins, crown molding, and large windows that flood the space with natural light. The open-concept living and dining areas easily accommodate full-sized furniture and a formal dining setup. The kitchen is equipped with Viking and Bosch stainless steel appliances, refinished 42" cabinets (2024), under-cabinet lighting, a breakfast bar, pantry, and a charming built-in breakfast nook with bench seating and storage (2020). Upstairs, you'll find three generously sized bedrooms, two full bathrooms, and a full laundry room. The primary suite includes elegant wainscoting and crown molding (2024), a spacious walk-in closet with Elfa shelving (2021), and a luxurious en-suite bathroom featuring a dual vanity, large walk-in shower with frameless glass doors, and designer finishes (2022). Both secondary bedrooms are enhanced with custom Elfa closet systems and share an updated hall bathroom. Additional upstairs upgrades include linen shelving (2023), custom window treatments (2024), and dimmable lighting throughout (2023). The fully finished basement was completely renovated in 2023 and offers radiant heated floors, plush new carpeting, a large family/media room with built-in entertainment center and fireplace, a custom hardwood bar and desk, a fourth bedroom with custom shelving, and a fully updated bathroom-perfect for guests or extended living. System updates include two Bosch A/C units (2022), two new Carrier furnaces (2025), and a new washer, dryer, and microwave (2024). Outdoor enhancements include a refinished and painted back deck (2024), new backyard sod and planters (2023), low-maintenance turf in the front yard (2021), and security upgrades to the front gate and door. Located just blocks from Division Street's vibrant dining and shopping, Pritzker Elementary, Wicker Park, and multiple playgrounds, this home is part of a close-knit block with an active community and annual events. A rare opportunity to own a turnkey home in one of Chicago's most desirable neighborhoods.