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1463 W Sunnyside Avenue, Chicago
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 12609597 MLS
Beautifully renovated single-family home in the heart of Ravenswood. Charming exterior welcomes you into a thoughtfully designed main level featuring a spacious living area with a decorative fireplace and a well-appointed kitchen with stone countertops, butcher block island, white cabinets, open shelving, upgraded stainless steel appliances and a great flow to a dining area/family room just off the kitchen ideal for everyday living and entertaining. Step out to a deck overlooking a beautiful yard with mature trees, creating a true outdoor retreat. The second level features a primary suite with walk-in closet, large walk-in shower, double sinks, Carrera marble, Kohler fixtures, and additional storage, along with two additional bedrooms and a full bath. The top floor offers a flexible fourth bedroom, office, or bonus space. Full basement includes a family room, half bath, laundry, and ample storage. Extensively updated with newer plumbing, electrical, HVAC, roof, windows, insulation, sump pump, and sewer. Includes two side-by-side deeded garage parking spaces across the street. Close to Lincoln Square, Andersonville, Wrigleyville, Metra, Red Line, and Lake Shore Drive.

1463 W Sunnyside Avenue, Chicago

2026 W Leland Avenue, Chicago
$1,227,212
4 Beds ⋅ 3 Baths ⋅ 12623473 MLS
Lincoln Square gem now available! While this property is being sold AS-IS, it is a must see for those who can envision building a future life and lifestyle in a coveted neighborhood with property values only increasing. This 3 level 4 bedroom home is perfectly located on a quiet tree-lined street (not track side) among luxury homes around $3M all having proximity to many of life's conveniences. Long term homeowners are making their move to enable others to enjoy neighboring boutiques, restaurants, movie theater, bakeries, candy store and cafes extending from Damen to Lincoln Ave. The home is situated on a very generous and rarely found 37.5' wide lot that is south facing. It has been meticulously cared for over decades showcased by a frame exterior boasting warmth and detailed maintenance secured by good bones throughout. The interior is large and spacious with remarkable potential to create the home of your dreams. You can finish what the current owners started. It is full of vintage charm & character starting with its inviting spacious entry, high ceilings, front & back stairways, sun drenched rooms and a nicely finished 3rd level primary ensuite or guest suite. New enclosed back entry leads to a beautiful garden to relax, play or entertain in and the original brick 3 car garage for optimal utilization. Steps away from the Damen Brown Line and Metra and a lovely little stroll to Lincoln Square. This property awaits your vision and investment to make it your perfect home. Think big! Due diligence recommended. NO SHOWINGS UNTIL MAY 2 11A-2P ONLY. **MULTIPLE OFFERS RECEIVED** Offers will be taken through May 3. No escalation clauses please. "BEST AND FINAL" OFFERS WILL BE DUE BY 5/3/26 by 3P.

2026 W Leland Avenue, Chicago

2447 W Winona Street, Chicago
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 12653845 MLS
5-bedroom, 3.5-bath home on one of Lincoln Square's quietest tree-lined streets. Three levels of living. Main level gives a spacious living area and formal dining space anchored by a custom tray ceiling and modern chandelier. Chef's kitchen with quartz counters, double oven, GE appliance package, and farm sink. Family room opens to composite decks at the rear and over the garage - the rear deck features gas, electric, and water. Three bedrooms up plus laundry closet. Primary suite with tray ceiling, gas vented fireplace, and his-and-hers organized walk-in closets. Spa primary bath with jacuzzi tub, double vanities, and large shower with body sprays. Lower level adds a recreation room with wet bar and wine cooler, two more spacious bedrooms, a full bath, and a second laundry room. 10-foot ceilings throughout, solid core doors, newer hardwood floors on the first and second floors, and Nest thermostats controlling dual-zoned HVAC. A block off Lincoln Avenue and walking distance to Lincoln Square's restaurants and shops, Winnemac Park, and the North Branch River Trail. Western Brown Line within an easy walk. This rare Lincoln Square home delivers excellent space without sacrificing the walkability.

2447 W Winona Street, Chicago

4948 N Winchester Avenue, Chicago
$1,125,000
8 Beds ⋅ 4 Baths ⋅ 12478684 MLS
Discover this very well-maintained four-unit (Legal 3 flat with top floor nonconforming unit) building perfectly located in the heart of Ravenswood. This property sits on an extra-wide lot and offers a desirable mix of units - the top floor features a spacious one-bed/one-bath, the raised first and second floors each have two-bed/one-bath layouts, and the garden level boasts a large one-bed/one-bath unit. All units feature gas stoves and dishwashers, with shared laundry conveniently located on-site. The building also includes a three-car brick garage and a fenced backyard, providing added value for tenants and owners alike. Currently fully occupied, this turn-key investment generates solid income with immediate upside potential - rents have not been raised to market rates, leaving room to increase cash flow. Just steps from grocery stores, train stops, gyms, restaurants, and more, this is a rare opportunity to own a profitable, well-kept property in one of Chicago's most sought-after neighborhoods.

4948 N Winchester Avenue, Chicago

1657 W Winona Street, Chicago
$1,110,000
5 Beds ⋅ 3 Baths ⋅ 12619438 MLS
Gorgeous, well-maintained red brick 3 flat in amazing Andersonville location. 3 large, updated and legal units. First and second floor units are 2 bed 1 bath with generous room sizes, separate living and dining plus front sunroom with large windows that allow plenty of light to stream through. Updated kitchens feature 42" shaker style cabinets, loads of counter space and stainless appliances. Beautiful vintage features and hardwood floors throughout units 1 and 2 along with modern conveniences of updated kitchens and baths, and individual gas forced HVAC. Rear, enclosed mudroom leading to shared yard completes each of the above grade units. 1 bed 1 bath garden unit fully updated in 2022 features nicely upgraded kitchen with white shaker style cabinets, granite tops and stainless appliances. Open floorplan to living room and large bedroom with huge walk in closet. Common laundry in lower level, plus 2 car garage. All units and parking fully rented. Keep as arm-chair, income producing property or great owner occupant option. Beautiful and quiet, one-way street with close proximity to public transport, the lakeshore and all the vibrant restaurants, shops and nightlife of Andersonville and Ravenswood.

1657 W Winona Street, Chicago

2159 W Wilson Avenue, Chicago
$1,105,000
3 Beds ⋅ 3 Baths ⋅ 12613755 MLS
Vintage rowhome in perfect Lincoln Square location featuring three generously sized bedrooms and two full bathrooms on the upper level. Set back on quiet block of tree-lined Wilson Avenue (no bus traffic), this beautiful home welcomes you with tiers of professionally landscaped perennials, a quintessential Chicago front porch and gorgeous facade. Upon entry, you are greeted by a gracious foyer with 10-foot ceilings. The living room boasts a fireplace, oversized windows with transoms, hardwood flooring, and designer lighting, creating a comfortable yet elegant atmosphere. The separate dining room remains visually connected to the main living areas, same hardwood flooring and high ceilings. The main floor also includes a half bath and a well-appointed kitchen featuring double-height cabinetry for ample storage, granite countertops, stainless steel appliances, and pass-through windows opening to the spacious family room filled with natural light. The second floor benefits from abundant sunlight throughout, with the front bedroom featuring high ceilings, a bay window, hardwood floors, and a generous layout. The second bedroom is also well-proportioned with exceptional southern exposure. Nicely finished upstairs hall bath offers a tub, new vanity, mirror, and an east-facing window. But the primary suite is the show-stopper with two walls of windows, located in the back of the property, it offers serene space. Add to that an expansive closet and ensuite bathroom, what more could you ask for? Additional amenities include a full basement with a family or recreation room, laundry area, flexible space suitable for an office or exercise area, and a beautifully designed backyard with pavers, perennials, a deck, and a versatile carport that can serve as outdoor dining, crafting, or bike storage. This property combines thoughtful design with desirable neighborhood proximity. Local attractions include Sulzer Library, the Old Town School of Folk Music, numerous restaurants on Lincoln, the Brown Line, Welles Park, Lycee Francais, North Park Elementary, Mcpherson, Small Cheval, Lou Malnati's, and more.

2159 W Wilson Avenue, Chicago

2700 W Carmen Avenue, Chicago
$1,090,000
6 Beds ⋅ 4 Baths ⋅ 12578377 MLS
This stately, all-brick corner two-flat in Lincoln Square offers something rare: the warmth, scale, and craftsmanship of a single-family home with the added versatility of a second full residence. Whether you envision multi-generational living, hosting extended family, or simply enjoying exceptional space and privacy, this home delivers. From the street, the classic yellow brick facade and oversized leaded stained-glass windows set the tone - timeless Chicago architecture with undeniable presence. Inside, you'll find two expansive 3-bedroom, 2-bath residences, each thoughtfully updated while preserving the home's historic character. Classic Craftsmanship Meets Modern Comfort. Both units feature beautifully restored original millwork, generous room sizes, formal dining rooms, and hardwood floors throughout - details that are increasingly hard to find. Practical upgrades include double-hung vinyl windows in bedrooms, kitchens, and baths for comfort and efficiency. Comfort, Efficiency & Peace of Mind Modernized mechanicals support easy living: copper plumbing, two separate boilers, and two forced-air A/C systems, offering the comfort of radiant heat paired with central air - a rare and highly desirable combination. The Second-Floor Owner's Residence - A True Retreat The upper unit feels like a private sanctuary: A custom white kitchen with quartz countertops, under-cabinet lighting, built-in oven and microwave, gas cooktop, wine rack, and skylights that flood the space with natural light. Modernized baths, recessed lighting, dimmer switches, and wired sound throughout. A bright, airy layout ideal for both everyday living and entertaining. A Fully Updated First Floor - Perfectly Flexible. The first-floor residence is equally move-in ready, offering custom maple cabinetry, granite countertops, and two updated bathrooms - ideal for guests, family, or future flexibility. Everyday City Conveniences. Two-car brick garage, plus space for additional exterior parking spaces. Room to Grow Below. The clean, dry full basement offers outstanding potential - rec room, home gym, workshop, or storage. With two entrances, it also provides future flexibility for expansion. This is a home that lives beautifully - blending architectural character, thoughtful upgrades, and space that adapts to your lifestyle. Set in one of Chicago's most beloved neighborhoods, this Lincoln Square beauty offers the opportunity to own something truly special.

2700 W Carmen Avenue, Chicago

4542 N Ashland Avenue, Chicago
$1,085,000
3 Beds ⋅ 3 Baths ⋅ 12613166 MLS
Charming, well-maintained Ravenswood single-family home on an oversized 37.5' x 155' lot offering space, comfort, and flexibility in one of the neighborhood's most sought-after locations. Designed for both everyday living and entertaining, the main level features 10' ceilings and a bright, open living area that flows effortlessly to a rear wood deck-perfect for summer gatherings or quiet mornings outdoors in the urban vineyard oasis. The home offers three bedrooms and 2.5 bathrooms, including a spacious primary suite with its own private deck. The newly renovated English basement, complete with a full bath, kitchenette, large windows, and both front and rear access, provides excellent additional living space for a family room, guest suite or rental/Airbnb option. Thoughtfully updated over the years, the home has recently had full renovation work done to the first floor, kitchen, powder room and basement living suite. New HVAC (2023), water filtration system (2023), full roof replacement (2016), energy-efficient windows, boiler, and upgraded siding with added insulation for year-round comfort. Enjoy the convenience of being close to neighborhood favorites, parks, and top-rated schools, along with easy access to public transit for commuting downtown. A rare highlight is the oversized 28' x 22' three-car garage plus an additional exterior parking space, offering incredible convenience and storage. Zoning and lot size present multiple value-add opportunities, including potential expansion, ADU development (located within the ADU pilot district), or redevelopment potential subject to zoning approval. The property offers a compelling opportunity as a move-in ready residence, long-term investment, or redevelopment play in a highly desirable Ravenswood location. With its extra-deep lot, the property also provides room to grow, whether you envision expanding the home, creating an outdoor oasis, or exploring future possibilities.A wonderful opportunity to own a move-in ready home with character, space, and long-term potential in the heart of Ravenswood.

4542 N Ashland Avenue, Chicago

1825 W Sunnyside Avenue, Chicago
$1,080,000
3 Beds ⋅ 3 Baths ⋅ 12662307 MLS
Welcome home to this stunning, extra-wide row home in the highly sought-after Lincoln Square/West Ravenswood neighborhood. Built in 2008 by the reputable Mangan Builders, this beautiful fee-simple brick and stone residence instantly captivates with its exceptional curb appeal. Living like a single-family home, it offers three spacious levels of refined living space and the rare convenience of an attached two-car garage. The home is elevated by gorgeous millwork, custom cabinetry, and soundproof Milgard windows throughout. The main level welcomes you with an inviting foyer that flows into a formal dining room and a bright, open-concept kitchen and living area. A convenient powder room and a composite deck right off the living room make this entire floor perfect for entertaining. The chef's kitchen has been beautifully updated, showcasing crisp white cabinetry complemented by a blue island with expanded, reinforced seating updated in 2024. Quartz countertops, a stylish tile backsplash, and premium Thermador and Bosch appliances complete this culinary space. Upstairs, the primary suite serves as a private retreat, complete with a walk-in closet and a luxurious en-suite bath featuring a shower, separate soaking tub, and abundant storage. This level also boasts two additional bedrooms-ideal for a nursery, home office, or guest space-along with a second full bath, a dedicated office nook, and a laundry room. The lower level features a large family room with custom built-ins, excellent storage, and a practical mudroom that leads directly to your attached, heated two-car garage. Situated in a fantastic, intimate eight-unit complex with guest parking, this home enjoys an A+ location just steps from both the Metra and Brown Line trains. You are moments away from the incredible shopping and dining options in the heart of Lincoln Square, as well as an abundance of neighborhood parks, including Wells, Winnemac, Chase, and Horner. Top-tier schooling and childcare options are also nearby, including McPherson Elementary, Amundsen High School, Lycee Francais, North Park Elementary School, and multiple fantastic daycares.

1825 W Sunnyside Avenue, Chicago

1757 W Sunnyside Avenue Unit #D, Chicago
$1,012,365
3 Beds ⋅ 3 Baths ⋅ 12633842 MLS
Located in the heart of beautiful and lush Ravenswood, this is a bright and architecturally-interesting townhome like you've never seen before. Surrounded by multi-million dollar single family homes and situated in Ravenswood Elementary School boundaries, this unique end unit home has its own private entrance, spacious roof deck, attached 1 car garage, and a private side yard that can be used as additional outdoor space, or parking for a second car. The first floor of the home features the third bedroom/flex space that can be a multi-purpose space for additional office, family room, guest room or home gym. The dramatic, two-story loft-style main living level features soaring ceilings nearly 14' high, south- and north-facing sliding doors, six large clerestory windows, a powder room (rare in a townhome!), laundry, and a spacious living and dining room with fireplace. Excellent space for a large 6-8 person dining table, plus a kitchen with lots of cabinet space and a kitchen island for additional seating. This home shares only the north wall with another home, which means there is an incredible amount of natural light in every room. Head upstairs where you have two spacious bedrooms with sunlight galore, both with en suite bathrooms and excellent closet space. The large primary suite has an entire wall of closets, attached bathroom, and vaulted ceilings. The second bedroom features floor-to-ceiling windows, a walk-in closet and attached bathroom. The top floor features an office/family room with access to your private roof deck with spectacular city and neighborhood views from every direction. Many updates throughout including brand new AC (2026), all new paint throughout (2026), freshly sanded hardwood floors (2026), and many newer appliances (see info sheet at showing). This is a truly incredible location in the heart of historic Ravenswood situated on a leafy side street. Walking distance to both the Metra and brown line. Literally just steps to Spacca Napoli, plus an easy walk to local faves like Koval Distillery, Cultivate by Forbidden Root, Bayan Ko, Farm Bar, Mariano's and Trader Joe's. Enjoy the shops and restaurants along Montrose, or take a short walk to all that Lincoln Square has to offer. Fee simple ownership.

1757 W Sunnyside Avenue Unit #D, Chicago

2759 W Lawrence Avenue Unit #1W, Chicago
$997,500
4 Beds ⋅ 4 Baths ⋅ 12580189 MLS
First resale of extra wide, duplex condo in Lincoln Square/Waters Elementary School. Built in 2021, this home features two spacious levels with oversized living/dining room, open concept kitchen/family room & 4 large bedrooms/3.1 baths. Room to live and work from home! Special details include custom built-ins, expansive kitchen with butler's pantry w/wet bar & beverage fridge, quartz island w/waterfall edge, separate breakfast area, Fisher & Paykel, Bosch appliances. Beautiful spa-quality bathrooms with Toto fixtures, primary bath features double vanity, steam shower, rain shower head. Radiant heat in lower level for comfort year-round. Wonderful storage with walk-in closets, a mudroom & one garage parking spot P-5 within gated courtyard. Outdoor space includes a custom designed garage roof top deck with 10' black granite countertop with built in storage & refrigerator with upgraded electric service. Great location near the Square, EL train at Rockwell, Waters Elementary, HarvesTime Foods, River Park, North Shore Channel Trail, the Galter Life Center & more. Experienced builder Platinum Homes. Relocation sale, additional documentation required.

2759 W Lawrence Avenue Unit #1W, Chicago

2649 W Leland Avenue, Chicago
$975,000
5 Beds ⋅ 3 Baths ⋅ 12655097 MLS
Incredible opportunity to own this amazing, solid brick legal 3 unit property in the heart of Lincoln Square. This is a rare find in one of Chicago's most desirable areas. This property is very well maintained and offers flexibility for investors or owner-occupants looking to house hack in one of the city's most sought-after neighborhoods. Both the first and second floor units features two bedrooms and one bathroom, with a spacious layout, including a separate living room and dining room, hardwood floors, and excellent storage throughout. Each unit also has a sun room and rear enclosed porch with access to commercial coin operated laundry located in the basement. Legal garden unit has one bedroom with the option to add another. Upgrades include: new water heater (2025), roof silver coated (2025), garage roof replaced with exhaust fan and thermostat installed (2022), hardwood floors refinished (2021), wrought iron fence installed (2016), rear stairwell painted in 2022, tuck pointing and chimney repair (2010), and the second floor was rehabbed in 2021. The original charm of this property has been preserved by the 1918 stained glass windows seen throughout. Outside, you'll find a nice backyard space ideal for entertaining and a two-car garage, adding convenience and additional value. Located just half a block from the Brown line and close to the heart of Lincoln Square, this property is steps from popular restaurants, shops, bars, parks, and the train, making it an incredibly desirable location for tenants and homeowners alike. Rents currently below market value due to long term tenants. Don't miss this rare opportunity to own a beautiful multi-unit property in a prime Chicago neighborhood with strong rental potential and future upside. Schedule your showings today.

2649 W Leland Avenue, Chicago

4405 N Greenview Avenue Unit #1B, Chicago
$945,000
4 Beds ⋅ 3 Baths ⋅ 12586848 MLS
Step into this bright, beautifully appointed duplex that truly lives like a single-family home, ideally located in the sought-after Ravenswood neighborhood. This extra-wide, sun-drenched corner residence offers a private entrance and an exceptional blend of space, style, and comfort. Featuring 4 bedrooms and 3 full baths, the thoughtfully designed layout includes three bedrooms on the main level, along with generous living and dining spaces ideal for everyday living and entertaining. Soaring 10-foot ceilings, oversized windows, and rich hardwood oak flooring create an airy, open feel throughout. The chef's kitchen is both elegant and functional, complete with a high-end KitchenAid microwave/oven combo LG WIFI smart dishwasher, sleek Italian cabinetry, quartz countertops, a striking backsplash, and an oversized Kohler cast-iron sink. The primary suite is a true retreat, boasting a spa-inspired bath with onyx and travertine finishes, a double vanity with copper sinks, a jetted soaking tub, and a large rain shower with body sprays. The expansive lower level offers incredible flexibility, including a fourth bedroom, two oversized recreation/family rooms, with radiant heated floors. Enjoy a custom wet bar, Brazilian cherry flooring, a polished concrete-floored office or flex space behind French doors, and abundant storage. Additional highlights include built-in speakers with a Sonos system, motorized Hunter Douglas window treatments, custom California Closets, and an in-unit LG washer/dryer. Outdoor living is just as inviting with a large private deck-perfect for relaxing or entertaining. Climate-controlled garage parking is included. All of this in a charming boutique brick building, just moments from Lincoln Square, Wrigleyville, Andersonville, Southport corridor, Lycee Francais school, German International School Chicago, and Ravenswood Elementary. Close to CTA (brown line - Montrose, red line - Wilson), and everything this incredibly vibrant neighborhood has to offer.

4405 N Greenview Avenue Unit #1B, Chicago

4646 N Greenview Avenue Unit #10, Chicago
$935,000
3 Beds ⋅ 3 Baths ⋅ 12631618 MLS
Oriented inside the gated, beautifully maintained Greenview on the Park community, this home offers a quiet, comfortable, and convenient lifestyle close to all that Andersonville, Ravenswood, and Lincoln Square have to offer. From the two-car garage to the private rooftop deck, this residence has it all. Form meets function in this impeccable home. Inside, it's all been thoughtfully designed, and updated. The ground floor is fully renovated with a third bedroom / office, full bath, and attached two car garage. Parking for guests is available within the gated driveway. The front door opens into a charming private yard and spectacular tree-lined courtyard. Upstairs, the main living level is open, bright, and user friendly. 9' ceilings, large windows, hardwood floors, spacious living and dining rooms and a bright sunny kitchen create perfect harmony for living and entertaining. The kitchen features a large pantry, newer appliances, an island with breakfast bar, side by side laundry, and plenty of cabinetry and storage. There's even a deck for grilling, gardening or dining alfresco. The third floor gives you two spacious bedrooms, both with ample closets and ensuite baths. The primary suite is exactly what you want-dual vanities, separate soaker tub and walk-in shower, linen storage, and contemporary finishes - no compromises. At the top, there's a huge private rooftop deck with wide-open views. Enjoy your morning coffee, sunset, or just a little breathing room above the city. Location-wise, it's dialed. Chase Park, Munno Italian Bistro, TizTal, Carol's, and so many other great places are steps away. Mariano's and LA Fitness are just a few blocks further. Catch the #22 Clark Street Bus or walk to Wrigley Field. Commuters will love the easy access to Metra, Brown & Red lines, Lake Shore Drive and 90/94. Move-in ready, beautifully finished, and practical. This one gets it right. HOA is well run, with a 10 per cent rental cap (currently no rentals).

4646 N Greenview Avenue Unit #10, Chicago

4839 N Damen Avenue Unit #3N, Chicago
$905,000
3 Beds ⋅ 2 Baths ⋅ 12648549 MLS
A rare and refined three-bedroom, two-bathroom home tucked into a boutique elevator building in the heart of vibrant Ravenswood / Lincoln Square. Sophisticated and warm, this residence offers two private outdoor spaces, an open-concept floor plan, and a seamless marriage of modern sensibility and timeless traditional design. Rich hardwood flooring, elegant crown molding, and custom window treatments speak to the home's craftsmanship - while a zoned, whole-home in-ceiling audio system adds a modern, seamless touch. The sun-drenched entry welcomes you with custom built-in shelving, a bench, and generous coat rack. The pristine eat-in kitchen is appointed with quartz countertops, a Viking range, stainless steel appliances, a wine & beverage fridge, double basin sink, and a generous center island. Step out from the front onto your private terrace made completely private with gorgeous tree coverage, where a direct-line gas-powered Weber grill makes outdoor cooking effortless. The light-filled living and dining area showcases custom built-ins, a gas fireplace set into premium stone, and oversized windows that pour natural light into every corner. The grand primary suite features a generous custom walk-in closet with built-ins, while the spa-like en suite bathroom is finished entirely in marble tile and anchored by dual vanities and a luxurious steam shower. The second full bathroom is equally impressive, offering a jet-powered soaking tub - a true retreat after a long day. Two additional spacious bedrooms and an in-unit washer and dryer round out the living quarters. The crown jewel of this home is the east-facing private rooftop deck - a fully custom-built outdoor sanctuary designed for both relaxing and entertaining. Lush boxwood planters frame the space, while a gas-powered RH fire pit, RH trickling water fountain, warm string lights, and a built-in outdoor refrigerator nestled in custom cabinetry with a granite countertop create an atmosphere that feels like a boutique hotel terrace, high above the neighborhood. An attached, heated garage parking space and large dedicated storage unit are included.

4839 N Damen Avenue Unit #3N, Chicago

5122 N Leavitt Street, Chicago
$900,000
6 Beds ⋅ 2 Baths ⋅ 12731919 MLS
+Best and Highest Tuesday (25th) at 2 pm+ Vintage Ravenswood/Lincoln Square 2-flat overlooking beautiful Winnemac Park. Custom built and generously proportioned, this special property is filled with original architectural character, thoughtful details, and timeless vintage charm. Each spacious unit features a large living room and separate dining room, front and rear sunrooms, three bedrooms, and in-unit laundry. Numerous recent improvements include a newer roof, mechanicals, windows, garage, and more. Set on an oversized lot with RT-4 zoning, the property also offers a tall basement with convenient exterior access, providing wonderful flexibility and future potential. A very special property in an incredible park setting.

5122 N Leavitt Street, Chicago

2437 W Foster Avenue Unit #202, Chicago
$900,000
3 Beds ⋅ 3 Baths ⋅ 12652699 MLS
Stunning extra-wide new construction duplex-up in the heart of Lincoln Square featuring 3 beds, 2.5 baths, private rooftop deck with extended roof coverage and breathtaking skyline views. Thoughtfully designed floor plan maximizes space and natural light with tall ceilings and double-paned UV-treated windows throughout. Gorgeous white oak floors lead you through an open main level anchored by a sleek electric fireplace flanked by custom built-ins. Dining area features built-in seating and flows seamlessly into the chef's kitchen - complete with 36" range, beverage cooler, upgraded sink with accessories, and generous under-island storage. Step out to the oversized balcony with direct natural gas hookup, perfect for year-round grilling. Private rooftop deck is an entertainer's dream with extended roof coverage, sweeping skyline views, and natural gas hookup. Private stairwell separates unit from next-door neighbor. Every bedroom is wired with ethernet for TVs, while the primary suite, living room, and outdoor spaces are pre-wired for surround sound and wall-mounted TVs. Storage abounds with wraparound stairwell closet, under-island cabinetry, built-ins flanking the mantle, and large closets in every bedroom. 1 garage parking space included. Steps to Winnemac Park, vibrant Lincoln Square dining and nightlife, and the brand new Tony's Fresh Market. A rare opportunity to own a truly turn-key city home where every detail has been meticulously considered.

2437 W Foster Avenue Unit #202, Chicago

2629 W Winnemac Avenue, Chicago
$900,000
5 Beds ⋅ 3 Baths ⋅ 12629551 MLS
WONDERFUL LINCOLN SQ 30X125 LOT!! FEW BLOCKS NORTH OF ROCKWELL BROWN LINE TRAIN - SHORT WALK TO RIVER PARK / ENDEAVOR SWEDISH HOSPITAL. VINTATGE BUT SEMI-UPDATED AND WELL CARE FOR LEGAL 2 FLAT WITH A FINISH LOWER LEVEL 3 ROOMS, FAMILY RM & 1+ BEDRMS AND FULL UPDATED BATHROOM WITH FRONT AND REAR PRIVATE DOORS ,UNITS HAVE GRANITE COUNTERS TOPS, (TWO GAS METERS BUT 3 ELECTRIC METERS, 2FL UNIT UPDATED KITCHEN WITH GRANITE COUNTERS AND UPDATED BATHROOM. BOTH UNITS HAS 6 RMS,2 BEDRMS. 1ST FL UNIT 2 BDRM APT LITTLE OLDER UNIT WITH LONGER TERM TENANTS. PATIO STYLE FENCE YARD WITH A CUSTOM BUILT DECK MADE OUT OF STEEL AND MODIFY DECKING BOARDS (25X 9). 2 1/2 CAR GARAGE WITH AN 7 FOOT OVERHEAD DOOR. NICE SIZE YARD WITH A EXTRA SHED. FRONT AND REAR CUSTOM WROUGHT IRON LOCKING GATES, COPPER PLUMPING THROUGHOUT( UNITS ( NOT MAIN) BUILIDIG BEEN RE-WIRER THROUGHOU BUILDING,. HOTWATER HI EFF TANKLESS SYSTEM INSTALLED UNDER 1 YEAR . COIN WASHER & DRYER ($150 MONTH) SELLER USES GARAGE ONLY. WELL MAINTAINED BUILDING . TENANTS NO LEASES

2629 W Winnemac Avenue, Chicago

2324 W Eastwood Avenue, Chicago
$890,000
2 Beds ⋅ 3 Baths ⋅ 12650573 MLS
Absolutely outstanding & one-of-a kind single-family workers cottage in the heart of Lincoln Square! This 3 bed/3 bath home was transformed & modernized for today's living & offers a fabulous combination of vintage charm w/ modern amenities. The huge full-width living room serves as as fantastic dining/living/office space & features South facing windows & recessed lighting. A brand-new main floor bathroom features a marble pedestal sink & deep soaking tub w/ subway tile surround. The current owners opened up the kitchen/great room area for easy everyday living. The kitchen boasts shaker cabinets, granite counters, & SS appliances, including a Bosch dishwasher. There is a brand new walk-in pantry w/ great built-in shelving and cabinetry w/ a reclaimed wood countertop. In addition, a fantastic North-facing three-season room provides for great additional living space & is connected to the family room. The second floor is comprised of two (2) large bedrooms, including a primary suite that can fit a king-sized bed. The current owners added a stunning new bathroom on the second level that features a double vanity w/ marble counters, brass fixtures, a walk-in shower w/ frameless glass enclosure, multi-functional TOTO toilet, & heated floors. The guest bedroom can easily accommodate a queen bed & houses a new laundry closet w/ side-by-side washing machines w/ a folding station. The lower level has a brand-new vinyl plank floor & serves as a great third bedroom/recreation room/flex space w/ a full bathroom. The rear yard has a great patio for relaxing, dining, & grilling -- all while enjoying the perennial garden. A two car garage provides for excellent storage space as well. This location is in the heart of EVERYTHING--the Western Brown Line "L," the Lincoln Avenue corridor of shops & restaurants, and so much more. This home is a gem!

2324 W Eastwood Avenue, Chicago

4758 N Ashland Avenue, Chicago
$888,000
12559203 MLS
This iconic corner Terra Cotta Building is hitting the market for the first time in more than twenty years! The gorgeous mixed-use building is a true architectural gem, filled with historic features and a show-stopper facade with beautiful ornaments, but also meticulously maintained throughout time. Located in the East Ravenswood/Andersonville neighborhood, the property gets heavy pedestrian traffic, around 31,000 cars per day on Ashland and 16,000 cars a day on Lawrence, has convenient access to public transit, ample street parking around, and is surrounded by a wide variety of entertainment, restaurants, and shopping spots. There are two great-sized stores on the first floor, 1200 Sq. Ft. each and each has a half bathroom in it, and there is an immaculate basement 2400 Sq. Ft with high ceilings. All new mechanicals and improvements in the 1607 W Lawrence store, including 400-amp electric, dedicated HVAC unit, water heater, sand blasted and sealed exposed brick with historic interior stained-glass window feature. The huge and unique 2bed/2bath (2200 Sq. Ft) unit upstairs was recently renovated while keeping many vintage details like the real plaster/stucco ornaments around the five ceiling fans and the beautiful crown molding. All hardwood floors throughout, and massive size bedrooms with lots of closets, and the master has an antique fireplace. The unit also has a huge kitchen with plenty of cabinets and counter space, washer and dryer, and great flowing natural light. Must See!

4758 N Ashland Avenue, Chicago

2604 W Argyle Street, Chicago
$882,000
6 Beds ⋅ 2 Baths ⋅ 12628858 MLS
Highest and best offers called for. Solid Lincoln Square brick 2-flat on wide lot. Nice quiet location. Many original features including dining room hutch, woodwork & doors. Two huge units, each with 3 bedrooms and 1 bath, separate dining rooms and sunrooms. Owner recently remodeled both baths; both kitchens have pantries and islands and were remodeled about twelve years ago. Enclosed back porches serve as wonderful storage or three-season offices/dens. Unfinished basement with washer and dryer. Ideal opportunity to convert to a single family, add a garden unit or create an owner's duplex-down. High ceilings in basement. 2-car brick garage. Charming landscaped flagstone patio plus room for a garden. Fully tenant occupied until the end of June.

2604 W Argyle Street, Chicago

4505 N Artesian Avenue, Chicago
$875,000
5 Beds ⋅ 2 Baths ⋅ 12727586 MLS
Prime Lincoln Square Investment Opportunity! Exceptional all-brick two-flat situated on an oversized 30' x 126' Chicago lot in the highly sought-after Waters Elementary School District. This classic Chicago multifamily building offers excellent owner-occupant or investment potential with both units delivered vacant. Unit #1 features 2 bedrooms and 1 full bathroom, while Unit #2 offers 3 bedrooms and 1 full bathroom. The expansive unfinished basement provides abundant storage, two washer/dryer hookups, dedicated laundry space, and utility/mechanical rooms. Major building improvements include a premium Bitec roof (approximately 2010) and a garage roof replacement (approximately 2021). The property is equipped with two water heaters (one serving each unit) and two separate boiler systems, including a larger boiler for Unit #2 (approximately 1998) and a second boiler for Unit #1 (approximately 2010). Each unit has separately metered gas and electric service, allowing tenants to pay their own utilities, including boiler heat, electricity, water heaters, and laundry. Outstanding opportunity to renovate, update, or add to your investment portfolio in one of Chicago's most desirable neighborhoods. The property is being sold as-is.

4505 N Artesian Avenue, Chicago

1501 W Wilson Avenue, Chicago
$875,000
7 Beds ⋅ 4 Baths ⋅ 12577368 MLS
Set on a prominent corner lot in a truly special neighborhood, this charming Victorian has been held by the same family for generations-an increasingly rare find. Currently configured as three units, the property offers immediate scale and long-term upside for the right buyer with vision. The building's soul remains intact. Original ornate woodwork and period details still grace the interior, offering a strong foundation to restore and elevate the home's historic character. The rooms are generously sized, providing flexible layouts that can be reimagined to meet today's market demands-whether as refined rental units, luxury conversions, or a thoughtful blend of both. A full basement adds valuable utility and potential, while the detached two-car garage enhances convenience and future appeal. The corner lot setting not only increases light and presence but also strengthens long-term value in an already spectacular neighborhood. Offered AS-IS, presenting a rare opportunity to restore craftsmanship, honor its history, and unlock future potential.

1501 W Wilson Avenue, Chicago

2241 W Foster Avenue, Chicago
$825,000
3 Beds ⋅ 2 Baths ⋅ 12672869 MLS
**Multiple offers received - highest and best offers due Monday 6/22 at 12:00PM** This updated single-family home in Lincoln Square is the one you've been waiting for. Step into the expanded foyer with added closet space. Two large bedrooms on the second level, including a primary suite with a walk-in closet and a brand-new full bathroom - both added in 2024. A main level bedroom with a built-in bookcase, perfect for an office or guest suite. The kitchen was fully renovated in 2017 with a marble-topped island, all-new appliances including a Sub-Zero fridge, and butcher block counters. Well-maintained hardwood runs throughout the main floor. The main floor bathroom was upgraded in 2019 with marble and a deep soaking tub. Large unfinished basement, perfect for storage, with washer/dryer, along with a new furnace and humidifier (2020). New walkway and fence (2021). The exterior received a full refresh with new siding and gutters (2022), a new front porch (2023), and a new back porch (2025) - perfect for entertaining. A concrete slab patio (2023) and freshly resodded backyard (2025) complete the outdoor package, all leading to a 2-car garage with extra storage. Central AC (2017). Just steps from Winnemac Park, and a quick walk to the heart of Lincoln Square, Andersonville, and Uptown. Easy access to the Brown Line and Foster Beach. This home is truly move-in ready.

2241 W Foster Avenue, Chicago

4839 N Damen Avenue Unit #2S, Chicago
$815,000
3 Beds ⋅ 2 Baths ⋅ 12661688 MLS
Welcome to this pristine, 3-bedroom condo in the heart of Ravenswood. This expansive, sun-drenched home is in a coveted location. After a quick elevator ride, you will enter a sunlight home that's filled with custom finishes. Hardwood floors, 10-foot ceilings, built ins flanking the fireplace and charming bench at entry with storage and coat hang. The spacious living and dining areas flow seamlessly to your private covered balcony-an ideal urban oasis for entertaining or relaxing. The gorgeous chef's kitchen serves as the true centerpiece of the home, featuring sleek premium cabinetry, quartz countertops, stainless steel appliances, and an oversized island perfect for meal prep and casual dining. Huge primary suite has a professionally organized walk-in closet, a nook for home office, and gorgeous spa like bath with dual vanity and a steam shower. The additional 2 bedrooms are generously sized with ample organized closet space and there's a beautiful second full bath. In-unit laundry, 1 heated parking in an attached garage and plus a dedicated storage cage. Neighborhood charm, and immediate access to top-tier restaurants, boutique shops, beloved Winnemac Park, and public transportation. This move in ready home is situated in an extremely well-run building - come see this turnkey city living condo.

4839 N Damen Avenue Unit #2S, Chicago

5137 N Lincoln Avenue Unit #4S, Chicago
$810,000
3 Beds ⋅ 2 Baths ⋅ 12710155 MLS
Sun-drenched penthouse offering 3 bedrooms, 2 baths, and an extraordinary private rooftop deck of approximately 600 square feet in an intimate elevator boutique building. This exceptional residence enjoys desirable southern, western, and eastern exposures, filling the home with natural light throughout the day. The thoughtfully designed open floor plan is ideal for both everyday living and entertaining. The chef's kitchen features Bosch stainless steel appliances, a generous double waterfall island, custom cabinetry, quartz countertops, and abundant storage. The spacious living and dining area centers around a gas fireplace and opens directly to a private west-facing terrace with composite decking and a gas hookup for effortless outdoor grilling. The well-appointed primary suite offers a true retreat with a custom walk-in closet and a luxurious spa-inspired bath. Two additional bedrooms include custom-organized closets and share a beautifully finished full bath. A showstopping private rooftop deck provides the ultimate outdoor oasis, complete with a custom pergola, gas hookup, and expansive space for dining, entertaining, or simply enjoying the skyline views. Additional highlights include crown moldings throughout, Hunter Douglas electric blinds throughout, a voice-activated Ecobee smart thermostat, Philips Hue smart lighting, a large private storage room with custom high-end shelving, and two side-by-side garage parking spaces in the attached heated garage. Located in the heart of Lincoln Square, this meticulously maintained home is just steps from Winnemac Park, the Brown Line, neighborhood restaurants, breweries, coffee shops, boutiques, and everything this vibrant community has to offer. A rare opportunity to own a truly move-in-ready penthouse with exceptional indoor-outdoor living.

5137 N Lincoln Avenue Unit #4S, Chicago



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