Ravenswood Real Estate

Welcome to Ravenswood, a vibrant and charming neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and diverse community, Ravenswood offers a perfect blend of urban convenience and suburban tranquility.

As you stroll through the tree-lined streets, you’ll discover an array of beautiful architecture, from classic Victorian homes to modern condos. The neighborhood is a haven for families, young professionals, and artists alike, creating a dynamic atmosphere that fosters connection and creativity. Ravenswood is also home to a thriving arts scene, with galleries, studios, and performance spaces showcasing local talent.

One of the highlights of Ravenswood is its proximity to the beautiful Lincoln Square, where residents can enjoy an eclectic mix of shops, restaurants, and cafes. From cozy coffee houses to gourmet eateries, there’s something to satisfy every palate. The area also boasts several parks, providing ample green space for outdoor activities, picnics, and leisurely strolls with pets.

Transportation is a breeze in Ravenswood, with easy access to the Brown Line train and multiple bus routes, making commuting to downtown Chicago a cinch. The neighborhood is also known for its strong sense of community, with numerous events and festivals throughout the year that bring residents together.

Whether you’re looking to buy your first home, invest in a property, or simply explore a new area, Ravenswood offers a unique blend of charm, convenience, and community spirit that makes it one of Chicago’s most desirable neighborhoods. Come discover all that Ravenswood has to offer!

Newest Listings in Ravenswood

2450 W Montrose Avenue Unit #3N, Chicago

$775,000

3 Beds ⋅ 2 Baths ⋅ 12773791 MLS ⋅ NEW Status

Welcome to this beautifully appointed residence where sophisticated finishes, modern comfort, and an exceptional Lincoln Square location come together seamlessly. This thoughtfully designed home features stylish, high-quality finishes throughout, creating an inviting and refined atmosphere from the moment you step inside. Enjoy the convenience of an in-unit washer and dryer, new appliances, elevator, heated floors, auxiliary storage locker and one dedicated garage parking space-all highly desirable amenities in the city. Step outside to your private balcony, perfect for morning coffee or unwinding at the end of the day, while the building's shared rooftop deck offers an additional space to relax, entertain, and take in the surrounding neighborhood views. Location is truly exceptional. Just minutes from the Rockwell and Western CTA Brown Line stops, providing easy access throughout the city, while Lincoln Square's incredible selection of restaurants, cafes, shopping, and entertainment is right at your doorstep. A short walk can get you to Waters Elementary, as well as easy access to some of the city's best parks and recreational spaces. With sophisticated finishes, desirable amenities, private outdoor space, garage parking, and unbeatable access to transportation and everything Lincoln Square has to offer, 2450 W. Montrose Avenue, Unit 3N is city living at its finest.

2450 W Montrose Avenue Unit #3N, Chicago

4956 N Winchester Avenue Unit #2, Chicago

$301,000

1 Beds ⋅ 1 Baths ⋅ 12708073 MLS ⋅ NEW Status

Rare opportunity to own a beautifully updated vintage condo in one of Ravenswood's most desirable neighborhoods! This move in ready 1 bedroom home is located on the second floor of a charming, well maintained 3 story brick building and offers the perfect blend of timeless character and modern updates. The recently remodeled kitchen features stylish finishes and opens to a spacious dining room area with gorgeous hardwood floors throughout. The flexible floor plan offers exciting potential, as several neighboring owners have converted similar layouts into 2-bedroom homes. There is also the possibility of adding in-unit laundry. Additional features include generous basement storage, a bike room, and convenient on site laundry. Enjoy everything this neighborhood has to offer! Just minutes from Winnemac Park, Chase Park, and the North Branch River Trail. You'll have easy access to walking and biking paths, sports fields, and green space. Stroll to neighborhood favorites including restaurants, coffee shops, breweries, and local boutiques. Conveniently located near Mariano's, the Ravenswood Metra station, and both the CTA Brown and Red Lines, making commuting downtown or exploring the city a breeze.

4956 N Winchester Avenue Unit #2, Chicago

$410,000

2 Beds ⋅ 2 Baths ⋅ 12772729 MLS ⋅ NEW Status

Welcome to this charming and beautifully maintained 2-bedroom, 2-bathroom residence in Chicago's Lincoln Square neighborhood. This inviting corner unit offers a comfortable layout with spacious living areas, corner building with abundant natural light, and thoughtful updates throughout. The well-appointed kitchen provides ample cabinet and counter space, while the generously sized bedrooms offer excellent closet space. Enjoy the convenience of an ideal location close to shopping, dining, parks, transportation, and neighborhood amenities. A wonderful opportunity for a homeowner looking for a move-in-ready property in a great location.

4944 N Rockwell Street Unit #2, Chicago

$339,000

2 Beds ⋅ 1 Baths ⋅ 12773367 MLS ⋅ NEW Status

Bright, charming, and perfectly positioned, this 2 bed, 1 bath home brings together vintage character and modern updates on a quiet, tree-lined street. South-facing windows fill the spacious living room with natural light, while hardwood floors and crown molding add warmth and character throughout. The updated kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, and a breakfast bar, with a thoughtful layout that makes everyday living easy. The second bedroom offers the perfect flex space for a home office, guest room, or den. Step outside to your spacious private rear deck for morning coffee, summer dinners, or winding down at the end of the day. In-unit laundry, private storage, a newer furnace, and ample street parking add to the convenience. Best of all, Winnemac Park is just a block away, with downtown Lincoln Square, the Ravenswood Metra, Brown Line, and neighborhood restaurants, shops, and coffee spots all within walking distance. Classic Chicago charm, modern comfort, and a location that makes it easy to love where you live.

2150 W Ainslie Street Unit #3E, Chicago

$849,000

5 Beds ⋅ 3 Baths ⋅ 12770063 MLS ⋅ NEW Status

Excellent location in Lincoln Square--only 2 BLOCKS from the Lawrence Ave. Brown Line Station. All brick two flat rental with garden apartment. Oversized lot 30X125.3! This property is located within the highly sought after Waters School district. This building is a great opportunity for an investor/owner or convert into a single family home. 3 parking spaces behind the building with nice back yard. All units are currently rented. Owner pays all utilities. Really nice fully enclosed back porch area for 1st and 2nd floor units. Laundry room in basement and included in the rent. Each unit has 2 window air conditioners. Furnace 1998 in 2 Hot water heaters 2021 Building is being sold as-is. FIRST SHOWING IS 10/3/26 FROM 11AM-1PM.

4538 N Artesian Avenue, Chicago

$289,500

1 Beds ⋅ 1 Baths ⋅ 12770586 MLS ⋅ NEW Status

Bright and spacious high first-floor one-bedroom condo ideally situated between Ravenswood and Andersonville. Freshly painted and filled with natural light, this inviting home features hardwood floors throughout, central heat and air conditioning , in-unit laundry, and beautiful original woodwork that blends vintage Chicago charm with everyday comfort. The well-appointed kitchen offers granite countertops and stainless steel appliances, while the separate formal dining room provides an elegant setting for meals and flexible space for a home office or additional living area. Step outside to your private rear deck, perfect for morning coffee or grilling, and enjoy the beautifully landscaped shared patio. Set on a quiet, tree-lined street, this home places you just blocks from Andersonville's renowned Clark Street dining, shopping, cafes, and neighborhood amenities. Enjoy easy access to Lincoln Square, Ravenswood, Metra, the CTA Red Line, bus routes, parks, and the best of Chicago's North Side.

1725 W Winnemac Avenue Unit #1, Chicago

$2,400,000

12761599 MLS ⋅ ACTIVE Status

Rare Andersonville/Lincoln Square Jumbo 6-Unit Investment Opportunity! Exceptionally spacious, condo-quality units, extensive improvements, and an outstanding location make this a truly special multi-family property. The building features four oversized 2-bedroom, 1-bathroom units plus two expansive 3-bedroom, 2-bathroom duplexes. All six units are fully rented, providing immediate income, while current rents offer an attractive opportunity for future upside. With many major improvements already completed, this is a turn-key investment ready for its next owner. These enormous units are filled with character and thoughtful details, including gorgeous crown molding, 6-inch baseboards, hardwood floors throughout, decorative fireplaces in the living rooms, and large separate dining rooms off the kitchens. Updated kitchens feature granite countertops, stainless steel appliances, and built-in hutches. All units feature central HVAC. The two duplex units offer in-unit side-by-side washers and dryers and large lower-level family rooms, providing exceptional additional living space. The four simplex units are served by convenient coin-operated laundry. The property has benefited from numerous improvements over the years, including a major update approximately 20 years ago and many additional updates within the past several years. Major capital improvements include a new tear-off roof approximately 2 years ago, rebuilt parapet walls, 400-amp electrical service, copper plumbing throughout, a 160-gallon high-efficiency water heater installed in 2014, and furnaces replaced approximately 5 years ago. The property also includes a 4-car brick garage with rebuilt trusses and a newer rubber roof. Ideally located between Andersonville and Ravenswood/Lincoln Square, the property is within easy walking distance of the vibrant Foster/Clark corridor, offering an outstanding selection of restaurants, cafes, shops, retail, and entertainment. Convenient access to public transportation and Lake Michigan further enhances this highly desirable location. A rare opportunity to acquire a jumbo 6-unit building with enormous, character-filled units, fully occupied apartments, below-market rents with potential for future growth, significant capital improvements, and a 4-car garage. A truly turn-key investment in one of Chicago's most sought-after neighborhoods.

1723 W Foster Avenue, Chicago

$3,950,000

6 Beds ⋅ 6 Baths ⋅ 12767035 MLS ⋅ ACTIVE Status

Exceptional new construction by Landrosh Development LLC on an oversized 37.5 x 122 lot in the heart of Lincoln Square. With approximately 5,660 square feet, six bedrooms plus a flex room, and expansive indoor and outdoor living spaces, the home was conceived with equal attention to architecture, functionality and the way a family actually lives-resulting in a residence that feels refined, substantial and distinctly its own. The main level makes an immediate impression with 11-foot ceilings, oversized 8'10" doors, custom millwork and abundant natural light. Generous room proportions and an open but well-defined floor plan create spaces that are equally suited to everyday living and entertaining. The kitchen is a centerpiece of the home and was designed accordingly. Custom cabinetry is paired with a comprehensive Sub-Zero and Wolf appliance package, including two 36-inch refrigeration units and a 30-inch wine refrigerator, along with two dishwashers, two sinks, a built-in banquette and two fully outfitted pantries. The adjoining family room features a direct-vent gas fireplace and opens to a large covered terrace with a fully equipped outdoor kitchen, extending the living space outdoors for much of the year. A spacious, meticulously planned mudroom provides exceptional everyday storage and organization. The second floor includes four generously scaled bedrooms, all with custom-fitted closets. The primary suite offers two walk-in closets and a beautifully appointed bath with radiant heat, a soaking tub and an oversized double steam shower. A substantial laundry room includes two washers, two dryers, a utility sink, extensive cabinetry and additional attic storage-a level of functionality rarely found even in homes of this size. The finished lower level is equally well conceived, with two additional bedrooms, a separate flex room and an expansive recreation space with custom entertainment built-ins. The flex room can readily accommodate a gym, office, playroom or additional guest space, allowing the floor to evolve with the needs of the home. Behind the finishes is an equally sophisticated infrastructure. The residence features six HVAC zones, including three independent heating and cooling zones on the second floor; radiant heat throughout the lower level and primary bath; a snow-melt system; fire sprinklers; and a heated, drywalled garage. Outdoor space is particularly generous for the neighborhood, with a professionally landscaped yard, the covered rear terrace and a large garage rooftop deck providing multiple distinct areas for entertaining and relaxation. Positioned just off the vibrant Lincoln Avenue corridor, the home is within easy reach of Lincoln Square's restaurants, shops, cafes and neighborhood amenities, as well as the Brown Line, Metra, Welles Park, grocery stores and area schools. A sophisticated new residence distinguished not simply by its size, but by the quality of its planning, construction and detail-offering the scale of a custom home in one of Chicago's most desirable residential neighborhoods. *Photos are of a similar, previously completed home.

2163 W Windsor Avenue, Chicago

$639,000

2 Beds ⋅ 2 Baths ⋅ 12766687 MLS ⋅ ACTIVE Status

Experience elevated living in this beautifully designed 2-bedroom, 2-bath residence in a boutique elevator building in the heart of Ravenswood. Offering the perfect blend of luxury, convenience, and thoughtful design, this newer construction home features an open-concept floor plan with wide-plank oak hardwood floors, oversized windows that flood the space with natural light, and a stunning chef's kitchen complete with stainless steel appliances, quartz countertops, custom cabinetry, and a large island ideal for entertaining. The spacious primary suite offers a spa-inspired bath with a double vanity and oversized walk-in shower, while the generous second bedroom provides flexibility for guests or a home office. Enjoy seamless indoor-outdoor living with a private terrace plus your own expansive rooftop deck-perfect for relaxing, grilling, or taking in the neighborhood views. Additional highlights include in-unit laundry, custom closet organizers, attached heated garage parking, elevator access, and low-maintenance living. Ideally located just steps from Winnemac Park and moments from Lincoln Square, Andersonville, North Center, and Ravenswood's vibrant restaurants, coffee shops, boutiques, Metra, Brown Line, and Mariano's. This is modern city living at its finest in one of Chicago's most sought-after neighborhoods.

4939 N Damen Avenue Unit #304, Chicago

$1,575,000

3 Beds ⋅ 4 Baths ⋅ 12765309 MLS ⋅ ACTIVE Status

Space, character, and exceptional functionality come together in this stunning 5-bedroom, 3.5-bath home in the heart of Lincoln Square. Thoughtfully redesigned in a complete 2016 gut renovation, this home sits on an oversized lot and offers the perfect balance of everyday comfort and effortless entertaining. The main level features a bright, open floor plan where the living and dining areas flow seamlessly into the chef's kitchen and family room. Designed for gathering, the eat-in kitchen showcases quartz countertops, premium Thermador appliances, a generous island, and a wet bar. Rich hardwood floors, custom millwork, and elegant coffered ceilings add timeless sophistication throughout the space, while a convenient mudroom and French-style sliding doors leading to the deck complete the main floor.Upstairs, retreat to the spacious primary suite featuring a large walk-in closet and a spa-inspired bath with a freestanding soaking tub, separate glass-enclosed shower, and radiant heated floors. Two additional generously sized bedrooms, a full bath, and one of the home's two laundry areas complete the second level. The finished lower level offers incredible flexibility with a spacious recreation room, two additional bedrooms, a full bath, and a second laundry room, making it ideal for guests, a home office, gym, or playroom. Perfectly located just steps from Winnemac Park and within walking distance of Lincoln Square's beloved restaurants, cafes, and boutiques, this exceptional home offers the space, style, and location you've been waiting for. Quick close possible.

2237 W Winona Street, Chicago

$269,900

2 Beds ⋅ 2 Baths ⋅ 12764556 MLS ⋅ PRICE CHANGE Status

Beautiful 2-bedroom, 2-full-bathroom condominium in Ravenswood, one of Chicago's most desirable neighborhoods offering a quiet, tree-lined, suburban feel within the city. This beautifully appointed home boasts an open floor plan gorgeous floors and modern finishes throughout, which is perfect for today's lifestyle. This unit offers a great layout for convenience and charm. Living room, primary bedroom with bath, a second bedroom,hall bath with tub plus a bonus room to be used as a dedicated office space.The kitchen features a large 4 seat breakfast island, Granite countertops, and Stainless Steel appliances. In-unit laundry and central air conditioning and heat (new furnace). A true gem in a family-friendly, walkable neighborhood with historic charm. Step out to explore the vibrant Ravenswood corridor's boutiques, restaurants, and cafes. It is close to Welles Park (pool, fitness center) and Winnemac Park. Outstanding transit options make commuting easy. The Metra Union Pacific North line offers a fast commute to downtown, alongside CTA Brown Line stops (Damen, Western).The owner is an Illinois-licensed broker.

1625 W Ainslie Street Unit #BE, Chicago

1733 W Lawrence Avenue Unit #CU2, Chicago

$250,000

12764166 MLS ⋅ ACTIVE Status

MAJOR PRICE IMPROVEMENT - NOW $250,000! Located along a vibrant walking retail corridor right at the junction of Graceland West, Ravenswood, Lincoln Square, and North Center near the Metra stop, this cleverly designed commercial condo office space is in pristine condition and ready for a new business. Laid out on two levels with separate entrances both above and below, the upstairs space features two offices and a kitchenette with gleaming hardwood floors, large wrap-around windows, and handicap accessibility. Downstairs offers a reception area, multiple storage closets, and defined office spaces including a custom built-in recording/podcast studio. Low monthly assessments ($142.15) cover common utilities and general maintenance. Optional dedicated indoor parking space (P3) available for $25,000. Most fixtures and furniture can convey if desired. The original owner is ready to retire after decades of meticulous care-an ideal opportunity for a therapy practice, law firm, creative agency, or professional service provider to stop paying rent and build equity through an SBA loan or owner financing! Easy to show with notice.

1733 W Lawrence Avenue Unit #CU2, Chicago

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