Ravenswood Real Estate

Ravenswood Real Estate

Welcome to Ravenswood, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its picturesque tree-lined streets and a rich tapestry of cultural diversity, Ravenswood offers a unique blend of urban living and suburban charm. This hidden gem in Cook County is perfect for families, young professionals, and anyone seeking a tight-knit community atmosphere.

Ravenswood boasts an array of architectural styles, from classic bungalows to modern townhomes, each exuding its own character. The neighborhood is well-connected to the rest of Chicago, with easy access to public transportation, including the Brown Line, making commuting a breeze. Residents enjoy a peaceful suburban feel while being just a stone’s throw away from the bustling city.

One of the highlights of Ravenswood is its thriving local scene. The neighborhood is home to an eclectic mix of boutique shops, artisanal cafes, and renowned restaurants that cater to all tastes. Food enthusiasts will relish the variety, from cozy brunch spots to gourmet dining experiences. Additionally, Ravenswood is known for its craft breweries and vibrant nightlife, ensuring there’s always something to explore.

For outdoor lovers, Ravenswood offers ample green spaces, including the beautiful Ravenswood Manor Park, perfect for picnics, jogging, or simply unwinding amidst nature. The community is also dedicated to preserving its rich history, with numerous local events and festivals that celebrate its heritage.

In Ravenswood, you’ll find not just a place to live, but a community where neighbors become friends and every corner has a story to tell. Come discover the charm of Ravenswood, where urban sophistication meets warm, welcoming community spirit!

Newest Listings in Ravenswood

4401 N Hermitage Avenue, Chicago
$7,995,000
7 Beds ⋅ 7 Baths ⋅ 12773593 MLS ⋅ NEW Status
An architectural triumph in the heart of Chicago, this extraordinary 7 bed/7 bath East Ravenswood residence pairs the scale and sophistication of a private retreat with the warmth and livability of a true family home. Designed by award-winning Chicago architect Chip von Weise of von Weise Associates, the approximately 12,000-square-foot residence is thoughtfully composed as three distinct pavilions connected by dramatic glass-enclosed stair halls, creating an effortless dialogue between architecture, landscape, and light. Set on an exceptional 92-by-165-foot lot, the home unfolds around a private outdoor oasis with a 13-foot-deep swimming pool, spa, generous terraces, a fire pit, and lush professional landscaping. Radiant-heated pavers, sidewalks, and driveway extend the home's comfort well into the colder months, while the three-car attached garage and expansive drive provide parking for several additional vehicles. Inside, walls of glass and a refined palette of limestone, stucco, zinc, and warm woods create a sophisticated yet inviting backdrop. The expansive main level offers gracious entertaining spaces, a stunning Ernestomeda kitchen with custom cabinetry, a family room anchored by a fireplace, formal office, and seamless access to the terrace and pool. Multiple fireplaces add warmth throughout (eight in total), while beautifully appointed powder rooms-including one with antiqued mirror wall panels-bring an unexpected note of glamour. The private quarters are equally impressive, with seven bedrooms on the second level, along with an office and gym. A flexible secondary living area provides an ideal gathering space, while the lower level takes the concept of home recreation to another level with a full sport court, recreation room, and home theater. Featured in Modern Luxury as an "Everyday Getaway," the residence was conceived as a place where sophisticated design and everyday life could coexist beautifully. Every detail reflects that philosophy: elevated enough to impress, comfortable enough to truly live in, and designed to make the most of its remarkable indoor-outdoor setting. A rare opportunity to own an architecturally significant private retreat with the amenities of a five-star resort, all within the city.

4401 N Hermitage Avenue, Chicago

4927 N Damen Avenue Unit #2E, Chicago
$699,000
3 Beds ⋅ 2 Baths ⋅ 12795318 MLS ⋅ ACTIVE Status
Check out this lovely 3 bed, 2 bath condo with the benefits of all of Ravenswood and Lincoln Square restaurants and shops at your fingertips. As you enter, you will notice the great amount of natural light, hardwood floors, and high ceilings make this unit open and spacious. The kitchen has ample hardwood cabinetry, a built in wine rack, and stainless steel appliances. Moving through the open-concept combined dining and living room space, there is a cozy gas fireplace with built-in shelving surrounding it. At the end of this large living area is the entrance to your own recently redone expansive and private balcony. The substantial king size primary bedroom has a gorgeous ensuite with double vanity sinks, separate steam shower, and deep soaking tub, and leads to an expansive walk-in closet with custom built in shelving. The second bedroom also has an ample closet and room for both a king size bed and office space combined. Through the hidden bookcase double door is the third bedroom which could be a great at home work area, library, or den. This unit has all you need with in-unit laundry, new HVAC in 2024, new double drawer dishwasher in 2026, a dedicated storage unit, in an elevator building, and has two parking spaces, one of which is a garage space. It is practically across the street from Winnemac Park and has plenty of public transit options nearby with multiple buses, the brown line, and the Ravenswood Metra stop all within walking distance. Come by today to enjoy this truly unique and wonderful space!

4927 N Damen Avenue Unit #2E, Chicago

1721 W Foster Avenue, Chicago
$725,000
4 Beds ⋅ 3 Baths ⋅ 12790652 MLS ⋅ ACTIVE Status
If you've been looking in Andersonville for some time, why not give this Single Family Home a look! For the price of a condo you can purchase an actual house with a yard and 2 Car garage. 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. Soaring high ceilings and a gracious living room/dining room combo set the tone for comfortable everyday living. The eat-in kitchen features Stainless Steel Appliances NEW in 2020, The main level offers two bedrooms and a full bath, while upstairs you'll find two additional generously sized bedrooms, another full bath, and attic access. Thoughtfully maintained over the years with Electric updated in 2016, a tear-off roof in 2022, Washer and Dryer New in 2020. HVAC motor replaced in 2025. The basement adds incredible versatility with an "in-law" apartment - complete with a kitchenette, full bathroom, and a nicely sized bedroom bringing the total to 5 bedrooms and 3 full baths. Imagine the potential for extra INCOME. This is a perfect income producing apartment. (Legal status of the basement apartment cannot be verified.) This property has never had water intrusion in the basement. Prime Andersonville Location, The Waldorf School - just a block away. Chappell Elementary and Award-winning Amundsen High School - nearby. Andersonville's renowned shopping and dining district - moments from your door. The Wednesday Farmer's Market and countless beloved local businesses and eateries. A very livable house with updates needed. Take your time living in it while you update. 5 total bedrooms and 3 bathrooms. Yard and 2 car Come and be a part of an amazing community and neighborhood (Andersonville) that ranked the coolest in the U.S. and the second-coolest in the world by Time Out!! Being sold strictly AS IS.

1721 W Foster Avenue, Chicago

1633 W Winona Street, Chicago
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 12789652 MLS ⋅ ACTIVE Status
Andersonville two-flat, reimagined as a single-family home. This one was taken down to the studs in a full 2023 rehab, so the big stuff is already done for you: new electrical, plumbing and gas lines, new windows, and a roof that is just over two years old with eight years of warranty left to transfer. What makes it special is what they saved. The original vintage woodwork was restored and vintage pieces were worked back into the design, so the home has the warmth of an older house with none of the old-house problems. Six bedrooms and three and a half baths give everybody room to spread out, with real options for a home office or guests. The primary suite has its own sitting area, a walk-in closet, and a bath with heated floors, separate vanities, and a large walk-in shower. The big front bedroom also has a sitting area, plus a private balcony looking out over the tree-lined street. Laundry is on the second floor, right where the bedrooms are, and Hunter Douglas cordless top-down, bottom-up shades are installed throughout. The main level is built for having people over. The open layout runs right into an eat-in kitchen centered on an oversized quartz island, with new countertops, a convection range, and a new dishwasher added in 2026. Up top there is a rooftop deck over the detached two-car garage, and out back a landscaped yard with a black porcelain tile patio that feels like a little escape. The lower level goes even further: a roomy recreation space plus a full kitchen added in 2026, so it works as a guest suite, an in-law setup, or the spot where everybody ends up on game day. Storage in both the garage and the basement. Steps from everything happening on Clark Street, and recently featured in Crain's "Before It Hits the Market."

1633 W Winona Street, Chicago

2609 W Gunnison Street Unit #3, Chicago
$325,000
2 Beds ⋅ 1 Baths ⋅ 12786663 MLS ⋅ ACTIVE Status
Welcome to this stylish top-floor soft loft in the heart of highly sought-after Lincoln Square. This beautifully updated 2-bedroom, 1-bath vintage home blends timeless character with modern finishes, featuring hardwood floors, exposed brick, abundant natural light, and postcard-worthy neighborhood views. The thoughtfully designed floor plan offers split bedrooms for added privacy. The spacious primary bedroom enjoys desirable southern exposure, while elegant French doors open to a versatile second bedroom -perfect as a guest room, home office, or both. The bright, inviting living and dining areas provide an ideal space for relaxing or entertaining. The updated kitchen features 42" maple cabinetry, polished granite countertops, stainless steel appliances, a pantry, and direct access to a private rear deck-perfect for grilling, morning coffee, or enjoying the outdoors. Other excellent features include a large primary bathroom, central air conditioning, in-unit laundry, an oversized private storage closet, and a well-run HOA. Recent updates include a new refrigerator, washer, and dryer (all replaced within the last two years), a new bathroom vanity (2020), a refinished balcony (2020), and a new balcony countertop (2020). Located on a quiet, tree-lined street with easy street parking, this home is just blocks from everything Lincoln Square is known for, including award-winning restaurants, charming cafes, boutique shopping, the acclaimed Old Town School of Folk Music, Welles Park, and the CTA Brown Line at both Rockwell and Western stations. This is city living at its finest, combining vintage charm, modern updates, and an unbeatable location.

2609 W Gunnison Street Unit #3, Chicago

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