Ravenswood Real Estate

Ravenswood Real Estate

Welcome to Ravenswood, a charming neighborhood located in the heart of Chicago, Illinois. Known for its tree-lined streets, historic architecture, and vibrant community, Ravenswood offers the perfect blend of urban convenience and small-town charm.

Situated in Cook County, Ravenswood is a highly sought-after neighborhood for both young professionals and families. The area boasts a variety of housing options, from historic Victorian homes to modern condominiums, providing something for everyone.

Residents of Ravenswood enjoy easy access to a wide range of amenities, including boutique shops, trendy restaurants, and beautiful parks. The neighborhood is also home to a thriving arts and culture scene, with numerous galleries and theaters showcasing local talent.

With its close-knit community vibe and convenient location, Ravenswood is the ideal place to call home in Chicago. Whether you're looking to explore the local dining scene, relax in a nearby park, or simply soak in the neighborhood's unique charm, Ravenswood has something for everyone.

Come discover all that Ravenswood has to offer and find your perfect place in this vibrant Chicago neighborhood.

Newest Listings in Ravenswood

1962 W Wilson Avenue, Chicago
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 12807787 MLS ⋅ NEW Status
Thoughtfully reimagined in Lincoln Square, this 5-bedroom, 4.5-bath residence spans approximately 4,000 square feet across four finished levels. Fully renovated by an experienced luxury development team known for quality construction, the home has the finish and function of new construction while retaining select original character. Nearly 10' ceilings, white oak floors, substantial millwork, custom built-ins, solid-core doors, designer lighting, and a beautifully restored original 1900 fireplace carry throughout. The kitchen is anchored by an oversized 5' x 8' island, with natural-tone cabinetry, quartz surfaces, marble tile, Thermador/Wolf appliances, and built-in breakfast seating. Adjoining living and dining spaces open directly to a deck and private, low-maintenance backyard. Two primary suites offer a rare degree of flexibility: one on the second level with a spa-inspired bath and oversized shower, and a private top-floor suite with space for a sitting area, office, or gym. The finished lower level includes a recreation room with custom built-ins, wet bar and wine cooler, fifth bedroom, full bath, second laundry area, and storage. Dual high-efficiency HVAC, spray-foam insulation, 200-amp service, integrated security and media wiring, and a detached two-car garage prepped for EV charging complete the home. Directly across from Lycee Francais and moments from the Damen Brown Line, with neighborhood cafes, restaurants, parks, the farmers market, and the best of Lincoln Square all close by.

1962 W Wilson Avenue, Chicago

2225 W Ainslie Street Unit #1, Chicago
$249,999
1 Beds ⋅ 1 Baths ⋅ 12804477 MLS ⋅ NEW Status
Charming, sun-drenched 1-bedroom, 1-bathroom condo in the heart of Lincoln Square! Filled with natural light from north-, west-, and south-facing windows, this inviting home combines historic charm, beautiful hardwood floors, and separate living and dining rooms with a bright, airy atmosphere and wonderful cross-breezes during the warmer months. The well-established, pet-friendly, 12-unit condominium association offers affordable monthly assessments of just $272, which include heat, water, garbage, SHARED LAUNDRY AT NO ADDITIONAL CHARGE, and common-area maintenance-an exceptional combination of value and convenience! With 10 of the 12 units owner-occupied, approximately $64,000 in reserves, and no current or proposed special assessments, as reported by the association, the building offers additional peace of mind. Recent updates include a new dishwasher (2026), updated under-sink kitchen plumbing, and a bathroom bidet. Storage is a standout feature, with a spacious walk-in closet near the entrance, a large bedroom closet, and an oversized private 9' x 4' basement storage space, along with convenient shared bike storage. Just 2 blocks from Winnemac Park, 3 blocks from Lincoln Square's vibrant shops, restaurants, and nightlife, and 4 blocks from the CTA Brown Line, this location makes it easy to enjoy the neighborhood. Grocery stores, coffee shops, hardware stores, vintage boutiques, and everyday essentials are all within walking distance. Whether you're heading to the park, meeting friends for dinner, or catching the train, so much of what makes Lincoln Square special is close to home!

2225 W Ainslie Street Unit #1, Chicago

2459 W Ainslie Street, Chicago
$779,000
5 Beds ⋅ 2 Baths ⋅ 12804828 MLS ⋅ NEW Status
Classic masonry two-flat on an extra wide and extra deep lot, a half block off Lincoln Ave, and on the market for the first time since 1983. One family has taken care of this building for more than 40 years, and it shows where it counts: newer roof with rebuilt parapet walls, full tuckpointing, separately heated/metered units, vinyl windows, updated electric and plumbing, and newer gas and water lines in the basement. Unit 1 is a 2 bed, 1 bath and Unit 2 is a 3 bed, 1 bath, so live in one and let the other help pay the mortgage, or keep both as a straight investment. The big-ticket work is done, leaving you to bring the finishing touches and the upside. Tons of vintage details remain in the units and have been meticulously restored. The dry, high, and bright basement is perfect for duplexing or a potential ADU. Much of the material needed to finish the units is currently on site, or possessed by the current owners if desired. There is a 2.5-car garage, which in the city is basically a superpower has also been rebuilt. Then there's the location: about an 8-minute walk to the Western Brown Line, minutes to the prairie trails at Winnemac Park and the pool and playground at Welles Park, and around the corner from the shops and restaurants on Lincoln. Grab brats at Gene's, catch a show at Old Town School of Folk Music, hit the farmers market, and definitely plan to be in town for Maifest and Apple Fest. Sold as-is and will need a construction loan or cash financing.

2459 W Ainslie Street, Chicago

2709 W Argyle Street Unit #2, Chicago
$324,995
2 Beds ⋅ 1 Baths ⋅ 12777355 MLS ⋅ NEW Status
Picture your first weekend here. Coffee in hand, sunlight spilling into your living space, and a whole neighborhood waiting to become part of your routine. Welcome to 2709 W. Argyle in Lincoln Square, where vintage charm sets the scene and modern conveniences make it easy to settle in. Inside, gorgeous hardwood floors lead you into a spacious living and dining area, with room to gather your favorite people or stretch out for a quiet night at home. The open-concept kitchen keeps you part of the conversation, whether you're putting the finishing touches on dinner or setting out snacks before everyone arrives. Beautiful cabinetry, granite countertops, and stainless steel appliances create a welcoming backdrop for everyday cooking and weekend hosting. The breakfast bar? Your future charcuterie station for book club or headquarters for your famous chili spread on football Sundays. The must have newer in-unit laundry, makes life easy, enjoy the comfort of central HVAC, and unwind with a long soak after a busy day. Your spacious primary bedroom has room for your bedroom set and generous closet space to help everything find its place. Behind French doors, the second bedroom offers a flexible setup for a home office, guest room, or a little of both, complete with great closet space. Basement bike storage and an additional storage unit keep your seasonal extras and outdoor gear close at hand. Soon, your weekends start to take on the neighborhood. Browse the Lincoln Square Farmers Market for something fresh to bring home and in the fall, enjoy Apple Fest and German Fest. Explore the riverfront scenery at Ronan Park, enjoy the recreation options at River Park, or take a leisurely stroll through Winnemac Park. Make an evening of dinner at The Warbler, Artango, Garcia's, or Bistro Campagne, followed by a movie at the Davis Theater or a performance at the Old Town School of Folk Music. With nearby Ravenswood and Bowmanville, there's always another cafe, shop, or dinner spot to discover. Brown Line access and multiple bus routes help connect you to the rest of the city. Professionally painted for its next owner, this home will be ready for your furniture, your favorite people, and all the little routines that make a place yours. Your next chapter starts on Argyle.

2709 W Argyle Street Unit #2, Chicago

4401 N Hermitage Avenue, Chicago
$7,995,000
7 Beds ⋅ 7 Baths ⋅ 12773593 MLS ⋅ ACTIVE 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

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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