Ravenswood Homes under $400,000

Welcome to Ravenswood, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and diverse community, Ravenswood offers a delightful blend of urban convenience and suburban charm. With tree-lined streets and an array of architectural styles, this area is perfect for those looking to settle down in a welcoming environment.

One of the standout features of Ravenswood is its affordability, particularly for homebuyers seeking properties under $400,000. This makes it an attractive option for first-time buyers, young professionals, and families alike. From cozy bungalows to modern condos, there’s a variety of homes that cater to different tastes and budgets, ensuring that everyone can find their perfect fit.

Ravenswood is not just about homes; it’s about a lifestyle. The neighborhood boasts a thriving local scene with an array of cafes, restaurants, and boutiques that reflect the community's eclectic spirit. Enjoy leisurely strolls along the picturesque streets or take advantage of the nearby parks for outdoor activities. The Ravenswood Farmers Market is a must-visit, offering fresh produce and local goods that bring the community together.

Additionally, the neighborhood is well-connected to public transportation, making commuting to downtown Chicago a breeze. With its unique blend of affordability, charm, and community spirit, Ravenswood is truly a hidden gem in the Windy City. Whether you’re looking to invest in your first home or seeking a serene place to raise a family, Ravenswood is the perfect place to call home. Come discover the warmth and vibrancy of this exceptional neighborhood!

Newest Ravenswood Homes under $400,000

4415 N Rockwell Street Unit #1F, Chicago

$399,900

3 Beds ⋅ 3 Baths ⋅ 12772262 MLS ⋅ NEW Status

Classic Chicago charm meets a fresh, modern interior in the heart of Ravenswood Gardens. Set at the front of a beautiful vintage building, this three-bedroom duplex-down welcomes you with abundant natural light and a bay of windows overlooking the picturesque, tree-lined street. The main level brings the living room, dining area and kitchen together in a comfortable space for everyday living and entertaining. Enjoy the updated, open kitchen that offers substantial cabinet storage and great countertop space for those who like to cook! Finished with beautiful wood cabinetry, granite counters and newer, Stainless Steel appliances. Hardwood floors flow throughout, and two bedrooms on this level offer flexibility for guests or a home office. A full bath, powder room and newer front-load washer and dryer add convenience. Downstairs in the lower level, a spacious family room gives you room to spread out, while the generous primary suite offers a walk-in closet and its own full bath. The home has been freshly painted throughout, carpets cleaned and overall, well maintained with a newer furnace and central AC replaced in 2025, plus a new water heater in 2026. HOA did a full tear-off roof replacement in 2025. Outdoor space includes the generous common front patio; plus a usable space outside the back door. Enjoy a neighborhood setting just east of the Chicago River and near Horner Park, with Welles Park and the shops and restaurants of Lincoln Square a short jaunt away. One outdoor parking space included!

4415 N Rockwell Street Unit #1F, 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

$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

$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

$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

$325,000

2 Beds ⋅ 1 Baths ⋅ 12757575 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

$395,000

2 Beds ⋅ 1 Baths ⋅ 12753644 MLS ⋅ ACTIVE Status

Welcome to this completely move-in ready 2 bedroom, 1 bath condo in prime Lincoln Square/Ravenswood. There's something special about looking out of your windows and seeing lush treetop views. The living room and both bedrooms enjoy this peaceful backdrop, while abundant natural light fills the home throughout. This south-facing unit right below the top floor features a charming open floor plan that creates an inviting, airy feel. The living area is perfect for entertaining guests or cozy nights in. The kitchen boasts plenty of cabinetry, stainless steel appliances, granite countertops, and a breakfast bar. Additional features include hardwood floors throughout, excellent closet space with organizational systems in both bedrooms and the coat closet, central heat and a/c, in-unit laundry, additional basement storage, and a rear deck. Conveniently located near Mariano's (4 blocks), the Western brown line (3 blocks), Metra (4 blocks), and all of the restaurants, cafes, and shops Lincoln Square and Ravenswood are known for. Just one block from one of the city's prettiest parks, Winnemac Park. If you're looking to live in a neighborhood with plenty of green space and charm, this is it. Parking isn't included, however, there is ample street parking.

2152 W Ainslie Street Unit #D3, Chicago

$199,500

1 Beds ⋅ 1 Baths ⋅ 12703327 MLS ⋅ ACTIVE Status ⋅ Ravenswood Manor BLDG.

Come Discover Beautiful Ravenswood Manor. English Garden unit, flooded with Sunlight. Central Heat and A/C. Large 1BR/1BA layout. Eat-In Kitchen with plenty of Cabinet and Counter Space. In-Unit Washer/Dryer. Ravenswood Manor Park is across the street, while Horner, River, and Welles Parks are all nearby. The celebrated Bicycle Trail to downtown or the North Shore pass directly in front of the building! Easy Street Parking. Enjoy the convenience and quiet of the street-level Francisco Brown Line Stop around the corner. Ideal proximity to all that is great about Ravenswood Manor, Rockwell Crossing, Lincoln Square, and Albany Park. Shops, Pubs, Restaurants, Grocery, and abundant Parks all nearby. Generous Storage unit and Bike Room complete this unit. Well-Run Association. Pet Friendly. This place has it all covered!! Welcome Home.

2917 W Leland Avenue Unit #G, Chicago

$229,500

2 Beds ⋅ 1 Baths ⋅ 12692418 MLS ⋅ ACTIVE Status

Ravenswood and Chase Park .Maple cabinet granite countertops,gated one parking space,building is gated all around Motivated seller .

4700 N Ashland Avenue Unit #1, Chicago

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