Browse All Ravenswood IL Between $300K - $400K Properties for Sale

2 Beds ⋅ 2 Baths ⋅ 12713560 MLS ⋅ NEW Status

One of the things I love most about this Lincoln Square condo isn't just the beautiful space, it's the building itself. Finding a well-maintained, self-managed association with healthy reserves and neighbors who genuinely care about their community is something buyers should never overlook. It provides peace of mind and helps protect your investment for years to come. Inside, you'll find a sun-filled 2-bedroom, 2-bath home with an incredibly functional layout, including separate living and dining spaces, a spacious primary suite with a walk-in closet and spa-like bath, and a beautifully appointed kitchen featuring granite countertops, a large island, stainless steel appliances, a new stove and dishwasher, and a wine refrigerator. Step outside to your oversized private deck, perfect for morning coffee or entertaining friends, and enjoy the beautifully maintained common outdoor space that adds to the welcoming feel of this community. In-unit laundry, additional basement storage, and deeded parking make everyday living easy. All of this in the heart of Lincoln Square, just moments from restaurants, shopping, parks, public transportation, and everything that makes this neighborhood one of Chicago's favorites. This is the kind of home that checks the boxes you can see and the ones you can't. Come take a look.

2449 W Foster Avenue Unit #2E, Chicago

$349,900

2 Beds ⋅ 1 Baths ⋅ 12710351 MLS ⋅ NEW Status

Located on a prime Lincoln Square block, this high first-floor two-bedroom condo offers a thoughtful layout with a separate dining room, spacious kitchen (all newer appliances except microwave), and living room with a bay window. This corner unit is full of character, featuring hardwood floors, exposed brick, and wood blinds throughout. Practical amenities-including central air conditioning (about a year old), in-unit laundry, two hall closets, and extra basement storage-make it a comfortable place to call home for years to come. This home shares a back yard with the 6 other condos in the association. Just one block from the Damen Brown Line CTA stop and three blocks from the Ravenswood Metra Station. With shopping, gyms, coffee shops, parks, restaurants, theaters, and the Old Town School all nearby, the walkability is exceptional. Don't miss this one!

4646 N Seeley Avenue Unit #1N, Chicago

$375,000

2 Beds ⋅ 2 Baths ⋅ 12704917 MLS ⋅ CONTINGENT Status

Bright and airy 2-bedroom, 2-bath corner vintage penthouse in the heart of Lincoln Square! This sun-filled home features recently refinished hardwood floors, soaring ceilings, a spacious living and dining area, and an updated kitchen with granite countertops, stainless steel appliances, new cabinet doors (comes with a transferable lifetime warranty), and access to a private balcony. The primary suite offers the convenience of a private ensuite bathroom. Recent updates to the property include four newer windows (2023), 2 freshly painted bathrooms, and the guest bedroom (2025). Additional storage is provided in the lower level of the building with a private 5' x 5' storage closet. Ideally located just steps from the Western Brown Line, Welles (Gideon) Park, Oromo Cafe, Geraldine's Bakery & Restaurant, Lincoln Square Athletic Club, and all the neighborhood's shops and restaurants. Enjoy the best of Lincoln Square living!

2458 W Eastwood Avenue Unit #3, Chicago

$350,000

2 Beds ⋅ 1 Baths ⋅ 12703948 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

$379,900

2 Beds ⋅ 2 Baths ⋅ 12706343 MLS ⋅ CONTINGENT Status

Bright Ravenswood Penthouse - Top floor 2 bed 2 bath with exposed brick, in unit w/d, and patio. This condo offers you whimsy as well as location and a solid investment. Walk through a limestone archway every day with faces carved on it. The Robey has a gorgeous manicured courtyard and plenty of unique stone detailing that you don't often see! The unit has exposed brick, very bright southern exposure, roof top views, all hardwood and stone accents. Easy access to the Damen Brown line, Montrose Bus, Ravenswood Metra and all of Lincoln Sq and Ravenswood neighborhood gems like Welles Park, Chicago Public Library, Small Cheval, taco-off La Amistad vs El Asadero, XOchilmico, Spaca Napoli, L&M fine Foods, La Boulangerie and Del Sur and so so much more.

4442 N Damen Avenue Unit #4E, Chicago

$395,000

2 Beds ⋅ 1 Baths ⋅ 12704136 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

$349,000

2 Beds ⋅ 1 Baths ⋅ 12693133 MLS ⋅ CONTINGENT Status

Nestled within a charming vintage building in the heart of vibrant Ravenswood, this beautifully updated condo blends timeless character with modern comfort. Rich hardwood floors, decorative fireplace with built-in shelving, abundant natural light, and an open-concept living and dining area create an inviting space ideal for both everyday living and effortless entertaining. Expansive windows fill the home with sunshine, enhancing the bright and airy feel throughout. The thoughtfully designed kitchen offers the perfect balance of style and function, featuring granite countertops, stainless steel appliances, generous cabinetry for storage, and ample prep space for the home chef. Just off the kitchen, a convenient rear entry opens to a recently rebuilt private deck, an ideal setting for morning coffee, grilling, or relaxing outdoors. Two generously sized bedrooms provide peaceful retreats with excellent closet space, while the updated bathroom features timeless finishes and a tub/shower combination. Additional highlights include in-unit laundry, a large dedicated storage unit, shared gardening space out back and plentiful free street parking. Ideally located just moments from Winnemac Park, residents enjoy easy access to scenic walking paths, athletic fields, playgrounds, and beautiful green space. This exceptional location also places the acclaimed restaurants, cafes, boutiques, and neighborhood amenities of both Lincoln Square and Andersonville within easy reach. Commuting is effortless with nearby access to the Damen Brown Line and Ravenswood Metra.

1969 W Winona Street Unit #3, Chicago

$380,000

2 Beds ⋅ 1 Baths ⋅ 12677867 MLS ⋅ PENDING Status

Sunny, charming, well-maintained condo in the heart of Lincoln Square. The open kitchen has plentiful cabinets, granite countertops, and newer appliances. It opens to the sunny, south-facing living space with lovely hardwood floors throughout. Primary bedroom is spacious with a walk-in closet. Second bedroom, perfect for a home office, has a large closet and exits to the generous outdoor deck with w/ room for a table & grill-New Furnace in 2024. Easy street parking. Low assessments. Short walk to El, Metra, Winnemac Park, & all the restaurants and nightlife that Lincoln Square and Andersonville have to offer.

2152 W Ainslie Street Unit #D2, Chicago

$300,000

1 Beds ⋅ 1 Baths ⋅ 12660817 MLS ⋅ CONTINGENT Status

GREAT SPACE in this beautiful vintage rehab bldg. on a tree-lined street in Lincoln Square. Everything you want - a wonderful floor plan plus all the modern amenities, inc. a kitchen with white newer appliances, HW floors, high ceilings, central heat/ac & in-unit laundry. Amazing outdoor space - charming front porch plus back deck. Parking included! Close to Square, Brown line, shops, restaurants, parks & river Large storage room includes bike storage as well. No special assessment current or in near future. Self managed board all live in building Building is owner occupied Steps from Harvest Time Foods Parking free in neighborhood

2712 W Leland Avenue Unit #3, Chicago

$400,000

12668068 MLS ⋅ ACTIVE Status

Located along the highly sought-after Montrose Avenue corridor in Chicago's thriving Ravenswood neighborhood, 1434 W. Montrose Avenue offers an exceptional opportunity for retailers, restaurants, cafes, service providers, and boutique operators seeking a vibrant North Side location. The property benefits from strong visibility on a well-traveled neighborhood artery connecting Ravenswood, Lincoln Square, and Uptown. Surrounded by a dense population of residents, professionals, and families, the area enjoys consistent pedestrian activity and a loyal local customer base that actively supports neighborhood businesses. Ravenswood has become one of Chicago's most desirable neighborhoods, known for its blend of historic character, modern residential development, craft breweries, destination dining, and independent retail. The surrounding trade area features a dynamic mix of established businesses and emerging concepts, creating a lively commercial environment that attracts both daily foot traffic and destination visitors. The location offers outstanding accessibility, with nearby CTA bus service and convenient access to the Ravenswood Metra station and CTA Brown Line, providing direct connections to downtown Chicago and surrounding neighborhoods. Ample neighborhood parking and bike-friendly streets further enhance customer convenience. With its prominent street presence, strong demographics, and position within one of Chicago's most stable and growing commercial districts, 1434 W. Montrose Avenue presents a rare opportunity for businesses seeking a highly visible location in a walkable, amenity-rich urban neighborhood.

1434 W Montrose Avenue, Chicago

$379,995

2 Beds ⋅ 2 Baths ⋅ 12655936 MLS ⋅ CONTINGENT Status

| Multiple offers received| Best and final due 6pm 5/31| Welcome to The Robey - a beautifully maintained 2-bedroom, 2-bath third-floor condo set in a quiet courtyard building tucked along the Ravenswood / Lincoln Square border, just blocks from the CTA Brown Line and Welles Park. Hardwood floors run through the open living and kitchen, anchored by a breakfast bar and a private balcony off the main living area. The kitchen features granite counters, wood cabinetry, and a full stainless steel appliance package. Both bathrooms carry the same granite finish, and the primary includes a separate shower. Hardwood floors continue into the bedrooms, and a full-size in-unit washer and dryer round out the interior. The building opens onto a tree-lined inner garden through a signature ornamental archway, with fire sprinklers throughout and easy free street parking on Damen and the surrounding side streets - a real asset this close to the Brown Line. Storage units may be available at additional cost. The professionally managed HOA covers water/sewer, common-area insurance, exterior maintenance, lawn care, trash and snow removal, common electric, management, and reserves. Set between Ravenswood and Lincoln Square, the unit is steps from Welles Park, the CTA Brown Line at Damen and Montrose, and a short walk to the Metra. Andersonville, Lincoln Square, and Wrigleyville are all within reach.

4442 N Damen Avenue Unit #3E, Chicago

$300,000

12620015 MLS ⋅ ACTIVE Status

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 is divided into two offices and a kitchenette with gleaming hardwood floors throughout, large wrap-around windows and handicapped access. Downstairs there's a reception space outside the entry door and three more defined office spaces including a fully built-out recording studio, high ceilings and multiple generous storage closets. Most fixtures and furniture could stay if the new owner would like. An individual private dedicated parking space is available for $25,000. Condo association has done an excellent job maintaining and improving the building with low HOAs and few use restrictions for the unit. This long-time original owner is ready to retire after decades spent meticulously maintaining the office with great care and pride. It's ready for the next counseling practice, law office, yoga studio, chiropractor or other service provider to stop paying rent, make this their own and take control of their businesses finances through an SBA loan or other financing option. Easy to show with some notice.

1733 W Lawrence Avenue Unit #CU2, Chicago

$350,000

12553507 MLS ⋅ ACTIVE Status

Rarely available commercial condo for sale in prime Lincoln Square location! 2701 W Lawrence Ave Unit C offers versatile, ground-level space ideal for owner-users or investors. Features include a private entrance, large street-facing windows for maximum exposure. High-visibility corner is just steps from the CTA Brown Line, Metra, and major bus lines. Surrounded by thriving businesses and dense residential development. Professionally managed association with low assessments. Easy street parking and excellent long-term growth potential. currently rented at $4200/month. Lease till March 31, 2030. Very good tenants. Suitable for investors. Current monthly assessments equals $309 and includes snow removal, outside of building cleaning and maintenance. Please do not disturb the current tenant. Showings by appointment only.

2701 W Lawrence Avenue Unit #C, Chicago

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