Ravenswood Homes under $750,000

Welcome to Ravenswood, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and charming tree-lined streets, Ravenswood offers a unique blend of urban convenience and suburban tranquility. This welcoming community is characterized by its beautiful vintage homes, many of which date back to the early 20th century, giving the area a distinct and timeless appeal.

Ravenswood is not just about its picturesque architecture; it’s also a hub of activity and culture. Residents enjoy easy access to a variety of local shops, restaurants, and cafes, making it a perfect place for foodies and families alike. With its proximity to the Chicago River and numerous parks, outdoor enthusiasts can relish in the beauty of nature while still being just a stone's throw away from the bustling city life.

For those looking to invest in this charming neighborhood, you’ll be delighted to know that there are an array of homes available under $750,000. Whether you're a first-time buyer or looking to downsize, Ravenswood has something for everyone. From cozy bungalows to spacious family homes, these properties offer both comfort and character, ensuring that you can find the perfect place to call home.

With excellent schools, convenient public transportation, and a strong sense of community, Ravenswood is not just a place to live; it’s a place to thrive. Explore the possibilities and discover why so many are choosing to make Ravenswood their home sweet home!

Newest Ravenswood Homes under $750,000

4417 N Ashland Avenue Unit #GRD, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12775836 MLS ⋅ NEW Status

Welcome to this inviting one-bedroom, one-bath condo in the desirable Ravenswood neighborhood. Hardwood flooring runs throughout the home, while large windows bring in an abundance of natural light. The kitchen offers granite countertops and maple cabinetry. The unit also includes radiant heat, a portable A/C unit, additional storage located outside the unit next to the dedicated washer and a new dryer, solely for this condo owner's personal use. Low monthly assessments add to the overall appeal. Situated in a prime Ravenswood location, you are within easy walking distance of neighborhood restaurants, shops, transportation, and everyday conveniences. With no rental restrictions, the property also offers flexibility for both owner-occupants and investors. Schedule your showing today!

4417 N Ashland Avenue Unit #GRD, Chicago

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

$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

$289,500

1 Beds ⋅ 1 Baths ⋅ 12770586 MLS ⋅ ACTIVE 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

$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

$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

2759 W Lawrence Avenue Unit #2W, Chicago

$675,000

3 Beds ⋅ 2 Baths ⋅ 12731070 MLS ⋅ ACTIVE Status

BEAUTIFULLY DESIGNED NEWER CONSTRUCTION EXTRA-WIDE THREE-BEDROOM, TWO-BATH HOME OFFERING APPROXIMATELY 1,650 SQUARE FEET OF SOPHISTICATED LIVING SPACE IN LINCOLN SQUARE/RAVENSWOOD. Built in 2021 and lovingly maintained by its original owner, this spacious home stands out for its thoughtful layout, elevated finishes and comfortable sense of scale. The main living area feels open and inviting, with high ceilings, oak flooring, custom millwork and a fireplace framed by built-ins, while the adjoining front deck creates an easy connection to the outdoors. At the center of the home, the kitchen offers an oversized quartz island with waterfall edge, premium Fisher & Paykel and Bosch appliances, a beverage refrigerator, generous cabinetry and plenty of room for dining, making it equally well suited for quiet nights at home or entertaining. High-end blinds added by the current owner bring an additional layer of polish throughout. The primary suite is privately positioned and features two walk-in closets along with a spa-like bath complete with heated floors, double vanity and a steam shower with bench. Two additional bedrooms are well-proportioned and offer flexibility for guests, work-from-home space or everyday living. In-unit laundry, central air, designer lighting, eight-foot doors and included garage parking complete the home. Set near Lincoln Square, River Park, the North Shore Channel Trail, Galter LifeCenter, the Chicago River and nearby transit, this is a beautifully finished home with the space and functionality that can be difficult to find in the neighborhood.

2759 W Lawrence Avenue Unit #2W, 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

$750,000

4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ ACTIVE Status

SEE BROKER'S REMARKS-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, Natural light from the large windows in the kitchen frame the manicured backyard. 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. (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 garage. Wonderful schools like the highly rated Amundsen, Chappell, Waldorf school. Clark street shops and restaurants. 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

$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

$699,900

3 Beds ⋅ 4 Baths ⋅ 12753427 MLS ⋅ ACTIVE Status

An amazing opportunity to live in a great pocket of Andersonville at a great price! This 3 bedroom, 3 1/2 bathroom home has been stylishly updated for a modern buyer! This home features a gorgeous kitchen with white cabinets, quartz countertops, stainless steel appliances and a beautiful marble backsplash. The main level has a great flow for living and entertaining with the kitchen open to the dining room, an entry foyer, a large living room and a powder room. On the second level, there are 3 bedrooms and 2 full bathrooms, including a primary suite that fits a king sized bed and has an ensuite bathroom. There is incredible light throughout this home with plenty of windows, including bay windows on both the main level and the second floor! The partially finished basement has a bonus family room, a full bathroom and a large room for laundry and additional storage. The charming front porch is a great place to enjoy morning coffee or summer evenings. There is no garage, but street parking is very easy. The sellers have easily parked on the street, but there is an option to rent a spot very close by. This home is located on a beautiful tree lined street that is a short walk to Clark St. restaurants, bars and boutique shops. Easy access to several public transit options, including the Metra, the red and brown lines and several buses. If you enjoy spending time outdoors, you are a few blocks from Winnemac Park as well as a mile to the lake front with great beaches & bike trails. This home is a great alternative to owning a condo or townhome!

1610 W Carmen Avenue, Chicago

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