Browse All Ravenswood IL Single Family Properties for Sale

6 Beds ⋅ 5 Baths ⋅ 12756287 MLS ⋅ NEW Status

New construction in sought-after Ravenswood neighborhood, this exceptional 6-bedroom, 4.5-bath residence sits on an oversized 165-foot-deep lot, offering a level of space that is increasingly rare in today's market. Set on a picturesque tree-lined street with convenient transit access, acclaimed dining, and neighborhood parks nearby, the home delivers both luxury and everyday convenience in one of Chicago's most desirable neighborhoods. The main level is centered around a gourmet kitchen with custom cabinetry, premium appliances, and a large island designed for both daily living and effortless entertaining. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with a soaking tub, heated floors, and a steam shower. Three additional bedrooms and two full baths provide ample flexibility for family, guests, or work-from-home needs, while a conveniently located second-floor laundry room adds to the home's thoughtful design. The fully finished 1,500-square-foot lower level offers exceptional versatility, with ample space for a recreation room, home gym, media lounge, guest suite, or all of the above. Outdoor living is equally impressive. Just off the main level, a covered back deck offers the opportunity to create a comfortable three-season room, extending enjoyment well beyond the summer months. The expansive backyard provides plenty of room for pets, play, gardening, or large gatherings. Crowning the home is a fully built-out rooftop deck, creating a spectacular setting for outdoor entertaining and taking in skyline views.

4844 N Hermitage Avenue, Chicago

$750,000

4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ NEW Status

Welcome to this warm and spacious 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. From the moment you step inside, 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, oversized windows that bathe the space in natural light while framing views of 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. Detached 2 Car garage off alley. 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

$1,749,000

5 Beds ⋅ 4 Baths ⋅ 12752641 MLS ⋅ NEW Status

Turning onto this single block of North Fairfield, you immediately sense a visual change and a hush. Capped at both ends, this street feels like a hidden architectural enclave, a perfectly preserved stretch of classic Chicago jumbo bungalows sitting on rare, wide, deep lots. At 4929 North Fairfield, that sense of sanctuary carries right inside. Much of the original vintage character remains on the main level, where classic architectural details set a warm, welcoming tone. Upstairs, the roof was raised to create a full, sunlit second floor that expands the footprint while filling the home with natural light. Downstairs, an excavated basement creates true living spaces below, ideal for extended recreation or additional entertaining options. Combining grand modern square footage with a massive private yard, this property offers a rare combination of space, character, and room to write your own chapter. A detailed list of improvements and construction will be provided to interested parties.

4929 N Fairfield Avenue, Chicago

$699,900

3 Beds ⋅ 4 Baths ⋅ 12753427 MLS ⋅ NEW 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 1/2 a block away. 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

$1,999,000

5 Beds ⋅ 5 Baths ⋅ 12736994 MLS ⋅ ACTIVE Status

Lincoln Square sets the stage for this fully renovated 5-bedroom, 4.5-bath single-family home offering approximately 4,000 square feet of thoughtfully designed living space. This exceptional residence pairs sophisticated modern finishes with original character, including a beautifully restored fireplace dating back to 1900. Approximately 10-foot ceilings on the first and second floors, white oak hardwood flooring, custom millwork, seven-inch baseboards, solid-core doors, designer lighting, and custom built-ins create warmth and character throughout. The kitchen features natural-tone shaker cabinetry, quartz countertops, a marble-tile backsplash, Thermador appliances, and an oversized 5' x 8' island. A charming breakfast area with built-in seating sits just off the kitchen and is destined to become the heart of the home. The dining and family room opens to a 9' x 9' deck for outdoor dining and entertaining, with an intimate, low-maintenance backyard beyond. The upper-level bonus room provides flexible space for a primary bedroom, private office, home gym, or a combination of uses. The primary bath includes custom cabinetry, two vanities with quartz countertops, and a large frameless-glass shower with a rain shower, handheld fixture, and spa jets. Laundry is available on both the second and lower levels. The finished lower level includes a recreation room with built-ins, wet bar with wine cooler, full bath with shower, and an additional bedroom. Additional features include dual high-efficiency HVAC systems, a 75-gallon high-efficiency water heater, spray-foam insulation, 200-amp electrical service, interior drain tile, sump and ejector pumps, Nest thermostats, surround sound, integrated security cameras, extensive media wiring, and a detached two-car garage prepped for an EV charger. Enjoy everything that makes Lincoln Square one of Chicago's most distinctive neighborhoods, including beautiful tree-lined streets, locally owned shops and restaurants, neighborhood cafes, Winnemac and Welles Parks, the Old Town School of Folk Music, Davis Theater, seasonal farmers markets, and year-round community events. The Damen Brown Line station is just steps away, offering convenient access throughout the city. The neighborhood CPS schools are McPherson Elementary School, serving Pre-K through eighth grade, and Amundsen High School. The home is also located directly across from Lycee Francais de Chicago and convenient to CPS selective-enrollment options, including Coonley and Bell Regional Gifted Centers, Lane Tech College Prep, and Northside College Prep. School boundaries, enrollment, and admissions should be independently verified with CPS or the applicable private school.

1962 W Wilson Avenue, Chicago

$600,000

4 Beds ⋅ 2 Baths ⋅ 12735940 MLS ⋅ PENDING Status

MULTIPLE OFFERS RECEIVED - CLIENTS REVIEWING. On a beautiful tree lined street in Andersonville you'll find this adorable cottage style home built in 1892 with much potential. Great curb appeal, lovingly maintained by the previous owner. With 4 bedrooms and 2 baths and hardwood floors throughout and 2 car garage. Walk to everything fabulous Andersonville has to offer, the Farmer's Market on Wednesdays, plus the fabulous new restaurant Tala house and our trusted and reliably wonderful Hopleaf. An amazing community to be a part of!

1730 W Winona Street, Chicago

$2,100,000

3 Beds ⋅ 6 Baths ⋅ 12720002 MLS ⋅ CONTINGENT Status

Custom-built 5BR/6BA home with nearly 4,000 sq ft across three finished levels in the heart of Lincoln Square. Renovated chef's kitchen features a butcher-block island, Wolf and Sub-Zero appliances, marble counters, and a walk-in butler's pantry that opens to a family room with a gas fireplace and built-ins. Three en-suite bedrooms up, including a primary with radiant-heated floors, a soaking tub, an oversized multi-head shower, dual vanities, and a walk-in closet. The finished lower level with radiant-heated floors adds a second family room with a wet bar, private guest suite, and a dedicated home office/bedroom. Three distinct outdoor living spaces: a heated covered front porch with radiant floors and overhead heaters, a backyard with a wood-burning fireplace, and a garage rooftop deck with a TV and room to dine. Large windows, abundant natural light, hardwood floors, custom millwork, and whole-home sound throughout. Steps to Lincoln Square's restaurants, cafes, shops, parks, and library.

2109 W Sunnyside Avenue, Chicago

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 12725383 MLS ⋅ CONTINGENT Status

Beautifully-renovated top to bottom, 5-bed/2-bath single family home in the heart of Ravenswood. Situated on a 25'x152.5' lot, this move-in ready home blends classic charm with modern finishes. The functional floorplan features spacious living and dining areas, a beautifully-updated kitchen with custom Eurotech cabinetry, quartz countertops, a large island, stainless steel appliances, and Verona Italian range. The finished attic offers flexible space for a 5th bedroom, family room, home office, or recreation area. Major improvements/completed renovation include a new roof, Hardie Board siding, new windows and doors, new plumbing, electrical service, 2 high-efficiency HVAC systems, and more. Enjoy a covered front porch, rear deck, unfinished basement with excellent storage or future finishing potential, and a detached 2-car garage. Located on a picturesque tree-lined street in sought-after Ravenswood, just minutes from the CTA Brown Line, Ravenswood Metra, neighborhood restaurants, coffee shops, bakeries, parks, and more.

4624 N Winchester Avenue, Chicago

$1,595,000

3 Beds ⋅ 4 Baths ⋅ 12709262 MLS ⋅ ACTIVE Status

Space, character, and exceptional functionality come together in this stunning 5-bedroom, 3.5-bath home in the heart of Lincoln Square. Thoughtfully redesigned in a complete 2016 gut renovation, this home sits on an oversized lot and offers the perfect balance of everyday comfort and effortless entertaining. The main level features a bright, open floor plan where the living and dining areas flow seamlessly into the chef's kitchen and family room. Designed for gathering, the eat-in kitchen showcases quartz countertops, premium Thermador appliances, a generous island, and a wet bar. Rich hardwood floors, custom millwork, and elegant coffered ceilings add timeless sophistication throughout the space, while a convenient mudroom and French-style sliding doors leading to the deck complete the main floor.Upstairs, retreat to the spacious primary suite featuring a large walk-in closet and a spa-inspired bath with a freestanding soaking tub, separate glass-enclosed shower, and radiant heated floors. Two additional generously sized bedrooms, a full bath, and one of the home's two laundry areas complete the second level. The finished lower level offers incredible flexibility with a spacious recreation room, two additional bedrooms, a full bath, and a second laundry room, making it ideal for guests, a home office, gym, or playroom. Perfectly located just steps from Winnemac Park and within walking distance of Lincoln Square's beloved restaurants, cafes, and boutiques, this exceptional home offers the space, style, and location you've been waiting for.

2237 W Winona Street, Chicago

$2,199,000

6 Beds ⋅ 6 Baths ⋅ 12690843 MLS ⋅ ACTIVE Status

Stunning New Construction in Lincoln Square - Luxury Meets Livability Welcome to your dream home in the heart of Lincoln Square! This newly constructed 6-bedroom, 4 full bath, 2 half bath residence blends timeless craftsmanship with modern amenities across three levels of meticulously designed living space. Interior Highlights: Wide-plank 7" oak hardwood floors throughout, Two elegant indoor fireplaces plus a cozy outdoor fireplace for year-round ambiance, Custom cabinetry and millwork that elevate every room Lower-level features: Two spacious bedrooms, Entertainment lounge with fully built-out media center, Private sauna in one-en-suite bedroom, Heated floors for ultimate comfort Chef's Kitchen & Entertaining Spaces: Sub-Zero refrigerator, Wolfe 6-burner range with griddle, and two Bosch dishwashers, Oversized walnut island perfect for gatherings, Butler's pantry with prep sink and beverage center, Walk-in pantry for ample storage Exterior Features: Heated limestone entry stairs with ice melt system, Expansive roof deck above the garage - ideal for entertaining or relaxing, Garage includes electric vehicle charging port This home is a rare find, offering both sophistication and functionality in one of Chicago's most vibrant neighborhoods. Steps from top dining, shopping, and transit options, yet tucked away on a quiet residential street. Photos of previous build, delivery fall 2026.

4616 N Claremont Avenue, Chicago

$2,250,000

4 Beds ⋅ 5 Baths ⋅ 12685898 MLS ⋅ CONTINGENT Status

Beautifully designed six-bedroom home on an oversized 160-foot-deep lot in the coveted Ravenswood Elementary School District, offering exceptional space, luxury finishes, and thoughtful design throughout. Highlights include 10-foot ceilings on every level, custom millwork, crown moldings, solid 8-foot doors, a three-car garage, and inviting outdoor spaces with a spacious third-floor deck, pergola, rear porch, and expansive backyard views. The open-concept main level is ideal for entertaining, featuring a chef's kitchen with top-of-the-line appliances, oversized 10-foot island, breakfast area, wet bar, and large walk-in pantry. Upstairs, four generously sized bedrooms include a flexible en suite perfect for guests or a home office. The luxurious primary suite offers a large walk-in closet and spa-inspired bath with heated floors, freestanding soaking tub, steam shower, and designer finishes. The radiant-heated lower level adds even more living space with a wet bar, playroom, guest room or gym, and full bath with steam shower. Two laundry rooms-on the second floor and lower level-add everyday convenience to this exceptional home that perfectly blends comfort, style, and functionality.

4442 N Greenview Avenue, Chicago

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 12679038 MLS ⋅ CONTINGENT Status

Luxury living redefined in the heart of Lincoln Square. Completely transformed from top to bottom, this exceptional residence has been thoughtfully redesigned with new high-end finishes, exceptional craftsmanship, and timeless elegance throughout. Spanning approximately 3,800 square feet with 5 bedrooms and 4 bathrooms, every interior space has been reimagined to create a home that blends sophisticated design with everyday comfort while preserving the charm and character that make this neighborhood one of Chicago's most sought-after destinations. From the moment you step inside, the quality is unmistakable. Beautiful new White Oak flooring flows throughout the home, complemented by exceptional custom millwork and trim that add warmth, architectural detail, and a true custom-home feel. The inviting living room is anchored by a beautifully crafted fireplace, creating an elegant focal point that immediately reflects the level of craftsmanship found throughout the home. Designed for the way people gather and entertain, the completely redesigned chef's kitchen is the true centerpiece of the home. An oversized island naturally brings family and friends together, while new custom cabinetry, premium countertops, and a professional-grade appliance package featuring a Wolf range, Sub-Zero refrigerator, Cove dishwasher, drawer microwave, and built-in beverage cooler combine timeless style with exceptional performance. The finished lower level continues the home's remarkable transformation and feels every bit as refined as the main level. Italian marble tile, a custom wet bar, steam shower, and a second fireplace surrounded by detailed millwork create an incredible space for entertaining, relaxing, or hosting overnight guests. An integrated whole-home audio system provides seamless sound throughout, adding another layer of luxury to everyday living. Upstairs, the private primary suite offers a peaceful retreat with a beautifully redesigned spa-inspired bathroom and private deck. Spacious secondary bedrooms, beautifully renovated bathrooms, and convenient second-floor laundry complete a level designed with both comfort and functionality in mind. Outdoor living is equally impressive with a premium composite front patio and an expansive garage rooftop deck, extending the home's living space beyond the interior. A new roof further reflects the extensive investment and attention to detail that define this extraordinary renovation. Perfectly situated on a picturesque tree-lined street near Winnemac Park and within the highly regarded Chappell School district, you'll also enjoy easy access to Lincoln Square's renowned restaurants, boutique shopping, neighborhood cafes, and vibrant community atmosphere. Luxury isn't defined by a single feature-it's reflected in the craftsmanship, quality, and attention to detail found throughout the home. This is a rare opportunity to own a completely transformed residence where timeless design and modern comfort come together in one of Lincoln Square's most coveted neighborhoods.

5054 N Claremont Avenue, Chicago

$1,099,900

3 Beds ⋅ 3 Baths ⋅ 12613166 MLS ⋅ CONTINGENT Status

Charming, well-maintained Ravenswood single-family home on an oversized 37.5' x 155' lot offering space, comfort, and flexibility in one of the neighborhood's most sought-after locations. Designed for both everyday living and entertaining, the main level features 10' ceilings and a bright, open living area that flows effortlessly to a rear wood deck-perfect for summer gatherings or quiet mornings outdoors in the urban vineyard oasis. The home offers three bedrooms and 2.5 bathrooms, including a spacious primary suite with its own private deck. The newly renovated English basement, complete with a full bath, kitchenette, large windows, and both front and rear access, provides excellent additional living space for a family room, guest suite or rental/Airbnb option. Thoughtfully updated over the years, the home has recently had full renovation work done to the first floor, kitchen, powder room and basement living suite. New HVAC (2023), water filtration system (2023), full roof replacement (2016), energy-efficient windows, boiler, and upgraded siding with added insulation for year-round comfort. Enjoy the convenience of being close to neighborhood favorites, parks, and top-rated schools, along with easy access to public transit for commuting downtown. A rare highlight is the oversized 28' x 22' three-car garage plus an additional exterior parking space, offering incredible convenience and storage. Zoning and lot size present multiple value-add opportunities, including potential expansion, ADU development (located within the ADU pilot district), or redevelopment potential subject to zoning approval. The property offers a compelling opportunity as a move-in ready residence, long-term investment, or redevelopment play in a highly desirable Ravenswood location. With its extra-deep lot, the property also provides room to grow, whether you envision expanding the home, creating an outdoor oasis, or exploring future possibilities.A wonderful opportunity to own a move-in ready home with character, space, and long-term potential in the heart of Ravenswood.

4542 N Ashland Avenue, Chicago

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