Galewood Real Estate

Galewood Real Estate

Welcome to Galewood, a charming neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its picturesque tree-lined streets and a strong sense of community, Galewood offers a perfect blend of suburban tranquility and urban convenience.

As you stroll through the neighborhood, you'll be captivated by the beautiful single-family homes that reflect a variety of architectural styles, from classic bungalows to modern designs. The area is characterized by spacious yards and well-maintained gardens, creating an inviting atmosphere for families and individuals alike. Galewood is not just a place to live; it’s a place to thrive.

One of the neighborhood's standout features is its commitment to green spaces. Parks like Galewood Park and nearby parks provide ample opportunities for outdoor activities, whether you’re enjoying a leisurely walk, hosting a family picnic, or letting the kids play. The community also boasts a wealth of local amenities, including shops, cafes, and restaurants, all within easy reach.

Galewood’s location is ideal for commuters, with convenient access to public transportation and major highways, making it easy to explore all that Chicago has to offer. The neighborhood is served by reputable schools, ensuring that families have access to quality education.

In Galewood, you’ll find a welcoming community that values connection and engagement. Whether you’re looking for a quiet place to call home or a vibrant community to be a part of, Galewood is a neighborhood that truly has it all. Come discover the charm and warmth of Galewood—your new home awaits!

Newest Listings in Galewood

$669,000
4 Beds 3 Baths 12699821 MLS PRICE CHANGE Status
Discover the perfect blend of timeless Chicago bungalow charm and modern functionality in this beautifully maintained Galewood home. Nestled on a quiet, tree-lined block, this spacious residence offers exceptional versatility for multigenerational living, extended family, or anyone seeking room to grow. The original bungalow has been lovingly preserved and is in pristine condition, showcasing gleaming original hardwood floors, elegant vintage sconces, an immaculate vintage bathroom with classic basket-weave tile flooring, an antique pantry, and the craftsmanship that makes Chicago bungalows so beloved. Abundant windows fill the home with natural light, creating a warm and inviting atmosphere throughout. A thoughtfully designed addition seamlessly expands the living space with modern conveniences, including a generous primary suite with an ensuite bath, expansive flex space ideal for a media room, home office, or family room, vaulted ceilings in the second-floor stairwell, and multiple bonus rooms to suit your needs. With 4 bedrooms, 3 full bathrooms, 2 full kitchens, 3 walk-in closets, a spacious second-floor office, a full basement, outdoor deck, and a 2-car garage, this home offers incredible flexibility for multigenerational living, related living, or hosting long-term guests while maintaining privacy and comfort. Ideally located just a short walk to the Metra, with convenient access to North Avenue's shopping and dining, Brickyard Plaza, parks, schools, and major expressways, you'll enjoy the perfect balance of neighborhood tranquility and everyday convenience. A rare opportunity to own a meticulously maintained home that honors its historic character while offering the space and flexibility today's buyers are looking for. Being sold As Is.

1631 N Natchez Avenue, Chicago

$765,000
6 Beds 4 Baths 12698868 MLS ACTIVE Status
Welcome to Galewood. A suburb within the city. Beautiful and meticulously cared for, brick 2 story home. Over 4000 sq.ft. The true pulse of this residence is the amazing chef's kitchen, a high-capacity hub featuring a professional 6-burner cooktop, double ovens, and a massive granite island with seating for six. This space flows into a bright informal dining area with custom built-ins for additional seating, making it the perfect setting for daily life and casual hosting. From the kitchen, French doors exit directly to a sprawling pool deck and patio, leading to a secluded and quiet backyard sanctuary with a swimming pool, a tranquil fountain, and beautiful perennial gardens with an irrigation system. Beyond the kitchen, the home reveals its grand architectural scale. The formal dining room acts as an elegant centerpiece, connecting the kitchen to the expansive living room, which features a classic fireplace and abundant seating. Tucked away for privacy, the family room with an adjoining office serves as a quiet retreat or casual hangout spot. Uniquely, the main floor also includes a full bathroom and an additional private room, offering a secluded second office space or a convenient guest suite on the primary level. Rare Five-Bedroom Upper Level The second floor is a dedicated sanctuary, uniquely offering five spacious bedrooms and two full bathrooms on one level-a rare find for a home of this vintage. The magnificent primary suite is a true highlight, boasting a double sink vanity and a spa-inspired custom shower. Rounding out this 1937 gem is an oversized, 2-car garage with a workshop and a fully finished basement featuring a complete second kitchen and a convenient half bath. Everyready flood control and ADT security system. With 6 total bedrooms and 3.5 bathrooms, this estate seamlessly balances historic prestige with modern, multi-generational utility. Close to award-winning schools, Sayre Academy, St. Giles, Trinity and Fenwick.

1619 N Sayre Avenue, Chicago

$750,000
4 Beds 5 Baths 12698374 MLS ACTIVE Status
Rare brick and stone ranch in Galewood, 2 blocks north of Oak Park, offering a truly unique combination of privacy, space, and thoughtful design. Set on a beautifully landscaped oversized corner lot, this property features a professionally built masonry privacy wall enclosing a stunning outdoor living environment with three paver patios, connecting walkways, and multiple seating areas-creating a rare, secure, and serene setting not commonly found in the area. The home offers a highly desirable ranch layout with approximately 2,300 square feet on the main level, complemented by a fully finished lower level providing significant additional living space. With 6 bedrooms, 3 full bathrooms, and 2 half bathrooms, the home accommodates a wide range of living needs, including guest space, home office, and recreation. Interior highlights include hardwood floors, crown moldings, two fireplaces, skylights, and a distinctive room featuring vaulted ceilings, stained glass elements, and direct access to the private garden. The spacious kitchen includes high-quality custom cabinetry and a functional layout with abundant natural light. The finished lower level expands the home with a large family room, additional bedrooms, a full bath with steam shower, exercise room, and extensive storage. Mechanical features include sump and ejector systems with backup, hardwired data connections, and durable finishes throughout. Additional features include an attached heated garage with epoxy flooring, attic storage, on-site parking for multiple vehicles, and a fully enclosed lot with multiple gated access points. A rare opportunity to own a distinctive ranch home with exceptional outdoor space in a prime Galewood location near Oak Park.

1758 N Natoma Avenue, Chicago

$154,900
1 Beds 1 Baths 12625337 MLS ACTIVE Status
Welcome to this bright and well-maintained 3rd floor, one-bedroom condo in the desirable Oakfield West community, located in Chicago's Montclare neighborhood. This spacious unit offers comfortable living with a functional layout, abundant natural light, and generous room sizes. The open living and dining area provides a welcoming space for both everyday living and entertaining, while large windows fill the home with sunlight. The kitchen offers ample cabinetry and workspace, perfect for cooking and storage. The bedroom is well-proportioned with good closet space, and the unit is designed for both comfort and practicality. Oakfield West is a well-established condo community built in the 1970s, known for its solid construction and convenient amenities, including elevators, on-site management, same floor laundry facilities and storage, secured access to building and indoor and outdoor common areas. Residents also enjoy pet-friendly policies and a safe, well-maintained environment in this secured building monitored by 24 Hour surveillance cameras. On-site secure, remote entry, open parking is also available. Ideally located near parks, shopping, dining, and public transportation, this home offers easy access to everything you need while being tucked into a quiet residential setting. Nearby green spaces and recreational options add to the appeal of this location. Whether you're a first-time buyer, downsizer, or investor, this condo is a fantastic opportunity to own in a well-managed association in a convenient Chicago location.

2333 N Neva Avenue Unit #306C, Chicago

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