5-Bedroom Homes for Sale in Lakeview

Nestled on tree-lined Seminary Avenue in the heart of Lakeview, this fully rehabbed single-family home is a rare gem, offering the quintessential city living experience in one of Chicago's most sought-after neighborhoods. Completely updated in 2025, this home is flooded with light, featuring an open floorplan on the main floor and spacious rooms throughout. Stepping into the home, you'll be

Ryan Cherney Circle One Realty

Completely renovated 2-flat in historic Terracotta District of Oakdale Ave. Views of woodsy estate from top unit and downtown from the high decks. This quiet Lakeview location has earned $122,000 gross rent annually. Each unit offers spacious duplex up-and-down layouts with 4 Bedrooms and 3 Baths, separate outdoor spaces, high ceilings, newer hardwood floors, sunlit rooms & in-unit washers &

Ellen Webber @properties Christie's International Real Estate

Elegant Southport Corridor Residence in the Blaine School District Situated on the coveted one-way stretch of Wayne Street, just steps from the vibrant Southport Corridor and within the highly sought-after Blaine School District, 3830 N. Wayne offers an extraordinary blend of timeless elegance, comfort, and functionality. Set on an oversized 37.5-foot-wide lot, this 6,400-square-foot home

Klopas Stratton Team Jameson Sotheby's Int'l Realty

This 6,350 sqft home is on a 36-foot-wide lot on one of Southport Corridor's prettiest streets. Built as a custom home to the highest standards, it won a Homebuilder's Association Gold Key award for outstanding architectural design. This home offers three levels of living space with 5-6 bedrooms, four full baths, and 3 half baths. Classical elements include a brick and limestone facade inspired

Jennifer Ames Engel & Voelkers Chicago

This historic Chicago 3-flat blends classic architectural charm with modern convenience. Situated on a corner lot line with no setbacks, the over 8,000-square-foot building features expansive units and a detached two-car garage accessible via a curb cut on Nelson Street. Enjoy outdoor living with a bluestone patio and two large decks. Formerly a storefront, Unit #1 offers more than 2,000 square

Jennifer Ames Engel & Voelkers Chicago

Welcome to 1342 W Wellington Ave, a remarkable new construction home located in the heart of Lakeview, complete with a 600 sq. ft. coach house-perfect for guests, extended family, in-laws, additional office space or rental income. This modern, three-story residence offers 4,800 sq. ft. of thoughtfully designed living space, featuring 7 spacious bedrooms and 6 and half bathrooms. Crafted with

Patrick Torres @properties Christie's International Real Estate