Lake Cherokee Homes for Sale

Exquisite Queen Anne Victorian Estate on Historic Honeymoon Row – Overlooking Lake CherokeeWelcome to one of Orlando’s architectural treasures—an 1884 Queen Anne Victorian estate on iconic Honeymoon Row, offering panoramic views of Lake Cherokee. Set on one of Downtown Orlando’s largest residential lots, this rare property blends historic charm with modern sophistication, offering a

Tom Buitenhuis OLDE TOWN BROKERS INC

Step into timeless elegance with this gorgeous 1925 estate home located on a charming brick-lined street in the highly sought-after Lake Cherokee District. Featuring 5 bedrooms, 4.5 bathrooms, and nearly 3,600 square feet of living space, this character-filled home includes a detached 1,009 SF guest house, a resort-style pool, and countless high-end upgrades throughout. The main home showcases a

Naf Zaman THE FIRM RE

An exquisite, meticulously renovated historic residence, ideally situated in one of the city's most sought-after neighborhoods and school districts—just a block from the picturesque shores of Lake Cherokee and Lake Davis. This elegant two-story home, originally constructed in 1935, showcases timeless architectural charm with its authentic millwork, classic built-ins, rich hardwood floors, and a

Maryann Stelton FANNIE HILLMAN & ASSOCIATES

Welcome to 568 S Osceola Avenue — a beautifully updated 2-bedroom, 2.5-bathroom condo offering a rare blend of modern design, serene nature, and walkable city living. Tucked within a quiet, tree-lined community along Lake Cherokee, this stunning multi-level home showcases a refined interior with elegant finishes throughout.Step inside to find an open-concept main floor featuring wide-plank

Brett Jaffee, Jr KELLER WILLIAMS WINTER PARK

STUNNING DOWNTOWN ORLANDO HOME WITH INCOME-PRODUCING APARTMENT530 S Eola Drive, Orlando, FL 32801$1,049,000 | 6 Bed | 4 Bath | Study | 3,113 sq ft?? EXCEPTIONAL INVESTMENT OPPORTUNITYThis completely modernized 1924 historic home in Lake Cherokee District offers the perfect combination of luxury living and income generation. The property features a 750 sq ft detached garage

Stephen Hachey FLAT FEE MLS REALTY

Stunning completely remodeled, historic Mediterranean home and guest house in the heart of Downtown Orlando’s desirable Lake Cherokee neighborhood! This unique luxury residence, built in 1925 and meticulously updated, spans 4,722 SF and is surrounded by majestic live oaks, offering a perfect blend of timeless craftsmanship and modern elegance. The foyer opens to the formal living room with a

Jennifer Sloan KELLY PRICE & COMPANY LLC

Welcome to 338 E Anderson St, a beautifully updated 3-bedroom, 2-bath Colonial located in Orlando’s Historic District and zoned for the top-rated Blankner K-8 and Boone High School. This home offers a perfect balance of historic character and modern upgrades including a NEW ROOF, updated electrical and plumbing, fresh exterior paint, and a full-year renewed termite bond.Just steps from

Jessica Clayton PALMANO GROUP RE BROKERAGE LLC

Charming Income-Producing Home Near Lake Eola – 32801. Welcome to this beautifully maintained and versatile property, perfectly located in the heart of Downtown Orlando’s highly sought-after 32801 zip code, just steps from Lake Eola. This dual-unit multi-family residence offers excellent income potential or multi-generational living options, featuring: a spacious 2-bedroom, 1-bathroom unit on the

Olga Petrova CHOICE ONE REALTY LLC

Very rare opportunity to purchase a duplex or single family home in the Lake Cherokee area of downtown Orlando. Currently being rented as a duplex with a tenant on each floor, but could be converted to a single family home. Easy access to the 408, I-4 and downtown. Old world charm that gives you the best of both worlds, and potential income to boot!

Craig Kesler OPTIMA REAL ESTATE