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

Historic charm meets elevated modern design at an improved price of $1,495,000. This fully renovated 1928 bungalow is ideally situated on a .23-acre corner lot directly across from Lake Cherokee, offering uninterrupted lake and park views. In 2020, the owners partnered with Ted Maines Interiors and Skolfield Homes for a comprehensive, design-forward renovation that preserves the home’s

Padgett McCormick KELLY PRICE & COMPANY LLC

Stunning, renovated traditional historic home, located in desirable neighborhood one block from Lake Cherokee and Lake Davis. Beautiful two-story home with authentic details, moldings, built-ins, beautiful wood floors, gas fireplace, and convenient side portico. This 1935 home has been renovated with tastefully redone kitchen featuring gas range, walk-in closet pantry, stone counters, and dry bar

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 well maintained 3-bedroom, 2-full bath Colonial home in the heart of Orlando’s Historic District. Located in the highly sought-after Blankner K-8 and Boone High School zones. This home blends historical charm with modern upgrades, including a new roof, electrical and plumbing systems, and fresh exterior paint. Located just steps from the Dr. Phillips Performing

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

Nestled perfectly between Lake Davis and Lake Cherokee, this stunning $1.2M Spanish Mediterranean home offers timeless charm, modern updates, and one of the best views in Orlando. From the upstairs balcony, enjoy sweeping views of serene Lake Cherokee — a daily reminder of why location matters. Step inside to discover a home where every detail has been thoughtfully upgraded to ensure true move-in

Parker Blanchard OLDE TOWN BROKERS INC

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