Lake Cherokee Homes for Sale

One or more photo(s) has been virtually staged. Nestled among the brick-lined streets of the highly sought-after Lake Cherokee Historic District, this stunning corner-unit townhome offers a rare opportunity to enjoy low-maintenance living in one of Downtown Orlando’s most charming and established neighborhoods. Tucked inside the exclusive community of Cherokee Place, the setting feels almost

Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

One or more photo(s) has been virtually staged. Welcome to the exclusive, historic Lake Cherokee neighborhood, one of downtown Orlando’s most sought after areas. This move-in ready 2-bedroom, 2.5-bath townhome style condo offers the perfect blend of charm, convenience, and modern comfort. Step inside to a bright, well appointed kitchen featuring quartz countertops, stainless steel appliances, and

Jenna Hoskin 386REALESTATE.COM

Positioned on one of the largest residential lots in Downtown Orlando and overlooking Lake Cherokee, this 1884 Queen Anne Victorian is a rare opportunity to own one of the city’s true architectural landmarks. Located along iconic Historic Honeymoon Row, the home blends preserved period detail with thoughtful modern updates, offering timeless character without sacrificing livability. The 5-bedroom

Parker Blanchard OLDE TOWN BROKERS INC

Welcome to 568 S Osceola Avenue, a beautifully renovated 2-bedroom, 2.5-bath townhome-style condo located in the highly sought-after Cherokee Place community along the shores of Lake Cherokee. Surrounded by mature oak trees and lush landscaping, this multi-level residence offers a rare combination of modern design, tranquil lake views, and walkable urban living just minutes from downtown Orlando

Brett Jaffee, Jr KELLER WILLIAMS WINTER PARK

One of Orlando’s signature homes in the Cherokee Historic District, this extraordinary estate exudes elegance and timeless grandeur, offering a resort-style pool, private guest house and expansive grounds in one of downtown’s most coveted neighborhoods. Set on an oversized lot (.56 acres), this stately three-story, 18-room residence offers an impressive blend of scale, craftsmanship and

Jennifer Sloan COMPASS FLORIDA LLC

***NEW ROOF (2023) and NEW A/C (2024)*** Buyer incentives you don’t want to miss. This home qualifies for a 1% lender credit, creating a great opportunity to reduce upfront expenses and monthly payments. Urban living that feels connected yet calm, 520 East Anderson Street is located in the Lake Cherokee Historic District and offers true downtown walkability without giving up space, comfort, or

Briella Elia KELLER WILLIAMS ADVANTAGE REALTY

Fully renovated mixed-use duplex offering exceptional flexibility and income potential in the heart of Orlando. This stand-alone historical building is zoned for both commercial and residential use, creating endless opportunities for investors, business owners, or owner-occupants. Both units are currently operating as successful short-term rentals (Airbnb), generating immediate income. The

Sonia Crespo Ballesteros LPT REALTY, LLC

Step into TIMELESS CHARM with MODERN UPDATES in the heart of Downtown Orlando! Perfectly situated in the highly sought-after Lake Cherokee / Delaney Park historic district, this beautifully updated 1925 home on a CORNER LOT blends classic architecture with the comfort and upgrades you are looking for – just moments from Lake Cherokee, Lake Davis, and the vibrant Downtown Orlando lifestyle. Recent

Jennifer Wemert WEMERT GROUP REALTY LLC

Nestled in the heart of the Historic Lake Cherokee District, this classic 1938 vintage bungalow showcases timeless Craftsman charm in one of Orlando’s most sought-after neighborhoods. From the moment you step inside, the warmth and character of this meticulously maintained 1-bedroom, 1-bath home are immediately apparent.This home beautifully blends historic appeal with modern comforts. Major

Rebecca Simms WEICHERT REALTORS HALLMARK PRO