Bailey Heights Real Estate

Welcome to Bailey Heights, a charming subdivision nestled in the heart of Orlando, Florida, in the vibrant Orange County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Bailey Heights is characterized by its beautifully landscaped streets lined with picturesque homes, each exuding a warm and inviting ambiance. The neighborhood features a variety of architectural styles, from modern designs to classic Floridian charm, ensuring that there’s a perfect fit for everyone. With spacious yards and well-maintained parks, residents enjoy a serene environment where children can play and families can gather.

One of the standout features of Bailey Heights is its prime location. Just a short drive from the bustling downtown Orlando, residents have easy access to a plethora of shopping, dining, and entertainment options. The area is also conveniently located near major highways, making commuting a breeze. For those who enjoy the great outdoors, the nearby parks and recreational areas offer ample opportunities for hiking, biking, and enjoying the beautiful Florida sunshine.

Families will appreciate the community’s proximity to highly-rated schools, ensuring that children receive an excellent education. Additionally, the friendly atmosphere and active neighborhood associations foster a sense of community, where neighbors become friends and lifelong memories are made.

Whether you’re looking to settle down or invest in a promising property, Bailey Heights is a hidden gem in Orlando that promises a vibrant lifestyle and a welcoming community. Come and discover the charm of Bailey Heights—your new home awaits!

Newest Listings in Bailey Heights

$799,000

O6391116 MLS

This beautiful FULL duplex (both sides) is located in the highly desirable Lake Eola Heights Historic District just minutes from downtown. The property has been completely renovated, offering modern updates while maintaining its classic charm. Each unit features a brand-new kitchen and updated bathrooms, along with two spacious bedrooms and 1.5 renovated baths on each side. The refinished hardwood floors and staircase add warmth and character throughout the home. Major upgrades include a new roof installed in September 2025, along with fresh interior and exterior paint for a crisp, move-in ready feel. The exterior offers a beautiful fenced yard with elegant paver walkways and driveways, creating a welcoming outdoor space for residents and guests. This is a rare opportunity to own a fully updated duplex in one of Orlando’s most charming historic neighborhoods. This is perfect for investors or owner-occupants seeking rental income.

608 Highland Avenue, Orlando

$799,000

4 Beds ⋅ 4 Baths ⋅ O6391094 MLS

This beautiful FULL duplex (BOTH SIDES)is located in the highly desirable Lake Eola Heights Historic District, just minutes from downtown. The property has been completely renovated, offering modern updates while maintaining its classic charm. Each unit features a brand-new kitchen and updated bathrooms, along with two spacious bedrooms and 1.5 renovated baths on each side. The refinished hardwood floors and staircase add warmth and character throughout the home. Major upgrades include a new roof installed in September 2025, along with fresh interior and exterior paint for a crisp, move-in ready fe The exterior offers a beautiful fenced yard with elegant paver walkways and driveways, creating a welcoming outdoor space for residents and guests. This is a rare opportunity to own a fully updated duplex in one of Orlando’s most charming historic neighborhoods. This perfect for investors or owner-occupants seeking rental income.

608 Highland Avenue, Orlando

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