Bailey Heights Real Estate

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

Bailey Heights boasts a variety of well-designed homes that cater to diverse lifestyles. From cozy single-family residences to spacious modern designs, there’s something for everyone here. The tree-lined streets and beautifully landscaped yards create an inviting atmosphere that encourages neighbors to connect and families to thrive.

One of the standout features of Bailey Heights is its prime location. Residents enjoy easy access to Orlando's bustling downtown area, renowned theme parks, and a plethora of shopping and dining options. Whether it’s a day of adventure at Walt Disney World or a relaxing afternoon at one of the nearby parks, the possibilities for fun are endless.

Families will appreciate the quality of education available in the area, with several highly-rated schools just a stone’s throw away. The community is also conveniently located near major highways, making commutes to work or school a breeze.

For outdoor enthusiasts, Bailey Heights is surrounded by beautiful parks and recreational areas, perfect for weekend picnics, jogging, or leisurely strolls. With its friendly atmosphere, excellent amenities, and strategic location, Bailey Heights is not just a place to live; it’s a place to call home. Come explore this delightful community and discover the lifestyle you’ve always dreamed of!

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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