Winter Park Homes with Triplex Property Style

Welcome to Winter Park, Florida—a vibrant city nestled in the heart of Orange County, renowned for its picturesque landscapes, charming downtown, and rich cultural heritage. With its tree-lined streets, stunning parks, and exquisite lakes, Winter Park offers a serene yet dynamic environment that appeals to families, professionals, and retirees alike. The city is also home to a variety of cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art, which houses an impressive collection of Tiffany glass, and the scenic Park Avenue, lined with boutique shops, cafes, and fine dining options.

For those seeking a unique investment opportunity, Winter Park boasts an array of triplex properties that offer both charm and versatility. These multi-family homes not only provide the chance to generate rental income but also allow for flexible living arrangements. Imagine living in one unit while renting out the others, or hosting family and friends in separate spaces—all while enjoying the benefits of a single property investment.

Triplex properties in Winter Park are often characterized by their spacious layouts, well-maintained exteriors, and proximity to the city’s many amenities. Whether you’re drawn to the vibrant community spirit, the top-rated schools, or the lush natural surroundings, investing in a triplex here means immersing yourself in a lifestyle that balances relaxation and excitement. Discover the perfect blend of comfort and opportunity in Winter Park, where your dream home awaits in a thriving community that truly feels like home.

Newest Winter Park Homes with Triplex Property Style

$745,000

2 Beds ⋅ 3 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code

Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.

408 Holt Avenue, Winter Park

Start Your Search