Trotters Rep Real Estate

Welcome to Trotters Rep, a charming subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque tree-lined streets and a warm sense of community, Trotters Rep offers an idyllic setting for families, retirees, and everyone in between. With its prime location in Orange County, residents enjoy easy access to the vibrant culture, shopping, and dining that Winter Park is famous for.

Trotters Rep features a delightful mix of single-family homes, each with its own unique character and charm. Many properties boast lush landscaping and spacious yards, perfect for outdoor gatherings or quiet evenings under the stars. The neighborhood's friendly atmosphere is enhanced by well-maintained common areas, encouraging a sense of togetherness among neighbors.

One of the standout features of Trotters Rep is its proximity to some of Winter Park's finest amenities. Just a short drive away, you’ll find the enchanting Park Avenue, lined with boutique shops, gourmet restaurants, and art galleries. Outdoor enthusiasts will appreciate the nearby parks and lakes, ideal for picnics, jogging, or simply soaking in the Florida sunshine.

Families residing in Trotters Rep benefit from access to highly-rated schools and recreational facilities, ensuring that children receive a quality education while enjoying a wealth of extracurricular activities. The community’s commitment to safety and well-being makes it an ideal place to call home.

Discover the charm of Trotters Rep, where a welcoming community meets the vibrant lifestyle of Winter Park. Your dream home awaits in this beautiful subdivision!

Newest Listings in Trotters Rep

$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

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