Trotters Rep Real Estate

Welcome to Trotters Rep, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming community seamlessly blends suburban tranquility with the convenience of urban living, making it an ideal spot for families, retirees, and professionals alike.

Trotters Rep is characterized by its picturesque tree-lined streets and beautifully maintained homes, each exuding a unique charm that reflects the warmth of the community. The neighborhood is designed with a sense of community in mind, offering residents a friendly atmosphere where neighbors become friends. Whether you're enjoying a leisurely stroll or engaging in community events, Trotters Rep fosters a welcoming environment that makes everyone feel at home.

The subdivision's prime location in Winter Park means you're just a stone's throw away from some of the area's finest amenities. Enjoy a day at the beautiful Winter Park Chain of Lakes, where you can partake in boating, fishing, or simply basking in the Florida sun. The renowned Park Avenue, with its eclectic mix of boutiques, restaurants, and art galleries, is also nearby, offering endless opportunities for shopping and dining.

Families will appreciate the top-rated schools within the Orange County School District, ensuring quality education for children of all ages. Additionally, the community is conveniently located near major highways, providing easy access to downtown Orlando and beyond.

In Trotters Rep, you're not just buying a home; you're investing in a lifestyle. Discover the charm and convenience of this delightful subdivision and make it your next home sweet home!

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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