Trotters Rep Real Estate

Welcome to Trotters Rep, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its charming tree-lined streets and a warm sense of community, Trotters Rep offers a perfect blend of suburban tranquility and urban convenience.

As you explore this delightful neighborhood, you’ll be captivated by the stunning homes that showcase a variety of architectural styles, from classic Floridian designs to modern masterpieces. Each residence is thoughtfully positioned on generously sized lots, providing ample outdoor space for family gatherings, gardening, or simply soaking in the beautiful Florida sunshine.

Trotters Rep is not just about beautiful homes; it’s about a lifestyle. Residents enjoy easy access to Winter Park’s renowned dining, shopping, and cultural attractions. Stroll through the picturesque Park Avenue, where boutique shops and gourmet restaurants await. For nature lovers, nearby parks and lakes offer endless opportunities for outdoor activities, from leisurely walks to invigorating bike rides.

Families will appreciate the excellent school district, which is known for its commitment to academic excellence and nurturing environment. The community spirit is palpable, with regular neighborhood events that foster connections among residents and create lasting friendships.

Whether you’re a first-time homebuyer, looking to downsize, or seeking an investment opportunity, Trotters Rep is a hidden gem that promises a vibrant lifestyle in one of Florida’s most desirable cities. Discover your dream home in Trotters Rep today, and embrace the charm and warmth of Winter Park living!

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

Start Your Search