Trotters Rep Homes with Sidewalk Exterior Features

Welcome to Trotters Rep, a charming subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its picturesque streets and friendly community atmosphere, Trotters Rep offers an idyllic setting for families and individuals alike. With its prime location, residents enjoy easy access to Winter Park's renowned dining, shopping, and recreational options, making it a perfect blend of suburban tranquility and urban convenience.

One of the standout features of Trotters Rep is its beautifully designed homes, each boasting delightful sidewalk exterior features. These inviting sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community and connection. Imagine leisurely strolls in the evening, where neighbors greet each other with warm smiles, children playfully riding their bikes, and families enjoying quality time outdoors. The sidewalks create a safe and welcoming environment for all ages, encouraging an active lifestyle and fostering lasting friendships.

The homes in Trotters Rep are thoughtfully crafted, offering spacious layouts and modern amenities that cater to today’s lifestyle. With a variety of architectural styles, you’re sure to find a residence that perfectly suits your taste and preferences. Whether you’re looking for a cozy retreat or a spacious family home, Trotters Rep has something for everyone.

Experience the charm and convenience of Trotters Rep in Winter Park, where community spirit thrives, and every day feels like a getaway. Come explore the possibilities and discover your dream home today!

Newest Trotters Rep Homes with Sidewalk Exterior Features

$625,000

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

Virtually Staged. Welcome to 786 McIntyre Avenue, Winter Park, FL 32789—a serene retreat perched on a picturesque tree-lined brick street in one of Winter Park's most desirable neighborhoods. Just a short stroll from Rollins College and the renowned shops, restaurants, and charm of Park Avenue, this exceptional single-family townhome offers the perfect blend of comfort, style, and location—SINGLE FAMILY TOWNHOME with NO HOA! A charming driveway leads to the attached two-car garage and private front entrance. Inside, you'll be welcomed by a bright, airy interior featuring soaring ceilings, dramatic high windows, abundant natural light, and a cozy wood-burning fireplace. The spacious living room is surrounded by two private patios, creating a seamless connection between indoor and outdoor living. The updated kitchen boasts modern cabinetry, an open breakfast bar, and a cheerful eat-in dining area with direct access to one of the patios. The formal dining room, currently used as a home office, opens to the second patio, making it the perfect setting for al fresco dining or entertaining. Upstairs, the impressive 23' x 12' primary suite offers a peaceful retreat, complete with a spacious 20' x 8' ensuite bathroom. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, providing comfort and privacy for family or visitors. Meticulously maintained, this home features numerous recent updates, including a new HVAC system (2025) and beautiful wood shutters throughout. Located in the highly sought-after Audubon K-8 and Winter Park High School districts, this exceptional home combines timeless character, modern updates, and an unbeatable location. WELCOME HOME!

786 Mcintyre Avenue, Winter Park

$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