Winter Park Homes with Fence Exterior Features

Welcome to Winter Park, Florida—a charming city nestled in the heart of Orange County, known for its picturesque landscapes, vibrant arts scene, and a rich history that dates back to the late 1800s. With its tree-lined streets, beautiful parks, and pristine lakes, Winter Park offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and young professionals alike.

One of the standout features of many homes in Winter Park is their fenced exteriors. These properties provide not only privacy but also a secure environment for children and pets to roam freely. Imagine spending warm Florida evenings in your backyard oasis, surrounded by lush greenery and the gentle sounds of nature. Whether you're hosting a barbecue, gardening, or simply enjoying a quiet moment, a fenced yard adds a layer of comfort and enjoyment to your living experience.

Winter Park is also renowned for its exceptional schools, upscale shopping, and dining options, along with cultural attractions like the Charles Hosmer Morse Museum of American Art and the scenic Rollins College. The city’s commitment to preserving its historic charm while embracing modern conveniences makes it a unique place to call home.

Explore the diverse range of homes available in Winter Park, where you can find properties with beautiful fence exterior features that enhance both style and functionality. Come discover the warmth and community spirit that Winter Park has to offer—your dream home awaits!

Newest Winter Park Homes with Fence Exterior Features

$650,000

2 Beds ⋅ 2 Baths ⋅ Mack Peter Rev SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a charming Duplex on a corner lot in the heart of Winter Park! Located walking distance to Mead gardens and Orange Ave, and less than a mile from Park Ave. shopping and dining, this incredible investment is positioned for convenience and enjoyment! Across the street is a community garden. Whether you are looking for an investment property to add to your portfolio or a primary residence with income generating capabilities, this property has it all! New roof in 2024, and new windows and exterior paint in 2026. AC's updated in 2024 & 2025. Schedule a tour to secure this incredible investment today!

901 Harmon 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