Winter Park Homes with Fence Exterior Features

Welcome to Winter Park, Florida – a charming gem nestled in Orange County, renowned for its picturesque landscapes, vibrant cultural scene, and a welcoming community. This enchanting city is a perfect blend of historic charm and modern conveniences, making it a sought-after destination for families, retirees, and anyone seeking a serene yet lively lifestyle.

Winter Park boasts a rich history, reflected in its stunning architecture and tree-lined avenues. The city is celebrated for its beautiful parks, including the scenic Central Park, where residents and visitors alike can enjoy leisurely strolls, outdoor concerts, and seasonal events. Additionally, the renowned Winter Park Chain of Lakes offers an array of recreational activities, from paddleboarding to fishing, ensuring that nature lovers have plenty of opportunities to explore the great outdoors.

When it comes to finding your dream home in Winter Park, you’ll be delighted to discover a variety of properties featuring desirable fence exterior features. These homes not only provide a sense of privacy and security but also create an inviting atmosphere for family gatherings and outdoor entertaining. Imagine hosting summer barbecues or enjoying quiet evenings under the stars in your own fenced backyard sanctuary.

With its excellent schools, boutique shopping, and a thriving arts district, Winter Park is more than just a place to live; it’s a community where memories are made. Whether you’re looking for a cozy cottage or a spacious family home, Winter Park offers a diverse selection of properties with fenced exteriors that cater to your lifestyle needs. Come explore all that this enchanting city has to offer, and let Winter Park become your new home!

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

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