Winter Park Homes with Fence Exterior Features

Welcome to Winter Park, Florida, a charming city nestled in Orange County that perfectly blends small-town charm with big-city amenities. Known for its picturesque tree-lined streets, vibrant arts scene, and stunning lakes, Winter Park is a delightful destination for families, retirees, and young professionals alike. With its rich history, numerous parks, and a thriving downtown area filled with boutiques, galleries, and gourmet restaurants, Winter Park offers a lifestyle that is both relaxed and invigorating.

One of the standout features of homes in this beautiful area is the presence of fenced exteriors. These homes provide not only a sense of privacy and security but also create a perfect space for outdoor activities, entertaining, or simply enjoying the beautiful Florida weather. Whether you have children who need a safe play area or pets that love to roam, a fenced yard can enhance your living experience in Winter Park.

Imagine hosting weekend barbecues with friends in your spacious backyard or watching your kids play freely while you unwind on the patio. The homes here are designed with outdoor living in mind, and many feature lush landscaping that complements the stunning Florida backdrop.

Living in Winter Park means you are just a stone's throw away from cultural attractions like the Charles Hosmer Morse Museum of American Art and the scenic Rollins College campus. With a strong sense of community and an array of events throughout the year, Winter Park is more than just a place to live—it's a place to thrive. Discover your dream home with a fenced exterior in this enchanting city today!

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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