Winter Park Homes with Fence Exterior features

Welcome to Winter Park, Florida – a charming city that beautifully blends small-town warmth with vibrant cultural offerings. Nestled just north of Orlando, Winter Park is renowned for its picturesque lakes, lush parks, and historic architecture that tells the story of its rich heritage. Stroll down Park Avenue, where boutique shops and delightful cafes invite you to linger, or explore the stunning landscapes of the Mead Botanical Garden and the scenic shores of Lake Virginia. With a strong sense of community and an array of events throughout the year, including the famous Winter Park Art Festival, there’s always something to engage and inspire.

For those seeking a home in this idyllic setting, Winter Park offers a variety of properties, including homes with charming fenced exteriors. These homes not only provide a sense of privacy and security but also create the perfect backdrop for outdoor living. Imagine enjoying morning coffee on your patio, your children playing freely in the yard, or hosting summer barbecues with friends—all within the comfort of your own fenced oasis.

Whether you’re looking for a classic bungalow or a modern family home, Winter Park’s real estate market has something to suit every taste and lifestyle. With its excellent schools, vibrant arts scene, and close-knit community feel, it’s no wonder that Winter Park is a sought-after destination for families and individuals alike. Discover your dream home in this enchanting city and experience the best of Florida living!

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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