Pinecrest Add Homes with No Deed Restriction Community Extras

Welcome to Pinecrest Addition, a hidden gem nestled in the heart of Winter Haven, Florida. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking the perfect place to call home. With no deed restrictions, Pinecrest Addition provides residents with the freedom to express their individuality, whether through landscaping choices, home modifications, or recreational vehicles.

The homes in Pinecrest Addition are diverse, showcasing a variety of architectural styles and sizes to suit different lifestyles. From cozy single-family residences to spacious family homes, there’s something for everyone. Each property is set against the backdrop of Florida’s natural beauty, with lush greenery and mature trees lining the streets, creating a picturesque neighborhood atmosphere.

One of the standout features of this community is its commitment to providing an inclusive environment where residents can enjoy their homes without the constraints of strict regulations. This flexibility allows for a vibrant community spirit, where neighbors can come together and celebrate their unique lifestyles.

Pinecrest Addition is conveniently located near essential amenities, including shopping, dining, and recreational activities. With nearby parks and lakes, residents can enjoy the great outdoors, whether it’s fishing, kayaking, or simply taking a leisurely stroll.

If you’re looking for a community that embraces individuality while offering the comforts of suburban living, Pinecrest Addition in Winter Haven is the perfect place to start your next chapter. Discover the freedom and charm of this welcoming neighborhood today!

Newest Pinecrest Add Homes with No Deed Restriction Community Extras

$639,900

4 Beds ⋅ 3 Baths ⋅ Pinecrest Add SubDv. ⋅ 32803 Zip Code

Fully furnished, extensively updated duplex offering versatility in one of Orlando’s established neighborhoods. Whether you're looking for an investment property, a multi-generational setup, or the opportunity to live in one unit while generating income from the other, this property offers multiple possibilities under one roof. The upstairs residence features 2 bedrooms, 1 bathroom, plus a bonus room, while the downstairs residence offers 2 bedrooms, 2 bathrooms, plus its own bonus room. Both units have been thoughtfully updated with remodeled kitchens and bathrooms, updated flooring, and their own washer and dryer, and are being offered fully furnished, creating a truly move-in-ready opportunity. Major improvements add even more value, including a roof approximately five years old and solar panels. The property also features a generous lot and spacious driveway, providing plenty of room for residents and guests. Currently utilized by the Seller as a short-term rental, the property has an established rental history, with the Seller reporting approximately $78,000 in combined gross short-term rental revenue for calendar year 2025. Both units are also currently being offered for long-term rental, giving a future owner flexibility in how they choose to utilize the property, subject to applicable regulations. Major improvements add even more value, including a roof approximately five years old, solar panels, and extensive interior updates throughout both units. The property is currently receiving a fresh exterior repaint along with additional exterior enhancements, further complementing the improvements already completed inside. Located near Downtown Orlando, Mills 50, Colonialtown, shopping, dining, entertainment and major roadways, this is an opportunity to own a renovated, furnished duplex in the heart of Orlando. Live in one, rent the other, hold as a traditional investment, or explore the rental strategy that works for you. Schedule your private showing today.

1501 Woodward Street, Orlando

$719,000

4 Beds ⋅ 3 Baths ⋅ Pinecrest Add SubDv. ⋅ 32803 Zip Code

Triplex investment opportunity in the heart of Colonialtown North / Mills 50, one of Orlando’s most desirable neighborhoods. Nestled on a quiet, tree-lined street, this property features a single-family home in front with a duplex in the rear, providing flexibility for an owner-occupant to live on-site while renting the additional units or for an investor to rent all three. The units feature functional layouts and have been well maintained, retaining tenants year after year. Major improvements include a roof replacement on both structures, re-piping the entire property, a new HVAC system and new luxury vinyl plank (LVP) flooring in Unit 1. Each unit features a private entrance, private outdoor space, and access to on-site laundry facilities. Situated on a spacious lot with ample off-street parking and two garages, the property benefits from strong tenant demand and a highly desirable location. Enjoy a short walk to neighborhood restaurants, grocery stores, coffee shops, and everyday conveniences such as Starbucks and Publix, along with close proximity to Downtown Orlando and major thoroughfares including Colonial Drive and I-4. Whether you're looking to expand your investment portfolio or take advantage of an owner-occupant opportunity with additional rental income potential, this property offers exceptional flexibility in a sought-after Orlando neighborhood. Call today to schedule a showing and explore the possibilities at this unique triplex property!

1509 Woodward Street, Orlando

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