Pinecrest Add Real Estate

Welcome to Pinecrest Add, a charming subdivision nestled in the heart of Orlando, Florida, within the vibrant Orange County. This delightful community offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and anyone seeking a welcoming neighborhood to call home.

Pinecrest Add is characterized by its picturesque tree-lined streets, well-maintained homes, and a strong sense of community. Residents enjoy a peaceful atmosphere while being just a stone's throw away from the excitement of downtown Orlando. The subdivision features a variety of single-family homes that cater to diverse lifestyles and preferences, ensuring that there is something for everyone.

One of the standout features of Pinecrest Add is its proximity to a wealth of amenities. Residents can take advantage of nearby parks, recreational facilities, and shopping centers, providing endless opportunities for leisure and entertainment. The area is also home to top-rated schools, making it a fantastic choice for families looking to provide their children with a quality education.

For those who enjoy the great outdoors, Pinecrest Add is conveniently located near several beautiful parks and nature trails, perfect for weekend picnics, jogging, or simply enjoying the Florida sunshine. Plus, with easy access to major highways, commuting to work or exploring the vibrant attractions of Orlando, including theme parks, dining, and cultural experiences, is a breeze.

In Pinecrest Add, you’ll find not just a place to live, but a community to thrive in. Discover the charm and convenience of this lovely subdivision, where your dream home awaits!

Newest Listings in Pinecrest Add

$639,900

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

Assumable FHA mortgage at a 2.762% interest rate available to qualified buyers, subject to lender approval and applicable FHA requirements. The outstanding principal balance was approximately $412,741 as of September 15, 2026, and is subject to change. Buyers should be prepared to pay the difference between the purchase price and the assumed loan balance in cash. 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 feature remodeled kitchens and bathrooms, updated flooring, and their own washer and dryer. One unit also features a tankless water heater. Both residences are offered fully furnished, creating a convenient, move-in-ready opportunity. Major improvements include 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. A generous lot and spacious driveway provide 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. Historical revenue and prior use do not guarantee future rental income or continued short-term rental eligibility. Both units are also currently being offered for long-term rental. Buyers should independently verify permitted uses, rental restrictions, and applicable City of Orlando requirements. Located near Downtown Orlando, Mills 50, Colonialtown, shopping, dining, entertainment, and major roadways, this renovated, furnished duplex offers flexible living and ownership possibilities in the heart of Orlando. Live in one unit and rent the other, or explore an investment strategy consistent with applicable regulations. 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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