Tucked on the south side of downtown Delray Beach, Osceola Park is a neighborhood on the cusp of transformation, blending historic charm with modern luxury.
Its prime location – bordered by SE 2nd Street to the north, SE 10th Street to the south, Federal Highway to the east, and Swinton Avenue to the west – puts residents mere blocks from the vibrant pulse of downtown Delray. This proximity is a major draw, offering a short walk, bike ride, or golf cart jaunt to the famed Atlantic Avenue. That’s where an eclectic mix of restaurants like Deck 84, Bourbon Steak, Gabriela’s Modern Italian, Lefkes, and Amar (to name the closest handful) beckon food lovers day and night.

To paint a better picture for you, look at my Osceola Park video from 2021 when it was in the midst of its upgrade (a new video will come out in a few months)
The Osceola Park Transformation
Once a modest community of 1950s midcentury single-family homes, Osceola Park has seen a surge in luxury home builds over the past decade. Developers and investors found this neighborhood and began tearing down older structures to erect contemporary masterpieces.
These new homes, often spanning 3,000 to over 4,000 square feet, boast high-end finishes, open layouts, and features like private pools or car-centric garages. The shift reflects a broader trend in Delray Beach, where demand for upscale living near downtown has skyrocketed. Price points in Osceola Park vary widely to match this evolution: smaller, original homes or condos start around $500,000 to $800,000, while newly built luxury properties can fetch $1.5 million to $3 million, especially as the neighborhood’s reputation grows.
The City of Delray Beach fueled this renaissance with significant infrastructure investments. The Osceola Park Project, launched in phases since 2020, has revamped roadways, alleys, and utilities, adding new sidewalks, street lighting, and traffic-calming features. These upgrades not only enhance livability but also signal to buyers that the area is a priority for long-term value.
The result? A safer, more accessible neighborhood that feels both polished and connected.
Within Osceola Park, green spaces like Miller Park offer a quiet retreat with playgrounds and picnic areas, ideal for families. Just south, the Linton Avenue commercial district – home to Whole Foods, Trader Joe’s, Home Depot and Target – is a quick drive or bike ride away, blending suburban convenience with urban access.
Just a few blocks east of Osceola Parket is Intracoastal Waterway. Just off SE 10th St is Knowles Park. The boat ramps provide access for fishermen, pleasure boats, and jet skis. The park also provides a shaded picnic area, barbecue grills, playground and restrooms.
And stroll east on SE 2nd St. where you’ll walk into the Historic Marina. Designated historic in 1988, the city upgraded the marina in 2020 to improve the seawall, docks and boating amenities. It’s an easy walk from Osceola Park where you can enjoy boat watching, or taking photos of boats meandering down the waterway.
Then there’s the proximity to the public beach, a half-mile east along Atlantic Avenue, is equally accessible, with Delray Municipal Beach offering swimming, surfing, and wheelchair-friendly surf chairs. Osceola Park’s blend of parks, proximity to shopping, and beach access makes it a standout in Delray’s evolving landscape.
For those eyeing a home here, Osceola Park offers unmatched accessibility to Delray’s dining scene and a front-row seat to its downtown energy, all while promising strong investment potential. It’s not just a place to live – it’s a lifestyle upgrade in the making.