Osprey, FL Homes for Sale under $300,000

Nestled in the quietly coveted, underrated gem of Osprey, FL, this charming property offers the perfect blend of coastal living, privacy, and timeless Florida character. Situated on a maintained, fenced lot, this home is framed by mature greenery and ample outdoor space—ideal for gardening, play, pets, or serene evenings under the palms.The quaint, inviting home exudes warmth from the moment

Kristen Wheat COMPASS FLORIDA LLC

One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck.

Priscilla Adams COMPASS FLORIDA LLC

Tranquil Coastal Living in Pine Run244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown

Derek Edwards KELLER WILLIAMS ON THE WATER S

This condo has the 3 L's! Location Location Location! Located in the central area of Osprey making it an easy drive to area beaches, downtown Venice or Sarasota. Located about a half mile to the Inter Coastal, making for a great walking area on Casey Key. Located close to the well known Casey Key Fish House and Tiki Bar. Shopping and restaurants are all nearby! The location of this condo within

Pat Williams PAT WILLIAMS REALTY, LLC