Bay Street Condos Browse current listings at Bay Street Condos in Osprey, Florida, Sarasota County. 1 / 61$320,0002BEDS2TOTAL BATHS1,449SQFT89 NAVIGATION CIRCLE OSPREY, FL 34229Condominium For Sale- Active Under ContractUnder contract-accepting backup offers. Virtually Staged. DISCOVER A LIMITED-TIME OPPORTUNITY! ? A SPECIAL OPPORTUNITY IS AVAILABLE FOR BUYERS WITH AN ACCEPTED PURCHASE CONTRACT ON OR BEFORE AUGUST 30, 2026. CONTACT THE LISTING AGENT FOR DETAILS. E1 / 71$319,5003BEDS2TOTAL BATHS1,528SQFT173 NAVIGATION CIRCLE 107 OSPREY, FL 34229Condominium For Sale- Active Under ContractUnder contract-accepting backup offers. Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. 1 / 77$318,0003BEDS2TOTAL BATHS1,528SQFT4304 EXPEDITION WAY WAY 105 OSPREY, FL 34229Condominium For Sale- Active Under ContractUnder contract-accepting backup offers. Virtually Staged. Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan oPrice Change - 2 weeks ago1 / 39$317,0003BEDS2TOTAL BATHS1,430SQFT4213 EXPEDITION WAY 107 OSPREY, FL 34229Condominium For Sale- Active Under ContractUnder contract-accepting backup offers. "Location, Location, Location" The luxury Florida lifestyle you’ve been dreaming. Welcome to this beautifully appointed 3-bed, 2-bath walk-up condo in a highly desirable location in a pet-friendly gated communi1 / 49$299,9902BEDS2TOTAL BATHS1,135SQFT4296 EXPEDITION WAY 104 OSPREY, FL 34229Townhouse For Sale- ActiveWelcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the uni1 / 36$299,0002BEDS2TOTAL BATHS1,135SQFT4226 FRONTIER LANE 103 OSPREY, FL 34229Condominium For Sale- ActiveCoastal convenience meets effortless living, just minutes from Siesta Key, America’s #1 beach. Welcome to 4226 Frontier Lane, a beautifully maintained 2-bedroom, 2-bath walk-up condo in the gated community of Bay Street Village, offering exceptional 1 / 30$294,9002BEDS2TOTAL BATHS1,244SQFT184 EXPLORER DRIVE OSPREY, FL 34229Townhouse For Sale- ActiveLuxury Corner Residence in Osprey | Top-Rated Pine View School District. Welcome to an exceptional opportunity in the heart of Osprey, one of Sarasota County’s most desirable and rapidly growing locations. This beautifully maintained corner-unit res1 / 35$260,0002BEDS2TOTAL BATHS1,135SQFT4271 EXPEDITION WAY 103 OSPREY, FL 34229Condominium For Sale- ActiveOne or more photo(s) has been virtually staged. Live where everyday life feels simple, connected, and close to everything you love. Located in the gated community of Bay Street Village in Osprey, this beautifully maintained second-floor condo offers See All Results