Osprey Single Family Homes for rent by Neighborhood

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Newest Single Family Homes for Rent in Osprey by Neighborhood

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  • 534 OAK BAY DR, OSPREY, FL - MLS# A4699469

    BAY OAKS ESTS UNIT 1 - A4699469 - 534 OAK BAY DR, OSPREY, FL 34229
    7 Days on yellowkey

    $3,800 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    AVAILABLE AUGUST 25, 2026 AS UNFURNISHED RENTAL. Very nice light and bright 4 bedroom pool home with private secluded lot in the quaint community of Oak Bay Estates in Osprey. Great access to Sarasota and Venice without having to get on I-75. New interior paint and new ceiling fans throughout. Enjoy this great home and the private pool in your spare time as the pool care and lawn and landscaping are done for you and included in the rent. This home is located in a very nice neighborhood with easy access to many restaurants, shopping and the Florida lifestyle including the Legacy Trail for biking, walking or jogging. Only 10 minutes to two of the finest beaches on the Gulf Coast at Siesta key and Nokomis beach. First and last months rent and security deposit due upfront. pets are possible and are considered on a case by case basis.

    Contact Yellowkey Agent

    Listing is courtesy of: REALTY BY DESIGN LLC

  • 919 SCHERER WAY, OSPREY, FL - MLS# N6144906

    RIVENDELL THE WOODLANDS - N6144906 - 919 SCHERER WAY, OSPREY, FL 34229
    13 Days on yellowkey

    $4,200 Reduced | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Perfect Family Pool Home in a Location you can't ignore. Just a few blocks from The Oaks, one of the most exclusives areas in Sarasota, this impeccable home has 4 bedrooms and 3 bathrooms, 3 car garage, with just under 2,300 square feet of living area for your quiet enjoyment or entertaining friends and family. The home offers a designer pool and spa with lake and preserve views, located in the desirable Rivendell neighborhood, blocks from Pine View School - one of the top-rated schools in Florida! This home offers upgrades by design and include 10’ ceilings, rich engineered hardwood floors and tile throughout living areas, a formal living room and dining room that open to the pool and lanai, accenting arches throughout, great room opening to pool with the kitchen providing a breakfast bar and nook. A sizable Master Suite with a convenient door to the pool area, Master Bath includes a large glass enclosed shower, two walk-in closets, dual sinks and soaking tub. Enjoy the Florida living with the screen enclosed pool with a swim out for the little ones -or- visit the heated community pool, playground, and nature trails. Close proximity to Shopping, Beaches, Oscar Scherer State Park, and just 20 minutes to all of the amenities of Sarasota! ~Included in Rent: Landscaping and Pool Maintenance. ~Association: Application is required.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS PROPERTY MANAGEMENT LLC





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