Blackburn Point Marina Village: Marina Living Near the Intracoastal Waterway

Blackburn Point Marina Village is a gated 19-residence condominium community in Osprey that combines townhome-style living with immediate proximity to a full-service marina and the Intracoastal Waterway. Located on Beachcomber Court just west of U.S. 41, the community was established in 2005 and inc
Read MoreBest Golf Communities Near Ellenton

The best golf communities near Ellenton include River Wilderness in Parrish, River Strand Golf & Country Club in east Bradenton and Waterlefe Golf & River Club along the Manatee River. These communities provide very different versions of golf-oriented living. River Wilderness combines an established
Read MoreWoodlands at Rivendell: Peaceful Neighborhood Living Surrounded by Nature

Woodlands at Rivendell is an established Osprey community built around lakes, preserves, open spaces and residential streets rather than golf or waterfront boating. The broader Rivendell community contains 498 properties across approximately 400 acres and borders Oscar Scherer State Park, with the L
Read MoreHeron House: Comfortable Condo Living with Osprey Convenience

Heron House is a condominium association within the larger Blackburn Harbor community in Osprey, Florida, offering buyers a low-maintenance residential option near the Intracoastal Waterway between Sarasota and Venice. Florida condominium records identify Heron House as a 14-unit condominium, while
Read MoreCasey Key: Luxury Coastal Living on One of Sarasota’s Most Exclusive Barrier Islands

Casey Key is a narrow barrier island between Osprey and Nokomis where luxury real estate can include Gulf-front estates, bayfront homes with docks, Gulf-to-Bay properties, renovated coastal residences and newer custom construction. Unlike Sarasota barrier islands with major commercial districts and
Read MoreThe Oaks Clubside: Golf-Course Living in Osprey’s Prestigious Oaks Community

The Oaks Clubside is the golf-centered residential section of The Oaks in Osprey, offering custom single-family homes around two private 18-hole courses, lakes and preserve areas. Located east of U.S. 41, Clubside also places residents close to the main facilities of The Oaks Club. Mandatory club me
Read MoreSorrento Shores: Waterfront Homes and Boating Near Casey Key

Sorrento Shores is an established single-family community in Osprey where canal-front and inland homes share a location near Little Sarasota Bay, the Intracoastal Waterway and Casey Key. Waterfront properties can offer private docks and boating access, while the neighborhood also has a community mar
Read MoreHoliday on the Gulf Coast: Sarasota's Best Seasonal Events

Sarasota's 2026 holiday season combines decorated boats on Sarasota Bay, more than two million lights at Selby Gardens, island parades, downtown celebrations, outdoor ice skating, local holiday markets and seasonal performances. Major dates begin with holiday events at UTC and the Siesta Key Holiday
Read MoreWillowbend: Nature, Amenities and Neighborhood Living in Osprey

Willowbend is a deed-restricted Osprey community combining maintenance-oriented residential living with lakes, preserve areas and shared recreation next to Oscar Scherer State Park. Located east of U.S. 41 between Sarasota and Venice, Willowbend encompasses nearly 130 acres and includes single-famil
Read MoreBay Oaks Estates: Spacious Homes and Relaxed Living in Osprey

Bay Oaks Estates is an established Osprey neighborhood of detached single-family homes, with residences built primarily from the mid-1990s through the early 2000s. Located inland east of U.S. 41 around Pine Ranch East Road, Oak Bay Drive, Oak Pond Drive and Oak River Court, the community offers matu
Read MorePark Trace Estates: Established Neighborhood Living Close to Oscar Scherer State Park

Park Trace Estates is an established deed-restricted neighborhood in Osprey with single-family homes, mature landscaping, interior ponds and a location directly bordering Oscar Scherer State Park. Developed primarily around the turn of the 2000s, the community offers a different ownership experience
Read MoreThe Oaks Preserve: Gated Luxury Surrounded by Florida’s Natural Beauty

The Oaks Preserve is a gated residential enclave within The Oaks in Osprey, Florida, combining luxury homes, maintenance-oriented residences and Meridian condominiums with preserved landscapes and access to the private amenities of The Oaks Club. Located west of U.S. 41, the Preserve differs from th
Read MoreBest Golf Communities Near Anna Maria Island

The best golf communities near Anna Maria Island range from Key Royale, where private golf is located directly in Holmes Beach, to established Bradenton neighborhoods such as Pinebrook and Ironwood, Tara, Rosedale, Waterlefe and River Strand. The major tradeoff is location. Communities closer to the
Read MoreSouthbay Yacht and Racquet Club: Boating, Tennis and Waterfront Living in Osprey

Southbay Yacht & Racquet Club is an established single-family community in Osprey built around a community-owned marina, extensive recreation facilities and access to Little Sarasota Bay and the Intracoastal Waterway. The marina contains 172 boat slips, with current property information indicating a
Read MoreBay Street Village: Low-Maintenance Living Near the Heart of Osprey

Bay Street Village is a gated condominium community in Osprey, Florida, offering low-maintenance living between Sarasota and Venice with a community pool, fitness center, landscaped grounds and convenient access to the Legacy Trail corridor. The condominium association identifies 209 residences dist
Read MoreTowns-End Shores: Waterfront Homes and Coastal Living in Osprey

Towns-End Shores is an established Osprey subdivision with a surprisingly varied mix of coastal real estate, including detached homes, waterfront properties and later townhome-style residences. Selected properties along Shoreland Drive and nearby streets have saltwater canal or Intracoastal frontage
Read MoreSarasota Holiday Events 2026: Lights, Parades & More

Essex House is an established Downtown Sarasota condominium at 707 South Gulfstream Avenue, positioned between Sarasota Bay and the Palm Avenue side of downtown. Built in the 1970s, the building offers a different ownership experience from Sarasota's newer luxury towers, combining an established con
Read MoreHidden Bay: Waterfront Condo Living with Resort-Style Amenities in Osprey

Hidden Bay is a gated waterfront condominium community in Osprey on the shores of Little Sarasota Bay, combining established residences with newer waterfront construction and an extensive collection of shared amenities. The approximately 14-acre development includes mid-rise and low-rise condominium
Read MoreBellagio Harbor Village: Coastal Living Near Sarasota Bay in Osprey

Bellagio Harbor Village is a gated waterfront condominium community in Osprey, Florida, overlooking Little Sarasota Bay and the Intracoastal Waterway near Blackburn Point and Casey Key. The Villas at Bellagio Harbor Village were developed in the mid-2000s as two four-story residential buildings with
Read MoreMeridian at The Oaks Preserve: Luxury High-Rise Living with Scenic Osprey Views

Meridian at The Oaks Preserve is a collection of six luxury condominium towers within the gated Oaks Preserve in Osprey, combining elevated residential views with condominium convenience and mandatory membership in The Oaks Club. Located near the end of North Point Road, Meridian residences overlook
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