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Sarasota’s luxury real estate market continues to thrive, showcasing a diverse collection of prestigious single-family homes in the area’s most sought-after communities. From island estates on Siesta Key to elegant waterfront residences on Bird Key and Longboat Key, Sarasota offers an unmatched lifestyle defined by natural beauty, architectural excellence, and proximity to world-class beaches, golf courses, and cultural attractions.
Downtown Sarasota blends modern sophistication with coastal charm. Buyers can find historic bungalows near Laurel Park, custom-designed new construction, and contemporary estates just steps from Marina Jack and Selby Gardens. Downtown homes appeal to those who enjoy walkability, fine dining, art galleries, and theaters, offering an urban luxury lifestyle with Sarasota Bay views.
Lido Key and St. Armands Circle epitomize coastal Sarasota living. Homes here include Gulf-front estates with private beach access, modern coastal designs with rooftop terraces, and Mediterranean-inspired residences with lush courtyards and pools. The area’s proximity to St. Armands’ boutiques and restaurants makes it ideal for buyers seeking both luxury and lifestyle in one of Sarasota’s most exclusive coastal enclaves.
Bird Key remains one of Sarasota’s most prestigious waterfront communities, positioned between downtown and Lido Key. Known for its grand estates, deep-water yacht docks, and sweeping bay views, Bird Key offers privacy and prestige. Many homes feature custom architecture, resort-style outdoor living, and direct boating access to the Gulf of Mexico.
Longboat Key delivers serenity and sophistication with gated beachfront estates, private docks, and panoramic Gulf views. Residents enjoy luxury amenities, championship golf, and fine dining at Longboat Key Club, making it a perfect choice for those seeking a quiet island retreat within minutes of downtown Sarasota.
Siesta Key offers a relaxed coastal lifestyle combined with luxury estate living. Known for its powder-white sand and crystal waters, Siesta Key features waterfront homes with private docks, contemporary designs, and proximity to Siesta Beach, ranked among the best in the world. The island’s neighborhoods, including Siesta Isles, Siesta Cove, Tortoise Estates, and Sanderling Club, are among Sarasota’s most desirable for luxury buyers.
West of Trail encompasses many of Sarasota’s most iconic and historic neighborhoods, including Harbor Acres, McClellan Park, Granada, San Remo Estates, Bay Point Park, and Poinsettia Park. This coveted corridor combines Old Florida charm with modern luxury, offering proximity to downtown, Sarasota Memorial Hospital, and the bayfront. Homes range from renovated mid-century estates to brand-new architectural masterpieces with expansive outdoor entertaining spaces.
Oyster Bay Estates is a premier West of Trail community featuring waterfront and garden estate homes near The Field Club. Known for its mature landscaping, deep-water canals, and custom designs, Oyster Bay Estates attracts buyers seeking privacy, elegance, and proximity to downtown Sarasota and Siesta Key.
Harbor Acres stands as one of Sarasota’s most prestigious bayfront neighborhoods. Its estates feature sweeping waterfront views, private docks, and luxurious outdoor living areas. The combination of proximity to downtown Sarasota and unmatched architectural quality makes Harbor Acres a top-tier address for discerning luxury homebuyers.
Lakewood Ranch remains one of the nation’s leading master-planned communities, offering upscale villages such as The Lake Club, Waterside, and Country Club East. With private golf courses, tennis clubs, and fine dining, Lakewood Ranch provides an ideal blend of family-friendly living and modern luxury surrounded by nature preserves and lakes.
The Founders Club is a gated, low-density golf community with sprawling estate homes on oversized lots surrounded by 700 acres of natural preserves. Offering privacy and tranquility, homes here feature elegant architecture, gourmet kitchens, and expansive outdoor spaces designed for entertaining. The private golf course and clubhouse define classic Sarasota luxury living.
The Oaks Club in Osprey is one of Sarasota’s most established and exclusive country club communities. This private enclave offers grand estate homes, championship golf, fine dining, and resort-style amenities. Surrounded by mature oak trees and natural beauty, The Oaks Club delivers a refined lifestyle just minutes from Siesta Key and downtown Sarasota.
Artistry Sarasota offers new construction luxury homes in a gated setting with contemporary architecture and open-concept design. Residents enjoy resort-style amenities, including a clubhouse, fitness center, and lakefront walking trails. It’s an ideal community for buyers seeking wellness-inspired living and modern luxury in a convenient east Sarasota location.
Skye Ranch is one of Sarasota’s newest master-planned communities, offering modern homes surrounded by natural preserves and lakes. With walking trails, community parks, and top-rated schools nearby, Skye Ranch provides luxury family living close to I-75, downtown Sarasota, and Siesta Key.
Prestancia is a gated golf community within Palmer Ranch, featuring elegant single-family homes and custom estates. Homeowners enjoy access to the TPC Prestancia Golf Club, lush landscapes, and proximity to Siesta Key. It remains a favorite among buyers seeking an established, amenity-rich neighborhood with timeless architectural appeal.
Each of these Sarasota luxury communities offers a distinct lifestyle—from waterfront estates and golf course properties to modern new construction in gated enclaves. Whether you’re drawn to the cultural energy of downtown or the tranquility of island living, Sarasota provides endless opportunities for sophisticated luxury homebuyers.
Contact Lisa Otte, your trusted luxury real estate advisor, to discover exclusive properties in Sarasota’s most prestigious neighborhoods.
