5 Southwest Florida Estates from Casey Key to Bonita Bay

Along the water’s edge on Casey Key, this rare offering pairs 100 feet of private sandy beach with approximately 0.75 acres of exceptional privacy on one of the island’s most coveted stretches. With no easements, the property reads as a clean, uninterrupted canvas—ready for future development or enjoyed immediately. A charming, remodeled vintage cottage anchors the site, featuring 2 bedrooms and 1,140 square feet, ideal as a beach retreat or an interim residence while planning a larger Gulf-front estate. Outdoors, the grounds unfold as a lush botanical oasis with multiple living areas, including an open-air pool, gazebo, pavilion, and pergola, each positioned to catch Gulf breezes and follow the natural rhythm of the shoreline. Set along a quiet, residential stretch known for low density and natural beauty, it remains minutes from Sarasota’s cultural and culinary offerings.

Size: 0.75 acre

Along the water’s edge in Fort Myers, 846 Cypress Lake Circle offers a 2025-built Town and River estate engineered with longevity in mind. Full CBS construction on both levels is paired with poured concrete floors upstairs and down, a standing-seam metal roof, and impact-rated PGT windows and doors throughout—choices that create a sense of quiet solidity the moment you arrive. Inside, the layout balances scale and comfort with four large bedrooms, an office, five full bathrooms, an expansive laundry room, and an oversized three-car garage with the height for car lifts. Soaring 20-foot ceilings amplify the volume while keeping the home livable day to day, equally suited to a calm evening in or a full house of guests. It’s a setting and build designed for seasons to come.

Along the water’s edge in Bonita Bay, this completely reimagined modern estate offers more than 5,000 square feet of refined living, with furnishings optional. The 4-bedroom, 4.5-bath layout is designed for both daily ease and effortless entertaining, anchored by soaring ceilings and expansive open-concept living areas that emphasize scale and light. A designer kitchen serves as the home’s centerpiece, while spa-inspired baths and impeccably appointed bedroom suites bring a calm, hotel-like sensibility. For collectors, a dramatic 600-bottle, climate-controlled wine wall doubles as architecture and conversation piece. Outdoors, a custom-designed pool and curated private retreat invite long afternoons, set to the quiet rhythm of nature and the passing of ibis, heron, and roseate spoonbills. Life here extends into Bonita Bay’s private beach park, marina, dining, golf, and miles of walking and biking paths.

Beyond a private gated entrance, a sweeping drive traces the front pond to this 5.6-acre Sarasota estate, where privacy and city convenience share the same address. Inside, entertaining is effortless beneath 24-foot ceilings in the great room, with a dedicated theater room and a generous game room featuring a full bar, balcony, and loft area. Refined upgrades show up in everyday details: Venetian plaster walls, custom cherry wood in-lay flooring, smart-home systems, a 2025 roof, five AC units, a whole-home generator, and a reverse-osmosis water system. The primary suite is its own retreat, offering dual oversized walk-in closets, an exercise room with sauna, and a spa-inspired bath. Outside, a redesigned pool deck with pavers and turf pairs with an outdoor kitchen, mature landscaping, and space for additional structures—minutes from downtown Sarasota, Siesta Key Beach, and I-75.

Along the water’s edge on the coveted north end of Manasota Key, this Gulf-to-Bay estate spans nearly an acre with approximately 100 feet of direct Gulf frontage and serene access to Lemon Bay. Designed to capture sweeping views, the residence offers four spacious bedrooms with walk-in closets and four full baths, including two upper-level primary suites overlooking the Gulf. Soaring cedar ceilings, travertine flooring, and a wood-burning fireplace bring warmth to the main living areas, while an expanded living room frames unforgettable sunsets. The chef’s kitchen is thoughtfully appointed with a gas range and hood, Sub-Zero refrigerator, double convection ovens, granite surfaces, and an oversized island. A first-floor den with private bath, second-floor office with French doors and Gulf views, and a generous bonus/family room add flexibility. Outside, Ipe decking and a newly constructed composite dock (2026) invite days shaped by tide and light.