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$4,250,000
5 Beds 6 Baths Kentwood Estates SubDv. 34231 Zip Code
Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.

1555 Eastbrook Drive, Sarasota

$4,195,000
4 Beds 6 Baths Kentwood Estates SubDv. 34231 Zip Code
Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.

1575 Eastbrook Drive, Sarasota

$3,795,000
5 Beds 6 Baths Kentwood Estates SubDv. 34231 Zip Code
One or more photo(s) has been virtually staged. Back on Market with Upgrades! – A One-of-a-Kind Modern Estate – Introducing 1555 Eastbrook Dr, an architectural triumph where modern elegance, high-performance design, and luxurious livability converge. This custom-built, single-story residence is a bold statement in style, showcasing a flat roofline, expansive open floor plan, and soaring ceilings that amplify light, volume, and contemporary sophistication. This smart home is wired for seamless living—equipped with an integrated automation system, in-ceiling speakers in every room, surveillance cameras, and a dedicated wall-mounted iPad for effortless control of audio and security. At the heart of the home, a stunning chef’s kitchen features sleek, flat-panel custom cabinetry and a massive center island—designed to blend beauty and function. The kitchen flows into an impressive great room with sky-high ceilings and expansive glass sliders, perfect for entertaining or unwinding in style. The primary suite is a private retreat, complete with a spa-inspired bath, oversized shower, and dual custom walk-in closets—his and hers—designed for both elegance and organization. Each guest suite offers its own en-suite bath and designer finishes, providing the ultimate in privacy and comfort. Car collectors will appreciate the four-car garage with soaring ceilings, offering ample space for lift systems to accommodate up to four more vehicles or extra storage. Step outside to experience your own private resort: a massive covered lanai fully enclosed with frameless panoramic screen walls for uninterrupted views and cross-breeze airflow. A luxury outdoor kitchen and wet bar make this space ideal for grand-scale gatherings. The oversized pool and elevated spa complete this showstopping outdoor sanctuary. Perfectly positioned near Sarasota’s world-class beaches, fine dining, shopping, and cultural attractions, 1555 Eastbrook Dr is not just a home—it’s a lifestyle statement. Now back on the market with fresh upgrades, this is your chance to own one of Sarasota’s most distinctive modern residences.

1555 Eastbrook Drive, Sarasota