Oyster Bay Estates Homes with Private Mailbox Exterior Features

Oyster Bay Estates Homes with Private Mailbox Exterior Features

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This picturesque subdivision is a harmonious blend of tranquil living and vibrant community spirit, making it the perfect place to call home. With its lush landscapes and scenic waterways, Oyster Bay Estates offers residents a serene escape while being just a stone's throw away from the cultural and recreational attractions of Sarasota.

The homes in Oyster Bay Estates are designed with elegance and comfort in mind. Each property boasts unique architectural styles, featuring spacious layouts and stunning exterior finishes. One of the standout features of these homes is the private mailbox, adding a touch of individuality and charm to each residence. Imagine stepping outside to collect your mail from your own personalized mailbox, a delightful daily ritual that enhances the sense of belonging in this close-knit community.

Beyond the beautiful homes, Oyster Bay Estates is surrounded by an array of amenities. Residents can enjoy nearby parks, walking trails, and access to the sparkling waters of Sarasota Bay. Whether you’re an outdoor enthusiast or simply looking for a peaceful retreat, this subdivision caters to every lifestyle.

With its prime location in Sarasota County, Oyster Bay Estates offers easy access to top-rated schools, shopping, and dining options, ensuring that everything you need is just moments away. If you’re seeking a community that combines luxury living with a relaxed atmosphere, look no further than Oyster Bay Estates—where every day feels like a vacation. Come discover your dream home in this idyllic neighborhood today!

Newest Oyster Bay Estates Homes with Private Mailbox Exterior Features

$4,695,000
4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.

1421 N Lake Shore Drive, Sarasota
$5,595,000
5 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Experience luxury West-of-Trail living in Sarasota’s coveted Oyster Bay neighborhood. This newly built 2026 custom residence offers 5 bedrooms, 5 full and 2 half baths—all on one thoughtfully designed living level—featuring 4,545 sq. ft. under air and 5,689 sq. ft. total. Set on an impressive 130' x 150' corner lot (0.45 acres), the home is surrounded by a lush tropical oasis that provides exceptional privacy. A dramatic two-story foyer with 21’ ceilings and a steel-and-impact-glass entry door welcomes you inside. Engineered oak hardwood flooring, 10” baseboards, and sleek horizontal receptacles enhance the home’s modern architectural aesthetic. The expansive open-concept kitchen and great room are filled with natural light, with floor-to-ceiling expanses of hurricane-impact glass featuring a wall of 10-foot sliding doors and upper architectural windows that create an airy, light-filled living space and seamlessly open to the outdoor living area. The gourmet kitchen is a chef’s dream, offering an 8-seat center island, large walk-in pantry, quartz countertops, and premium appliances including a Bosch 36” natural gas/induction cooktop, 36” Thermador refrigerator column, 24” Thermador freezer column, 24” full-height Thermador wine cooler, Bosch dishwasher, and 30” Bosch oven/microwave combo. Retreat to the luxurious main suite featuring a Wetstyle tub with wood surround, marble accents, and slate and porcelain flooring. Additional highlights include level-5 smooth interior walls, 8’ solid-core and obscure-glass interior doors, a stunning 175-bottle wine room with marble wall and glass enclosure, Samsung pedestal washer & dryer, and an advanced alarm and exterior security lighting system. The outdoor living area is designed for year-round enjoyment with a summer kitchen equipped with a Blaze 42” gas grill, sink, and under-counter refrigerator. A 15’ x 28’ pool and spa with a custom waterfall feature, plus an outdoor shower, complete this private retreat. The property also offers an irrigation system and a spacious 3-car garage. An exceptional opportunity to own a brand-new, luxury single-level home in one of Sarasota’s most desirable West-of-Trail communities.

1429 N Lake Shore Drive, Sarasota
$26,400,000
4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Welcome to Villa Meraviglia — A Home Beyond Imagination. An extraordinary Neo-Classical Italian Renaissance estate set on 1.22 bayfront acres in Sarasota's exclusive Oyster Bay Estates. With 146 feet of direct frontage along the sparkling waters of Little Sarasota Bay and panoramic water views, this remarkable walled and gated property is both an architectural living gallery and a warm, inviting home designed to be lived in, enjoyed, and shared. Completely reimagined and expanded under the guidance of a classically trained Italian architect, the residence draws inspiration from Italy's Villa del Balbianello and the iconic Casa Casuarina. A bold metallic gate crowned with a striking Medusa head introduces the arrival experience, while two additional gold-leafed gates provide secure access, including a private entry to the neighboring yacht club. More than 800 feet of custom perimeter wall creates a dramatic architectural statement and exceptional privacy. Spanning nearly 10,700 square feet of refined interiors, plus more than 4,000 square feet of additional air-conditioned space for creativity and leisure, the home offers gracious yet comfortable spaces for everyday living and entertaining. Four ensuite bedrooms, four full and two half baths, and dual Clive Christian-inspired kitchens accommodate everything from intimate family meals to larger gatherings. Venetian plaster walls, 23-carat gold-gilded millwork, hand-painted frescoes, pecky cypress ceilings, stone-inlaid courtyards, and imported Italian materials reflect exceptional craftsmanship throughout. The waterfront lifestyle is equally compelling. Layered terraces and lush gardens frame peaceful bay views and create inviting places to gather, relax, dine, and enjoy spectacular year-round sunsets. A private dock with boat and jet-ski lifts makes boating and water sports part of everyday life. The resort-style pool, octagonal pavilion, and beautifully crafted summer kitchen create an exceptional outdoor gathering space. The sunken poolside kitchen, featuring a concealed appliance lift, 100-year-old reclaimed Chicago brick flooring, a herringbone-pattern ceiling, and maple dining table, is a warm and welcoming setting for relaxed alfresco meals and time with family and friends. Intimate seating areas throughout the property offer beautiful views in every direction. The pool deck is itself a work of art, with marble imported from Italy forming dramatic geometric patterns inspired by classic mythology. Intricate mosaics surround the pool, while a Medusa mosaic walkway connects the pool area to the dock. Perfectly private yet ideally located near The Field Club and just minutes from Sarasota's cultural scene, fine dining, and Gulf beaches, Villa Meraviglia offers a rare combination of architectural artistry and idyllic coastal living. A home of extraordinary artistry - yet equally designed for gathering, entertaining, enjoying the water, and experiencing the beauty of Sarasota Bay!

1310 S Lake Shore Drive, Sarasota
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