Oyster Bay Estates Homes with Outdoor Grill Exterior Features

Oyster Bay Estates Homes with Outdoor Grill Exterior Features

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This picturesque subdivision is renowned for its serene atmosphere, lush landscapes, and a vibrant community spirit that makes it a perfect place to call home. With its close proximity to the sparkling Gulf Coast beaches and a variety of local amenities, Oyster Bay Estates offers a lifestyle that seamlessly blends relaxation and convenience.

The homes in this charming enclave are designed with both comfort and elegance in mind. One of the standout features that many properties boast is the outdoor grill, perfect for entertaining friends and family or enjoying a quiet evening under the stars. Imagine hosting summer barbecues in your spacious backyard, where the aroma of grilled delicacies fills the air, creating unforgettable memories with loved ones.

Oyster Bay Estates is not just about beautiful homes; it’s about cultivating a vibrant community. Residents enjoy access to nearby parks, walking trails, and recreational facilities that encourage an active lifestyle. The local area is rich with dining, shopping, and cultural experiences, ensuring that you have everything you need right at your fingertips.

Whether you’re a first-time homebuyer or looking to downsize, Oyster Bay Estates offers a variety of homes that cater to diverse preferences and lifestyles. Embrace the Florida sunshine and the charm of South Sarasota living in this exceptional subdivision, where your dream home awaits!

Newest Oyster Bay Estates Homes with Outdoor Grill Exterior Features

$4,995,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.

1804 N Lake Shore Drive, Sarasota
$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
$5,980,000
4 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, Sarasota
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