Oyster Bay Estates Homes with New Construction

Oyster Bay Estates Homes with New Construction

Welcome to Oyster Bay Estates, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision is a testament to the beauty and tranquility that the Sunshine State has to offer. With its lush landscapes and serene waterways, Oyster Bay Estates provides a picturesque backdrop for those seeking a peaceful yet vibrant lifestyle.

One of the standout features of this community is the availability of new construction homes. Each residence is thoughtfully designed, showcasing modern architecture and high-quality finishes that cater to today’s discerning homebuyer. These homes offer open floor plans, spacious living areas, and energy-efficient amenities, ensuring comfort and style for years to come. Whether you’re a growing family, a retiree, or looking for a vacation retreat, you’ll find a home that perfectly suits your needs.

Living in Oyster Bay Estates means enjoying the best of both worlds—seclusion and accessibility. The community is conveniently located near South Sarasota’s bustling shopping districts, fine dining options, and recreational parks. Plus, the stunning Gulf Coast beaches are just a short drive away, inviting you to bask in the sun or explore the vibrant marine life.

In addition to its prime location and beautiful homes, Oyster Bay Estates fosters a welcoming neighborhood spirit. Residents often gather for community events, creating lasting friendships and a sense of belonging. Discover your dream home in Oyster Bay Estates, where new beginnings await in a serene and charming environment. Come and experience the lifestyle you’ve always envisioned!

Newest Oyster Bay Estates Homes with New Construction

$5,595,000
5 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv.
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 flooded with natural light from ten windows and four 20’ hurricane-impact glass sliders that open to the outdoor living space. 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, South Sarasota
$5,980,000
4 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv.
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, South Sarasota
$4,400,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv.
Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest.

4431 Camino Real, South Sarasota
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