Zip codes 34242 listings for sale

$4,975,000 - Sarasota, FL

894 Freeling Drive Sarasota, FL - Fronting Roberts Bay, This rare jewel is all about the view and the location. It provides a canvas for a bayfront estate in a neighborhood known for its exclusivity and high real estate values. Imagine your very own enchanting residence customized to your exact specifications and unique personalized style. Poised on the prized northern tip of Siesta Key and nestled on the Freeling Drive peninsula, this exquisite parcel represents the perfect blend of sophistication and coastal living in paradise. Bay Island is surrounded by some of Siesta Key’s most admired homes and is an architectural showcase redefining island luxury along one of the area’s most pristine waterways. With an impressive 155 feet of NEW SEAWALL to be built in May, this oversized just under 15,000 square-foot homesite is as exceptional as it gets and offers stunning panoramas of Roberts Bay, looking south to Edwards Islands and the waterways beyond. The location embodies the elevated coastal lifestyle you've always envisioned and is ideal for boating and fishing enthusiasts or enjoying breathtaking sunrises and sunsets in unmatched natural beauty. You'll find yourself just minutes from the vibrant shops and restaurants of Siesta Key Village and the world-renowned Siesta Key Beach, attracting visitors from all over the world. Beautiful downtown Sarasota is just a short drive away, offering galleries, theater, and fine dining. Opportunities like this seldom come along, making this property a true gem for anyone seeking the utmost waterfront address. The ambiance of this treasured location is one where privilege and prestige are imbedded in its affluent lifestyle. Don’t let this one slip by before you’ve had the chance to experience the magic for yourself!

$4,950,000 - Sarasota, FL

3460 Flamingo Avenue Sarasota, FL - New price! Exclusive waterfront opportunity on Siesta Key to build your waterfront estate. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property on wonderful Bay Island at the desirable north end of Siesta Key. This exceptional property is a boater's paradise, offering 178 feet of sailboat with no bridges waterfront with oversized dockage and unparalleled access to the Gulf of Mexico via deep boating waters through Big Pass. The main residence, storm-damaged and slated for demolition, presents a rare opportunity to design and build your dream coastal retreat on this expansive lot. Architectural plans are available for a stunning 5,000-square-foot coastal-contemporary residence, providing a seamless vision for this premier property. A newly constructed, elevated guest house offers immediate accommodations, blending modern luxury with breathtaking views of the serene surroundings. This estate also boasts a professional-grade tennis court for the sports enthusiast, an oversized dock and boat lift capable of accommodating larger vessels, and a separate kayak dock and jet ski dock, ensuring seamless enjoyment of the water. Just minutes from world-famous Siesta Beach and the mainland’s vibrant Sarasota lifestyle, this prime location offers the best of both worlds such as the tranquility of island living and the convenience of world-class dining, shopping and cultural amenities. This is more than a property, it’s a canvas to create a legacy estate in one of Florida’s sought-after waterfront enclaves.

$4,950,000 - Sarasota, FL

3460 Flamingo Avenue Sarasota, FL - New price! Exclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional property is a boater's paradise, offering 178 feet of sailboat (no bridges) waterfront with oversized dockage and unparalleled access to the Gulf of Mexico via deep boating waters through Big Pass. The current main residence, storm-damaged and slated for demolition, presents a rare opportunity to design and build your dream coastal retreat on this expansive lot. Architectural plans for a stunning 5,000-square-foot coastal-contemporary residence are available, providing a seamless vision for this premier property. Meanwhile, a newly constructed, elevated guest house offers immediate accommodations, blending modern luxury with breathtaking views of the serene surroundings. This estate also boasts a professional-grade tennis court for the sports enthusiast, an oversized dock and boat lift capable of accommodating larger vessels, and a separate kayak dock and jet ski dock, ensuring seamless enjoyment of the water. Situated just minutes from world-famous Siesta Beach and the mainland’s vibrant Sarasota lifestyle, this prime location offers the best of both worlds: the tranquility of island living and the convenience of world-class dining, shopping, and cultural amenities. This is more than a property - it’s a canvas to create a legacy estate in one of Florida’s most sought-after waterfront enclaves.

$4,900,000 - Sarasota, FL

5219 Calle Menorca Sarasota, FL - Discover the ultimate in Florida coastal living at this stunning seven-bedroom, seven-bathroom luxury retreat, located just moments from the pristine sands of Siesta Key Beach. Perfectly designed for relaxation, entertainment, and upscale comfort, this expansive home is an exceptional blend of style, space, and convenience. Step inside and be greeted by an open, airy floor plan infused with beachy elegance and high-end finishes throughout. The beautifully decorated interior boasts stylish furnishings, ensuring a stay that is both comfortable and luxurious. The gourmet kitchen equipped with top-of-the-line appliances, a large island and designer touches, flows seamlessly into the dining and living areas—creating an ideal space for entertaining family and friends. Unwind in the spacious primary suite, which offers a serene retreat with a large walk-in shower, double vanity, and spa-like ambiance. Each of the additional six bedrooms is thoughtfully appointed with ensuite bathrooms, providing privacy and comfort for all guests. Head outside to your private tropical oasis featuring a sparkling pool, rejuvenating spa, and plenty of lounge space to soak up the sun or relax in the shade. The covered patio area is perfect for outdoor dining and entertaining. This home also includes practical features such as an elevator for easy access to all levels, a convenient stackable washer and dryer, and a spectacular rooftop balcony with views perfect for sunsets and stargazing. Whether you’re looking for a high-performing vacation rental investment or a second home to enjoy the Florida lifestyle year-round, this exceptional property delivers it all. Life on Siesta Key feels like a permanent vacation. Just minutes from downtown Sarasota yet worlds away in ambiance, this barrier island is known for its laid back luxury, vibrant community, and stunning natural beauty. Don’t miss your chance to own a piece of paradise just minutes from the vibrant shops and restaurants of Siesta Key Village and the world-renowned beach.

$4,799,000 - Sarasota, FL

244 Cedar Park Circle Sarasota, FL - Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance.

$4,645,000 - Sarasota, FL

3465 Gulfmead Drive Sarasota, FL - Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

$4,500,000 - Sarasota, FL

7401-B Midnight Pass Road Sarasota, FL - Pre-Construction. To be built. Siesta Key Re-Construction Opportunity Envision your dream home on this exclusive 1-acre flag lot with water access to Sarasota Bay. Custom-built by Cannon Homes, this luxury residence offers the flexibility to use the current floorplan or choose a design that better suits your vision. Construction is estimated at approximately 18 months from permitting. Property Highlights: Prime Water Access Lot: Direct access to Sarasota Bay with a newer dock in place. Pilings, per the seller, should accommodate a 10,000-pound boat lift. Customizable Floorplans: Select the provided elevation and layout or collaborate on a design that perfectly fits the lot and your lifestyle. Proposed Floorplan Features: Garage Level: Ample storage, elevator access, and direct entry to the heated pool and spa. First Floor: A Grand Great Room with 22-foot ceilings and a gas fireplace, open to a chef-inspired kitchen with an oversized island, walk-in pantry, and abundant storage. Seamless indoor-outdoor living with a Summer Kitchen and lanai. A Pool Bath with direct access to the pool area. An Oversized Study with a private lanai and powder bath. Second Floor: A luxurious Primary Suite with a covered balcony, fireplace, spa-like bath with a free-standing tub, walk-in shower, and a dream wardrobe space. Three additional En Suite Bedrooms, designed for comfort and privacy. This incredible property offers the rare opportunity to craft your ideal Siesta Key retreat with the perfect blend of modern luxury, functionality, and a connection to the water.

$4,495,000 - Sarasota, FL

1243 Starboard Lane Sarasota, FL - Welcome to 1243 Starboard, where luxury and design converge in a grand, seamless blend. This stunning 4-bedroom + office, 4.5-bathroom home with a 3+ car garage, crafted by the esteemed Voigt Construction, is nestled on nearly half an acre of deep sailboat water on Siesta Key, epitomizing island living at its finest. Constructed to the highest modern standards and equipped with a full-house automatic generator, this home effortlessly withstood recent hurricanes. Encompassing 5,142 square feet of air-conditioned space, it delivers a lifestyle of unparalleled sophistication. The spectacular Great Room is a masterpiece, boasting soaring pecky cypress ceilings and rich mahogany wood floors throughout. At the heart of the home is a chef's dream kitchen with white hardwood cabinetry, pristine countertops, and an expansive island that blends beauty and function. An ocean-inspired blue backsplash adds a coastal touch to this visually stunning and highly functional space. The open-concept kitchen and living room create a versatile floor plan, perfect for both daily living and entertaining. A 220+ bottle wine refrigerator, a gas fireplace, and impact glass sliders seamlessly connect the indoors with the outdoors, allowing you to savor the cool Florida breeze. The expansive master suite serves as a luxurious escape, featuring a sprawling walk-in closet and a spa-like bathroom with high-end finishes, dual vanities, a soaking tub, and an oversized shower. This serene retreat is a testament to refined living. Each of the additional three bedrooms is designed as a private sanctuary, complete with spacious walk-in closets and en-suite bathrooms, ensuring comfort for every resident. Outside, embrace the epitome of Siesta Key living. A captivating pool, expansive balcony with water views, and a cozy fire pit create an idyllic haven for relaxation under starlit skies. With deep sailboat water access, a 30,000 lb boat lift, and easy access to the newly opened Midnight Pass for quick Gulf of Mexico access, this property is a dream for boating enthusiasts. Additionally, the full-house generator offers peace of mind, ensuring the home is fully equipped for any unforeseen power outages. This Siesta Key gem is more than a home; it’s an invitation to experience the elegance and allure of coastal living. Come discover your blend of sophistication and waterfront bliss in this extraordinary residence.

$4,495,000 - Sarasota, FL

4838 Higel Avenue Sarasota, FL - Under Construction. Tidewater Builders presents this custom, luxury waterfront property on Siesta Key. Boasting a "Florida Modern Design", this home embodies distinctive features that set it apart from the ordinary. The home features a desirable layout with an open-floor plan and 2 master suites. With 4 spacious bedrooms, 5 full bathrooms, a media room, and 2 separate living areas, this 3,708 SqFt home has it all. The expansive covered lanai overlooking the salt-water pool & spa provides a seamless flow for Florida's coveted indoor-outdoor lifestyle. The property has a brand new, raised seawall and will be completed with a new dock and 10,000 lb boat lift. 4838 Higel is located in the heart of Siesta Key where you can walk or ride bikes to the famous white sand beaches and local shopping & dining district, "The Village". Estimated completion time is April 2025. Photo renderings are for illustration purposes only and should not be used as representation of the home's precise or actual features. Call today for more information.

$4,495,000 - Sarasota, FL

540 Givens Street Sarasota, FL - Under Construction. Tidewater Builders presents this custom, luxury waterfront property on Siesta Key. This home embodies the true essence of island living with distinctive architectural features such as breezeways and skylights allowing gentle, natural light to flow throughout. The lush, tropical landscape and textural elements built into the design provide a genuine sense of resort-style living within your own home. The floor plan offers a desirable layout with an open-concept living/kitchen/dining area, yet maintains intentional privacy with a main-floor primary suite, a separate guest-suite with private entrance, and 2 en-suite guest rooms on the 2nd floor, complete with a secondary family room. An expansive outdoor space complete with a salt-water pool & spa and fully equipped outdoor kitchen provides a seamless flow for Florida's coveted indoor-outdoor lifestyle. The property has a brand new, raised seawall and will be completed with a new dock. 540 Givens is located in the heart of Siesta Key where you can walk or ride bikes to the famous white sand beaches and local shopping & dining district, "The Village". Estimated completion time is April 2025. Photo renderings are for illustration purposes only and should not be used as representation of the home's precise or actual features. Call today for more information.

Zip codes 34242 listings for sale

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