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$675,000
2 Beds 2 Baths Bay Tree Club SubDv. 34242 Zip Code
Stunning 2-Bedroom 2-Bathroom Condo with Breathtaking Intracoastal Views Welcome to an oasis in the sky! Situated on the 4th floor of the highly sought-after Bay Tree Condo Complex, this exquisite residence offers an open, modern design, enhanced by panoramic Intracoastal water views. Sit in your living room or at your dining table and bask in the tranquility of the majestic oaks in a park-like setting and the peaceful water views of Sarasota Bay and the Intracoastal waterway. Additionally, relish in the luxury of having deeded private BEACH ACCESS directly across the road, complete with your own cabana nearby. During a total custom renovation, everything was replaced from the drywall, electrical wiring, to kitchen, bathrooms, and more. Some of the key features include: Impact windows and tempered glass sliders for safety, security, and energy efficiency. Low-maintenance, high-end finishes throughout, including custom cabinetry, designer flooring, and sleek countertops. Two spacious ensuite bedrooms and bathrooms provide ultimate privacy and comfort. This condo has a range of built-in features designed to maximize both space and convenience. In the spacious living room, an elegant entertainment unit is integrated into the wall, providing a sleek, clutter-free space for all your media essentials. The bedroom includes thoughtfully crafted built-in dressers, offering ample storage while maintaining a clean, streamlined aesthetic. For versatility, the second bedroom features a cleverly designed Murphy bed, perfect for accommodating guests or optimizing the space when not in use. In addition, a built-in desk creates a dedicated workspace, ideal for working from home or pursuing hobbies. With these smart, built-in features, this home provides both comfort and efficiency, making it the perfect choice for modern living. Bay Tree is a 25-acre gulf and bay community with beautiful old oak trees on well-manicured grounds. Every condo owner has a private storage cabana near the beach to stow their beach essentials, bikes, umbrellas, and chairs. Unique to this complex, for added convenience there are restrooms for owners just off the beach. Bay Tree also has fishing piers with boat docks on the Intracoastal available on a first come basis (owners can install lifts). Bay Tree has two heated pools for year-round relaxation, along with two patios with grills for easy outdoor dining and social gatherings. This community offers the perfect blend of beachside luxury and modern living, with every amenity you need for a laid-back, yet active lifestyle. Whether you're enjoying the stunning water views from your condo or lounging at the beach or by one of the pools, this is Florida living at its finest. Located a few miles from popular Siesta Key Beach, and Siesta Village with its multiple restaurants, music venues, and entertainment means you’re near the action, but away from the major hustle and bustle of it.

8635 Midnight Pass Road Unit 405C, Sarasota

$995,000
Siesta Manor SubDv. 34242 Zip Code
Home Damaged by recent storms. Being sold for land value. Home can be repaired and has solid bones. Roof 2011 [No leaks from recent events], Impact Windows- 2017 SELLER FINANCING WOULD BE CONSIDERED. 30% DOWN. Water access to the Intracoastal Waterway via Grand Canal. Great location in Siesta Key Village. Just a short walk to all the village shops, restaurants and world famed #1 Siesta Key Beach, If you are looking for an investment property, this is the ideal location for travelers coming to see for themselves "what is all the fuss about Sarasota?". Nestled on a private dead-end street, this home provides a serene escape within a lively island community. Don’t miss the chance to catch sunsets at at Siesta Beach or Patriots Point Sunset Pier, just a five-minute walk away. Whether you’re drawn to the boating lifestyle or seeking a tranquil location in our beloved Siesta Key Village this is the property. Shopping, casual or fine dining, cocktails and live music is all just a short walk away. This is your opportunity to own this slice of paradise and you too will figure out "what all the fuss about Sarasota is!"

361 Avenida Madera, Sarasota

$5,000,000
5 Beds 6 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Experience the pinnacle of luxurious waterfront living, where your dreams of boating, entertaining, and relaxation converge in unparalleled splendor. This exquisite elevated custom-built estate on Siesta Key redefines elegance, had NO flood damage, offering sweeping, private vistas of the vibrant intracoastal waterway and showcasing masterful design at every turn. Spanning two levels of opulent living space, this five-bedroom residence is thoughtfully equipped with an elevator for seamless convenience. Every corner is a testament to refined craftsmanship and attention to detail, featuring wide plank porcelain tile, 8-foot PGT insulated impact doors, a striking electric fireplace, and immersive surround sound that sets the mood for every occasion. The main level invites effortless entertaining with its expansive living area, complete with a sophisticated wet bar featuring a wine cooler, ice maker, and direct access to the lanai. A spacious den provides a versatile retreat for work or leisure. Upstairs, the family room opens to an oversized balcony, presenting mesmerizing sunrises and panoramic views of the downtown Sarasota skyline. Culinary enthusiasts will delight in the gourmet kitchen, a chef’s paradise outfitted with state-of-the-art Dacor appliances, double ovens, and sleek quartz waterfall countertops. For alfresco dining, the outdoor kitchen becomes the ultimate stage for creating memorable meals under the stars. The outdoor living space rivals the finest resorts, with a sparkling pool and spa surrounded by a travertine lanai and deck. Beyond, a newly constructed dock and boat lift await, ensuring your vessel is always ready for adventures on the water. At day’s end, retreat to the indulgent master suite, a haven of tranquility featuring a spa-like en-suite bath that evokes the ambiance of a five-star resort. Car enthusiasts will appreciate the oversized three-car garage, designed with ample height to accommodate car lifts, perfect for housing your prized collection. Nestled within one of Siesta Key’s most prestigious communities, this home offers peace of mind with a newly installed generator and the ultimate convenience of proximity to the beach, dining, and shopping—just moments away. This is not just a home; it’s a lifestyle of unparalleled luxury and elegance, designed for those who desire only the best. Welcome to your paradise.

5418 Siesta Cove Drive, Sarasota

$1,890,000
4 Beds 4 Baths Siesta SubDv. 34242 Zip Code
Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience.

5125 Oxford Drive, Sarasota

$1,400,000
3 Beds 3 Baths Sandy Hook SubDv. 34242 Zip Code
Welcome to PARADISE on Siesta Key! Build your majestic dream home on this expansive .42 acre corner lot amidst the multi-million dollar luxury homes in this coveted Sandy Hook 42 home beach community. A 3 minute walk to your own deeded private alluring beach on the Gulf of Mexico & also a very quick stroll through the canopied streets of Sandy Hook to Siesta Key Village. Home was flooded and fully Remediated after Helene. Tear down. Value is in the land. AS-IS. The spacious fenced in lovely fresh water pool and deck area aligned with mature beautiful palms was hardly effected by the storms. The private beach with tiki hut can be reserved for owners exclusive to hold weddings, receptions and entertain for private parties. Fishing, kayaking, paddle boarding, swimming, sunbathing and watching the dolphins and manatees play are just a few of the wonderful and memory filled activities one could partake in on this astoundingly beautiful powdery quartz Siesta Beach sand on the Gulf of Mexico. Come and check out this fantastic opportunity today to be able to reside in the prominent 34242.

44 Rockwell Lane, Sarasota

$2,200,000
5 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Prime Investment Opportunity! This exceptional property is an investor’s dream! Ideally situated just one block from Siesta Beach and two blocks from local dining, shopping, and entertainment in Siesta Village. Perfectly positioned for short and long-term rentals, this spacious home offers an incredible opportunity to host large gatherings, family reunions, or celebratory get-togethers in one of Florida’s most desirable destinations and the #1 ranked Siesta Key Beach. 452 Canal Road presents a rare opportunity to capitalize on the extra-high demand for vacation rentals. Property boasts a private pool, yard, elevator, garage and parking. With generous living space, 5 bedrooms, 3.5 bathrooms, and ample outdoor areas, this home is designed to comfortably accommodate very large groups. The expansive floor plan provides plenty of room for guests to relax and enjoy time together. The living areas flow seamlessly into the beautiful outdoor spaces, offering ideal setup for entertaining. Built with durability & long-term value in mind, the home offers an incredibly strong foundation and quality construction throughout. The property is ready for immediate use, has guaranteed bookings in 2024 and 2025, allowing flexibility for any homeowner or investor. The home at 452 Canal Road has a solid rental history with potential for even higher returns. Here is an opportunity you won’t want to miss. Whether you’re looking to generate immediate rental income or create your own personal coastal retreat…this property is a true gem. Time to make your mark on Siesta Key! Call to schedule a private showing.

452 Canal Road, Sarasota

$1,175,000
2 Beds 2 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Welcome to Dolphin Bay, a gated, mid-rise waterfront community with just 50 fortunate owners. This completely updated and immaculate 4th-floor residence offers breathtaking views of the Intracoastal Waterway, where boats pass by and dolphins play. This condo is fully furnished and beautifully decorated with 1,915 sq. ft. of living space, plus an enclosed Lanai and a charming front courtyard perfect for relaxing, barbecuing, and enjoying the gentle breezes of Siesta Key. The spacious 20 x 28 great room and dining area feature a wet bar and crown molding, while the stylishly renovated kitchen with generous cabinet space, quartz counter tops and a breakfast bar, flows into the family room with direct access to front private patio. The owner’s suite boasts stunning water views, a spacious closet, dual vanities with quartz countertops, exquisite custom tile, a separate soaking tub, a private water closet, and a walk-in shower. The second bedroom has its own bath access, and the interior laundry room completes this refined and comfortable home. Other features include an enclosed private 1-car garage, building sprinkler system, an on-site property manager and a car wash station. Dolphin Bay is a well-maintained community with recently painted buildings, new elevators (installed in 2024), and excellent amenities, including a heated pool and spa, Har-Tru tennis courts, a fitness room, clubhouse, and a unique fishing pier, day dock, and kayak launch. The location on Siesta Key is 1 mile north of the South Bridge, and just 1+ blocks to the world-renowned Siesta Key Beach, known for its cool, quartz-crystal sand, lifeguard stands, concessions and pickleball courts! Siesta Key Village, with dining, shopping, grocery and a plethora of live music options is just 1.7 miles to the north. Dolphin Bay allows a minimum rental period of 3 months and permits one pet under 45 lbs. Enjoy browsing the photos and the “must see” video of this beautifully decorated condo.

1260 Dolphin Bay Way Unit 402, Sarasota

$650,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Motivated Sellers. Experience coastal luxury at its finest with this turn-key furnished, well maintained 2-bedroom, 2-bathroom condo in the coveted Turtle Bay community on Siesta Key. Offering coveted beach access, a community pool with serene water views, convenient boat slips alongside a charming fishing dock and private garages with storage, this residence epitomizes waterfront living at its best. Step inside to discover a spacious and luminous interior, accentuated by tasteful finishes and breathtaking views of the Intercoastal Waterway. The open layout seamlessly integrates the living, dining, and kitchen areas, fostering an inviting ambiance ideal for relaxation and entertaining alike. Retreat to the master suite, boasting a walk-in closet, dual sinks, a vanity, and a generously-sized walk-in shower. The second bedroom provides ample space for guests or family members, ensuring everyone's comfort and privacy. Outside, indulge in resort-style amenities including the waterfront pool, private beach access, and available boat slips perfect for boating enthusiasts. With Siesta Key Beach just a short stroll away, enjoy endless opportunities for swimming, sunbathing, and water sports right at your doorstep. Conveniently located near the trolley stop, exploring Siesta Key's vibrant villages and their plethora of restaurants and shops is a breeze. Whether you seek a permanent residence, a vacation getaway, or an investment opportunity, this condo in Turtle Bay promises to exceed your expectations. Don't miss out on the ultimate coastal living experience – schedule your private showing today!

8735 Midnight Pass Road Unit 502B, Sarasota

$915,000
2 Beds 2 Baths Palm Bay Club SubDv. 34242 Zip Code
With southern exposure, enjoy gulf views over Casa Mar from this third floor corner club unit in the Palm Bay Club. Light and bright with turnkey furnishings, beginning or expanding your vacation property portfolio has never been easier. A true beach to bay community, your access to the impressive Palm Bay Club amenities is unlimited and includes: private Crescent Beach access, two heated swimming pools, hot tub overlooking the peaceful intercoastal waterway, complimentary fitness center, lighted tennis courts with pickleball, boat docks (daily rental, 21 ft max), BBQ grills, fishing pier. Your home away from home will work hard for you with an attractive three-night minimum rental requirement and an outstanding onsite rental service! Interior photos coming soon.

5968 Midnight Pass Road Unit 164, Sarasota

$925,000
3 Beds 3 Baths Sanderling Club SubDv. 34242 Zip Code
An incredible opportunity to build your dream home in the prestigious and exclusive community of Sanderling Club! Nestled on the barrier island of Siesta Key, this 3/4-acre corner lot offers enhanced privacy and is surrounded by lush tropical landscaping with serene views of Heron Lagoon. The existing 3,000 sq ft home was not remediated after Hurricane Helene and is being sold "As-Is" at land value. This private lot is zoned at RE2, and spans 31,221 sq ft, providing ample space to create your ideal luxurious estate. Sanderling Club is a true gem- this highly sought-after beachfront community is the only guard-gated, single-family neighborhood on Siesta Key, offering unparalleled privacy and luxury. Whether you envision a modern coastal retreat or a luxurious family estate, this is a rare chance to secure a piece of paradise in one of Florida's most desirable beachfront communities. Seize this remarkable opportunity and transform this piece of land into your own personal haven!

7263 Plovers Way, Sarasota

$303,500
1 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
$100K Price Reduction! MOTIVATED SELLER! THIS FANTASTIC CONDO IS AWAITING YOUR PERSONAL TOUCH. Immerse yourself in the epitome of coastal living with this generously sized one-bedroom condo with two full baths nestled within Siesta Harbor, perfectly positioned along the picturesque canal of Siesta Key. Enjoy the privilege of deeded beach access, inviting you to bask in endless days of sun-soaked relaxation on the pristine shores just moments away. Indulge in ultimate tranquility with access to a heated pool and spa, offering the perfect respite while relishing in breathtaking views of the intercoastal waterway. Whether you prefer to unwind on your private balcony or venture out to explore the island's attractions, this condo promises a harmonious blend of luxury and serenity for your dream coastal retreat. Experience the essence of Siesta Key living at its finest within the coveted boating community of Siesta Harbor. The kitchen has been thoughtfully updated with granite countertops, newer appliances, and tastefully crafted soft-close cabinetry, marrying style with functionality seamlessly. Siesta Harbor offers an array of amenities for residents to enjoy, including an outdoor spa & shower, indoor sauna, fitness room, shuffleboard court, modern clubhouse, full kitchen, outdoor barbecue area, and an outstanding library. Additionally, don't miss the opportunity to unwind at the dock/fishing pier, providing a tranquil spot to watch the boats glide by. Seize the chance to elevate your coastal lifestyle in Siesta Harbor, where every day is an invitation to indulge in the ultimate seaside sanctuary. Don't miss the chance to own in this 55+ waterfront community. Offered turnkey furnished.

1300 N Portofino Drive Unit 205, Sarasota

$560,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
This property has so much to offer, LOCATION< LOCATION< LOCATION !!!! Watch stunning sunsets right from your Balcony every clear evening. Harbor Towers is a short half mile walk from the Crescent Beach of Siesta Key. There is also a Trolley that can pick you up for a free ride to Siesta Village or a Mile stroll for fine dining, shopping, or Happy Hour. Siesta key has some of the Worlds finest pearly sandy Beaches and is listed as National Geographic's "Best Beaches in the WORLD". Lively Sarasota which is only approximately 7 miles away, is one of Florida's Cultural Centers, offering ballet, opera, symphony, and theater. Harbor Towers is set among Beautiful tropical foliage grounds , two swimming pools, three lighted " Har- Tru" (clay) tennis Courts, bike storage, Kayak storage, an exercise room, Marina, and sauna. The deep water Marina can accompany 40 ft boats( when slips are open for rental) also allowing you to fish in the Intercoastal waterways. Watersports abound on Siesta Key, you will find sail boarding, fishing, snorkeling, jet ski rental, and parasailing. the fun is abundant for all ages. Harbor Towers give a feeling of a Tropical Paradise here on Siesta Key which has been considered on of the Gulf Coast's most beautiful Barrier Islands. Take a look for yourself online at Harbor Towers Yacht & Racquet Club ( harbortower.net) Come and enjoy our Beautiful Days!!!!

5855 Midnight Pass Road Unit 320, Sarasota

$4,325,000
4 Beds 7 Baths Sarasota Beach SubDv. 34242 Zip Code
Sophisticated and sleek, this dazzling masterpiece is located along the grand canal in the heart of Siesta Key. A modern exterior will impress neighbors and onlookers with sharp lines and a refined combination of materials that blend style and durability for island living. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing chandelier. An adjacent study featuring custom metal French doors is the perfect spot to accomplish business endeavors or organize your complex family calendar. The kitchen is truly the heart of the home with attractive cabinetry, handsome hardware, paneled appliances and pristine quartz countertops that shimmer under fashionable light fixtures. Display gorgeous glassware and invent an impressive aperitif from your convenient bar area with glass-front cabinetry, floating shelves with accent lighting and a bar sink. The captivating details continue to astonish in the great room featuring soaring ceilings, innovative design details and a chandelier that radiates elegance. The best of the Florida lifestyle can be yours with seamless indoor/outdoor integration through disappearing sliders leading to your outdoor entertainment space. Grill and dine in comfort on your covered patio while enjoying the shimmering pool and generous, surrounding sun deck.  Rinse the day’s adventures away in your outdoor shower before heading inside to relax and recharge. This home offers two principal suites with equally impressive en-suite bathrooms – one on the first level with private access to the patio and the second is on the upper level. The second floor boasts a flexible loft area and two additional bedrooms each with a private bath. Ascend the circular staircase to your rooftop terrace, where you can sunbathe or star gaze from sunrise to sunset. A glass railing system around the multiple patios grants an unobstructed view of the grand canal, a 10-mile long network of shallow canals that are the playground for wading birds, manatees and dolphins. Anticipate gliding in your watercraft to Roberts Bay as this property includes a boat dock and lift, currently in permitting. Take a short walk and lounge on the world-renowned sands of Crescent beach, shop or dine at Siesta Key village, or venture a bit further to find culture, adventure and recreation along Florida’s many gulf coast cities and barrier islands. State of the art design and excellence in construction, TDI Coastal Homes constructs luxury spaces that exceed expectations and completes your lifestyle with a home that feels extravagant yet effortless.

5300 Avenida Del Mare, Sarasota

$600,000
1 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Ideally just moments from Siesta Key Village, you'll enjoy the vibrant heart of the key, where friends gather for lively entertainment, delectable dining and unique shopping experiences. Whether you're savoring a sunset cocktail or indulging in fresh seafood, the village offers an array of options to satisfy your cravings. This property suffered damage from the recent hurricane. The famed white sandy beaches of Siesta Key are almost at your doorstep, where you can relax, soak up the sun and listen to the soothing sounds of the waves lapping at the shore. This property also includes riparian rights, granting you direct access to the tranquil waters in front of the property. Explore the bay accessing it through the grand canal, an ideal spot for boating, kayaking or simply enjoying breathtaking views. Don’t miss out on this incredible chance to create your ideal coastal retreat in one of Florida’s sought-after locations. Embrace the laid-back lifestyle of Siesta Key, your dream home awaits!

671 Avenida Del Norte, Sarasota

$549,900
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
This stunning Siesta Key 5th Floor two-bedroom, two-bath "Turnkey" Condo with 20K potential for 2025 (8K Currently) offers breathtaking water views at sunrise and sunset, perfect for those who cherish serene, picturesque vistas from dawn to dusk. The spacious living area, lined with floor-to-ceiling hurricane windrow/doors in the back (2021 update CAC 2019 HWH 2020), is designed to capture the full expanse of the surrounding waters. The open-concept kitchen, with Newer appliances, Newer cabinets, and granite countertops, seamlessly blends into the dining and living spaces, all bathed in natural light. The primary bedroom boasts an en-suite bath with ample windows providing a gorgeous sunrise overlooking the bay. The second bedroom, equally spacious, has easy access to the second bath. Indoors, a private balcony has been enclosed to add space and stretches along the condo’s edge, providing unobstructed water views on Little Sarasota Bay overlooking the main gorgeous large pool, while looking towards the front door and windows to see a sunset asides — perfect for sipping coffee as the sun rises or unwinding with a drink as it sets This spacious condo offers full, unobstructed views of the bay from the enclosed lanai and gorgeous Gulf views from the front balcony. The potential is unmatched. One reserved carport conveniently located next to the elevator. Sunrise Cove residents enjoy access to two community pools overlooking the bay, docks with sailboat water access, kayak racks, tennis courts, pickleball courts, a fitness center, and a bayside picnic area with grills, making it a perfect blend of modern luxury and nature’s tranquility. This public Park & Beach area features separate motorboat, kayak & canoe launches, as well as a playground, and a local trolly stop, close to Turtles Restaurant and minutes from the world renowned Siesta Key Beach Village. This is the one you've been waiting for!!

8897 Midnight Pass Road Unit 506, Sarasota

$17,000
3 Beds 3 Baths Siesta Key Beach Residences SubDv. 34242 Zip Code
Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services.This exclusive opportunity offers the ultimate in beachfront living. The spacious residence includes a master suite, a junior master suite, and a guest bedroom, all designed with meticulous attention to detail. Outfitted with over $150,000 in custom furnishings, a fully equipped kitchen featuring premium appliances from Wolf, Sub-Zero, and Fisher & Paykel, and luxurious imported linens, every element of this home exudes elegance and comfort. As an owner, you’ll also enjoy unparalleled service, courtesy of Hyatt Vacation Club's renowned hospitality. From recreational staff and concierge services to valet parking and 24-hour security, every aspect of your stay is taken care of. Experience the luxury of a beachfront condominium, complete with resort-style services and amenities—all at a fraction of the full ownership cost.

915 Seaside Drive Unit 607, Weeks 16-17, Sarasota

$3,000,000
Bay Island Shores SubDv. 34242 Zip Code
Now is the perfect opportunity to build your dream home on the highly sought-after north end of Siesta Key! This prime property boasts wide, breathtaking water views and deep-water, ideal for boating enthusiasts. The expansive lot spans over 1/3 acre, offering plenty of space to create a custom retreat. The home is gated with a paver courtyard, beautifully landscaped and includes an outdoor kitchen and entertainment bar off the inviting pool. Crafted for boating aficionados, the home features two docks/lifts—one rated for a 20,000 lb boat and the other for your run-about bay boat. For the serious boater looking for wide deep waters and quick access to the Gulf of Mexico, this is the perfect place to call home. Enjoy the ultimate combination of location and convenience, with easy access off the island and just moments to the beach. Don’t miss out on this rare opportunity to own a prime piece of Siesta Key paradise!

864 Siesta Drive, Sarasota

$3,000,000
4 Beds 5 Baths Bay Island Shores SubDv. 34242 Zip Code
Now is the perfect opportunity to build your dream home or renovate on the highly sought-after north end of Siesta Key! This prime property boasts wide, breathtaking water views and deep-water access, ideal for boating enthusiasts. The expansive lot spans over 1/3 acre, offering ample space to create a custom retreat. Currently, the first floor of the home needs renovation, as it took on water from recent storms. The second floor, however, remains unaffected. Although being sold for land value, buyers have the option to renovate the existing structure. Inside, the home features an open floor plan with a wall of glass sliders that stretch the length of the home and showcase the stunning water views and seamlessly connect indoor and outdoor spaces. The main level includes three spacious bedrooms, each with its own ensuite bathroom for maximum convenience and privacy and washer dryer hookups. The second floor offers a large private master suite with a walk-in closet, washer and dryer, dual sinks, soaking tub and beautiful walk-in shower. Off the bedroom is a spacious balcony, perfect for enjoying morning coffee while taking in the expansive bay views. The home is gated with a paver courtyard, beautifully landscaped and includes an outdoor kitchen and entertainment bar off the inviting pool. Crafted for boating aficionados, the home features two docks/lifts—one rated for a 20,000 lb boat and the other for your run-about bay boat. For serious boaters seeking wide, deep waters and quick access to the Gulf of Mexico, this is the perfect place to call home. Enjoy the ultimate combination of location and convenience, with easy access off the island and just moments from the beach. Don’t miss out on this rare chance to own a prime piece of Siesta Key paradise!

864 Siesta Drive, Sarasota

$1,600,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space, where warm Florida sunshine floods in through the wall of sliding glass doors, reflecting around the room off the mirrored wall creating a spacious feel. No detail has been overlooked in this space from the low-maintenance, oversized ceramic tile floors to the elegant crown molding. The stately kitchen, a perfect place to create your coastal inspired cuisine, has a modified footprint to permit a sizable walk-in pantry which could double as a mess kitchen or appliance pantry. As you entertain, guests will admire the handsome wood cabinets, stainless appliances, and whimsical tile backsplash. The open concept space flows through the dining area, which accommodates 6, through the comfortable living area drawing you toward the unique wall to wall glass sliders to the main attraction: the sweeping, mesmerizing views of the Gulf of Mexico. This 6th floor perch offers unobstructed sunset views and is the perfect vantage point to set your daily intentions over your morning coffee or count your blessing after a long day of Siesta Key adventures. Sneak away to your owner’s suite with more breathtaking views and a private, spa-inspired bath where self-care feels indulgent. Guest quarters have also been expanded to allow maximum comfort with two queen beds and a nicely updated four piece bath with abundant storage. In unit laundry is a convenient perk, as well as a locked owner’s cabinet nested within the primary suite closet for security while renting. Crystal Sands has undergone recent, extensive renovation and updates including reinforced balconies with raised lanai railings, a contemporary glass lift, updates to comfortable common areas, as well as refreshed landscaping and parking lot paver work. While onsite, bask on the powdered sugar beach sand with complementary beach chairs and two heated swimming pools. With an onsite management team for year round rentals, this is an exciting opportunity for the owner investor!

6300 Midnight Pass Road Unit 703, Sarasota

$497,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
This delightful 2 bed, 2 bath villa is located in the highly sought after Gulf front community of Whispering Sands, just outside of Siesta Village. Fully renovated in 2017 with newly remodeled interior, creating an open and bright main living area, modernized kitchen and baths, flooring and the addition of a generous Florida room with its own split AC system. Recessed lighting, automatic blinds, impact windows and doors, along with electrical upgrades were just some of the updates. See the attached improvements for a complete list. There is also an attached garage with hookups for full size washer and dryer for your convenience. This coastal community has its own private white sand beach, two swimming pools, fitness room, and a natural lagoon. A morning swim, a relaxing day on the beach, poolside cocktails and spectacular sunsets are just some of the activities that this lifestyle offers. You are within easy walking distance of Siesta Village, by a private gated pathway, you are just minutes from the charming and coastally inspired restaurants, live music, cafes, and shops. Although this home suffered some water intrusion during hurricane Helene, it has been professionally restored including mold remediation (certificate available), drywall replaced where necessary and a newly painted interior. The HVAC (2022) and electrical has been professionally inspected are in perfect working order. Priced appropriately so that the new owners can choose their own appliances, this contemporary villa is an excellent value.

111 Whispering Sands Circle Unit V38, Sarasota

$680,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
You have found your oasis! Harbor Towers Yacht & Racquet Club recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. Copies of the funded upgrade program are available for your review. This no-worries furnished, updated unit, has all new hurricane-rated windows and doors, two small balconies, a beautiful granite kitchen with under-counter lighting, updated baths with granite counters and walk-in showers for your ease of use. The well-proportioned living and dining area completes the ideal getaway. Harbor Towers is in a class of its own, with a bayside marina, a fishing area and easy access to the gulf with no fixed bridges. The community offers its residents two heated resort-style pools, barbecue areas, kitchen prep area, a fitness center with a great array of workout equipment, three Har-Tru tennis courts, a sauna, a clubhouse, a fabulous marina with areas to sit along the intercoastal to watch sea life and boats float by you. If interested, the association has rental slips for personal watercraft. Want an investment, this unit can be rented for two-week minimums, 25 times a year plus you can utilize the on-site property management company for potential rentals, or you can do it yourself. Join this amazing community where the residents are eager to meet you.

5855 Midnight Pass Road Unit 225, Sarasota

$1,470,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the highest quality materials and design. The open-concept layout features a dream kitchen with quartz countertops, a spacious island, and premium Wolf stainless steel appliances, including a Sub-Zero refrigerator, and beverage/wine refrigerator for everyday convenience and entertaining. This gourmet space is complemented by high-end custom cabinetry and abundant storage options throughout. The spacious owner's suite features built-in shelving with a desk and a walk-in closet with built-in shelving and drawers for ample storage. While the luxurious bathroom provides an indulgent experience with a rainfall shower head, freestanding tub, dual vanities, beautiful tile work and premium stone surfaces. Every detail has been thoughtfully designed, from the 9-foot ceilings and impact windows and doors for added peace of mind, to the beautiful tile flooring throughout, plantation shutters and premium custom solid wood cabinetry with built-ins. This home features all the upgrades from electrical and plumbing systems, a modern HVAC, and a new water heater. This luxurious home features a “Florida Coastal” design that flows seamlessly into the lanai, where you’ll enjoy peaceful views of the Intracoastal Waterway. This property comes with a private one-car garage and access to resort-style amenities, including a clubhouse, pool, spa, Har-Tru clay tennis courts, and a fitness room. Dolphin Bay is a pet-friendly, vibrant community that promotes an active lifestyle. Don’t miss the opportunity to experience the best of Siesta Key living—schedule a visit today!

1240 Dolphin Bay Way Unit 301, Sarasota

$1,400,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way. While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a national treasure with visitors from all over the globe. Living on Siesta Key with THE beach just outside the front door, and a backyard pool plus dock on the canal, within comfortable proximity to the charming artsy Village scene of this enchanting island is worth serious consideration. Home was flooded during Helene. Owners had drywall taken out right away and A/C has been running. Being sold "As Is". Nothing warranted by sellers. Fabulous location only 2 blocks from Siesta Key public beach. Pool is salt water with no cage. Large dock with 20,000 lift ( also as is) overlooking Grand Canal. One bridge to bay. Rebuild or tear down and build new home. Terrific opportunity to own a piece of Siesta Key paradise. Close to the Village. Tremendous value. Previous owner replaced roof in 2015 among other improvements.

5537 Cape Leyte Drive, Sarasota

$850,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
ATTENTION: SELLER IS NOW CREDITING BUYER(S) 1ST FULL YEAR OF CONDO FEES AT CLOSING! This is your opportunity to embrace the coastal lifestyle you've been dreaming of! Every corner of this meticulously renovated unit has been designed with care and an eye for beauty. Don't miss out on making this magnificent retreat your forever home now offered furnished! Elegant Kitchen: Renovated with top-of-the-line finishes, including a delightful breakfast bar, perfect for enjoying morning coffee with a view. Cozy Living Room: An open floor plan and corner space provide uninterrupted views of the gulf coast waters, creating a relaxing ambiance for enjoying breathtaking sunsets. Expansive Dining Room: Ideal for hosting family and friends, this spacious dining area sets the stage for sumptuous meals with a coastal backdrop. Tranquil Bedrooms: The primary suite and guest bedrooms provides comfort and sophistication, with sliders opening to the lanai for indoor-outdoor living. Luxurious Bathrooms: Fully renovated bathrooms exude timeless elegance, providing a retreat of tranquility perfectly suited to the coastal lifestyle. Easy Access to Gulf Waters: Embark on nautical adventures with convenient access to the Gulf, ensuring every day feels like a vacation. Convenience at Your Fingertips: Proximity to Gulf Beaches: Enjoy easy access to the stunning Gulf of Mexico beaches, including Siesta Key Beach, along with shopping and restaurants. Community Amenities: The complex offers private fishing piers, a community pool overlooking the Gulf, outdoor kitchen, bike storage, fitness facility, and renovated social room and is Miami Dade Compliant!. Secure and Elegant Lobby: The condo lobby has been elegantly remodeled, adding to the sense of luxury and security. Schedule a private tour and step into your world of coastal luxury living!

4822 Ocean Boulevard Unit 2F, Sarasota

$3,025,000
5 Beds 5 Baths Siesta Bayside SubDv. 34242 Zip Code
PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Sarasota

$1,650,000
4 Beds 4 Baths Harmony Sub SubDv. 34242 Zip Code
THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on the canal, and solar panels that have been paid off by the owner, on over a 1/2 acre of lushiously landscaped property offers incredible upside potential for those looking to step into instant equity, with the right vision and updates. The property was renovated in 2008. This property presents a fantastic opportunity for a cash buyer ready to capitalize on the current market conditions. This CORNER LOT, POOL and CANAL home experienced flooding during hurricane Helene, but ALL REMEDIATION has been completed, providing a solid, clean slate for you to customize to your liking. The owner was able to salvage all the solid wood doors and the granite kitchen countertops and island countertop including the master dual floating vanities, which will help speed up your renovation efforts. The layout remains in tact and the metal roof is still in great condition. With it's excellent location near the village and high demand for Florida beach living this property presents a fantastic opportunity for investors or buyers looking to build equity quickly. Whether you are planning a flip, personalized renovation or to rebuild a new home, this is the perfect property for you. Don't miss out on this rare opportunity to secure a CASH-ONLY property with endless potential. Being sold AS-IS. There is also a mother in law on the property that has been remidiated as well. 1 bedroom and 1 bath.

4933 Featherbed Lane, Sarasota