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$595,000
2 Beds ⋅ 2 Baths ⋅ A4661131 MLS ⋅ Na BLDG.
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Siesta Key
$455,000
1 Beds ⋅ 1 Baths ⋅ A4660419 MLS ⋅ Na BLDG.
Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna; Har-Tru Tennis Courts, that are maintained daily, Marina with 40 boat slips available on a first-come, first-served basis, Kayak dry dock with direct launch to intercoastal waters, and Bicycle storage. The complex backs to an intercoastal canal where you can enjoy sitting on benches or relaxing in the shade of Gazebo enjoying water views. Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, with easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. The building just underwent full renovation, including new stucco, new impact glass windows and sliding doors. This 1 bedroom, 1 bath unit located on 3rd floor with elevators is being offered turnkey furnished. It was updated a few years ago and the owner recently put up new vinyl flooring and new closet doors. The spacious living area and the glass and screen enclosed balcony offers partial views of the intracoastal waterway, and the apartment features a plenty of closet space (2 hallway closets and 2 closets in the bedroom), plus the lockable storage space outside of the unit on the same floor. You may enjoy this property for personal use and/or take advantage of the 2-week rental policy to generate income. If you decide to rent, you can take do it on your own or utilize HT onsite rental office. Rental history of this unit is available. Come to experience living in paradise! This complex was just featured in local newspaper!

5855 Midnight Pass Road Unit 314, Siesta Key
$669,900
2 Beds ⋅ 2 Baths ⋅ A4656918 MLS
Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

6150 Midnight Pass Road Unit V38, Siesta Key
$5,450,000
7 Beds ⋅ 9 Baths ⋅ A4656843 MLS
Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4654536 MLS ⋅ 5660 BLDG.
SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

5600 Beach Way Drive Unit 201, Siesta Key
$5,685,000
5 Beds ⋅ 7 Baths ⋅ A4651663 MLS
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Siesta Key
$2,190,000
3 Beds ⋅ 2 Baths ⋅ A4652317 MLS ⋅ Crescent Siesta Key BLDG.
Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.

6512 Midnight Pass Road Unit 303, Siesta Key
$2,900,000
4 Beds ⋅ 4 Baths ⋅ A4650032 MLS
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Siesta Key
$3,250,000
4 Beds ⋅ 4 Baths ⋅ A4643229 MLS
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Siesta Key
$2,999,000
4 Beds ⋅ 5 Baths ⋅ A4622370 MLS ⋅ Tbd BLDG.
Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid surface countertops, solid wood cabinetry, engineered hardwood flooring, brick paver lanai, and a PebbleTec–finished pool, creating a refined coastal lifestyle. The property features full Sarasota Bay access with a newer 235-foot dock already in place, including pilings the seller states are designed to accommodate an approximately 10,000 lb boat. A heated saltwater pool is included, along with an elevator shaft pre-installed for future convenience. The current plan offers 4 bedrooms and 4.5 bathrooms and is designed to allow for future expansion, all situated on a spacious 1-acre waterfront lot. Estimated completion is 14–16 months from permitting. Buyers may choose from three additional front elevation options to further personalize the home. Floor plans, renderings, and a detailed features brochure are available. Buyers may select an alternate home design if desired; the listed home is a priced reference option to illustrate build possibilities.

7401-B Midnight Pass Road, Siesta Key
$8,000,000
8 Beds ⋅ 9 Baths ⋅ A4635010 MLS
Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing resort style pool & spa boasting a rain/waterfall feature and impressive outdoor living. Luxury finishes are seen throughout such as an elevator, high end appliances, solid wood cabinetry, stone surfaces, bar, oversized island, and more!

7007 Point Of Rocks Road, Siesta Key
$4,650,000
5 Beds ⋅ 4 Baths ⋅ A4631631 MLS
Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Siesta Key
$5,392,000
4 Beds ⋅ 6 Baths ⋅ A4620571 MLS
Virtually Staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also features the primary bedroom, powder bath, and laundry room. The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space. Located on the second floor are the second and third bedrooms each with their en suite bathroom. On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony. Enjoy your private den or office with walk in closet and mechanical storage closet. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy. Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking. You can even golf cart to the Siesta Key Village. Come see for yourself, this brand new residence and feel the Siesta Key life style. This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota. Don't miss out on this home! Some photos virtually staged.

4819 Higel Avenue, Siesta Key
$7,950,000
4 Beds ⋅ 5 Baths ⋅ A4608628 MLS ⋅ 89 Beach BLDG.
Virtually Staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you to your sanctuary above. Park your collection of vehicles effortlessly in the expansive 4-car garage before ascending to your private oasis. Step out onto expansive covered balconies to savor the sea breeze and soak in the mesmerizing vistas. Entertain with flair in the rooftop pool area, complete with a firepit for cozy gatherings under the stars. Your own private beach cabana beckons for tranquil moments by the water's edge, while the gated entrance ensures utmost privacy and security. Indulge in the ultimate relaxation within the heart of Siesta Village, where world-class dining and boutique shopping await a mere two blocks away. Retreat to the comfort of your home office or unwind in the bonus/game room after hosting guests in one of the three en suite guest bedrooms, each offering unparalleled comfort and privacy. Luxuriate in the gulf-front master suite, adorned with ceiling-to-floor windows framing the endless ocean vistas. This is a rare opportunity to own a slice of paradise on iconic Siesta Key, where every amenity and indulgence awaits at your doorstep.

84 Avenida Veneccia Unit 202 & 203, Siesta Key