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$1,340,900
2 Beds 2 Baths A4685512 MLS 19 North Tower BLDG.
Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a bright, open layout that maximizes both comfort and those incredible water views. The recent renovation means everything feels brand new, from the sleek finishes to the updated amenities throughout. Both bedrooms are generously sized, including a spacious primary bedroom that serves as your personal retreat after days spent soaking up the Florida sunshine. The location puts you in the heart of Siesta Key's most desirable area, just steps from the famous powdery white sand beach that draws visitors from around the world. When you're ready to explore, Siesta Key Village is practically at your doorstep, offering an amazing collection of restaurants, shops, and entertainment options. Whether you're craving fresh seafood, tropical drinks, or just shop, the village has something for everyone. The building features a huge community pool perfect for lazy afternoons when you want a break from the beach. For daily needs, Morton's Siesta Market is conveniently nearby, and Boyd Park offers additional outdoor recreation options.

19 Whispering Sands Drive Unit 302, Siesta Key

$1,340,000
2 Beds 2 Baths A4685502 MLS South Tower BLDG.
GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas…the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention. Light-filled living and dining areas were thoughtfully designed to showcase the turquoise water, while neutral tones throughout create a relaxed coastal elegance. The kitchen blends style and function with granite countertops, a built-in desk, custom cabinetry, and all new Frigidaire Gallery appliances WITH induction cookware included. The master is a relaxing retreat with endless Gulf views, oversized walk-in shower, double vanity and spacious walk-in closet. The inviting guest bedroom and bath will have your guests planning their next visit before they even unpack. Architectural details include crown moldings, rounded corner walls, recessed lighting, and many designer finishes. Plus, newly installed 3-layer monolithic sliding doors with turtle tint, remote controlled solar shades, and 3 wall-mounted NEO LED TVs. This residence can also be sold turnkey furnished, allowing immediate enjoyment of the Siesta Key lifestyle. Amenities include 800ft of private beach, two pools, two clubhouses (one exclusively for tower residents), fitness center (coming soon) with new state-of-the-art equipment, beachfront tiki hut, BBQ grills, kayak/paddleboard storage, and beautiful new landscaping project underway soon. Few places combine this level of renovation, elevation, and Gulf views so close to Siesta Key Village—don’t miss this exceptional opportunity to own in one of Siesta Key’s most iconic beachfront settings. NOTE: Whispering Sands is considered a 55+ community; however, ownership is NOT age-restricted, making this an excellent option for anyone considering a vacation retreat or future home.

20 Whispering Sands Drive Unit 1102, Siesta Key

$1,340,000
3 Beds 3 Baths A4601948 MLS
Nestled in the heart of picturesque Siesta Key, this stunning turnkey 3-bedroom, 3-bathroom single-family home offers the perfect blend of luxury, comfort, and convenience. As you step inside, you're greeted by an expansive open concept living area, complete with vaulted ceilings that enhance the sense of space and elegance. Natural light floods through large windows, creating a warm and welcoming atmosphere that is perfect for both relaxation and entertaining. The home boasts a spacious primary suite, designed for ultimate comfort and privacy, featuring an en-suite bathroom that promises a tranquil retreat from the hustle and bustle of daily life. A second bedroom also includes an en-suite, offering guests or family members their own private space. The kitchen opens seamlessly to the living and dining areas, ensuring that whether you're cooking up a storm or hosting a gathering, you're always part of the action. With ample storage, and sleek countertops make this kitchen a chef's dream. Step outside to the backyard oasis, where a sparkling pool awaits, complete with a mesmerizing water feature that adds a touch of serenity. The pool area is the perfect spot for soaking up the Florida sun, hosting barbecues, or simply enjoying a quiet evening under the stars. For those who require a bit more space, the oversized two-car garage offers ample room for vehicles and storage, ensuring that your space remains clutter-free. Situated just a 1/4 of a mile from the world-renowned Siesta Key Beach, this home places you minutes away from pristine white sand beaches and crystal-clear waters. The Village of Siesta Key, with its charming shops, restaurants, and entertainment options, is only 3/4 of a mile away, making it easy to enjoy the best of what Siesta Key has to offer. This property is not only a luxurious residence but also a proven investment, boasting a great rental history. Whether you're looking for a permanent home, a vacation getaway, or a lucrative rental property, this home on Siesta Key offers it all.

5322 Cape Leyte Drive, Siesta Key

$1,335,000
2 Beds 2 Baths N6136155 MLS A BLDG.
One or more photo(s) has been virtually staged. Location, Location, Location!***SPECTACULAR POOL, BEACH & GULF VIEWS***Welcome to the highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach (voted America's #1 beach by Trip Advisor)! This is where you'll find this completely updated condo with gorgeous beach and gulf views! Where you'll be just steps to private beach access to the white sands of Siesta Beach and the sparking waters of the Gulf of Mexico! As you enter the gated community, you'll feel like you've landed in paradise as you make your way down the brick paved streets to the building nearest the beach surrounded by tropical landscape throughout the beautiful grounds at Gulf & Bay. Next, take the elevator to the 6th floor and enter this beautifully updated condo! Everything is new from top to bottom! The kitchen features new cabinetry, quartz countertops, new appliances including a wine refrigerator and an island with breakfast bar. All new porcelain tile follows consistently throughout! The kitchen is open to the dining room/ living room. The primary bedroom offers an ensuite primary bathroom with dual vanity and sinks, and a spacious walk-in closet with built-in storage! All new plantation shutters. Inside laundry room with new washer, dryer and cabinetry. The sliding glass doors from the living room and primary bedroom lead out to your private balcony/lanai, where you'll overlook the pool and take in the amazing views of the beach and Gulf of Mexico! Where you'll enjoy breathtaking sunsets! Where the sun shines almost every day! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Partially FURNISHED WITH BRAND NEW FURNITURE! Schedule a showing today!

5790 Midnight Pass Road Unit 602, Siesta Key

$1,325,000
3 Beds 3 Baths A4599866 MLS
Welcome to the epitome of coastal living on PALM ISLAND, SIESTA KEY! This exquisite property, situated on not one but two lots, boasts a prime location that effortlessly combines tranquility with convenience. A short distance away from the renowned Siesta Beach, with its powder-soft sands and captivating azure waters, this home is a haven for beach lovers. Siesta Beach has rightfully earned its title as the #1 Beach in the USA, providing an idyllic backdrop for relaxation and recreation. Nestled within the serene and friendly community of Palm Island, this sprawling ranch home has undergone meticulous updates, presenting itself in a like-new condition. A complete remodel in 2013-2014 included new metal roof, hurricane-rated windows, Plantation shutters throughout, double garage to replace carport, new heated saltwater pool & spa, attractive new landscaping & walkway, lighting & irrigation system. Replaced A/C & HWH, updated all electrical & plumbing, completely updated kitchen w/Silestone countertops & Stainless Steel appliances including wine cooler. Upgrades too numerous to itemize: ASK FOR LIST. With three bedrooms and three baths & easy care terrazzo and luxury vinyl flooring, this residence provides ample space for comfort and relaxation. The outdoor oasis of this property is enhanced by a gorgeous pool & spa, inviting you to unwind in style and privacy. Residents can also explore nearby Siesta Key Village, a charming enclave featuring an array of restaurants and boutiques. Indulge in culinary delights or peruse the boutique shops, all within easy reach. For those seeking a cultural escape, downtown Sarasota is a short drive away, offering a vibrant arts scene, theaters, and diverse entertainment options. Owning this piece of paradise means embracing the Siesta Key lifestyle to the fullest – where every day feels like a vacation. Don't miss the opportunity to experience the perfect blend of coastal charm and modern luxury in this must-see home on Palm Island.

77 Island Circle, Siesta Key

$1,325,000
3 Beds 3 Baths A4585094 MLS 9122 BLDG.
DIRECT WATER VIEWS! Welcome to Somerset Cay, an exclusive 17 unit condominium on the south end of Siesta Key. This end unit, 3 bedroom, 3 bath former designer model features 2558 square feet and oversized waterfront decks. The secured lobby and restricted access elevator leads you to your private foyer on the second floor. The interior is furnished and includes custom faux finishes, tile, carpet, and bamboo floors, crown moldings, plantation shutters, granite countertops, walk in closets, high ceilings, inside laundry room, oversized two car garage, and a separate storage room. Amenities include a resort style pool, spa, fitness center, barbeque area, kayak storage, and launch area. Somerset Cay is close to Turtles Bar and Grill, Ophelias Restaurant, Turtle Beach, and the south key marina, Enjoy Siesta Key living at its finest and all that Sarasota offers.

9122 Midnight Pass Road Unit 24, Siesta Key

$1,325,000
2 Beds 2 Baths A4579584 MLS South Tower BLDG.
Welcome to Paradise! This stunning, 2022-2023 REMODELED, open concept 9th floor residence in the premiere GULF FRONT property of Whispering Sands is a true gem. Offering FULL GULF VIEWS and overlooking 800’ of your own private white crystal quartz beach - consistently voted among the best in the US - this condo is also being offered TURNKEY FURNISHED, making it easy to move right in and start enjoying your new idyllic Siesta Key lifestyle. As a highly desirable END UNIT, it also features an extra side window, flooding the space with natural light and offering additional views of the surrounding beauty. Wake up to the soothing sounds of the Gulf waves every morning as you enjoy unobstructed panoramic views of the turquoise waters from the comfort of your own private oasis. In the evenings, enjoy breathtaking symphonies of colorful sunsets and Gulf breezes from your private 24’ balcony. Your peace of mind is a priority with two sets of convenient motorized hurricane shutters. Cooking and entertaining have never been so stylish and easy in your new chef's kitchen which features beautiful quartz countertops, an 8' breakfast bar, stainless Frigidaire and Whirlpool appliances, built-in microwave, a 5 burner range, soft close drawers & cabinets, and elegant recessed and pendant lighting. If you’re an early riser, you’ll be rewarded with captivating sunrises from the east facing window in your bright eat-in kitchen. Durable and easy to maintain, beautiful luxury vinyl plank flooring throughout the unit adds a touch of sophistication. Both remodeled bathrooms feature quartz countertops and large glassed walk-in showers. Although it’s furnished with twin beds, the guest bedroom is large enough to hold 2 queen beds. 2015 HVAC. 2023 water heater. The common laundry serves just 6 units on the floor. With its luxurious features and turnkey furnishings, this unit represents the epitome of coastal living. Schedule your private showing today and make your dream of Gulf front living a reality!

20 Whispering Sands Drive Unit 901, Siesta Key

$1,305,000
4 Beds 4 Baths A4676152 MLS
EXCEPTIONALLY RARE - A Siesta Key Unicorn! This 4-bedroom, 4-bath property offers the opportunity to use as a Personal Residence (perfect for multi-generation living), Vacation Home or Duplex. This property is zoned for DAILY rentals, making it ideal for AirBNB! Just a short stroll to the world-famous sugary white sands of Siesta Key Beach, this charming coastal gem is beautifully renovated, decorated in soft beach-inspired hues with comfortable furnishings, tropical décor, and easy-maintenance tile flooring throughout. Designed for both lifestyle and performance, the property is being sold fully furnished and turnkey. Outside, enjoy a fenced, heated pool area surrounded by lush tropical landscaping that creates a private oasis for relaxation. The pool area offers brand-new lounge chairs, a grilling area, and outdoor dining for six—perfect for entertaining guests or unwinding after a day at the beach. There are four assigned parking spaces directly in front, adding convenience for owners and guests alike. This property offers exceptional flexibility and appeal. It is currently being professionally managed as a duplex with future bookings in place and a strong rental history. Whether you are looking for a personal residence for multi-generational living, a place to live AND generate rental income, or a high-performing short-term rental investment, this is it! The property is currently managed by a professional local vacation rental company, making ownership seamless and low-stress. Located close to shopping, dining, trolley stops, South Siesta Key Village, and more, this is a prime location that continues to attract repeat visitors year after year. Call now to schedule a private showing of this must-see property.

1123 Crescent Street Unit 1123/1125, Siesta Key

$1,300,000
3 Beds 3 Baths A4683685 MLS Turtle Cove #1 BLDG.
Imagine watching breathtaking Gulf sunsets from your own balconies every evening. Tucked away on the quiet south end of Siesta Key, this waterfront townhome-style condo offers incredible water views from nearly every room. As part of the intimate 7-unit "Turtle Cove" community, you'll have no neighbors above or below you, and the soundproof construction ensures total peace and quiet. ..... This home is a boater’s dream. It comes with the use of one of seven equal boat slips, where you can add a lift, and you’re just a 10-minute ride out to the open Gulf through Midnight Pass. If you prefer kayaking or paddleboarding, a launch right behind the unit gives you direct access to the lagoon and the Intracoastal Waterway. When you’re ready for the beach, a 5-minute walk through a shady park leads you to the white sands of Turtle Beach. .... Step inside, and you’ll be greeted by light-filled spaces thanks to expansive, impact-resistant windows and sliding doors. The main floor features a large, screened balcony that feels like an extension of your living space—perfect for morning coffee or dining al fresco. The bright, eat-in kitchen is equipped with stainless steel appliances and has a convenient pass-through to the dining room. Upstairs, the bedrooms feature beautiful cork flooring that’s both quiet and comfortable underfoot. The primary suite is a true retreat, facing west with its own private, screened balcony to enjoy the sunset reflections on the lagoon. The en-suite bathroom has twin sinks, a walk-in shower, and a relaxing garden tub. Both the primary and second bedrooms have walk-in closets fitted with Closet-Tec organizers. The third bedroom is cleverly designed with two single Murphy beds, each with its own dimmable light and power outlet for charging devices. For convenience, the laundry closet is located right by the bedrooms. .... The lower level is a fantastic bonus space with a cozy wood-burning fireplace and a wall of glass windows and doors that open onto a waterfront patio, with the heated community pool just steps away. The oversized two-car garage offers plenty of room for vehicles and storage, and an elevator could easily be installed. .... This pet-friendly community is a haven for wildlife—you’ll love spotting pelicans, herons, jumping fish, and even the occasional dolphin or manatee. The location is ideal, offering a quiet residential feel while being just a short walk from two great restaurants and only 10 minutes from the bridge to the mainland. Best of all, you’re right next to the last southbound stop for the free Siesta Key trolley, ready to whisk you away to the shopping, dining, and fun of Siesta Key Village.

9000 Midnight Pass Road Unit 5, Siesta Key

$1,300,000
2 Beds 2 Baths A4680628 MLS Na BLDG.
Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to enhance both form and function, opening sight lines to the living space and creating a true gathering hub. White cabinetry, quartz countertops, and a newly added kitchen island replace the former peninsula, while the removal of the original owner’s closet provides additional counter and storage space—ideal for your coffee bar, display of fine spirits or to lay out your coastal cuisine buffet style. Both bathrooms have been upgraded with matching quartz countertops, creating a cohesive and modern aesthetic throughout. The primary suite offers a spa-inspired bath with an expanded layout, a sleek stand-up shower with frameless glass doors, and a newly added water closet for enhanced comfort and privacy. A locked owner’s closet allows for easy “lock-and-leave” ownership, perfect for seasonal use or rental flexibility. The guest bedroom comfortably accommodates two queen beds and features a generous walk-in closet with existing washer/dryer vent access, ready for a future installation if desired. Ownership at Sarasota Surf & Racquet Club feels effortless and exclusive as it includes access to two heated swimming pools, a fitness center, BBQ pavilion and recreation hall. An active tennis community brings residents together for fitness, fellowship, and a little competitive fun. The onsite rental management team cares for your investment, with a rare and advantageous 3-night rental minimum policy, and organizes all of the reservations and turnovers while you enjoy your return on investment. Ideally poised on Siesta Key’s pristine shoreline, this residence offers a rare blend of elevated design, resort-style amenities, and effortless island living.

5920 Midnight Pass Road Unit 704, Siesta Key

$1,300,000
2 Beds 2 Baths A4663613 MLS Bldg E BLDG.
Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

5750 Midnight Pass Road Unit 508 E, Siesta Key

$1,300,000
3 Beds 2 Baths A4653553 MLS
INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence!

572 Commonwealth Lane, Siesta Key

$1,300,000
3 Beds 2 Baths A4641347 MLS
LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE! A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the inter-coastal waterway and gulf. This property has 75 feet of dredged canal waterfront, with newer commercial-grade seawall, TREX dock with 10,000 lb remote-controlled lift, underwater lighting and large 15,000 gallon salt-system pool. This property was officially designated as having only minor hurricane damage and was completely renovated and professionally mitigated to the highest standards. Spacious three bedroom, two bath open-floor plan and large walk-in closets. This home is storm-solid with hurricane impact metal roof, garage door and PGT windows and slider doors for peace of mind and insurance savings. Brand-new kitchen and bathroom vanities. All new millwork including interior doors, crown molding and trim. New custom plantation shutters and roller shades create privacy and classic island style. Home is offered furnished with Restoration Hardware furnishings throughout. Newer paver driveway and gated golf cart pad. New appliances, water heater, HVAC and variable-speed pool pump/motor. Large screened lanai and maintenance-free yard. This beautiful home is ready immediately for your beach and boating dream. Schedule a showing today and make an offer!!

329 Avenida Leona, Siesta Key

$1,300,000
3 Beds 2 Baths A4634695 MLS
Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full bathrooms, office, art studio, and a spacious enclosed Florida Room with loads of natural light. Enjoy watching the boats cruise by from the private Gazebo overlooking 104 ft. of canal waterfront. Plenty of outdoor space in the large, fenced yard with a sweet Mango tree - this shade tree produces fruit every year and is surrounded by a brick paver patio and walkways. The home has been re-plumbed during a prior remodel along with a new roof. Bring your boat or kayak and enjoy waterfront living in Sarasota. The community with 4 miles of salt water canal front waterways and a short bike ride to the #1 rated Siesta Key Public Beach. Room for POOL and BOAT LIFT.

5402 Shadow Lawn Drive, Siesta Key

$1,300,000
4 Beds 3 Baths A4623913 MLS
LOCATED ON SIESTA KEY . . . PROXIMITY TO BEACH . . . 2017 NEW ROOF . . . 2021 NEW HOT WATER HEATER . . . 2018 NEW POOL SCREEN . . . 2016 REPLUMBED . . . REFACED KITCHEN CABINETS . . . OVER 1/3 OF AN ACRE LOT . . . LOCATION . . . LOCATION . . . LOCATION . . . Imagine daily walks on the famous powdery sands of Siesta Key and enjoying the breathtaking sunsets over the Gulf of Mexico daily. This property is situated on a quiet dead-end street, close to Heron Lagoon and Roberts Bay with lush landscaping on an oversized lot. This 4 bedroom, 2.5 bathroom home is spread across 2,512 square feet and offers you the opportunity to live the coastal Siesta Key lifestyle. The home sits on a .38-acre lot providing ample outdoor space for relaxation and entertainment. The property also includes a pool, perfect for enjoying the Florida sunshine. The interior is a comfortable layout with a generous living area, split floor plan with 2 guest rooms on one side with a full size bathroom and the primary space on the opposite. The large primary bedroom has two closets, one walk-in and one reach-in. There is another bedroom and half bath toward the front of the home which could also serve as an office. The flooring is a mix of true hardwood floors and tile. The front door opens up to a welcoming view of the pool, outdoor space, conversation room and a formal dining area. The kitchen is expansive with an abundance of storage and cabinet space. Located in a very desirable neighborhood, this is the perfect home for anyone looking to enjoy the Sarasota and Siesta Key lifestyle. Call today for your private tour.

737 Tropical Circle, Siesta Key

$1,300,000
2 Beds 2 Baths A4605418 MLS Casarina BLDG.
$50,000 price reduction on this turnkey-furnished beach stunner! Start your day gazing at Siesta Key’s famous Crescent Beach and Sarasota’s downtown skyline from your updated 8th floor condo. This stunning remodel includes tile flooring and crown molding throughout the unit. The open concept kitchen has high-end custom soft-close cabinetry, designer hardware and granite countertops. You’ll find plenty of storage with pull-out pantry drawers and a kitchen island with additional storage. Using beautifully curated color and design, the open kitchen flows to the dining, living and enclosed balcony spaces. The Robb and Stucky designer furnishings and color palette combines a sophisticated elegance with a casual beach ambiance that is perfect for Siesta Key’s indoor/outdoor lifestyle. Begin your day by walking up in your large primary bedroom to spectacular views of the beach. The en-suite bathroom has been updated to include dual sinks and a large walk-in shower. Your family and friends will love the beach views from the second bedroom. Impact sliding doors were added to the balcony in 2018. The full-sized laundry room offers additional storage. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses seven acres of tropical landscaping. The complex has a clubhouse with kitchen and an exercise room. Spend your days enjoying the beachside pool and spa, play a game of tennis or pickleball on one of the three lighted courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.

5880 Midnight Pass Road Unit 804, Siesta Key

$1,300,000
3 Beds 3 Baths A4596784 MLS
Come find your piece of paradise on Palm Island. Lovingly coined “the heart of Siesta Key” due to its unique heart shape, this quiet community of only 155 homes is rich in history and full of community camaraderie. Built in 1972, this 2,300 square foot homestead has been thoughtfully maintained and had updates completed over the years while still maintaining its charming character. Lush, tropical landscaping frame the cheerful yellow abode as you draw toward the covered patio and are invited in through the glass paneled double front doors. Bright with Florida sunlight through ample windows and reflected from floor to ceiling mirror features, the charm and whimsy of this home will delight you throughout. Three spacious bedrooms and 3 full bathrooms are arranged in an array around the heart of the home, the kitchen and living room space. The kitchen boasts shaker style cabinetry, granite countertops, attractive stainless appliances and upgraded recessed lighting. Don’t miss a moment or a memory in the open concept living space featuring vaulted ceilings, a wet bar area and a fantastic, tiered media wall with built ins for your special treasurers to be displayed under the additional accent lighting. Indoor/outdoor living is seamless with double French doors opening to the backyard where sunny Siesta memories can be made poolside. A covered patio is a comfortable spot to host your intimate gathering while there is ample space for lounging in the sun. A unique opportunity presents itself as this home features a detached two-car garage with a second story permitted for a one bedroom, one bathroom apartment that could be an additional home office, hobby room, media den, teen hangout, in-law suite or whatever your imagination desires. Truly a treasure on Siesta Key, this home is ready for the next owner who seeks the laid back Florida lifestyle while living just steps from the white sands of Crescent Beach and the bustle of the Siesta Village. A short drive off the key and you have the gulf coast at your fingertips with a vibrant downtown Sarasota scene, fine dining and eateries, top notch shopping, a plethora of beaches and endless, engaging recreational opportunities.

357 Island Circle, Siesta Key

$1,300,000
3 Beds 2 Baths A4595596 MLS 1 BLDG.
Welcome to paradise at 6236 Midnight Pass Road, unit 407! This stunning 3-bedroom, 2-bathroom condo is a rare gem nestled in Siesta Dunes resort, offering an unparalleled beachside living experience. Situated on Siesta Key's renowned #1 beach, where quartz powdery sand gently caresses your feet, this property exudes luxury and relaxation. As you step inside, you'll be immediately captivated by the elegant design and modern upgrades. The entire condo boasts granite counters throughout, creating a sleek and classic ambiance. The recently updated kitchen and bathrooms elevate the overall aesthetic, providing both style and functionality. The vaulted ceiling adds an airy and spacious feel to the living area, enhancing the already breathtaking views of the Gulf of Mexico visible from the private patio deck off the primary bedroom and living room. Imagine waking up to stunning sunrises or unwinding with colorful sunsets - this is coastal living at its finest! With the added perk of allowing weekly rentals, this condo presents an excellent investment opportunity with great rental potential. Whether you're looking for a permanent residence or a lucrative vacation rental, this property checks all the boxes. Siesta Dunes resort offers exclusive amenities, including a beautiful pool area, tennis courts, and direct access to the pristine beach. With only 12 three-bedroom units like this one in the entire resort, they rarely become available - making this an exceptional opportunity. Convenience is key with a covered carport providing shelter for your vehicle and a storage unit to keep your belongings organized. And let's not forget that you'll have direct access to Siesta Key's famous quartz powdery sand beach right at your doorstep. Don't miss out on your chance to own a piece of paradise on Siesta Key. Call now to schedule a private showing and let yourself be enchanted by all that this incredible condo has to offer. Live life to the fullest in a place where dreams come true!

6236 Midnight Pass Road Unit 407, Siesta Key

$1,295,000
2 Beds 2 Baths A4638511 MLS South BLDG.
Don’t miss this one. Crescent Arms direct gulf front unit. This unit has a 180 degree view of beautiful Crescent Beach. This unit has been updated completely and the rental numbers reflect it. Two bedrooms Two bath split plan offers complete privacy to all guests. Large family room with fabulous views of the gulf. This unit comes equipped with Hurricane protective doors and was untouched by the past storms we had this past hurricane season. 1 week minimum rentals are allowed giving you the ability to generate maximum income for this unit. Covered assigned parking. Common Laundry on each floor and a beautiful pool and clubhouse onsite. Access to the beach is close as these buildings sit right at the edge of the beach. Take the island trolly for restaurants and shopping in the village. Appointment required as this is a busy unit in season.

6312 Midnight Pass Road Unit 301S, Siesta Key

$1,290,000
2 Beds 2 Baths A4666698 MLS South Tower BLDG.
Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the Gulf. Balconies on the penthouse level are two feet wider than the floors below and offer the ultimate in privacy and tranquility, allowing you the opportunity to enjoy the breathtaking sunsets while watching the soothing waves roll in without interruption. To make this offer even better, there are new impact windows and sliding doors, water heater installed in 2019, HVAC installed in 2021 and a large private storage locker just outside the front door. Whispering Sands is a resort-style community with amenities that include two swimming pools, two clubhouses, exercise rooms, a picnic area with a tiki hut and grills, kayak and canoe storage, a large lagoon, meticulously landscaped grounds and more than 800 feet of private beach. Situated in the heart of world-renowned Siesta Key Village, you'll have private access to the island's vibrant dining, shopping and entertainment scene along with all the services you'll need to enjoy an island lifestyle. And you’ll be just minutes from the many cultural attractions Sarasota offers such as the Ringling Museum, Selby Botanical Gardens, the Florida Studio Theatre, Sarasota’s own Opera, Orchestra and Ballet, the Van Wezel Performing Arts Center, Mote Marine, Sarasota Jungle Gardens, world-class golf courses, professional sports teams and much more. Whether you're seeking a vacation retreat, investment property, or year-round beachfront living, this Whispering Sands condo offers a remarkable opportunity.

20 Whispering Sands Drive Unit 1205, Siesta Key

$1,285,000
2 Beds 2 Baths A4684587 MLS 6300 BLDG.
Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the open-concept living and dining areas flow seamlessly toward expansive Gulf views, creating a light-filled retreat that feels both relaxed and welcoming. A comfortable blend of style and practicality, appreciate the low-maintenance tile floors flowing through the main living and kitchen areas and the sustainable bamboo floors adding warmth to both bedrooms. The kitchen features handsome wood cabinetry, granite countertops, stainless steel appliances, and updated lighting. A thoughtfully designed peninsula extension provides additional prep space and bar-height seating—ideal for a pre-beach breakfast, casual dining & entertaining, or gathering to revisit the day’s adventures. Move right in as this home is offered turnkey furnished, showcasing comfortable rattan accents and whimsical coastal décor that perfectly complement its beachfront setting. Ownership at Crystal Sands is refreshingly effortless, supported by an experienced on-site rental management team that handles everything from bookings and guest coordination to housekeeping and turnovers. A 14-night minimum rental policy helps maintain an elevated atmosphere and consistent clientele, offering strong income potential without the transient feel of shorter-term communities. Crystal Sands offers direct beach access to Siesta Key’s world-renowned quartz sand along with resort-style amenities and strong rental appeal. Whether envisioned as a personal beachfront getaway or an income-producing investment, this 7th-floor residence delivers comfort, views, and the unmistakable charm of Gulf-front living on one of Florida’s most celebrated beaches.

6300 Midnight Pass Road Unit 708, Siesta Key

$1,285,000
2 Beds 2 Baths A4592585 MLS Crystal Sands BLDG.
Indulge in the epitome of coastal living with this exquisite Siesta Key Gulf-front condominium, boasting breathtaking panoramas of the Emerald green. Waterways of the Gulf of Mexico and the world renowned crushed rose quartz sands of Siesta Beach. This meticulously remodeled 2-bedroom, 2-bath residence, fully furnished, stands as an idyllic beach retreat or a savvy investment property. Elevating your experience to new heights, this residence occupies the coveted 10th floor of the iconic Crystal Sands building, offering a unique end-unit advantage. The spacious 35’ wraparound screened balcony, a hallmark of this distinguished unit, extends your living space, providing an immersive vantage point for awe-inspiring sunset views over the Gulf and the cityscape to the east. The interior design seamlessly blends sophistication with the simplicity of beachfront living, featuring a tastefully designed kitchen and baths using a soothing color palette. The split-bedroom layout enhances privacy and is ideal for hosting guests, while an in-unit laundry storage room adds to the convenience. Crystal Sands has undergone extensive renovations, ensuring a modern and secure living environment. From a newer roof to reinforced balconies, a glass elevator, and lush landscaping, the entire building reflects a commitment to quality and longevity. Residents benefit from private, deeded access to Siesta Beach's white-sand shores, beach chairs, and resort-style amenities, including two heated pools (one beachside), barbecue grills, and assigned covered parking. The pet-friendly complex, welcoming pets up to 20 lbs, provides a true island paradise experience. Whether you're seeking a winter escape or considering an investment opportunity, the onsite rental program, with a 2-week minimum rental period, offers flexibility. Situated in the heart of Siesta Key, Crystal Sands provides easy access to the vibrant south Siesta Village, offering a variety of restaurants, entertainment, boutiques, and shopping options. A complimentary trolley service, conveniently stopping in front of the resort, connects residents to all Siesta Key Village has to offer. For those looking to explore beyond the island, downtown Sarasota is a mere short distance away, featuring theaters, museums, entertainment, and a diverse dining scene. Seize the opportunity to make this Siesta Key retreat your own, where every day is a celebration of sun, sand, and the coveted island lifestyle. Design services included with this gorgeous unit!

6300 Midnight Pass Road Unit 1001, Siesta Key

$1,283,000
2 Beds 2 Baths A4589599 MLS 1240 BLDG.
Bayview Beauty! Stunningly upgraded and newly furnished from Arhaus. This bayfront community of only 50 condos is described as very social, relaxing, and fun by its many full-time residents, giving it a friendly neighborhood feel. The location is unbeatable, with easy beach access and a trolley stop right outside. This top floor condo with cathedral ceilings and designer flooring has a floorplan that flows like a single-family home. Over 2000 square feet of living space (larger than most homes on the key) provides maximum comfort while resulting in a lower price per square foot. A spacious lanai offers amazing views of the intracoastal waterway. The remodeled kitchen features quartz countertops, new cabinets, a stainless farmers sink, and GE Profile appliances. Dolphin Bay amenities include a clubhouse, fitness center, tennis courts, day dock, pool, spa, and a private garage under the building. Pets are welcome, too! Don't miss out on this beautiful and unique condominium.

1240 Dolphin Bay Way Unit 502, Siesta Key

$1,275,000
2 Beds 2 Baths A4681536 MLS E Building BLDG.
Poised above the world-famous quartz sands of Siesta Key, this penthouse-level residence delivers a front-row seat to the Gulf of Mexico—where breathtaking beach views, refined modern design, and resort-style living come together in one extraordinary coastal retreat. Welcome to 5750 Midnight Pass Road, Unit #704, a top-floor, move-in-ready condominium located within the prestigious Gulf & Bay Club. From the moment you enter, sweeping Gulf and shoreline vistas draw you through the open living space and out to the private balcony—an idyllic setting for morning coffee, sunset cocktails, and endless coastal breezes. The interior has been thoughtfully and completely remodeled to reflect today’s most sought-after contemporary coastal aesthetic. Sleek Durastone porcelain tile flooring, solid core doors, plantation shutters, and crisp architectural lines create a polished, sophisticated atmosphere throughout. The chef-inspired kitchen is both stylish and functional, featuring white cabinetry, quartz countertops, built-in GE Monogram stainless appliances, recessed lighting, and statement pendants illuminating an oversized island with seating—perfect for entertaining against a backdrop of turquoise Gulf waters. The open-concept living and dining areas are flooded with natural light and designed to maximize the penthouse perspective. A versatile entry-side closet with a window offers flexibility as a potential workspace or owner’s storage, enhancing the home’s livability. Both bedrooms are generously sized to accommodate king beds, while the spa-inspired bathrooms showcase walk-in showers with floor-to-ceiling tile and refined modern finishes. A dedicated laundry room with full-size washer and dryer and custom storage completes the residence. Beyond the walls of this elegant retreat lies one of Siesta Key’s most celebrated amenity collections. Set on 32 acres with 800 feet of private beach, Gulf & Bay Club offers an unmatched resort lifestyle with three swimming pools, six tennis courts, six pickleball courts, racquetball, basketball, shuffleboard, fitness center, saunas, indoor spa, multiple BBQ areas, and two clubhouses. Additional conveniences include EV charging stations, a car wash area, owner-only guest suite, 24-hour security, and Wi-Fi throughout the property—all within a beautifully maintained, gated setting. Perfectly located on iconic Siesta Key Beach and just minutes from dining, shopping, and entertainment, this penthouse residence offers a rare opportunity to own a luxury beachfront condo with panoramic views and modern upgrades! Unit #704 at Gulf & Bay Club isn’t just a home—it’s a lifestyle reserved for those who demand the very best of coastal living.

5750 Midnight Pass Road Unit 704E, Siesta Key

$1,275,000
2 Beds 2 Baths A4629968 MLS 5924 BLDG.
Just in time for the lucrative winter and spring season on Siesta Key, this stunning two bed, two bath beach condo presents an enticing opportunity to own at the incomparable Sarasota Surf & Racquet while earning income. Located in the highly sought after building Y, this spacious retreat blends coastal living and modern comfort. Located just steps from the sandy shore, life is (literally) a breeze with attractive and durable LVP flooring throughout. Inside, the open floor plan creates a bright and airy space. The kitchen is adorned with whimsy and features bright white cabinets and appliances topped with neutral stone countertops that gleam under the updated recessed lighting and crown molding detail. Whether you are cooking for two or a few, you can serve your creative cuisine at the convenient counter seating, or the dining space equipped for four. Plush furnishings create a snug sanctuary to kick up your feet and recharge. The show stopping moment is on the enclosed lanai, where the pub table and four chairs provide a perch to drink in the view swaying palms and warm waves lapping on the white sand. Neutral and calming, the owner’s suite is a peaceful retreat with an updated bath and ample storage. Host family and friends in the comfortable and generous guest quarters with an additional full bath. Sarasota Surf & Racquet offers the best of the Florida lifestyle on 13 acres of beachfront property with amenities that include two large, heated swimming pools; three tennis courts and two pickleball courts; a well-equipped fitness center; beachside and poolside barbecue grills. A top notch onsite rental service is available for your convenience!

5924 Midnight Pass Road Unit 209, Siesta Key

$1,275,000
2 Beds 2 Baths A4601617 MLS E BLDG.
Welcome to your Siesta Key beachfront retreat, situated on one of the most globally desirable shorelines. This exclusive, gated Gulf & Bay Club residence offers an incredibly beautiful lifestyle right on the Gulf of Mexico. Savor sweeping views of the Gulf of Mexico waters and pristine sugar sand from this beautifully updated 1,335sqft open concept condo. Starting in the kitchen with stone countertops and stainless-steel appliances to the updated flooring through to the spacious lanai for additional space to entertain. With 2-bedrooms, 2 updated bathrooms, recessed lighting, and a primary suite with dual sinks to enhance the luxurious living experience. Immerse yourself in resort-style amenities, including 3 heated pools, 8 tennis courts, a fitness center with spa and dry sauna, an expansive clubhouse, racquetball and basketball courts, and multiple barbecue areas with Tiki-style picnic tables. Gulf & Bay Club is situated on 32 acres of manicured tropical landscaping, with a gate and guard, 800 feet of private beach, walking trails, and an engaging social calendar. With conveniences like in-unit laundry and a recently renovated covered carport, this residence at the Gulf & Bay Club on Siesta Key offers quintessential and elevated island life. This unit has not previously been used as a rental.

5750 Midnight Pass Road Unit 607E, Siesta Key

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