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$1,175,000
3 Beds ⋅ 3 Baths ⋅ A4633750 MLS
One or more photo(s) has been virtually staged. This home had no water intrusion nor structural damage through hurricanes. Welcome to this beautifully updated home in the highly sought-after Siesta Cove neighborhood on Siesta Key, just a short distance from the world-renowned Siesta Beach and the vibrant Siesta Key Village, offering an array of shopping, dining, and entertainment options. This stunning property features 3 spacious bedrooms, den/office and a small bonus room off the second bedroom, roof 2023 and new ac and ductwork 2023 as well. Outdoors you'll find a freshly landscaped front yard, heated pool, and a large screened-in patio, perfect for relaxing and entertaining in a tropical paradise. Step inside to find an open and airy layout with vaulted ceilings and luxurious finishes throughout. The inviting living area boasts a cozy fireplace, creating a perfect setting for both relaxation and entertaining. The modern kitchen is equipped with sleek countertops and top-of-the-line appliances, ideal for preparing meals in style. Outside, the expansive screened patio offers a peaceful oasis surrounded by lush tropical landscaping, while the heated pool adds an extra touch of resort-style living. Whether you’re lounging poolside or enjoying the nearby beach, this home provides the ultimate Siesta Key lifestyle. With its ideal location and exquisite updates, this home is a rare find. Don't miss your chance to experience the best of island living!

1211 N View Drive, Siesta Key
$1,175,000
2 Beds ⋅ 2 Baths ⋅ A4597634 MLS ⋅ Na BLDG.
Penthouse condominium with running beach and gulf views

5880 Midnight Pass Road Unit 908, Siesta Key
$1,170,000
2 Beds ⋅ 2 Baths ⋅ A4655729 MLS ⋅ Na BLDG.
Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

6312 Midnight Pass Road Unit 102S, Siesta Key
$1,165,000
2 Beds ⋅ 2 Baths ⋅ A4652602 MLS ⋅ W BLDG.
Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets. All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of the best rental places in Siesta Key. Direct view from the enclosed balcony, living room and from master bedroom. Floors are all porcelain tile. Kitchen and baths have been remodeled and newer bedroom furniture and impact resistance windows. Amenities include 4 pickle ball courts,3 tennis courts of which 2 are clay,Fitness Room very well equipped, Business Center, Recreation Room, 2 heated pools with grilling areas and picnic tables close to the beach. Lounge Chairs are available and you can rent umbrellas for the day or you can bring your own. Enjoy free transportation in Siesta Key that will take you to the Village to enjoy all the shops, restaurants and bars. Nothing to do, enjoy your summer in Siesta Beach. Rental History is in attachments 2024-2026

5916 Midnight Pass Road Unit 404, Siesta Key
$1,160,000
2 Beds ⋅ 2 Baths ⋅ A4595836 MLS ⋅ Siesta Towers BLDG.
This rare gem invites you into a world of exquisite design, breathtaking views and an ideal tropical setting. On idyllic north Siesta Key, this coastal retreat unveils an open-plan layout framed by expansive hurricane glass, seamlessly flowing to a spacious balcony that offers enchanting water views. Witness the mesmerizing spectacle of marine life and the sparkling blue-green waters while the magical sunsets paint the sky. Inside, you'll discover a meticulously remodeled interior, where walls were stripped to the studs to ensure a complete modernization encompassing every detail from electrical and plumbing to hurricane windows, HVAC and water heater. Porcelain white floors with graceful grey veins create the ideal coastal design ethos for the contemporary cabinetry and countertops in the handsome kitchen and living spaces. Both bedrooms boast complete updates with en-suite baths adorned with sleek, contemporary tile. Offered turnkey furnished, this beautiful property invites you to immerse yourself in comfort and enjoy art crafted by local Siesta Key artisans. Forget the car, you are just around the corner from vibrant Siesta Key Village, with its charming boutiques, open-air dining and gorgeous Siesta Key beach. Not just a home but a lifestyle, the condominium building is undergoing thoughtful enhancements. Indulge in coastal living at its finest, where every moment is framed by the beauty of your surroundings, and the allure of Siesta Key becomes your everyday reality.

4822 Ocean Boulevard Unit 10F, Siesta Key
$1,155,000
2 Beds ⋅ 2 Baths ⋅ A4596366 MLS ⋅ Na BLDG.
Casarina is poised elegantly on 7 acres of plush, tropical grounds and is located directly on world-renowned Crescent Beach. You will melt away on it’s powder white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully updated to provide the ultimate beach home for you to call your own. Come and see for yourself the many features that truly make this everything you could desire, whether it’s for part-time or full-time residency. Hurricane impact windows, stone-look tile on lanai, updated kitchen and S/S appliances are just a few of the features. Residents relish the expansive, heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted tennis/pickle ball courts. You will appreciate the on-site management office, fitness room and large community center for parties, gatherings and meetings. This is beachside living at it’s finest!

5880 Midnight Pass Road Unit 605, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4680893 MLS ⋅ North Tower BLDG.
Sleek. Contemporary. Timeless elegance—with breathtaking views. Welcome to Whispering Sands, Unit #1105. This exquisite residence showcases thoughtfully curated finishes throughout, blending refined design with effortless coastal living. Crown molding, recessed lighting, and ceiling fans are just a few of the elegant details that set the tone. Offered turn-key and beautifully furnished with pieces from Bernhardt, Crate & Barrel, and more, this home is truly move-in ready. The cook’s kitchen is nothing short of divine and designed for entertaining. Stunning Cambria® quartz countertops are complemented by an impressive 8-foot waterfall breakfast bar. Abundant graceful cabinetry features soft-close doors and drawers throughout. The premium BOSCH stainless-steel appliance suite includes a refrigerator, range, dishwasher, built-in drawer microwave, and a 32-bottle wine refrigerator. Wide-plank tile flooring flows seamlessly throughout the home, creating an expansive, cohesive, and airy feel. The dining and living areas are ideal for everything from an intimate weeknight dinner and movie to larger gatherings with family and friends. Floor-to-ceiling impact glass sliders in both the living room and primary bedroom frame stunning views of the beach and the Gulf—and those unforgettable sunsets. Hunter Douglas motorized, light-filtering shades allow you to tailor the ambiance to suit your mood. The primary suite rivals a luxury hotel, offering sweeping Gulf views right from the bed. The spa-inspired bath is beautifully appointed with dual sinks, a vanity, abundant storage, a rainfall shower with built-in bench, and striking tile work—your own private sanctuary. The guest bedroom provides a welcoming retreat for visitors, conveniently located near a private guest bath. This gracious home delivers beauty, sophistication, and timeless design—just steps from a private beach, swimming pools, clubhouse, Tower Lounge, and the charm of Siesta Village.

19 Whispering Sands Drive Unit 1105, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4660185 MLS ⋅ 5790 BLDG.
Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

5790 Midnight Pass Road Unit 702, Siesta Key
$1,150,000
4 Beds ⋅ 3 Baths ⋅ A4635645 MLS
An incredible opportunity in the highly coveted Point of Rocks enclave on Siesta Key! This 4-bedroom, 3-bath, 2,732 sqft home sits on a rare double lot with no neighbors on three sides and is just a quick stroll to beach access #13 and within minutes of South Siesta Village’s shopping, dining, and nightlife. The primary suite is a private second-floor retreat with a balcony overlooking the large screened-in pool and oversized backyard, featuring a tiki hut, a bridge feature, and mature hedging for privacy. The first floor has been remediated, taken down to the studs, and inspected with no presence of mold (a copy of this report is available), allowing a buyer to complete renovations to their taste or build new. This property offers multiple possibilities—renovate and restore the existing home, live in it while designing a custom build, or clear the lot to create a brand-new luxury estate in an area surrounded by multi-million-dollar new construction homes. With its prime location, generous lot size, and flexible options, this is an unparalleled opportunity to create your ideal coastal retreat.

7147 Point Of Rocks Circle, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4633231 MLS ⋅ Terrace East BLDG.
Welcome to your dream coastal retreat! This condo offers breathtaking views of the Gulf of Mexico, placing you just steps away from a deeded beach access and the sparkling shoreline. Located in the vibrant heart of Siesta Key Village, this property offers unparalleled access to the best dining, shopping and entertainment, all just a few steps away from your door. Whether you're savoring the sunset from your private balcony or strolling to the nearby Siesta Key beach that is ranked as one of the best beaches in the world, this condo provides the ultimate island lifestyle. Perfect for year-round living or a vacation getaway, this condo delivers the best of Gulfside living. Nestled in a well-maintained building with a secured lobby entrance, this residence promises both comfort and peace of mind. Enjoy an array of amenities, including a pool, fitness center, tennis court and social spaces perfect for entertaining and relaxing. Don't miss this rare opportunity of gulf views- schedule your private showing today!

5300 Ocean Boulevard Unit 704, Siesta Key
$1,150,000
3 Beds ⋅ 2 Baths ⋅ A4631484 MLS
This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable.

6536 Sabal Drive, Siesta Key
$1,150,000
6 Beds ⋅ 5 Baths ⋅ A4627857 MLS
Fantastic lot to build your dream house on ~ .32 of an ACRE and on a great canal-front lot (100x154x81). CONSTRUCTION FINACING AVAILABLE FOR QUALIFIED BUYER! This home has had significant storm damage and is now being sold as a tear down!! Situated in one of Sarasota’s premier canal locations, this property is located a quick bike ride to the beautiful sands of Siesta Key beach. Siesta Key Village is known for its endless shopping and dining venues, and just a bridge away from the mainland and all that Sarasota has to offer. With no HOA or CDD, and a large waterfront lot, this home is the perfect vacation or year round destination. Don’t miss this opportunity to own a piece of paradise. This home is being sold "as-is" and will require a cash transaction.

4915 Primrose Path, Siesta Key
$1,150,000
3 Beds ⋅ 3 Baths ⋅ A4597800 MLS
Below Market Value, Motivated Seller ! This Unique Coastal Contemporary is completely updated in a highly desirable community on Siesta Key just minutes to the famous Siesta Key Beach! If you are seeking a second home, a rental investment opportunity or multigenerational living with an in-law suite this is it! The upstairs includes 2bd/2 baths with incredibly spacious living and the first floor features a 1bd/1 bath with living area/studio. Soaring ceilings and natural light make this coastal home so inviting. The exterior travertine marble staircase with sidelights leading to the front door is the first indication of how perfectly planned this renovation was. There was no expense spared with the designer interior finishes as you enter this expansive open floor plan with LVT floors throughout. The kitchen was so well tailored for entertaining with a 10' natural quartzite island with waterfalls and composite sink. The high end Schuster Modico cabinetry is complimented by the Stainless appliances including a Fisher Paykel refrigerator and a GE Profile induction range with convection oven and microwave drawer. Retire to the master suite that will wow you with its size and walk in closet with built-ins. The master bath features gorgeous tile and quartz finishes, dual vanities and a free standing tub and separate shower. The secondary bedroom is spacious as well with plentiful closet space and a fully remodeled bath with quartz finishes. The laundry facility includes brand new stacked washer/dryer and cleverly created storage space. As you venture to the outdoors you can enjoy the cool ocean breezes from the upstairs patio off the living room and master bedroom made of trek decking. You will love the oversized pool cage and as you meander down to the pool / lanai you will be captivated by the beautiful natural travertine marble pavers and plentiful covered area to relax or entertain. The resort style pool with coastal tiles will lure you in to cool off on those hot summer days but enjoy the heated pool on those cool winter nights! You will love the privacy as you are surrounded by tropical landscaping with a fully fenced backyard and maintenance free living at its best ! This is practically a new home with all the numerous updates including, new roof, new electrical and plumbing, new AC, new pool heater, all new appliances, interior and exterior painting with new hardiboard siding, all new LED lighting throughout with windows shades to filter the sunlight. Even the garage is impressive with an epoxy floor and slat board walls. Come enjoy the Florida lifestyle, basically maintenance free living and everything Siesta Key has to offer. Minutes to the Village with restaurants, shopping and the World renowned Siesta Key Beach!

4939 Commonwealth Drive, Siesta Key
$1,150,000
3 Beds ⋅ 2 Baths ⋅ A4596086 MLS
Incredible opportunity to own a slice of paradise that is tucked away from the road in the desirable Canopy area of the Island providing a private oasis. This split plan 3 bedroom, 2 bath home is minutes away from world-renowned Siesta Beach. Located on a quiet street, close to everything, this home is just what you would expect for the perfect beach home. This home has a huge lot with tropical landscaping and room to store your RV with electrical in place. Includes 2 car garage, metal roof (all new screws in 2021), flat roof over open patio in rear replaced in 2021, 2018 hurricane impact windows and doors, pool resurfaced in 2017, AC installed 2021 and a generator transfer switch. The bright interior has beautiful plantation shutters for that beachy feel and opens to a huge screened lanai and pool area which is the ideal setting for swimming, having a grill out, relaxing or simply spending time with family and friends. There is an additional paved area outside of the screened pool for more fun in the sun and a gathering place with enough room to add a shed/studio. Close by are great restaurants and Siesta Beach, (#1 Beach in the USA) is just minutes from home with gorgeous sugar sand and tranquil blue Gulf waters. The Out of Door Academy, not far away, is one of the best schools "preparing growth minded individuals who thrive in our ever changing world" and offers grades K-5. Bring your RV and all of your toys to this non-deed restricted neighborhood! Whether this is your primary home, your vacation residence, or investment property, this is a desirable home and an incredible opportunity for its Siesta Key location and relaxing Florida lifestyle. The rest of your life starts here.

724 Treasure Boat Way, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4592997 MLS ⋅ Siesta Breakers South Bldg BLDG.
Welcome to Unit 612 at Siesta Breakers! This Penthouse property has been totally updated and is move-in ready. Just bring your sunglasses and bathing suit as this fabulous home comes TURNKEY FURNISHED. Your beachfront property is perfectly located on Siesta Key’s famous Crescent Beach and just steps to popular South Village. Enjoy beach and pool views from your screened patio. This light and bright unit has spacious rooms, two large walk-in closets and interior washer and dryer. The split plan bedroom and open kitchen is perfect for hosting family and friends at your beach getaway. Want to rent your unit? Siesta Breakers allows weekly rentals in this beautifully landscaped and highly desirable gated community. Enjoy spending the day on the beach, relax by the pool, use the lighted pickle ball and tennis courts, stroll across the street to dining, shopping and full-service marina with boat rental. Siesta Breakers has an on-site management and rental office to maximize rental income. The updated clubhouse near the pool is the perfect place for an uninterrupted Zoom meeting or conference call. No car needed here! Take the free trolley to all Siesta Key has to offer. Easy access on and off the Key allows more time to relax and enjoy the beauty of coastal waterfront living. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

6480 Midnight Pass Road Unit 612, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4570395 MLS ⋅ Main BLDG.
Just reduced and Seller motivated. Come enjoy the great views of the gulf waters and beach, plus private community access to the beach. Enjoy sunsets every evening while sitting on your enclosed lanai. This unit was remodeled and updated in 2016 with granite countertops and new cabinets in kitchen and bathrooms. Kitchen was opened up when remodeled, to allow for an open view into the dining and living room area and views of the gulf. New walk-in showers, flooring, new sliding doors leading from the living room to the enclosed lanai and A/C system. The screened lanai offers extra living space as it can be enclosed with the installed sliding doors. The lanai also has radiant heat flooring system installed under tile for year-round use. This well-maintained community has many amenities for year-round use such as 2 tennis courts, swimming pool which is heated in the winter months, grill area, boardwalk to beach, fitness room and clubhouse and close proximity to the Siesta Key Village. One assigned parking space under building in garage and one assigned storage space. Plenty of guest parking on property. This is a must-see unit and community. Seller will consider Seller financing with the right terms.

420 Beach Road Unit 305, Siesta Key
$1,140,000
2 Beds ⋅ 2 Baths ⋅ A4648884 MLS ⋅ Siesta Breakers BLDG.
Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box.

6480 Midnight Pass Road Unit 316, Siesta Key
$1,135,000
2 Beds ⋅ 2 Baths ⋅ A4611843 MLS ⋅ Tower Building BLDG.
BEACHFRONT RESORT. Sarasota Surf and Racquet Club. Rarely available. This 2 bedroom, 2 bath gem in the highly desired Tower Building boasts an impressive rental history, with bookings through May 2025 offering excellent future income. Wonderfully updated and being sold turnkey furnished with travertine flooring throughout, granite counters in the kitchen and baths, all new stainless steel appliances in 2023, a split-bedroom plan, and convenient ground-floor access. A spacious storage room off the kitchen doubles as an owners' closet allowing you to come and go with ease between rentals. This exceptional resort community offers over 300 feet of sugar-white beachfront for you and your guests to enjoy. Staying true to the resort lifestyle, owners and guests may rent canopies, cabanas, tents and umbrellas for use on the beach. Other amenities at Sarasota Surf and Racquet Club include two heated swimming pools, multiple pickleball and tennis courts, a fitness center, and beachside and poolside barbecue grills. With stellar onsite owner and rental services and a three-night minimum rental policy, this property has it all!

5920 Midnight Pass Road Unit 104, Siesta Key
$1,135,000
2 Beds ⋅ 2 Baths ⋅ A4597963 MLS ⋅ 5780 BLDG.
Step into the enchanting world of luxurious coastal living on the 6th floor of the prestigious Gulf & Bay Club, where elegance meets fun in an unparalleled seaside paradise. This two-bedroom gem, nestled within the coveted "B" building, offers breathtaking views of the Gulf of Mexico that will leave you spellbound. Gulf & Bay Club stands as the ultimate resort destination on Siesta Key, sprawling across 32 acres with an 800-foot private beach of pristine white sand. Here, you'll experience resort living redefined with not one, but three heated pools, two vibrant clubhouses, a top-notch fitness center, relaxing dry saunas, and a soothing hot tub to whisk away your worries. Sports enthusiasts can indulge in tennis, racquetball, basketball, and pickleball courts, while leisure seekers can enjoy billiards, pool tables, and a media facility. Modern convenience is at your fingertips with amenities like an electric vehicle charging station, a print library, a video library, and much more. This lively community offers a calendar full of engaging activities, all wrapped in the charm of island living and refined comfort. And, just steps away, the world-famous Siesta Key beach invites you to sink your toes into its powdery, quartz sand. Inside, this unit effortlessly embodies coastal elegance, with sweeping gulf views that redefine tranquility. Recent upgrades include hurricane impact windows and doors, a high-efficiency AC unit (2020), a hot water heater (2019), and a brand-new Speed Queen full-size commercial washer and dryer (2022), blending modernity with timeless charm. Plus, for your convenience, internet, cable, and water are all included in the dues. And, exciting news - the internet is currently being converted to Fiber this year for super-fast service! The kitchen features exquisite granite countertops and a "retro" domed ceiling adorned with upgraded plaskolite cracked ice panels. Thoughtfully equipped pull-out drawers in the lower cabinets offer easy access and ample storage. The guest bathroom underwent a stunning transformation, adding 18" of space and showcasing exquisite quartzite countertops in the past year. Every room in this unit offers spectacular views that will inspire and soothe your soul. For extra guests, a luxurious 3-bedroom owner's guest suite is available for weekly rentals. At Gulf & Bay, the possibilities are endless, and paradise becomes your daily companion. Don't miss this incredible opportunity to claim your slice of coastal heaven today! Your dream home awaits. For property video, virtual visit https://nextlevelmediasrq.hd.pics/5780-Midnight-Pass-Rd/idx

5780 Midnight Pass Road Unit 604, Siesta Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ A4678558 MLS ⋅ 5916 BLDG.
If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

5916 Midnight Pass Road Unit W102, Siesta Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ A4676938 MLS ⋅ Midrise Building BLDG.
Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange.

6342 Midnight Pass Road Unit 423, Siesta Key
$1,125,000
4 Beds ⋅ 4 Baths ⋅ A4669581 MLS
Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

5244 Winding Way, Siesta Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ A4636968 MLS ⋅ 6312 BLDG.
FULL, exquisite Gulf views from this top floor, corner unit located directly on beautiful Siesta Key beach. Immerse yourself in luxury and relaxation while you soak up the sunsets from this turn-key furnished condo. You'll enjoy the well appointed living and dining room combo with large sliding glass doors that invite you to your private, screened lanai. The updated kitchen features granite countertops, new stainless steel dishwasher and microwave as well as all new dishes, drinkware, cooking ware and utensils. You'll appreciate the fact that the furniture, towels, linens, televisions and décor items are all new along with the newly installed water heater 2024. The spacious primary bedroom boasts a walk-in closet, while the guest room also features stunning water views. Crescent Arms is a gated community with an on-site manager, beautiful pool and clubhouse. This community is just steps away from shopping, fine dining, fishing charters, bike and jogging paths just to name a few, which means you won't run out of activities to enjoy. This unit is an active vacation property with a fantastic rental history and proven income. Very rarely does a unit become available here! Discover the Siesta Key lifestyle and find out why it is voted the #1 Beach in the USA. Experience paradise in your own backyard.

6312 Midnight Pass Rd Unit 702S, Siesta Key
$1,125,000
3 Beds ⋅ 2 Baths ⋅ A4634068 MLS ⋅ 1341 BLDG.
Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential in one of Florida's most desirable locations. The home’s thoughtful design combines comfort and function, with an updated kitchen featuring granite countertops, solid wood cabinets, stainless-steel appliances, tile backsplash, and a breakfast bar which flows into the dining area and inviting living room. The primary suite offers a private en-suite dressing area, complete with a walk-in closet, built-in vanity and sink, linen storage, and private access to the ground floor bath. From the living room and primary suite, step into the enclosed Florida sunroom, where serene water views provide the perfect backdrop for spotting dolphins and manatees—an ideal space for relaxation or entertaining. Vaulted ceilings in the living room, Florida room, and primary suite enhance the sense of light and space, while upstairs, two additional bedrooms, bathroom and a versatile office/den area provide options for guests, work, or leisure. This property is offered turnkey furnished, meaning it’s move-in ready, with most furnishings and essentials included for immediate enjoyment or rental. Modern upgrades include dual HVAC, a 2022 electrical system upgrade, 2019 water heater, metal roof ~2015, and newer appliances. Additional conveniences include interior laundry, and a private one-car garage. Gulf & Bay Club Bayside is a gated, waterfront community offering a wealth of resort-style amenities, including coveted private deeded beach access to Siesta Key’s world-renowned quartz sand beaches, two heated pools, tennis and pickleball courts, gas BBQ grills, clubhouse with fitness center and sauna, a fishing pier, and an on-site property manager to facilitate effortless rentals. Perfectly located just minutes from Siesta Key Village’s vibrant shops and restaurants and downtown Sarasota’s cultural attractions, this property provides the ultimate combination of relaxing island living, recreation, and investment opportunity. Schedule your private showing today and discover why this rare waterfront retreat is truly one of a kind.

1341 Siesta Bayside Drive Unit 1341-B, Siesta Key
$1,125,000
3 Beds ⋅ 3 Baths ⋅ A4630655 MLS ⋅ C BLDG.
INCREDIBLE OPPORTUNITY for (3) Bedroom (3) Bath Well Appointed Residence in Premier "Boutique" Community---Dolphin Bay on Siesta Key.....Multiple Outdoor Spaces; 2200 Square Feet Interior Living Spaces; Hurricane Impact Sliding Doors; Plantation Shutters; Updated Kitchen; Tile Throughout & Your Own PRIVATE GARAGE!...Enjoy Morning Coffees, Evening Cocktails, Watching Boats on the Intracoastal, or Listening to your Favorite Podcast in one of many "cozy spots" on the Extensive 45' Wrap-Around Screened Lanai. The Multiple Front Porches are Perfect for Sunset Viewing and Entertaining with Neighbors & Friends.....As an "Added Bonus" this Unit also has a Ground Floor Patio--Perfect for Grilling or Lounging after a Day of Collecting Seashells along the Powdery Quartz Sands of Top Rated Siesta Key Beach!....Dolphin Bay is a PET FRIENDLY Gated Resort Style Waterfront Community regarded for it's Serene and Private Setting---where residents have access to Har-Tru Clay Tennis Courts; Heated Pool & Spa; Fitness Center; Updated Community Clubhouse as well as the Benefits of a Pier/Dock along the Intracoastal--including a Kayak and Paddle Board Launch! ABUNDANT STORAGE THROUGHOUT. Take the Siesta Key Trolley to the Main Village for Dining, Shopping and all the Joys of Island Living!

1240 Dolphin Bay Way Unit 204, Siesta Key
$1,125,000
3 Beds ⋅ 2 Baths ⋅ A4585978 MLS
LOCATION, LOCATION, LOCATION. If you are looking for peace and tranquility, you have found your new home! Nestled in lush tropical landscaping this beautifully maintained home has been lovingly updated throughout the years. Whether you are looking for a vacation home or a full-time residence this 3 bed, 2 bath, pool home, with over 2000sqft of living space, a 10 minute saunter to the beach and easy access to Siesta Key Village, will not disappoint! As you enter the home you feel the pride of ownership and appreciate the beauty of this gorgeous island retreat with its open floor plan and high ceilings. The home offers beautiful Travertine flooring, a defined dining area and a spacious living room. The French doors extend the living space onto the spacious decked pool area which is perfect for entertaining friends and family or just relaxing poolside with a cocktail and soaking up the Florida sunshine. The custom-built kitchen has everything for the aspiring chef with ample cabinetry space, granite worksurfaces, tile backsplash and stainless-steel appliances. The spacious master bedroom has its own private screened seating area and two walk-in closets. The ensuite bathroom offers dual vanities, spa tub and separate walk-in shower with additional space for a gym, or whatever you wish. In addition, there are two separate guest bedrooms on the opposite side of the home for privacy. One of which has a walk-in closet, access to the decked patio area and ensuite access to the guest bathroom. Further features include a wonderful woodburning fireplace, plantation shutters throughout, an outside shower and a double garage. The access to this home is fabulous being on Midnight pass connecting the two main entrances off the Key. Offering a new metal roof (2021) a new AC system (2022), resurfaced Pool (2021) and new solar panels (2021) everything is in good shape so no big ticket items to worry about! This beautiful home is being offered turnkey furnished, has an excellent rental history and instant revenue available for Season 2024. Begin your Florida dream in this enchanting hidden gem!

5162 Siesta Woods Drive, Siesta Key
$1,120,000
2 Beds ⋅ 2 Baths ⋅ N6143045 MLS ⋅ Building A BLDG.
Experience quintessential Siesta Key living at 5790 Midnight Pass Rd, Unit 406, a beautifully updated 2-bedroom, 2-bath residence with sweeping Gulf views and an unbeatable location just minutes from the sugar-white sands and the energy of Siesta Village. Inside, a thoughtfully designed layout offers a spacious living and dining area that flows to the Gulf-facing side of the home, where impact windows frame breathtaking water vistas and add peace of mind. The remodeled kitchen pairs modern finishes with everyday functionality, while both bedrooms have been tastefully refreshed for a clean, coastal feel - ideal for relaxed island living. Set within the renowned Gulf & Bay Club, residents enjoy a true resort lifestyle with three heated pools (including a lap pool), private beach access with beach chairs, shaded tiki huts, and grilling areas perfect for sunset dinners. The amenity lineup is exceptional: 8 tennis courts (including Har-Tru surfaces), pickleball, basketball, and shuffleboard, plus a fully equipped fitness center with cardio, free weights, and a yoga space. Unwind after the beach in the hot tub spa or one of six dry saunas. Two expansive clubhouses add to the community's lively social atmosphere with billiards, gathering rooms, and seasonal events, tournaments, and group outings. Beyond the gates, you'll love the convenience of the free island trolley and easy access to Siesta Key's boutiques, dining, live music, and nightlife. And when you're ready for a change of pace, Downtown Sarasota is just a short drive away - offering acclaimed arts, theatre, cultural attractions, and waterfront dining. Secure and gated, Gulf & Bay Club is one of the most desirable Gulf-front communities on Siesta Key, making Unit 406 a standout opportunity for full-time residents, seasonal owners, or investors seeking exceptional amenities in an iconic beachfront setting.

5790 Midnight Pass Road Unit 406, Siesta Key
$1,115,000
2 Beds ⋅ 2 Baths ⋅ A4654454 MLS ⋅ Excelsior Beach To Bay 4 BLDG.
Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.

6281 Midnight Pass Road Unit 6281, Siesta Key
$1,115,000
4 Beds ⋅ 5 Baths ⋅ A4631568 MLS
Discover the potential of this property in the iconic Sanderling Club community, nestled on the desirable south end of Siesta Key. Whether you're dreaming of a new build or a restoration, this expansive lot offers endless possibilities in a prime waterfront location. The existing four-bedroom, four-and-a-half-bath residence features a two-car garage, solid block construction, durable roof, paver driveway and a pool. The interior has been stripped and is ready for your vision. While the property was affected by flooding during the hurricanes, it now presents a clean slate for creating your dream home. Located just minutes from the world-famous Siesta Key Beach and the charming village, this property is perfectly positioned to embrace island living. As part of the Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, you’ll enjoy unparalleled privacy, luxury, and access to exclusive amenities, including private beach access, a historic clubhouse, tennis and pickleball courts and a marina. Whether you choose to refurbish or start fresh with a modern coastal retreat or a luxurious family estate, this is your chance to own a piece of paradise in one of Florida's most sought-after Gulf-front communities. Don't miss this remarkable opportunity to transform this property into your personal haven! The Sanderling Club has released renderings that envision a new era for its historic clubhouse and private waterfront setting. Potential assessments are being discussed.

7618 Midnight Pass Road, Siesta Key
$1,113,000
2 Beds ⋅ 2 Baths ⋅ TB8451655 MLS ⋅ Tower Two BLDG.
Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!

5830 Midnight Pass Road Unit 705, Siesta Key

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