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$570,000
2 Beds ⋅ 2 Baths ⋅ A4673053 MLS ⋅ F BLDG.
Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

8767 Midnight Pass Road Unit 403F, Siesta Key
$570,000
2 Beds ⋅ 2 Baths ⋅ A4657632 MLS ⋅ La Siesta C BLDG.
INVESTOR ALERT!! JUST REDUCED $26K!! This is the LOWEST PRICED 2/2 available in LA SIESTA where weekly rentals are permitted! Offered turnkey furnished, this spacious condo is located DIRECTLY ACROSS from the main entrance of world-renowned Siesta Key Public Beach, providing effortless access to the powdery white sand beach, shimmering Gulf waters, tennis and volleyball courts, food pavilion, playground, and picnic areas. Just one mile from the vibrant shops and dining of Siesta Village, and with a trolley stop right out front, this location is ideal for both personal enjoyment and high-demand vacation rentals. With future reservations already secured and an on-site rental management office, it’s a hassle-free investment opportunity (rental history available). Additional highlights include: new electrical panel, 2022 water heater, reasonable HOA fees, one small pet allowed under 25 lbs. (with Board approval), access to amenities including heated pool, BBQ area, shuffleboard, corn hole, ping pong table, pool table, clubhouse, fitness center, and lending library. Don't miss your chance to enjoy the Siesta Key lifestyle in one of the island’s most desirable communities.

915 Beach Road Unit 321, Siesta Key
$570,000
2 Beds ⋅ 2 Baths ⋅ A4643745 MLS ⋅ 5855 BLDG.
LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave!

5855 Midnight Pass Road Unit 303, Siesta Key
$570,000
1 Beds ⋅ 1 Baths ⋅ A4637709 MLS ⋅ 12a BLDG.
PRIVATE BEACH, SOME OF THE LOWEST FEES ON SIESTA, FULLY RENOVATED, WALKING DISTANCE TO DINING/ENTERTAINMENT, FINANCING AVAILABLE FOR CO-OP. Welcome to Siesta Sun, a rarely available beachside community on world-famous Siesta Key. This fully renovated, turn-key furnished one-bedroom bungalow is thoughtfully designed with vaulted, exposed wood beam ceilings, beautiful terrazzo flooring, new appliances, large living area and stylish new furniture, making it the ideal retreat for your personal enjoyment or a lucrative rental opportunity.<br><br> Siesta Sun offers on-site management, making it effortless to maximize your investment. Guests and owners alike will enjoy the convenience of walkout beach access, complete with beach chair service and a deeded beach. This beach cottage has a strong rental history and is projected to gross over $60k in 2025, with over $40k in reservation currently booked. <br><br> The community’s prime location offers quick and easy access on and off the Key, ensuring convenience while still immersing you in the tranquility of island living. Whether you're seeking a peaceful personal escape or an income-generating property in a premier rental community with one of the lowest annual fees on the island, this beach cottage in Siesta Sun is your gateway to paradise. Don’t miss this rare opportunity to own a hidden gem on Siesta Key!

6424 Midnight Pass Road Unit 12A, Siesta Key
$570,000
2 Beds ⋅ 2 Baths ⋅ A4593506 MLS ⋅ C Building BLDG.
Look no further - you've just found your perfect beach retreat! This fully furnished 2 Bedroom 2 Bath condo with its open floorplan will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with en-suite bathrooms will guarantee plenty of privacy. Sit at your dining table and bask in the tranquility of the majestic oaks in a park-like setting and the peaceful water views of little Sarasota Bay and the Intracoastal waterway. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides convenience and you have a choice between two pools on both Bayside and Gulfside. Two BBQ areas are also available. The boat docks are on a first come basis and you can fish off the piers on the Intracoastal waterway.

8635 Midnight Pass Road Unit C203, Siesta Key
$569,000
1 Beds ⋅ 1 Baths ⋅ A4620122 MLS ⋅ Ebbtide #11 BLDG.
Investor Alert! Let the numbers do the talking. *Gross revenue after tourist taxes was $71,189. *Occupancy in ’23 was 45 weeks. *All expenses are $19.1k, giving you a net of $52.4k, that’s a cap rate of over 9. EBBTIDE has some of the lowest HOA dues on the Key, and is one of the few properties on the Key that allow One Day Minimum Rentals - no need to miss a revenue producing day. Now for what you get. *A 600 sq ft 1 bedroom with 1 full bath with a washer/dryer. *Was renovated in 2020 with a new kitchen and furniture. The patio is 240 sq ft, and has a dedicated outdoor shower. It has deeded gulf beach access and use of the Association by the Sea heated saltwater pool. What the renters say – ‘Fantastic location’, ‘We love this spot’, 'Perfect Siesta Key getaway’. Check out the reviews on Airbnb- 202 reviews that average 4.95 out of 5! The location is outstanding. Ebb Tide is directly across Midnight Pass Rd from the Crescent Club, Capt. Curt’s, the Daiquiri Deck and everything in the south village. You can walk everywhere! The Siesta Key Trolly stops feet from your door, giving you a FREE ride to the north village and many other places on the Key. No need for a car here. This is perfect for an owner/operator or seamlessly fold it into your current rentals. Bookings so far this year are $61,142 (including $10K for the remainder of 2024, with 130 days to go. Call now to view this outstanding rental unit.

6610 Midnight Pass Road Unit 11, Siesta Key
$565,000
3 Beds ⋅ 2 Baths ⋅ A4677015 MLS ⋅ 8911 BLDG.
Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo is by far the least-expensive 3-bedroom unit on all of Siesta Key! This condo was re-configured and now has three full bedrooms and two full bathrooms. Features include brand new interior paint, opened up and central kitchen, split bedroom floor plan, WASHER/DRYER inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage with quick access to Midnight Pass, BBQ grill with gazebo, and public beach access directly across the street (1/4 mile to the sand)! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today with friendly rental policy.

8911 Midnight Pass Road Unit 208, Siesta Key
$565,000
2 Beds ⋅ 2 Baths ⋅ A4639767 MLS ⋅ 9200 BLDG.
Welcome to your private oasis on the serene southern end of Siesta Key, where tranquility meets luxury. This fully renovated end-unit condo offers partial Gulf views with western exposure, allowing you to soak in breathtaking sunsets over the water. Nestled along the famous saltwater canal of Blind Pass, this hidden gem is just a short stroll to Turtle Beach and moments from all the world-class amenities that make Siesta Key a top destination. Known for its crystal-white sand beaches, calm teal-blue waters, and vibrant yet laid-back atmosphere, Siesta Key offers the perfect balance of relaxation and recreation. The entire island is walkable and bikeable, with easy access to Siesta Village’s renowned restaurants, bars, and boutique shops. Every inch of this condo has been thoughtfully updated, blending modern elegance with coastal charm. A full renovation brought all-new electrical down to the studs, new plumbing throughout, and luxury vinyl flooring with soundproofing in every room. The kitchen has been completely reimagined with quartz countertops, soft-close cabinetry, pantry pull-outs, and brand-new appliances, including a convection oven. Custom closet systems and blackout blinds enhance the comfort and functionality of each space. The primary en-suite is a true retreat, featuring custom mermaid tile, while the guest bath boasts new tile and a stylish vanity, with the original tub preserved for its aesthetic appeal. Additional updates include a newer AC unit installed in 2019 and a water heater replaced in 2018, and newer in-unit BOSCH washer/dryer appliances ensuring efficiency and peace of mind. Beyond the unit itself, the community offers an exceptional waterfront lifestyle. Rentable boat slips are available to unit owners and tenants on a 30-day rotating basis, making it an ideal option for boating enthusiasts as well as a kayak/paddleboard launch with storage. A brand-new seawall, completed in 2022, has already proven its strength by withstanding the 2024 hurricane season without damage. The community pool has been resurfaced and outfitted with brand-new furniture, a new pump, and updated equipment, providing the perfect place to unwind. A newly installed community grill offers additional space for outdoor gatherings. The exterior building was repainted in 2023 as well as the roof replaced in 2024, adding even more value to this meticulously maintained property. Whether you’re looking for a primary residence, a vacation escape, or a lucrative investment property, this condo delivers the ultimate blend of luxury, convenience, and waterfront living. With its unbeatable location, high-end renovations, and access to both the beach and boating lifestyle, this stunning unit is truly a must-see. Schedule your private tour today and experience the best of Siesta Key.

9200 Midnight Pass Road Unit 20, Siesta Key
$565,000
1 Beds ⋅ 1 Baths ⋅ A4606991 MLS ⋅ Sandy Cove/ 44 BLDG.
Sit Back, Relax, and Enjoy this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle...Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residents are just Steps to a PRIVATE QUARTZ SANDY BEACH & a Short Stroll to Siesta Key Village. Designed by renowned architect, Frank Folsom Smith, this Furnished, PET FRIENDLY "Tree-House" Condo Offers Spectacular "PARK-LIKE" VIEWS, Covered Parking with Personal Laundry and Locked Storage***Enjoy your Morning Coffee while watching Vibrant Sunrises cascade over Expansive Pond Views with the Occasional Ducks waddling their way over the CHARMING Step Bridge***Bright Spacious Open Floor Plan with Vaulted Ceilings and Multiple Sliders to a Generously Sized Balcony, Perfect for Lounging & Dining Al Fresco---the Ultimate in INDOOR/OUTDOOR LIVING.***Less than a Minute, from Front Door to TOES IN THE POWDERY WHITE SANDS of the Resident's Private Beach--Gulf Fishing & Sunset Cocktails just moments away!....Ideal as Vacation, Investment or Year-Round Residence.

44 Sandy Cove Road Unit A4, Siesta Key
$564,000
2 Beds ⋅ 2 Baths ⋅ A4686097 MLS ⋅ 8767 BLDG.
Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value! "Abundant storage throughout, with ample closet space, multiple built-ins, and additional built-in cabinetry"

8767 Midnight Pass Road Unit 505F, Siesta Key
$563,000
2 Beds ⋅ 2 Baths ⋅ A4595319 MLS ⋅ 3 BLDG.
One or more photo(s) has been virtually staged. Bay, beach and boats! The epitome of island living in this two-bedroom, two-bath condominium located at Sunrise Cove on the coveted and quiet south end of Siesta Key. With sweeping views of Little Sarasota Bay and directly across from spectacular Turtle Beach, this property offers the ideal waterfront lifestyle. Open the door of the unit, and you'll realize it's all about the views. Head past the well-appointed kitchen in blue and white, through the dining and living rooms, out to your large private lanai, where you can relish the vistas of the open bay — the perfect backdrop for enjoying cross breezes, your morning coffee or watching the boats glide by. Watch the show put on by the dolphins, manatees and a wide variety of birds; bring your binoculars! The primary bedroom on the bayside boasts an en-suite bath and generous walk-in closet, while the second bedroom at the front of the condominium provides flexibility for guests or a home office. Indulge in the amenities that make this community truly special. Take a refreshing dip in one of the two pools. Enjoy the cabana, gas grills or picnic tables bayside. Enjoy a newly remodeled clubhouse, billiard room or ping pong. Practice your serve on the two tennis or four pickleball courts or participate in the vibrant calendar of activities organized for residents. For those seeking rental income, the community offers a well-run and professional rental program, ensuring a seamless process with an on-site office. Boating enthusiasts will appreciate the convenience of available boat docks for rent, accommodating vessels up to 45 feet. Imagine having your boat just steps away, ready for impromptu adventures on the bay or excursions to the Gulf. Next door is a marina with watercraft rentals available and two restaurants. Just 2.5 miles north are many wonderful dining options, shops, groceries, etc. Ophelia's on the Bay is just south of the community. The free Siesta Key Breeze Trolley that travels up and down Siesta Key stops every 15 minutes out front. On the mainland over the Stickney Point Bridge, only 3 miles away, you can find Publix, CVS, Detwiler's Farm Market, fine dining and shopping. Downtown Sarasota is 10 miles away with Whole Foods, year-round farmers markets, theater, opera, symphony, galleries and museums. No pets allowed. Storage for units and washer/dryer located near front door across the hall. Cable TV and internet are included in condominium fee.

8977 Midnight Pass Road Unit 222, Siesta Key
$560,000
2 Beds ⋅ 2 Baths ⋅ A4664388 MLS ⋅ Na BLDG.
Beach living on Siesta Key. Discover the ultimate coastal retreat in this completely remodeled condominium, positioned along the pristine shores of Siesta Key. Jamaica Royale offers 300 feet of private white sandy beach on Siesta Key Beach with lush tropical grounds and this two-bedroom, two-bath residence has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Go inside to find luxury vinyl floors and an open floor plan that seamlessly blends beach vacation with functionality. The kitchen is beautifully redone featuring stainless steel appliances, quartz countertops, shaker style cabinets with soft-close doors and drawers. The spacious primary suite is a private space with a stunning en suite primary bath. There is plenty of storage with extra deep double closets in both bedrooms. The additional bedroom provides ample comfort for your guests with two full beds. You will appreciate the convenience of your laundry closet, private patio and covered parking directly outside your door. This exceptional condominium offers a combination of beach fun, stylish comfort and unbeatable coastal living. Jamaica Royale is on a private lane that leads directly to the beach with no through traffic and no streets to cross ~ just go to the famed white sands of Siesta Key Beach. There are three pools and plenty of lounge chairs to enjoy the beach life. Enjoy quiet, beachfront seclusion where you can soak up the sun, cool off in the water and view the beautiful sunsets. You are steps to the beach where you can walk the white quartz sand that is soft underneath you while enjoying the tranquility of soft waves splashing, and beautiful turquoise waters. The drum circle is sure to entertain you some nights or just sit and watch a beautiful sunset. If you prefer, at any given time of the day, you can catch the shuttle which will transport you up and down Siesta Key to your favorite entertainment spot, dinner, and/or shopping.

5830 Midnight Pass Road Unit 101, Siesta Key
$560,000
2 Beds ⋅ 2 Baths ⋅ T3512454 MLS
This property has so much to offer, LOCATION< LOCATION< LOCATION !!!! Watch stunning sunsets right from your Balcony every clear evening. Harbor Towers is a short half mile walk from the Crescent Beach of Siesta Key. There is also a Trolley that can pick you up for a free ride to Siesta Village or a Mile stroll for fine dining, shopping, or Happy Hour. Siesta key has some of the Worlds finest pearly sandy Beaches and is listed as National Geographic's "Best Beaches in the WORLD". Lively Sarasota which is only approximately 7 miles away, is one of Florida's Cultural Centers, offering ballet, opera, symphony, and theater. Harbor Towers is set among Beautiful tropical foliage grounds , two swimming pools, three lighted " Har- Tru" (clay) tennis Courts, bike storage, Kayak storage, an exercise room, Marina, and sauna. The deep water Marina can accompany 40 ft boats( when slips are open for rental) also allowing you to fish in the Intercoastal waterways. Watersports abound on Siesta Key, you will find sail boarding, fishing, snorkeling, jet ski rental, and parasailing. the fun is abundant for all ages. Harbor Towers give a feeling of a Tropical Paradise here on Siesta Key which has been considered on of the Gulf Coast's most beautiful Barrier Islands. Take a look for yourself online at Harbor Towers Yacht & Racquet Club ( harbortower.net) Come and enjoy our Beautiful Days!!!!

5855 Midnight Pass Road Unit 320, Siesta Key
$560,000
1 Beds ⋅ 1 Baths ⋅ A4584145 MLS
Imagine owning your own vacation getaway on the #1 Beach in America, then imagine if you could make money year-round when you are not using it. Well, your dreams can become a reality at the Casa Blanca. This charming 1-Bedroom detached Villa with Private Beach Access on Siesta Key is the Perfect Investment Opportunity to own your share of paradise on Siesta Key! This stunning 1-bedroom villa offers the ultimate beachfront living experience. The moment you walk through the front door, you'll know you've found your beach cottage escape with the white sand and earth-tone color scheme throughout. Villa A1 boasts a spacious and well-designed floor plan that provides a comfortable living space for a seamless flow from room to room for you and your guests. Just off the kitchen, you can enjoy the fresh Florida air and evenings with your loved ones on your outdoor patio. But remember, convenience is essential when enjoying the island life, and this unit provides the ultimate convenience factor with an in-unit Washer and Dryer and exceptional amounts of Owner Storage. The private community pool is just outside your front door, and you're steps from the private beach exclusive to Casa Blanca owners and their guests. Casa Blanca is well-appointed on the island, with the South Siesta Village and the Siesta Key Village just a short drive away, with both options having charming shops, restaurants, and vibrant nightlife. Owning on Siesta Key will allow you to experience the local cuisine and culture whenever desired. Take advantage of the opportunity to own a piece of Siesta Key's paradise that doubles as a savvy investment. Whether you're seeking a personal beachfront retreat or looking to generate rental income, this 1-bedroom villa has it all. The powder-soft sand of top-ranked Siesta Key Beach awaits you; claim your turnkey furnished place in paradise today.

6154 Midnight Pass Road Unit A1, Siesta Key
$560,000
1 Beds ⋅ 1 Baths ⋅ A4584149 MLS
Here is your chance to own a HGTV featured Siesta Key beach-side villa located at Jamaica Royale. This 1 bedroom 1 bath villa has been a fabulous rental unit for the current owners. The gorgeous quartz based sands of Siesta Key are awaiting you and your family to visit and experience the beautiful Siesta Key village with all of its shops, restaurants and night clubs have to offer. The master bedroom offers a king size bed along with numerous storage for your clothing attire and the living room couch turns into a bed in case you wish to bring family members. This a ground level villa that allows for you to have your car parked right out side by your front door. Take the pathway right out back of the unit, straight down to your private beach and enjoy the Siesta Key sand and sun. You will absolutely fall in love with this fully furnished turn-key investment villa. The unit also has hurricane proof windows along with hurricane electric roll-down shutters for even more protection.

5830 Midnight Pass Road Unit 41, Siesta Key
$555,000
2 Beds ⋅ 2 Baths ⋅ A4676531 MLS ⋅ 1055 BLDG.
One or more photo(s) has been virtually staged. Peppertree is a Gulf-to-Bay community of resort style living situated on 16 acres of beautifully landscaped tropical grounds, providing private access to Crescent Beach and within easy walking distance of Siesta Key Beach and Siesta Village. Amenities include two clubhouses, two heated pools, tennis courts, a recently renovated fitness center with locker and sauna, and a fishing pier on the Intracoastal Waterway, BBQ grills, on-site management, rental program and security. Original owners! This vintage unit is located on the gulf side of the property and is ready for a remodel, allowing you to create your dream coastal retreat. Spacious supersized laundry/utility inside the unit. Secure elevators and under building parking is provided. New hurricane windows to be installed by the association at no cost to the owners. Shopping, golfing, restaurants and the Arts are all just minutes away. This is a rare opportunity to own in one of Siesta Key's most desirable communities. Don't miss out - schedule your private showing today!

1055 W Peppertree Drive Unit 505AA, Siesta Key
$555,000
2 Beds ⋅ 2 Baths ⋅ A4592596 MLS ⋅ 9054 BLDG.
Ready, set, Siesta Key! Experience picture-perfect water views and everything island living entails from this two-bedroom condominium on Siesta Key’s cherished southern end. Complete with your own boat dock, it’s the ideal location to explore tropical waterways by boat, walk with ease to Turtle Beach, hop on the Siesta Key Trolly to the Village, or bike to the world-famous white sands of Siesta Beach. This 1,388 square foot home overlooks Blind Pass and offers everything you need - two generously sized bedrooms, two baths so your guests can have privacy too, spacious kitchen, living room with a stunning view, washer and dryer, and a screened porch overlooking the water for sipping sunset refreshments and listening to the sounds of the tropics. The Moorings is also home to a heated community pool with a view of the pass. This unit comes with two assigned parking spaces – one of which is covered and includes a coveted locked storage area. You’ll be spending every day enjoying the sun, sand, natural beauty, and island ambiance. The southern end of Siesta Key is quieter and you’ll always have ample space to spread out your beach towel on Turtle Beach, only ¼ mile from home. Ophelia’s on the Bay is also just across the street! Blind Pass leads to the intracoastal where you’ll find a private mangrove beach just around the bend. On land, head over to Stickney Point or Siesta Key Village for coffee, ice cream, or your pick of delicious seafood restaurants. Plus, Sarasota is just over the bridge for one-of-a-kind arts and culture.

9054 Midnight Pass Road Unit 3, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4667533 MLS ⋅ 6415 BLDG.
Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 306, Siesta Key
$550,000
1 Beds ⋅ 2 Baths ⋅ A4672897 MLS ⋅ Jamaica Royale Unit 1 BLDG.
Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.

5830 Midnight Pass Road Unit 63, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4670545 MLS ⋅ Pompano BLDG.
*****UNDER CONTRACT, ACCEPTING BACK UP OFFERS***** -$108,900 MAJOR PRICE REDUCTION! Priced to sell quickly. Owner retiring from Property investments. The ONLY All Age Building (Pompano) in Siesta Harbor! No need to search anymore since this is not a 55+ condo on World Renowned Siesta Key, Florida. This unit is on the 3rd floor and did Not suffer any hurricane damage. High and Dry! This is the one! 2/2 Split plan condo with beach access. Completely furnished with Tommy Bahama furnishings with Kitchen, Dining and Living room and lanai all encompassed in an Open Floor plan. Water views from every room. The Florida room expands beyond the Dining and Living Room area creating an Indoor/Outdoor experience. Open up the Sliders in the Florida room and enjoy a Screened in porch for fresh air and year around Florida temperatures. Don't forget, Florida is called the Sunshine State for a reason! Enjoy the Siesta Key life annually or use as a seasonal unit. This unit has been rented over the years with satisfied tenants, several asking to come back the next year. Fabulous investment property whether you use it for yourself or as a short term or long-term rental, or BOTH. Buyer must verify rental requirements with the association. Currently a 2-month minimum. Boat slips available for up to a 30 ft vessel - around $1,000 annual fee which association will verify. New Water heater installed 2-5-21. New AC installed 4-25-22. Shower pan; stacks and both bathrooms have updated plumbing. Community includes a clubhouse with kitchen, BBQ, heated pool, outdoor spa and shower, sauna, state of the art fitness center, daily activities, shuffleboard, fishing pier and more. Storage unit and laundry area outside of unit on the same floor. Designated underground parking space with remote control and open parking available. This is a beautiful condo and location! Walk across the street (FOB use required) for your deeded private access to the beach or 2 blocks from Captain Curts, the grocery store or Crescent Beach. This condo has it all. Motivated seller. Set up your showing today! #1 Rated beach in the USA for several years! Live the Salt Life! Please submit all offers to listing agent with either POF or prequalification letter. Buyer to pay all closing costs except Doc Stamps.

1325 S Portofino Drive Unit 309, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4659769 MLS
Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless water heater is 1 year old. A/C was new in 2023. Ductwork was replaced. Great Lap pool has new pool pump. Roof was patched and not leaking. This fabulous quiet location is a half a mile to the #1 Siesta Key Beach, this is your new place in the sun. Island living at its best.

5222 Winding Way, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4655304 MLS
Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant windows, to porcelain flooring, updated electrical wiring, HVAC and a full plumbing overhaul both above and below the slab. The kitchen shines with new granite countertops, cabinets and stainless steel appliances including a newer full-size washer and dryer conveniently located indoors. Both bathrooms are entirely renovated, and the custom window treatments add the perfect finishing touch to this move-in-ready home. A new, high powered Westinghouse generator, fully equipped with cable and hookup, ensures comfort even during unexpected weather. This villa's location is perfect for beach lovers and city-goers. Spend your days soaking up the Florida sun on beautiful Crescent Beach on Siesta Key just a quick stroll from your home. Hop on the Siesta Islander, open-air trolley for a free ride into the Village for shopping, dining, entertainment & nightlife. With easy access to the mainland, this home puts you close to the vibrant energy of downtown Sarasota, St. Armand's Circle, and nearby Keys, like Lido and Longboat. Whether you're looking for a forever home, a winter retreat, or strong rental potential, this villa checks all the boxes. Stylish, sturdy, and situated in an unbeatable location, this is the kind of low-maintenance, island living that doesn't skimp on the bells and whistles. For the Buyer who has been waiting for the right opportunity, don't pass this one up. Your new home has it all! Turnkey Furnished.

139 Vista Hermosa Circle, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4654692 MLS
Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Siesta Key
$550,000
2 Beds ⋅ 1 Baths ⋅ A4653756 MLS
Welcome to this stunning waterfront Siesta Key beach community featuring a private beach, gorgeous views of the Gulf, and spectacular sunsets. Lowest priced beachside Villa. This spacious, fully furnished, two bedroom single family Villa was totally renovated in 2025. The large new kitchen is a masterpiece with stainless steel appliances and quartz countertops. The huge open living area features a living room and dining room each with access to the screened front porch. Two spacious bedrooms and a stunningly renovated new bathroom round out this beautiful villa. The true treasure of this community lies in its direct access to the world-famous Siesta Key Beach, complete with private beach cabanas, a beach rinsing station, community pool, and beach chairs. Potential rental income of $50k make this a great investment property.

6150 Midnight Pass Road Unit V4, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4650749 MLS ⋅ Anchorage BLDG.
THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise!

6415 Midnight Pass Rd Unit 204, Siesta Key
$550,000
1 Beds ⋅ 1 Baths ⋅ A4649790 MLS ⋅ N BLDG.
SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use DIRECTLY across Midnight Pass Road. You can rent your kayak storage for $300/year. Reasonable condo fee. DID NOT FLOOD in hurricanes. You have one dedicated parking space. The kitchen appliances are "newer" and this condo does have it's own washer/dryer! The roof is 11 years old and is scheduled to be replaced next year with funding already in place. Home is professionally staged and being SOLD UNFURNISHED. Come, be mesmerized watching the boats slowly go by all day long from your FANTASTIC views $550,000.

6005 Midnight Pass Road Unit N11, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4604814 MLS ⋅ C BLDG.
One or more photo(s) has been virtually staged. WATERFRONT UNIT WITH AMAZING VIEWS! Attention investors, value-minded buyers, and anyone in between! This is not your average Siesta Key condo! Firstly, revel in the breathtaking water vistas from your very own private balcony. Additionally, relish in the luxury of deeded private BEACH AND BAY ACCESS, complete with your own cabana. No more hassle of lugging beach chairs, umbrellas, bicycles, and equipment up and down—the essentials await you in your easily accessible beach cabana unit. Moreover, enjoy a fantastic selection of community docks to house your boat year-round, providing an excellent fishing spot. No boat? No worries! Store your own kayak on the designated racks for your next water adventure. With two heated pools and inviting BBQ areas, you'll find ample opportunities for relaxation and entertainment. This charming 2-bedroom, 2-bath condo with a spacious lanai, freshly repainted, and featuring brand new carpeting, granite countertops in the open-styled kitchen, recessed lighting with stainless steel appliances to boot, provides everything you need for living or vacationing on Siesta Key, the world-famous destination. Nestled in the Bay Tree Club subdivision on Turtle Beach, renowned for its abundant loggerhead turtle nests along the shore, this sought-after condo complex sits within a 25-acre Gulf and Bay community with meticulously manicured grounds adorned by beautiful mature landscaping. Maximize your investment with the flexibility to rent out the unit for as little as two weeks at a time. Plus, bring along your furry companion, as owners are permitted a dog or cat. With so many options at such an attractive price, make an appointment today before it's too late!

8635 Midnight Pass Road Unit C207, Siesta Key
$550,000
1 Beds ⋅ 1 Baths ⋅ A4590293 MLS ⋅ Jamaica Royale BLDG.
Unlock the potential for income in this delightful Siesta Key residence, perfectly situated on the Gulf/Beach side and ready for immediate occupancy. This 1 bedroom, 1 bath has a minimum 7-night stay requirement, this property offers a fantastic opportunity for those seeking a lucrative rental investment. Whether you step out of your front or back door, your mere moments away from the pristine crystal quartz powder sand of Siesta Key. Bask in the warm Gulf of Mexico waters during sun-filled afternoons or find relaxation under the welcoming tiki huts. This location is ideal for experiencing the breathtaking beauty of Siesta Key sunsets. Your pavered patio serves as a private oasis, overlooking one of the three heated swimming pools on the property. Royale has three pools (one beachfront) with beachfront lounge chairs for your convenience. BBQ grills and shuffleboard add to the outdoor amenities, creating an atmosphere of leisure and recreation. Inside, discover the perfect blend of convenience and comfort, with a stackable washer and dryer thoughtfully placed within the unit. A private parking spot just outside your front door adds to the ease of living in this fantastic property. This turnkey furnished gem in Jamaica Royale awaits, offering a seamless transition into the Siesta Key lifestyle with the added bonus of potential rental income. Don't miss out on this fantastic opportunity!

5830 Midnight Pass Road Unit 55, Siesta Key
$550,000
2 Beds ⋅ 3 Baths ⋅ A4588267 MLS ⋅ C BLDG.
OPPORTUNITY CALLS – This spacious Siesta Key 2-bedroom unit has plenty of room for family and friends or as a perfect island investment. This TURNKEY FURNISHED two-story unit gives ample room to spread out with 2 en-suite bedrooms upstairs. The primary bedroom has a private balcony overlooking the pool for reading, relaxing, or just catching some secluded sun time. The second bedroom has plenty of room for multiple beds for extended family. There is a second balcony at the head of the stairs. Upstairs is completely tiled and has planation shutters. On the main level there is a large living room with a screened balcony overlooking the community pool. With a ½ bath on the main level, it is easy to host additional guests by adding a Murphy bed or sofa-sleeper in the large living room. The dining room is off the kitchen as this the full-sized laundry room. The first floor has plantation shutters and vinyl flooring throughout. The ceilings have been scraped and canned lighting has been added along with updated crown molding and baseboards. The AC was replaced in 2020. The Bay Oaks community allows 7-day minimum rentals. Spend your days enjoying the heated community pool or relax by watching the dolphins and manatees from the community fishing pier. Bike, walk or use Siesta Key's free trolley system to explore boutique shops and restaurants and Siesta Key's crystal sand beaches. Beach Access 12 is a short .7 miles away. However you chose to spend your time, Bay Oaks is the perfect Siesta Key location.

6157 Midnight Pass Road Unit C32, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4565959 MLS ⋅ 5855 BLDG.
Enjoy your own spacious walk-out, first floor, 15 X 35 foot private patio! Rarely available benefit, especially nice from parking lot to patio without going through the lobby! Very convenient if you have a pet and ease of grocery shopping. This condo has 9 foot ceilings, crown molding and split bedroom floorplan. All tile and vinyl plank flooring for easy maintenance. As an owner or tenant, you have the opportunity to enjoy boat slips, two heated pools, three Har-Tru tennis courts, fitness center, bayside gazebo, kayak storage and launch, bicycle racks, sauna, a social room and outdoor barbecue area. Enjoy living in a resort style complex with the convenience of shopping, restaurants, and the famous Siesta Key beach across the street. Everything is accessible without the need of a car due to the free transportation options available on Siesta Key. A fantastic community for investors. Two-week rentals are allowed twenty-six times per year. Special financing is necessary for condo-tel or short term rental properties.

5855 Midnight Pass Road Unit 127, Siesta Key

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