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$575,000
2 Beds 1 Baths La Siesta SubDv. 34242 Zip Code A4677981 MLS Active Status Bldg C BLDG.
An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Siesta Key

$4,650,000
4 Beds 4 Baths Ten35 Seaside SubDv. 34242 Zip Code A4677354 MLS Active Status Ten35 Seaside BLDG.
One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Siesta Key

$729,000
2 Beds 2 Baths Gulf'n Bay SubDv. 34242 Zip Code A4676258 MLS Active Status 1220 BLDG.
Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.

1220 Siesta Bayside Drive Unit 1220-A, Siesta Key

$5,825,000
4 Beds 5 Baths Bay Island Shores SubDv. 34242 Zip Code A4669657 MLS Active Status
Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.

527 Freeling Drive, Siesta Key

$989,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code A4674282 MLS Active Status Gulf And Bay Bayside BLDG.
Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Siesta Key

$850,000
2 Beds 2 Baths House Of The Sun (Was Known As Haleakala) SubDv. 34242 Zip Code A4673460 MLS Active Status House Of The Sun BLDG.
Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.

6518 Midnight Pass Road Unit 209, Siesta Key

$575,000
1 Beds 1 Baths Jamaica Royale SubDv. 34242 Zip Code A4672481 MLS Active Status Unit 1 BLDG.
At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

5830 Midnight Pass Road Unit 61, Siesta Key

$2,600,000
2 Beds 3 Baths Ten35 Seaside SubDv. 34242 Zip Code A4672742 MLS Active Status Ten35 Seaside BLDG.
Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

1035 Seaside Drive Unit 404, Siesta Key

$765,000
2 Beds 2 Baths Crescent Royale SubDv. 34242 Zip Code A4670832 MLS Active Status 7777 BLDG.
Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.

777 Beach Road Unit 1E, Siesta Key

$1,000,000
2 Beds 2 Baths Siesta Rev SubDv. 34242 Zip Code A4668141 MLS Active Status
Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

226 Ogden Street, Siesta Key

$2,590,000
4 Beds 4 Baths Bay Island SubDv. 34242 Zip Code A4662830 MLS Active Status
A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!

300 Garden Lane, Siesta Key

$474,000
1 Beds 1 Baths Bay Oaks Estates SubDv. 34242 Zip Code A4663201 MLS Active Status Building E BLDG.
Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features ceramic tile flooring throughout the kitchen, dining, and living areas, creating a clean and cohesive look. The kitchen is equipped with stainless steel appliances, including a range and dishwasher, and boasts a generous walk-in pantry for all your storage needs. A separate large closet provides ample space for beach and pool gear. Residents and guests enjoy access to a host of amenities including a community pool, tennis courts, social room, and fishing pier. Recent updates include a brand-new water heater and a newer A/C system for added peace of mind. Best of all, this gem allows for weekly rentals, offering a fantastic opportunity to offset ownership costs. Gross rental income ranging from $30,000 to $40,000 annually. Great place to vacation when you can...and rent when you can't! The unit includes one assigned covered parking space, plus plenty of guest parking. Don’t miss out—schedule your showing today!

6157 Midnight Pass Road Unit E24, Siesta Key

$4,250,000
5 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code A4663247 MLS Active Status
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Siesta Key

$399,000
2 Beds 2 Baths Siesta Plat SubDv. 34242 Zip Code A4662792 MLS Active Status 6157 BLDG.
BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Siesta Key

$1,649,000
5 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code A4661717 MLS Active Status
Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.

156 Siesta Drive, Siesta Key

$995,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code A4657483 MLS Active Status Unit 6 BLDG.
Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.

6308 Midnight Pass Road Unit 6, Siesta Key

$5,450,000
7 Beds 9 Baths Mira Mar Beach SubDv. 34242 Zip Code A4656843 MLS Active Status
Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Siesta Key

$2,190,000
3 Beds 2 Baths Crescent Siesta Key SubDv. 34242 Zip Code A4652317 MLS Active Status Crescent Siesta Key BLDG.
Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.

6512 Midnight Pass Road Unit 303, Siesta Key

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