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$515,000
2 Beds 2 Baths A4693474 MLS 5619 BLDG.
Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!

5619 Midnight Pass Road Unit 503, Siesta Key

$1,100,000
2 Beds 2 Baths A4693221 MLS B BLDG.
Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach. This beautiful ground-floor residence offers 2 bedrooms/2 baths, office area, dining & living rooms, and in unit laundry - all surrounded by lush tropical landscaping that creates a peaceful, private setting. The open-concept floor plan features warm coastal finishes, crown molding, and an updated kitchen with newer appliances, abundant cabinetry, a convenient beverage cooler, and an in-unit LG washer/dryer. Expansive sliding glass doors fill the home with natural light while showcasing views of two lagoon fountains, tropical landscaping, and partial Gulf views that provide spectacular sunset backdrops. Recent updates include an A/C (Nov. 2021), hot water heater (Mar. 2026), and GE microwave (2025). Ideally located just steps from one of the community's grilling areas, this residence offers the perfect blend of comfort and convenience. Gulf & Bay Club is a gated 32-acre beachfront community with 800 feet of private Gulf frontage and exceptional resort-style amenities, including three heated pools, two clubhouses, a fitness center, hot tub, dry saunas, eight tennis courts, racquetball and basketball courts, a scenic lagoon with a charming island, electric vehicle charging stations, and an active social calendar with organized events and activities. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this exceptional condominium offers the ultimate Siesta Key lifestyle.

5780 Midnight Pass Road Unit B105, Siesta Key

$100,000
2 Beds 3 Baths A4694774 MLS Hyatt Residences On Siesta Key BLDG.
Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.

915 Seaside Drive Unit 402, Weeks 10-13, Siesta Key

$2,850,000
A4694385 MLS
Positioned on one of Siesta Key’s most iconic and sought-after residential streets, this extraordinary property presents a rare opportunity to create a custom coastal estate in the heart of one of America’s most celebrated beach destinations. Encompassing approximately 0.59 acres, the property offers 55 feet of waterfront frontage on Hansen Bayou, complete with a private dock and boat lift, creating an exceptional setting for boating, kayaking, paddleboarding and effortless access to Sarasota’s sparkling waterways. Set along a private, tree-lined street on the coveted north end of Siesta Key, the property captures the essence of relaxed yet refined island living. Just moments away, Siesta Key’s world-renowned shoreline, celebrated for its powder-soft quartz sand and consistently ranked among the nation’s top beaches, offers the quintessential Gulf Coast lifestyle buyers travel from around the world to experience. From morning walks along turquoise waters to sunset dinners overlooking the Gulf, this is a location designed around everyday luxury and unforgettable coastal living. The expansive homesite provides the flexibility and scale to design and build a truly remarkable dream residence tailored to your vision, whether a modern coastal retreat, timeless island-inspired estate or multi-generational waterfront compound. With four platted lots already in place, the property also presents unique development potential rarely found on Siesta Key. Ideally located near the Siesta Key North Bridge, the property offers convenient access to downtown Sarasota, St. Armands Circle, Southside Village and Sarasota’s renowned arts, dining and cultural scene while still maintaining the privacy and serenity that define north Siesta Key living. This is more than a homesite, it is an opportunity to build a legacy property in one of Florida’s most coveted waterfront communities.

Roberts Point Road, Siesta Key

$4,950,000
A4694114 MLS
Rare developer opportunity on Siesta Key. This vacant parcel, zoned RMF-1 (Residential Multi-Family), sits on two lots totaling approximately 23,206 sq ft and comes with two professionally designed build options. Option one allows one single-family home and one duplex, each with private pools, covered outdoor living, and 3-car or 4-car garages. Option two features a stunning 3-story boutique condo complex with a resort-style courtyard pool, private cabanas, spacious balconies, and lush tropical landscaping. Additional information and architectural plans for both options are available upon request, please contact the Listing Agent. Located in the sought-after Point of Rocks Terrace neighborhood, just minutes from world-famous Siesta Key Beach — consistently ranked among the best beaches in the country. This is a rare chance to build on one of Florida's most coveted barrier islands.

1122 Crescent Street, Siesta Key

$799,999
3 Beds 3 Baths C7526359 MLS 1 BLDG.
Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed this summer, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.

9150 Blind Pass Road Unit 206, Siesta Key

$4,795,000
4 Beds 5 Baths A4693435 MLS
Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4857 Primrose Path, Siesta Key

$525,000
1 Beds 1 Baths A4694023 MLS 29 BLDG.
SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Siesta Key

$449,900
1 Beds 2 Baths A4692335 MLS Albacore BLDG.
Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Siesta Key

$1,100,000
2 Beds 2 Baths A4693020 MLS D Building BLDG.
Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

5760 Midnight Pass Road Unit #209D, Siesta Key

$1,149,000
2 Beds 2 Baths N6144252 MLS North BLDG.
Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation!

6480 Midnight Pass Road Unit 503, Siesta Key

$9,500,000
5 Beds 6 Baths A4690271 MLS
One or more photo(s) has been virtually staged. Privately tucked behind gates on nearly one lush acre along tranquil Coconut Bayou, this extraordinary four-bedroom waterfront estate offers one of the most exclusive lifestyles on Siesta Key. Surrounded by mature tropical landscaping, the property delivers complete privacy, a fully detached guest house, and expansive grounds with ample space to add a pickleball court or create your own private resort. From the moment the gates open, the experience is unforgettable. Striking lines of glass and steel, soaring ceilings, and walls of windows flood the interiors with natural light, creating a seamless connection between indoor and outdoor living. A dramatic floating staircase and private elevator lead to one of the home's most spectacular features a 2,500-square-foot rooftop terrace with breathtaking panoramic views spanning Siesta Key, the Sarasota skyline, and the sparkling waterways below. Whether entertaining under the stars or enjoying a quiet sunset, this rooftop retreat delivers an unforgettable setting. For boating enthusiasts, the property offers the very best of Florida waterfront living. A new dock has been approved and is scheduled for installation, complementing the existing boat lift, double Jet Ski lift, and dedicated kayak and paddleboard launch, all providing direct, bridge-free access to the Intracoastal Waterway and the Gulf of Mexico. Adding yet another layer of exclusivity, the property also enjoys a private access to the Cocoanut Bayou beach, a hidden waterfront retreat reserved for the neighborhood's residents. Thoughtfully designed with both elegance and resilience in mind, the residence sits impressively high above the Bayou. Despite recent storms, the home and pool area remained untouched by flooding, providing exceptional peace of mind for waterfront ownership. The primary suite is a private sanctuary featuring a loft ideal as an office, fitness room, or reading retreat, two custom walk-in closets, and a private balcony overlooking the Bayou. At its heart, a luxurious Champagne Jacuzzi infinity tub transforms everyday living into a spa-like experience. Designed for entertaining on every level, the home features a dedicated theater room, expansive outdoor terraces, a fully equipped summer kitchen, a saltwater pool, and dramatic fire bowls that create an unforgettable evening ambiance. The chef's kitchen pairs custom Italian cabinetry with premium appliances, a generous service pantry, and a temperature-controlled wine cellar, an elegant space equally suited for intimate dinners or grand-scale entertaining. Garage parking for five vehicles and separate guest accommodations complete this remarkable offering. Perfectly positioned just minutes from The Out-of-Door Academy, Siesta Key Village, and the world-famous Siesta Beach, this exceptional residence is the visionary creation of acclaimed architect Mark Sultana, brought to life by Voigt Construction. Celebrated as one of SRQ Magazine's "Home of the Year" in 2008, it stands today as one of Siesta Key's most iconic private waterfront estates. A timeless expression of contemporary architecture, exceptional craftsmanship, and an extraordinary waterfront lifestyle.

4317 Midnight Pass Road, Siesta Key

$1,495,000
A4693329 MLS
Nestled within The Sanderling Club on South Siesta Key, this exceptional homesite offers a rare opportunity to create a private coastal estate in one of Sarasota’s most coveted and exclusive communities. Set on nearly one acre, with an extraordinary 400 feet of waterfront along Heron Lagoon, the property provides a breathtaking natural backdrop defined by tranquility, privacy, and unspoiled beauty. Fully cleared and ready for construction, this expansive parcel is a blank canvas for your vision—whether you’re dreaming of a modern coastal retreat or a timeless island-inspired residence. With plans available from Yoder Homes, you have the unique advantage of accelerating the building process while still tailoring finishes and design details to your personal style. The ability to move forward with a proven, high-end design concept allows you to get ahead—saving valuable time while ensuring a refined, luxury outcome. The setting itself is equally compelling. Positioned just moments from the Sanderling Club’s private beach access, residents enjoy the best of both worlds—peaceful lagoon-front living paired with easy access to Siesta Key’s world-renowned Gulf beaches. Imagine evenings spent taking in vibrant sunsets over the water, or mornings surrounded by lush natural landscapes and coastal breezes. This is more than just a homesite—it’s an opportunity to design and build a legacy property in a community known for its privacy, natural beauty, and timeless appeal. With its premier location, expansive lot size, and endless possibilities for customization, this offering represents one of the most compelling land opportunities on South Siesta Key. Create your vision. Build your dream. Live exceptionally.

7340 Pine Needle Road, Siesta Key

$8,950,000
6 Beds 8 Baths A4690355 MLS Sanderling Beach BLDG.
Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Siesta Key

$424,900
2 Beds 2 Baths A4691798 MLS Dolphin BLDG.
Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key.

1215 S Portofino Drive Unit 406, Siesta Key

$640,000
3 Beds 2 Baths A4691064 MLS
Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!

239 Hourglass Way Unit V7, Siesta Key

$625,000
2 Beds 2 Baths A4690141 MLS 206 Hourglass Way BLDG.
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

206 Hourglass Way Unit V10, Siesta Key

$2,299,000
2 Beds 2 Baths A4692674 MLS 5966 BLDG.
Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While privately enjoyed by the current owner, Palm Bay Club's in-house rental program and flexible 3-day minimum rental policy offer excellent income potential. The property features 24-hour security, full-time management, front desk and maintenance staff seven days a week, creating the welcoming, well-managed community that owners value. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.

5966 Midnight Pass Road Unit G-67, Siesta Key

$5,250,000
4 Beds 4 Baths A4692471 MLS
One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.

9200 Blind Pass Road, Siesta Key

$2,550,000
2 Beds 3 Baths A4692379 MLS Ten35 BLDG.
The Newest Boutique Gulf-Front Community on South Siesta Key with Proven Rental Performance Experience luxury beachfront living with the added benefit of documented rental income at Ten35 Seaside. This beautifully appointed 2-bedroom, 2.5-bath Gulf-front residence has generated over $164,800 in gross rental income, with more than $101,000 already recorded in 2026, offering a rare opportunity to enjoy an exceptional coastal lifestyle while helping offset ownership costs. The open floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors opening to a private terrace. The spacious primary suite includes a spa-inspired bath and walk-in closet, while the guest suite with custom built-in bunk beds adds flexibility for family, guests, or vacation rentals. Enjoy private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and the convenience of being just minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Whether you're seeking a luxury beachfront residence, vacation home, second home, or income-producing investment property, Ten35 Seaside offers one of the strongest combinations of boutique Gulf-front living and proven rental performance on Siesta Key. Buyer to independently verify rental policies, income history, room dimensions, HOA information, and all property details.

1035 Seaside Drive Unit 308, Siesta Key

$500,000
2 Beds 2 Baths A4691760 MLS Bldg 2 BLDG.
Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.

8773 Midnight Pass Road Unit 302G, Siesta Key

$429,000
1 Beds 1 Baths A4692488 MLS 9200 BLDG.
Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.

9200 Midnight Pass Road Unit 25, Siesta Key

$48,000
3 Beds 2 Baths A4692319 MLS The Residences On Siesta Key B BLDG.
Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.

915 Seaside Drive Unit 312, Weeks 16-17, Siesta Key

$499,000
2 Beds 2 Baths A4692022 MLS Sailfish BLDG.
BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.

1300 N Portofino Drive Unit 406, Siesta Key

$3,950,000
4 Beds 5 Baths A4690268 MLS
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Siesta Key

$589,000
1 Beds 1 Baths A4691011 MLS Sandy Cove BLDG.
A MUST SEE with a $40,000 PRICE REDUCTION! The market is starting to normalize, Strike Now! Come see this charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand. What are you waiting for?

22 Sandy Cove Road Unit APT 203, Siesta Key

$1,150,000
2 Beds 2 Baths A4691031 MLS 6266 BLDG.
RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.

6266 Midnight Pass Road Unit 404, Siesta Key

$1,950,000
2 Beds 2 Baths A4686166 MLS Building F BLDG.
A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Siesta Key