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101 Whispering Sands Drive Unit 107, Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a $10,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach. The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!

101 Whispering Sands Drive Unit 107, Sarasota
1225 Siesta Bayside Drive Unit 1225B, Sarasota
$989,000
3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
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, Sarasota
5400 Ocean Boulevard Unit 8-05, Sarasota
$630,000
1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.

5400 Ocean Boulevard Unit 8-05, Sarasota
5400 Ocean Boulevard Unit 9-4, Sarasota
$874,000
1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, Sarasota
225 Hourglass Way Unit 103, Sarasota
$550,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota
5600 Beach Way Drive Unit 201, Sarasota
$550,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
MAJOR PRICE IMPROVEMENT — SELLER SAYS BRING ALL OFFERS! What if "going to the beach” meant grabbing your flip-flops, walking across the street, and sinking your toes into the powdery-white sand of Siesta Key? Morning walks along the shoreline, afternoons by the pool, sunset strolls with your toes in the Gulf, and dinner and drinks in the Village as part of your everyday routine. Welcome to Beach Way unit 201. Perfectly positioned, this unit offers a coveted peek of Siesta Key’s white quartz sand and charming glimpses of beachgoers settling in for another day in paradise, offering you the world-renowned Siesta Key lifestyle quite literally just outside your door. This second floor and fully furnished 2-bedroom, 2-bath second-floor condo presents an incredible opportunity to own your own piece of one of Florida’s most celebrated barrier islands. Step inside and immediately feel the light, relaxed coastal atmosphere. The open-concept kitchen flows naturally into the dining and living areas, creating a space that's as special as it's location. Slide open the doors to your private screened lanai and enjoy glimpses of the Gulf while overlooking the community’s heated pool, maintained at 85 degrees year-round. Morning coffee here may quickly become your favorite part of the day. Both bedrooms feature walk-in closets, offering plenty of storage for everything from beach bags and paddleboards to your everyday essentials. This condo is move-in ready, making it easy to begin enjoying island life from day one, whether you envision a full-time residence, seasonal escape or vacation retreat. Looking for flexibility when you’re away? Beach Way allows a minimum lease period of one month, up to twelve times per year, providing potential rental-income opportunities. A rental pro forma is available for additional information. The community itself makes island living refreshingly easy. Residents enjoy a heated pool, community room with full kitchen, picnic and grilling areas, elevators, laundry facilities on each floor and a personal storage unit. Your deeded covered carport is conveniently located just steps from your front door. The well-maintained building has also benefited from several notable improvements, including a new roof in 2020, updated elevator installed in 2019, re-plumbed stacks completed in 2018 and new vinyl fencing added in 2021. A quarterly condominium fee includes access to community amenities, pest control, basic cable, water and sewer, grounds maintenance, weekend on-site maintenance and community insurance. But the real luxury here may be the lifestyle. Start your morning walking Siesta Key’s shoreline or joining beach yoga as the island wakes up. Spend the afternoon paddleboarding, floating in the Gulf or lounging poolside. Catch one of Siesta Key’s famous sunsets before heading into the Village for dinner, live music, shopping or a cocktail. On Sundays, wander over to the drum circle and watch the beach come alive as the sun disappears over the water. When you feel like venturing beyond the island, Downtown Sarasota, St. Armands Circle, the Ringling Bridge, Sarasota’s cultural attractions, top-rated medical facilities, SRQ International Airport and University Town Center are all within convenient reach. Beach across the street. Pool outside your window. Siesta Key sunsets whenever you please. Don’t let another season pass without owning your own slice of paradise. Schedule your private showing today.

5600 Beach Way Drive Unit 201, Sarasota