Siesta Key Real Estate

Waterfront Homes for Sale in Siesta Key, FL

Welcome to your dedicated resource for waterfront homes for sale in Siesta Key, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Siesta Key, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the waterfront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Waterfront Homes for Sale in Siesta Key, FL

$1,199,000
2 Beds 2 Baths A4697523 MLS Whispering Sands BLDG.
Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!

20 Whispering Sands Drive Unit 501, Siesta Key

$1,190,000
A4666934 MLS
….. One Acre of Siesta Key vacant land with Bay access is almost impossible to find! Here it is, your gateway; the ideal canvas for your dream property, a homesite simply unique in its size and its location, offered at an exceptional price. This rare piece of land is just 0.7 miles south of Stickney Point bridge, across from the renowned Sanderling Club. With 175 ft of street frontage and a depth of 244 ft along Port Lane, this expansive parcel (± 1 Acre/42,677sq ft) gives you a generous building footprint, the coveted opportunity of privacy, of serenity in the middle of it all. Build your custom dream home and still have plenty of room to design your private driveway and your tropical Florida yard. Take a short stroll to your private dock which extends 235 ft into the bay waters and is capable of docking a boat, jet skis, and kayaks. From there you are just a short boat ride away from the blue waters of the Gulf. You will enjoy how much ‘Little Sarasota Bay’ is Loving Life since Midnight Pass opened naturally, boasting a visible improvement of water clarity & marine life. Not to forget that All of Siesta Key is right at your front door, the famous powdery Beaches, Crescent & Point of Rocks beach, Turtle Beach, its vibrant villages with its shops, Bars & Restaurants. Take this great opportunity to build your private beach retreat, Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement this exceptional setting. Bay and/or Gulf Views possible depending on design of home. Call today for a showing and additional information. Lot features: lot has been partially cleared, 2 wide paths to discover the property populated with Palm Trees & some Australian Pine clumps, typical Florida underbrush, no elevation change throughout the parcel, no wetland, 20ft wide easement to dock. Survey, Topographic map and Soil Test are available.

7401-A Midnight Pass Road Unit A, Siesta Key

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