Siesta Key Real Estate

Recently Sold Listings in Siesta Key, FL

Welcome to your dedicated resource for viewing Sold listings in Siesta Key, FL. As local Siesta Key, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Siesta Key, FL below, or if you are looking to sell a home in Siesta Key, FL contact a local agent to discuss the possibilities.

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All Recently Sold in Siesta Key, FL

$9,330,000
6 Beds 7 Baths A4564288 MLS
CONTEMPORARY LIVING WITH EXPANSIVE BAY VIEWS and Winner of HGTVs 2023 Ultimate House Hunt Waterside Category! This fabulous estate is located in Hidden Harbor, an exclusive and sought after neighborhood on the northern end of Siesta Key, with convenient access to downtown Sarasota and world-renowned Siesta Beach. This magnificent bayfront retreat is framed by 150 linear feet of water frontage and situated on over three-quarters of an acre with incredible landscaped gardens, providing its owners complete privacy. Entering this unique estate, you instantly enjoy peace and tranquility not often found with waterfront living. For the boating enthusiast, this property provides deep water with two boat lifts and a floating dock for easy access for kayaking and paddle boarding. Awe-inspiring remodeling which was completed in February 2023 has beautifully blended West Indies style and a truly contemporary feel with open living spaces, soaring ceilings, a dream kitchen and panoramic views which can be enjoyed from nearly every room. The primary suite offers dramatic water views, an expansive covered terrace, dual bathrooms, soaking tub and a walk-in shower -- all creating a truly spa-like environment. You will enjoy 6,369 sq ft of interior living space including 5 bedrooms and 7 baths, and a media room or 6th bedroom ensuite. Oversized lanais leading from the living areas and bedrooms create the perfect indoor/outdoor atmosphere. A stunning multi-level infinity pool and spa, complemented with a designer outdoor kitchen with swim-up bar, creates a resort-like ambiance. Other noteworthy amenities include a 3-car garage, generator, 500-gallon salt water aquarium, whole house water filtration system and much more. This trophy property with generous dimensions offers the buyer exceptional value and an opportunity to secure this fabulous property on beautiful Siesta Key. For more information, walk through videos, and matterport, please request the property website.

5131 Jungle Plum Road, Siesta Key

$9,250,000
5 Beds 5 Baths A4596611 MLS
Welcome to Vivre Le Rêve (Living The Dream), an unparalleled estate located on one of the most coveted streets on Bay Island at the northern tip of Siesta Key. Nestled on the Freeling Drive Peninsula, this property sits on one of Sarasota's most secure and picturesque deep-water basins, just moments away from the Gulf of Mexico, with no fixed bridges obstructing your path to open water. Crafted by the renowned architect Clifford Scholz and constructed by Perrone Construction, this fully customized and enchanting residence embodies the elevated coastal lifestyle you've always envisioned. Meticulously preserved by its original owners, Vivre Le Rêve boasts striking curb appeal, lush landscaping, and an impressive 69 feet of bay frontage. The home showcases impeccable craftsmanship and carefully selected natural materials, seamlessly blending coastal exteriors with modern interiors. With 5 bedrooms, 3 bathrooms, and 2 half baths, this residence invites you into a world of comfort and tranquility. Upon entry, the home welcomes you with custom moldings, coffered and trey ceilings, and expansive windows, creating an atmosphere of genuine warmth. The family room, kitchen, and bar area provide abundant spaces for entertaining. The kitchen features custom Campbell cabinetry, Quartz countertops, Sub-Zero appliances, and a Wolf Range. A butler's pantry and food pantry separate the kitchen from the formal dining room. The family room, adorned with a stone wall and gas fireplace, boasts 21' ceilings. On the main level, you'll discover a guest bedroom, an office with custom built-ins, a laundry room, powder room, and a full guest bath. A dedicated theatre room offers an unparalleled cinematic experience with 12 theatre seats, acoustically engineered walls, a Runco projector, and an adjustable screen. Moving to the second floor, the master suite immerses you in luxury, featuring an oversized sitting room with a gas fireplace, hinged mirrors for accessories, barn doors for privacy, and a private terrace with expansive water views. The master ensuite offers a spa-like experience with dual vanities, a soaker tub, walk-in shower, water closet, and an oversized walk-in closet with custom built-ins. Additionally, there are two more bedrooms, guest bathroom, a laundry room with sink and refrigerator, and ample storage on the second floor. The ground floor presents a 2.5 car garage with workshop and wired for a electric charging station. In additional there is an oversized garage suitable for an RV, boat, or additional vehicles. Stepping outdoors, you'll be captivated by the Florida living experience. The main level terrace features an outdoor kitchen, sitting area, and expansive dining area, all equipped with motorized retractable screens and storm shutters. A separate outdoor pool bath, in-ground jacuzzi, and outdoor shower enhance the outdoor amenities. Enjoy a dip in the saltwater pool or refine your golf skills on your personal 3-hole putting green in the backyard, which is astroturfed and equipped with Sonance speakers. The waterfront lifestyle is truly luxurious, with a dock and 69' of concrete seawall, accommodating up to a 60' yacht, a 24,000lb boat lift, and a davits for a 16' boat. Numerous other features make this residence the epitome of Coastal Luxury Living, where you are unquestionably Living The Dream!

799 Freeling Drive, Siesta Key

$9,200,000
3 Beds 4 Baths A4612722 MLS Sunset Beach BLDG.
Virtually Staged. Pre-Construction. To be built. Introducing Sunset Beach, the premier boutique condominium on Siesta Key, offering refined beachfront living with breathtaking Gulf views. This exclusive collection features 11 residences with open-concept, flow-through floor plans and expansive glass walls. The spacious terraces and thoughtfully designed great room provide ample space for gathering, dining with family, entertaining guests, or simply relaxing and recharging. Experience the epitome of waterfront luxury, sophistication, and style, surrounded by nature's unmatched beauty. Nestled in a quintessential Siesta Key neighborhood, Sunset Beach offers the ultimate tropical modern luxury experience. With 175 linear feet of pristine private shoreline on the Gulf of Mexico, each home is uniquely designed by the world-renowned architecture firm MHK and features integrated native-inspired landscaping and gardens by DWJA Landscape Architects. Each residence includes 10-foot ceilings (except where dropped), floor-to-ceiling windows, oversized terraces with direct Gulf views, spacious living, dining, and entertaining areas, custom kitchens and bars with Sub-Zero and Wolf appliances, solid-core 8’ high entry and interior doors, floor-to-ceiling hurricane-resistant balcony sliders with laminated solar tint glass, sound-limiting laminated/insulated windows with solar-tinted glass, glass balcony railings, low voltage pre-wiring for state-of-the-art Smart Home technology, high-efficiency air conditioning and heating systems, and stained tongue-and-groove ceilings on terraces. This four-story development spans two and a half Gulf-front acres and includes a secured residential lobby with direct private elevator entry to each residence. The three-bedroom plus study residences range from 3,780 to 5,310 square feet. Spend your day relaxing by the poolside or take a few steps to a beachside lounge chair, where you can relax under an umbrella and enjoy the stunning views of crystal-clear water and white sand. Amenities include a beachfront swimming pool, spa, cabanas, and fire pit, lounge chairs, umbrellas, kayaks, paddle boards, and bikes, a state-of-the-art fitness center, beachfront grilling area, and private on-site storage units. Call us today to learn more!

70 Avenida Veneccia Unit 401, Siesta Key

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