Siesta Woods Real Estate

Siesta Woods Real Estate

Welcome to Siesta Woods, an enchanting subdivision nestled on the picturesque Siesta Key in Sarasota County, Florida. This hidden gem offers a delightful blend of coastal charm and serene living, making it an ideal destination for those seeking a peaceful retreat without sacrificing the vibrancy of beach life.

Siesta Woods is renowned for its lush landscapes and beautifully designed homes, each exuding a unique character that complements the natural beauty of the surrounding environment. With a variety of architectural styles, from contemporary to classic Floridian, residents enjoy a sense of individuality while being part of a cohesive community. The tree-lined streets invite leisurely strolls, while the friendly neighbors foster a warm and welcoming atmosphere.

One of the standout features of Siesta Woods is its proximity to the world-famous Siesta Key Beach, known for its powdery white sands and crystal-clear waters. Residents can easily indulge in sun-soaked days by the shore, participate in water sports, or simply unwind with a book under the swaying palm trees. The area also boasts a vibrant local dining scene, with charming cafes and exquisite restaurants offering fresh seafood and local delicacies.

For those who appreciate nature, Siesta Woods is conveniently located near several parks and nature reserves. Explore the scenic trails, enjoy birdwatching, or take a kayak out on the tranquil waters of the nearby bays.

In Siesta Woods, you’ll find not just a home, but a lifestyle. Whether you’re looking for a permanent residence or a vacation getaway, this subdivision promises a perfect blend of relaxation and adventure in one of Florida's most sought-after locations. Come and discover the charm of Siesta Woods—your dream home awaits!

Newest Listings in Siesta Woods

5188 Siesta Woods Drive, Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Siesta Woods SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion. The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing. A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home. French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024. Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway. Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)

5188 Siesta Woods Drive, Sarasota

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