Siesta Woods Real Estate

Siesta Woods Real Estate

Welcome to Siesta Woods, a hidden gem nestled in the heart of Siesta Key, Florida, where the sun-kissed shores and vibrant community blend seamlessly to create an idyllic lifestyle. This charming subdivision is characterized by its lush landscaping, serene atmosphere, and welcoming neighbors, making it the perfect sanctuary for families, retirees, and anyone seeking a slice of paradise.

Siesta Woods boasts a prime location just moments away from the world-renowned Siesta Key Beach, known for its powdery white sands and stunning sunsets. Residents enjoy easy access to an array of outdoor activities, including kayaking, paddleboarding, and beachcombing, while the nearby Siesta Village offers delightful dining, shopping, and entertainment options.

The subdivision itself features beautifully designed homes that reflect the coastal aesthetic, with many properties offering spacious yards and private pools, perfect for soaking up the Florida sunshine. The community is well-maintained, with tree-lined streets that invite leisurely strolls and friendly conversations with neighbors.

Families will appreciate the proximity to highly-rated schools and parks, while retirees can indulge in the laid-back lifestyle that Siesta Key is famous for. Whether you’re looking to invest in a vacation home or a permanent residence, Siesta Woods offers a unique opportunity to experience the best of coastal living.

Discover the charm of Siesta Woods today, where every day feels like a vacation and the beauty of nature surrounds you. Your dream home awaits in this enchanting enclave of Siesta Key!

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

Start Your Search

How much is your home worth?

Get instant property value now!