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 kisses the shores and the gentle breezes whisper through the palm trees. This charming subdivision is a perfect blend of tranquility and vibrant coastal living, making it an ideal destination for families, retirees, and anyone looking to embrace the laid-back Florida lifestyle.

Siesta Woods boasts a selection of beautifully designed single-family homes, each exuding character and charm. With lush landscaping and a friendly neighborhood atmosphere, residents enjoy a sense of community that feels like home. The subdivision is known for its spacious lots, providing ample room for outdoor activities, gardening, or simply soaking up the sun.

One of the most alluring aspects of Siesta Woods is its proximity to the world-renowned Siesta Key Beach, often celebrated for its powdery white sands and crystal-clear waters. Residents can easily indulge in beachside activities, from sunbathing and swimming to kayaking and paddleboarding. For those who appreciate nature, the nearby Siesta Key Village offers a delightful array of shops, restaurants, and entertainment options, all within a short drive or leisurely bike ride.

With its prime location in Sarasota County, Siesta Woods also provides access to top-rated schools, healthcare facilities, and cultural attractions, including art galleries, theaters, and botanical gardens. Whether you're seeking a permanent residence or a vacation getaway, Siesta Woods invites you to experience the perfect blend of relaxation and adventure in this idyllic coastal paradise. Come and discover your dream home in Siesta Woods, where every day feels like a vacation!

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!