Siesta Key Real Estate

Siesta Key, FL Homes for Sale

Siesta Key, FL is a barrier island west of Sarasota where single-family homes for sale typically list between $700,000 and $3.5 million, with waterfront and Gulf-front properties reaching well beyond that range. Dave Jones Realty tracks the island market closely, from mid-century blocks near Siesta Key Village to newer coastal construction along Midnight Pass Road. Buyers here weigh access to Siesta Beach, Crescent Beach, and Turtle Beach against elevated construction requirements common to the island. Condominiums start near the low $400,000s, giving buyers an entry point below the single-family market.

Be the First to Know About New Siesta Key Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Siesta Key Real Estate Map Search

Search by Lifestyle
Search by Price
Search by Bedrooms
Search by Bathrooms

Home Styles and Price Context

Siesta Key housing stock centers on elevated coastal single-family homes, Florida ranch homes from the 1960s and 1970s, and Mediterranean-style villas. Single-family homes typically list between $700,000 and $3.5 million, while Gulf-front and deep-water canal properties commonly exceed $4 million. Condominiums on Siesta Key start near $400,000 and rise to over $2 million for Gulf-front units. Lots on the island generally range from 8,000 to 15,000 square feet, and much of the newer construction sits on raised foundations to meet coastal flood elevation standards.

Neighborhoods

Siesta Key Village

Siesta Key Village anchors the north end of the island along Ocean Boulevard, surrounded by older ranch homes and walkable access to shops and restaurants. Homes near the Village trade on proximity to Siesta Beach, whose quartz sand consistently ranks among the top public beaches in the United States.

Sanderling Club and Midnight Pass

The Sanderling Club sits on the south end near Turtle Beach, a gated community known for private Gulf frontage and larger custom homes. Properties along Midnight Pass Road offer canal access and are priced for boaters who want direct water routes to the Intracoastal Waterway.

Daily Life

Siesta Key connects to mainland Sarasota by the Siesta Drive and Stickney Point Road bridges, putting downtown Sarasota roughly 15 to 20 minutes away outside peak season traffic. Siesta Beach and Turtle Beach both offer public parking, and Turtle Beach includes a boat ramp and campground. Students on the island are zoned for Phillippi Shores Elementary and Sarasota schools on the mainland. Siesta Key Village hosts a weekly farmers market and regular live music.

Working With a Local Agent

Dave Jones Realty represents buyers across both the Village end and the south island, helping compare condominium value against single-family and waterfront options.

  Advanced Search   Market Reports   Home Value   Connect

Newest Homes for Sale in Siesta Key, FL

$699,000
2 Beds ⋅ 2 Baths ⋅ A4697642 MLS ⋅ N/A BLDG.
Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

5600 Beach Way Dr Unit 213, Siesta Key
$695,000
2 Beds ⋅ 2 Baths ⋅ C7527984 MLS ⋅ 1 BLDG.
Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic views of Blind Pass, a deeded boat slip, and Turtle Beach just across the street, this is the ideal retreat for anyone who loves life on the water. Inside, the open-concept floor plan is designed to maximize the stunning views, featuring a beautifully updated kitchen with granite countertops, custom wood cabinetry, stainless steel appliances, and seamless flow into the living and dining areas. The spacious primary suite offers its own water views and direct access to the private lanai, creating the perfect spot to enjoy your morning coffee or unwind as the sun sets over the water. The guest bedroom and updated bathrooms provide comfortable accommodations for family and friends, while tile flooring throughout and an in-unit laundry room add everyday convenience. This well-maintained waterfront community offers a heated pool, covered parking, and a private storage locker. Spend your days boating, fishing, kayaking, or relaxing on the sugar-sand shores of Turtle Beach or hop on the Siesta Key trolley to explore the island's shops, restaurants, and world-famous beaches. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional waterfront property offers the true Siesta Key lifestyle.

9050 Midnight Pass Road Unit 1, Siesta Key
$680,000
2 Beds ⋅ 2 Baths ⋅ A4704691 MLS ⋅ Castaway Cove BLDG.
It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated residence at Castaway Cove, a boutique waterfront condominium community tucked away on the quiet south end of Siesta Key, just a short walk to Turtle Beach. This second-floor unit offers a rare coastal vantage point with sweeping views of Blind Pass Lagoon, the Intracoastal Waterway, and the Gulf of Mexico, delivering a rarely found three-water perspective. Morning light reflects across the lagoon, afternoons might feature manatees or dolphins, and evenings are reserved for unforgettable sunsets over the Gulf. Dock space is available for boating enthusiasts, and the calm lagoon waters provide ideal conditions for kayaking and paddleboarding from Castaway’s private launch toward the newly-opened Midnight Pass. The residence has been remodeled wall to wall and floor to ceiling since 2020, with thoughtful attention to both design and infrastructure. The open floor plan blends the kitchen, dining, and living areas seamlessly, allowing water views to take center stage from nearly every angle. Porcelain tile flooring runs throughout the entire unit, creating a clean, cohesive look that complements the seaside setting. The kitchen features shaker-style Providence White cabinetry with glass-front display cabinets and interior lighting, a pantry with pull-out shelving, Pompeii Quartz countertops, a Glazzio tile backsplash, and updated appliances including refrigerator, range, dishwasher, built-in microwave, washer, dryer, and HVAC system. The primary suite, perched above Blind Pass, is a serene retreat with crown molding, solid core doors, and custom closet systems with mirrored panels. The ensuite bath offers dual vanities topped with Pompeii Quartz, a walk-in shower with glass enclosure, tiled bench, multiple body jets, subway tile walls, and subtle motion-sensor lighting. The guest suite, with views of the ICW, features a barn door entry and a bath with cast-iron tub and quartz-topped vanity. A screened lanai extends the living space outdoors with porcelain tile flooring, a tongue-and-groove ceiling, new screens and railings, and tranquil water views that invite morning coffee or evening relaxation. Additional features include recessed lighting throughout, ceiling fans, a woven dining area chandelier, sheer and room-darkening solar shades, Schlage door lock, Ring doorbell, and Nest thermostat. Castaway Cove is a low-density community of just eight residences offering ample parking, professional management, and exceptionally low association fees. Recent community improvements include a new seawall, refreshed landscaping, updated exterior lighting and irrigation system, and a freshly painted building. The two-story structure is NOT subject to a Milestone Inspection.

9226 Midnight Pass Road Unit 3B, Siesta Key
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.