Siesta Key Homes with Beach Access Water Frontage

Siesta Key Homes with Beach Access Water Frontage

Welcome to Siesta Key, Florida, a tropical paradise tucked away in Sarasota County, known for its pristine beaches and vibrant coastal lifestyle. This enchanting barrier island boasts some of the finest white sand beaches in the world, with Siesta Beach consistently ranked among the best. The warm Gulf waters beckon both residents and visitors alike, making it a haven for sunbathers, swimmers, and water sports enthusiasts.

Siesta Key is not just about stunning beaches; it’s a community that thrives on its laid-back atmosphere and natural beauty. The island features charming boutiques, delightful restaurants, and lively nightlife, ensuring that there’s always something to do. Whether you’re enjoying a sunset at the famous Siesta Key Village or embarking on a kayaking adventure through the serene mangroves, you’ll find that life here is as vibrant as the sunsets that paint the sky.

For those seeking the ultimate coastal living experience, Siesta Key offers an impressive selection of homes with beach access and waterfront properties. Imagine waking up to the sound of gentle waves and having the beach just steps away from your door. These exquisite residences, ranging from luxurious beachfront estates to cozy cottages, provide a unique opportunity to immerse yourself in the island's natural beauty and tranquil lifestyle.

With its idyllic setting, friendly community, and endless recreational activities, Siesta Key is more than just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home here, where every day feels like a vacation in paradise!

Newest Siesta Key Homes with Beach Access Water Frontage

8800 Midnight Pass Road, Sarasota
$3,690,000
4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code
With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota

4712 Ocean Boulevard Unit W5, Sarasota
$1,359,000
2 Beds ⋅ 2 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code
Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Sarasota

5830 Midnight Pass Road Unit 38, Sarasota
$540,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation!

5830 Midnight Pass Road Unit 38, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota
$725,000
3 Beds ⋅ 3 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

6310 Midnight Pass Road Unit 403N, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

304 Calle Miramar Unit 304S, Sarasota
$2,495,000
4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code
Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

304 Calle Miramar Unit 304S, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
6 Beds ⋅ 8 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

4196 Roberts Point Circle, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
Roberts Point SubDv. ⋅ 34242 Zip Code
An extraordinary land opportunity without compare on the Gulf Coast to create a legacy waterfront estate, multi-residence compound or two distinctive estate homes on 1.34 acres along Sarasota Bay. Located at 4196 Roberts Point Circle, this expansive Siesta Key property offers over 400 feet of waterfront, remarkable privacy, and sweeping views across the bay in a setting rarely available at this scale. The size and configuration of the property present compelling possibilities for its next chapter. Envision a singular custom waterfront estate surrounded by lush grounds or explore the potential to divide the property and create multiple residences—an exceptional opportunity for a private family compound where generations can live independently while sharing one extraordinary waterfront setting. Any subdivision or redevelopment would be subject to applicable zoning, permitting, and governmental approvals. The property currently contains approximately 8,500 square-foot of living space among two structures, allowing a future owner to consider incorporating existing improvements into a new vision or pursuing a more comprehensive redevelopment of the site. Mature tropical vegetation surrounds the property, creating a natural sense of seclusion, while the expansive shoreline opens to panoramic water views. Multiple existing dockage options provide direct access to the surrounding waterways, further enhancing the property’s connection to Sarasota’s coveted coastal lifestyle. The 1.34-acre site offers substantial space to thoughtfully orient residences and outdoor living areas around the water, with possibilities for resort-style amenities, gardens and gathering spaces that take full advantage of the property’s scale and setting. Whether preserved as one expansive homesite or reimagined for multiple residences, the property represents an increasingly rare opportunity to create something entirely personal on the water. Its location on the coveted north end of Siesta Key makes the opportunity even more exceptional. Known for its privacy, established residential character and sense of seclusion, this quieter end of the island offers a distinctly different experience while keeping Siesta Key Village, mainland Sarasota, and the island’s celebrated beaches within easy reach. Siesta Beach is renowned for its powdery white quartz sand and has previously earned Tripadvisor’s distinction as the No. 1 beach in the United States. Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural destinations are just minutes away, as is Sarasota-Bradenton International Airport. It is a rare convergence of significant acreage, waterfront, privacy, and the unmistakable lifestyle of Siesta Key.

4196 Roberts Point Circle, Sarasota

6287 Midnight Pass Road Unit 103, Sarasota
$619,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Priced to sell. Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look, ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or taking advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

6287 Midnight Pass Road Unit 103, Sarasota

609 Norsota Way, Sarasota
$8,500,000
Bay Island SubDv. ⋅ 34242 Zip Code
An extraordinary opportunity to create a custom waterfront estate on coveted Norsota Way, where spectacular panoramic views stretch across Sarasota Bay to the downtown skyline and Ringling Bridge. Positioned on an exceptional 0.57-acre homesite in the prestigious Bay Island neighborhood of Siesta Key, this rare property offers an impressive 370 feet of combined water frontage, including approximately 168 feet directly on Sarasota Bay and 202 feet along the protected yacht basin. With expansive open-water views, a generous homesite, and exceptional boating access, this is a remarkable setting for a one-of-a-kind Sarasota waterfront residence. The property's distinctive configuration offers the best of both worlds: sweeping, unobstructed views across the open bay and the convenience of protected water frontage along the adjoining yacht basin. Boating enthusiasts will appreciate direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with multiple waterways and destinations within easy reach. The extensive water frontage creates exceptional possibilities for designing a residence that embraces Sarasota's boating lifestyle. Spanning approximately 25,040 square feet, the cleared homesite provides an expansive canvas for a thoughtfully designed custom estate. Its generous dimensions and remarkable waterfront setting offer opportunities to incorporate substantial indoor and outdoor living spaces, expansive terraces, a resort-style pool, and beautifully landscaped grounds. Imagine walls of glass framing panoramic bay views, generous entertaining areas overlooking the water, and a private outdoor retreat designed around Sarasota's spectacular coastal scenery. The property's concrete seawall, irrigation well, and available public utilities add to its appeal as a premier waterfront building opportunity. Located on coveted Norsota Way within the established Bay Island neighborhood, the property is just moments from the mainland and the beaches of Siesta Key. This distinctive waterfront enclave is known for its beautiful homes, mature landscaping, and convenient access to Sarasota's finest amenities. Enjoy nearby Southside Village, with its popular restaurants, boutiques, and neighborhood charm, as well as convenient access to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Downtown Sarasota's vibrant dining, shopping, theaters, galleries, and cultural attractions. The world-renowned white sands of Siesta Key Beach, Siesta Key Village, and Sarasota's picturesque bayfront are also just a short drive away.

609 Norsota Way, Sarasota

1313 Dockside Place Unit 120, Sarasota
$1,090,000
2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code
RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota

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