Siesta Key Homes with Beach View Water Frontage

1350 Siesta Bayside Drive Unit 1350B, Sarasota

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

1328 Siesta Bayside Drive Unit 1328C, Sarasota

$699,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota

9397 Midnight Pass Road Unit 506, Sarasota

$665,000

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota

5855 Midnight Pass Road Unit 221, Sarasota

$634,900

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

5855 Midnight Pass Road Unit 221, Sarasota

$2,199,000

3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.

4708 Ocean Boulevard Unit E4, Sarasota

$10,500,000

6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota

8750 Midnight Pass Road Unit 501C, Sarasota

$699,900

2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code

WELCOME TO TORTUGA ON SIESTA KEY, A TRUE TROPICAL COASTAL PARADISE! THIS 5TH-FLOOR 2-BEDROOM, 2-BATHROOM RESIDENCE SHOWCASES A SPRAWLING OPEN-CONCEPT LAYOUT WITH 1,232 SQUARE FEET OF LIVING SPACE, SWEEPING BEACH VIEWS, AND AN OVERSIZED 34-FOOT COMBINED LIVING AND FAMILY ROOM FILLED WITH NATURAL LIGHT. SITUATED ON OVER 3 ACRES OF DIRECT GULF-FRONT GROUNDS, THIS PROPERTY PRESENTS THE ULTIMATE BLEND OF ISLAND LUXURY AND RELAXATION. FRESHLY UPDATED WITH A MODERN COASTAL PALETTE, THE INTERIOR HIGHLIGHTS WOOD-LOOK LAMINATE FLOORS, CROWN MOLDING, NEUTRAL GREY ACCENTS, AND SLEEK CEILING FANS THROUGHOUT. THE PRIMARY SUITE SERVES AS A PRIVATE RETREAT FEATURING AN EXPANSIVE CLOSET WITH CUSTOM ORGANIZERS AND AN EN-SUITE BATHROOM WITH A GLASS-ENCLOSED WALK-IN SHOWER AND PEBBLE TILE FOOTING. THE SECOND BEDROOM AND FULL BATHROOM SHOWCASE PREMIUM FINISHES PERFECT FOR FAMILY OR GUESTS. INCLUDES A DEDICATED IN-UNIT LAUNDRY ROOM PLUS HURRICANE SHUTTERS FOR TOTAL PEACE OF MIND. THE TORTUGA COMMUNITY SHOWCASES RESORT-STYLE AMENITIES: DEEDED BEACH ACCESS DIRECTLY ONTO SIESTA KEY, AN INDOOR/OUTDOOR HEATED POOL, TENNIS COURTS, A CLUBHOUSE, AN ASSIGNED COVERED GARAGE SPACE, ELEVATOR ACCESS, AND A PRIVATE ENTRANCE. THE HOA FEE COVERS CABLE TV, INTERNET, WATER, SEWER, TRASH, PEST CONTROL, BUILDING MAINTENANCE, AND STRUCTURAL INSURANCE. CURRENT THREE DOCKS AVAILABLE FOR RENT FOR $300 PER YEAR UP TO 24 FT BOAT. EMBRACE THE ULTIMATE SIESTA KEY LIFESTYLE: WALK STRAIGHT ONTO THE SAND, ENJOY WATER ACTIVITIES, OR TAKE A SHORT DRIVE OVER STICKNEY POINT BRIDGE TO DOWNTOWN SARASOTA DINING, SHOPPING, AND ENTERTAINMENT. RENTAL-FRIENDLY (1-MONTH MINIMUM LEASE).CLOSE TO OPHELIAS WATERFRONT RESTAURANT AND TURTLE BEACH BOAT RAMP. COME EXPERIENCE COASTAL LIVING AT ITS FINEST!

8750 Midnight Pass Road Unit 501C, Sarasota

$865,000

2 Beds ⋅ 2 Baths ⋅ Timber Land Ranchettes SubDv. ⋅ 34242 Zip Code

This beautifully furnished turnkey, two-bedroom, two-bath condominium, will charm you with the luxury of direct access to world renown ‘’Siesta Key Beach. Embrace a rare opportunity to own at ‘Tivoli By The Sea’, the perfect combination of a desirable island location with resort-style amenities. You’ll savor vivid sunsets and panoramic views of the Gulf’s turquoise waters, all from your 26-by-6-foot private balcony. This condo is in immaculate condition, and perfect for year-round living, seasonally, or as an investment property. The modern open floor plan creates a seamless indoor-outdoor flow throughout the home. Sliders from the spacious Dining Room/Living Room area offers plenty of space for entertaining. The Primary Bedroom suite, which features a king-size bed, a vanity area and walk-in closet, also has its own set of sliders to the oversized balcony. The contemporary eat-in kitchen is bright and pristine, with thoughtful updates. The large Guest Bedroom, and nearby full Guest Bath, provides family and guests with their own quiet respite. There’s also a top-floor one bedroom Guest suite, available to owners at affordable weekly reservations for their visiting guests (see the photos). ‘Tivoli By The Sea’ offers an impressive collection of amenities including: a heated swimming pool, fitness center, recreation room, tennis/pickleball court, basketball court, putting green, and ping-pong table. You’ll be a short stroll to the sugary sands of Siesta Key Beach from your private gate. The rooftop Club Room features stunning 270-degree gulf views, and can be reserved for private parties. Each condo includes a storage unit, a covered parking space, and hurricane shutter protection. The building has benefited from numerous updates in recent years. Plumbing updates in 2014, electrical updates in 2017, replacement of catwalk railings in 2019, resurfacing of the tennis and pickleball courts in 2020, and a new roof in 2023. 'Tivoli By The Sea' boasts a strong track record for weekly & monthly rentals, all handled by the on-site company, 'Beachside Management'. Less than five minutes from Siesta Key Village, the home affords convenient access to an array of restaurants, shops and nightlife. Parasailing, paddle boarding, kayaking, boating rentals, and fishing, all provide endless opportunities to enjoy the surrounding waters. Downtown Sarasota is a simple drive with its vibrant arts and entertainment scene. Your social calendar will be filled with tons of culture to enjoy with the ‘Van Wezel Performing Arts Hall’, ‘Sarasota Opera House’, ‘Asolo Repertory Theatre’, ‘Florida Studio Theatre’ and the ‘Marie Selby Botanical Gardens’. Sarasota-Bradenton International Airport is a short drive away. This wonderful condo is vacant and easy to show!

625 Beach Road Unit 301, 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

$1,599,000

3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code

Exceptional opportunity to own a slice of heaven on Siesta Key Beach. The sparkling turquoise water and quartz sand beach await you. This sought after renovated townhouse has lovely Gulf Views and fabulous deeded Beach front access for everyday enjoyment. TURNKEY furnished & spacious with 3-bedrooms and 3.5 baths. Open floor plans to capture great light and an airy feeling created by coastal living. Enjoy the magnificent decks off the Primary Suite and Living Room to capture beautiful sunsets and Gulf breezes. Also, it is a great place just to relax on a lounge chair in the Florida Sunshine. The Gourmet Kitchen has a lovely wood painted cabinetry, granite counters cook-top island, Breakfast Bar with counter seating and all Stainless Appliances. The main level offers a bonus room that is very versatile with a full bath & separate entrance. Perfect for guests, home office or media room. The Primary Suite has Views of the Gulf from Sliders that opens to a great deck. The Master Bath has dual marble vanities and a large frameless glass shower & separate water closet. The other two bedrooms share a Full Bath. Laminate flooring and Plantation Shutters throughout. So close to Siesta Key Villate for boutique shopping, fabulous restaurants & island entertainment. Ready for the next buyer to own this spectacular beach retreat. Motivated Seller.

548 Beach Road Unit A, Sarasota

$699,900

2 Beds ⋅ 4 Baths ⋅ Midnight Sea SubDv. ⋅ 34242 Zip Code

Live the Siesta Key lifestyle just moments from the beach! This beautiful three-level townhome offers 2 spacious bedrooms, plus an additional room on the lower level, 2 full baths, 2 half baths, an oversized one-car garage, and two additional outdoor parking spaces. The extra lower-level room could be used as a third bedroom, study, home office, gym, media room, or private guest space. The main living level features hardwood flooring, abundant natural light, and a screened lanai directly off the living room - perfect for morning coffee, outdoor dining, or relaxing after a day at the beach. A second private lanai is located off the primary bedroom, creating a peaceful personal retreat. Recent improvements include a new roof (2024), new electrical panel (2024), HVAC (2024), tankless water heater (2024), washer and dryer (2025), all four new toilets (2025), updated flooring on the stairs and in both bedrooms, and a completely renovated lower level with an added shower. (2024). Popcorn ceilings have been removed throughout all three levels. Additional exterior improvements include new water lines (2026), new pavers (2026), new gutters, fresh exterior paint, and hurricane-impact sliding doors throughout, the entire house was repiped. Enjoy the community pool and deeded beach access located approximately 200 yards away. The townhome is also conveniently close to Siesta Key’s south beach area, Point of Rocks, 7-Eleven, restaurants, shops, grocery options, and bike and recreational rentals. Previously enjoyed by the owners as their own vacation retreat and also used as a rental property (during season this home can produce $9-11K, and off season months - $4-5K), this townhome offers wonderful flexibility. It could be an excellent primary residence, second home near the Gulf, or investment opportunity in one of Sarasota’s most desirable beach communities. Offered furnished, including beach equipment, for an easy transition into island living. Seller is offering up to $500 toward a one-year home warranty of the buyer’s choice at closing. Start enjoying Siesta Key!

6840 Midnight Pass Road, Sarasota

$1,349,000

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences Ii SubDv. ⋅ 34242 Zip Code

Location, location, location! Set directly on the world-famous white sands of Siesta Key Beach, this beautifully appointed 3-bedroom, 3-bath residence at Hyatt Residence Club Siesta Key Beach offers a rare opportunity to enjoy a true beachfront resort lifestyle with the service and amenities of the Hyatt brand at an exceptional value. Located on the third floor, the residence is conveniently situated on the same level as the fitness center and concierge, putting some of the property’s most-used amenities just steps from your door. Inside, a bright, open-concept layout offers generous living and dining spaces, a private lanai, and three well-appointed bedrooms with three full baths, providing plenty of room for family and friends. Step outside and everything that makes the Hyatt Residence Club special is at your fingertips: direct access to Siesta Key’s famous sugar-white sand, beach service with lounge chairs and towels, a resort-style pool and waterfall Jacuzzi, Tiki Bar, fitness center, concierge and valet services, on-site parking, complimentary breakfast, and professional management. It’s an effortless way to enjoy beachfront living without the upkeep of a traditional beach home. The location also makes exploring Siesta Key easy. Walk to the restaurants and shops of South Bridge Village, take a quick drive to Siesta Key Village, or enjoy convenient access on and off the Key via the South Bridge. For buyers who prioritize beachfront location, resort amenities, convenience, and value, this residence presents a compelling opportunity to experience one of Siesta Key’s premier beachfront properties. Come for the beach, stay for the sunsets, and enjoy the ease of the Hyatt resort lifestyle.

915 Seaside Drive Unit 310, Sarasota

Siesta Key Homes with Beach View Water Frontage

Newest Siesta Key Homes with Beach View Water Frontage