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$3,050,000
4 Beds 4 Baths N/A SubDv. 34242 Zip Code
Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

8592 Hidden Lagoon Road, Sarasota

$729,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$2,650,000
4 Beds 5 Baths Harmony Sub SubDv. 34242 Zip Code
Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

512 Treasure Boat Way, Sarasota

$2,200,000
4 Beds 4 Baths 0222 Beach Rd SubDv. 34242 Zip Code
Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

222 Beach Road Unit 7, Sarasota

$900,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US. This spacious home has over 2,000 Sq. Ft. of living area. It had minor flooding during Hurricane Helene. The water and carpet were quickly removed. Removal of the carpet revealed Terrazzo Floors in the main part of the house. THE PRIME WATERFRONT LOCATION CLOSE TO THE BEACH makes this property an excellent candidate to use as your MID-CENTURY STYLE beach retreat, or to BUILD YOUR DREAM HOME. The existing home has a split bedroom plan that wraps around the LARGE SCREENED LANAI. Pocketing sliding doors lead to the spacious lanai from four rooms. From there, you will enjoy privacy, nice water views and quick access to your boat at YOUR PRIVATE DOCK. All three bedrooms are a good size. The Family Room is off the kitchen. This spacious room has its own mini split AC system and great storage space. The Inside Laundry Room has convenient built-ins and a small workshop area. An exterior door leads to the private outdoor shower. Very handy when you come back from the beach or boating. Small storage shed in back. In addition to the unbeatable beach and boating, this excellent Mid-Key location offers convenient access to the shops and restaurants of Siesta Village. Downtown Sarasota is a short drive away where you can enjoy various Theaters, Art Galleries, The Farmer's Market and fine dining. Motivated owner has made this the LOWEST PRICED WATERFRONT HOME IN SIESTA ISLES!

5572 Shadow Lawn Drive, Sarasota

$710,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate beachside lifestyle with this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Excelsior community on world-renowned Siesta Key Beach. Designed with a bright, open layout and coastal-inspired finishes, this spacious residence features an updated kitchen and baths, in-unit laundry, and a private screened lanai perfect for relaxing after a day at the beach. At Excelsior, every day feels like a vacation. Enjoy two heated pools, tennis and pickleball courts, shuffleboard, a well-equipped fitness center, clubhouse, and private beach access with lounge chairs waiting for you in the sand. With two-week rental options allowed, this condo offers both a perfect personal retreat and an excellent investment opportunity. Ideally located just minutes from Siesta Key Village, you’ll have easy access to dining, shopping, and entertainment. The Excelsior Owner’s Association has completed all CRS and SERS requirements and maintains a strong financial position, giving you peace of mind. Your dream of living on Siesta Key Beach is closer than ever—this condo is ready for you!

6265 Midnight Pass Road Unit 205, Sarasota

$640,000
2 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

5369 Shadow Lawn Drive, Sarasota

$1,170,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

6312 Midnight Pass Road Unit 102S, Sarasota

$920,000
2 Beds 2 Baths Siesta Manor SubDv. 34242 Zip Code
Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.

385 Avenida Madera, Sarasota

$750,000
2 Beds 2 Baths Beachway Apts SubDv. 34242 Zip Code
Under contract-accepting backup offers. Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.

5600 Beach Way Drive Unit 315, Sarasota

$1,000,000
3 Beds 2 Baths Bay Isles SubDv. 34242 Zip Code
Coastal Living Meets Elevated Views in Siesta Key Discover this unique waterfront retreat nestled on a saltwater canal in one of Siesta Key’s most sought-after neighborhoods. Featuring a 3-car garage and a main-floor primary suite, this home offers a flexible layout ideal for full-time living or a vacation getaway. The third floor boasts two additional bedrooms, a full bath, and a lofted overlook with views of the second floor’s open design. But the true showstopper? A rooftop observation deck with sweeping views of Big Pass and the Gulf of Mexico — the perfect sunset perch. Located on a street undergoing transformation with multiple new luxury builds, this property is a rare opportunity to enjoy now or reimagine later. At the end of the road, you’ll find a hidden beach enclave, offering a peaceful escape just steps from home. Whether you're drawn by the boating lifestyle, redevelopment potential, or panoramic rooftop vistas, this Siesta Key gem delivers coastal charm with untapped upside.

3737 Bayou Louise Lane, Sarasota

$900,000
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer | BEACH VIBES? Check, PRIME LOCATION? Check, HIGH END RENOVATIONS all completed in 2025? Check, check & check! Welcome to the ultimate in Florida living – whether you are looking to settle in full time or score an amazing SHORT TERM RENTAL/VACATION HOME, this one is a MUST SEE! Located in the heart of Siesta Key, this single story POOL HOME puts you just a 10 minute stroll to Siesta Key Village, and 5 minutes past that you are on the powdery sands of the world-famous beach. Nestled in a quiet, tree lined, no HOA community, you are living large with easy access to US-41, SR-72, and I-75. It’s the best of laid back island living with every modern convenience at your fingertips! Looking for CURB APPEAL? It’s through the ROOF (which was replaced in 2020)! With lush tropical landscaping, a circular paver driveway, covered portico, and an EV CHARGING STATION, the tone is set before you ever step inside. The covered front entry features a charming glass-inset front door that opens into an adorable foyer with immediate beach house energy. Inside you will find porcelain WOOD LOOK TILE FLOORS throughout and a living area full of personality – think vaulted TONGUE & GROOVE WOOD SLAT/BEAM CEILINGS, a cozy WOOD BURNING FIREPLACE, and CUSTOM BUILT-INS! You will appreciate the seamless flow into the light filled dining area, where sliding glass doors paired with a large window connects the interior to your outdoor oasis and includes a built-in bar and extra storage. The kitchen is a showstopper – a 2025 renovation with on trend TWO-TONE CABINETRY, stylish TILED BACKSPLASH set in a modern herringbone pattern, sleek QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a window over the sink so you don’t miss a second of the party outside. Enjoy idyllic indoor/outdoor living with a COVERED LANAI and the recently resurfaced SALT WATER POOL, complete with ceiling fans and new screens in the enclosure for maximum comfort, and convenient outdoor/pool bath access. The fenced backyard is both low maintenance and private – perfect for soaking up the Siesta Key sunshine! Last but certainly not least, your PRIMARY SUITE is a peaceful hideaway with a huge WALK-IN CLOSET, French door access to the lanai, and a spa-like en-suite bath featuring DUAL SINKS under LIGHTED MIRRORS, and a custom tiled walk-in shower behind seamless glass. Need space for guests, a home office or additional rental potential? The PRIVATE MOTHER-IN-LAW-SUITE is a game changer - delivering its own entrance off the pool area for endless versatility with additional pavered parking close by. Also take note of the NEWER A/C, UPDATED PLUMBING & WATER HEATER (2025), partial ELECTRICAL UPDATES, IMPACT GLASS/DOUBLE PANE STORM WINDOWS (most under 5 years old), and extra storage cabinets in the garage – to sum up Saint Albans Ave… The vibe? Fresh, modern and full of character! The location? Out of this world! The lifestyle? Pure Siesta Key magic! Call today!

5108 Saint Albans Avenue, Siesta Key

$580,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along with two fully enclosed balconies that expand your living space and showcase beautiful views of the lagoon and the gulf. Updates include recessed lighting, updated light fixtures, luxury vinyl flooring throughout, fully redesigned kitchen with granite counter tops and stainless steel appliances, and both bathrooms have been thoughtfully redesigned with sleek, modern finishes that elevate the overall feel of the home. Every detail has been considered, from the open-concept layout to the quality craftsmanship found in every corner of this completely renovated unit. Set in one of Siesta Key’s most desirable communities, residents enjoy exclusive amenities including 800 feet of private beach on the Gulf, two heated pools, fitness rooms, clubhouses, and scenic walking paths around the lagoon. Just a short stroll away, Siesta Key Village offers dining, shopping, and vibrant island culture. Whether you're seeking a year-round residence or the perfect vacation getaway, this home offers the ultimate combination of luxury, location, and laid-back Gulf Coast lifestyle.

101 Whispering Sands Drive Unit 307, Sarasota

$550,000
2 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Sarasota

$575,000
2 Beds 2 Baths Beachway Apts SubDv. 34242 Zip Code
SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

5600 Beach Way Drive Unit 201, Sarasota

$965,000
3 Beds 2 Baths Ocean View SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property. This exceptional, gated quarter-acre compound offers the rare combination of serenity, design, and functionality, ideally located between Turtle Beach and Crescent Beach, just moments from the iconic Point of Rocks. Enter through a secure electric gate framed by custom wood fencing and arrive under a majestic live oak canopy that sets the tone for the natural beauty and privacy within. Designed to maximize indoor-outdoor living, the home features two expansive screened lanais, a sparkling private pool, an extensive wood deck, lush tropical landscaping, and a private dock where you can launch a paddleboard, kayak, or canoe directly into the peaceful lagoon. The single-level custom residence offers a thoughtfully designed 3-bedroom, 2-bath layout with wide-plank wood-look tile flooring in soft white and gray tones, crisp white walls, black metal hardware, and premium wood and metal ceiling fans throughout. Soaring ceilings are clad in hand-cut cypress wood shiplap, adding both natural warmth and acoustic insulation. The gourmet kitchen is a chef’s dream, featuring high-gloss European cabinetry, quartz countertops, a striking wood-grain tile backsplash, and Café Series stainless steel appliances including a six-burner gas range with a double oven and a counter-depth French door refrigerator with filtered and instant hot water. A whole-home water filtration system ensures pure water at every tap. The spacious master suite is a true sanctuary with a double-closet hallway, soaring ceilings, and a large window and sliding glass door that open to the lanai. The spa-inspired en suite bath features floating dual white European vanities, a luxurious rainwater shower with Kohler gold fixtures, floor-to-ceiling “blue skies” tile, and organic gray cobbled stone flooring. The peaceful sound of rainfall on the metal roof at the rear of the home enhances the retreat-like experience. The guest bath offers equally sophisticated design, with iridescent honeycomb tile behind a deep soaking tub and rich gray tilework throughout. Every detail of this home has been carefully curated to reflect the essence of the Siesta Key lifestyle, luxurious, relaxed, and deeply connected to nature. Whether you’re looking for a full-time residence or a seasonal escape, The Blue Lagoon offers a once-in-a-lifetime opportunity to own a coastal property where water views, natural beauty, and modern comforts unite in perfect harmony. In addition to being a stunning private residence, this property is also ideal for seasonal use or as a high-performing vacation rental. Similar properties on Siesta Key routinely generate over $100,000 per year in rental income, making this an excellent opportunity to enjoy the home while having it support itself or even contribute toward paying it off. Use it as a vacation retreat while earning income and always have a beautiful place to stay on Siesta Key. And if your long-term vision includes building your dream home, please inquire directly about available building plans for the lot by Island Series with Yoder Homes. Visit the link for a 3D tour, video and floor plan. https://nextlevelmediasrq.hd.pics/8234-Midnight-Pass-Rd/idx

8234 Midnight Pass Road, Sarasota

$1,450,000
3 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
PRICE REDUCED $100,000 — FULLY FURNISHED* Whether you are looking for the IDEAL SECOND HOME that's furnished, has a pool and low maintenance grounds, or a PERFECTLY APPOINTED, remodeled with DESIGNER LIGHTING, 3 bedroom home, this fits the bill. Welcome to Roberts Point Road, one of the most desirable streets on Siesta Key—just steps to Shell Beach and minutes to the North Bridge for easy mainland access. This coastal residence blends island charm with smart, modern updates and is offered fully furnished for immediate, effortless enjoyment. Enter through a tranquil, private courtyard—perfect for quiet mornings or intimate evenings—into a dramatic, sunlit interior with soaring 22' ceilings and grand windows. The open-concept living area is anchored by a beautifully appointed, REMODELED KITCHEN with a center island, high-end fixtures, and dining space. Seamless indoor-outdoor living extends to a front courtyard patio with a HEATED POOL and a conveniently fenced, turfed backyard space that’s both low-maintenance but perfect for a dog run. The first-floor primary suite offers direct access to the courtyard balcony, dual walk-in closets, and a REMODELED dual vanity LUXURIOUS BATH. Enjoy two laundry rooms for ultimate convenience—one downstairs adjacent to the primary suite and a second laundry upstairs. The upper level provides two flexible bonus areas—ideal for a MEDIA LOFT and a DEDICATED OFFICE SPACE with built-in cabinetry. Signature updates include: NEW 2024 ROOF (big-ticket item complete), NEW POOL HEATER, NEW PAVER DRIVER and NEW PRIVACY LANDSCAPING—all enhancing comfort, curb appeal, and peace of mind. Bike to Siesta Key Beach, or head to Siesta Key Village, Southside Village, and downtown in minutes. CALL TODAY TO VIEW this the perfect, fully-furnished* island home—freshly updated, beautifully appointed, and ready now. (*staged items n/a).

4108 Roberts Point Road, Sarasota

$700,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Siesta Key Beach Retreat – Now $829,000 Welcome to 5223 Shadow Lawn Dr, a 3-bedroom, 2-bath home in coveted Siesta Isles, just 1 mile from the sugar sands of Siesta Key Beach. Located on a quiet cul-de-sac with preserve views and mature palms, this 1,459 sq. ft. property blends lifestyle, privacy, and investment potential. Inside, you'll find a bright open layout, modern laminate flooring, neutral finishes, and a renovated kitchen with granite countertops, stainless steel appliances, and crisp light cabinetry. The living area opens to a spacious screened lanai with a fully restored pool (completed October 2025)—now crystal clear and ready to enjoy. The primary suite features an updated en-suite bath, while two additional bedrooms and a second bath provide flexibility for guests, family, or a home office. With no HOA, 30-day rentals permitted, and a prime location near Siesta Village and Downtown Sarasota, this property delivers both lifestyle and upside. Highlights: - 3 Beds | 2 Baths | 1,459 Sq. Ft. - Fully restored pool (Oct 2025) - Renovated kitchen with granite & stainless - Spacious screened lanai + private preserve backdrop - Quiet cul-de-sac location - No HOA | 30-day rentals allowed - 1 mile to Siesta Key Beach One of the best-priced homes in Siesta Isles.

5223 Shadow Lawn Drive, Sarasota

$975,000
3 Beds 3 Baths Harbour Towne SubDv. 34242 Zip Code
RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

1233 Dockside Place Unit 207, Sarasota

$370,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key!

9200 Midnight Pass Road Unit 30, Sarasota

$510,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed.

8897 Midnight Pass Road Unit 407, Sarasota

$4,300,000
4 Beds 4 Baths Cocoanut Bayou SubDv. 34242 Zip Code
Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance.

244 Cedar Park Circle, Sarasota

$335,000
1 Beds 1 Baths Sunrise Cove SubDv. 34242 Zip Code
WATERFRONT LUXURY ON SIESTA KEY Spacious 1-Bedroom Condo with Panoramic Bay Views Experience the best of coastal living in this beautifully appointed one-bedroom, one-bathroom condo, ideally situated on the Intracoastal Waterway in the sought-after Sunrise Cove community. This rare waterfront offering features unobstructed views of Little Sarasota Bay and a veiw of the Gulf of Mexico from the front of the unit—a truly unique find on Siesta Key. Whether you're seeking a full-time residence, a seasonal escape, or an income-generating investment, this property delivers exceptional flexibility. With an on-site rental manager, owners can rent the unit during peak season (rental rates for 1-bedrooms range from $6,000–$7,000/month) and enjoy personal use during the off-season, helping to offset ownership costs. Interior Highlights: Bright, open floor plan Large enclosed lanai with panoramic bay views Perfect space for enjoying morning sunrises and daily waterfront activity Community Amenities Include: Two resort-style waterfront pools Fully equipped modern fitness center Bayside BBQ grills and picnic areas for entertaining Tennis and pickleball courts Kayak and bicycle storage Boat slips with water and electric—ideal for boaters or guests Covered assigned parking plus ample guest parking Unlimited use of laundry facilities—conveniently located just outside the unit Recent updates to the roof, carports, and seawall ensure peace of mind and long-term value. Prime Location: Steps from Turtle Beach Park with kayak/boat launches, playground, and beach access Adjacent to Turtles Restaurant and just minutes from Siesta Key Village with shopping, dining, and nightlife Easy access via the free Siesta Key trolley This residence offers an exceptional location, lifestyle, and investment potential blend. Don’t miss your chance to own a piece of paradise on Siesta Key.

8977 Midnight Pass Road Unit 521, Sarasota

$1,165,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets. All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of the best rental places in Siesta Key. Direct view from the enclosed balcony, living room and from master bedroom. Floors are all porcelain tile. Kitchen and baths have been remodeled and newer bedroom furniture and impact resistance windows. Amenities include 4 pickle ball courts,3 tennis courts of which 2 are clay,Fitness Room very well equipped, Business Center, Recreation Room, 2 heated pools with grilling areas and picnic tables close to the beach. Lounge Chairs are available and you can rent umbrellas for the day or you can bring your own. Enjoy free transportation in Siesta Key that will take you to the Village to enjoy all the shops, restaurants and bars. Nothing to do, enjoy your summer in Siesta Beach. Rental History is in attachments 2024-2026

5916 Midnight Pass Road Unit 404, Sarasota

$380,000
2 Beds 1 Baths Vista Hermosa SubDv. 34242 Zip Code
Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise!

151 Vista Hermosa Circle Unit 31C, Sarasota

$650,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota

$650,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key.

1226 Siesta Bayside Drive Unit 1226C, Sarasota

$1,221,750
Siestas Bayside Waterside SubDv. 34242 Zip Code
Presenting an extraordinary opportunity to build your dream estate on one of Siesta Key’s desirable addresses—609 Lotus Lane, an exceptional canal-front vacant lot just off the prestigious Grand Canal. This quiet, private canal offers deep, navigable waters with direct access to the bay, only one tall (15-foot clearance) bridge away, ideal for the discerning boating enthusiast. Tucked away on a tranquil, private cul-de-sac, the property is enveloped in lush, tropical landscaping adorned with vibrant flower and fruit trees, creating a serene, garden-like sanctuary. Mere blocks from world-renowned powdery sands of Siesta Key Beach and moments from charming local boutiques and fine dining, this slice of paradise seamlessly blends exclusivity, natural beauty and coastal convenience.

609 Lotus Lane, Sarasota

$450,000
2 Beds 2 Baths White Sands Village SubDv. 34242 Zip Code
Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting!

5669 Midnight Pass Road Unit 308, Sarasota