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$1,475,000
3 Beds ⋅ 2 Baths ⋅ A4628188 MLS
This is a stunning waterfront retreat with endless potential. Nestled in a tranquil and highly desirable location, this charming waterfront residence offers an unlimited opportunity to be part of the Florida lifestyle. Situated on an expansive lot along a scenic wide canal, this home is just three properties away from the open Bay, to ensure breathtaking views and immediately access to boating, sailing, fishing, and all your favorite water activities. This home features 3 bedrooms and 2 baths with functional layout that invites personalization. Whether you choose to make enhancements to the existing structure or undertake a complete rebuild to suit your unique tastes, the possibilities are endless. The outdoor space is equally impressive, with a private courtyard that boasts a sparkling pool and a soothing jacuzzi—perfect for relaxing in the sun or cooling off on warm days. For boating enthusiasts, the property is equipped with a boat lift, while the spacious Tiki hut offers a wonderful space for entertaining or simply unwinding in the shade. Enjoy the cool breeze and watch stunning sunsets over the canal, all from your own backyard. This oversized lot offers an extraordinary opportunity to create your dream home or preserve the current residence as your ultimate waterfront getaway. With a prime location just minutes from the open Bay, this is a rare chance to own your own slice of paradise. Don’t miss out.

1231 Starboard Lane, Siesta Key
$1,475,000
2 Beds ⋅ 2 Baths ⋅ A4626484 MLS ⋅ 6300 BLDG.
Welcome to luxury living in the renowned Crystal Sands building on Siesta Key, where every day brings full, unobstructed views of the Gulf of Mexico. This stunning condo features an open-concept design with newer windows that allow the turquoise waters and breathtaking sunsets to fill your living space. The kitchen is open to the living space and has the same stunning views, perfect for both casual meals and entertaining. The owner's suite provides a serene oasis, offering panoramic ocean views for ultimate relaxation. Crystal Sands is known for its upscale amenities, including private access to the world-famous quartz sand beaches of Siesta Key, a beachfront heated pool, and a second pool for added convenience. Whether you're enjoying the beach just steps from your condo or villa or relaxing poolside, this is coastal living at its finest. Siesta Key is celebrated for its pristine turquoise waters and powdery sand, and this condo puts you right in the heart of it all. Just 2 miles from the vibrant Siesta Key Village, you’ll have easy access to shops, restaurants, bars, coffee shops, and more. Nearby, you’ll also find a variety of restaurants, convenience stores, and water sports rentals within close proximity, ensuring you can enjoy both relaxation and adventure without ever straying far from home. This is your chance to own a piece of paradise in one of Florida’s most sought-after destinations.

6300 Midnight Pass Road Unit 603, Siesta Key
$1,475,000
3 Beds ⋅ 3 Baths ⋅ A4605445 MLS
Price Reduction Alert! The price has been significantly reduced, making this an incredible opportunity to own a piece of paradise. Please note, this is the final reduction—don't miss out on this exceptional opportunity. Schedule your showing today! Welcome to your private oasis nestled on a spacious lot within the highly sought-after community of Siesta Key. Nestled on a generous HALF-ACRE of lush land on SIESTA KEY, this custom-designed residence invites you to indulge in the luxury of space and seclusion. Embrace the elegant charm of this contemporary home, surrounded by lush tropical landscaping that evokes a true island ambiance. Step into the spacious living/great room with soaring ceilings, highlighted by a striking floor-to-ceiling wood-burning fireplace. Adjacent, the dining room boasts a beautiful tray ceiling and captivating windows. Ascend the sweeping staircase to the expansive master suite, complete with a loft/office area, a private deck overlooking the pool, and a beautifully remodeled bathroom. Two additional bedrooms on this level share an elegant bathroom, featuring a steam shower and exquisite travertine flooring. A large office (or fourth bedroom) with French doors gracing the entry is just around the corner. A remodeled bath, perfect for guests or as a pool bath, adds to the convenience and comfort of this exceptional home. Outside, the expansive pool and waterfall area, enclosed within a screened cage, provide the perfect backdrop for outdoor entertaining. A large covered area offers ample space for dining and relaxation. Don't miss out on this exceptional opportunity to own a piece of paradise. Schedule your showing today! Plus, enjoy the benefits of a new roof in 2020, a replaced pool pump motor in 2023, a water heater installed in 2020, and a renovated electrical system. Additionally, a separate water system for irrigation has been installed. And let's not forget the stunning landscape, with over $20k invested to enhance the property's beauty.

1310 Roberts Bay Lane, Siesta Key
$1,475,000
3 Beds ⋅ 3 Baths ⋅ A4599294 MLS
Wonderful Siesta Cove residence just minutes to the beach and village. This custom built home offers the ease of single story living. An architectural treasure with side entry garage maximizing the curb appeal. A large circular drive and lush landscaping complete the picture perfect entrance. A brick terrace wrapping around the back of the home offers direct access from all main living areas through the French doors. The open air entertaining space allows for the home to almost double in size. A amazing venue of multiple seating areas. The heated swimming pool and spa include updated mosaic tiles. From the moment you arrive, this home embraces you. Upon entering through the double doors you are captured by the warmth of this home as well as its appointments...real wood floors, high ceilings, extensive use of crown moldings, multiple built ins, cased windows, fireplaces, French doors, transom windows and so much more. Large galley kitchen with white cabinetry including glass front doors for displays, stainless appliances, stone backsplash and beautiful stone counters. It is conveniently located next to the breakfast room, a family room which offers built-in cabinets and a fireplace, formal dining and living rooms, office with built-in desk and book shelves, 3 bedrooms, 3 full baths. The owners suite has walk-in closets, separate wet areas, a garden tub and walk-in shower. Don't miss the opportunity to own this unique Florida home.

5319 Siesta Cove Drive, Siesta Key
$1,475,000
2 Beds ⋅ 2 Baths ⋅ A4592453 MLS ⋅ 1280 BLDG.
WOW WATER VIEWS, lives like a home with the neighborhood lifestyle! This stunning waterfront condominium offers breathtaking full bay views, vibrant sunrises, and colorful sunsets. Located in a very social and welcoming neighborhood, it is a quick half mile to the public beach. Utilize the trolley stop out front to enjoy live entertainment and dining anywhere on Siesta Key. The state-of-the-art kitchen features granite countertops, double convection ovens, warming drawer, wine cooler, beverage refrigerator, and more. The master bedroom has a built-in desk and a luxurious master bath. The guest bedroom has an ensuite and private patio. High-impact windows and solid wood doors provide peace of mind. There is a one car private garage under the building as well as plenty of open parking (a rare find on the Key). Amenities include a clubhouse, pool, spa, tennis courts, and fitness center. This pet-friendly community is perfect for those seeking an active waterfront lifestyle while fostering lifelong friendships. Come see why so many people are choosing to call Dolphin Bay home!

1280 Dolphin Bay Way Unit 404, Siesta Key
$1,470,000
3 Beds ⋅ 3 Baths ⋅ A4627485 MLS ⋅ C BLDG.
Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the highest quality materials and design. The open-concept layout features a dream kitchen with quartz countertops, a spacious island, and premium Wolf stainless steel appliances, including a Sub-Zero refrigerator, and beverage/wine refrigerator for everyday convenience and entertaining. This gourmet space is complemented by high-end custom cabinetry and abundant storage options throughout. The spacious owner's suite features built-in shelving with a desk and a walk-in closet with built-in shelving and drawers for ample storage. While the luxurious bathroom provides an indulgent experience with a rainfall shower head, freestanding tub, dual vanities, beautiful tile work and premium stone surfaces. Every detail has been thoughtfully designed, from the 9-foot ceilings and impact windows and doors for added peace of mind, to the beautiful tile flooring throughout, plantation shutters and premium custom solid wood cabinetry with built-ins. This home features all the upgrades from electrical and plumbing systems, a modern HVAC, and a new water heater. This luxurious home features a “Florida Coastal” design that flows seamlessly into the lanai, where you’ll enjoy peaceful views of the Intracoastal Waterway. This property comes with a private one-car garage and access to resort-style amenities, including a clubhouse, pool, spa, Har-Tru clay tennis courts, and a fitness room. Dolphin Bay is a pet-friendly, vibrant community that promotes an active lifestyle. Don’t miss the opportunity to experience the best of Siesta Key living—schedule a visit today!

1240 Dolphin Bay Way Unit 301, Siesta Key
$1,450,000
3 Beds ⋅ 3 Baths ⋅ A4663987 MLS
The stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane just off Beach Road, this enchanting villa offers unparalleled access to Sista Key Beach, with no roads to cross before your toes touch the soft, white sands and tranquil Gulf waters. Recent updates include a newer roof and air conditioning system, ensuring modern comfort for years to come. With its elegant Mediterranean charm and modern touches, the home invites you through a private gate and features luxurious glazed Spanish tile flooring, beautiful curved archways, and timeless bathroom accents. The villa boasts a a spacious layout with natural light flowing through every room, creating a warm and welcoming atmosphere. The thoughtful design includes an elevator for easy access across the levels and a charming open air terrace off the dining room, perfect for enjoying Florida's gentle breezes. A garden entry provides additional character, while partial Gulf views from the bedroom allow you to wake up to serene, coastal views every day. Parking is convenient with a spacious garage for tandem parking, complementing the vill's many desirable features. The low HOA fees (just $125 per month) and the flexibility of using the villa as a private residence or a desirable rental make this property a rare find. Plus, access to a pool is available if managed by Beachside Management. Don't miss the opportunity to own this elegant Mediterranean villa, perfectly positioned for beachside living on Siesta Key. Whether as a primary residence or investment, this property promises a life of luxury, tranquility, and unmatched Gulf-side beauty.

221 Tenacity Lane, Siesta Key
$1,450,000
3 Beds ⋅ 3 Baths ⋅ A4653708 MLS
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, Siesta Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ A4645210 MLS ⋅ Siesta Gulf View BLDG.
Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living.

420 Beach Road Unit 502, Siesta Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ A4616568 MLS ⋅ 17s BLDG.
Here is an excellent investment property on Siesta Key! Top floor unit of a midrise building provides excellent views of beach and gulf. Fabulous views of the Gulf of Mexico. Weekly rental. On-site manager. This is an extremely well-managed property. Enjoy evening sunsets or play shuffleboard. Two gas grills available and heated pool for the perfect vacation spot. This condominium has been renovated and is offered turnkey furnished.

6146 Midnight Pass Road Unit 17S, Siesta Key
$1,442,000
3 Beds ⋅ 2 Baths ⋅ A4601425 MLS
***MAKE AN OFFER*** SIESTA KEY ISLAND LIVING AT ITS BEST! Nestled away on Siesta Key, you’ll find the neighborhood of Hidden Harbor – the tree-lined canopy streets with private paver roads add to the OLD FLORIDA TROPICAL CHARM of this highly coveted gem of a community. Whether you’re looking for a permanent residence or a second home retreat, this delightful home fits the bill! With 3 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE and a HEATED POOL WITH SPA, this home sits on JUST UNDER A HALF ACRE and will surely capture your heart! The large circular driveway has a gate off to the right of the home leading to the huge, fenced-in backyard – perfect for privacy and keeping your “toys” hidden away! Welcoming warmth with character & charm is what you’ll find upon entering this home. The sweeping curved staircase draws your eyes up to the beautiful natural wood clad cathedral ceilings. From there, the living room impact sliding glass doors lead out to the expansive screen-enclosed back deck, perfect for entertaining and then on to the large custom designed, heated pool & spa. Take the staircase up to the 2nd floor where you’ll find the primary owners’ suite with a generous bedroom, walk-in closet, linen closet, ensuite bathroom and additional bonus room currently being used as an office/study space. The spa-like bathroom has been updated with a beautiful stand-alone soaking tub, large picture window, a separate glass enclosed shower with a rain-shower fixture, a double sink vanity with stone countertops. Downstairs you’ll find the 2nd and 3rd bedrooms, guest bathroom, inside laundry, living room with a coral stone woodburning fireplace, dining room with built-in curio cabinets and gourmet kitchen. Each of the 3 bedrooms has its own private, screened balcony with impact sliding glass doors. The kitchen with its timeless coastal cottage style cabinetry is equipped with Viking appliances. A side door that opens to the deck makes for convenient outdoor grilling! Recent seller updates include NEW POOL/SPA, DECK & CAGE (2020), NEW METAL ROOF (2021), NEW A/C (2024). Centrally located between the North & South bridges to Siesta Key and just a mile to Siesta Key Beach, you’re going to love being able to play on the white powder sand and enjoy the aqua marine waters of the Gulf of Mexico any time you wish! SCHEDULE YOUR SHOWING TODAY!

5310 Hidden Harbor Road, Siesta Key
$1,430,000
3 Beds ⋅ 3 Baths ⋅ A4593433 MLS
SUBSTANTIAL PRICE IMPROVEMENT $150,000.00 Location,Location,location, Walk to the Village!!! This Key West Style house needs some love and TLC to make it the most unique home on Siesta Key. IT IS ONE OF THE LOWEST PRICED CANAL FRONT HOMES AND ONE OF THE LOWEST PRICE PER SQUARE FOOT HOMES ON THE ISLAND. Welcome to living your perfect Siesta Key lifestyle. Enjoy living in paradise in this one of a kind beautiful Key West style spacious 2,722 square foot bright and cheerful two-story home. This home features 3 bedrooms and 3 full bathrooms plus 2 additional multi-purpose rooms with closets that can be used as bedrooms, an office, craft room or a work out room. Located in the heart of Siesta Key, this property boasts a classic front porch and two ornate upper front and back verandas where you can enjoy a cup of coffee, glass of wine or cozy up with a good book! As you enter through the front door, a welcoming living room sets the tone with real hardwood floors throughout leading to a spacious light filled open concept Family Room /Dining Room and Kitchen combination – a perfect layout for comfortable family living and seamless entertaining with double sliding glass doors leading out to the pool deck and canal. Nestled in the heart of Siesta Key, this home offers not just a residence but a lifestyle. Walk or bike to the world-famous Siesta Beach, known for its powdery quartz sands and breathtaking sunsets. This home is one of the closest canal front homes to the heart of the Siesta Key Village while still being in a neighborhood. A short 5 minute walk to great shops, restaurants and beautiful beaches without worrying about driving or parking.... Enjoy the Florida lifestyle with a private heated pool and a spill over spa, perfect for relaxing or entertaining guests. A private dock and 10,000 lb boat lift provide easy access to the sparkling waters of the gulf or intra-coastal. This home is perfect for your primary or vacation home, also a great investment property available for short-term rentals, with a minimum stay of one month with plenty of space to sleep an entire extended family. Don't miss the chance to make this Key West-style haven your own. Whether you envision lazy afternoons by the pool, enjoying the sea breeze from the upper decks, or embarking on nautical adventures from your private dock and boat lift, this home offers the perfect canvas for your coastal dream lifestyle. Welcome home to Siesta Key paradise!

423 Avenida De Mayo, Siesta Key
$1,425,000
3 Beds ⋅ 2 Baths ⋅ A4687678 MLS
Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer.

704 Tropical Circle, Siesta Key
$1,425,000
2 Beds ⋅ 2 Baths ⋅ A4629838 MLS ⋅ Crystal Sands BLDG.
Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space, where warm Florida sunshine floods in through the wall of sliding glass doors, reflecting around the room off the mirrored wall creating a spacious feel. No detail has been overlooked in this space from the low-maintenance, oversized ceramic tile floors to the elegant crown molding. The stately kitchen, a perfect place to create your coastal inspired cuisine, has a modified footprint to permit a sizable walk-in pantry which could double as a mess kitchen or appliance pantry. As you entertain, guests will admire the handsome wood cabinets, stainless appliances, and whimsical tile backsplash. The open concept space flows through the dining area, which accommodates 6, through the comfortable living area drawing you toward the unique wall to wall glass sliders to the main attraction: the sweeping, mesmerizing views of the Gulf of Mexico. This 6th floor perch offers unobstructed sunset views and is the perfect vantage point to set your daily intentions over your morning coffee or count your blessing after a long day of Siesta Key adventures. Sneak away to your owner’s suite with more breathtaking views and a private, spa-inspired bath where self-care feels indulgent. Guest quarters have also been expanded to allow maximum comfort with two queen beds and a nicely updated four piece bath with abundant storage. In unit laundry is a convenient perk, as well as a locked owner’s cabinet nested within the primary suite closet for security while renting. Crystal Sands has undergone recent, extensive renovation and updates including reinforced balconies with raised lanai railings, a contemporary glass lift, updates to comfortable common areas, as well as refreshed landscaping and parking lot paver work. While onsite, bask on the powdered sugar beach sand with complementary beach chairs and two heated swimming pools. With an onsite management team for year round rentals, this is an exciting opportunity for the owner investor!

6300 Midnight Pass Road Unit 606, Siesta Key
$1,400,000
5 Beds ⋅ 4 Baths ⋅ A4692790 MLS
Virtually Staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing!

324 Siesta Drive, Siesta Key
$1,400,000
2 Beds ⋅ 2 Baths ⋅ J996810 MLS ⋅ Sarasota Surf And Racquet Club BLDG.
N/A

5924 Midnight Pass Road Unit 508, Siesta Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ A4662406 MLS
JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Siesta Key
$1,400,000
5 Beds ⋅ 4 Baths ⋅ A4662842 MLS
*2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration is more your style, this home was built using the Lamolithic poured in place construction method developed by John Lambie Jr and was a key design element in the Sarasota School of Architecture. As a result, most of the primary structure and walls are made of 12 inch poured concrete, providing unsurpassed strength and durability. This spacious property located in one of the finest and friendliest communities on Siesta Key is situated a mere 600 feet from arguably the best beach on the planet. Situated on the Grand Canal, it is minutes by boat to the Intercoastal Waterway and a short walk or bike ride to Siesta Key Village. This sought after Palm Island address sits on two county approved building lots and is a rare opportunity for all interests. Maximize your Island experience and treat yourself to this rare, peaceful island escape limited only by your imagination. *House Plans and Budget available for both lots

2 Island Circle, Siesta Key
$1,400,000
3 Beds ⋅ 2 Baths ⋅ A4641726 MLS
Location and excellence combined....Don't miss the opportunity to own this stunning 3 bedroom, 2 bath pool home with 75 ft. of canal access. The home is located steps from the vibrant village of Siesta Key and the #1 Beach in the USA and # 4 in the world! The property has been remediated and restored to the highest standards post hurricane Helene. The large private front courtyard welcomes you to the professionally decorated and designed tropical oasis to maximize the ultimate living experience. The large rear lanai overlooking the heated pool and spa provides a resort style atmosphere to both owners and guests. Quality finishes include travertine flooring throughout, impact windows and doors, completely renovated kitchen and baths and more. Easy access to downtown Sarasota to enjoy the arts district, theater, fine dining and shopping at St. Armands Circle. Continue the excellent rental opportunities or call it home, this property is a must see. Schedule your showing today.

309 Avenida Milano, Siesta Key
$1,400,000
2 Beds ⋅ 2 Baths ⋅ J984833 MLS ⋅ 6342 BLDG.
Top floor updated unit on the gulf , full gulf views

6342 Midnight Pass Road Unit 474, Siesta Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ A4633988 MLS ⋅ Residences On Siesta Key Beach BLDG.
Live in it, rent it or enjoy the best of both worlds. Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key Beach. This thoughtfully designed residence features an open-concept layout ideal for both everyday living and entertaining. Floor-to-ceiling windows fill the space with natural light, while the gourmet kitchen showcases high-end appliances, custom cabinetry, and premium finishes. The private terrace provides a front-row seat to vibrant city sunrises, and the spa-inspired bathrooms complete the experience of refined comfort. Ownership at the Hyatt Residence Club is truly turnkey. Enjoy a seamless lifestyle with resort-style amenities, including a beachfront pool and spa, state-of-the-art fitness center, private cabanas, and beautifully appointed lounges. Owners and guests benefit from on-site concierge services, housekeeping, a 24-hour staffed front desk, secure access, and reserved owner parking, all within a boutique luxury setting. Perfectly positioned near Siesta Key Village, you’re moments from renowned dining, shopping, nightlife, and endless outdoor activities—from kayaking the mangroves to sunset strolls along the beach. Whether you’re seeking a low-maintenance second home, an income-producing property, or a flexible coastal retreat, this residence delivers unmatched convenience and lifestyle in one of Florida’s most iconic destinations. Turnkey. Timeless. Siesta Key living at its finest.

915 Seaside Drive Unit 604, Siesta Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ A4629981 MLS
Welcome to PARADISE on Siesta Key! Build your majestic dream home on this expansive .42 acre corner lot amidst the multi-million dollar luxury homes in this coveted Sandy Hook 42 home beach community. A 3 minute walk to your own deeded private alluring beach on the Gulf of Mexico & also a very quick stroll through the canopied streets of Sandy Hook to Siesta Key Village. Home was flooded and fully Remediated after Helene. Tear down. Value is in the land. AS-IS. The spacious fenced in lovely fresh water pool and deck area aligned with mature beautiful palms was hardly effected by the storms. The private beach with tiki hut can be reserved for owners exclusive to hold weddings, receptions and entertain for private parties. Fishing, kayaking, paddle boarding, swimming, sunbathing and watching the dolphins and manatees play are just a few of the wonderful and memory filled activities one could partake in on this astoundingly beautiful powdery quartz Siesta Beach sand on the Gulf of Mexico. Come and check out this fantastic opportunity today to be able to reside in the prominent 34242.

44 Rockwell Lane, Siesta Key
$1,400,000
3 Beds ⋅ 2 Baths ⋅ A4630208 MLS
Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way. While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a national treasure with visitors from all over the globe. Living on Siesta Key with THE beach just outside the front door, and a backyard pool plus dock on the canal, within comfortable proximity to the charming artsy Village scene of this enchanting island is worth serious consideration. Home was flooded during Helene. Owners had drywall taken out right away and A/C has been running. Being sold "As Is". Nothing warranted by sellers. Fabulous location only 2 blocks from Siesta Key public beach. Pool is salt water with no cage. Large dock with 20,000 lift ( also as is) overlooking Grand Canal. One bridge to bay. Rebuild or tear down and build new home. Terrific opportunity to own a piece of Siesta Key paradise. Close to the Village. Tremendous value. Previous owner replaced roof in 2015 among other improvements.

5537 Cape Leyte Drive, Siesta Key
$1,400,000
4 Beds ⋅ 4 Baths ⋅ A4629363 MLS
Canal front home on over half an acre, ideally situated on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to 2024 hurricanes. Mold remediation has been performed. This desirable lot is .60 acres. Tear down and build your waterfront home or renovate existing structure. Renovation not eligible for flood insurance. A dock can be added for boating access.

4865 Featherbed Lane, Siesta Key
$1,400,000
2 Beds ⋅ 2 Baths ⋅ A4592043 MLS ⋅ North Tower BLDG.
Luxury meets tranquility in this beautifully REMODELED, Gulf front END unit in the North Tower of Whispering Sands that captures the essence of coastal living. Offering FULL GULF VIEWS and overlooking 800' of your own private beach, this unit represents the perfect blend of easy and elegant Gulf front and beach front living. With an extra side window providing additional Gulf views and an abundance of natural light, this residence also offers a unique and inviting atmosphere. Open your bedroom sliders and be greeted by fresh salt breezes and the sound of the surf as you enjoy your morning coffee. In the evenings, stroll back from dinner in the Village and experience the vibrant symphonies of Florida sunsets from your private balcony, followed by the soothing lull of the gentle waves as you drift off to sleep. The newly remodeled galley kitchen is adorned with solid wood cabinets boasting a high gloss finish, quartz countertops, stainless KitchenAid appliances, soft close cabinets & drawers, and a convenient built-in desk underneath a sunny east facing window. Illuminate your culinary endeavors with recessed and under cabinet lighting. Experience comfort and style in this unit with Minka-Aire designer ceiling fans, wood and tile flooring, and textured ceilings. The living room and bedroom sliders are equipped with turtle tinted film, and the side window features turtle grade glass, ensuring both comfort and conservation. Motorized shades on both sets of the sliders add an extra layer of convenience and privacy. Your investment is protected by two sets of balcony hurricane shutters. The primary bedroom is a retreat in itself, featuring a walk-in closet, remodeled vanity area, and ensuite bath. The guest bedroom is generously sized, accommodating two queen beds with ease. This unit is equipped with a 2011 Carrier HVAC system, a 2023 Westinghouse stainless water heater, and a NEST thermostat & humidity reader for optimal comfort. Indulge in the epitome of coastal living in this beautiful residence where every detail has been carefully curated to offer you a lifestyle of luxury and relaxation.

19 Whispering Sands Drive Unit 406, Siesta Key
$1,400,000
3 Beds ⋅ 2 Baths ⋅ A4591353 MLS
This perfectly located property at 480 Island Circle offers waterfront living and east boating access to Siesta Key’s Grand Canal within a short distance to both the world-renowned Siesta Key Beach (Access #10) and the vibrant Siesta Key Village with its bustling array of shops, restaurants, and entertainment options. Located in the serene Palm Island neighborhood known as the “Heart of Siesta Key”, this 3 bedroom/2 bath beach house has beamed ceilings throughout and expansive windows opening to private views of the Canal edged with native mangroves. The split floor plan home offers an owner’s suite on one side and 2 guest rooms sharing a bath on the other, quartz kitchen countertops, tiled floors throughout and a wood burning fireplace, making this a perfect full-time home, vacation get-away, or monthly/seasonal rental Or build your own dream home on the 2 lots this property offers and enjoy a unique blend of peaceful island living with easy access to all Siesta Key and Sarasota have to offer. This property is more than just a home; it’s a lifestyle choice for discerning buyers seeking luxury, location, and a laid-back coastal vibe. Experience the best of Florida living in this exceptional Siesta Key treasure.

480 Island Circle, Siesta Key
$1,400,000
2 Beds ⋅ 2 Baths ⋅ A4591827 MLS ⋅ E BLDG.
Exquisite, fully updated, turnkey furnished, 2-bedroom, 2-bath beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is a rare find in the highly sought-after E Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony. The sandy white powder stretches 800 feet across this pristine 32-acre meticulously cared for tropical community. Enjoy the comfort of 24-hour gated security, heated pools, fitness center, dry saunas, hot tub, tennis courts, racquetball and pickleball courts. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The clubhouse has a library, bar, pool table and TVs for your enjoyment. Electric car charging stations and on-site car wash. You are moments away from Siesta Village to enjoy outdoor dining with live music, specialty shopping and more! Take a short trip to downtown and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5750 Midnight Pass Road Unit 309, Siesta Key
$1,400,000
4 Beds ⋅ 3 Baths ⋅ A4587342 MLS
INVESTOR ALERT! Rarely available 4 bedroom, 3 bath villa at Island House on Siesta Key Beach. This fabulous turnkey furnished duplex consists of a 2 bed/2 bath unit on the first floor, and a 2 bed/1 bath on the second floor. Both were completely renovated in 2017 with state-of-the-art stainless appliances & farmhouse sinks, subway tile backsplashes, and custom shaker cabinets. There is crown molding throughout, ceiling fans in all rooms, plantation shutters, and wood-look ceramic tile floors creating a warm, chic living space that will make you feel right at home. There are spacious lanais on both units and the second-story unit overlooks the Olympic-sized swimming pool with a clubhouse that offers a pool table, ping pong table, and air hockey. A two-car carport is included as well as a private laundry room and additional storage room. The complex has great amenities, including a game room, private beach, cabanas, beach chairs, shuffleboard, and gas grills. Pets are not allowed but short-term rentals are. This duplex has a myriad of options for how it is used. Either or both units could be rented when not in use by the new owners, either together for a family gathering or as two separate units. Conveniently located about 1 mile from all the south Siesta restaurants and shopping and about 2 miles from Siesta Key Village and all it has to offer. Don’t feel like walking? Take the Free Shuttle to your favorite Siesta Key dinner spot. Downtown Sarasota is just 7 miles away with live theatre, museums, ballet, opera, and lots of great restaurants.

6150 Midnight Pass Rd Unit 40 A&B, Siesta Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ A4565356 MLS ⋅ 1660 BLDG.
Summer Cove is a small distinguished gated Bayfront community consisting of 45 superbly constructed condos on 3.5 acres. It's one of the newer complexes on Siesta Key, built in 2007, with hurricane resistant windows and sliders in all units. Enjoy the spaciousness and privacy of a single-family home with none of the worry and maintenance in this 3-bedroom condo located on Sarasota Bay with beach access to Siesta Key beach. This condo is located on the 3rd floor, or 3 floors above the ground floor garage, with partial views of the Bay, and in the midst of mature shade trees and lush landscaping of the grounds. A private elevator opens directly into the condo foyer, and there is a second elevator that serves as a service elevator. The floor plan is free flowing with the kitchen open to the dining room and Great Room. The Great Room with a tray ceiling opens to a 36'X9" open terrace off the back of the unit, with glass railings for better views of the water, boat docks, and grassy area below. An electric grill is allowed on the terrace. The kitchen has a tray ceiling, granite countertops, stainless appliances, and a breakfast bar. The Master bedroom is separated for maximum privacy, and also opens to the back terrace. It has a tray ceiling, 2 walk-in closets, and a bath with granite counters, jetted tub, and large shower. The other two bedrooms have Plantation shutters and are on the opposite side of the condo with access to the front 11'X16" open terrace. A laundry room leads into a storage room, where the trash chute and service elevator are located. The unit comes with two parking spots in the adjacent garage. Their spots are on the 2nd floor, so perfect in case of a storm. Additional storage in garage for kayaks, bicycles, and beach items. Welcome pet lovers...Summer Cove allows 2 pets, any size. You will appreciate all of the amenities of a fine resort with a pool on the Bay, and the beautiful and unique clubhouse is an architectural treasure designed by Sarasota School of Architecture, Carl Abbott, and includes a fully equipped fitness center, card room, kitchen, and large gathering rooms. The clubhouse used to be one of Sarasota's Landmark restaurants called The Summerhouse. There is also a kayak launch that will hydraulically lower your kayak/stand up board into the water. Summer Cove offers a rare combination of Siesta Key's laid back beach lifestyle, and Sarasota's cosmopolitan energy in a lock and leave type of environment.

1660 Summerhouse Lane Unit 302, Siesta Key
$1,400,000
4 Beds ⋅ 5 Baths ⋅ A4562819 MLS
New price! Renovate the existing structure or build a new home on this spectacular .83-acre property on a private canopied lane in the Sanderling Club. The existing home reflects a relaxed island lifestyle: an open-concept, expansive three-bedroom, two-and-a-half-bath main house with a separate two-suite guesthouse. The existing floorplan features a fireplace in the spacious living room and a dining room that leads to an oversized screened lanai overlooking the pool and Heron Lagoon. The family room flows effortlessly to the kitchen. The spacious master suite features a private terraced garden and an outdoor shower. The guest bedroom offers a private terrace accessed through French doors and easy access to the guest bath. The third bedroom has been converted to a front office with additional access from the bedroom hall. Every room offers sliding walls of glass that open to a screened lanai, terraces, and lush gardens, where spectacular staghorn ferns, specimen palms, and flowering plants enhance the beautiful grounds. Launch your kayak or paddleboard on the tranquil lagoon to experience the serene surroundings and remarkable wildlife, including numerous fish and bird species. An expansive courtyard connects the primary residence and guesthouse, which border the large pool and spa. The guesthouse offers 2 full bedrooms & baths and an attached three-car garage. As a bonus, the sale also includes 1/9 ownership of property across the lagoon to retain the private view across the lagoon. Renovate the existing structure or build a new home on this spectacular property, on a private canopied lane on a beautiful lot in the Sanderling Club. As a bonus, the sale includes 1/9 ownership of property across the lagoon to retain the private view and a private gate for quick access to Crescent Beach. With unrivaled privacy, the Sanderling Club on Siesta Key's desired Gulf of Mexico coast offers meandering lanes in an old Florida setting. Community members enjoy activities and social events. Savor blazing sunsets each night from the community beach. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico, only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries, and shopping are a short drive away. Note: the structure was storm-damaged, has been remediated, and is being sold for land value. With unrivaled privacy, the Sanderling Club on Siesta Key's coveted Gulf of Mexico coast offers meandering lanes in an Old Florida setting. Community members enjoy activities and social events. Savor blazing sunsets each night from the community beach. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico—only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries, and shopping are a short drive away. Note: the current structure was storm-damaged and has been mediated and is ready for renovation. The property is being sold for land value.

7247 Turnstone Road, Siesta Key

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