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$1,275,000
Sanderling Club SubDv. 34242 Zip Code
Under contract-accepting backup offers. Welcome to an extraordinary opportunity within the Sanderling Club, one of Siesta Key’s most prestigious and renowned gated communities. Nestled along the coveted Gulf of Mexico coastline, this enclave is celebrated for its unrivaled privacy, beautiful natural old Florida lanes, and rare beach-to-bay access giving a lifestyle few communities can offer.This nearly one-acre homesite is truly one of the best opportunities in Sarasota to build an unbelievable estate in a world-class neighborhood. Opportunities of this caliber on Siesta Key are exceptionally rare, making this property a remarkable find for those seeking to create a legacy home. Adding to its value, the property also conveys with 1/9th ownership of a separate lot across the lagoon, providing even more unique benefits and future possibilities. Life in the Sanderling Club is as rich as it is relaxing. Residents enjoy exclusive access to a private, sugar-sand beach offering some of the most breathtaking sunset views on Siesta Key, along with a bayfront marina providing direct sailboat access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. The community fosters year-round activities and social events, all while preserving the timeless charm of an Old Florida setting. Enhancing this lifestyle, residents can look forward to a brand-new private clubhouse currently being designed, future beachside cabanas, and the enjoyment of tennis courts, making the Sanderling Club one of the most desirable and dynamic communities on the island. Beyond the gates, you’re just minutes from the world-famous quartz sands of Siesta Beach, the charm of the South Siesta Village, the boutiques and dining of the north Siesta Village, and a short drive to downtown Sarasota’s vibrant arts and cultural scene, featuring award-winning restaurants, theaters, ballet, opera, galleries, and museums. Whether envisioning a modern coastal retreat or a timeless island estate, this homesite offers the perfect canvas in a community where natural beauty, exclusivity, and lifestyle converge.

7247 Turnstone Road, Sarasota

$3,825,000
5 Beds 6 Baths Siesta Rev SubDv. 34242 Zip Code
Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

226 Garden Lane, Sarasota

$1,350,000
2 Beds 2 Baths Casarina SubDv. 34242 Zip Code
Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

5880 Midnight Pass Road Unit 403, Sarasota

$2,000,000
3 Beds 4 Baths Hamilton Club SubDv. 34242 Zip Code
Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3925 Hamilton Club Circle Unit 7, Sarasota

$1,450,000
3 Beds 3 Baths Shells On Siesta Key SubDv. 34242 Zip Code
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, Sarasota

$1,100,000
2 Beds 2 Baths Terrace SubDv. 34242 Zip Code
Virtually Staged. Virtually Staged. MAJOR PRICE REDUCTION! The lowest-priced 2-bedroom residence at Beach Terrace in over 8 years—this is the opportunity of the decade! Welcome to one of Siesta Key's most desirable addresses. This exceptional corner residence offers direct Gulf of Mexico frontage, perfectly positioned at the end of the village where luxury meets convenience. Prepare to be captivated by panoramic vistas from your three spacious private balconies. Enjoy unobstructed views of pristine white sand beaches, sparkling aqua Gulf waters, downtown Sarasota's skyline, and even Longboat Key on clear days. Watch the twinkling lights of Siesta Key Village create an unforgettable backdrop as the sun sets—easily among the best views on Siesta Key. Enter through an inviting foyer with elegant tiled flooring leading into a beautifully updated kitchen featuring granite countertops & modern cabinetry. The spacious living area showcases dual sliding glass doors framing stunning Gulf views. The generous dining area provides ample space for entertaining. The primary bedroom features a private Gulf-view balcony with two full-size beds and an elegant ensuite bath with updated tile, modern cabinetry, and granite countertops. The guest bedroom offers a full bed and private sliding door to dazzling Gulf views, plus an updated full bathroom with modern finishes and tile shower. Elevated heated saltwater pool with sunset views, modern fitness center, community room, covered parking, and gated security with onsite management. Private beach access puts you steps from world-renowned Siesta Key Beach. Nestled at the end of the village, enjoy tranquility and convenient access to Siesta Key Village shops and restaurants—no car needed once you arrive. Beach Terrace represents the pinnacle of Gulf-front living. With the lowest pricing for a 2-bedroom in over 8 years, this move-in ready split-floor plan residence is your once-in-a-decade opportunity to own paradise where stunning views, luxury amenities, and coastal elegance unite.

5400 Ocean Boulevard Unit 6-4, Sarasota

$2,075,000
4 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

5365 Calle Florida, Sarasota

$1,300,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

5750 Midnight Pass Road Unit 508 E, Sarasota

$1,475,000
3 Beds 3 Baths Siesta Towers SubDv. 34242 Zip Code
Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota

$4,250,000
5 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Sarasota

$1,100,000
Siesta Rev SubDv. 34242 Zip Code
Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

160 Garden Lane, Sarasota

$1,075,000
2 Beds 2 Baths Horizons West SubDv. 34242 Zip Code
Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

6140 Midnight Pass Road Unit 601, Sarasota

$1,400,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
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, Sarasota

$1,400,000
5 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
*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, Sarasota

$7,200,000
5 Beds 6 Baths Cocoanut Bayou SubDv. 34242 Zip Code
A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

$1,595,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Sarasota

$1,050,000
2 Beds 2 Baths Spindrift SubDv. 34242 Zip Code
This beach front opportunity in spindrift does not come around often! With a prime Siesta beachfront unit within a three building, six unit complex that is only a five minute walk from Siesta key village. If you're looking for your own quiet place away from tourist crowds and large associations, then this unit is for you. This unit overlooks the pool with the stunning backdrop of your own piece of Siesta Beach. The unit is on the second floor. The two over-sized bedrooms that pair with two bathrooms just need a little updating. The nice sized kitchen needs a little renovation and paint color of your choosing to create your perfect home. The open floor plan boasts a lot of space for a family gathering nestled around the wood burning fireplace; leaving enough room for a large dining area. The A/C is 2021. New vinyl wood flooring and brand new roof installed 2025. New hardy board siding is set to be installed as well as a new window to be installed upon permitting. Two sliding glass doors that lead to a wrap-around balcony for a panoramic view of the neighborhood and beach front. Around the corner you have Siesta Village full of your shopping desires, Beach bars to fulfil your thirst, and your favorite local restaurants that ties in your perfect beach vibe. (From HOA Management: Rental restrictions are not enforced, so can be less than 30 day rental)

460 Beach Road Unit B2, Sarasota

$1,160,000
4 Beds 2 Baths Sarasota By The Sea SubDv. 34242 Zip Code
Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

1141 Sun N Sea Drive, Sarasota

$1,200,000
4 Beds 3 Baths Island House SubDv. 34242 Zip Code
A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.

6150 Midnight Pass Road Unit Unit 10 A&B, Sarasota

$2,750,000
Sanderling Club SubDv. 34242 Zip Code
LIVE, BOAT, PARK while you build your waterfront dream home. ONLY waterfront lot on Siesta Key with Current 2/1 ADU and 3-car garage on property! Premiere boating/waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Current ADU on property is offered Turnkey Furnished! Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives "like" a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 28 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). New Build House Plans available or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the soon to be newly updated Sanderling Beach Club and existing tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.

7233 Midnight Pass Road, Sarasota

$1,577,000
3 Beds 2 Baths Sara Sands SubDv. 34242 Zip Code
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.

5164 Windward Avenue, Sarasota

$1,150,000
Siesta Beach SubDv. 34242 Zip Code
Fantastic lot to build your dream house on ~ .32 of an ACRE and on a great canal-front lot (100x154x81). CONSTRUCTION FINACING AVAILABLE FOR QUALIFIED BUYER! This home has had significant storm damage and is now being sold as a tear down!! Situated in one of Sarasota’s premier canal locations, this property is located a quick bike ride to the beautiful sands of Siesta Key beach. Siesta Key Village is known for its endless shopping and dining venues, and just a bridge away from the mainland and all that Sarasota has to offer. With no HOA or CDD, and a large waterfront lot, this home is the perfect vacation or year round destination. Don’t miss this opportunity to own a piece of paradise. This home is being sold "as-is" and will require a cash transaction.

4915 Primrose Path, Sarasota

$1,115,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.

6281 Midnight Pass Road Unit 6281, Sarasota

$1,150,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

5790 Midnight Pass Road Unit 702, Sarasota

$2,400,000
4 Beds 3 Baths Sara Sands SubDv. 34242 Zip Code
Beautifully Newly Upgraded Waterfront Home on Siesta Key – 4BR | 3BA | Canal Front | Solar-Powered Discover your private oasis in this beautifully updated two-story home located directly on Siesta Key Island. Nestled at the end of a quiet cul-de-sac, this 4-bedroom, 3-bath residence offers the perfect blend of luxury, comfort, and island living — all within an A+ rated school district. Waterfront Living at Its Finest Set along a peaceful canal with easy boating access to the Intracoastal and Gulf of Mexico, this home is a dream for water lovers. NEW Roof 2025, NEW Hurricane Impact Doors & Windows 2024, NEW 10,000 lb Boat Lift, Sea Wall, Heated Pool & Spa, whole house Generac natural gas Generator. Enjoy fishing, kayaking, or paddleboarding from your backyard, or simply relax as palm trees sway. Sunset skies paint your view in stunning pastel colors. Thoughtful Layout & Design the main living space is on the second level, maximizing natural light and treetop views through large new impact sliding glass doors and windows. The Florida room and open living areas provide a bright and airy feel, complemented by a dimmer-controlled lighting system. •Primary suite is privately located just off the main living area . •Gourmet kitchen includes a GE Elite fridge/freezer and dishwasher, JennAir gas stove and microwave, reverse osmosis water filtration system, and stylish finishes. •Additional rooms include a large office, bonus room, and dedicated laundry room—perfect for modern living. Upgrades & Features •38-panel solar energy system (installed 2019) •Beautifully landscaped even a Putting Green •Ample outdoor space for relaxing or entertaining Location, Location, Location minutes to world-renowned Siesta Key Beach, dining, shopping, and all the conveniences of Sarasota for a relaxed coastal atmosphere. This rare MOVE IN READY canal-front gem offers a true slice of paradise on one of Florida’s most coveted barrier islands.

5168 Sandy Cove, Sarasota

$1,094,550
2 Beds 2 Baths Gulf N Bay SubDv. 34242 Zip Code
Welcome to your dream fully furnished coastal retreat! This beautiful newly renovated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai, soaking in stunning beach views and serene sunsets that make every evening special. With the convenience of an in-unit washer and dryer, plus a flexible bonus room perfect for your home office or personal sanctuary, this condo is designed for effortless living. As a resident, you’ll have access to multiple sparkling pools, a lively club room, tennis and pickleball courts, and a private beach along Siesta Key’s world-famous shoreline. This is more than a home—it’s your gateway to refined coastal living. Schedule a tour today and see why this gem is the perfect place to call your own!

5760 Midnight Pass Road Unit 404, Sarasota

$1,350,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and coastal beauty. Inside, you’ll find thoughtful updates throughout, including a recently renovated primary bathroom and elegant porcelain tile floors that flow seamlessly from room to room. The large kitchen is a standout feature, designed for both functionality and entertaining. It boasts granite countertops, abundant cabinet storage with custom drawers, a wine fridge, a double Dacor oven, two sinks, and a charming breakfast nook where you can enjoy your morning coffee. Just outside, Building F features its own clubhouse and a sparkling pool only steps from your door, offering both convenience and a touch of exclusivity to everyday living. As a resident of Gulf & Bay Club, you’ll enjoy an unparalleled array of resort-style amenities on 32 acres of pristine, beautifully landscaped grounds. Spend your days lounging on 800 feet of private, powdery white sand, or take advantage of three heated pools, six tennis courts, six pickleball courts, a basketball court, a racquetball court, and a state-of-the-art fitness center complete with a yoga studio and dry saunas. Two clubhouses provide inviting spaces to gather, with lounges, a library, billiards, and Wi-Fi. Barbecue areas, picnic spots by freshwater lakes, and free EV charging stations make it easy to entertain and unwind. Just beyond the gates, you’re moments away from Siesta Key’s vibrant dining, shopping, and the iconic Sunday Drum Circle. Combining spectacular views, meticulous upgrades, and the unmatched amenities of Gulf & Bay Club, Unit 405 offers a rare opportunity to embrace the very best of coastal living. This is more than a home—it’s a lifestyle you’ll treasure every day.

5740 Midnight Pass Road Unit 405, Sarasota

$1,200,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.

6480 Midnight Pass Road Unit 211, Sarasota

$1,800,000
3 Beds 4 Baths Tiffany Sands SubDv. 34242 Zip Code
Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.

546A Beach Road Unit A544, Sarasota

$1,850,000
3 Beds 2 Baths Midnight Harbor Sub SubDv. 34242 Zip Code
Siesta Key Waterfront Canal Home - Experience the best of waterfront living on Siesta Key with this charming canal-front home, just one house from the open bay and offering quick, easy access to the Intracoastal Waterway. Nestled in a tranquil and highly desirable location, the property enjoys a private setting on an expansive lot with a wide canal and stunning views of Sarasota Bay. This well-designed 3-bedroom, 2-bath residence sits high and dry, featuring an open floor plan perfect for entertaining. The spacious living and dining rooms flow seamlessly into the kitchen and family room, all enhanced by high ceilings and natural light. The master suite includes a cozy sitting area—ideal for a home office, den, or hobby room. On cooler evenings, relax by the wood-burning fireplace in the family room while watching boats drift by the bay. Outdoor living is equally inviting, with a sparkling pool and spa that provide the perfect retreat on warm Florida days. For boating enthusiasts, the property includes a dock equipped with a boat lift, water, electricity, swim ladder, and sundeck. Enjoy fishing, swimming, kayaking, or paddle-boarding right from your backyard. Upgrades include Roof (5 years old), A/C (3 years old). All hurricane impact windows & sliders and a 2 Car Garage. This home offers a rare opportunity to own a piece of Siesta Key waterfront—where every day feels like a vacation.

1236 Port Lane, Sarasota