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$11,975,000
5 Beds 8 Baths Hidden Harbor SubDv. 34242 Zip Code
Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Sarasota

$20,000
4 Beds 4 Baths Siesta Key Beach Residences SubDv. 34242 Zip Code
Fractional Ownership. Experience the ultimate in coastal luxury with this Guaranteed Gulf View Deluxe Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an expansive, updated designer-furnished residence that radiates elegance and comfort. The floor plan includes a primary suite, a secondary suite, a spacious guest bedroom, and a den that easily serves as a fourth sleeping room—all thoughtfully appointed with over $150,000 in custom furnishings. The gourmet kitchen is fully equipped with top-tier appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens and every fine detail you’d expect in a luxury coastal retreat. As an owner, you’ll enjoy the legendary hospitality and resort-style amenities of Hyatt Vacation Club, including a full-service recreation and concierge team, assistance with local activities, valet parking, and 24-hour security. Every element has been curated to deliver a seamless blend of private ownership and world-class resort living. Own your piece of paradise—and indulge in the Siesta Key lifestyle you’ve always imagined, at a fraction of the cost of full ownership.

915 Seaside Drive Unit 511, Weeks 2-3, Sarasota

$2,535,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Welcome to “Villa del Roble” (Oak Villa) on Siesta Key’s Grand Canal—a true boater’s dream and an elevated waterfront residence that remained free of flooding during recent hurricanes. Timeless elegance and refined sophistication hallmark this thoughtfully remodeled home, beautifully preserving its authentic old world charm and offering 3,200+ square feet on two floors, including four bedrooms, an office, and three full and one-half baths. A masterpiece of craftmanship, this light-filled home showcases soaring ceilings, walls of windows, and expansive outdoor living spaces. And with over 70 feet of water frontage on the coveted Grand Canal, a 10,000-lb lift, two davits, and a Trex dock, the property provides effortless boating access directly from your backyard. Enjoy the heated pool and spa, intimate al fresco dining, a charming Tiki Hut, and a serene courtyard anchored by the majestic oak tree that inspired the home’s name. The remodeled kitchen shines with Sub-Zero and Thermador appliances, a gas cooktop, pendant lighting, stone countertops, and a well-appointed pantry – ideal for any culinary enthusiast. The sunroom, filled with natural light, has a convenient wet bar and offers peaceful canal views. The elevated main-level primary suite includes private outdoor access, a generous walk-in closet, and a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. A dedicated office and powder bath complete the main floor, while three additional bedrooms (one that could serve as a secondary primary) and two full bathrooms upstairs provide ideal accommodations for family and guests. Conveniently located near Out-of-Door Academy and minutes from Siesta Key Beach, Siesta Key Village, and Sarasota’s world-class dining and shopping, this home combines exceptional boating amenities, elevated construction, and refined coastal living in one of Sarasota’s most coveted waterfront settings.

4757 Higel Avenue, Sarasota

$1,199,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

1240 Dolphin Bay Way Unit 401, Sarasota

$1,395,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Sarasota

$1,225,000
2 Beds 2 Baths Horizons West Bay Side SubDv. 34242 Zip Code
Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home.

6140 Midnight Pass Road Unit 407, Sarasota

$1,113,000
2 Beds 2 Baths Jamaica Royale Tower Ii SubDv. 34242 Zip Code
Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!

5830 Midnight Pass Road Unit 705, Sarasota

$875,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities.

19 Whispering Sands Drive Unit 802, Sarasota

$600,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

6415 Midnight Pass Road Unit 310, Sarasota

$570,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
PRICE IMPROVEMENT!! Step into relaxed coastal living at the premiere GULF FRONT property of Whispering Sands on world famous Siesta Key! This lovely, immaculately maintained 2 bed/2 bath, 2nd floor retreat instantly embraces you with its soft, soothing, aqua hues and comfortable, inviting layout. One of the best features of this unit is its spectacular 34’ screened and glassed lanai running the entire length of the unit, offering RARE WATER VIEWS of both the sparkling clubhouse pool and shimmering lagoon, with a peekaboo view of the Gulf! Framed by graceful palms and gentle Gulf breezes, your lanai is perfect for enjoying peaceful morning coffee or sunset cocktails. The updated kitchen features granite counters, stainless Whirlpool appliances, and crisp subway tile backsplash. SELECTED LIVING & DINING ROOM FURNISHINGS ARE BEING OFFERED with this unit including an entertainment center with remote controlled electric fireplace. The spacious primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to hold 2 queen beds. When you’re not gazing from your lanai, take the elevator down one floor for a swim in the pool or an invigorating workout in the clubhouse right next door! The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. This unit also comes with an assigned storage locker for all of your beach essentials. The common laundry room just steps from this unit features 2 sets of W/Ds, enabling you to complete your laundry in half the time so you can spend more time outdoors enjoying the Florida lifestyle! Ideally located right next to the colorful boutiques & restaurants of Siesta Key Village, Whispering Sands is an exceptional 55+ Gulf front community offering 800' of PRIVATE beach, two heated pools, clubhouse, new beachside Tiki Hut, gas grills, shuffleboard, & canoe/kayak storage. Experience the perfect blend of tranquility, community, and coastal charm. Your island retreat awaits!

199 Whispering Sands Drive Unit 201, Sarasota

$575,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Have It All in This Beautifully Remodeled & Fully Furnished "Beach House" style Condo! Welcome to one of Siesta Key’s most desirable pet-friendly communities, perfectly positioned Gulf-to-Bay with quiet, deeded beach access just steps away. This impeccably updated residence offers a smart split floor plan that provides ideal privacy between the main bedroom suite and the guest room. Enjoy morning coffee or evening cocktails on the gorgeous, enclosed lanai, overlooking lush tropical gardens and the sparkling community pool. The well-appointed kitchen features room for a cozy breakfast table and has been completely renewed with high-quality finishes. No detail has been Overlooked: Impact windows, New electric and plumbing, All-new kitchen, Beautifully renovated bathrooms, New flooring throughout, Tasteful, neutral furnishings—move-in ready with no contractor visits needed! Step outside and live the resort lifestyle with multiple pools, boat docks (lifts permitted), tennis and pickleball courts, a fitness center, and grilling areas. After a day at the beach or pool, cast a line from the dock—fish are plentiful! The Siesta Key trolley stops right at your door, offering easy access to shopping, dining, and all the island’s best attractions. First time on the market and truly a must-see—this property checks every box. Let the beach life begin!

8773 Midnight Pass Road Unit 204G, Sarasota

$570,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

8767 Midnight Pass Road Unit 403F, Sarasota

$825,000
2 Beds 2 Baths Palm Bay Club SubDv. 34242 Zip Code
With $70,000+ in gross revenue on the books for 2025 at a 74% occupancy rate, welcome to Palm Bay Club #129! Investor? End user? Hybrid of the two perhaps? Gulfside Club-Units at Palm Bay Club rarely hit the open market. Only two have sold publicly in the last two years, with most trading off-market if they trade at all. This ‘Corner Club Unit’, #129, is a rare chance to own one of these. The corner unit layout brings in additional natural light, coastal privacy, and a residential feel. The renovation is elevated throughout with custom offset tile in every room, granite counters in the kitchen and both baths, tiled shower walls, feature accents, leather furnishings, and a new stainless refrigerator. The style is clean, modern, and unmistakably coastal. And the location? Steps to the white sand of Siesta Key Beach without crossing Midnight Pass Rd, and positioned perfectly between the beach, the Gulfside pool, and the tennis courts. It’s the easiest kind of Siesta living. With Palm Bay Club’s short-term rental flexibility and full on-site management, 129 works seamlessly as a personal retreat or an effortless income property to add to your portfolio. Offered turnkey furnished for the right offer means rental income never misses a beat unless by your design!

5962 Midnight Pass Road Unit 129, Sarasota

$3,600,000
5 Beds 5 Baths Mira Mar Sub SubDv. 34242 Zip Code
Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.

8008 Midnight Pass Road, Sarasota

$2,600,000
2 Beds 3 Baths Ten35 Seaside SubDv. 34242 Zip Code
Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

1035 Seaside Drive Unit 404, Sarasota

$770,000
2 Beds 2 Baths Siesta Dunes Beach SubDv. 34242 Zip Code
Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!

6236 Midnight Pass Road Unit 305, Sarasota

$2,050,000
3 Beds 3 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle.

518 Venice Lane, Sarasota

$4,600,000
3 Beds 4 Baths Ten35 Seaside SubDv. 34242 Zip Code
Discover the epitome of luxury living at this stunning beachfront residence, offering an unparalleled blend of modern elegance and coastal serenity. Situated on the penthouse level overlooking the pristine quartz sand of Siesta Key’s Crescent Beach, this exclusive location promises breathtaking Gulf views, stunning sunsets, direct beach access, world class amenities and is perfect for those seeking the ultimate in sophistication and relaxation. Every inch of the 2,562 total square feet of this three bedroom, three and one half bathroom condo has been thoughtfully designed to curate comfort and convenience. The living space, adorned with fetching furnishings and charming décor, offers an open concept with seamless indoor to outdoor integration to the spacious patio and outdoor kitchen with panoramic views of the horizon and when privacy or shade is in order, utilize the advantageous motorized blinds for added comfort. The chef’s kitchen, featuring top of the line cabinetry draped in quartz countertops and state of the art appliances featuring a Wolf gas range, is a masterpiece where inspired coastal cuisine will be a pleasure to create. Preserve your prized wine collection in the attractive wine refrigerator. A true retreat, the luxurious primary suite offers mesmerizing views, a spacious walk-in closet and a spa-inspired ensuite bathroom complete with dual sinks and a glass enclosed shower with multiple shower heads. The two additional bedrooms are generously sized, each offering ample closet space and easy access to elegant ensuite guest bathrooms. From the handsome natural wood flooring to the eye-catching and dazzling light fixtures, this Siesta Key dwelling is intentional in its purpose of granting a tranquil island paradise to you, your loved ones and your furry family members as pets are welcome. For the owner with an interest in income potential, a full service on site rental manage

1035 Seaside Drive Unit 603, Sarasota

$900,000
2 Beds 2 Baths Midnight Cove Ii SubDv. 34242 Zip Code
Rare 1st Floor End-Unit Condominium with Boat Slip, across from Crescent Beach! Welcome to this rarely available 1700 square foot 1st-floor end-unit condominium decorated by Robb and Stucky. Ideally located across the street from Crescent Beach and just minutes from the world-renowned Siesta Key Beach. This property includes an exclusive 24' boat slip, just steps away from your back door, equipped with both electric and water hookups. The Association allows boat lifts for ultimate boating convenience. The home boasts a recently updated kitchen featuring a stunning new backsplash, waterfall quartz countertops, modern appliances with new microwave, and more. In addition to the spacious primary bedroom with an en-suite bathroom, the unit offers a second bedroom and a versatile bonus room, perfect as an office, den or additional sleeping space. It features an in-unit laundry room with a new washer and dryer. Cable TV and Fiber Internet is included in the condo fee! Turnkey furnished and move-in ready, making it the perfect retreat or investment property. The updated lanai includes a wine refrigerator, stone countertop and large storage area, ideal for enjoying morning coffee or entertaining guests. The guest bath features a luxurious jacuzzi tub for added relaxation. Enjoy a variety of community amenities, including a heated pool, basketball, tennis, and pickleball courts, as well as a fitness center. If you’re seeking an investment opportunity, Midnight Cove II allows weekly rentals and offers an optional on-site rental department. The community is financially strong, with fully funded reserves and has passed a recent SIRS inspection with flying colors. The property is well maintained and the building just had a new elevator installed. Don’t miss the chance to own this incredible property with endless possibilities!

1100 Cove Ii Place Unit 910, Sarasota

$1,895,000
4 Beds 3 Baths Lake Rittwood SubDv. 34242 Zip Code
Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.

4817 Ocean Boulevard, Sarasota

$714,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota

$675,000
3 Beds 3 Baths Midnight Sea SubDv. 34242 Zip Code
Brand new paver driveway; Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.

6790 Sarasea Circle Unit 6790, Sarasota

$3,600,000
3 Beds 3 Baths Terrace SubDv. 34242 Zip Code
SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refrigerated built-in wine cooler. The Terrace is situated on the widest part of the beach, while being walkable to Siesta Village with its colorful boutiques and diverse eateries. All of this with 2 under-building assigned parking spaces and an interior storage unit. There is also a common bike storage room and a fantastic elevated salt water pool overlooking the beach. This is a rarely available offering on Siesta Key Beach with the piece of mind of a newer accordion hurricane shutters.

5400 Ocean Boulevard Unit 12-2, Sarasota

$325,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Another REDUCTION! Bring your offers! Here's your opportunity to customize your dream waterfront condo on Siesta Key in the sought after Whispering Sands community! Featuring 2 bedrooms and 2 full baths..and boasting your own private, and expansive water view from your huge enclosed lanai. Location is prime.. short stroll to Siesta Village, filled with shopping, restaurants and fun.. Impressive amenities .. 800 feet of private beach on the Gulf, 2 heated pools, fitness centers, clubhouse with catering kitchen, kayak storage, tiki hut , grill area, shuffleboard, and pathways throughout the lush, tropical, grounds that surround the Gulf waters and lagoon filed with abundant nature. Design your own little piece of ISLAND PARADISE and experience the lifestyle on World famous Siesta Key! 55+ community, 2 month min. rental, 2 times a year

101 Whispering Sands Drive Unit 205, Sarasota

$2,050,000
5 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Welcome to coastal living on Siesta Key. Set along a peaceful canal, 513 Venice Lane blends relaxed comfort, making it ideal as a full-time home, vacation property, or income-producing retreat. With 5 bedrooms, 3.5 baths, multiple indoor/outdoor living spaces, a heated pool with spa, and private dockage, this home captures the best of waterfront living. The main level features two bedrooms, bright open living spaces, and a welcoming kitchen with white cabinetry, granite countertops, stainless steel appliances, and a cozy nook just off the dining area. Plenty of built-in cabinetry creates extra storage and serving space for gatherings. Upstairs, a second entertainment lounge offers room to play and unwind, complete with arcade games and a wet bar outfitted with a sink, microwave, and mini/wine fridge. Just beyond, a large balcony opens to a beautiful waterfront setting with comfortable seating and a fire pit. An outdoor kitchen with grill and sink makes alfresco dining easy year-round. Multiple balconies at the front and rear of the home invite you to enjoy cool breezes and quiet moments. Outside, the in-ground heated pool and spa sit right along the canal for a true resort feel. A private dock and 13,000-lb boat lift provide quick access through the Grand Canal. It is approximately 5 minutes to the bay. Five bedrooms and three full baths offer flexibility to host family and guests, while the convenient downstairs half bath is ideal for pool days. The layout works beautifully for full-time living or seasonal enjoyment with strong rental potential. Located close to Siesta Key Village, beaches, and local marinas, this property places dining, shopping, and island favorites within easy reach. Warm, welcoming, and ready for life by the water, 513 Venice Lane invites you to enjoy a lifestyle that feels like vacation every day.

513 Venice Lane, Sarasota

$810,000
3 Beds 3 Baths Turtle Bay SubDv. 34242 Zip Code
LARGE 3 BED / 3 BATH SIESTA KEY WATERVIEW CONDO WITH A LARGE GARAGE AT A GREAT PRICE! Natural light and panoramic water views fill this spacious three-bedroom, three-bath end-unit residence in the sought-after Bayside community of Turtle Bay on Siesta Key. From the glass-enclosed lanai, enjoy breathtaking sunrises as boats glide along the Intracoastal Waterway, and in the evening, take in the sunset from the west-facing front lanai. The home’s kitchen and all three baths have been tastefully remodeled. The kitchen features a raised ceiling with recessed lighting, updated cabinetry, granite countertops, and premium Samsung appliances. Each bath offers elegant finishes, including glass-enclosed showers or tubs, wood cabinetry, and attractive flooring. The generously sized primary suite offers a beautifully updated en-suite bath. A second oversized guest bedroom is also en-suite with tranquil western views of the manicured grounds. Additional features include a new AC (2023), 40-gallon Rheem water heater (2020), indoor laundry room, and your own under-building private parking garage for storage, convenience, and security. No need to carry your beach chairs and accessories up to your condo, just put them in your private 12 X 28 garage with a 7x7 storage area on the ground level. Turtle Bay is a premier south Siesta Key community known for its lush tropical landscaping and exceptional amenities—updated fishing pier, boat dock with available slips (first-come, first-served), kayak launch, clubhouse, heated pool and spa, grilling area, and lighted tennis courts. Best of all, residents enjoy deeded Beach access just across the street to the Gulf of Mexico, where dazzling sunsets await. Experience the perfect blend of waterfront tranquility, resort-style living, and Siesta Key’s signature coastal charm at Turtle Bay. This condo is being sold TURNKEY - everything stays - just back your bags because everything else is already here! Milestone inspection and report has been completed and is available for potential buyers to review.

8735 Midnight Pass Road Unit 301B, Sarasota

$1,640,000
4 Beds 5 Baths Sarasota Beach SubDv. 34242 Zip Code
Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

5512 Avenida Del Mare, Sarasota