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$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

$1,150,000
1 Beds 1 Baths Palm Bay Club SubDv. 34242 Zip Code
Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.

5966 Midnight Pass Road Unit G118, 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

$415,000
1 Beds 1 Baths Casa Mar SubDv. 34242 Zip Code
Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings, natural light streaming through the sliding glass doors and multiple windows, a large storage closet, and timeless terrazzo flooring throughout. The cozy kitchen with solid surface counters opens seamlessly to the living space and located just off the lanai—perfect for enjoying morning coffee with a tropical view. The spacious bedroom provides ample storage, and the bathroom features a walk-in shower with clean finishes. Recent updates include a new A/C (2025), new building roof (2024), partial impact windows, and a new water heater in 2021. You’ll love the convenience of the assigned covered carport, located directly outside the entrance—no stairs, no hassle! Casa Mar features 200 feet of private deeded beach frontage with two covered pavilions, 2 community pools, a tennis & pickleball court, basketball hoop, and a clubhouse, 4 BBQ grilling areas with picnic tables, and laundry facilities. Amenities included in your condo fee: cable TV, internet, water/sewer, building insurance, and grounds maintenance. Short-term rentals (1-week minimum) are permitted—ideal for investment or personal use! And don't forget the Siesta Key Trolley stop right at the community entrance for convenient free rides on Siesta Key! Whether you’re seeking a personal getaway, seasonal escape, or income-producing vacation rental, this cozy Casa Mar condo offers endless possibilities—just steps from the Gulf of Mexico!

6006 Midnight Pass Road Unit 11, Sarasota

$850,000
2 Beds 2 Baths House Of The Sun (Was Known As Haleakala) SubDv. 34242 Zip Code
Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.

6518 Midnight Pass Road Unit 209, 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
1 Beds 1 Baths Jamaica Royale SubDv. 34242 Zip Code
At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

5830 Midnight Pass Road Unit 61, Sarasota

$425,000
1 Beds 1 Baths Sandy Cove SubDv. 34242 Zip Code
Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!

117 Pass Key Road Unit 117, 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

$925,000
2 Beds 2 Baths Tivoli By The Sea SubDv. 34242 Zip Code
PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!

625 Beach Road Unit 602, 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

$1,250,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
A truly exceptional and rarely available offering in Crescent Arms! This expansive 1,009 sq. ft. ground-floor residence - the largest 2-bedroom, 2-bath floor plan in the community - boasts an unrivaled direct Gulf-front location with an effortless walk-out to the iconic quartz sands of Siesta Key Beach. Completely renovated from top to bottom, this coastal masterpiece features hurricane-impact windows and sliders that frame uninterrupted beach and water vistas. An oversized screened terrace invites you to savor gentle Gulf breezes, glowing sunsets, and the soothing sound of the shoreline. All new, beautifully turnkey furnished and impeccably outfitted with linens, towels, housewares, all-new appliances - including a new HVAC system , and durable luxury vinyl flooring throughout, this residence is truly move-in and rental ready. Profitable rental income potential is enhanced by Crescent Arms’ flexible rental program and the convenience of an on-site rental manager. Additional highlights include assigned covered parking and desirable community amenities such as a heated pool, beach lounge chairs, and an outdoor grilling area. Perfectly positioned just minutes from Siesta Key Village’s shopping, dining, and vibrant nightlife, this pristine beachfront retreat offers the ultimate blend of luxury, convenience, and coastal living - your ideal island getaway awaits.

6310 Midnight Pass Road Unit 101N, Sarasota

$695,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
Welcome to 6312 Midnight Pass Rd #203S, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2 bedroom, 2 bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach, ranked the #1 beach in the USA for its powdery white sand and crystal clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beachfront community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

6312 Midnight Pass Road Unit 203S, Sarasota

$598,000
1 Beds 2 Baths Jamaica Royale SubDv. 34242 Zip Code
Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.

5830 Midnight Pass Road Unit 63, 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

$590,000
2 Beds 2 Baths Midnight Cove Ii SubDv. 34242 Zip Code
Find safety and security from possible inclement weather near your beach dwelling with a top floor unit with eastern exposure at this wonderful Midnight Cove II unit. Priced extremely competitively on Siesta Key, this nicely renovated unit overlooks the boat traffic and wildlife playground that is the intracoastal waterway that runs between Siesta Key and the mainland. A unique opportunity to capitalize on attractive income while utilizing this third-floor perch to drink in a saltwater breeze when your schedule permits. From your sun deck, a wall of glass sliders connects you to the main living space, flooded with cheerful Florida sunshine. Delight in low maintenance living with the handsome LVP flooring throughout the space. The kitchen offers updated cabinetry, chic stainless appliances and granite counters that shine under the recessed lighting. The dining area offers seating for six while the living area is the perfect place to kick up your feet after a day of Siesta Key adventures. The principal suite is bright and fresh with a beautifully renovated full bath. The second bedroom offers an attractive headboard wall. Guests and families will be quite comfortable with the unique, second full bath allowing for a private space to refresh. With amenities that rival or bests many communities, Midnight Cove II is a vibrant, welcoming place to call home with a marina, tennis courts, barbecue area, fitness room and heated pool. You will also enjoy deeded beach access to Crescent Beach, Siesta Key’s renowned beach with powdery white sands along the Gulf of Mexico. Take a stroll or a trolley to any one of the eateries and shopping opportunities along Siesta Key or venture off island and explore Sarasota and beyond!

1900 Cove Ii Place Unit 138, Sarasota

$615,000
2 Beds 2 Baths Island House SubDv. 34242 Zip Code
This is the one * WELCOME TO THIS STUNNING WATERFRONT SIESTA KEY VILLA IN MUCH SOUGHT AFTER ISLAND HOUSE BEACH RESORT *The LOWEST PRICED VILLA and the BEST VALUE in ISLAND HOUSE * The current homeowner painstakingly oversaw every step of the renovations from the NEW KITCHEN to the NEW BATHROOMS, NEW FLOORING & NEW LIGHTING * 1 Car Carport with Utility Room which includes a Washer & Dryer * Thoughtfully reimagined Chef's Kitchen with NEW Shaker-style cabinets, QUARTZ countertops, large center island & stainless steel appliances * 2 Bedrooms & 2 Full Baths * Family Room is adjacent to the open Kitchen * PLUS an Enclosed Florida Room * This is the perfect location to create family memories; it's perfect for entertaining family & guests or for simply relaxing in your slice of paradise * On-site rental management is ideal for creating income as a perfect opportunity for investment * This villa SHOWS LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * DIRECT ACCESS TO WORLD FAMOUS SIESTA KEY BEACH * Private Cabanas, Community Heated Pool and a Recreation Center * Ideally located in the HEART OF SIESTA KEY * Close to all of the Siesta Key amenities * One look & you'll fall in love *

6150 Midnight Pass Road Unit V12, 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