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$2,550,000
4 Beds 3 Baths Sarasota Beach SubDv. 34242 Zip Code
Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key.

601 Avenida De Mayo, Sarasota

$16,000,000
5 Beds 5 Baths White Beach Fruit Co Property SubDv. 34242 Zip Code
Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage

7324 Point Of Rocks Road, Sarasota

$2,725,000
4 Beds 4 Baths Heron Lagoon Lodges SubDv. 34242 Zip Code
Under contract-accepting backup offers. Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request.

8555 Heron Lagoon Circle, Sarasota

$650,000
2 Beds 2 Baths Palm Bay Club SubDv. 34242 Zip Code
AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today.

5963 Midnight Pass Road Unit 355, Sarasota

$850,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate beachfront lifestyle in this charming 2-bedroom, 2-bathroom condo, perfectly located in the heart of Siesta Key. Nestled in a sought-after community, this ground-floor unit offers easy access to the world-renowned quartz sand beaches and the crystal-clear waters of the Gulf of Mexico. Step inside to find a bright, open-concept living space with large windows that invite in natural light. The well-appointed kitchen features modern appliances, ample cabinetry, and a convenient breakfast bar. The spacious bedroom boasts plush carpeting, a generous closet, and an en-suite bath with stylish finishes. Enjoy resort-style living with fantastic community amenities, including a heated pool, private beach access, fitness center, and barbecue area—perfect for entertaining and relaxation. Whether you're seeking a vacation retreat, investment opportunity, or full-time residence, this condo is the ideal choice. Located just minutes from Siesta Key Village, you'll have easy access to charming shops, waterfront dining, and vibrant nightlife. Plus, Sarasota’s cultural attractions, golf courses, and marinas are just a short drive away. Don’t miss this rare opportunity to own a slice of paradise on Siesta Key’s world-famous coastline! Schedule your private showing today and start living the beach life you’ve always dreamed of.

6267 Midnight Pass Road Unit 105, Sarasota

$3,995,000
4 Beds 6 Baths Siesta Cove Sub SubDv. 34242 Zip Code
This elegant 5,000-square-foot waterfront home offers an exceptional blend of timeless style and modern functionality, with 4 en-suite bedrooms, 6 bathrooms, 2 home offices, 2 laundry rooms, and unmatched storage. A conforming home elevated to 10’ and recently remodeled (2023) with no detail overlooked, it exudes sophistication from the authentic copper lanterns outside to the finest-quality interior finishes.  The exterior is updated with new impact-rated windows and skylights (2023), a new concrete tile roof (2023), and durable Hardie siding. A pavered circular drive, vine-covered slate steps, mature plantings, and dramatic landscape lighting create a welcoming approach, leading to 8’ solid mahogany doors that open to a stunning interior.  Inside, generously scaled rooms with volume ceilings, detailed millwork, Duchateau French oak and imported French limestone floors, and a serene coastal palette set the tone. The semi-open floor plan ensures each space feels defined yet connected. From the grand three-story foyer, guests are greeted by a formal library with rift oak built-ins and a fireside living room. The adjoining dining room, complete with a French bistro-inspired wet bar and twin Subzero wine columns, comfortably seats twelve and opens to a covered Brazilian Ipe deck. A cozy family room with a built-in dining banquette and fireplace connects to an award-winning kitchen, featuring creamy inset cabinetry, honed Italian Calacatta marble counters, a solid walnut island, and luxury fixtures and hardware from Perrin & Rowe and Armac Martin. The tailored kitchen is equipped with a powerful, chef-grade Bluestar 60” gas range with a double griddle, concealed Miele fridge/freezer columns, and an Asko dishwasher. A highly functional scullery with an additional sink, an auxiliary 42” Subzero refrigerator, and a second Asko dishwasher complements the kitchen, while a walk-in pantry, in-wall chilled water dispenser, and secondary laundry center add convenience. A mudroom, a powder bath, and a full pool bath complete the main level. Down seven steps on the ground level, a vaulted bonus room offers a flexible space for a playroom, fitness studio, or hobby area.  Up the foyer’s curved iron staircase, the second floor features three spacious en-suite bedrooms with water views, fitted closets, and an oversized laundry room with abundant storage and counter space. The third floor is devoted entirely to the primary suite, offering sweeping views of downtown Sarasota’s bayfront skyline. This luxurious retreat includes a private Ipe sundeck with spiral stair access to a rooftop deck, a second home office with built-ins, a spa-like marble bathroom with a soaking tub, two walk-in closets, and a versatile flex room ideal for a gym, nursery, or dressing area.  Outdoors, 85 feet of deep sailboat water frontage provides a private escape with no homes across the way to disturb your view, only a lush mangrove island insulating you from Intracoastal Waterway boaters. The remodeled pool and spa (2021) are surrounded by stone pavers and premium turf, while a 60-foot Ipe dock with a 10,000-pound lift and illuminated pilings (2021) is perfect for boating enthusiasts. The home’s concrete stemwall foundation and elevated construction offer peace of mind, as do the four new elevated HVAC systems (2024) and two water heaters (2021/2024).

5306 Siesta Cove Drive, Sarasota

$1,100,000
3 Beds 2 Baths Bay Island Park SubDv. 34242 Zip Code
Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and even enjoy partial water views from balconies! This Key West style home offers an elevated living area with features such as wood floors, fireplace, plantation shutters and much more! From the moment you arrive at this property, you'll notice the walled-in pool and patio area which creates a private island oasis with covered seating area. The first level of the home features a two-car garage and abundant storage. The main living level is on the second story and features a generously-sized living area, dining room, kitchen and two bedrooms with access to the hall bath. The primary bedroom is on the third level and features its own west facing balcony for incredible sunset viewing. This spacious suite offers plenty of room, an oversized walk-in closet, and spacious bathroom. This home has a metal roof and two brand new HVAC units for low maintenance peace of mind. This small and private dead-end street is unique to Bay Island and presents a fine opportunity to own in one of Sarasota's best neighborhoods. Easy access off the north bridge to downtown Sarasota is yours, and as well as just a short distance to amazing Gulf beaches. Schedule your private showing today!

3455 Flamingo Avenue, Sarasota

$370,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show.

1250 N Portofino Drive Unit 303, Sarasota

$3,000,000
5 Beds 5 Baths Twitchell Ralph S Siesta Key SubDv. 34242 Zip Code
**BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living.

137 Big Pass Lane, Sarasota

$375,000
1 Beds 1 Baths Bay Tree Club SubDv. 34242 Zip Code
Siesta Key waterfront community. This gulf-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools, private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal living at its finest. Whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This spacious and sun-filled pet friendly condo offers a generous sized living room with a French/Juliet balcony overlooking the bay side pool & lush grounds with views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the cheerful and efficient kitchen. The large primary bedroom has two plus-sized closets, providing ample storage. Along with the foyer closet, you will have room for all your possessions. One full bath with a tub completes. This Gulf-to-Bay home is the perfect canvas to paint your ideal picture in Paradise! Each building is equipped with elevators and laundry rooms on every floor ensure everyday comfort is never out of reach. The Association has passed its Milestone Inspection and is SIRS compliant, providing peace of mind for your investment. Roofs replaced in 2020. Newer sliders, HVAC & hot water tank. Additional private storage on ground floor. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard as far out to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Come explore all the unmatched amenities, nearby restaurants & shops. Witness the sea turtles during nesting season. Life is good here ~ Welcome Home to your Coastal Oasis!

8625 Midnight Pass Road Unit 305B, Sarasota

$2,900,000
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest.

875 Siesta Key Circle, Sarasota

$415,000
2 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Sarasota

$1,650,000
3 Beds 3 Baths Bayou Louise - 28 SubDv. 34242 Zip Code
Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment.

110 Faubel Street, Sarasota

$800,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Discover coastal luxury like never before with this immaculate beachfront condo at Whispering Sands. This newly renovated residence boasts two bedrooms and two bathrooms, each designed with sophisticated touches that promise comfort and elegance. From the moment you enter, be greeted by newly installed plank tile floors and expansive, redesigned living spaces illuminated by recessed LED lights. The kitchen features modern appliances and pristine surfaces, ideal for culinary explorations, while the living area invites relaxation with its contemporary shaker-style doors and refreshing ceiling reconfiguration. The residence includes a hot water heater, air conditioning, custom closets, and Hunter Douglas remote-controlled shades, ensuring effortless living. The primary bedroom's redesign is a true retreat, especially with its luxurious bathroom, meticulously revamped for your comfort. Step onto the terrace and indulge in breathtaking sunsets over the gulf’s azure waters—an exclusive backdrop to your new beachfront lifestyle. Whispering Sands isn’t just a location; it's a lifestyle hub. Situated a mere stroll from the playful vibes of Siesta Key Village, your days can smoothly transition from serene beach lounging to vibrant dining, shopping, and entertainment. Community amenities enhance this experience; with 400 feet of pristine beach, proximity to notable spots like Morton's Siesta Market for easy grocery runs and convenient Siesta Key Trolley rides. Step into a life where every day feels like a luxury vacation. Welcome to Whispering Sands located on Siesta Key #1 beach in the USA—where your new home awaits amidst sun, sand, and sophistication.

20 Whispering Sands Drive Unit 301, Sarasota

$1,800,000
4 Beds 5 Baths Siesta Beach SubDv. 34242 Zip Code
Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise!

4941 Commonwealth Drive, Sarasota

$1,100,000
4 Beds 4 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and convenience. The home also boasts a NEW roof and NEW hurricane rated windows and doors, providing peace of mind and enhanced durability for years to come. As you enter the home, you are welcomed by a spacious open floor plan that combines modern design with timeless elegance. The living areas feature large windows that flood the home with natural light, creating an airy and inviting atmosphere. The gourmet kitchen is a chef’s dream, with high-end stainless steel appliances, custom cabinetry, quartz countertops, and a large center island perfect for meal prep or casual dining. The open concept seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining guests or enjoying quiet family time. The master suite serves as a luxurious sanctuary, with expansive windows allowing plenty of natural light, a generous walk-in closet, and a spa-like en suite bathroom that includes a soaking tub, and a separate walk-in shower. The additional bedrooms are equally spacious, offering comfort and flexibility for family, guests, or a home office. A convenient mother-in-law suite is located downstairs, providing privacy and comfort for extended family. The outdoor living space is designed for relaxation and entertainment. Step outside to a large private terrace, perfect for enjoying a morning coffee or peaceful evenings outdoors. The expansive second floor deck features a beautiful pool, offering the perfect place to cool off on warm Florida days or host poolside gatherings. With ample space, the backyard provides a tranquil environment for unwinding and enjoying the beautiful Florida weather. Siesta Cove is one of Sarasota’s most desirable communities, known for its serene atmosphere and close proximity to Siesta Key’s world-renowned beaches. Whether you prefer relaxing on the powdery white sands of Siesta Key Beach or taking advantage of the many water activities available, this location offers the best of both worlds. In addition to beach access, you’ll find a variety of dining, shopping, and cultural attractions just a short drive away in Sarasota’s vibrant downtown. For those who enjoy an active lifestyle, Siesta Cove offers the perfect balance of outdoor adventure and relaxation. Don’t miss the opportunity to own this incredible piece of paradise in one of Florida’s most desirable neighborhoods!

5239 Siesta Cove Drive, Sarasota

$750,000
1 Beds 1 Baths Horizons West SubDv. 34242 Zip Code
Experience the ultimate island lifestyle in this TURNKEY FURNISHED, west-facing condo at Horizons West—just steps from your private Siesta Key beach! This spacious 1-bedroom retreat boasts over 1,000 sq. ft., soaring ceilings, and a wall of oversized windows framing breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Enjoy an open, airy floorplan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. Relax in the king-sized bedroom with custom California Closets, or host family and friends on the living room sleeper sofa. Recent upgrades include impact windows/doors, 2020 AC, and 2021 water heater. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. Plus, private carport storage for all your beach toys! Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked #1 Beach in the USA and #4 in the world—your piece of paradise awaits! View the Video: https://youtu.be/5NK5aBPx5vM

6140 Midnight Pass Road Unit 103, Sarasota

$475,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020.

147 Whispering Sands Drive Unit V29, Sarasota

$861,360
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whispering Sands! With expansive 180 degree views of the shimmering Gulf, this unit provides the perfect retreat against an unparalleled backdrop of sand, sea, sky, and lush greenery. You’ll enjoy endless colorful Florida sunsets and the soothing sounds of the surf from your private 25 foot balcony accessible from both the living room and primary bedroom. This well maintained unit is completely move-in ready. If desired, it also provides an excellent opportunity for customization. Now is an ideal time to remodel while the building itself is in the final stages of a multi-year concrete restoration project. This unit’s balcony restoration, including new railings, is expected to be completed in just a few months. The inviting interior features carpeted living areas and bedrooms, neutral paint, tiled kitchen and bathrooms, ceiling fans, and window treatments consisting of plantation shutters and vertical blinds. The spacious primary suite boasts a walk-in closet, an ensuite bath, and a generous vanity area with additional storage and recessed lighting. 2020 Carrier HVAC system, 2019 water heater. Selected furniture may also be available.

19 Whispering Sands Drive Unit 303, Sarasota

$6,600,000
4 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota

$1,400,000
3 Beds 2 Baths Siesta Manor SubDv. 34242 Zip Code
Location and excellence combined....Don't miss the opportunity to own this stunning 3 bedroom, 2 bath pool home with 75 ft. of canal access. The home is located steps from the vibrant village of Siesta Key and the #1 Beach in the USA and # 4 in the world! The property has been remediated and restored to the highest standards post hurricane Helene. The large private front courtyard welcomes you to the professionally decorated and designed tropical oasis to maximize the ultimate living experience. The large rear lanai overlooking the heated pool and spa provides a resort style atmosphere to both owners and guests. Quality finishes include travertine flooring throughout, impact windows and doors, completely renovated kitchen and baths and more. Easy access to downtown Sarasota to enjoy the arts district, theater, fine dining and shopping at St. Armands Circle. Continue the excellent rental opportunities or call it home, this property is a must see. Schedule your showing today.

309 Avenida Milano, Sarasota

$2,950,000
4 Beds 5 Baths Harmony Sub SubDv. 34242 Zip Code
New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living.

4940 Peaceable Way, Sarasota

$800,000
2 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood; offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with a short walk or bike ride to the renowned Siesta Key Beach, and directly across from the Canal, where you can add your own private dock and launch your boat, kayaks, or paddleboards. Glide out to the Intracoastal and experience the water from your own yard! This home is spacious and inviting, with plenty of updates to enhance its charm! Upstairs, you'll find 2 bedrooms and 2 baths, including a recently remodeled kitchen with bright shaker-style cabinets and sleek quartz countertops. Skylights and large windows allow abundant natural light to pour in, making the entire home feel airy and bright. Cozy up by the real wood-burning fireplace in the open living and dining area, where the space flows seamlessly to the outdoors. Step out onto the large composite wood deck with modern aluminum railings, where you can enjoy tree-top views of the yard and canal—perfect for entertaining or relaxing. Off the kitchen, a second porch offers a peaceful retreat to sip your morning coffee while enjoying the sounds of birds singing. Downstairs you'll find your laundry room with a new washer and dryer, a new tankless water heater, and a large storage room. The additional bonus room would make an ideal place for a gym, game room, or media center. The beautiful, low-maintenance epoxy flooring keeps the downstairs bright and inviting. The large corner lot offers plenty of room to create your dream backyard, with ample space for a pool if you choose. The yard is perfect for hosting BBQs, oyster roasts, and making memories with friends and family. There’s also an extra storage shed beneath the second-story deck, keeping your lawn equipment out of sight and neatly organized. A concrete patio underneath adds even more entertaining space. Experience the relaxed, resort-style living you’ve always dreamed of—right in the heart of Siesta Key. Every day feels like a vacation in this coastal gem!

5250 Calle De Rio, Sarasota

$1,200,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
The Gulf & Bay Club on Siesta Key is, by its own definition: exclusive, elegant and engaging. A gated 32-acre community with unrivaled waterfrontage and amenities, this is not your typical beach front condo, this is unparalleled resort living on Siesta Key. In this premium community, building F is ostensibly the prime location with sprawling views of the white sands of Crescent beach that gently fade under lapping waves into the crystal-clear waters of the Gulf. Spacious and turnkey furnished, this bright unit offers just under 1,500 square feet of living space and an open concept that allows you to move and converse freely throughout. A kitchen outfitted with ample storage also offers an informal dinette while the dining area still boasts seating for 8. The comfortable living space, adjacent to the integrated lanai, will keep you comfortable while you gaze upon the coveted, unobstructed horizon view. Retreat to your owner’s suite with generous space and more captivating panorama. Guests will be comfortable in the additional bedroom and full bath while laundry and closet space benefit your organized routine. A dedicated, covered parking space is an added bonus. Meander along the footpaths through the meticulously manicured courtyard with a freshwater lake and fountain features, an island situated in a lagoon, and three heated swimming pools. Take advantage of any number of organized events, cultural outings or recreation happenings at the two clubhouses with pool tables, tennis, pickleball, racquetball and basketball courts, media facilities and print/video libraries. Stay active and feel your best at the commercial grade fitness center, hot tub and dry saunas. Driving electric? Gulf & Bay is one of only two communities on the island offering charging stations! You simply must visit to fully understand just how much is offered at the Gulf & Bay Club, where you can create your own adventure from sunrise to sunset along the award winning Crescent Beach on Siesta Key!

5740 Midnight Pass Road Unit 402, Sarasota

$1,300,000
3 Beds 2 Baths Siesta Manor SubDv. 34242 Zip Code
LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE! A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the inter-coastal waterway and gulf. This property has 75 feet of dredged canal waterfront, with newer commercial-grade seawall, TREX dock with 10,000 lb remote-controlled lift, underwater lighting and large 15,000 gallon salt-system pool. This property was officially designated as having only minor hurricane damage and was completely renovated and professionally mitigated to the highest standards. Spacious three bedroom, two bath open-floor plan and large walk-in closets. This home is storm-solid with hurricane impact metal roof, garage door and PGT windows and slider doors for peace of mind and insurance savings. Brand-new kitchen and bathroom vanities. All new millwork including interior doors, crown molding and trim. New custom plantation shutters and roller shades create privacy and classic island style. Home is offered furnished with Restoration Hardware furnishings throughout. Newer paver driveway and gated golf cart pad. New appliances, water heater, HVAC and variable-speed pool pump/motor. Large screened lanai and maintenance-free yard. This beautiful home is ready immediately for your beach and boating dream. Schedule a showing today and make an offer!!

329 Avenida Leona, Sarasota

$1,100,000
3 Beds 2 Baths Siesta Rev SubDv. 34242 Zip Code
Custom built by the current owner in 2015, the contemporary design exudes warmth and natural light inside. In a highly desirable location on the North End of Siesta Key, this 3 bedroom 2 bathroom home has thoughtful details throughout. From the Brazilian Cumaru flooring to the vaulted ceilings with oversized hurricane rated windows, you will realize the value. The open-concept kitchen features Eucalyptus cabinets and a quartz topped island with seating, making it the perfect space for cooking and entertaining. Step outside the kitchen to your outdoor balcony which is ideal for enjoying your morning coffee or evening sunsets. The generously sized primary bedroom includes a walk-in closet and ensuite bathroom. Two guest bedrooms plus an additional bathroom complete the upstairs space. On the ground level is a spacious workshop, perfect for DIY projects or storing all your toys plus a large screened living area designed for enjoying the outdoor Florida lifestyle. Just off the main entrance to the home is a large deck surrounded by lush tropical landscaping and comes replete with custom built seating and a fire pit. Across the street is the entrance to Shell Beach with direct access to the azure waters of the Gulf, perfect for kayaking or enjoying the shoreline. Great value for newer construction home in this prime location.

3911 Roberts Point Road, Sarasota

$850,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The best part about unit 910 is that it has been renovated down to the studs. Included are new hurricane windows and sliding doors, ceiling fans, recessed lighting, solid wood doors throughout, over-the-counter pendent lights, 5 inch baseboards with engineered wood flooring, self closing cabinets, quartz countertops throughout, kitchen pantry with frosted glass door, walk in tile showers, closet organizers, custom woven sliding window coverings, Simplifire electric fireplace, Ecobee thermostat, under the counter beverage cooler, tankless water heater, Carrier air handler, GE Profile appliances with washer and dryer hookup. The pictures are fantastic but you have to see for yourself. Phenominal view day and night plus your new condominium is a corner unit. All windows are fixed. Also, our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 910, Sarasota

$440,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Sarasota

$695,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Gulf front residence with updated Kitchen including quartz counter tops and stainless steel appliances. Expanded counter tops and added cabinets. Beautiful views of the beach from owners bedroom, Kitchen, Lanai, Dining and Living room. Residents of Island Reef enjoy boat docks (lifts allowed), beach, two heated pools, tennis, pickleball, two fitness rooms, saunas, shuffleboard courts, billiards, library, clubhouse, social room, gas grills, bicycle and kayak storage. Carport at front of door of building. Guest parking. Monthly rentals (8 leases a year). Pet friendly (30 lbs). On-site management and rental program. Close to three of Siesta Key's favorite restaurants, and free Trolley to Siesta Village.

8764 Midnight Pass Road Unit A301, Sarasota