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$1,400,000
3 Beds 3 Baths A4562351 MLS 4708 BLDG.
ENJOY EXPANSIVE AND SPECTACULAR GULF OF MEXICO VIEWS!! The everchanging shades of turquoise and blue water, amazing sunsets, dolphins playing, manatees swimming and a variety of boating activity will keep you captivated all day long. This light and bright very open concept is great for entertaining and dining with friends. There are three spacious bedrooms and three private baths. The windows have unobstructed views and the master bedroom has an outside open-air balcony for your morning coffee, viewing glittering water and hearing the sound of waves. In the evening, take in the sunset skies and tranquility of the evening sounds. The windows in this wonderful condo have electric hurricane shutters for your peace of mind. There is an oversized attached 2-car garage, which the owners also used as a cabana for entertaining as it is located near the pool. There is plenty of room to store your kayaks in the garage, as well, for easy access to the water. The pool is heated and is located right on the Gulf for your enjoyment of the scenery as you swim, relax, read or socialize with your neighbors. This is a great location on the north end of the key. There is public transportation to the village for the famous Siesta Key Beach, shopping, tennis, pickleball, volleyball, great restaurants and live entertainment all day long. One mile to the beach, 1/2 mile to the Village and quick and easy access to the mainland. Peacefully away from the hustle and bustle in a quiet little sanctuary of only 22 units. If it sounds like paradise, it’s because it is! One small pet up to 25 pounds is allowed. Minimum lease period is 6 months, allowed 2 times per year.

4708 Ocean Boulevard Unit E1, Siesta Key

$1,398,000
2 Beds 2 Baths A4674806 MLS Siesta Sands Resort BLDG.
This spacious and well-appointed direct beachfront condo, located at the southern end of Crescent Beach in one of Siesta Key's most desirable boutique resort communities, offers an exceptional coastal living experience. Unit 312, situated on the 3rd floor, features 2 bedrooms, 2 bathrooms, and two private balconies overlooking the beach, where you can enjoy sweeping Gulf views, refreshing tropical breezes, and unforgettable sunsets year-round. A private parking space, in-unit laundry, and private storage add everyday convenience. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you just steps from Siesta Key's South Village.

1001 Point Of Rocks Road Unit 312, Siesta Key

$1,395,000
4 Beds 3 Baths A4680766 MLS
A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.

3446 Anglin Drive, Siesta Key

$1,395,000
4 Beds 3 Baths A4603231 MLS
Under contract- accepting back up offers. This open floor plan, single-story home offers a coastal lifestyle. Located in the highly coveted Siesta Cove subdivision on Siesta Key and spanning nearly 3,000 sq. ft., this 4-bedroom, 3-bathroom pool home is ideal for entertaining and families. The great room effortlessly connects the kitchen, breakfast counter, casual dining nook, and family room, while the chic living room with a fireplace and formal dining room provide additional entertaining spaces. A separate office/den with French doors enhances the versatility of this well-designed home, and the owned solar panels help keep electrical bills low. The expansive outdoor space features a screened lanai overlooking a sparkling swimming pool, heated by owned solar panels, providing ample space to relax and unwind with loved ones. This highly desirable neighborhood is situated less than a mile from the world-renowned Siesta Key Beach, renowned for its pristine white sand and breathtaking sunsets. Nearby, the Village offers restaurants, entertainment, and shopping, adding to the vibrant island lifestyle. Additionally, Glebe Park is just a short walk away, offering youth sports leagues and outdoor recreation for families. Don't miss the chance to make this Siesta Key gem your own. Schedule your private showing today and experience coastal living at its finest!

5317 Siesta Court, Siesta Key

$1,395,000
2 Beds 2 Baths A4584043 MLS 5770 C BLDG.
An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heartof Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes andinteriors professionally crafted to perfection. This unit is in C Building with direct beach accessjust steps away from your front door. Enjoy breath taking sunsets from your personal balcony orhead down to the private beach for an up close view of the #1 beach in the US. The sandy whitepowder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community.You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just toname a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests.The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for yourenjoyment. Not to mention the electric car charging stations and on site car wash. You are momentsaway from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more!Take a short trip to the mainland and discover theater, art and fine dining. This is the islandresort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5770 Midnight Pass Road Unit C709, Siesta Key

$1,395,000
3 Beds 2 Baths A4553787 MLS
One or more photo(s) has been virtually staged. Turn-key! Ready for you to move in and start living the magical Siesta Key lifestyle. No work needed. This luxurious, completely renovated, concrete block, furnished pool home is nestled in a private, incredible neighborhood with multi-million-dollar homes on the magical island of Siesta Key, one of the most sought-after locations in America. IDEAL as Primary Residence, Vacation/Second Home or Investment Property. 120K plus in annual revenue. No detail has been overlooked. As you step into the home, a large quartz island and working limestone fireplace in the family room are the focal points. All the windows and exterior DOORS are NEW and hurricane-proof. The three bedrooms are laid out perfectly, with a private en suite master bedroom on one side and two bedrooms and a full bath off the family room on the other side of the house. All bedrooms are generously sized and feature contemporary wood ceiling fans and built in California Closets. LUXURY SAATVA mattresses for the ultimate night's sleep! The kitchen/great room is very spacious with room for an elegant dining area and additional seating. The family room, great room, and master bedroom all have new slider doors that open to the pool/lanai area. The hallway bathroom door leads to a private enclosed pool and can serve as a pool cabana for changing. The pool has been newly resurfaced and tiled, and equipped with a new light, safety rail, pool filter and converted to salt water. The lanai and pool deck has been redone with French pattern shell stone limestone and is simply stunning. The pool caging has been updated and a spacious wood deck added for sunbathing and entertaining. There is a bonus outdoor hot shower! A new irrigation system has been added and the entire property professionally landscaped. The home is wired for the placement of your flat screen TV's and stereo system with a RING doorbell and great room and lanai speakers already installed. The location is stellar with equidistant access to both the North and South bridges. The South Bridge leads you to Stickney Point with all the shopping amenities you could ask for and the fabulous restaurants of the Gulf Gate Area. The North Bridge leads you to Southside Village with amazing restaurants, Morton's gourmet shoppe, and the excitement of downtown Sarasota including art galleries, block parties, Marina Jack and Bayfront Park. Siesta Key life is beaching, walking, biking, swimming, paddleboarding, kayaking, boating, jet skiing, tennis, pickleball, incredible sunsets and more! Siesta Key Village offers you a taste of Old Florida Charm with tiki bars, Captain Kirk's for grouper sandwiches and football, or an elegant meal at Summerhouse or Cafe Gabbiano's. The home is 1 mile to Siesta Beach! Come fall in love with this NEW and beautiful contemporary home.

5070 Commonwealth Drive, Siesta Key

$1,385,000
3 Beds 2 Baths A4680536 MLS
Positioned along a quiet residential canal just moments from shops and restaurants of Siesta Village and a short distance to world-famous Siesta Beach, this extensively renovated coastal retreat offers the ideal blend of island charm, modern updates and exceptional value. Built in 1971 and thoughtfully reimagined in 2025, this three-bedroom, two-bath residence spans 1,730 square feet and showcases timeless finishes designed for effortless Florida living. From the moment you arrive, tropical landscaping and a welcoming entry set the tone. Natural light fills the expansive living space, where pocket sliding glass doors fully open to the screened lanai, creating seamless indoor-outdoor flow and picturesque views of the pool and canal beyond. The open dining area blends beautifully into the exquisitely updated kitchen, anchored by a striking 9-foot center island with counter-height seating, soft-close cabinetry, undercabinet lighting, terrazzo-inspired recycled glass countertops, designer tile backsplash and stainless-steel appliances. The serene primary suite opens directly to the lanai and features a custom walk-in closet and an elegantly appointed en-suite bath with granite-topped vanity and beautifully tiled walk-in shower. Two additional bedrooms offer walk-in closets, while the guest bath has been thoughtfully updated with quartz vanity and sleek tile finishes. Outdoor living is equally impressive, with a heated pool featuring a seating ledge and newer heater, all set within a fully fenced backyard overlooking the tranquil canal. The covered lanai includes a motorized screen, enhancing comfort and year-round enjoyment. Notable improvements include impact-rated windows and doors, luxury vinyl plank flooring throughout, updated baths, house replumbed in 2025, attic ductwork and insulation replaced, and a completely replaced and repoured seawall in 2020. An attached one-car garage with epoxy flooring and integrated storage adds functionality. Whether you’re seeking a refined island retreat, a smart investment opportunity or a boating-friendly lifestyle just minutes from the Gulf, this move-in-ready Siesta Key home presents a compelling opportunity in one of Sarasota’s desirable coastal communities. Schedule your private showing today.

353 Avenida Leona, Siesta Key

$1,385,000
3 Beds 2 Baths A4589142 MLS D BLDG.
This is the unit you have been waiting for! Not only is it gorgeous and boasts amazing gulf views, but it has been completely renovated from the floors to ceilings & an additional bedroom/den/office has been added! Nothing was missed, all new appliances are sparkling, HVAC system is all new, the cast iron plumbing has been replaced, new hurricane windows & doors, even the entry door! Peaceful hues throughout this turnkey furnished unit are so beautiful & relaxing you will never want to leave. The living area has been expanded as well to afford the full gulf views. Note the dry bar/buffet in the dining area, excellent for entertaining (electric roughed in for a wine cooler if needed), also the entry cabinet, great for leaving your shoes and keys, the additional 3rd bed/den/office is perfect for whatever you want to use it for, the 2nd bedroom has a built in dresser to make the room more spacious & closets are large & have auto lights for convenience. The kitchen/dining area is light/bright & blends in nicely with the dining/ living area. Master bedroom/bath is spectacular, nice and bright as well. You have water views from most of the living area, whether it be pool or Gulf, and this 1st floor unit is so easy to access, no elevator fobs needed, just walk in! Gulf & Bay boasts a pool, tennis, pickleball, racquetball, saunas, fitness, electric charging stations, clubhouse & more, and right on Siesta Key Beach. Close to everything, do not miss this one!

5760 Midnight Pass Road Unit 109, Siesta Key

$1,377,500
2 Beds 2 Baths A4696434 MLS 3n BLDG.
Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!

6144 Midnight Pass Road Unit 3N, Siesta Key

$1,375,000
3 Beds 3 Baths V4948468 MLS
WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including:     •    Durable steel roof     •    Updated flooring     •    Indoor laundry     •    Outdoor grilling area     •    Private swimming pool     •    Boat slip     •    Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.

5169 Oxford Drive, Siesta Key

$1,375,000
3 Beds 3 Baths A4644204 MLS 9122 BLDG.
In one of Siesta Key's most desirable buildings, Somerset Cay offers a very unique chance to own an opulent three-bedroom, three-bathroom waterfront home. The comforts of a condominium lifestyle are combined with the seclusion of single-family living in this property. With a private gate leading down to the pool and dock, residents may enjoy colorful sunsets from the expansive 900 square foot, two-level waterfront terrace/lanai that faces west. A limited elevator and lobby provide safe access, and the elevator travels straight to a private foyer on the second story. Bamboo flooring, a combination of tile and carpeting, crown molding, plantation shutters, granite countertops, large walk-in closets, high ceilings, an in-unit laundry room, an immense two-car garage, and a separate storage area are just a few of the interior features. With features including a fitness center, a grill area ideal for gathering, and a glittering pool and spa, the exclusive Somerset Cay neighborhood encourages a resort-style lifestyle. There is a kayak launch, a new kayak lift, kayak storage indoors, and direct sailboat access to the bay and Intracoastal Waterway, which eliminates the need to cross bridges. The freshly rebuilt Midnight Pass offers easy access to the Gulf of Mexico. With just 17 residences in the complex, Somerset Cay offers an unparalleled degree of seclusion and peace. This second-floor home is ideally located close to Turtle Beach, the well-known Ophelia's Restaurant, Turtles Bar & Grill, and South Key Marina on the southern end of Siesta Key. Locals can browse the stores. Some photos have been staged.

9122 Midnight Pass Road Unit 24, Siesta Key

$1,375,000
4 Beds 3 Baths A4623892 MLS 702 BLDG.
Mediterranean Estate Masterpiece nestled on the peaceful tranquil island of Siesta Key.. world renowned for its world-class beach and romantic sunset. ENTERTAINING AT ITS BEST - JUST MINUTES FROM THE BEACH *** Welcome to your dream residence on Siesta Key where your family can fully enjoy this stunning 3 story 4 bedroom home filled with unique features., This home is well constructed to endure any storm and high and dry, the new owners of this amazing home will enjoy the comfort of its new clay tile roof, High-Quality craftsmanship, and recently installed solar panel system which add a level of confidence and comfort. If you are seeking a relaxed, coastal living lifestyle, you'll find everything you need right here., The master suite, located on the second level, offers a private sanctuary. On the lower level, you'll find an open-concept living room,. kitchen, and dining area, all with views of the pool, patio, and fireplace., Three additional bedrooms and a bathroom are situated on the 3rd level providing comfortable accommodations for family and guests. This home is just perfect for the most memorable evenings with family and friends. The pool and spa create the perfect place for a day full of fun. This desirable home comes FULLY TURN KEY FURNISHED. All you need is your toothbrush and bathing suit. Bike to the beach for a sunset walk or you can enjoy and explore extraordinary local restaurants throughout the island. This is the most wonderful place to embrace beachy island-style living during the day or evening or plan an elegant evening out. The first to visit this home will fall in love with its Mediterranean style. Just a few of its amazing features are the Teak floors throughout the main living area. Bamboo inlay in the foyer ceiling. Ray Routh designed the kitchen with bamboo glass insets in cabinetry, extensive use of granite, upgraded stainless appliances, and glass tile backsplash. The custom-designed pool/spa has LED & fiber optic lighting, several stone waterfall features, and its proximity to The Out-of-Door Academy - Lower School - Siesta Key make it the perfect home or investment…

702 Treasure Boat Way, Siesta Key

$1,375,000
2 Beds 2 Baths A4603996 MLS 6300 BLDG.
Embrace the Sunshine Lifestyle in this wonderfully renovated 11th-floor corner unit, offering awe-inspiring views of the Gulf of Mexico—a rare gem nestled along Florida's picturesque coast. Whether you seek a serene beachside retreat or a savvy investment opportunity, this turnkey remodeled end unit is an attractive investment. Featuring a thoughtfully designed 2-bedroom, 2-bath split floor plan, every corner of this residence boasts stunning views of the Gulf. Revel in the recent renovation, which showcases newer flooring, baseboards, lighting, quartz countertops, sleek wood cabinetry, a GE slate finish appliance package, and abundant natural light that shines throughout the space. The bathrooms have been meticulously remodeled to enhance both form and function. Step out onto the screened balcony to bask in the splendor of Sarasota sunsets, a breathtaking daily ritual. The entire building has undergone a comprehensive renovation, including a newer roof, updated plumbing system, reinforced balconies, raised lanai railings with screens, a modern glass elevator, refreshed common areas, and manicured landscaping. This remodeled unit also offers updated plumbing system, an in-unit laundry room, hurricane-rated windows/sliders, and a plethora of other upgrades. Crystal Sands offers resort-like amenities, including private, deeded access to Siesta Key's renowned white-sand beaches and two heated swimming pools.

6300 Midnight Pass Road Unit 1101, Siesta Key

$1,375,000
3 Beds 3 Baths A4601112 MLS
....Motivated Seller....This home is situated just a block away from the #1 SIESTA KEY BEACH, we welcome you to the epitome of luxury in a John Cannon home, nested in the gated neighborhood on SIESTA KEY. This exquisite residence boasts 3 Bedrooms and 3 En-suite Bathrooms, offering an unparalleled level of comfort and privacy. With a generous square footage of 2485, this home exudes elegance and sophistication. Stepping inside, you are greeted into a wall of disappearing sliding glass doors that opens from the Flex room into the spacious lanai, which features a heated contour pool & spa with a screened cage. Two more sets of sliders in the great room & the primary bedroom complete the home's seamless transition between the indoor & outdoor living spaces. Throughout the home, including cathedral, coffered & tray ceilings. The spacious entertainer's kitchen with a large breakfast bar, with all stainless steel appliances, solid wood cabinets and first floor laundry room. Completely opens to the sunny great room surrounding the pool. The Primary and 2nd Bedroom are both on the main level, on opposite sides of the home for privacy. The 3rd Bedroom and En-suite Bathroom is located on the second level along with aloft that would serve as a great office, den, studio, TV room or a place for extra storage. This home offers the perfect combination of exclusivity and accessibility. Embrace the allure of coastal living while reveling in the privacy and serenity of this remarkable property. Don't wait, book your showing today.

5585 Siesta Estates Court, Siesta Key

$1,360,000
3 Beds 3 Baths A4589082 MLS
Welcome to paradise on Siesta Key! This exquisite Mediterranean style villa boasts 3 bedrooms, 2 and a half bathrooms, and even an elevator for your convenience. The grand entrance is welcoming with a sweeping staircase to the spacious living area filled with natural light. Located just steps away from Siesta Key Village, the focal point for restaurants and shopping, and the beautiful beaches of Siesta, this property is the perfect investment opportunity. Being sold fully furnished, this villa is ready for you to move in or start renting out immediately. This villa offers endless possibilities for both short term and long-term rentals. It's the perfect opportunity to generate passive income or enjoy your own private retreat whenever you desire. Don't miss out on this rare opportunity to own a piece of paradise. Contact us today to schedule a viewing and make this Mediterranean villa your own.

312 Beach Road Unit 312, Siesta Key

$1,350,000
3 Beds 3 Baths A4696439 MLS
Rare Grand Canal redevelopment opportunity on Siesta Key, offered at land value. This estate-sale homesite delivers approximately 168 feet of water frontage, among the most generous on the Grand Canal, along one of the canal's widest, most open stretches, with long water views and exceptional ease of egress. Boaters enjoy quick passage to the Intracoastal Waterway and on to the Gulf, with the bridge just minutes away. On a peaceful cul-de-sac, the site pairs privacy with proximity, with a short bike ride to the powdery white sand of top-rated Siesta Key Beach. Build anew and capture full water views or renovate to your vision. While the primary value is the exceptional lot, according to the seller, water has not intruded the interior of the existing home. Sold at land value, buyer to perform all due diligence. Opportunities of this width, frontage and location on the Grand Canal are exceedingly rare.

522 Commonwealth Lane, Siesta Key

$1,350,000
3 Beds 3 Baths A4684397 MLS
You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

4939 Commonwealth Drive, Siesta Key

$1,350,000
3 Beds 2 Baths A4671562 MLS
Beautifully updated in 2020 and ideally situated in the coveted Siesta Cove neighborhood, this 3-bedroom, 2-bath pool home captures the essence of relaxed island living with a modern coastal touch. No flood water intrusion or damage during the historic 2024 hurricane season, with all improvements completed by the current owners prior to Hurricanes Helene and Milton. The open, split-bedroom floor plan offers two inviting living spaces filled with natural light and a seamless flow ideal for both entertaining and everyday comfort. The chef’s kitchen, open to the family room, features a spacious island with seating, sleek modern cabinetry, quartz countertops, and designer appliances. The primary suite is generously sized with a walk-in closet, updated bath, and direct access to the screened-in pool and patio—creating a true indoor-outdoor retreat. Outside, the large caged pool and expansive private backyard provide the perfect setting for lounging, dining, and soaking in the Siesta Key lifestyle. Recent updates add peace of mind, including a new roof (2025), impact windows and doors (2025), PVC sewer lines (2021), and a new pool pump (2022). Just minutes from the world-famous Siesta Key Beach and the shops and restaurants of the village. Book your private showing today.

5341 Siesta Court, Siesta Key

$1,350,000
2 Beds 2 Baths A4656347 MLS Casarina BLDG.
Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

5880 Midnight Pass Road Unit 403, Siesta Key

$1,350,000
2 Beds 2 Baths A4655450 MLS Gulf & Bay Club / Building F BLDG.
Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and coastal beauty. Inside, you’ll find thoughtful updates throughout, including a recently renovated primary bathroom and elegant porcelain tile floors that flow seamlessly from room to room. The large kitchen is a standout feature, designed for both functionality and entertaining. It boasts granite countertops, abundant cabinet storage with custom drawers, a wine fridge, a double Dacor oven, two sinks, and a charming breakfast nook where you can enjoy your morning coffee. Just outside, Building F features its own clubhouse and a sparkling pool only steps from your door, offering both convenience and a touch of exclusivity to everyday living. As a resident of Gulf & Bay Club, you’ll enjoy an unparalleled array of resort-style amenities on 32 acres of pristine, beautifully landscaped grounds. Spend your days lounging on 800 feet of private, powdery white sand, or take advantage of three heated pools, six tennis courts, six pickleball courts, a basketball court, a racquetball court, and a state-of-the-art fitness center complete with a yoga studio and dry saunas. Two clubhouses provide inviting spaces to gather, with lounges, a library, billiards, and Wi-Fi. Barbecue areas, picnic spots by freshwater lakes, and free EV charging stations make it easy to entertain and unwind. Just beyond the gates, you’re moments away from Siesta Key’s vibrant dining, shopping, and the iconic Sunday Drum Circle. Combining spectacular views, meticulous upgrades, and the unmatched amenities of Gulf & Bay Club, Unit 405 offers a rare opportunity to embrace the very best of coastal living. This is more than a home—it’s a lifestyle you’ll treasure every day.

5740 Midnight Pass Road Unit 405, Siesta Key

$1,350,000
4 Beds 3 Baths A4636955 MLS
One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

5560 Shadow Lawn Drive, Siesta Key

$1,350,000
2 Beds 2 Baths A4600066 MLS Crystal Sands 2 BLDG.
Welcome to Crystal Sands Condominiums, where you can own this fantastic Gulf Front two bed/two bath unit on award winning Crescent Beach. This unit has a very open and spacious floor plan, and gives you a full beach/gulf view. You will be impressed with the light colors and quality of the tile flooring, counter tops, and other finishes that make this condo a true beach get-away experience. Immediate gulf view when you walk thru the front door, in this open and spacious 2/2 floor plan. With a dedicated laundry room for in-unit laundry access, this unit truly has it all. With a proven rental history in the Crystal Sands rental program, this unit appeals to all three types of buyers (Full Time Residents, Seasonal Residents, and Investors). Crystal Sands has undergone extensive renovations, ensuring a modern and secure living environment. From a newer roof to reinforced balconies, a glass elevator, and lush landscaping, the entire building reflects a commitment to quality and longevity. Residents benefit from private, deeded access to Siesta Beach's sand shores, beach chairs, and resort-style amenities, including two heated pools (one beachside), barbecue grills, and assigned covered parking. The pet-friendly complex, welcoming pets up to 20 lbs, provides a true island paradise experience.

6300 Midnight Pass Road Unit 507, Siesta Key

$1,350,000
2 Beds 2 Baths A4593952 MLS 6342 BLDG.
You must see to believe the panoramic view from the balcony of this third floor, Midnight Cove abode. From your morning coffee to your evening aperitif, drink in the view and savor the saltwater breeze from the generous patio. This smartly appointed two bedroom, two bathroom unit is bright and fresh with charming, coastal décor. The efficient kitchen features bright white cabinets topped with radiant granite under updated recessed lighting. Showcase your finest service ware in the dual-sided glass insert upper cabinetry that creates an open, airy atmosphere. Serve your creative cuisine at the counter bar seating or the dining table with seating for four. Cozy up on your reclining sofa to gaze through your four-panel glass sliders or take in a feature on the flat screen tv. Comfortable quarters await you in the owner’s suite with an updated bath featuring stylish, frameless shower doors. Guest quarters are accompanied by a second bath and you will appreciate the convenient, in-unit laundry. A beach to bay community, Midnight Cove offers an incredible lifestyle by offering owners and their guests accommodations including, but not limited to: private beach access with complimentary beach chairs and umbrellas, boat slips available for rent, fishing, two swimming pools, two tennis courts, new fitness room and picnic seating with gas grills.

6342 Midnight Pass Road Unit 332, Siesta Key

$1,350,000
4 Beds 5 Baths A4592961 MLS
Back on the market - new low pricing by motivated seller! This is the best value for a large home on Siesta Key! Discover the epitome of spacious comfort on Siesta Key! Sited on a large lot on one of the most beautiful, designated canopy streets on the island, this stunning two-story, 4-bedroom, 4.5 bath residence spans over 3200 sq ft. A haven of privacy, this is an ideal floorplan for flexible living arrangements offering ensuite master bedrooms/baths on each floor, plus two additional guest bedrooms, and 2.5 bathrooms, perfect for extended family and friends. Step inside the foyer entry to find open concept living; a seamless flow between the family room, dining room, kitchen and the captivating living room featuring a cozy fireplace and built ins and opens to the large, screened porch. The expansive eat-in kitchen is the heart of the home and offers granite countertops, handsome wood cabinetry, a generous island with seating, stainless appliances, and a tray ceiling. The intimate dining room is perfect for special celebrations. Bedrooms are spacious and bathrooms have been updated. Additional features include crown molding, tiled main rooms and carpeted bedrooms. Outside, indulge in resort-style living with a heated saltwater pool featuring a tranquil stone waterfall offering an invitation to unwind amidst the tropically landscaped, low-maintenance yard, illuminated by up lighting. Parking is a breeze with the circular drive, with ample space for 8 cars, plus an oversized 2-car garage and paver driveway. There are no deed restrictions, you can park your recreational vehicles on the premises. Additional upgrades include A/C (2020), hurricane windows and sliders (2016), tile roof (2014). Located near the famous white quartz sands and azure waters of Siesta Beach and the unique boutiques and restaurants of Siesta Village. Convenient access in 15 minutes over the bridge to downtown Sarasota, St. Armands, Lido, and Longboat Key. Enjoy proximity to multiple schools, hospitals, golf courses, entertainment, and fabulous shopping and dining options.

5125 Oakmont Place, Siesta Key

$1,350,000
2 Beds 2 Baths A4588972 MLS Na BLDG.
A rarely offered Siesta Key Gulf-front condo. Welcome to paradise found at this exclusive Siesta Key gem, boasting a front-row seat to the breathtaking white quartz sands of Siesta Beach and blazing sunsets nestled along the azure waters of the Gulf of Mexico. This fully renovated end-unit epitomizes coastal luxury and offers an unparalleled living experience. Arguably, the best views on the island await from this immaculate residence, providing an unobstructed vista of the mesmerizing Gulf of Mexico. The open-concept design seamlessly merges the kitchen, living, and dining areas, offering an uninterrupted flow to the expansive screened lanai. Take in the beauty of the white sands and azure waters from your condo, and feel the powdery white sand between your toes just outside your door. This fabulous condo offers two spacious bedrooms and two baths, including an ensuite primary bedroom, providing comfort and style. The convenience of a full-size washer & dryer adds practicality to the living space. Situated on the second floor, easy access by elevator or stairs grants direct entry to the famous Siesta Beach sands. Private parking ensures hassle-free arrivals and departures. With a liberal weekly rental policy and excellent on-site management, the potential for substantial earnings exists should you choose to offer this as a rental property. Revel in private beach access equipped with lounge chairs, shade cabanas, and an outdoor shower, creating the ultimate gulf-side oasis. A community pool and clubhouse elevate the standard of living within the complex. Conveniently located close to South Siesta Village and 2 miles to Siesta Village, each vibrant with shops, restaurants, and nightlife. With quick access by bridge to the mainland, the central location offers a perfect blend of tranquility and quick accessibility to downtown Sarasota's many amenities. This Siesta Key gulf-front condo harmonizes luxurious coastal living with unparalleled views, modern amenities, and an ideal location. Don't miss the chance to call this slice of paradise your own!

6154 Midnight Pass Road Unit 201, Siesta Key

$1,350,000
2 Beds 2 Baths A4586877 MLS Siesta Gulf View BLDG.
Magical views of Siesta Key’s famed Crescent Beach and the Gulf of Mexico await you from this turnkey-furnished, beachfront unit. Be amazed at the direct and unobstructed west-facing views from this beautifully updated Siesta Gulf View property. This unit is directly on the beach and has private access to Siesta Key’s white quartz sand and tranquil blue waters. Take in frolicking dolphins and never-ending sunsets from your living/dining rooms, kitchen, master bedroom and balcony. Enjoy morning coffee or an afternoon nap from your glassed and screened 31-foot balcony. The updated, modern kitchen is open to the dining and living rooms for great entertaining. This split plan condo has a wonderful indoor/outdoor flow and a built-in dry bar that is perfect for entertaining. The kitchen has a designer glass backsplash, stone counters and room for an eat-in kitchen area or computer desk. The updated master bath has a walk-in shower and dual sinks. Siesta Gulf View is two blocks from famed Siesta Key Village. This sought after 59-unit gated complex has a boardwalk to the beach with picnic tables and grilling area. Enjoy the 25’ by 40’ heated pool, pickle ball and tennis courts, clubhouse and fitness room. Assigned under building parking and a first-floor storage unit are a plus. There is an onsite management office with attentive staff. Best of all, Siesta Gulf View allows owners up to 2 small pets. Don’t wait to own your piece of paradise on beautiful Siesta Key.

420 Beach Road Unit 505, Siesta Key

$1,350,000
2 Beds 2 Baths A4571260 MLS North Tower BLDG.
GREAT PRICE for this CUSTOM REMODELED 8th floor GULF FRONT Whispering Sands residence with FULL GULF VIEWS and 800’ of private beach - representing the best in contemporary coastal luxury! FURNITURE INCLUDED. Incredible attention to detail was given during the total remodel of this unit. The previous kitchen and bathrooms were taken down to the cinder blocks. The ceilings were raised and recessed LED lighting added in every room. Custom floor to ceiling hurricane impact sliders open from the living room and the master into the spacious 24 foot balcony. framing the extraordinary 180 degree views of the Gulf and bringing in an abundance of natural light into the unit. During the remodel, the width of the balcony was also increased to 8’, allowing even greater use of this valuable living & entertaining space. The exterior balcony sliders include Hunter Douglas motorized shades. Porcelain tile with perfectly matched grain has been placed on the diagonal and taken all the way into the balcony. The bright kitchen was expertly designed to create maximum functionality, and includes high-grade granite countertops, stainless KitchenAid appliances, wine cabinet, drinks & wine fridge, soft close drawers & cabinets, a nicely coffered ceiling with beadboard paneling, & the generous application of soft blue gray backsplash. The ensuite master bath includes dual sinks, an abundance of drawers & cabinets, & a custom walk in closet. Both bathrooms feature granite counters & tiled showers with barn door style glass doors. The lagoon facing guest bedroom and kitchen windows are hurricane impact and treated with Hunter Douglas wood plantation shutters. Throughout this unit you’ll also find Kichler designer ceiling fans, solid wood interior doors, & beautiful custom woodwork & textured ceiling and walls. 2018 HVAC system and water heater. Unit comes with its own storage locker across the hall. Common laundry room serving just 6 units on the floor. Assigned covered parking, circular driveway, and plenty of guest parking.

19 Whispering Sands Drive Unit 803, Siesta Key

$1,350,000
3 Beds 2 Baths A4571113 MLS 1345 BLDG.
Welcome to Gulf and Bay Club Bayside your home away from home! This RARELY available turnkey furnished 3-bedroom/2-bathroom Key West-style condo has a FULL HARBOR AND INTRACOASTAL VIEWS! 1345 Siesta Bayside has a unique townhouse design with the spacious master bedroom on the 3rd floor which features a private enclosed lanai to take in the breathtaking views. One guest bedroom has twin beds and the second has a king size bed which makes plenty of space for family and friends. This unit is one of the largest floor plans and features a decorative fireplace and tasteful updates throughout. The Gulf and Bay Club Bayside community has DEEDED, walking BEACH ACCESS to Siesta Key/Crescent Beach. The community has two pools, two tennis/pickle ball courts PLUS a fishing dock with active loading and unloading boat access. Sit on the dock and watch the dolphin, boats, birds and manatee! Enjoy the fitness room and community BBQ grills then take a stroll on the walking path. The condo has a private garage and a full-sized washer and dryer in the unit. This condo offers EVERYTHING you've been looking for on Siesta Key! 1345 has a highly profitable rental history and consistent future bookings as well. The community has been recently re roofed with metal roofing and the buildings were all recently painted.

1345 Siesta Bayside Drive Unit 1345-F, Siesta Key

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