Siesta Key real estate

5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to A Vision in Yellow located on the World Renown Siesta Key! Just 3 Blocks from the Village and 4 to the Water, you will find the Diamond that needs a little Sparkle! This Triplex with Cottage has the ability to be Spectacular as there are 4 Units! There are 3 one bedroom units and 1 two bedroom. Built in 1948, there are still Original Hardwoods in the Larger One Bedroom on the Main Level. There is a Shotgun Unit on the East Main, the 2 Bedroom is Upstairs with an Exterior Staircase and a Fantastic Screened in Porch! The Cottage was added in the Early 2000s and is very Private with a Raised Deck, a Sunning Area, and All Units have a Storage Bin on the Property (see pics). There is a Common Laundry Area for all and Plenty of Privacy for Each Unit. The Property is Mechanically Maintained to a T but "Showy, Pizzazz" is not the interest of the Owner thus the need for Sparkle!! This would be a Perfect AirBNB because of the proximity to the Restaurants, Bars, Shops and Beach! Literally a 10 Minute Walk! Directly across the street there are two new homes being built currently with a small view of the Canal. A Lot of Bang for the Buck in the Complex! But, don't like the Old Siesta Look...Tear it down as many have done and are doing and build what you what you want. There are very few properties located this close to the Village, so don't let the grass grow under your toesies!!

618 Avenida De Mayo, Sarasota

$22,000,000

4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

$1,100,000

3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code

Boater's paradise meets Village convenience in this premier Siesta Key waterfront property. Tucked away on a tranquil, low-traffic dead-end street just off Ocean Boulevard, this rare canal-front lot offers the ultimate canvas for custom coastal luxury. It represents a premier opportunity to build a private estate or complete a major renovation just steps from the heart of Siesta Key Village. Boasting 75 LINEAR FEET OF DIRECT CANAL FRONTAGE with immediate access to Sarasota Bay, the property is tailored perfectly for a true waterfront lifestyle. The location delivers the perfect balance of peaceful privacy and effortless daily convenience. Enjoy an easy stroll to the island's celebrated shops, vibrant dining, and nightlife, while keeping world-famous Siesta Key Beach just minutes away. Waterfront lots this close to the Village rarely come to market. Whether you are an investor looking to capitalize on premium island real estate or a buyer ready to design a personalized coastal retreat, this property provides the perfect foundation. Schedule your private viewing today to explore the endless possibilities. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

310 Avenida Milano, Sarasota

3941 Hamilton Club Circle Unit 9, Sarasota

$2,195,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Discover an exceptional waterfront lifestyle in Hamilton Club, an intimate community on Siesta Key where coastal elegance meets the convenience of private boating. This beautifully updated 3-bedroom, 3.5-bath residence offers spacious living, thoughtful upgrades, and an outstanding location just minutes from the island’s famous beaches, dining, and entertainment. Designed with both comfort and functionality in mind, the residence features a private elevator, impact-rated windows and doors, and a private 10,000-pound boat lift, providing convenient access to Sarasota’s scenic waterways and the Gulf of Mexico. Enjoy peaceful water views from the expansive screened lanai, an inviting outdoor retreat perfect for relaxing, entertaining, or simply enjoying the coastal breeze. Inside, a spacious and well-appointed floor plan provides plenty of room for everyday living and hosting guests. Each of the three bedrooms features its own en-suite bathroom, creating comfortable private accommodations for family and visitors alike. Recent improvements bring a fresh, modern feel throughout the home, including beautifully renovated bathrooms (2022–2023), kitchen updates (2023), new wood flooring, and updated lighting. A new water softener and water pressure pump, both installed in 2025, add to the home's extensive list of improvements. Offered furnished or unfurnished, this residence provides the flexibility to move right in or create your own personalized coastal retreat. Additional community enhancements include planned landscaping improvements and exterior building painting scheduled for 2027, with both projects covered by HOA dues. Ideally situated in the heart of Siesta Key, Hamilton Club offers a rare opportunity to enjoy waterfront living with your boat just steps away, while remaining close to the powdery white sands of Siesta Beach and the vibrant restaurants, boutiques, and entertainment of Siesta Key Village. Whether you're seeking a full-time residence or a seasonal island escape, this exceptional property brings together the best of waterfront living, modern comfort, and the Siesta Key lifestyle.

3941 Hamilton Club Circle Unit 9, Sarasota

8767 Midnight Pass Road Unit 205F, Sarasota

$598,000

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

8767 Midnight Pass Road Unit 205F, Sarasota

6006 Midnight Pass Road Unit 48, Sarasota

$325,000

1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Virtually Staged. Your Slice of Paradise Awaits at Casa Mar on World-Famous Siesta Key! Location, location, location! Welcome to Casa Mar, a highly desirable beachfront condominium community on the world-renowned shores of Siesta Key! This charming studio condominium offers the perfect combination of coastal living, resort-style amenities, and excellent rental income potential. Ideally situated just 100 feet from the beautiful white quartz-sand beach, this inviting retreat also enjoys a wonderful view overlooking the sparkling community pool, creating the perfect tropical setting for your very own piece of paradise! Inside, you'll find a comfortable and inviting living space featuring thoughtful kitchen updates, including updated lower kitchen cabinetry, beautiful quartz countertops, and a stainless-steel sink. Whether you're looking for a personal beach getaway, an income-producing investment, or a combination of both, this studio offers an incredible opportunity to own in one of Florida's most sought-after vacation destinations. Casa Mar is truly a hidden gem on Siesta Key! This established beachfront community offers an impressive array of resort-style amenities, including approximately 300 feet of private deeded beachfront, two swimming pools, covered beachfront pavilions, tennis and pickleball courts, shuffleboard, beach volleyball, BBQ grilling areas, picnic spaces, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery white sand, your afternoons relaxing poolside, and your evenings enjoying spectacular Gulf Coast sunsets just steps from your door! The location is simply outstanding! Nestled along desirable Midnight Pass Road, Casa Mar offers the perfect blend of peaceful beachfront relaxation and convenient access to everything Siesta Key and Sarasota have to offer. Enjoy nearby waterfront dining, charming boutiques, lively entertainment, and the vibrant atmosphere of Siesta Key Village. The free Siesta Key Breeze Trolley makes exploring the island a breeze, while the shopping, dining, arts, and cultural attractions of downtown Sarasota are just a short drive away. Investors take note! With Siesta Key's worldwide reputation as a premier vacation destination, Casa Mar's desirable beachfront setting, extensive amenities, and rental appeal make this an exciting opportunity for those seeking potential rental income. Enjoy the flexibility of a vacation retreat while exploring the income-producing possibilities of this sought-after location. Opportunities like this are all about location, lifestyle, and value! Whether you're dreaming of carefree days at the beach, a relaxing winter escape, or a desirable investment property, this Casa Mar studio delivers the quintessential Siesta Key experience. With the beach just steps away, a beautiful pool view, and outstanding amenities at your fingertips, paradise is calling! Don't miss your opportunity to own a little piece of world-famous Siesta Key!

6006 Midnight Pass Road Unit 48, Sarasota

$5,199,000

8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living just steps from the shoreline at 316 Beach Road, an exceptional eight-bedroom Siesta Key retreat offering deeded beach access, panoramic Gulf views, and an established history as a high-performing vacation rental. Completely remodeled in 2021, this three-level residence combines modern coastal design with spacious accommodations and thoughtfully designed indoor-outdoor living. A private elevator connects all levels, while multiple Gulf-facing balconies capture sweeping water views and unforgettable sunsets. The fourth-floor main living area serves as the heart of the home, featuring an open-concept kitchen, dining area, and gathering space that flows onto an expansive balcony overlooking the Gulf. Each of the eight bedrooms features a private ensuite bathroom, offering comfort and privacy for family and guests. An additional club room with a wet bar provides another inviting space to entertain, while the outdoor retreat features a private pool, integrated spa, lush tropical landscaping, and a fully equipped outdoor kitchen with a built-in grill, refrigeration, and dining area. Ideally located near Siesta Key Village and the world-famous shores of Siesta Beach, this property offers convenient access to dining, shopping, and entertainment. With a proven rental history generating approximately $400,000 to $500,000 annually, 316 Beach Road presents a rare opportunity to enjoy the best of Siesta Key living while benefiting from exceptional income potential.

316 Beach Road, Sarasota

5830 Midnight Pass Road Unit 61, Sarasota

$560,000

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

An unrivaled BEACHFRONT lifestyle meets incredible value on Siesta Key. Positioned at a new, highly competitive price point, this fully remodeled ground-floor villa represents one of the most accessible opportunities to own directly on the Gulf of Mexico. Tucked away within the coveted Jamaica Royale community, your days here begin with gentle waves on a private sugar-white sand beach and end with spectacular, lingering island sunsets. Every inch of this 728-square-foot layout has been completely transformed to live significantly larger than a typical one-bedroom beach home. The interior boasts a beautifully redesigned kitchen featuring brand-new lower cabinetry and premium granite countertops, a fully upgraded primary bathroom, new base trim, and fresh interior doors. Absolute peace of mind is built right in with brand-new, impact-engineered doors and windows, alongside a comprehensive suite of new appliances and mechanicals—including the refrigerator, dishwasher, washer, dryer, A/C unit, and water heater. Ownership here is uniquely effortless. Quarterly dues handle the upkeep and include cable, water, and sewer for predictable, stress-free carrying costs. Unlike most beachfront communities, Jamaica Royale is proudly pet-friendly, allowing you to share the island life with your dog. Spend your afternoons lounging in a private beachside cabana, swimming in one of the three heated pools, or utilizing the beachside BBQ grills. When you're ready to explore, public transit connects you seamlessly to Siesta Village, downtown Sarasota, and Gulf Gate. Whether you are seeking a pristine personal retreat, a high-performing investment, or both, this villa is fully turnkey and ready to enjoy. Schedule your private tour today to experience this rare Gulf-front value firsthand. Incentive Note: A 1% rate reduction is available to qualified buyers who work with the seller's preferred lender.

5830 Midnight Pass Road Unit 61, Sarasota

$3,900,000

5 Beds ⋅ 5 Baths ⋅ Sunset Point Villas SubDv. ⋅ 34242 Zip Code

Rising four stories above Siesta Key, this exceptional turn-key coastal villa transforms Gulf panoramas into a captivating backdrop for daily life. Privately situated within Mira Mar’s gated enclave of only four residences, this 3,824-square-foot unit offers the distinction of Siesta Key living just steps from Beach Access Number 2. Expansive windows and glass doors invite sunlight throughout while revealing Gulf views from every level. In the living room, corner windows and French doors lead to a balcony where coastal breezes set an effortless rhythm. The sunlit kitchen pairs sleek cabinetry with a sculptural curved island, while broad windows frame lush tropical scenery. Five bedrooms and five full bathrooms unfold across four levels, providing generous accommodations for family and guests. Every room but one has a separate balcony for taking in those beautiful sunsets or perhaps your morning coffee. A private elevator makes each floor easily accessible, an elegant convenience when the rooftop is calling. Abundant storage supports everyday organization, and the spacious garage accommodates two vehicles along with dedicated space for a boat/jet ski or golf cart. Crowning the residence, the rooftop terrace presents a spectacular stage for sunset soirées, with sweeping Gulf vistas commanding attention. A covered balcony with streamlined railings offers another inviting setting for savoring the salt air and luminous coastal surroundings. Beyond the gates, Siesta Village places live music, open-air dining, and charming local establishments moments away, while Morton’s Siesta Market is approximately 0.3 miles from home. Claim a rare intersection of privacy, beach proximity, and elevated island living. Schedule your private showing and discover life above the ordinary.

67 Avenida Messina Unit B, Sarasota

$899,999

3 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

PRIVATE DEEDED BEACH ACCESS . . . WALK TO SIESTA KEY VILLAGE . . . TRANQUIL POND VIEWS . . . Enjoy the island lifestyle and vibrant charm of Siesta Key in this exceptional location. Tucked away on a peaceful cul-de-sac, this updated three-bedroom, two bath townhome offers a rare combination of indoor-outdoor living. At the heart of the home is an open-air atrium bringing natural light into the surrounding interiors. Imagine enjoying your morning coffee or dinner beneath the stars. The galley kitchen, opened up in 2016, connects with the courtyard and features newer appliances. Beyond the living spaces, a covered lakeside terrace offers a beautiful place to unwind, with tropical landscaping and reflections across the water. The entire upper level is devoted to the primary suite, providing a spacious retreat with a redesigned bath featuring a freestanding soaking tub and shower. Sliding glass doors from both the bedroom and bathroom open to one of many outdoor decks. Multiple balconies and a sun deck offer additional spaces to relax and enjoy the surroundings. Recent improvements include a new roof in 2025; tile flooring, a four-ton HVAC system and air handler, a water heater, and a tankless hot-water unit serving the primary bathroom. Additional updates include recently replaced upstairs windows, hurricane-rated sliding glass doors installed approximately four years ago, new toilets, and a new downstairs bath vanity. In-unit laundry, ample storage, a one-car garage, and additional parking add everyday convenience, while beautiful landscaping, outdoor uplighting and irrigation complement the outdoor setting. Sandy Cove’s private deeded beach and fishing pier bring the waterfront experience close to home, while the restaurants, boutiques, and local flavor of Siesta Key Village are an easy walk away. From quiet mornings beside the pond to evenings in the Village, this residence offers a distinctive and personal way to experience life on Siesta Key. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

40 Sandy Cove Road Unit 4C, Sarasota

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