Refine Search
Sort by
$1,220,000
2 Beds 2 Baths Casarina SubDv. 34242 Zip Code
FRONT FACING BEACHFRONT VIEW! **New impact front door and sidelight window (Aug. '24) Welcome to Unit 508 in the highly sought-after Casarina on Siesta Key! Casarina boasts some of the most beautiful landscaping on all of Siesta Key and on 7 acres, making you feel like you're living in a private resort. Private, deeded beach access allows for a more tranquil experience while enjoying one of the best beaches in the world. This beautifully updated condo offers the perfect blend of luxury and convenience, ideal for those seeking a serene coastal lifestyle. The interior has been tastefully updated with modern finishes and stylish decor. With the appropriate offer, the furnishings can remain, adding ease and comfort to your move. Additionally, the unit features a bonus room that is currently being used as a third bedroom, offering extra space for guests or a home office. This unit is situated very close to the elevator, ensuring ease of access. It also provides convenience when moving prized art pieces, furniture and groceries. The building features a recently renovated and modern-style lobby, enhancing your entry experience. One of the two building elevators is glass, adding a touch of elegance to your daily routine. Experience incredible sunsets every evening from your private west-facing lanai, the large community shoreline patio or beach-side in a beach chair with your toes in the white cool sands of Siesta Key Beach. The scenic vistas are truly unmatched. Relax and unwind in the large, heated pool and hot tub. Stay active with access to the clubhouse, lighted tennis/pickle ball courts, outdoor showers, restrooms, and a convenient car washing area. Enjoy social gatherings at the covered outdoor community kitchen and 2 grilling area by the resort-style pool, complete with TVs so you won't miss a game or the latest news headlines. Or gather your family and friends in the clubhouse close to the tennis courts to watch a match, enjoy a game of pool, read a good book, socialize or just enjoy the wildlife viewing areas. All are perfect for entertaining family and friends. The unit comes with a personal covered parking space and plenty of guest parking, ensuring convenience for you and your visitors. Don’t miss the chance to own this exceptional beachfront condo in Casarina on Siesta Key. Embrace the coastal lifestyle with luxury, convenience, and stunning views. Contact us today to schedule a viewing and make Unit 508 your new home!

5880 Midnight Pass Road Unit 508, Sarasota

$800,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
Rarely available, first offering of a tennis villa since 2011 AND this unit features in unit laundry! A breath of fresh air, this inviting 2 bed 2 bath top floor unit is smartly perched in the unique tennis villas at the Sarasota Surf & Racquet Club. Widely regarded as Siesta Key’s ideal locale for an engaging array of recreational amenities, attractive rental policy and devoted returning visitors, this spacious unit offers an intriguing opportunity for the Siesta Key lover with an interest in income potential. Step inside this charming abode and find yourself immersed in a charming, coastal inspired space where blue hues reflect the Gulf of Mexico waters just a short stroll from your front door. A comfortable living space filled with warm Florida sunshine boasts oversized sliders and an additional set of French doors to the generous enclosed lanai where a dining table for six provides the perfect place for a morning meal, a quiet dinner, or a spirited game of cards. The bright, white kitchen affords ample countertop prep space for your coastal cuisine, loads of storage with two pantry cabinets, and convenient counter height seating. The owner’s suite is the ideal spot to rest and recharge between days filled with beachcombing and Siesta Key adventures and offers an en-suite bath with updated shower tile. The additional bedroom grants cozy quarters for your family or guests with a considerable closet space and second full bath. Sarasota Surf & Racquet offers the best of the Florida lifestyle on 13 acres of beachfront property with amenities that include two large, heated swimming pools; three tennis courts and four pickleball courts; a well-equipped fitness center; beachside and poolside barbecue grills. A top notch onsite rental service is available for your convenience!

5900 Midnight Pass Road Unit 201, Sarasota

$1,965,000
4 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Welcome to your personal island paradise on Siesta Key! This stunning 4-bedroom, 2.5-bath home with a 2-car garage and office is the epitome of beach and boating bliss. Just a short walk from the world-renowned Siesta Key Beach, famous for its powdery white quartz sand and dazzling azure waters, this 2,527 square-foot gem sits on the grand canal, offering deep boating water and a front-row seat to spectacular, colorful sunsets every evening. Step inside to an open, light-filled floor plan that has been lovingly expanded and renovated. A new 2024 roof new gutters, 2021 & 2017 HVACs, a new second 200-amp electrical panel, a new 100-amp sub-panel, 50-amp EV charging outlet, new tankless water heater, new pool pump & heater, hurricane impact sliders, with plumbing hydrojetted, descaled & lined in 2023, provides peace of mind & affordable insurance for decades to come. The entire interior has been freshly painted, including the trim and ceilings, with new door hardware and modern touches. The bamboo floors in the bedrooms have been refinished, creating a warm & inviting atmosphere throughout. The heart of this home is the gourmet kitchen, a masterpiece of high-end design and functionality. Custom-built cabinetry with a sleek melamine finish, including a coffee station and appliance garage, all feature push-to-open mechanisms. The floating butcher block table adds a touch of charm, complemented by custom pendant lights and a ceiling flush mount light fixture in the kitchen nook. The kitchen is adorned with hand-crafted Moroccan tile and boasts top-of-the-line appliances: an Ilve Majestic II induction 36-inch range with an external venting hood, a Liebherr built-in panel-ready fridge and freezer, a Miele built-in panel-ready dishwasher, a Summit Combination Dual Zone Wine Cellar, a Moen smart touchless faucet, and a Ruvati stainless steel sink with new garbage disposal. Even the bougiest of chefs would approve! The great room and dining area flow effortlessly to the expansive outdoor entertaining space. The dining room, featuring a striking wood ceiling and sliding glass doors, opens to a lush, tropical backyard. Here, you can relax by the pool, catch some rays, or dine alfresco under the stars on the trellised patio. An extensive landscaping rebuild has transformed the yard into a tropical oasis. The owner's suite is a serene retreat with a custom wood ceiling, bamboo floors, and a large master bath featuring a separate shower, jetted tub, and new Toto toilet. French doors open to a versatile space that can serve as a den, office, or fifth bedroom. The guest wing includes three large bedrooms with bamboo floors, walk-in closets, one-and-a-half baths, and access to a private outdoor shower. For the boating enthusiast, the 14,000-pound boat lift and dock with water & power are just minutes from the open bay, with only one higher fixed bridge to the Intracoastal Waterway. The Pelican whole-house water filtration system ensures comfort and convenience, while the two-car garage with epoxy flooring & extra storage, and expansive circular driveway provide ample parking. This home is just a short walk from the vibrant Siesta Key Village, with its charming boutiques, eclectic restaurants, and lively nightlife. Downtown Sarasota, offering a wealth of shopping, dining, and cultural amenities, is only a 15-minute drive. Embrace the ultimate beach lifestyle with this Siesta Key gem. Contact us today to schedule your private showing!

5536 Contento Drive, Sarasota

$2,023,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
PRICE IMPROVEMENT! Step through the grand, gated entrance of 548 Siesta Drive and be greeted by a luxurious waterfront estate on Florida's breathtaking Siesta Key. This 4399 square foot waterfront haven exudes elegance from the very curb. As you pass through the wrought iron gate the home stands proudly on this .38 acre property amidst lush tropical landscaping and a custom brick paver driveway that can accommodate multiple cars. Step inside through the solid double doors to the dazzling grand foyer with gleaming porcelain tile floors sets the stage, plantation shutters filtering in warm sunlight. Coffered ceilings soar overhead, adorned with elegant chandeliers and recessed lighting that bathes the space in a warm glow. Fourteen-foot-high ceilings are further emphasized by grand columns that line the entryway and flow into the formal dining area. The back wall of the living area is a masterpiece of light and openness. Andersen sliding glass doors stretch from end to end, revealing a breathtaking vista of the pool, entertainment space, and the shimmering waterway beyond. Imagine hosting unforgettable gatherings for your family and friends. Providing ample space guests, the home features three comfortable bedrooms, each with a luxurious touch and feel. An additional loft space offers versatility, perfect for a home office, media room, or extra sleeping quarters. The 3.5 bathrooms are tastefully designed with beautiful bright cabinetry, lighting and gold fixtures. The heart of the home is a bright kitchen, boasting ample storage in stylish Shaker-style cabinetry. A center island with granite countertop and vegetable sink provides the perfect spot for meal prep, while expansive windows ensure every seat at the breakfast table enjoys the stunning lanai, pool and water views. The luxurious feel extends to the private quarters. Large bedrooms offer spacious en suite baths, custom closets, high ceilings adorned with crown molding, and morning porch for relaxing creating a sense of spacious comfort. The elegant primary bathroom is a spa-like retreat, featuring multiple vanities, a dedicated makeup vanity, gold fixtures, soaking tub with separate shower, water closet, and gleaming porcelain tile flooring. The garage/man cave is a luxury car owners dream featuring marble floors, cabinetry, air conditioning and flat screen television. But the true star of the show unfolds behind the house. Imagine a sparkling oasis – a gorgeous open pool surrounded by swaying palm trees, a paver deck and a privacy wall, creating a secluded haven for relaxation. The 108 linear foot water frontage includes a double-dock with two boat lifts. The canal ends in a cul-de-sac at this point so you can enjoy access to the Gulf but not a lot of boat traffic behind your home. 7 Day Min Rental! This isn't just a house; it's a luxurious waterfront sanctuary designed for grand living and unforgettable memories. From the tropical landscaping and inviting pool to the expansive living areas and opulent bathrooms, this home promises an unparalleled Siesta Key experience. Siesta Key itself is a paradise, renowned for its sugar-whit sand beach, consistently rated among the nation's finest. Beyond the beach, Siesta Village pulsates with energy, offering a delightful mix of shops, restaurants, and nightlife. Immerse yourself in the natural beauty of the area's parks or explore the hidden coves accessible by kayak or boat. Siesta Key truly delivers an idyllic Florida lifestyle.

548 Siesta Drive, Sarasota

$1,550,000
3 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
***Taking Back Up offers***Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that feels fresh and airy. The living room features a charming wood burning fireplace that adds warmth and charm, perfect for cool beach evenings. The kitchen, heart of the home, features solid wood cabinets, stainless steel appliances, Cambria quartz counter tops and a reverse osmosis water filter system. Imagine entertaining family and friends in the great room where the kitchen seamlessly integrates into. There is a formal dining room plus and additional breakfast nook as well. Upstairs you will find three spacious bedrooms that offer respite after sun soaked days at the beach. The primary bedroom has a large walk in closet with built in cabinets. All three bathrooms have been remodeled. The two bathrooms upstairs have rain fall shower heads, extra large showers, dual sinks and all new tile in the showers. Just gorgeous. You're going to love the loft space upstairs that over looks the family room that can be used as a office, workout room or reading room. Outside you will find ample space for entertaining around the pool, lush mature landscaping throughout the property, a wonderful heated pool and a pool shower to rinse off with after a long day at the beach. The two car garage is extra deep for ample storage. And the convenience? Unbeatable! Just a 6 minute walk to the main area of Siesta Key Beach, 1.5 miles to the popping Siesta Key Village and a quick 12 mile straight drive to I-75. Don't miss this opportunity to live the Siesta Key dream! Schedule your showing with us today to see this amazing home before it is gone.

5357 Siesta Court, Sarasota

$495,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Relax and enjoy Island-style living at Siesta Harbor II, a waterside community bordering the Intracoastal Waterway and the community’s 807-foot boat canal. Nicely maintained and updated, this delightful waterside condominium is fully furnished and ready for your own enjoyment or available to rent on a monthly basis. The southern-facing lanai affords shade in the summer months and a bit of warmth in the cooler months allowing you to enjoy the water views from your lanai all year long. Removal of the wall between the kitchen and dining area allows natural light and soft tropical breezes to flow seamlessly through-out this third floor, move-in condition unit. Additional updates included newer kitchen cabinets and appliances, all tile flooring, impact windows plus new impact-glass sliding glass doors leading from both the living room and main bedroom onto the lanai. A sampling of Siesta Harbor amenities includes deeded, beach access to world famous Siesta Key Beach, active clubhouse with wide variety of social gatherings, work-out room, barbecue grills, fitness center, fishing pier, waterside swimming pool and spa, laundry room, separate storage areas plus assigned, covered parking. Dock space available for owners to lease on a first-come, first-served bases. Ideally located on Siesta Key, Siesta Harbor is an easy stroll to the south Siesta village with a wide variety of outdoor dining options, plus restaurants, deli’s, coffee & ice cream shops, a local grocery store and assorted entertainment venues. The trolley service ‘stops’ directly in front of the complex, servicing Siesta Key from Turtle Beach on the south end to Siesta Key Village on the north end.

1350 N Portofino Drive Unit 309, Sarasota

$629,000
2 Beds 2 Baths Polynesian Gardens SubDv. 34242 Zip Code
If you’re looking for a beautifully updated villa in a prime location on Siesta Key, then this 2/2 island get-away is for you. Located in the lush grounds of Polynesian Gardens, this stand-alone villa comes with the benefits of a condo association. This property is one of the few on the island that welcomes up to two pets. With beautifully diamond polished terrazzo floors, this villa boasts an impressive list of updates including new roof and insulation in 2024, along with two completely remodeled bathrooms. The entire villa has been replumbed with Pex pipes and cast- iron drainage has been replaced with pvc. All high-impact hurricane windows and doors were completed in 2022. The washer-dryer and hot water heater were replaced in 2023, along with interior and exterior paint in 2022. Organized closet systems were installed in both bedrooms, as well as window treatments throughout in 2023. The kitchen was updated in 2016. The living room includes a sleeper-sofa, Stressless recliners, 65” Smart TV. The bedrooms include Smart TVs, new beds and a never slept on mattress in the guest room. The screened-in lanai in the front offers a place to enjoy morning coffee, the breezes, and conversing with friends and neighbors. The private back patio offers extended living space that was paved in 2021 and offers hours of enjoying the sun, barbequing, and quiet nights with enhanced lighting, and amazing sunset views. Close to the large, heated pool, clubhouse, and the fishing pier on the Intracoastal. Close to the famous Siesta Key Beach, grocery store, and restaurants. The free Siesta Breeze trolley stops out front for a ride to the Village Shops and restaurants.

1107 N Moonmist Court Unit L-2, Sarasota

$925,000
2 Beds 2 Baths Tivoli By The Sea SubDv. 34242 Zip Code
Welcome to your Siesta Key coastal retreat! Nestled along the pristine Gulf of Mexico, this turnkey furnished property offers a unique blend of amenities, comfort and breathtaking views. Here’s what makes this coastal haven truly exceptional: This 2-bedroom, 2 full bathroom condo is perched on the desirable 5th floor, offering sweeping views of the Gulf of Mexico and #1 rated Siesta Key Beach from nearly every room. Imagine waking up to the sight of shimmering turquoise waters/white sand beach & ending your day with breathtaking sunsets right from your own expansive terrace. Unit 503 offers a rare opportunity to own in the closest weekly rental condo complex to vibrant Siesta Key Village making it a PROVEN profitable investment for vacation rentals or as a personal beachside retreat. Step inside to discover a space that exudes Siesta Key coastal charm. The open-concept living/dining space seamlessly blends relaxation and entertainment, with ample natural light pouring in through expansive sliders featuring electric hurricane roll down protection, that frame the picturesque seascape. Access the terrace from the living or primary suite and enjoy refreshing beverages while watching the sunset sink into the Gulf or 4th of July fireworks! The eat in kitchen is where memories are made and the ample owners suite boasts azure Gulf views, private terrace access, large walk-in closet with storage and an ensuite bathroom with separate vanity area. The guest bedroom is perfect for extended family, friends or renters and has a designated full bathroom and huge walk-in closet. Brand new plush carpet throughout, plentiful extra storage with 1 secure owner's closet & 2 linen closets and in unit washer and dryer make coming back from the beach a breeze! Unit has 1 parking space, 1 storage unit & electric roll down shutters with manual backup for the sliding doors in the living room & primary bedroom. Enjoy the convenience of private beach access, allowing you to indulge in the sun, surf, and sand at your leisure. A 5-minute walk or golf cart ride to the Village, where you'll find an array of dining, shopping, and entertainment options. This exclusive complex stands out as the only one along this stretch of Beach Road with its own private beach and access, presenting a rare opportunity to own a slice of paradise at an unbeatable price. This exceptional property offers an array of amenities including a tennis/pickleball court, putting green, spacious penthouse club room, and a heated pool. The complex has undergone substantial renovations to maintain and enhance its quality. Recent upgrades include a brand-new 2023 roof, with the assessment already paid in full. Additional key updates include: 2014 plumbing updated, 2017 electrical updated, 2019 catwalk railings replaced, 2020 tennis/pickleball court resurfaced. Embrace the allure of sweeping Gulf views, amenities, and unparalleled convenience at your own piece of paradise!

625 Beach Road Unit 503, Sarasota

$1,990,000
4 Beds 5 Baths Sarasota Beach SubDv. 34242 Zip Code
On beautiful Palm Island in the heart of Siesta Key and just 2 blocks from world famous Siesta Key Beach, you'll find this spectacular contemporary retreat with 4 bedrooms, 3.5 baths, designer finishes, incredible pool/lanai/summer kitchen, and private elevator, located on a great canal front lot with dock and lift for your boat. Sold turnkey furnished for your convenience, purchase as your own full or part-time home or use as an investment property with great rental income. The first level features an indoor/outdoor swimming pool and spa, screened-in lounge area and full outdoor kitchen with stainless appliances and gas range making it the perfect place for family fun and entertaining. The main living space features a spacious commercial grade chef's kitchen with imported cobalt blue, Italian Lube cabinetry, 4-burner gas range, stainless appliances, bar style dining, and upgrades including pendant lighting, wine refrigerator and convenient pot filler. The 2-story living room boasts a soaring ceiling and custom designed stained-glass windows by Schumann Glass Art with carvings simulating the movement of water in a fantastic color spectrum. The space also includes screened terrace access, and electric fireplace that creates a relaxing ambiance. Relax in the private owner's suite bathed in light through the glass block wall feature and luxuriate in the owner's spa-like bath with tub and shower, gorgeous granite counters, etched glass, and Toto toilet system. Upstairs you'll find 3 spacious bedrooms and 2 full baths, and a bonus loft space and terrace with great sunset views. 2 laundry rooms are conveniently located on the second and third floors. Floors in the residence are polished white travertine, white oak plank & coquina style brick. All windows and doors are impact. The screened lanai is a master class in the Florida lifestyle; enjoy your heated pool and spa surrounded by tropical plantings and a view towards the canal. From your dock with boat lift, explore the sparkling waterways of Florida's Gulf Coast with easy access to the Grand Canal and Sarasota Bay. Generous 2 car garage with extra space for storage and paver driveway with ample parking. Great location just a short distance to cafes and shops in the nearby bustling Siesta Key village, and close to shopping, restaurants, hospitals and the many cultural activities in Downtown Sarasota. World-class living on many levels, Siesta Key is home to the #1 beach in the nation.

472 Island Circle, Siesta Key

$950,000
4 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
No Flooding or Water Intrusion during recent storms (per Sellers) – this Island home located moments away from renowned Siesta Key Beach. Situated only a half mile from white sandy beaches of Siesta Key this island gem in SIESTA COVE beckons with its idyllic surroundings. The residence waiting for your finishing touches features 4 bedrooms, 3 full bathrooms, 2-car attached garage and a NEW ROOF in July of 2023. Nestled on a generous lot spanning 0.43 acres with a large tropical yard and stone paver driveway, creating a welcoming entrance to a private oasis. Enter through double doors framed with glass panels on either side, greeted by a large foyer, up a few steps to a spacious open Great Room floorplan. The airy living space (above BFE) features a wood-burning fireplace and a large wall of sliding glass doors that open out onto the expansive covered deck and screen enclosed in-ground pool. Surrounded by lush vegetation, the pool area provides a sense of tranquility and privacy, an inviting space for unwinding after a day at the beach. A thoughtful layout with vinyl plank flooring throughout most of the interior. The large dining room seamlessly opens to the kitchen. Two bedrooms, each with its own en-suite bathroom and sliding doors leading out to the covered deck, offer multiple primary bedroom options. Two additional bedrooms located behind a sliding barn door share a full bathroom, ensuring ample space and privacy. The private tropical backyard retreat with lush Florida landscaping offers low-maintenance yet a visually pleasing backdrop for outdoor enjoyment. This desirable neighborhood is just a short distance from boutique shopping and restaurants of Siesta Village. Over the north bridge, just 15 minutes to Downtown Sarasota’s urban and cultural amenities, shopping, dining and entertainment. Whether as a permanent residence or a vacation retreat, create your own haven in this sought-after paradise where you’ll embrace the laid-back coastal lifestyle of Siesta Key.

5309 Siesta Court, Sarasota

$303,500
1 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
$100K Price Reduction! MOTIVATED SELLER! THIS FANTASTIC CONDO IS AWAITING YOUR PERSONAL TOUCH. Immerse yourself in the epitome of coastal living with this generously sized one-bedroom condo with two full baths nestled within Siesta Harbor, perfectly positioned along the picturesque canal of Siesta Key. Enjoy the privilege of deeded beach access, inviting you to bask in endless days of sun-soaked relaxation on the pristine shores just moments away. Indulge in ultimate tranquility with access to a heated pool and spa, offering the perfect respite while relishing in breathtaking views of the intercoastal waterway. Whether you prefer to unwind on your private balcony or venture out to explore the island's attractions, this condo promises a harmonious blend of luxury and serenity for your dream coastal retreat. Experience the essence of Siesta Key living at its finest within the coveted boating community of Siesta Harbor. The kitchen has been thoughtfully updated with granite countertops, newer appliances, and tastefully crafted soft-close cabinetry, marrying style with functionality seamlessly. Siesta Harbor offers an array of amenities for residents to enjoy, including an outdoor spa & shower, indoor sauna, fitness room, shuffleboard court, modern clubhouse, full kitchen, outdoor barbecue area, and an outstanding library. Additionally, don't miss the opportunity to unwind at the dock/fishing pier, providing a tranquil spot to watch the boats glide by. Seize the chance to elevate your coastal lifestyle in Siesta Harbor, where every day is an invitation to indulge in the ultimate seaside sanctuary. Don't miss the chance to own in this 55+ waterfront community. Offered turnkey furnished.

1300 N Portofino Drive Unit 205, Sarasota

$1,600,000
3 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
NEW ROOF JUST INSTALLED. Updated pics to follow. Welcome to one of the most beautiful streets on Siesta Key, Roberts Point Road. Located directly across from Shell Beach and minutes away from the north bridge. Before entering the home, walk through a private serene courtyard which is great for intimate entertaining. Step inside this beautiful Siesta Key home to discover the soaring 22' ceilings with grand windows highlighting the home's open floor plan featuring high-end fixtures throughout. There is an outdoor patio beyond the main living room with a charming fenced turfed area. All easy to maintain. The kitchen is a dream for those who enjoy entertaining with the large central island and generous floor space. All of the bedrooms are sized for comfort. The master bedroom on the first floor extends to a balcony overlooking the private, walled courtyard and features 2 large walk-in closets and a washer and dryer off of the stunning master bath. The second floor is perfect for guests that includes two bonus areas and second laundry room. One of the bonus rooms can be used as a loft space for media and the other includes an office with built-in bookshelves and computer center. Beyond this serene oasis, you're just a short bike ride away from Siesta Key's world-renowned beach. Alternatively, venture to Siesta Key Village for a taste of local culture or explore Southside Village and downtown Sarasota for a more extensive array of dining, shopping, and entertainment options. Please check out the virtual tour to get a realistic walk through virtually!

4108 Roberts Point Road, Sarasota

$830,000
2 Beds 2 Baths Gulf Haven SubDv. 34242 Zip Code
Experience the ultimate in coastal living on Siesta Key! This charming turnkey furnished two-bedroom, two-bath ground-level condominium is nestled in a quaint 51-unit complex right on the pristine sands of Crescent Beach. Featuring a split floor plan, vaulted ceilings, and an enclosed lanai, this residence sets the scene for the perfect Siesta Key getaway. The open layout is ideal for entertaining, while the updated kitchen boasts elegant cabinetry, granite countertops, and stainless steel appliances. The enclosed lanai adds an extra layer of comfort, perfect for relaxing after a day at the beach. The primary suite offers large windows, a spacious en-suite bath and the convenience of an enormous closet with laundry. Unit 11 is ideally situated between the beach and the community pool. Gulf Haven amenities include a residents only pool, beach cabanas and lounge chairs, ensuring endless relaxation. With its monthly rental policy and on-site rental program, this property presents an excellent investment opportunity. Gulf Haven also welcomes one small pet per owner. Positioned on the south end of the island, this residence is just moments away from the heart of Siesta Key, offering the perfect blend of island living and access to a wealth of amenities and attractions. With Siesta Key Village around the corner, you can enjoy effortless access to the island's finest dining, shopping, and entertainment options, making every day a delightful coastal experience. Discover why Siesta Key is celebrated as a world-class destination—schedule your showing today!

5860 Midnight Pass Road Unit 11, Sarasota

$910,000
2 Beds 2 Baths Terrace East SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. ICONIC BEACH, ICONIC BUILDING, INCREDIBLE PRICE! NEW A/C, NEW PAINT! Are you ready for breathtaking views of the Gulf of Mexico from your luxury condominium? Discover a rare chance to own a condominium in the vibrant heart of Siesta Key Village with easy access to the beautiful quartz beach of Siesta Key. The island lifestyle is here for you. Enjoy the local music scene, restaurants, and island ambience. There is even a grocery store 0.2 miles from your front door. Terrace East is a 24-hour secured building with a welcoming common area for family and guests. This 8th-floor residence offers an unobstructed panoramic vista of the Gulf of Mexico, providing the perfect backdrop for breathtaking Siesta Key sunsets. The dual balconies provide views of the beach or the city of Sarasota. Embrace a dynamic beach lifestyle in this elevated retreat, complete with all the amenities you desire. ALL HURRICAN ASSESSMENTS HAVE BEEN PAID. Relax in the resurfaced sparkling water pool, stay active in the exercise room, and enjoy the meticulously manicured grounds. Take advantage of the private tennis court and pickleball facilities for endless outdoor fun. Outdoor chefs can cook for guests on the new stainless-steel grills. This property offers unlimited potential to update and customize, allowing you to make it truly your own. Don't miss out on this unique opportunity to own a piece of paradise. Whether you're looking for a permanent residence, a vacation home, or an investment property, this condominium is a perfect choice. Experience the best of Siesta Key living in a home that combines luxury, comfort, and stunning natural beauty! Come catch the Gulf of Mexico breeze at your new home on Siesta Key!

5300 Ocean Boulevard Unit 803, Sarasota

$4,700,000
4 Beds 6 Baths Siesta Bayside SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to a brand-new coastal masterpiece that redefines luxury living on world-renowned Siesta Key. Designed with both sophistication and comfort in mind, this waterfront retreat blends timeless architecture with modern amenities, all just moments from Siesta Village and the powdery sands of Siesta Beach. Inside, soaring ceilings and walls of glass bathe the home in natural light, while light wood floors bring warmth and elegance throughout. The heart of the home is a double-island chef’s kitchen, complete with premium appliances, custom cabinetry, and a generous walk-in pantry—perfect for both intimate family meals and grand entertaining. This residence offers four en suite bedrooms, including two primary suites (one upstairs and one downstairs), providing flexibility and privacy for family or guests. An additional private office and 600± SF of unfinished space above the garage present endless possibilities for customization. Seamlessly integrated indoor and outdoor living spaces create a true resort-style atmosphere. Step outside to enjoy multiple balconies, a pool and spa overlooking the water, a fully equipped outdoor kitchen, and a dedicated pool bath. For the boating enthusiast, this property features two boat lifts and quick access—just five minutes by water to the open bay. The location at the end of a quiet dead-end street ensures both serenity and privacy, with the added bonus of no homes directly across the canal, offering wide and peaceful views. This is more than a home; it’s a statement of waterfront luxury and the perfect canvas for your Siesta Key lifestyle. Days on market shows from pre construction. Certificate of occupancy issued September 2025.

4544 Woodside Road, Sarasota

$790,000
2 Beds 2 Baths Siesta Dunes Beach SubDv. 34242 Zip Code
Imagine the perfect Siesta Key getaway or income producing property - this is your opportunity to own at the exclusive Siesta Dunes Condominium. This turnkey furnished, updated two bedroom, two bath unit boasts an open floor plan and lovely views of the Gulf of Mexico. The kitchen is complete with high-end cabinetry, granite countertops and stainless-steel appliances. Relax in the large owner's suite, complete with a renovated bath, a large walk-in closet and access to the screened terrace. The second bedroom is generous in size and is the perfect place to host visiting guests. Set back from the walkway, this unit offers maximum privacy and easy access to the elevator. When you are not enjoying the beach chairs and lounges on the famous white sand beaches, luxuriate in the Gulf front circular pool that is the centerpiece of the property. This complex also is host to the beach side and garden BBQ grills, the beach deck and the pavilion, and the tennis/pickleball court. Utilizing the on-site property management company makes renting the property easy and carefree. Excellent rental history and income projections are available upon request. Don't miss this opportunity to own a move-in ready condominium in the heart of Siesta Key, centrally located near the shops and restaurants of Siesta Key Village.

6236 Midnight Pass Road Unit 304, Sarasota

$1,575,000
4 Beds 3 Baths Siesta Estates SubDv. 34242 Zip Code
PARADISE FOUND! An extremely rare opportunity in a peaceful gated community just ONE block to Siesta Key Beach! Featuring an open floor plan with high ceilings and a plethora of sliding glass doors to access and enjoy the beautiful pool, lanai and private yard beyond, this stunning 4 bed/3 bath home exudes the attention to detail that legendary John Cannon built homes are known for. Details which are evident from the moment you enter: beautiful cabinetry, granite counter tops, crown molding, plantation shutters, an outdoor kitchen, a skylight in the kitchen providing abundant natural light, and other design features that come together to create a sublime living experience. The quality is not only skin deep: a new tile roof in 2017 and all glazed openings protected with a full complement of impact rated storm shutters, together with the first floor living space above 11 feet, bring peace of mind AND insurance savings. As testament to its build quality, it has withstood recent weather events without any damage whatsoever! The exceptionally designed split bedroom plan features a very large master suite with dual walk-in closets, a lovely master bath with dual sinks, a garden tub and a separate shower stall. The master bedroom has new carpet, and features sliding doors that fully pocket providing a full unfettered view of the spacious pool area and lush tropical foliage beyond. As an added bonus, the 4th bedroom can be closed off for privacy, creating a guest suite with its own bath. This amazing home occupies the most secluded lot of the 16 custom-built homes in the exclusive gated community of Siesta Estates, which also has the convenience of natural gas (a rarity on Siesta Key). To ensure your tropical paradise remains pristine, the fee structure includes lawn/landscape maintenance and irrigation. This home is also fully furnished so, just pack your suitcase and a toothbrush, and you can begin living in the paradise you have always dreamed of! **SEE THE IMMERSIVE 3D VIRTUAL TOUR TO FULLY APPRECIATE THIS BEAUTIFUL HOME**

5566 Siesta Estates Court, Sarasota

$502,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Discover the epitome of waterfront living in this coastal Siesta Key condo, boasting exceptional water views of Blind Pass & the Intercoastal Waters of the Gulf of Mexico. This pet-friendly community offers kayak storage and launch facilities, along with a heated community pool right on the water’s edge. For boating enthusiasts, boat docks are available for vessels under 26 feet to explore the vast network of waterways with no bridges to Bay. This condo has been meticulously updated with custom finishes throughout, featuring luxury vinyl & tile flooring making weekend chores a breeze. The open floor plan extends into a spacious 23-foot all-season lanai equipped with both glass sliders and screens, allowing for year-round waterfront enjoyment in a bright and ambient setting. End each day as you relax with al fresco dining while enjoying the magnificent Sunsets. Comfort meets convenience with two private bedrooms & two full bathrooms, ample closets, and storage space throughout. The primary bedroom is an ensuite with glass sliders opening to the lanai, offering stunning waterfront views. Bathrooms are modernized with Kohler floating vanities, under-vanity lighting and custom wall and flooring tile designs. Additional features include a breakfast bar and stainless appliances in the open kitchen design, a large stackable LG washer and dryer within the unit, as well as a proven track record of seasonal and annual rental history opportunities. Located with easy access to the free Siesta Key Trolley, residents can effortlessly reach the world-famous Siesta Key Beach or Siesta Key Village. Turtle Beach and several waterfront restaurants are also conveniently accessible, enhancing the allure of this exceptional property. With a dedicated parking space and ample guest parking, this condo is a rare find in a sought-after location. Experience the pinnacle of coastal luxury and make this Siesta Key gem your new home or investment opportunity.

9200 Midnight Pass Road Unit 21, Sarasota

$1,800,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
The moment you step into this home it presents itself with a tastefully done interior decor and captivating views of a large basin on the Grand Canal. This Coastal island neighborhood is unique since all the homes are nestled on the water! Take a 3.5 block stroll to the number one beach in the U.S with sand like powdered sugar and turquoise Gulf of Mexico waters. Fun and safe place to raise a family with minimal traffic and four Cul-De-Sac ending roads in this neighborhood for family to walk and bike safetly. East facing rear yard gives your patio some shade in the hot afternoons and yet a nice sunrise to wake up too in the morning. A Screened pool to refresh yourself after a day out on the boat. There is a boat lift which is situated to one side of the lot that allows for you to see more of the relaxing water views. The low maintenance roofing is made of Aluminum, but made to look like barrel tile. There are Lexan hurricane panels for windows and doors. . A nice sized inside laundry room is in a convenient location. There is a cozey side patio to take your morning coffee and a sunning patio next to the pool. The yard has relaxing paths and a calming feeling with the Zen style landscape design. Take a look at the photos, then the videos link, and do a walk through yourself with the matterport link option. I believe you will get a good idea of the quality and style of this home before you make your appointment to get the wonderful feeling that this home will present you the moment you arrive! Make your appointment today!!

5515 Contento Drive, Sarasota

$484,000
2 Beds 2 Baths Bay Oaks SubDv. 34242 Zip Code
This charming 2 bedroom, 2 bathroom condo on the 3rd floor offers a perfect blend of comfort and convenience, making it an ideal choice for investors, full-time residents, or those seeking a delightful weekend retreat. In 2023 alone, it has successfully generated $33,000 in revenue as a part-time vacation rental on AirBnB, illustrating its lucrative potential. For those considering expanding its use to a full-time rental, the earnings possibilities are even more promising. Alternatively, it serves as a splendid private getaway where one can immerse themselves in the serene offerings of the locale. The condo is being sold turnkey (if desired), which means it comes fully furnished and tastefully decorated, ready for immediate occupancy by you or your guests. Stepping inside, the unit welcomes you with a spacious living room/dining room combo that leads to a screened-in lanai, perfect for savoring peaceful views. The master bedroom is a retreat of its own, featuring a walk-in closet, a vanity area, and ample storage space. Plus the additional second bedroom and bathroom. Added conveniences include an in-unit washer and dryer right off the kitchen. The AC Condenser replaced and comes with 10 year warranty. Located in the serene Bay Oaks community, it is conveniently located near the beach and a variety of entertainment options including live music, eclectic shops, and inviting restaurants. Additionally, the Bay Oaks community offers exceptional amenities including a fishing dock, picnic area with community grill, tennis court, and a heated pool, all under the canopy of stunning oversized Oak trees.

6157 Midnight Pass Road Unit E93, Sarasota

$390,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Your opportunity is here! The Penthouse perched on the top 10th floor, offers unparalleled 180-degree views of the Gulf of Mexico and Intercoastal Waterways. From sunrise to sunset, this condo captures the essence of coastal living. Step inside to discover a refreshed and elegantly staged interior. The one-bedroom ensuite, with its eastern water views, provides a tranquil retreat, while the spacious bathroom provides two private entrances. Easy-to-maintain hard surface flooring enhances the light and airy feel, seamlessly connecting to the enclosed lanai–a 22-foot-long glass-enclosed oasis that frames panoramic multi-waterway views. Convenience is ensured with assigned under-building parking, a dedicated 1st floor storage area & dual building elevators. Nestled in the historic southern tip of Siesta Key Island, this iconic gated community spans over 5 acres of natural beauty. Stay active in the fitness room, complete with men’s and women’s saunas. Enjoy the heated lap pool & spa. Boat docks are available for water enthusiasts and kayak storage and launch facilities make exploring the vast waterways a breeze. Lighted tennis and pickleball courts invite friendly competition and you can cross the bridge to a private island where BBQs, butterfly garden and fishing await. The Community Club House is a hub for social gatherings and onsite property management and maintenance provide peace of mind. Don’t miss the chance to embrace this coastal luxury opportunity. Contact me today for your private showing!

9397 Midnight Pass Road Unit PH3, Sarasota

$425,000
1 Beds 1 Baths Tortuga SubDv. 34242 Zip Code
MOTIVATED SELLERS!!! Don’t miss this opportunity to enjoy the gentle sea breezes, world-renowned sunsets, and all that Siesta Key has to offer. This exceptional property at Tortuga is ready to become your slice of paradise! Purchase with ease knowing, ASSESSMENTS PAID IN FULL, Brand new roof, new boat docks, new HVAC! Welcome to Paradise at Tortuga on Siesta Key - Nestled on the tranquil southern tip of Siesta Key, Tortuga offers the perfect fusion of vibrant island living and serene coastal retreat. This sought-after community boasts stunning Gulf of Mexico vistas and easy access to the peaceful Bay, creating a haven for relaxation and recreation. From the moment you arrive, Tortuga impresses with its charming brick-paver streets, lush landscaping, and secure, private setting. Accessing your second-floor retreat is effortless with both elevator and stair options. Inside the home Elegance Meets Comfort - Step inside this beautifully upgraded residence and prepare to be wowed. Thoughtful enhancements include: Hurricane-impact windows and sliders for peace of mind Stylish wood-like tile flooring throughout Custom white cabinetry with built-ins and top-tier granite countertops Stainless steel appliances and an extended tiled backsplash Luxurious bathroom with dual shower heads, floor-to-ceiling tile, glass slider, and built-in seating A converted patio into a bright and inviting sitting room Guests will appreciate the sofa with a queen sleeper, and the spacious utility room offers flexible storage options or an owner’s closet for those renting seasonally. Tastefully furnished and ready for your personal touch, this home is move-in ready. Resort-Style Amenities Tortuga goes beyond the typical with amenities on both the Gulf and Bay sides: Brand New Bay-side boat dock (available for a small annual fee) and fishing pier Pickleball and tennis courts Heated indoor/outdoor pool with whirlpool jets and saunas Clubhouse, lending library, and gas grills Designated underground parking with storage cabinets Conveniently located across from dining options and just a trolley (this ride now will bring you to downtown Sarasota!) or Frog Hop ride to The Villages, Tortuga offers the ultimate in island living. Onsite maintenance, water, trash, basic cable, and internet are included for hassle-free ownership. Your Coastal Oasis Awaits!

8750 Midnight Pass Road Unit 202, Sarasota

$525,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Just Reduced the price for this great unit in The Anchorage. No Tenants this week! Ideally situated in Siesta Key, Florida, The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location. The Anchorage has a variety of amenities for guests to enjoy the fantastic Siesta Key weather. With gated private beach access is directly across the street, the community boasts of a heated Olympic-sized pool, lighted tennis courts, exercise room, clubhouse, free WiFi, and his/her saunas. Located on the Intercoastal Waterway, your “backyard” is a serene park-like setting offering the privacy to grill, fish, read, enjoy a game of shuffleboard, basketball, or corn hole, or relax and watch the boats, vast variety of birds and possibly even catch a glimpse of dolphin and/or manatee activity. The Anchorage also offers private boat docking at no charge to guests. The Anchorage is adjacent to Siesta Key South Village which is the perfect spot on Siesta Key. Every imaginable beach vacation option can be found with a short walk including restaurants (many with live entertainment), shops, the market, charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, para-sailing, and bike rentals. You can also hitch a free ride to Siesta Key Village to explore other shopping, dining, and entertainment options. A great opportunity for a vacation home or investment rental. Needs updating but has a good rental history. Milestone inspection was completed in 2022.

6415 Midnight Pass Road Unit 307, Sarasota

$865,000
2 Beds 2 Baths Crescent Royale SubDv. 34242 Zip Code
Views, views, views from this second-floor condominium directly across from world-famous Siesta Key Beach. This recently renovated unit has beach and water views from the living room, dining area, kitchen, main bedroom, and lanai. Be captivated by the sky's changing colors as you watch the sun glide into the horizon, ending another day of carefree island living. No expenses were spared in this $180,000 renovation completed in 2023. A sampling of the renovation includes removing walls and reconfiguring the kitchen to include a center working island with room for eating and gathering, all new cabinetry and appliances, new plank-style tile flooring, new bath vanities and countertops with under-mount sinks, new showers, backlit bath mirrors, installation of designated owners' closet, plus replacing impact glass window and slider to the lanai. Make this fully furnished condominium your very own Florida getaway or take advantage of the on-site rental program at Crescent Royale. This gated complex offers poolside chaise lounges, tables and chairs, shuffleboard courts, a workout facility, a community room with a pool table, plus a grilling and picnic area and storage closet for your beach supplies.

797 Beach Road Unit 203, Sarasota

$1,100,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Introducing 1245 Siesta Bayside – a captivating gem nestled along the tranquil shores of Siesta Key’s Intracoastal Waterway. This exceptional condominium boasts a harmonious blend of modern updates and coastal allure, offering an unparalleled waterfront lifestyle. Step inside this updated residence to discover a spacious and light-filled living space that welcomes you with open arms. The airy ambiance is enhanced by lofty ceilings and contemporary finishes, creating an inviting retreat to call home. The gourmet kitchen offers sleek quartz countertops, stainless steel appliances, and ample cabinetry. Whether you're preparing a casual breakfast or hosting a soirée with friends, this culinary haven promises both style and functionality. Retreat to the primary suite, a sanctuary of tranquility boasting generous proportions and thoughtful design. Here, relaxation reigns supreme, with an en-suite bathroom offering a rejuvenating oasis complete with a walk-in shower, dual vanity sinks, and modern fixtures. Two additional bedrooms and a bonus space on the 2nd floor offer versatility and comfort for family and guests alike, each providing ample space and storage for ultimate convenience. A second full bathroom ensures privacy and functionality for all. Convenience meets security with a private one-car garage, providing storage space for your vehicle and beach essentials. Plus, with deeded beach access through Gulf and Bay, you'll enjoy exclusive privileges to the pristine sands and azure waters of Siesta Key Beach – an idyllic playground for sun-soaked days and leisurely strolls. For the savvy investor, the opportunity for weekly rentals presents a lucrative avenue for maximizing returns on your investment, making 1245 Siesta Bayside not just a place to call home, but a savvy financial asset. Discover the epitome of waterfront living at Residents and guests of the Gulf and Bay Club Bayside community are granted deeded access to the stunning Siesta Key Beach, just a stroll away. Enjoy the array of amenities including two heated pools, tennis and pickleball courts, serene ponds, a fishing dock, BBQ areas, and a fitness facility all conveniently located on-site. With its proximity to Siesta Key Village, residents have easy access to a plethora of fine dining options, entertainment venues, and boutique shopping, creating the ideal fusion for embracing the Siesta Key lifestyle.

1245 Siesta Bayside Drive Unit 1245B, Sarasota

$2,150,000
3 Beds 2 Baths Midnight Harbor Sub SubDv. 34242 Zip Code
Located on a quiet lane on Siesta Key, this beautiful waterfront home is a RARE OPPORTUNITY TO OWN A SARASOTA SCHOOL OF ARCHITECTURE LEGACY! Designed by the Father of Sarasota School of Architecture, Ralph Twitchell, in 1960 when he had perfected his homes for Florida living. Like many homes of the era, this residence lives much larger than its square footage would imply, as there are many screened areas, breezeways, and covered spaces. Entering the home through ornamental red gates, you are in a covered foyer breezeway with a flowing koi pond beside your feet. Instantly your senses become calm as your view moves through to palm trees and sailboat water. With two distinctly different home structures (the guest area and main living area), the guest structure has 2 bedrooms and a bathroom that open to the back lanai, hot tub, second koi pond and to water views beyond. The main living area has expansive sliding glass doors and clerestory windows, exposed beams and continuous pecky cypress wood ceilings that extend outside to the beautiful pool oasis and sailboat water with views leading out to Sarasota bay. The integrity of the MID-CENTURY-MODERN aesthetics immerse you in the space with its Ocala block walls, terrazzo floors, cypress walls and inviting wood burning fireplace. The kitchen has been tastefully updated with birch cabinetry & granite counters that open to the living space with a large open bar top. There is a quaint outside screened dining patio between the kitchen and garage that opens up to views of the sky. The primary suite has maintained the mid-century modern look with many built-in closets and dressers, as well as a floating birch counter in the bathroom. There is an accessory building on the property that features a spa-like atmosphere with cork flooring and a full size cedar sauna enclosed within the space. The southern facing pool area has an extended roof line providing sunshade, and a constant light show where sunlight reflects and dances tranquilly from the canal and pool. The shelled yard leads you to many outdoor spaces under shaded palm trees, 131’ of new seawall, a dock and boat lift. Close to Siesta Key beach accesses, and many restaurant choices just down the road, this home is a one-of-a-kind opportunity. Perfect for those who love nature, love Siesta Key, love architecture, and want to buy a piece of history!

1224 Port Lane, Sarasota

$735,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Luxurious Island Living Awaits in This 2 Bed, 2 Bath Condominium Residence with Enclosed Lanai. Enter into luxury with this impeccably renovated condo boasting 1,421 square feet of living space. Located in the coveted Island Reef community, prepare to be captivated by stunning bay views and an array of upscale features. Enjoy alfresco dining and relaxation in your private enclosed lanai offering a seamless blend of indoor and outdoor living spaces. No expense spared in the renovation of this condo. Raised ceilings in the kitchen and living room create an airy atmosphere, while updated electric wiring, plumbing pipes, and a new hot water heater ensure both functionality and efficiency. Revel in the elegance of porcelain tile and hickory engineered floors, complemented by quartzite countertops in the kitchen and bathrooms. Indulge your culinary passions with brand-new KitchenAid appliances, including a refrigerator, range, low profile microwave, dishwasher, and beverage refrigerator with a custom built full wall pantry. Adjacent to the pantry is the full size brand new LG Washer/Dryer. Retreat to the beautifully reconfigured bathrooms, featuring new vanities and a luxurious walk-in shower in the primary bathroom as well as a spacious, custom walk-in closet with built-in shelving. From recessed light fixtures and fans to plantation shutters and solid wood doors throughout, every detail has been meticulously curated to create a light-filled, contemporary living space. This condo offers a rare opportunity to own a piece of paradise in an unparalleled location. Experience the epitome of coastal living in this essentially brand-new residence, where superior craftsmanship meets timeless elegance. Don't miss your chance to call this Island Reef condo home! Contact us today to schedule a private showing.

8779 Midnight Pass Road Unit 404H, Sarasota