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$3,500,000
4 Beds 5 Baths A4643388 MLS
Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat!

1364 Point Crisp Road, Siesta Key

$3,500,000
3 Beds 3 Baths A4618421 MLS
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.

5727 Riegels Point Road, Siesta Key

$3,500,000
4 Beds 3 Baths A4596827 MLS
A luxurious waterfront retreat; welcome to paradise. Nestled in a coveted Siesta Key neighborhood just a leisurely .6 miles to the world-renowned Siesta Beach, this stunning home epitomizes coastal living with its direct bay boating access. Built for refined comfort and entertaining, this home was completely transformed in 2017. High clerestory windows allow ample morning light under a 19-foot wood-beamed vaulted ceiling. A sculpted wood wall anchors the living room, accentuated by the electric fireplace, adding to the casual contemporary elegance. The heart of the home, the spectacular kitchen, features vaulted shiplap ceilings, custom rift oak cabinets, quartz counters, Bosch appliances, a wine fridge, and an oversized island, perfect for gatherings. The first floor boasts three bedrooms, two with en-suite baths, showcasing exceptional finishes, while a third doubles as an office with a loft. A large, fully outfitted laundry room adds convenience. Ascend the custom-designed wood staircase to the private primary suite on the second floor, offering a sitting area and a covered balcony to relish the water view, beautiful sunrises, and balmy bay breezes. The en-suite bath is a true sanctuary offering a coffee bar, dual sinks, a soaking tub, a glass-enclosed steam shower, and ample storage. Descend the staircase to the first level and step through impact glass doors to the covered lanai overlooking the oversized, sparkling pool surrounded by porcelain pavers for seamless indoor-outdoor living. The outdoor kitchen, wood tongue-and-groove vaulted ceiling, motorized retractable insect screens, and lush tropical landscaping create an inviting oasis. Enjoy direct access to Sarasota Bay and the Intracoastal Waterway from your Trex dock for endless boating, kayaking, and paddleboarding adventures. Meet dolphins and manatees up close and be mesmerized by the vast array of beautiful waterfowl. This meticulously designed home seamlessly blends luxury, comfort, and waterfront living, offering a rare opportunity to own a slice of paradise in Siesta Key. Don’t miss your chance to experience the epitome of island living. You can have it all - mere steps from the open bay and close to the powdery white quartz sands of Siesta Beach and the azure waters of the Gulf of Mexico. Enjoy the convenience of being close to Siesta Village, offering an array of dining, shopping, and entertainment options. Only 15 minutes to the mainland to experience vibrant downtown Sarasota's dining, shopping, and entertainment offerings. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

5322 Siesta Cove Drive, Siesta Key

$3,500,000
4 Beds 4 Baths A4594832 MLS
Welcome to this coastal oasis on Siesta Key’s Point of Rocks in Sarasota, Florida. This truly one of a kind house was built on nearly 1/2 acre of land with 86 feet of frontage along the pristine Gulf of Mexico and offers a unique blend of vintage charm with contemporary comforts. Split bedroom floor plan, each of the 3 bedrooms has it’s own full bath, one is wheelchair accessible. This home is 2,472 square feet and an additional 640 square foot apartment over the garage with private balcony. Terrazzo floors, ample storage, handicap accessible, in ground hot tub, paver driveway, stairs to the water, newer ACs, newer appliances and updated bathrooms. Imagine waking up to the sound of the waves crashing onto the rocks and stepping outside on the patio to enjoy your morning coffee while taking in the panoramic views. The breathtaking sunset views capture the essence of west Florida's idyllic coastal living lifestyle.

7344 Point Of Rocks Road, Siesta Key

$3,450,000
4 Beds 4 Baths A4678861 MLS
Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.

5263 Avenida De Cortez, Siesta Key

$3,400,000
5 Beds 6 Baths A4603315 MLS
Welcome to 604 Norsota Way, a slice of Florida paradise on Bay Island, just off the iconic barrier island Siesta Key. This charming estate boasts classic and timeless elegance, offering a glimpse into the quintessential Florida lifestyle. As you approach the entrance, a slate stone driveway, a fenced yard, a wall that wraps the property, lush landscaping and water views set the stage for the ambiance and seclusion that awaits. Stepping inside, you are greeted by a foyer that exudes old-Florida charm, with a soaring entry and upper-level windows casting a soft glow over the inviting interior and a wall of front windows offers breathtaking views of the bay. The living room is a retreat with a cozy fireplace and the adjacent dining area includes a fully equipped pass-through wet bar connecting the space to the kitchen. The kitchen is a chef's dream with tray ceilings, tile floors, a center island with gas cooktop, a cabinet-faced refrigerator, built-in oven, glass-faced upper cabinets, a wet bar, beverage cooler, ice maker, and trash compactor bringing together modern convenience and timeless charm. The primary suite is a sanctuary of comfort and elegance featuring wood floors, crown molding, a sitting room and a custom walk-in closet. The en-suite bath is a spa-like retreat, with marble floors, a walk-in shower, a large tub, a water closet, and vanity with two sinks and a makeup desk. Upstairs in the main house, two guest bedrooms offer cozy retreats, one with an en-suite bath with a tub-shower combination, both with walk-in closets, and an additional full bath with a vanity and a walk-in shower. Outside, the allure of Florida living continues, with a pool surrounded by a slate pool deck and lush landscaping offering a refreshing and private oasis. The charming guest house awaits friends and family, with two fully equipped guest suites, each offering a living area, kitchenette, patio on the main level and a full bath. 604 Norsota Way is more than just a home, it is a classic Florida retreat boasting original elegance and charm. Experience island lifestyle in all its glory, surrounded by modern amenities and breathtaking views, a short drive from Siesta Key’s beaches, the village and downtown Sarasota. This home is an enchanting coastal retreat.

604 Norsota Way, Siesta Key

$3,400,000
5 Beds 7 Baths A4553215 MLS
A premiere waterfront location in sought-after Siesta Cove with open views and no bridges to the Bay! MAJOR renovations have been completed to this magnificent coastal-style home located on protected deep water with private, open views of the Intracoastal waterway, beautiful, lush landscaping, 5 spacious bedrooms, and a delightful, welcoming feel from the moment you enter the 2-story light-filled foyer that continues throughout. Gleaming wood floors flow through the main living areas including the living room with wood-burning fireplace, the generous family room with separate full built-in bar and the generous size formal dining room with chair rail &French doors leading out to a screened deck. Included on the first level is a bedroom with a full bath currently set up as a den, a half bath, and a large hobby room w/built-in desk & custom shelving that leads to the outdoor screened area with hot tub and full pool bath. The kitchen highlights tons of cabinet space, walk-in pantry, center island, breakfast bar plus dual built-in ovens and opens to the breakfast room, a perfect place to start the day bathed in abundant natural light from a bay window overlooking the water. The second story is equally exceptional, with two large guest bedrooms with water views, (one with 2 walk-in closets) that share a center full bath with dual vanities, an activity room or possible upper den, large laundry room with lingerie sink & beverage fridge, a third guest bedroom with en-suite bath and fitted 6x9 walk-in closet. The main bedroom suite (18x35) is a perfect retreat to relax by the fireplace or gaze at the tranquil views of the open bayou out to the Intracoastal and features a glam room-size custom fitted closet with window seat & center storage island. Ground floor A/C finished exercise/game room leads to the newly surfaced two-car garage w/electric car charging station. Outside living is unparalleled, with multiple open and screened decks, and terraces leading to the open 30x18 pool & spa, the 120’ Trex dock with electricity, water and a 10,000 lb. boat lift. Additional outstanding features include an aluminum roof (2017), hurricane impact windows & doors, central vacuum system. This convenient location puts you just a stone’s throw from world-famous Siesta Key Beach and all the shopping, dining & cultural amenities of downtown Sarasota. Room Feature: Linen Closet In Bath (Primary Bedroom).

5212 Siesta Cove Drive, Siesta Key

$3,355,000
5 Beds 6 Baths O6162161 MLS
Nestled on the desirable quiet south end of Siesta Key is this lovely 3 story home. When you walk through the front gates you immediately hear the calming sounds of water from a nearby water feature. You step inside the front door and your eyes are drawn to the top of the winding staircase that leads to the second floor. Once you reach the top of those stairs, you want to look at the large dining room with its table seating 12 or the grandness of the living room with the vaulted ceiling and fireplace but the wall of windows has grabbed your attention. Like a giant piece of artwork, the Little Sarasota Bay and ICW are displayed for your daily view. You immediately start thinking of all the fun activities you can do...boating, jet skiing, paddle boarding, fishing...all right there for your enjoyment. When all this sinks in, you start to look at the inside surroundings. The openness and flow from the dining room or living into the kitchen brings thoughts of parties and family gatherings. The kitchen, which has two Wolff convection ovens, a cooktop with hood, Subzero refrigerator, Scotsman ice machine, and instant hot water dispenser brings out your inner chef!. Off of the kitchen is a cozy family room. There is a bathroom just off the family room which is connected to a large bedroom with walk in closet. The second floor also has the laundry room and a half bath. Take the stairs or elevator just outside of the laundry room up to the Primary level. There you will find a massive bedroom with a sitting area overlooking the balcony pool and the bay. Not one, but two primary bathrooms are on this floor along with two walk in closets, one of which is so large any fashionista would love to call it their own. Now let's explore the first floor where you will find a huge great room with multi-sliders that open up to indoor/outdoor living. You will look out into a beautifully lush oasis with a lagoon style pool. Off of the great room is a bedroom with an en suite bathroom that also serves as the pool bath with an entrance from outside. The split floor plan has a library with two bedrooms and a bath on the opposite side of the house with access to the pool from the library. There are multiple decks at this home for you to sit back and relax. There is a dock that has electricity and water and a 10,000 lb lift for your boat. And if you're feeling like a stroll, walk over to the deeded access beach and enjoy a sunset or two. Paradise awaits, come and see for yourself.

1241 Tree Bay Lane, Siesta Key

$3,330,000
4 Beds 4 Baths A4666708 MLS
This is the renovation you would do for yourself…. If you’ve toured new construction homes recently and thought to yourself, did the architects just give up? Then this home might just be for you… *Elegance. Charm. Attention to detail.* Three phrases we don’t hear enough anymore, but that changes today as we step inside ‘Casa Alegre’ on Featherbed Lane. Located in the heart of Siesta Key Village and positioned at one of the most impressive intersections of waterways the Grand Canal offers, there is no more sought-after location on all of Siesta Key than right here. An 8-minute walk into the Village merges proximity with privacy in the exact way you’ve been imagining. This fully renovated Mediterranean Revival is overflowing with pride of ownership. Featuring major upgrades including a new roof, new seawall, all new hurricane windows and doors, new flooring, new electrical, and more; this is the renovation you would do for yourself, and that translates into true confidence, not just fresh finishes. Inside, the home lives bright and open, in part from its southern facing pool, and even more-so with volumes of natural light pouring in through NINE sets of brand-new sliding glass doors and a layout designed for effortless island living and entertaining. With 4 true bedrooms, 4 baths, plus an incredible bonus room ready for a billiards table or game room, a heated pool and boating lifestyle at your doorstep, this is a rare opportunity to own a home with genuine character, in a location that simply can’t be replicated. Private showings available upon request.

4833 Featherbed Lane, Siesta Key

$3,300,000
4 Beds 4 Baths A4638135 MLS
ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The gated entrance opens to a paver brick driveway, leading to TWO oversized 2-car garages separated by an elegant entryway leading to the foyer which features both an elevator as well as a travertine staircase for seamless access to all three floors. Throughout the entire home, you'll find light-filled living spaces, travertine flooring, towering 10-foot ceilings, 8-foot solid wood doors, tray ceilings creating an open airy ambiance, and floor-to-ceiling windows bringing in an abundance of natural light. The chef’s kitchen is a stunning fusion of elegance and functionality, outfitted with top-tier Wolf, Sub-Zero, and Fisher & Paykel appliances. A sprawling granite island with breakfast bar is ideal for casual dining or lively conversation. Designed for both culinary excellence and connection, the open-concept layout ensures you remain engaged with guests, offering seamless sightlines to the living and dining areas and extending to the balcony, where serene views of the private heated pool await. The master suite offers a tranquil retreat with its own private balcony, and spa-like bath featuring a deep soaking tub, walk-in shower with upscale finishes, and dual vanities. The lower level includes a spacious family and game room, with its own balcony ideal for entertainment or quiet lounging. There are three additional bedrooms on this floor, two full baths and two additional balconies creating plenty of inviting spaces for family and friends to relax and unwind. Outdoor living is truly exceptional, featuring a heated saltwater pool and spa for year-round enjoyment. The crown jewel of this home is the rooftop terrace, spanning over 1,000 square feet, it offers breathtaking 360-degree panoramic views, stretching from the Gulf of Mexico to Lido, Longboat, and downtown Sarasota. Whether hosting a sunset gathering, grilling your favorite meal, or watching the sun set with a glass of wine, this rooftop retreat offers an experience like no other. Every detail of this home has been thoughtfully designed for convenience and efficiency. A whole-house water filtration system. Impact windows and doors. The oversized garages, with two separate entrances, provide ample space for car enthusiasts, beach gear, or extra storage and an EV Charger. Practically in the heart of Siesta Key Village, you won’t have far to go for dining, shopping, entertainment and all the conveniences needed for an island lifestyle. Also just minutes from Sarasota's cultural attractions, as well as boating, fishing, golf courses and an abundance of professional sports venues. With no HOA restrictions and a projected gross rental income of $210k+ per year, this property presents an exceptional investment. Whether you’re looking for a full-time residence, a vacation retreat, or an income-generating property, this home is truly one-of-a-kind. Don’t miss this rare chance to own a luxury coastal retreat in one of Florida’s most iconic beach destinations. Your Siesta Key dream home is waiting—schedule your private tour today!

317 Beach Road, Siesta Key

$3,300,000
4 Beds 4 Baths A4581329 MLS
This stunning home is located on Siesta Key, known for its exquisite beaches, and offers direct access to the Intracoastal Waterway. With four balconies, you can enjoy breathtaking views of the water and downtown Sarasota skyline. The spacious living areas, including a Living Room, Great Room and Loft, perfectly complement the four bedrooms and bathrooms. Despite being originally built in 1977, the home has undergone significant upgrades in 2016, making it feel much younger. The gourmet kitchen is positioned elegantly, with a cozy breakfast nook and a grand dining room featuring a captivatingly designed wall. The Owner’s Suite is a peaceful retreat, complete with a balcony overlooking the pool and ICW, a luxurious bathroom, and a walk-in closet with custom shelving. Outside, you’ll find a travertine patio, a sprawling pool and a gourmet outdoor kitchen. Also, enjoy your very own private dock and 17lb lift where fishing is abundant, and dolphins and manatee can be seen frolicking right in front of you. Don’t miss the chance to make this extraordinary home your own slice of paradise.

5330 Siesta Cove Drive, Siesta Key

$3,270,000
2 Beds 3 Baths A4632331 MLS
Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic restaurants, shops and wine bar. The home is situated on .52 acres with 3 ensuite bedrooms plus an office which could serve as an additional bedroom. The first floor has a 3 car garage, bonus room and a guest suite with a full bath and kitchenette. The three hole mini golf course in the backyard and large swimming pool make this a perfect house for entertaining. There is also an exterior elevator.

77 Sandy Hook Road N, Siesta Key

$3,250,000
3 Beds 3 Baths A4667422 MLS
This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14,000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key.

5058 Windward Avenue, Siesta Key

$3,250,000
3 Beds 3 Baths A4586386 MLS
Taking back-up offers! Indulge in the ultimate coastal living experience with this stunning custom-built waterfront home in the Bayou Louise neighborhood on the north end of Siesta Key. The tropical oasis boasts resort-style amenities and 104 feet of boating water, providing direct access to the Gulf of Mexico. You'll love the lush tropical landscaping, tranquil outdoor living spaces, and water views. Enjoy the convenience of being located within the city limits of Sarasota, with easy access to downtown's best restaurants, shopping, and entertainment, and minutes from Siesta Beach and Siesta Village. This elegant waterfront home features a versatile living space boasting a spacious great room with soaring ceilings, abundant natural light, a limestone fireplace, and gorgeous wide-plank hickory hardwood floors throughout the home, creating casual sophistication. The kitchen is designed for entertaining and features a Viking 6-burner natural gas range, custom cabinetry, stone counters, a breakfast bar, a planning desk, a closet pantry, a butler's pantry, and a beverage bar. The expansive French doors in the great room and dining areas lead to a veranda overlooking the pool and waterway. The main floor has two full bathrooms and a laundry room. There is also a full guest suite featuring two balconies! A third bedroom is currently used as an office and features a built-in desk and a balcony. The generous primary suite boasts a fireplace, window seat, private balcony, and sitting room. The ensuite bath offers a shower, jetted tub, dual sinks, and limestone countertop. Enjoy water views and gulf breezes year-round from the multiple balconies, including an outlook with seating accessed by a spiral staircase to enjoy sunsets with peek-a-boo views of the Gulf of Mexico. Additional features include integrated lighting, security, impact glass, solid-core interior doors, fully engineered pre-wired elevator shaft for future use. There's abundant storage areas throughout the home, a metal roof and three-car garage. Look no further than your private dock and boat lift to accommodate small to medium-sized vessels up to 25'. You can also easily launch your kayak right from your backyard. Don't miss out on the opportunity to own this breathtaking waterfront home with all the luxurious amenities you could ever want.

119 Faubel Street, Siesta Key

$3,250,000
4 Beds 4 Baths A4581446 MLS
Welcome home to the house that dreams are made of. This magical residence is located on the quiet side of Siesta Key Village, yet very much in the midst of its local flavor -- the beach, the village, a private boat dock, and the positivity of year-round awe-inspiring sunsets. Built by the owners, a design/build dynamic duo, as their personal retreat, every detail is carefully considered and executed. Eclectic finesse and fine craftsmanship define the 3,122 sq. ft. residence where a tasteful mix of textures, shapes and light invoke the timeless appeal of a rare masterpiece. Completed in 2018, everything about this home feels safe and new: Levels one, two and three are concrete block. Level four is two-by-six wood frame. All glass is impact rated to 160 MPH. Standing seam metal roof. Six-foot privacy wall with keypad-protected metal security gates. A three-way elevator provides access to all floors, as does the free-floating steel staircase with floor-to-ceiling glass-panels that provide open sightlines of the living areas. Level three is home to the open-concept living room, dining room and kitchen. Private quarters are on levels two and four. Every floor has a sizable covered balcony. There’s even a grilling balcony by the kitchen. For the piece de resistance, a spiral staircase leads from the fourth-floor balcony to a roof-top balcony with views of Siesta Village, Siesta Beach, Downtown Sarasota and multiple 4th of July firework displays. Down on the ground level, you’ll find a two-car garage, plus a massive 440 sq. ft. covered lanai adjacent to the refreshing outdoor pool. Across the driveway is a private boat dock with 10,000-lbs. lift and room for a second lift. Access to the bay is via a canal with 13-ft. clearance at the Midnight Pass Road bridge. Siesta Village is a wonderful, walkable neighborhood filled with restaurants, shops and personal services. The best attraction is the classic stroll down to the beach to watch the sunset. It stirs the soul and guarantees that Siesta Key will always be a great place to live.

5263 Avenida De Cortez, Siesta Key

$3,200,000
4 Beds 6 Baths A4625440 MLS
Major price reduction for immediate sale. Construction just completed on this new residence on the south end of Siesta Key. Located on Heron Lagoon offering breathtaking sunset views from various vantage points of the home’s major rooms. The best news: it’s totally FEMA compliant to the latest standards. High and dry from recent storms with NO water in the home and only a minor amount in garage. There is a sealant on perimeter from foundation to 1st level. The perfect solution for island lovers who want the protection of an elevated new home. The interior of this exceptional residence features an expansive and inviting atmosphere and its architectural charm is enhanced by trayed volume ceilings. The open and spacious Great Room and kitchen perfectly poised for entertaining. The kitchen is a culinary haven, featuring custom solid wood cabinets with painted shaker doors and quartz counters. State-of-the-art stainless steel appliances include a 6-burner gas range top with a griddle, a combination microwave/wall oven with dual fan convection, and a glass-door beverage refrigerator. The home boasts 7-1/2" wide European White Oak Hardwood plank flooring with a wire brush texture and polyurethane finish throughout,. The bathrooms showcase porcelain floor and wall tiles, custom solid wood cabinets, and either quartz or quartzite counters. The second floor of this residence features a splendid owner’s suite with a balcony, captivating water views, a luxurious master bath, a spacious loft, and three additional en-suite bedrooms. Pool-side is the expansive covered patio with pool bath, outdoor kitchen equipped with a natural gas grill creating the perfect setting for al fresco dining. Kick off your shoes and grab your paddle board or kayak and enjoy the afternoon on waters of Heron Lagoon from your private dock. Nestled in this peaceful locale, away from the hustle and bustle of daily life, the property remains conveniently close to the Stickney Point bridge, ensuring easy access on and off the island. Turtle Beach is a mere half-mile away, along with a marina for boaters. Easy to show.

8030 Midnight Pass Road, Siesta Key

$3,180,000
3 Beds 4 Baths A4632296 MLS
Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a bonus room, providing plenty of room for both relaxation and entertainment. Step outside and experience true Florida living with a screen-enclosed lanai, a private saltwater pool/spa, stunning views of the saltwater canal with south facing exposure. The chef’s kitchen is equipped with top-of-the-line Wolf, SubZero, and Dove appliances, perfect for culinary enthusiasts. The luxurious master suite offers dual walk-in closets and a spa-like bath, while each guest room features an en suite bath for ultimate privacy and comfort. New Seawall and not too far from world renowned Siesta Key beach. Seamlessly transition between indoor and outdoor living with the great room's pocketing glass sliders that open to the lanai. Additional features include a 3-car garage with an epoxy floor, impact Low-E windows and doors, a tankless water heater, and professional landscaping, enhancing both style and functionality. A paver brick driveway and tongue-and-groove wood ceiling on the lanai further elevate the home's elegance. Located just minutes from Crescent Beach and Siesta Village, this home offers the ultimate in waterfront living and access to the vibrant Siesta Key lifestyle. Don’t miss the opportunity to own this incredible home—where modern design and luxurious living come together in perfect harmony!

616 Mangrove Point Road, Siesta Key

$3,100,000
3 Beds 3 Baths A4633472 MLS
Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications, including impact windows, sliders, doors, and high elevation. Nestled on an oversized waterfront parcel, this home welcomes you with lush landscaping, a pavered driveway, and a spacious three-car garage equipped with an electrical car charging receptacle. Step inside the nearly 2,600-square-foot interior to discover a sprawling great room layout, with its gourmet kitchen, open dining, and living area all adorned with Italian Argento travertine flooring that extends onto the outdoor terrace, creating a seamless indoor-outdoor living experience. The chef’s kitchen is a culinary dream, featuring quartz countertops, a 10’ island with extra thick quartz countertop, high-end Miele appliances including a built-in coffee station and natural gas cooktop, custom Irpinia cabinetry, designer lighting, and two pantries for ample storage. Pocketing sliding glass doors in the living/dining room bring the outdoor spaces inside, while a gas fireplace adds warmth and ambiance. Convenient electric shades offer effortless control of light and privacy, and the main living space easily converts to a home theater with its hidden, remote-controlled projector and screen. Retreat to the luxurious owners' suite, where Caribbean-inspired styling meets modern comfort. Wood floors, tray ceilings, and disappearing corner sliders create a serene atmosphere, while a walk-in closet spanning 16-feet, with custom built-ins, offers abundant storage. The accompanying spa-like bath features double sinks with LED motion sensor vanity mirrors, a water closet with bidet, and a walk-in shower designed for relaxation. The adjacent office provides a convenient workspace. Two additional bedrooms and inspired quartz bathrooms ensure comfort for guests or family members. Step outside to discover an outdoor paradise, complete with private canal views, a summer kitchen, dining and lounge areas, a heated pool with sun shelf and spa, built-in fire pit, outdoor shower, newer dock with Trex decking, and a 6,000-pound boat lift, ideal for exploring Siesta Key’s sparkling waterways. Located within walking distance to Out of Door Academy and moments away from Siesta Key beach, this home offers luxury, convenience, and island living. Siesta Key's vibrant community boasts its own nearby Village with shopping, parks, and family-friendly activities. Just minutes away, downtown Sarasota beckons with its array of activities, fine dining, and shopping options.

601 Lotus Lane, Siesta Key

$3,100,000
6 Beds 4 Baths A4595701 MLS
Introducing 5319 Calle De La Siesta, a coastal haven that effortlessly fuses opulence, convenience, and serenity. Revel in the sophistication of this remarkable residence, featuring an exclusive heated pool, ideally situated just a 3-minute stroll from Siesta Key Village and a mere 1-minute amble to the pristine Siesta Key Beach – your ultimate sanctuary. With 6 bedrooms and 4 full baths, including 2 master suites, this dwelling offers abundant space for relaxation. Each unit within the duplex boasts a screened-in balcony adorned with inviting lounging furniture, beckoning you to unwind while soaking in the island breezes. Equipped with two modern kitchens outfitted with state-of-the-art appliances, this property ensures you have all the essentials for crafting delightful meals during your stay. Step into a captivating outdoor retreat, featuring a tranquil pool, plush loungers, and a BBQ area – setting the stage for memorable gatherings. An outdoor shower adds a touch of convenience, providing a rejuvenating experience after a dip in the pool or a sun-drenched day at the beach. Beyond its impressive amenities, this residence boasts an incomparable location. A brief 3-minute walk leads you to the vibrant ambiance of Siesta Key Village, where a myriad of shops, restaurants, and entertainment options await. Additionally, Siesta Key Beach, celebrated for its world-class powdery white sands and crystal-clear turquoise waters, is just a 1-minute stroll away, allowing you to immerse yourself in the allure of the Gulf Coast.

5319 Calle De La Siesta, Siesta Key

$3,065,000
3 Beds 3 Baths A4589812 MLS Ten35 Seaside BLDG.
Introducing Ten35 Seaside: Your Dream Beachside Oasis! Discover the epitome of beachside living at the brand-new Ten35 Seaside, a stunning mid-rise building located at the picturesque south end of Siesta Key Beach. This exquisite residence boasts 3 spacious bedrooms, 2.5 bathrooms, and over 1,700 square feet of new modern luxury living space. The kitchen is a chef's dream, featuring Wolf & Subzero appliances, premium cabinetry, a gas cooktop, and a convenient wine refrigerator. Unit 310 offers an array of premium features, including floor-to-ceiling hurricane-resistant balcony doors, Lutron electric shades throughout, sound-limiting laminated windows with solar-tinted glass, solid-core entry and interior doors and a recirculating hot water system. You'll also enjoy stained tongue and groove cypress ceilings on the terraces, tiled terrace floors, and a partial view of the beautiful crystal waters of The Gulf of Mexico. The building offers a rich selection of amenities, including on site management, a beachfront swimming pool, spa, private cabanas, a cozy fire pit, beachside lounge chairs and umbrellas for your relaxation with beachside service that will set them up for you. Take advantage of complimentary kayaks and paddle boards for aquatic adventures or let our concierge arrange thrilling water activities for you. Stay active and healthy in our state-of-the-art fitness center with Gulf views, and enjoy memorable outdoor gatherings at the Gulf-front BBQ grilling area. Ten35 Seaside has everything you need for a life of comfort, luxury, and beachside bliss.

1035 Seaside Drive Unit 310, Siesta Key

$3,050,000
4 Beds 4 Baths A4648285 MLS
Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

8592 Hidden Lagoon Road, Siesta Key

$3,033,750
4 Beds 5 Baths A4689084 MLS
Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.

413 Island Circle, Siesta Key

$3,025,000
5 Beds 5 Baths A4625680 MLS
PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Siesta Key

$3,020,000
3 Beds 3 Baths O6150516 MLS
Waterfront Pool Home with Private Dock and Beach Access. Conveniently located on the North side of Siesta Key and completely updated by Siebert Architects & Pat Ball Construction. This property contains a 2 bedroom/ 2 bath Main House, with open floor plan, custom solid cherry wood kitchen cabinets, stainless steel counters and appliances, Bonus workout room/office and 2 car tandem garage parking. The Spacious Primary Suite, has views of the water, large custom walk in closet, primary bath with walk in shower, separate large whirlpool style tub and plenty of storage. The living room has panoramic water views, TV viewing area, and custom cabinetry. The guest bedroom overlooks the pool area and has full bath with walk in shower. The Guest House: Contains 1 bedroom /1 bath, large living area, Kitchenette with marble countertop, stainless under counter refrigerator, sink, cooktop, full bath with walk in shower, and a large bedroom with garden and pool views. Common to Both Homes are tiled floors, impact windows and doors, on demand hot water, water purification systems, updated plumbing, metal roofs and new AC units. The Exterior of the property features: Gated entry with fully a fenced in yard, 40 ft dock with easy access to the Intracoastal waterway and out to the Gulf. Private screened in courtyard/lanai with a 30'x15' pool, Outdoor kitchen with custom concrete counter top, wood cabinets, stainless grill, and dining area. Expansive IPE wood deck overlooking Cocoanut Bayou, potting shed with stainless sink, storage shed, outdoor shower, large driveway, Private and nicely landscaped yard with outdoor lighting, fruit trees and waterside patio. This home is currently part of the Cocoanut Bayou Home Owners Association which is voluntary. If you choose to join the association, you must apply and members have access to the private beach located across the street on Higel Ave. If you are looking for that private waterfront home with a modernized mid-century feel that is simply beautiful, convenient to downtown Siesta Key and all that Sarasota has to offer, this home may be just right for you!

4165 Higel Avenue, Siesta Key

$3,000,000
4 Beds 4 Baths A4651061 MLS
Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

7333 Point Of Rocks Road, Siesta Key

$3,000,000
5 Beds 5 Baths A4644442 MLS
**BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living.

137 Big Pass Lane, Siesta Key

$3,000,000
4 Beds 5 Baths A4628643 MLS
Now is the perfect opportunity to build your dream home or renovate on the highly sought-after north end of Siesta Key! This prime property boasts wide, breathtaking water views and deep-water access, ideal for boating enthusiasts. The expansive lot spans over 1/3 acre, offering ample space to create a custom retreat. Currently, the first floor of the home needs renovation, as it took on water from recent storms. The second floor, however, remains unaffected. Although being sold for land value, buyers have the option to renovate the existing structure. Inside, the home features an open floor plan with a wall of glass sliders that stretch the length of the home and showcase the stunning water views and seamlessly connect indoor and outdoor spaces. The main level includes three spacious bedrooms, each with its own ensuite bathroom for maximum convenience and privacy and washer dryer hookups. The second floor offers a large private master suite with a walk-in closet, washer and dryer, dual sinks, soaking tub and beautiful walk-in shower. Off the bedroom is a spacious balcony, perfect for enjoying morning coffee while taking in the expansive bay views. The home is gated with a paver courtyard, beautifully landscaped and includes an outdoor kitchen and entertainment bar off the inviting pool. Crafted for boating aficionados, the home features two docks/lifts—one rated for a 20,000 lb boat and the other for your run-about bay boat. For serious boaters seeking wide, deep waters and quick access to the Gulf of Mexico, this is the perfect place to call home. Enjoy the ultimate combination of location and convenience, with easy access off the island and just moments from the beach. Don’t miss out on this rare chance to own a prime piece of Siesta Key paradise!

864 Siesta Drive, Siesta Key

$3,000,000
5 Beds 4 Baths A4599583 MLS
Luxury meets tranquility on the serene shores of Siesta Key. Nestled at the end of a quiet cul-de-sac, this coastal contemporary residence offers a 5-bedroom, 4-bath oasis overlooking 120 feet on the Grand Canal's deep boating water. From the front entry, you're greeted by a beautifully remodeled open-concept floor plan seamlessly connecting the great room, dining area, and chef-inspired kitchen. The kitchen is a haven for culinary enthusiasts with an oversized island, perfect for meal prep and casual dining, white shaker cabinets, quartz counters, and top-of-the-line JennAir stainless steel appliances. Enjoy casual meals in the breakfast nook with banquette seating; a planning desk is ideal for organizing your day in paradise. The main living areas boast floor-to-ceiling sliding glass doors open to the expansive screened lanai, offering breathtaking panoramic waterway views. Whether entertaining guests or enjoying a quiet evening at home, the lanai and waterfront patio provide the perfect setting to relax and dine alfresco while soaking in the balmy island breezes and picturesque sunsets, making it easy to host gatherings with family and friends year-round. provide The first-floor primary suite is a true retreat, featuring serene waterfront views and two walk-in closets. Glass French doors open onto the sparkling pool and spa area, creating a seamless indoor-outdoor living experience. Pamper yourself in style in the spa-like bath, a subway-tiled walk-in shower, and a luxurious Kohler-heated bubble massage air tub. Additionally, there are two quartz-topped vanities, a linen closet, storage, and a private water closet for added convenience. Two additional bedrooms and a full bath with modern fixtures are located on the main floor, providing comfortable accommodations for family and guests. The convenient laundry room offers added functionality and ease of living. Upstairs, a fabulous bonus room awaits, perfect for hosting guests or creating a private retreat for kids and teenagers. Custom built-ins house a media center, while two spacious bedroom suites offer walk-in closets and private baths with elegant quartz counters and designer fixtures. Step out onto the large balcony overlooking the waterway, where you can enjoy peaceful moments of reflection. The spacious outdoor area beckons for fun in the sun and shade. Shell stone pavers surround the south-facing freeform pool, creating an inviting oasis for relaxation and recreation to entertain friends and family. A composite dock and 10,000-pound boat lift are ready for watersport enthusiasts, offering easy access to the open waters of Sarasota Bay and the Gulf of Mexico. The fenced yard offers room for kids and pets to play safely, while lush tropical landscaping enhances the beauty and privacy of the property. An extensive 2013 renovation includes a new roof, kitchen, baths, flooring, plantation shutters, plumbing, and concrete siding, ensuring modern comfort and style. In the evening, fabulous outdoor lighting illuminates the paver drive and tropical gardens, creating a magical, welcoming ambiance and enhancing the home's curb appeal. Siesta Key's world-famous crystal quartz sands and aqua waters await a few minutes away. Unique Siesta Village awaits with shopping and dining options to suit every taste. Discover the cultural richness of downtown Sarasota, with its array of restaurants, theaters, ballet, opera, museums, galleries, and shopping destinations, all just a short drive away.

642 Waterside Way, Siesta Key

$3,000,000
4 Beds 4 Baths A4596865 MLS
Stunning Canal front renovation located on Palm Island (a short walk to the Beach-Access 10) with all the best Siesta Key has to offer. This 4 Bedroom, 4 Bathroom home stuns as soon as you enter the property and the threshold with a custom mahogany double entry door under a Ipe wood inlaid ceiling. Hurricane rated Impact Glass throughout. The interior renovated by Nautilus Homes (AIA Florida 2022 Builder of the Year), boasts Porcelain Provenza W-Age Italian tile featuring a unique cross-cut wood pattern on the main floor & Legno Bastone European White Oak Wood 8” wide plank flooring on the upper floor. The kitchen features Custom Brookhaven cabinetry and Silestone countertops, a Dornbracht faucet & Hand painted limited edition tiles by Ann Sacks as a backsplash. Viking Professional, Sub-Zero/Wolf and ASKO high-end appliances, including Wolf induction cooktop and Zephyr curved-canopy range hood for the chef. The Master Bathroom features Custom mosaic tile wall, Wetstyle freestanding bathtub & Elite Woodwork Custom Cabinetry. All Bathrooms feature Hansgrohe fixtures, Toto toilets & Vanities & mirrors by Decotec & Wetstyle. The backyard is very private with no homes visible across the wide canal. Decks & Terraces with Cable railings with Ipe wood handrails, rear decks with cypress wood inlaid ceilings and marine-grade stainless steel fans overlooks a Tropical Paradise designed by DWY Landscape Architects, whose awards include ASLA Florida Award of Excellence, and the newer (2018, including Seawall Cap) composite dock with 10k lift on the Grand Canal. A Custom Six Kayak storage rack & a Kayak lift round out the Island lifestyle. There is even a custom treehouse for children built by Miami Treehouse Builders. This home is ideally situated on Palm Island, which is a Island on a Island. You are a short walk to the Beach (Beach Access 10) & the restaurants and nightlife of the Village, without the traffic.

238 Island Circle, Siesta Key

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