Hidden Harbor Real Estate, Homes, Condos for Sale in Siesta Key, FL - Ed Grabowski

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, Sarasota

$8,500,000

4 Beds ⋅ 5 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.

1280 Hidden Harbor Way, Sarasota

$2,650,000

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!

5303 Hidden Harbor Road, Sarasota

$1,995,000

3 Beds ⋅ 3 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

5155 Hidden Harbor Road, Sarasota

$11,975,000

5 Beds ⋅ 8 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Sarasota

$7,950,000

6 Beds ⋅ 9 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life that lives like an endless retreat. The lower level invites you to linger outdoors surrounded by the scent of the saltwater breeze and the sounds of the cascading waters of the 65-foot infinity pool and spa. A covered living space blurs the line between home and horizon. A custom waterslide arcs playfully into the pool, while beyond, your private dock with a 20,000-pound lift awaits spontaneous voyages to Roberts Bay. Ascend by elevator or sculpted staircase to the heart of the home—spaces that feel both expansive and intimate. Walls of glass reveal shimmering water views, while the Meile appliance suite anchors a chef’s kitchen made for creating fine cuisine and lasting memories. Every detail and finish bears the signature of master craftsmanship. The home’s six bedrooms include two primary suites, each a retreat of its own with spa-inspired baths. Six full and three half baths offer both comfort and convenience for family and guests alike. A 700-square-foot bonus space stands ready to become whatever your imagination allows—a golf simulator, game lounge, or wellness studio. A three-car garage, new seawall, whole-home generator, and zero water intrusion during the 2024 storms provide unmatched peace of mind. As evening settles, the home transforms. Ambient lighting glows across the infinity edge and the hush of the bay replaces the day’s energy. You can almost hear the future stories unfolding here—laughter by the pool, sunrise swims, quiet coffee on the terrace. 5179 Hidden Harbor Road isn’t just a home; it’s a state of being—modern, effortless, and deeply connected to the water.

5179 Hidden Harbor Road, Sarasota

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels composed of Brazilian Ipe decking, wood ceilings, a private grill area with a dramatic view up the canal and a resort like swimming pool and spa featuring a rock waterfall and paver patio to fill your sun filled afternoons. Upon entering the home, you will see the amount of detail and craftsmanship that was put into this home. Hand-scraped wood flooring, coffered tongue-n-groove ceilings, huge baseboard and crown molding throughout. Expansive windows let the natural light in and an aquarium glass wall in the kitchen/family room overlooks your lower deck, swimming pool, spa and water view. The home has well over 6000 square feet of living area with the master suite occupying the first-floor level. This home affords 6 bedrooms, 5 full baths, 2 half baths, a private office with built-in cabinetry, 2 wet bars one on each level, 2 laundries with one on each level, a Sports room/ man cave with a built-in entertainment center. Upstairs has 4 bedrooms, two of which are suites, a second family room/playroom, theater/entertainment room which connects to your second level deck. The main level of the home incorporates your kitchen, family room, pantry, wet bar, dining room, private office, master suite and laundry. The kitchen features a huge walk-in pantry with entry door, a huge center island with a granite top, Subzero refrigerator, a Wolf 6 burner/griddle stove, a Wolf warming drawer, a Wolf microwave, 2 drawer Fisher Paykel dishwasher and a second Miele dishwasher for all your entertainment needs. Each level has a wet bar with the lower level having a subzero wine refrigerator and a drink refrigerator and the upstairs level has a Fisher Paykel dishwasher, an ice-maker, microwave, and a refrigerator. For the car enthusiast you have two 2 car garages with separate drives which provides additional parking as well. This spectacular home is hard to match, and you won't be disappointed. The home has an elevation of 15 feet and also has a home generator to provide comfort and a sense of security during any power outages that may occur. Schedule an appointment to see your future home!

5309 Hidden Harbor Road, Sarasota

$5,685,000

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$1,550,000

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in downtown Sarasota. Opportunity of a lifetime to build your NEW DREAM HOME on protected Sailboat Water, with no fixed bridges to the Gulf and only three minutes sail to the open waters of Sarasota Bay. PRICED BELOW LOT VALUE!

5179 Hidden Harbor Road, Sarasota

$2,995,000

Hidden Harbor SubDv. ⋅ 34242 Zip Code

An exclusive opportunity awaits on Siesta Key—a .6-acre homesite in the prestigious Hidden Harbor community. With 144 feet of prime canal frontage, this property offers direct access to the sparkling waters of Sarasota Bay, making it a boater’s paradise. As you arrive, a tree-canopied, pavered street winds through a secluded enclave of luxurious estate homes, setting the stage for the ultimate waterfront retreat. This is a rare chance to build your dream home in one of the island’s most coveted neighborhoods. The existing structure sustained flood damage from recent hurricanes and is being offered at lot value only—an incredible opportunity to create a custom masterpiece in this serene, private setting. Opportunities like this are few and far between—secure your slice of Siesta Key paradise today.

5225 Hidden Harbor Road, Sarasota

$1,600,000

2 Beds ⋅ 3 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for durability, the home includes a buried propane tank connected to a whole-house generator and an irrigation system fed by a dedicated well. Inside, the living room captivates with vaulted cypress ceilings, exposed beams, a wood-burning fireplace, hardwood flooring, and double French doors that open to the patio overlooking the canal. The dining room, adjacent to the kitchen, offers hardwood flooring, sliding glass doors, and a charming chandelier. The kitchen combines functionality and elegance, featuring granite countertops, under-cabinet lighting, and a reverse osmosis water filtration system. Upstairs, the primary suite is a private retreat with vaulted ceilings, a spacious walk-in cedar closet, and sliding glass doors opening to a balcony with sweeping canal views. The en-suite bathroom features dual sinks, a soaking tub, a walk-in shower, and vintage tile accents. An adjacent office/den offers built-in shelving, transom windows, and access to two balconies — one overlooking the canal and the other the front yard. On the main floor, the guest suite includes an 11-foot vaulted ceiling, private deck access, and an en-suite bathroom. Additional spaces include a cozy family room with dual sliding glass doors to the patio and an interior atrium filled with lush plants. Conveniently located just 1.3 miles from Siesta Key Beach and dining, 2 miles from shopping, and a short drive to downtown Sarasota, Sarasota Memorial Hospital, and the airport, this home offers both serenity and accessibility. This is a rare opportunity to own a piece of architectural history in a prime location. Experience the perfect fusion of timeless design, modern amenities, and waterfront living in this Hidden Harbor gem.

5112 Jungle Plum Road, Sarasota

$3,850,000

4 Beds ⋅ 4 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

IMAGINE owning nearly 3/4 of an acre on the exquisite Sarasota Bayfront! Your imagination can become reality on the northern end of world-renowned Siesta Key! This incredible property is perfect for living the true island life that you imagine! This dream property is located in Hidden Harbor only minutes from the famous Siesta Key Village as well as the #1 Beach in the United States and is conveniently situated to enjoy all the amenities beautiful Sarasota has to offer! Spanning almost 150 feet of direct Bayfront, this estate lot provides the perfect canvas for your custom waterfront dream home! This property's generous dimensions allow for an expansive main residence, extensive landscaping and multiple outdoor living spaces. This property represents one of the rare opportunities to build a custom Bayfront estate on Siesta Key. It’s prime location, size and views make it an exceptional choice for those seeking to create their ideal Florida home. Enjoy unobstructed breathtaking views over tranquil Robert’s Bay year-round from your private beach area. You can design this precious gem to make it your own with a custom-built home designed to your specific taste or remodel the existing home to your choice of finishes and personal touches and create your ultimate island lifestyle! Don't let this piece of island paradise slip away!

1290 Hidden Harbor Way, Sarasota

$1,442,000

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

***MAKE AN OFFER*** SIESTA KEY ISLAND LIVING AT ITS BEST! Nestled away on Siesta Key, you’ll find the neighborhood of Hidden Harbor – the tree-lined canopy streets with private paver roads add to the OLD FLORIDA TROPICAL CHARM of this highly coveted gem of a community. Whether you’re looking for a permanent residence or a second home retreat, this delightful home fits the bill! With 3 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE and a HEATED POOL WITH SPA, this home sits on JUST UNDER A HALF ACRE and will surely capture your heart! The large circular driveway has a gate off to the right of the home leading to the huge, fenced-in backyard – perfect for privacy and keeping your “toys” hidden away! Welcoming warmth with character & charm is what you’ll find upon entering this home. The sweeping curved staircase draws your eyes up to the beautiful natural wood clad cathedral ceilings. From there, the living room impact sliding glass doors lead out to the expansive screen-enclosed back deck, perfect for entertaining and then on to the large custom designed, heated pool & spa. Take the staircase up to the 2nd floor where you’ll find the primary owners’ suite with a generous bedroom, walk-in closet, linen closet, ensuite bathroom and additional bonus room currently being used as an office/study space. The spa-like bathroom has been updated with a beautiful stand-alone soaking tub, large picture window, a separate glass enclosed shower with a rain-shower fixture, a double sink vanity with stone countertops. Downstairs you’ll find the 2nd and 3rd bedrooms, guest bathroom, inside laundry, living room with a coral stone woodburning fireplace, dining room with built-in curio cabinets and gourmet kitchen. Each of the 3 bedrooms has its own private, screened balcony with impact sliding glass doors. The kitchen with its timeless coastal cottage style cabinetry is equipped with Viking appliances. A side door that opens to the deck makes for convenient outdoor grilling! Recent seller updates include NEW POOL/SPA, DECK & CAGE (2020), NEW METAL ROOF (2021), NEW A/C (2024). Centrally located between the North & South bridges to Siesta Key and just a mile to Siesta Key Beach, you’re going to love being able to play on the white powder sand and enjoy the aqua marine waters of the Gulf of Mexico any time you wish! SCHEDULE YOUR SHOWING TODAY!

5310 Hidden Harbor Road, Sarasota

$3,950,000

4 Beds ⋅ 5 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

A boater’s dream! Nestled on the edge of Hidden Harbor with easy access to Roberts Bay, this rare listing is definitely noteworthy – a hidden treasure behind lush landscaping. Imagine passing through a tree canopied road to your own personal oasis. This breathtaking setting offers 317’ of water frontage, with NO bridges to the bay, on a private street near the renowned Siesta Key Beach. With 4,457 square feet, on a 31,000 sq ft lot, this 4 bedroom plus office, 5 bath home offers plenty of space to entertain family and friends. A gracious entry leads into the double front doors and seamlessly flows into the foyer and great room with sliding doors that open to the ideal outdoor living space and large backyard with canal views and partial bay view. This inviting open and airy floorplan offers many flex space options. The screened pool and spa area feels like a tropical retreat amidst the magnificent natural backdrop. A private dock with two boat lifts offers direct access for boating, fishing, or simply embracing the tranquility of waterfront living. The chef-friendly kitchen includes granite countertops, L-shaped island, wood cabinetry, and uppers with glass doors to display collectibles. The large and open great room features a second fireplace. Just off the great room, enjoy the walk-in wine cellar and a library/office with a fireplace that can easily be turned into a separate guest suite. The layout places three bedrooms and two baths on one side of the home - private and comfortable for family or visitors. Pool and backyard views enhance the expansive master bedroom suite – a true retreat. Highlights of the en-suite master bath include His and Her bathrooms with an adjacent walk-in closet. Other noteworthy features include crown molding, hurricane-rated windows, a maintained seawall, two boat lifts, outdoor kitchen, and an oversized two-car garage. The spacious side-entry garage offers ample room for vehicles and storage, while the generously sized paved driveway ensures no shortage of parking spaces. Wander to one of the gulf coast barrier islands, explore the shopping of downtown Sarasota, or enthuse in the many recreational opportunities that the area offers. This exceptional home offers a seamless blend of indoor living and a captivating outdoor ambience, creating the perfect space for relaxation and entertainment - live a dream and make it home.

5349 Hidden Harbor Road, Sarasota

$2,700,000

4 Beds ⋅ 4 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Motivated Seller! Bring An Offer. Discover the epitome of upscale coastal living in this breathtaking waterfront property, boasting a prime location with 160 feet of direct water access. This property is not just a home, it’s a masterpiece, designed by the illustrious Ralph Twitchell, a pioneer of the Sarasota School of Architecture. The home’s waterfront charm is complemented by a recently updated dock, accommodating a 59-foot boat and featuring a brand-new 10,000 lb lift. Spanning 3,797 square feet, this single-level luxury abode offers four bedrooms and four bathrooms, presenting an aura of sophistication and comfort. The home underwent a tasteful renovation in 2019, enhancing its contemporary design while maximizing the stunning water views available from nearly every corner. Step inside to find interiors that exude elegance, with soaring ceilings, European oak flooring, and a state-of-the-art kitchen equipped with Quartz countertops and stainless steel appliances. The living room, adorned with an electric fireplace, opens up to a spacious screened lanai – the perfect setting to savor the refreshing coastal breeze and mesmerizing water views. The master suite is a haven of tranquility, offering serene views of the heated saltwater pool and spa. This private retreat includes two custom walk-in closets and an opulent bathroom with dual vanities, quartz counters, and chic, modern fixtures. Adjacent to the master suite is a versatile bonus room, ready to transform into your dream space – be it a luxurious home office, an artist’s studio, a private gym, or a serene poolside lounge. Car enthusiasts will appreciate the custom-built garage, spacious enough for four cars with potential for additional lifts. A newly renovated workout room with cork floors provides a dedicated space for fitness or meditation. The property also boasts a private putting area for golf aficionados and an air-conditioned “Fish Camp” complete with an outdoor kitchen, firepit, and the heated saltwater pool – creating an exclusive oasis for relaxation and entertainment. Seize the opportunity to own this magnificent coastal gem. Elevate your lifestyle and make this dream home yours today!

5121 Hidden Harbor Road, Sarasota

$6,000,000

4 Beds ⋅ 4 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Nestled within Siesta Key’s exclusive neighborhood of Hidden Harbor, a tree canopied intracoastal neighborhood with just 36 residences, awaits a breathtaking private oasis on .72 acres. Step inside and admire the meticulously crafted interior featuring newly refinished wide plank white oak flooring and custom millwork. Soaring ceilings will impress while a wall of windows will draw your attention to the backyard paradise where palm trees shade the sparkling, salt water circular pool. The opulent kitchen will inspire your culinary creations while friends and family gather around the oversized island and adjacent dining area. Custom, hickory cabinetry provides ample storage while the Silestone and granite counter tops sparkle under the updated recessed lighting. The top-of-the-line Sub-Zero refrigerator and Wolf cooktop/oven will delight the most discriminating chef. Retreat to the primary suite with a private outdoor terrace and spa-like bath featuring a walk-in shower, soaking tub and large walk-in closet. Upstairs you’ll find an office/den and 2 en-suite guest bedrooms both with private terraces and beautiful views. Invite your guests to enjoy the Suncoast lifestyle where mature trees provide privacy for your elegant, covered patio with shell stone flooring, a gas-assist wood-burning fireplace, graceful cypress ceilings, cozy seating, a fully equipped outdoor kitchen and breathtaking views of the shimmering waters of Robert’s Bay. Other noteworthy features include Lutron treatments on all first floor windows; whole-house Sonos surround sound; a comprehensive security system; 27kW generator; 2 AC units with 5 zones; hurricane rated exterior doors and windows; a 153’ seawall (installed in 2011); a 50’ dock; two remote-controlled boat lifts (10,000-lb & 16,000-lb); an oversized 2-car garage; and an irrigation well. Situated close to the prestigious Out-Of-Door Academy on the highly sought after Siesta Key, well known for its vibrant island culture and the world famous Crescent Beach, find yourself centrally located to all that is the quintessential Florida lifestyle. Wander to one of the gulf coast barrier islands for a day of lounging by the water, explore the arts and shopping of downtown Sarasota and St Armands Circle, or enthuse in the many recreational opportunities that the area offers from golf to wildlife watching. This exceptional home offers a seamless blend of luxurious indoor living and a captivating outdoor ambience, creating the perfect space for relaxation, entertainment, and creating lasting memories.

5119 Jungle Plum Road, Sarasota

$7,250,000

5 Beds ⋅ 6 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Experience the epitome of waterfront living at 1250 Hidden Harbor Way, Siesta Key, FL, a custom-built sanctuary where coast elegance meets timeless serenity. Nestled on a private, peninsula lot, the home has sweeping bay views all the way to the Sarasota skyline, with 409 ft. of water frontage, offering 280-degree unobstructed water views. This lavish 5 bed, 5 1/2 bath residence boasts 7,506 sq ft under air, a 5-car garage that includes an additional several thousand sq ft of finished space and sits on over half an acre of lush grounds. Embrace the boating lifestyle with direct access to the sparkling waters of Sarasota Bay from your secluded deepwater dock, discreetly tucked away and equipped with two boat lifts. The outdoor haven features a gated entrance, newly painted exterior (2023), natural seawall, terraced yard, infinity pool with spa, waterfall, and slide, several large outdoor terraces with a summer kitchen sporting a brand new grill. Inside, some of the amenities you'll find are cathedral ceilings, Lutron lighting system, speaker system, built-in cabinetry features, crown molding, solid core doors, an electric/hydraulic 3-stop elevator, and a security system. The newly painted main living space is completed surrounded with bay views and is comprised of a living room with cathedral ceilings, dining room, a two-story office with loft, art niches, a gourmet kitchen with butcher block island, custom cabinetry and top-of-the-line appliances, a family room, theater room, and large laundry room with loads of storage. The primary suite features a private terrace, with dual walk-in closets and a spa-like bath with marble floors and countertops, a free-standing soaking tub, dual vanities, glass walled double shower and two water closets. On the upper level, you’ll find 4 generous bedrooms. Each has ensuite custom tiled baths and spacious walk-in closets. Three of the bedrooms have views of the bay, and the other has its view overlooking the front yard from a private alcove. Additional highlights include a crow’s nest reading/yoga room with 280-degree bay views, enormous non-conforming space, 5-car split garage with ample storage, 600 sq ft exercise center, and hobby craft room. The bayfront infinity pool with fiber optic lighting, an outdoor 'cave' shower, rock water slide, and heated spa. Just two miles from the world-renowned Siesta Key Beach, you'll find yourself drawn to the powdery white sands and azure waters that have made this locale one of the most sought-after destinations in the world. The exclusive location of this magnificent property allows for easy access to the vibrant dining, shopping, and cultural experiences that Sarasota has to offer. Yet, it retains the tranquility and privacy that one would expect from a sophisticated coastal retreat, providing the perfect balance of luxury and leisure. SELLER FINANCING AVAILABLE. **Subject to credit qualification and lender approval.

1250 Hidden Harbor Way, Sarasota

$9,330,000

6 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

CONTEMPORARY LIVING WITH EXPANSIVE BAY VIEWS and Winner of HGTVs 2023 Ultimate House Hunt Waterside Category! This fabulous estate is located in Hidden Harbor, an exclusive and sought after neighborhood on the northern end of Siesta Key, with convenient access to downtown Sarasota and world-renowned Siesta Beach. This magnificent bayfront retreat is framed by 150 linear feet of water frontage and situated on over three-quarters of an acre with incredible landscaped gardens, providing its owners complete privacy. Entering this unique estate, you instantly enjoy peace and tranquility not often found with waterfront living. For the boating enthusiast, this property provides deep water with two boat lifts and a floating dock for easy access for kayaking and paddle boarding. Awe-inspiring remodeling which was completed in February 2023 has beautifully blended West Indies style and a truly contemporary feel with open living spaces, soaring ceilings, a dream kitchen and panoramic views which can be enjoyed from nearly every room. The primary suite offers dramatic water views, an expansive covered terrace, dual bathrooms, soaking tub and a walk-in shower -- all creating a truly spa-like environment. You will enjoy 6,369 sq ft of interior living space including 5 bedrooms and 7 baths, and a media room or 6th bedroom ensuite. Oversized lanais leading from the living areas and bedrooms create the perfect indoor/outdoor atmosphere. A stunning multi-level infinity pool and spa, complemented with a designer outdoor kitchen with swim-up bar, creates a resort-like ambiance. Other noteworthy amenities include a 3-car garage, generator, 500-gallon salt water aquarium, whole house water filtration system and much more. This trophy property with generous dimensions offers the buyer exceptional value and an opportunity to secure this fabulous property on beautiful Siesta Key. For more information, walk through videos, and matterport, please request the property website.

5131 Jungle Plum Road, Sarasota

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Sailboat water on Siesta Key with direct access to the intercoastal waterway. This is a rare property in Hidden Harbor on a canal with a boat dock on protected water. The circular drive brings to an old Florida ranch with charm and a small guest cottage too. The main house is a split plan with four bedrooms and three bathrooms, formal dining room, den, screened lanai overlooking the canal. All of the bedrooms have a water view too. The lot is enchanting with mature vegetation and mangroves along the canal side in a park like setting. Let's not forget the guest cottage with a full bathroom and the additional carport. This is a unique house with beautiful wood floors and some wood paneling and a cathedral ceiling in the living room. If you like the "Old Florida" style this a a must see. It has potential for a remodel or a teardown for your dream house in Hidden Harbor on Siesta Key. No bridges to bay.

5215 Hidden Harbor Road, Sarasota

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