Hidden Harbor Homes with Deed Restrictions Community Features

Hidden Harbor Homes with Deed Restrictions Community Features

Welcome to Hidden Harbor, a picturesque subdivision nestled in the sun-kissed paradise of Siesta Key, Florida. This enchanting community offers a unique blend of coastal charm and modern living, making it an ideal retreat for those seeking a serene yet vibrant lifestyle.

Hidden Harbor is characterized by its beautifully designed homes, each thoughtfully crafted to enhance the natural beauty of the area. With deed restrictions in place, residents can enjoy a sense of community pride and well-maintained surroundings, ensuring that the neighborhood remains a tranquil haven. The aesthetic appeal of the homes, coupled with meticulously landscaped yards, creates a welcoming atmosphere that invites you to unwind and savor the coastal lifestyle.

One of the standout features of Hidden Harbor is its proximity to Siesta Key's world-renowned beaches. Just a stone's throw away, you'll find powdery white sands and crystal-clear waters, perfect for sunbathing, swimming, or indulging in water sports. The community is also conveniently located near local shops, restaurants, and recreational activities, offering a vibrant mix of leisure options for all ages.

Residents of Hidden Harbor benefit from a close-knit community atmosphere, where neighbors become friends and gatherings are a regular occurrence. Enjoy leisurely strolls along the picturesque streets or spend evenings at the nearby parks, where families can create lasting memories.

Experience the charm of Hidden Harbor, where coastal living meets community spirit. Discover your dream home in this idyllic subdivision and embrace a lifestyle defined by relaxation, beauty, and connection. Welcome to your new beginning in Hidden Harbor!

Newest Hidden Harbor Homes with Deed Restrictions Community Features

$7,675,000
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
$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
$217,500
Hidden Harbor SubDv. ⋅ 34746 Zip Code
LAKEFRONT LOT in GATED NEIGHBORHOOD of HIDDEN HARBOR * 0.52 ACRES * PICK YOUR OWN BUILDER * BUILD ON YOUR TIMELINE * TENNIS COURTS, GAZEBO, BASEBALL DIAMOND and a FISHING PIER OVERLOOKING the NEIGHBORHOOD POND. Last available buildable LAKEFRONT lot in the EXCLUSIVE, GATED Hidden Harbor community, nestled on the stunning shores of Lake Toho, part of the renowned Chain of Lakes. This 0.52-acre cleared lot is ready for your dream home, offering sunrise views, lush oak trees, and a serene, private setting with no building time restrictions—pick your own builder! Enjoy resort-style amenities including tennis courts, a pond, fishing pier, and secrity gate, all within an established, low-HOA neighborhood. Ideal for both investment or personal use, this prime location is just minutes from NEO CITY AND NEO CITY ACADEMY, DOWNTOWN KISSIMMEE, popular travel destinations, shopping, restaurants & much more. With access to top bass fishing lakes and the ability to boat to the coast, this is an opportunity you won’t want to miss!

Hidden Harbor Lane, Kissimmee
$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
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