Siesta Key Homes with Boatable Water Water Frontage

Siesta Key Homes with Boatable Water Water Frontage

Welcome to Siesta Key, Florida, a tropical paradise nestled in Sarasota County, renowned for its stunning beaches, vibrant culture, and idyllic waterfront living. This charming barrier island is celebrated for its powdery white sands and crystal-clear turquoise waters, making it a prime destination for sun-seekers and water enthusiasts alike. Siesta Key is not just a beach lover’s dream; it offers a unique blend of laid-back island charm and lively community spirit, with an array of shops, restaurants, and recreational activities.

For those who dream of living by the water, Siesta Key boasts an impressive selection of homes with boatable water frontage. Imagine stepping out of your back door onto your private dock, ready to embark on a day of boating, fishing, or exploring the stunning coastline. These waterfront properties provide not only breathtaking views but also direct access to the Gulf of Mexico, allowing for endless adventures on the water. Whether you’re looking for a cozy beach cottage or an upscale waterfront estate, Siesta Key’s real estate market offers something for everyone.

Living in Siesta Key means enjoying a lifestyle defined by relaxation and recreation. Spend your days basking in the sun on the beach, paddleboarding in calm waters, or dining al fresco at one of the island's delightful eateries. With its friendly atmosphere, vibrant community, and stunning natural beauty, Siesta Key is more than a place to live; it’s a way of life. Discover your dream waterfront home in this enchanting coastal haven today!

Newest Siesta Key Homes with Boatable Water Water Frontage

6005 Midnight Pass Road Unit S6, Sarasota
$839,000
2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code
Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota
5174 Sandy Cove Avenue, Sarasota
$5,100,000
5 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Sarasota
182 Island Circle, Sarasota
$2,695,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Enjoy the best of Siesta Key living from this Key West-style waterfront home on sought-after Palm Island, ideally located just a short walk from the powder-white sands of Siesta Key Beach and the shops, restaurants and entertainment of Siesta Key Village. Set along a quiet canal, this 4-bedroom, 2.5-bath residence offers a wonderful opportunity to enjoy the island lifestyle today while adding your own personal touches over time. The home features a functional, comfortable layout with generous living spaces and abundant natural light. Significant recent improvements include a brand-new roof along with impact-resistant windows and sliding glass doors throughout. The property has also remained high and dry with no history of flood damage. Outdoors, a pool overlooks the canal, creating an inviting setting for relaxing and entertaining. Boaters will appreciate the private dock and 8,000-lb boat lift, making it easy to take advantage of Siesta Key’s surrounding waterways. An adjacent county-owned vacant parcel provides additional separation and a welcome sense of privacy. With its combination of waterfront access, boating amenities, pool, privacy and proximity to both Siesta Key Beach and the Village, 182 Island Circle presents a compelling opportunity to create your own island retreat in one of Siesta Key’s most desirable residential neighborhoods.

182 Island Circle, Sarasota
500 Venice Lane, Sarasota
$2,295,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Beautifully updated homes can be recreated, however 320 feet of waterfront cannot. Add 2,510 square feet of sophisticated living, a 50-foot private dock, a short route toward open water, and this becomes a Siesta Key opportunity that is anything but ordinary. Designed for those who want the water to be part of everyday life, this beautifully updated residence combines three bedrooms, two-and-a-half baths, generous living spaces, thoughtful privacy and a clean contemporary aesthetic. Soaring ceilings, large windows and abundant natural light bring an airy energy to the open-concept living room that becomes the focal point of your island lifestyle. Plantation shutters offer privacy and architectural character, while gorgeous tile flooring creates cohesion and easy maintenance between Siesta Key adventures. The completely renovated kitchen makes a sophisticated statement with sleek gray and white cabinetry, quartz countertops and open shelving that turns favorite serving pieces into artful display. Privately positioned, the owner’s wing feels like a retreat of its own. The primary suite and separate study or recreation room sit adjacent to a secluded canal-side patio—the perfect perch for quiet morning coffee or sunset spirits. The renovated primary bath features modern cabinetry, a frameless glass shower and a luxurious soaking tub with water views. The additional bath has been equally thoughtfully renovated. Outside, Siesta Key living takes center stage. A screened pool, new pool deck and covered entertaining space offer plenty of room for lounging while overlooking the canal, while a private 50-foot Trex dock with a 5,000-pound boat lift makes boating an effortless extension of the day. Whether you like to tinker or simply appreciate being organized, even the garage is ready for you with painted flooring, extensive cabinetry and smart closet storage. Distinctive yet remarkably versatile, this is polished, move-in-ready Siesta Key living—with the kind of relationship to the water that simply cannot be recreated.

500 Venice Lane, Sarasota
546 Freeling Drive, Sarasota
$12,500,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be complete in 3–4 months. Discover an extraordinary opportunity to own a new construction waterfront residence on an expansive 0.52-acre double lot on North Siesta Key. Designed and built by Pham Development, this single-story, transitional modern-style home offers 170 feet of deep-water canal frontage, 4,353 square feet under air, and 15,453 square feet under roof. Featuring 5 bedrooms, 5 full bathrooms, 2 half baths, a designated private office, and the option for a private fitness studio, the residence showcases soaring 17.5-foot vaulted ceilings, a striking glass wine wall, and designer finishes. Light-filled interiors capture tranquil water views, while lush landscaping across the canal—with no homes visible—creates a serene, private backdrop. Opportunities to customize finishes and style allow you to make the home your own. Designed for both everyday comfort and entertaining, the open-concept living spaces center around a chef’s kitchen featuring a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The living areas flow seamlessly onto an expansive back patio equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button. A spectacular pool with a champagne hot tub spa, generous outdoor lounging areas, and a fully equipped Wolf outdoor kitchen create an inviting setting for alfresco dining and waterfront entertaining. The primary suite offers a private sanctuary with spa-inspired amenities and thoughtfully designed personal spaces. An elegant circular driveway creates a grand arrival, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. Combining exceptional canal frontage, peaceful views, and beautifully appointed indoor and outdoor spaces, this distinctive North Siesta Key residence offers refined coastal living.

546 Freeling Drive, Sarasota
8911 Midnight Pass Road Unit 511, Sarasota
$385,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
TOP-FLOOR COASTAL LIVING WITH BREATHTAKING VIEWS OF THE INTRACOASTAL WATERWAY AND THE GULF OF MEXICO! Experience the best of Siesta Key living from this exceptional, turnkey furnished one-bedroom, one-bath residence in desirable Sunrise Cove. Enjoy the rare opportunity to take in spectacular sunrises over Sarasota Bay and magnificent sunsets over the Gulf of Mexico, all from your top-floor coastal retreat! With stunning water views in both directions, sparkling blue waters, and passing boats, every day feels like a vacation in paradise. The bright, inviting interior flows seamlessly into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, while the spacious primary bedroom features a generous walk-in closet. An updated bathroom and turnkey furnishings make this beautiful condo ready for immediate enjoyment. RESORT-STYLE LIVING AT SUNRISE COVE! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, game room, and waterfront docks available to lease for a nominal fee on a first-come, first-served basis. Recent community improvements include new roofs, docks, and carports. LOCATION, LOCATION, LOCATION! Perfectly situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia's on the Bay and Turtles on the Bay. The complimentary Siesta Key Breeze trolley offers convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you're searching for a seasonal escape, investment opportunity, or year-round residence, this top-floor gem offers an exceptional combination of dual water views, resort-style amenities, and an unbeatable Siesta Key location. Discover the coastal lifestyle you've been dreaming of! Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota
4644 Higel Avenue, Sarasota
$6,300,000
4 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury.

4644 Higel Avenue, Sarasota
1640 Summerhouse Lane Unit 40, Sarasota
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Summer Cove On Siesta SubDv. ⋅ 34242 Zip Code
Rarely available at Summer Cove on Siesta Key, this exceptional 3-bedroom, 2.5-bath residence offers an elegant opportunity to enjoy the best of island living. Set within a gated Gulf-to-Bay community built in 2005, the residence features beautiful views from every window, abundant natural light, and deeded beach access. A private elevator opens directly to the residence, where comfort and coastal sophistication come together effortlessly. The thoughtfully designed kitchen serves as a beautiful centerpiece, while two expansive balconies extend the living space outdoors. Two tandem garage spaces provide secure, convenient parking. There is deeded beach access and a kayak launch for an easy way to enjoy the surrounding waterways and explore the coast. At the heart of the community is a beautifully renovated clubhouse. It was formerly the renowned Summerhouse Restaurant and a memorable part of Siesta Key history. Today, this distinctive gathering space features a new fitness center, game room, pool tables, library, and more—creating an inviting setting for recreation, entertaining, and relaxation. Outdoor amenities include a resort-style pool and spa, and a barbecue area. With its private elevator, generous outdoor spaces, secure garage parking, deeded beach access, and exceptional community amenities, this rarely offered residence presents a distinctive opportunity to experience Siesta Key in comfort and style. Siesta Key shops, restaurants, and beaches are just minutes away. Also, it’s just a short drive downtown Sarasota, St. Armand’s Circle, and Longboat Key. Schedule your private tour today!

1640 Summerhouse Lane Unit 40, Sarasota
Midnight Pass Road, Sarasota
$1,200,000
34242 Zip Code
PRICED FOR A QUICK SALE This rare and coveted 1-acre flag lot extends down to the Little Sarasota Bay Waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of America and the Intercoastal Waterway have to offer. You will enjoy your personal gateway to endless aquatic adventures, including boating, fishing, kayaking, paddleboarding, and shelling, or just relaxing on the beach. Stroll to your private dock extending approximately 235 feet into the bay waters, capable of docking a boat, jet skis, and kayaks. Walk or cycle 0.3 miles to the limited access Point of Rocks beach, a unique snorkeling and scuba diving spot, at the southern end of the world-renowned Siesta Key Beach, famous for its powdery white sands and calm, crystal clear waters. The Key’s South Village, adjacent to the island’s south bridge to the mainland, is a mere 1/2 mile from your front door. In addition to Siesta Key’s Best Beach Bars, South Village has a shopping area, grocery store, restaurants, fish market, and beach rentals, as well as a Marina, where your recreational boating needs abound. You won’t want to leave your new digs, but there is a lot more to this area. A tropical paradise married to a clean, vibrant city with a historic downtown is a rare combination, but it’s yours, only 7 miles up the coast in Sarasota, making it the epitome of Florida’s Sun Coast Living! In addition to its charming feel, Sarasota boasts a world-class Arts and Entertainment scene, with an array of upscale shops, gourmet restaurants, and vibrant nightlife venues to lure you out of your beach home for a “night on the town.” Indulge in a performance of a classic opera at the internationally acclaimed Sarasota Opera House, or catch a live blues show in a waterfront bar. Come claim your piece of Paradise! DRONE VIDEO ATTACHED TO THE LISTING! ***Also being offered as a Land Home Package! (See Photo #26) Call for additional information.

Midnight Pass Road, Sarasota
6285 Midnight Pass Road Unit 406, Sarasota
$749,000
2 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Sarasota
1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota
1250 N Portofino Drive Unit 304, Sarasota
$394,000
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Sarasota
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