Siesta Key Homes with Beach View Water Frontage

Siesta Key Homes with Beach View Water Frontage

Welcome to Siesta Key, Florida, a stunning barrier island nestled in Sarasota County that is renowned for its pristine beaches and vibrant coastal lifestyle. Known for its powdery white sands and crystal-clear turquoise waters, Siesta Key has consistently been recognized as one of the top beach destinations in the United States. With a charming blend of laid-back island vibes and upscale amenities, this enchanting locale offers an idyllic setting for both relaxation and adventure.

Siesta Key is not just a beach lover’s paradise; it’s also a thriving community that boasts an array of dining, shopping, and recreational opportunities. From delightful seafood shacks to upscale restaurants, there’s something to satisfy every palate. The island’s lively atmosphere is complemented by outdoor activities such as kayaking, paddleboarding, and fishing, ensuring that you can fully embrace the sun-soaked lifestyle.

For those seeking the ultimate in coastal living, Siesta Key offers exquisite homes with breathtaking beach views and waterfront access. Imagine waking up each morning to the gentle sound of waves lapping at the shore and enjoying stunning sunsets from the comfort of your own deck. These waterfront properties are designed to maximize the beauty of their surroundings, featuring spacious layouts, modern amenities, and private outdoor spaces perfect for entertaining or simply soaking in the sun.

Whether you’re looking for a vacation getaway or a permanent residence, Siesta Key’s homes with beach view waterfrontage provide an unparalleled opportunity to experience the best of Florida living. Discover your dream home in this coastal gem and make Siesta Key your personal slice of paradise!

Newest Siesta Key Homes with Beach View Water Frontage

757 Beach Road Unit 310, Sarasota
$950,000
2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code
Beautiful gulf views. This unit is situated right across from the public beach and is withing 0.9 miles/3 minutes to the village. This turnkey fully furnished and equipped unit is move in ready. Right thru the front door you are greeted with an open floor plan overlooking the beach and the gulf water views. Smell the salt air as you lounge or dine on your large private screen in patio. The unit offers a beach vibe paint palette well-appointed furnishing and shows ownership pride. As you enter you are greeted with a large kitchen with stainless steel appliances an abundance of cabinets and granite counter tops and a large island. The kitchen is fully stocked and ready for all your cooking needs. Next to the kitchen is a large dining area with a table for 6. The living room also overlooks the beach and water views. It has a large sectional and side chair plenty of room for all your guests. This unit offers a master suite overlooking the gulf with an ensuite full bathroom. The guest room is also a great size and has a full attached bathroom. Both bedrooms have oversized walk-in closets plus a separate owner's closet. The unit also offers luxury vinyl flooring, tile and carpet. Impact patio doors for a piece of mind. The community is gated, and you have an assigned carport for parking. Crescent Royal has a managed onsite weekly rental program. The site offers a heated pool, fitness center, shuffleboard, and a grilling area. Public beach is right across the street. Also, there is Trolley that gives you access to the village or take a short stroll to dining, entertainment, shopping and yes sand dollar picking on the sand bar. This unit is currently in the rental program and has an excellent rental history and future bookings. The gulf is calling don't miss this beautiful beach retreat.

757 Beach Road Unit 310, Sarasota
5760 Midnight Pass Road Unit 109, Sarasota
$1,289,000
3 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code
Rarely available and highly sought after, this beautifully renovated 3-bedroom, 2-bath residence is one of only a handful of lobby-level condominiums within Gulf & Bay Club. Perfectly positioned to capture expansive water views, the home offers breathtaking vistas from nearly every room, overlooking lush manicured grounds, serene lakes, and beautiful Gulf views stretching toward the horizon. The ever-changing backdrop of water, tropical landscaping, and coastal skies creates a sense of tranquility that is uniquely Gulf & Bay. A comprehensive floor-to-ceiling renovation has transformed the residence into a sophisticated coastal retreat. The living area was thoughtfully expanded to maximize both space and scenery, creating an open, light-filled environment where the spectacular views remain the focal point. With no elevator required and convenient access to the beach, pools, and community amenities, this coveted ground-floor location offers a level of accessibility and ease rarely found on Siesta Key. Lovingly maintained by its owners and never rented, the residence reflects pride of ownership throughout. Behind the beautiful finishes lies an extensive list of meaningful improvements, including impact-resistant windows and doors, a new HVAC system, luxury vinyl plank flooring, custom shades, and newer appliances, including a washer, dryer, garbage disposal, and a beverage/wine cooler at the dining area's dry bar, the perfect spot to prepare sunset cocktails and appetizers before heading out to enjoy another beautiful evening on Siesta Key. Offered turnkey furnished, this condo is ready to be enjoyed from day one. Brand-new La-Z-Boy furnishings enhance the living room, while carefully selected Pottery Barn pieces create a bright, serene atmosphere in the primary suite. The third bedroom features custom built-in cabinetry and provides office space including a full-size bed for guests. The spacious second guest bedroom comfortably accommodates two queen-size beds and includes built-in storage designed to maximize both function and comfort. Gulf & Bay Club offers a true resort-style experience set along 800 feet of private beachfront on world-famous Siesta Key Beach. Residents enjoy a beautifully maintained, gated community with on-site maintenance and an exceptional array of amenities, including three heated swimming pools, tennis and pickleball courts, fitness facilities, saunas, two clubhouses, beach chair service, and recently updated landscaping, fencing, beach enhancements, electric charging stations and grilling areas. Surrounded by tropical landscaping, scenic lakes, fountains, and winding pathways, Gulf & Bay delivers the atmosphere of a luxury coastal resort while offering the comfort and convenience of home. Location is key here, so close to shopping, dining, downtown Sarasota, the airport, and so much more! Need to head to Siesta Key Village for some fun? Hop on the free trolley; your possibilities are endless! Whether you're seeking a full-time residence or a seasonal escape, this exceptional property offers a rare combination of panoramic water views, extensive upgrades, turnkey convenience, and an unmatched Siesta Key lifestyle.

5760 Midnight Pass Road Unit 109, Sarasota
1300 N Portofino Drive Unit 102, Sarasota
$449,995
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
THE SIESTA KEY LIFESTYLE, ALL IN ONE EXCEPTIONAL WATERFRONT COMMUNITY! Imagine starting your day with coffee overlooking a picturesque harbor, spending the afternoon with your toes in Siesta Key’s powdery white sand, and gathering with friends for sunset cocktails as another spectacular Florida day draws to a close. Welcome to Siesta Harbor Condominiums Association, a vibrant 55+ community where boating, beach days, and an inviting social scene come together in one extraordinary island setting. DIRECT WATERFRONT LIVING! Perfectly positioned on the ground floor, this beautifully updated, fully furnished 2-bedroom, 2-bath residence feels more like a private coastal home than a condo. Forget elevators and stairs - simply walk through your front door with groceries or beach bags and you’re home! Inside, a bright, breezy interior features attractive tile floors throughout and an open layout designed for easy entertaining. The remodeled kitchen is a showpiece, with gorgeous granite countertops, crisp white cabinetry, stainless steel appliances, a stylish glass backsplash, a generous breakfast bar opening to the living room, and the everyday luxury of a KITCHEN PANTRY—all with gorgeous views of the harbor! The living room flows into a spectacular glass-enclosed lanai, where walls of impact-resistant glass sliders frame intimate views of the harbor, lush tropical grounds, and boats gently resting along the waterway just beyond your windows. Imagine lingering here with a good book, watching the boats drift by, or savoring an evening cocktail in your own waterfront retreat. Two welcoming bedrooms include a flexible guest room with a Murphy bed, ideal for visitors or a home office. Updated bathrooms include a bidet toilet in the primary suite. Impact glass, tasteful furnishings, a private LOCKED STORAGE CAGE just down the hall, and on-site laundry and covered parking are welcome perks. Beyond your front door, the Florida lifestyle unfolds! Boaters will love the harbor's DIRECT INTRACOASTAL WATERWAY ACCESS WITH NO BRIDGES, situated just north of the South Bridge no-wake zone for convenient cruises south toward Venice. Imagine stepping aboard your boat just outside your home and setting off for a day on the water (slips subject to availability). Beach lovers will treasure DEEDED BEACH ACCESS directly across the street at Crescent Arms, opening the door to Siesta Key’s world-famous white quartz sand and sparkling Gulf waters. Spend sun-drenched afternoons by the community pool, relax in the hot tub, or enjoy the clubhouse, fitness center, library, billiards, and lively social activities. One of Siesta Harbor’s most cherished traditions is sunset happy hour on the waterfront sunset deck, where neighbors gather to toast another beautiful evening in paradise. Tucked into a peaceful waterfront setting, Siesta Harbor is just moments from South Siesta Key Village, with its grocery store, restaurants, bars, and charming boutiques. The nearby South Bridge makes mainland Sarasota wonderfully accessible, while the Breeze transit stops right in front of the clubhouse for a convenient way to explore the island. Whether your perfect day means cruising the Intracoastal, strolling the beach, sharing sunset cocktails, or simply relaxing beside the water, this is more than a condominium—it’s your invitation to live the SIESTA KEY LIFESTYLE you’ve always imagined! WHERE ELSE can you enjoy waterfront living and resort-style amenities under $500K on Siesta Key?

1300 N Portofino Drive Unit 102, Sarasota
5174 Sandy Cove Avenue, Sarasota
$1,975,990
Sara Sands SubDv. ⋅ 34242 Zip Code
This oversized cul-de-sac lot has just been cleared and is currently permitted and the slab has been poured. In addition a new 275 foot seawall has also been completed along with a dock and 10,000 lb boat lift. This lot is ready for your new home plans or use the existing plans that have been permitted and approved. Plans with existing builder can be taken over if desired or design your own home with your builder. Your back yard has south west exposure and plenty of room for 1 more boat lift if desired. Currently permitted for a 3700 square foot 4 bedroom 4 bath home. Don't miss this homesite with close proximity to the north village and all that Siesta Key has to offer. The last picture shows the proposed home that is permitted. This could also be changed.

5174 Sandy Cove Avenue, Sarasota
6415 Midnight Pass Road Unit P10, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Experience coastal living at its finest in this beautifully renovated top-floor corner residences featuring 2 bedrooms and 2 bathrooms at The Anchorage on Siesta Key. Enjoy sweeping views of the Intracoastal Waterway, the pristine sands of Siesta Key Beach, and the beautiful Gulf of Mexico. Multiple balconies provide inviting spaces to take in the incredible surroundings, while generous storage, impact windows, a new water heater (2026) and A/C (2022) bring additional value and functionality to the residence. The primary suite opens to a private balcony where you can admire the sparkling Gulf by day and spectacular beach sunsets in the evening. The thoughtfully designed kitchen features stainless steel appliances and opens seamlessly to the dining and living areas, creating a welcoming space to relax or entertain while enjoying the beautiful surroundings. The split-bedroom floor plan places the two bedrooms on opposite sides of the main living space, providing added privacy for owners and guests. The living room balcony showcases the Intracoastal Waterway and Sarasota skyline, while the second bedroom offers its own peaceful waterfront outlook. The Anchorage is a gated community featuring deeded beach access, pickleball courts, a community pool, clubhouse, and boat slips. This residence also includes an under-building parking space and a private storage unit. Whether you're seeking a serene coastal retreat, a vacation getaway, or a special place to enjoy the Siesta Key lifestyle, this condo offers an exceptional opportunity to experience beautiful water views, breathtaking sunsets, and the best of island living. This condo is being offered furnished.

6415 Midnight Pass Road Unit P10, Sarasota
3482 Flamingo Avenue, Sarasota
$6,975,000
6 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Some homes are defined by their architecture, others by their setting. Casa Flamingo is a rare convergence of both, offering a distinctive vision of waterfront living on the coveted north end of Siesta Key. Set across nearly an acre of lush grounds, this custom-built estate encompasses nearly 10,000sqft of total space, ideal for multi-generational living. Beyond the gated entrance, a palm-lined drive passes beneath the guest house’s striking arched passageway, opening to a courtyard where hand-carved Cantera stone introduces the shimmering waters of a 45-ft long pool. The grounds unfold toward the waterfront, where white sand creates a private beach-like retreat, complete with a launch for kayaking and a private dock and lift. Along the protected waters of Hanson Bayou, deep-water boating offers effortless access to the Gulf of Mexico without fixed bridges. Here, outdoor living takes on an entirely different dimension, with spaces designed for leisurely afternoons and sunset gatherings. The main residence centers around an expansive great room and chef’s kitchen, complemented by an expansive primary suite and additional guest accommodations. Elevated above the entrance, the separate guest house offers a private retreat for family and guests. Completing the estate is an oversized 3-car garage. From the private dock, Sarasota Bay, Big Pass, and the open Gulf become an extension of everyday life. Casa Flamingo offers a rare opportunity to experience the north end of Siesta Key, with Sarasota’s celebrated dining, cultural destinations, and boutique shopping just moments away.

3482 Flamingo Avenue, Sarasota
5780 Midnight Pass Road Unit 301, Sarasota
$1,500,000
2 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
There is something special about a place where the walk to the beach is nearly as beautiful as the beach itself. Welcome to Gulf & Bay Club, one of Siesta Key's most distinctive beachfront communities, where lush tropical landscaping, winding pathways, islands surrounded by freshwater lagoons, and beautifully manicured grounds create a resort-like atmosphere that feels worlds away from the everyday. Positioned in Building B, just one building removed from the Gulf, this exceptional end-unit residence offers a perspective that is uniquely its own. Expansive windows capture abundant natural light and unparalleled views across the community's picturesque grounds, while the northwest exposure welcomes the warm glow of Siesta Key’s legendary sunsets. One of only 14 residences featuring this generously proportioned two-bedroom, two-bath floor plan, Unit 301 offers the space and flexibility to truly settle into island living. Inside, a comfortable coastal aesthetic creates an inviting backdrop for relaxed days and easy entertaining. Luxury vinyl plank flooring flows throughout, providing a handsome, low-maintenance foundation ideal for beachfront living. The kitchen features ivory cabinetry, solid-surface countertops, generous workspace, and smart stainless appliances, while beautifully updated bathrooms offer crisp white cabinetry, abundant storageand contemporary frameless glass showers. An enclosed lanai extends the living area, creating a wonderful setting to enjoy the surrounding views in year-round comfort. Beyond your front door, Gulf & Bay Club delivers an exceptional collection of amenities, including an incomparable 800 feet of private beach access, swimming pools, state of the art fitness facilities, tennis and pickleball courts, beautifully maintained gathering spaces, and an organized social calendar. With convenient access to both the shoreline and the community's recreational amenities, this residence offers an appealing balance of activity and tranquility. Spacious, welcoming and wonderfully positioned, this is an opportunity to experience Siesta Key from a perspective that is every bit as memorable as Siesta Key itself

5780 Midnight Pass Road Unit 301, 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
1140 Windsong Lane Unit A, Sarasota
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code
What if your next luxury vacation home could be just as rewarding when you're away as when you're enjoying it yourself? Welcome to Blue Lagoon, an ultra-high-performing short-term luxury vacation rental on Siesta Key, purpose-built to deliver the best of both worlds: an extraordinary private coastal retreat and a compelling income-producing asset. Your home. Your schedule. Your decision. Built in 2024 and offered turnkey furnished, this five-bedroom, seven-bath residence delivers 3,891 square feet of sophisticated coastal living, with beautifully curated interiors, an expansive gathering kitchen, five en-suite bedrooms, private elevator, and multiple terraces overlooking the island. But the real magic? Step outside. A spectacular private lagoon awaits, complete with a rock waterfall, waterslide, rope swing, jumping platform, and heated saltwater pool, accompanied by outdoor entertaining spaces, miniature golf, and bocce. Above it all, a rooftop terrace captures Gulf views, while deeded beach access places Siesta Key's celebrated shoreline just moments away. Part of Vunique's distinctive collection of luxury vacation homes, Blue Lagoon combines commercial-grade durability with residential sophistication, engineered for the demands of luxury vacation rental performance without compromising the pleasures of private ownership. Enjoy it exclusively, capitalize on its rental potential, or find your own balance between the two. An exceptional lifestyle. A compelling investment. Entirely your decision.

1140 Windsong Lane Unit A, Sarasota
6018 W Peppertree Way Unit 231B C, Sarasota
$1,124,900
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Just steps from the world-renowned Siesta Key Beach, Peppertree Bay offers the ultimate coastal lifestyle. Ideally positioned between the Gulf of Mexico and Sarasota Bay, this sought-after community features private, deeded beach access, beautiful waterfront surroundings, and resort-style amenities. It’s island living at its best! This beautifully positioned second-floor residence offers unobstructed Gulf views. The newly renovated lanai is a true highlight, featuring floor-to-ceiling windows that bring the breathtaking water views indoors, along with motorized blinds for effortless comfort and convenience. It’s the perfect place to enjoy morning coffee, spectacular sunsets, and the relaxed coastal lifestyle. A particularly desirable feature is the private garage with additional storage, a rare find among Siesta Key condominiums. With room for your vehicle, beach gear, bicycles, and more, you’ll appreciate the added convenience of having your own dedicated space. Two parking spaces add even more value. Offered turnkey furnished, the two-bedroom residence is ready to enjoy as a personal beach retreat or income-producing investment. The guest bedroom includes a Murphy bed for additional sleeping accommodations, making it easy to welcome family and friends. Peppertree Bay offers an impressive collection of resort-style amenities, including a heated swimming pool, fitness center, clubhouse, tennis and pickleball courts, all just a short walk from the residence. For added flexibility, the community allows rentals up to four times a year, with a one-month minimum, making this an appealing opportunity for those seeking a personal getaway with rental income potential. Whether you’re looking for a full-time coastal residence, a seasonal escape, or an investment opportunity, this Peppertree Bay property offers the beach, amenities, privacy, and convenience that make Siesta Key so special.

6018 W Peppertree Way Unit 231B C, Sarasota
1142 Windsong Lane, Sarasota
$7,900,000
10 Beds ⋅ 14 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34242 Zip Code
What if your next luxury real estate investment was just as rewarding to own as it was to enjoy? Welcome to Golden Springs Estate, an ultra-high-performing short-term luxury vacation rental on Siesta Key, generating well over half a million dollars in annual gross rental revenue, where the lines between private coastal retreat and income-producing asset become beautifully blurred. Comprising two distinct, turnkey luxury residences, this 2024-built estate delivers 10 bedrooms, 14 bathrooms, 7,782 square feet of interior living space, and an extraordinary collection of amenities designed for entertaining on a grand scale. Think two private saltwater pools, rooftop terraces with Gulf views, private elevators, expansive outdoor living, and deeded beach access just moments away. Two residences. Twice the possibilities. Purpose-built for the luxury vacation rental market, each residence is fully self-contained and independently functional, separated by a common wall yet offering the privacy and autonomy of an individual home. Capitalize on the income potential of both residences, live in one full-time while the other generates revenue, or create a multigenerational coastal retreat with the freedom to accommodate family and guests without sacrificing privacy. Part of Vunique's distinctive collection of luxury vacation homes, this is an opportunity to think beyond conventional real estate ownership. An exceptional lifestyle. A compelling investment. Entirely your decision. Each residence may also be purchased separately. Contact your real estate professional for additional information.

1142 Windsong Lane, Sarasota
9000 Blind Pass Road Unit B307, Sarasota
$895,000
2 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Come and see why Fisherman’s Cove is one of the most highly desirable communities on Siesta Key! This is one of the only complexes in which direct beachfront living also offers the boating lifestyle right out the back door! Discover an exceptional opportunity to own a top-floor 2-bedroom, 2-bath condominium offering 1090 square feet of coastal living, complete with an enclosed lanai showcasing breathtaking direct Gulf views and spectacular sunsets. One of the residence’s stunning features are new impact resistant glass sliders with in the lanai, an upgrade that beautifully captures the panoramic water views while allowing abundant natural light to fill the living space. Inside, the residence features attractive laminate flooring with sound-buffered installation throughout, light and bright colors and a spacious walk-in closet with a washer and dryer- very rare for a condominium. Offered turnkey furnished, this condominium is ready to enjoy as a full-time residence, private beach retreat, or investment property as WEEKLY RENTALS ARE ALLOWED! Newer HVAC and water heater are also a huge bonus. Beyond its incredible beachfront setting, Fisherman’s Cove offers a unique combination of Gulf-front living and boating convenience, featuring direct Gulf frontage and access to the Intracoastal Waterway. Residents enjoy approximately 900 feet of beautiful sandy beach, gated access, a heated community pool, kayak storage and dock, fishing from the community docks, and 40 boat slips available to owners and renters at no additional charge. Additional conveniences include elevator access, assigned parking, ample guest parking, storage, on-site management and rental office, and gas grilling areas along the picturesque lagoon. Experience the best of Siesta Key living with breathtaking Gulf sunsets, private beachfront access, exceptional boating amenities, and a welcoming waterfront community. An outstanding opportunity to own your very own piece of paradise!

9000 Blind Pass Road Unit B307, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!