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523 Beach Road, Sarasota
$8,249,000
19 Beds ⋅ 12 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
EXCLUSIVE SIESTA KEY INVESTMENT OPPORTUNITY | 9 INCOME-PRODUCING RENTAL UNITS | 7+ Percent CAP RATE | STEPS from SIESTA KEY BEACH! An exceptional opportunity to acquire TWO adjacent income-producing properties at 523 BEACH ROAD and 530 CANAL ROAD, ideally located just a one-minute walk from Siesta Key Beach and five minutes from the vibrant Siesta Key Village. The portfolio comprises 9 established vacation rental units, including 7 on Beach Road and 2 on Canal Road, accommodating couples, families, and larger groups. Significant improvements have enhanced both properties, with five of the nine units reportedly fully renovated and additional upgrades completed through 2025. Key features include: modernized interiors, kitchens, and appliances, new HVAC systems installed in 2025, impact-resistant windows, heated swimming pool and tropical landscaping, private outdoor areas, BBQ facilities, and outdoor showers, 25+ parking spaces, complimentary beach amenities. This is A TURNKEY HOSPITALITY INVESTMENT. The properties offer an established short-term rental operation with professional management, strong visibility across major booking platforms, and a history of returning guests. Combining an exceptional location, recently upgraded accommodations, and an attractive 7+ Percent CAP rate, this portfolio presents a compelling opportunity to invest in one of Florida’s most desirable vacation destinations. Financial statements, operating performance, and supporting documentation are available to qualified buyers upon execution of a Non-Disclosure (NDA).

523 Beach Road, 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

3936 Hamilton Club Circle Unit 6, Sarasota
$1,400,000
3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code
Siesta Key,exclusive gated community of only 18 homes with deep water marina,pool, and tennis court all within a private, lush, tropical paradise . Walking paths around a central lagoon , as well as a beautifully maintained boardwalk of Ipe wood bordered with mangroves , are among the things that make Hamilton Club so very special . Inspired by the architecture of Bermuda with its close ties to 17th Century Great Britian is recognized by its striking pastel colored walls and "welcoming arms"staircases . Very close to the Village and Crescent Beach yet equally convenient to Downtown Sarasota. This sophisticated townhome has been renovated with fine finishes , wood and stone are incorporated in a wonderfully artistic way. Soaring ceilings and a Southern exposure provide amazing ,cheerful lighting . Fabulous center island in a truly stunning kitchen with expansive counter space, premium appliances and elegant custom cabinetry .Large walk in pantry .

3936 Hamilton Club Circle Unit 6, Sarasota

5880 Midnight Pass Road Unit 706, Sarasota
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
Experience ultimate coastal luxury at Casarina, ideally situated directly on the quartz-white sands of award-winning Crescent Beach. Welcome to Unit 706, a phenomenal 7th-floor residence offering wonderful elevated sightlines, a recently and tastefully remodeled interior, and the quintessential Siesta Key beachfront lifestyle. This thoughtfully maintained building provides exceptional resort-style amenities, including a heated beachfront swimming pool, soothing hot spring spa, clubhouse, fitness room, tennis courts, and private beach access. Boasting a perfect mid-Key location, you are just moments away from local island dining, boutiques, and convenient mainland access via the Stickney Point Bridge. Don’t miss this premier island opportunity.

5880 Midnight Pass Road Unit 706, Sarasota

6157 Midnight Pass Road Unit E24, Sarasota
$474,000
1 Beds ⋅ 1 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
Elevated living awaits in this beautifully appointed 4th-floor condo, located just minutes from the quartz sands of Siesta Key Beach. This turn-key residence offers a seamless blend of relaxed Florida style and incredible investment potential. The bright, airy interior is flooded with natural light, leading out to an east-facing screened balcony that overlooks lush, tropical landscaping. This condo features durable ceramic tile flooring throughout the main living areas, a well-equipped kitchen with stainless steel appliances, and a generous walk-in pantry. Storage is effortless thanks to a separate large closet designed to house all your beach and pool gear. Recent mechanical updates, including a brand-new water heater and a newer A/C system, for greater peace of mind. Positioned as a premier vacation destination, this property allows for weekly rentals, offering a fantastic opportunity to offset ownership costs with gross rental income ranging from $30,000 to $40,000 annually. Residents enjoy access to a resort-style community pool, tennis courts, a social room, and a fishing pier. The unit includes one assigned covered parking space along with ample guest parking. Whether you are looking for a personal getaway or a high-performing rental, this condo delivers the ultimate coastal lifestyle.

6157 Midnight Pass Road Unit E24, Sarasota

1430 Point Crisp Road, Sarasota
$15,995,000
4 Beds ⋅ 7 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code
Move Right In! One of a kind turnkey waterfront home with water views from every room in the house and over 800ft of waterfront on the private oasis. Tucked away near the end of Point Crisp Road, where Siesta Key narrows into Little Sarasota Bay and feels like an island of its own, this 2022 custom residence occupies a truly distinctive waterfront setting. As the second-to-last home on Point Crisp, the property offers a remarkable sense of privacy, sweeping water views and nearly three-quarters of an acre in one of Siesta Key’s most unique locations. Offering 5,301 square feet under air and 12,497 square feet under roof, with four bedrooms, six full baths and one half bath, the home combines newer construction with a setting that is increasingly difficult to replicate. Built by D.E. Robinson Construction Group, the interiors flow naturally toward the water. Corner pocket sliders open the main living area outdoors, while the kitchen features Thermador appliances, wood cabinetry and a hidden walk-in pantry. A wine bar with wine refrigerator and ice machine complements the entertaining spaces, along with whole-home surround sound and custom lighting. A dedicated office with pocket doors enjoys water views and connects to an ensuite bath that also serves the pool. All three guest suites are thoughtfully positioned on the main living level, with every bedroom offering an ensuite bath for comfortable and private accommodations for family and visitors. Upstairs, the owner’s suite is positioned on the sunset side as a true retreat. Separate his-and-hers bathrooms and walk-in closets create distinct personal spaces, with her bath featuring a soaking tub and his closet incorporating a second washer and dryer. Between the two bathrooms, a private outdoor space opens toward the water. Outside, a 54-foot infinity saltwater pool and spa anchor the outdoor living experience. An outdoor kitchen, generous decking, landscaped grounds and a lawn area along the water create multiple spaces for dining, lounging and entertaining. Although only a few years old, the home has received more than $1.3 million in major updates and improvements. New seawalls along the front and rear enhance the waterfront, while a dock with electrical service and a 30,000-pound boat lift complete the boating setup. The residence is offered fully furnished, with a boat and jet skis included for a truly turnkey Siesta Key lifestyle. The expansive 4+ car garage configuration adds flexibility, with generous vehicle space, built-ins and ample first-level storage. Air-conditioned garage areas add comfort and function, while the central garage can serve as a game room, hobby space or additional conditioned area and connects directly to the larger garage. A whole-home generator, water treatment system and elevator add everyday convenience. Direct lower-level access leads outside to an outdoor shower, ideal after time at the pool or on the water. What makes this property exceptional is the way everything comes together: newer construction, thoughtful interiors, extensive improvements, serious boating infrastructure, and water views that are difficult to replicate. From the office and guest suites to the owner’s retreat, pool, lawn and dock, the water remains part of the experience. This is one of those Siesta Key properties that simply has to be seen in person to fully appreciate.

1430 Point Crisp Road, 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

5215 Calle De Costa Rica, Sarasota
$1,175,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
LOCATION AND CHARM!!! Welcome to 5215 Calle De Costa Rica, a single-family home located in Siesta Key, FL just steps away from the highly desired Siesta Key Beach and Village. This charming cottage offers an unbeatable location along with 1,762 square feet of living space featuring 3 bedrooms and 2 bathrooms. The main house can have one interior door closed which creates a private mother-in-law suite with its own exterior entrance. In addition to the main house there is a quaint separate guest house that offers ample space for family and friends, an office or a creative space as a studio. The entire property is fenced and feels like its own private oasis surrounded by lush tropical landscaping and generous private outdoor spaces with brick paths and patios to enjoy your morning coffee or relax in a fabulous serene environment. Inside this 6-room property you will find luxury custom ceramic tile throughout and tongue-and-groove walls and ceilings. The many windows allow in plenty of gorgeous natural light, making every room bright and welcoming. New HVAC in main house in 2024 as well as kitchen flooring. You will also appreciate the quiet street where neighbors often gather while walking their dogs while being only 5 blocks to shopping, dining and the fantastic nightlife that Siesta Key Village offers. Just a half mile walk to Sunset Pier or Beach Access #7 and the powdery quartz sands of the top-rated Siesta Key Beach. This home is perfect as a primary residence, a vacation/second home or a fabulous opportunity as an investment property. Don't miss the opportunity to own this rare and special Siesta Key Cottage located in the most coveted of locations. Bring your bikes and beach chairs because this home offers endless possibilities and the Siesta Key lifestyle offers so much to be explored and enjoyed!!

5215 Calle De Costa Rica, Sarasota

6287 Midnight Pass Road Unit 106, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
PRICED $30,000 LESS THAN LAST APPRAISAL REPORT (May 2026). Enjoy the best of the Siesta Key lifestyle at Excelsior Beach to Bay! This beautifully appointed 2-bedroom, 2-bath condominium features new plank tile flooring throughout the main living areas, with traditional tile flooring in both bathrooms. Hurricane-impact windows provide additional piece of mind. Residents enjoy deeded access to world-famous Siesta Key Beach, along with beautifully maintained tropical grounds and an impressive array of resort-style amenities. Relax by either of the two community pools, stay active on the tennis and pickleball courts, or take advantage of the fitness center, shuffleboard and outdoor grilling stations. Additional amenities include a community room, library and convenient on-site management. Each building offers assigned covered parking with ample additional parking for guests. An additional storage unity provides convenient space for beach chairs, bicycles, and all you beach essentials. Whether you're looking for a full time residence, a seasonal getaway, or an investment opportunity, Excelsior offers exceptional flexibility. Ideally located near Siesta Key's beautiful beaches, popular restaurants, shopping and entertainment, this is an opportunity to enjoy the very best of coastal Florida living!

6287 Midnight Pass Road Unit 106, 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

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

9203 Midnight Pass Road Unit 2, Sarasota
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
SIESTA KEY WATERFRONT LIVING WITH BRAND-NEW PRIVATE DOCK, 16,000-LB BOAT LIFT, AND INTRACOASTAL WATERWAY VIEWS! Discover the ultimate coastal lifestyle at 9203 Midnight Pass Road, a beautifully renovated three-bedroom, two-and-a-half-bath waterfront residence ideally situated on the peaceful southern end of Siesta Key, just a short walk from Turtle Beach. Combining stylish interiors, exceptional boating amenities, and an unbeatable island location, this inviting retreat offers the perfect blend of comfort, convenience, and waterfront living. Thoughtfully updated throughout, the residence features a beautifully remodeled kitchen with contemporary finishes, renovated bathrooms, and comfortable living spaces designed for both everyday enjoyment and effortless entertaining. Two enclosed lanais provide an additional 356 square feet of versatile space, creating inviting areas to relax, entertain, or simply take in the tranquil Intracoastal Waterway views. For boating enthusiasts, this property truly shines. A brand-new private deep-water dock and newly installed 16,000-pound boat lift offer outstanding convenience and direct access to the Intracoastal Waterway and Sarasota's spectacular boating destinations. Whether spending the day fishing, cruising Sarasota Bay, or exploring the Gulf waters, the boating lifestyle is right outside your door. With these substantial waterfront improvements already completed, you can begin enjoying the freedom of waterfront living from day one. Additional highlights include a waterfront community swimming pool, convenient ground-level lanai access, and a pet-friendly community. With a three-month minimum rental period, this residence offers flexibility for year-round living, a seasonal Siesta Key getaway, or potential rental income. Most furnishings are also available separately, offering an opportunity for a convenient transition to island living. Ideally positioned near Turtle Beach, residents can enjoy beautiful Gulf sunsets, beachcombing, and leisurely shoreline strolls, while nearby waterfront restaurants, shopping, and the vibrant attractions of Siesta Key Village complete the coastal experience. Whether you're searching for a Siesta Key waterfront home, a boating retreat, or a seasonal Florida escape, 9203 Midnight Pass Road delivers an exceptional opportunity to enjoy the very best of waterfront living on Siesta Key.

9203 Midnight Pass Road Unit 2, 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

5324 Siesta Court, Sarasota
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Virtually Staged. Set in desirable Siesta Cove, 5324 Siesta Court pairs inviting indoor and outdoor living with the charm of an established neighborhood known for its quiet, tree-lined streets and proximity to Siesta Beach. Step through the front door into a bright foyer that opens to the dining area and vaulted living room, where a fireplace with a white mantel and raised brick hearth creates a welcoming focal point. Large-format tile flows throughout the main living spaces, while an open staircase with wood treads leads to the loft above. The adjoining kitchen features white cabinetry, stainless steel appliances and a generous island with a veined countertop and seating. A sunny breakfast nook overlooks tropical greenery, and a separate wet bar with glass-front cabinetry keeps beverages and serving pieces conveniently close at hand. The first-floor family room provides another comfortable gathering space, with warm-toned flooring and sliding glass doors opening to the screened deck. The 4-bedroom, 4-bathroom split floor plan includes two first-floor primary suites, each with its own renovated ensuite bath and views of tropical greenery. One features a freestanding soaking tub and large, separate glass-enclosed shower, while the other offers a long dual-sink vanity and direct access from the bath to the screened deck. A generously sized 3rd bedroom is complemented by an updated bathroom with glass and tile finishes. Bright and inviting, the fourth bedroom features a private exterior entrance, offering added flexibility for guests. A 4th bathroom features classic beadboard wainscoting. A dedicated laundry area accommodates a full-size washer and dryer and includes a utility sink and open shelving. Upstairs, the large open loft overlooks the living room and offers versatile space for a home office, bonus room or playroom. An exposed wood beam adds warmth and character, while sliding glass doors lead to a private screened balcony with room for loungers and a bistro table. A spiral staircase connects the balcony to the multilevel screened deck below. Outside, expansive new front landscaping frames the paver approach and front entry beneath mature shade trees. An attached two-car garage provides additional storage, while the home's elevated design, brand-new 2026 roof and no history of 2024 storm damage offer added peace of mind. In the backyard, tropical greenery surrounds a shaded lounge area with new white crushed shell and a separate sunlit space for outdoor dining. Multiple sliding glass doors create an easy connection between the interior and screened deck, and the large lot offers room to envision a future pool. Enjoy morning walks and evening strolls through Siesta Cove, with the white quartz sands of Siesta Beach just a short walk away. Take a street-legal golf cart to the shops and restaurants of Siesta Key Village, then return home for dinner on the screened deck. With Siesta Key named the No. 1 Best Beach in the U.S. in U.S. News & World Report's 2026 rankings, this home offers a welcoming setting to enjoy the island lifestyle.

5324 Siesta Court, 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

3200 Higel Avenue, Sarasota
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Under Construction. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

8767 Midnight Pass Road Unit 205F, Sarasota
$598,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

8767 Midnight Pass Road Unit 205F, Sarasota

6006 Midnight Pass Road Unit 48, Sarasota
$299,900
1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code
Virtually Staged. Your Slice of Paradise Awaits at Casa Mar on World-Famous Siesta Key! Location, location, location! Welcome to Casa Mar, a highly desirable beachfront condominium community on the world-renowned shores of Siesta Key! This charming studio condominium offers the perfect combination of coastal living, resort-style amenities, and excellent rental income potential. Ideally situated just 100 feet from the beautiful white quartz-sand beach, this inviting retreat also enjoys a wonderful view overlooking the sparkling community pool, creating the perfect tropical setting for your very own piece of paradise! Inside, you'll find a comfortable and inviting living space featuring thoughtful kitchen updates, including updated lower kitchen cabinetry, beautiful quartz countertops, and a stainless-steel sink. Whether you're looking for a personal beach getaway, an income-producing investment, or a combination of both, this studio offers an incredible opportunity to own in one of Florida's most sought-after vacation destinations. Casa Mar is truly a hidden gem on Siesta Key! This established beachfront community offers an impressive array of resort-style amenities, including approximately 300 feet of private deeded beachfront, two swimming pools, covered beachfront pavilions, tennis and pickleball courts, shuffleboard, beach volleyball, BBQ grilling areas, picnic spaces, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery white sand, your afternoons relaxing poolside, and your evenings enjoying spectacular Gulf Coast sunsets just steps from your door! The location is simply outstanding! Nestled along desirable Midnight Pass Road, Casa Mar offers the perfect blend of peaceful beachfront relaxation and convenient access to everything Siesta Key and Sarasota have to offer. Enjoy nearby waterfront dining, charming boutiques, lively entertainment, and the vibrant atmosphere of Siesta Key Village. The free Siesta Key Breeze Trolley makes exploring the island a breeze, while the shopping, dining, arts, and cultural attractions of downtown Sarasota are just a short drive away. Investors take note! With Siesta Key's worldwide reputation as a premier vacation destination, Casa Mar's desirable beachfront setting, extensive amenities, and rental appeal make this an exciting opportunity for those seeking potential rental income. Enjoy the flexibility of a vacation retreat while exploring the income-producing possibilities of this sought-after location. Opportunities like this are all about location, lifestyle, and value! Whether you're dreaming of carefree days at the beach, a relaxing winter escape, or a desirable investment property, this Casa Mar studio delivers the quintessential Siesta Key experience. With the beach just steps away, a beautiful pool view, and outstanding amenities at your fingertips, paradise is calling! Don't miss your opportunity to own a little piece of world-famous Siesta Key!

6006 Midnight Pass Road Unit 48, Sarasota

4938 Commonwealth Drive, Sarasota
$2,650,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Exceptional luxury coastal living on Siesta Key! Positioned on Siesta Key’s Grand Canal with quick access to Sarasota Bay, this fully renovated estate offers the perfect blend of high-end comfort and modern efficiency. Powered by solar panels with battery storage, this eco-conscious home delivers peace of mind and low utility costs. The sprawling open floor plan highlights a newly integrated primary guest suite and seamless indoor-outdoor flow opening to a resort-style heated cocktail pool and spa. A standout feature is the expansive, grandfathered 1,300 sq. ft. bonus space—providing endless possibilities for a game room, home gym, or customized lounge. Complete with high-end boating amenities and located just minutes from world-famous Siesta Key Beach and Village. Move-in ready perfection!

4938 Commonwealth Drive, Sarasota

6910 Midnight Pass Road, Sarasota
$5,400,000
10 Beds ⋅ 14 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
TWO LUXURY RESIDENCES. ONE SIESTA KEY ESTATE. OVER HALF A MILLION IN 2025 GROSS RENTAL REVENUE. Rent them. Keep them for yourself. Or enjoy the best of both worlds. Welcome to 6910 Midnight Pass Road, where luxury coastal living meets proven investment performance at less than 10× GRM. Just moments from Crescent Beach and iconic Point of Rocks, this remarkable offering features ten bedrooms, fourteen bathrooms, 5,767 square feet of living space, private elevators, resort-style pools and spas, and expansive indoor-outdoor entertaining spaces. Purpose-built as luxury short-term vacation rentals, both residences blend sophisticated coastal design with commercial-grade durability and resort-level amenities. Built for memories. Engineered for performance. With historical average daily rental rates exceeding $1,000, approximately 250 booked nights annually per residence, and potential STR-related tax strategies worth exploring with your tax advisor, this is more than a vacation home. It's an asset with options. Currently configured as two separately titled condominium residences, offered together as a single purchase. Financial performance and rental history available upon request

6910 Midnight Pass Road, Sarasota

1001 Point Of Rocks Road Unit 207, Sarasota
$1,599,900
3 Beds ⋅ 2 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code
Gulf views from the primary bedroom, or step onto your attached patio with your morning coffee and watch the water come alive. This completely renovated 3 bedroom, 2 bath townhome style condo is turn key and furnished, with an open split floor plan and natural Florida sunlight throughout. The renovation is top to bottom: plank tile floors, solid wood cabinetry, marble countertops, upgraded backsplash, barely used appliances, fresh paint, fully renovated baths with custom tile, new hardware, and new lighting throughout. All windows, doors, and sliders are hurricane impact. Three patios let you soak up the Florida sunshine and Gulf breezes, with the residence facing the pool and open to full Gulf views. Extras include air conditioned storage off the patio, a large laundry room, and an assigned carport with storage and electric hookup. This gated resort offers private beach access, two heated pools, a poolside gazebo with BBQ grills, a lounge area, a fitness room, and high speed WiFi. Walk the sand to Point of Rocks to snorkel and fish, bike to nearby shops and restaurants, or hop the free island trolley to Siesta Key Village. One of the island’s top performing rental communities, with short term rentals allowed (3 day minimum), an on site office, or your own rental service. On site management reports that 3 bedroom units in the community rent for approximately $6,000 per week at the height of season. Rental rates are not guaranteed and are subject to change. A private beachside retreat, a seasonal escape, or a legacy asset to hold and pass down. Bring your flip flops.

1001 Point Of Rocks Road Unit 207, Sarasota

925 Beach Road Unit 208, Sarasota
$565,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Enjoy the island lifestyle at La Siesta, ideally located directly across from world-famous Siesta Key Beach! This inviting, turnkey-furnished, two-bedroom, second-floor condominium is situated in highly desirable Building B, known for its close proximity to the beach. With a 7-day minimum rental policy and convenient on-site rental management, La Siesta offers the best of both worlds, your own beach getaway with the added benefit of generating rental income when you're not enjoying it yourself! Thoughtful recent improvements include new carpeting (2026), a beautifully resurfaced lanai (2026), a new air conditioning system and water heater (2025), an updated electrical panel (2024), and newer appliances (2024). The kitchen was also renovated by a previous owner. The private screened-in lanai provides a wonderful space to relax and unwind while enjoying the refreshing coastal breezes. Adding even more appeal, La Siesta has benefited from recent community-wide improvements, including exterior painting (2026), further enhancing this desirable beachside destination. Residents and guests enjoy an array of resort-style amenities, including a heated community pool, fitness center, clubhouse, grilling areas, and convenient on-site laundry facilities. In addition, the condominium includes one assigned carport parking space and a storage locker for your beach toys. Enjoy the ultimate peace of mind, whether you live near or far, with professional on-site management handling everything from cleaning and guest check-ins and check-outs to responsive maintenance and everyday needs, you can enjoy the benefits of ownership without the day-to-day responsibilities. Just across the street, you'll love the powdery white sands and breathtaking sunsets of Siesta Key Beach! You're also close to the charming boutiques, restaurants, and entertainment of Siesta Key Village, with convenient access to the mainland via the Stickney Point Bridge plus a free trolley that stops in front of La Siesta to get you anywhere on the island. This exceptional location puts the best of island living right at your fingertips. Whether you're seeking your own coastal escape or an opportunity to generate rental income, this well-maintained condominium offers the perfect combination. Your slice of Siesta Key paradise awaits!

925 Beach Road Unit 208, Sarasota

3607 Flamingo Avenue, Sarasota
$4,950,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional Waterfront in North Siesta Key's Bay Island Shores Community. Experience the best of coastal living in this custom built residence with direct access just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows, French doors and volume Pine ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone countertop. A walk-in chef's pantry, abundant cabinetry and full wet-bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set it its own private wing, offers a tranquil retreat w/French doors opening to a full private deck, perfect to enjoy sunrise and enjoy the water vistas; generous closet space and spa-inspired Bath; Guests Private Wing and other rooms offer flexibility. Laundry room w/sink; office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; tropical lighted landscape and water view. Located just minutes to downtown Sarasota; shopping; restaurants and cultural venues.

3607 Flamingo Avenue, Sarasota

5858 Midnight Pass Road Unit 11, Sarasota
$749,900
3 Beds ⋅ 3 Baths ⋅ Beachaven SubDv. ⋅ 34242 Zip Code
Turnkey, fully renovated, and steps from the sand—welcome to your beach home at Beach Haven, where exceptional finishes meet private beach access and the best of Siesta Key living! This beautifully appointed 2-story condo townhome offers 3 bed, 3 bath, approx. 1,100 sq. ft. of heated living space, plus approx. 200 sq. ft. of climate-controlled storage. Completely renovated down to the studs, Unit 11 showcases thoughtful design, notable finishes, and true pride of ownership, with attention to detail extending well beyond what meets the eye. The bright, open-concept main floor connects inviting living and dining spaces with an oversized kitchen featuring granite countertops, a striking full-height backsplash, abundant shaker cabinetry, stainless steel built-in appliances, gold hardware, and a coordinating gold-tone faucet. A generous breakfast bar with seating for 4, coastal-inspired pendant lighting, and recessed lighting create a welcoming setting for everyday living and entertaining. Large windows and sliding glass doors bring in natural light and connect the interior to the patio and landscaped courtyard. Vinyl flooring flows throughout the main and 2nd floors, complemented by a beautifully renovated main-floor powder room. Upstairs, you’ll find all 3 bedrooms, including a primary retreat with a full ensuite bath, plus an additional renovated bathroom serving the other 2 bedrooms. The comprehensive renovation includes upgraded insulation and drywall, new windows and doors, HVAC and ductwork, electrical panel and wiring, a larger water heater, and extensive plumbing replacement, including underground cast-iron waste piping to the city sewer connection. Roof-joist hurricane tie-downs and reinforcing steel wall strapping were also added. Outdoors, the expansive Caribbean shell stone patio overlooks the landscaped central courtyard and offers separate areas for dining and lounging, accent lighting, and 2 remote-controlled retractable awnings with high-wind sensors. Even the storage/utility garage reflects the same level of care, featuring climate control, epoxy flooring, thoughtful organization, and access from both the driveway and courtyard. An exterior laundry area frees up interior space, while parking for 1 vehicle adds convenience. Follow the community walkways to the private residents’ beachfront pool and private community access to Siesta Key’s sweeping sand beach and turquoise waters. From morning beach walks to spectacular sunsets, the setting captures the appeal of coastal living, with island restaurants, cafés, shops, and live music to explore around Siesta Key Village and along Midnight Pass Road. Beautifully renovated and meticulously presented, this home offers a personal beach retreat to enjoy with friends and family, or potential rental use, subject to association rules and applicable restrictions. Your slice of Siesta Key paradise awaits!

5858 Midnight Pass Road Unit 11, Sarasota

5619 Midnight Pass Road Unit 502, Sarasota
$489,900
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Enjoy the laid-back island lifestyle in this beautifully maintained 2-bedroom, 2-bath furnished second-floor condo in the highly desirable White Sands Village. Overlooking a serene canal, this move-in-ready residence offers tranquil water views and an ideal location just moments from Siesta Key's world-famous beaches. Freshly painted and tastefully furnished, the condo features a bright, open layout, an in-unit washer and dryer, and the convenience of a covered carport. Relax in your living room while enjoying peaceful canal views and Florida's year-round sunshine. White Sands Village offers exceptional amenities, including a community pool, clubhouse, and grilling patio perfect for entertaining family and friends. Boating enthusiasts will appreciate the availability of boat slips through the community waitlist. Ideally located within walking distance to Siesta Key Beach and less than a mile from the shops, restaurants, and nightlife of Siesta Village, this property makes an excellent primary residence, vacation getaway, or investment opportunity. With a two-week minimum rental policy, owners enjoy flexibility and income potential. A shared first floor storage unit is included for all your beach supplies. Seller is motivated to sell by year end.

5619 Midnight Pass Road Unit 502, Sarasota

6512 Midnight Pass Road Unit 206, Sarasota
$1,690,000
2 Beds ⋅ 2 Baths ⋅ Crescent Siesta Key SubDv. ⋅ 34242 Zip Code
Experience Luxury Living on South Siesta Key! Welcome to your dream condominium, perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, the 1,600-square-foot, two-bedroom, two-bath residence presents an expansive floor plan highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft-close cabinets and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill and private access to the resistance-heated lap pool with child safety fence/doors. The terrazzo wall continues through both bedrooms, adding a sophisticated beach ambiance. The primary bath featuring dual sinks, a private toilet with automatic bidet amenities, a deep soaking tub and a large walk-in shower. The additional bedroom for your guests includes an ensuite bath, which offers ample space. Wifi and remote-controlled thermostat, door lock, gate, building and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience and closed-circuit camera/surveillance systems for security. Residents can enjoy a beachfront heated pool, spa and resistance lap pool right outside your door. A fitness center ensures residents stay active. Dive into one of two pools or spas overlooking the beach, enjoy the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst beautifully landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury and seaside serenity with all amenities conveniently at your disposal.

6512 Midnight Pass Road Unit 206, Sarasota

5970 Midnight Pass Road Unit 177, Sarasota
$650,000
1 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Beach to bay, turnkey and ready to enjoy—this one-bedroom residence at the Palm Bay Club offers an approachable way to own a piece of the Siesta Key lifestyle without sacrificing the amenities that make this community so desirable. Positioned on the Gulf side of Midnight Pass Road, the powder-white sands and turquoise waters of Crescent Beach are just steps from your door. Inside, the thoughtfully designed floor plan makes excellent use of every space. Handsome vinyl plank flooring provides a durable, low-maintenance foundation for relaxed coastal décor, while the kitchen pairs crisp white cabinetry with bold black granite countertops and stainless-steel appliances. The open living and dining area is comfortably furnished and ready for everything from quiet mornings to recharging between Siesta Key adventures. An enclosed lanai has been incorporated into the living space, where three large glass sliders welcome abundant natural light and open to capture the island breeze. The peaceful bedroom features two beds to maximize guest accommodations, while the updated bath continues the condo’s fresh, easygoing aesthetic. Offered turnkey furnished, this residence makes the transition from closing day to beach day refreshingly simple. And at Palm Bay Club, ownership extends well beyond your front door. Enjoy private Crescent Beach access, two heated swimming pools, a waterfront hot tub overlooking the Intracoastal, fitness center, lighted tennis and pickleball courts, BBQ grills, fishing pier and boat docks available for daily rental. With a three-night minimum rental policy and established onsite management, this efficient one-bedroom residence presents a compelling combination of personal enjoyment, rental flexibility and exceptional Siesta Key value.

5970 Midnight Pass Road Unit 177, Sarasota

3458 Anglin Drive, Sarasota
$2,495,000
4 Beds ⋅ 3 Baths ⋅ Bay Island Park SubDv. ⋅ 34242 Zip Code
Located in the highly desirable Bay Island neighborhood, this beautifully updated, move-in-ready Key West-style residence offers an appealing combination of privacy, space, and convenience. Known as the "Gateway to Siesta Key," Bay Island enjoys a prime location near the north bridge, providing easy access to Siesta Key's beaches and village, as well as downtown Sarasota's dining, shopping, and cultural attractions. Set on an expansive 14,400-square-foot double lot—an uncommon offering on Siesta Key—the property is surrounded by mature tropical landscaping, creating a private setting with generous outdoor living spaces. The home's open floor plan features vaulted ceilings, abundant natural light, and a natural gas fireplace. French doors connect the main living areas to multiple covered terraces, extending the living space outdoors. The kitchen features a large quartzite island, custom cabinetry, generous storage, and a full suite of Thermador appliances. The primary suite is located on the main living level, along with a flexible fourth bedroom or den. On the third floor, two spacious guest bedrooms share a newly renovated bathroom and enjoy access to an elevated terrace. Outdoor amenities include a heated saltwater pool, travertine decking, an outdoor shower, and ample space for relaxing or entertaining within the landscaped grounds. Extensively renovated in 2019 and further improved in subsequent years, the home features updated major systems, hurricane-rated windows and French doors, retractable screens, whole-house water filtration, and additional upgrades. Meticulously maintained and move-in ready, this Bay Island property offers an uncommon combination of lot size, privacy, location, and updated living spaces on Siesta Key.

3458 Anglin Drive, Sarasota

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