Siesta Key FL Real Estate, Homes for Sale Near Brookside Middle - Ed Grabowski

5 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

$4,000,000

2 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit #15 1-4, Sarasota

$509,000

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Sarasota

$799,900

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

Welcome to your Siesta Key beach retreat! Perfectly positioned directly across from world-famous Siesta Key Beach, this immaculate, beautifully renovated 2-bedroom, 2-bath condominium offers the ideal combination of coastal luxury and exceptional investment potential. Completely renovated in 2019, this turnkey residence features recently installed hurricane-impact windows and sliding glass doors, a beautifully updated kitchen with stone countertops and stainless-steel appliances, a remodeled master suite, updated bathrooms, all-new PVC plumbing throughout, in-unit laundry, and a bright, open floor plan designed for easy beach living. Relax on your private lanai overlooking the tranquil lake or take a short walk to the powder-soft sands and crystal-clear waters of Siesta Key Beach. A rare attached private garage with epoxy floors provides additional convenience and storage. Residents and guests enjoy outstanding community amenities, including a pavilion with grills, an outdoor shower, a heated pool, tennis and pickleball courts, and beautifully maintained tropical grounds. Investors will appreciate the short-term rental flexibility, with both on-site professional property management and self-management options available, allowing owners to maximize rental income while maintaining complete flexibility. Whether you’re searching for a full-time residence, vacation getaway, or income-producing property, this condominium checks every box. Most furnishings are negotiable, offering the opportunity to purchase a fully furnished, turnkey property and begin enjoying or renting it immediately. Located just minutes from Siesta Key Village’s popular restaurants, boutique shopping, and entertainment, this is a rare opportunity to own a move-in-ready property in one of Florida’s most sought-after beach communities.

1135 Lake House Circle Unit C115, Sarasota

$5,690,000

5 Beds ⋅ 5 Baths ⋅ Archibald Resub SubDv. ⋅ 34242 Zip Code

Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!

539 Avenida Del Norte, Sarasota

$939,000

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

The best Gulf views currently available at House of the Sun! This rarely available third-floor residence is ideally positioned on the south side of the building, offering sweeping Gulf views and an exceptional beachfront lifestyle on Siesta Key. Enjoy breathtaking sunsets from the living room and private lanai, with world-famous Siesta Beach just steps from your door. House of the Sun features 100 feet of direct beachfront and an unbeatable location just 500 feet south of the Stickney Point Bridge, providing convenient access to the mainland while remaining within very short distance of restaurants, entertainment, coffee shops, gourmet markets, boutiques, salons, postal services, and beach, sport, and boat rentals. Local favorites including Captain Curt's and Daiquiri Deck are just around the corner. The residence has been thoughtfully updated with hurricane-impact windows, a newer A/C system, fresh interior paint, and beautiful stone-look porcelain tile flooring throughout the living areas, kitchen, and bedrooms. The kitchen features stainless steel appliances, granite countertops, and a stylish backsplash. Both bathrooms have been completely renovated with marble flooring, granite vanities, new sinks, and updated finishes. Additional highlights include a newer in-unit washer and dryer, owner's storage closet, and under-building assigned parking. House of the Sun has recently completed extensive property enhancements (2024-2025), including new elevators, a new roof, renovated pool and tennis court, an updated poolside clubhouse with new fitness equipment, new gas grilling stations, refreshed outdoor seating areas, upgraded landscaping, newly painted hallways, new carpeting and lighting, and enhanced building-wide Wi-Fi. Pet-friendly for owners, House of the Sun is also recognized for one of Siesta Key's premier on-site rental programs, featuring a three-night minimum rental policy. This residence has a strong rental history, making it an outstanding opportunity for both personal enjoyment and income potential. Sale is subject to existing future rental bookings.

6518 Midnight Pass Road Unit 309, Siesta Key

$849,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LOFT. A structural beam has been expertly installed to support the loft, and all ceilings have been RAISED, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood cabinetry, elegant crown molding, and solid core doors. BRAND NEW carpet installed throughout bedrooms, loft and staircase. Enjoy year-round comfort with a Newer HVAC system (2023). Looking out from your front door, take in the breathtaking Gulf views, perfect for watching gorgeous sunsets. The Gulf to Bay community offers private deeded beach access and a wealth of amenities, including two large heated swimming pools with poolside restrooms and hot water showers, shuffleboard, two heated whirlpools, two lighted tennis courts, and two pickleball courts. For fitness enthusiasts, a well-equipped fitness center awaits, along with a spacious Gulf side sun deck, beach loungers and chairs, and outdoor barbecues and picnic areas. 2 Week rental minimums for those seeking to generate some income. Additionally, enjoy the intercoastal fishing pier with a shaded viewing area, a welcoming community room, and engaging monthly community events. Don’t miss your opportunity to own this exceptional property with unparalleled amenities!

6263 Midnight Pass Road Unit 403, Sarasota

$999,000

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to Unit 604 in the highly desirable North Tower of Whispering Sands. Perched perfectly to capture breathtaking, unobstructed direct views of the Gulf of Mexico, this spotless unit is the ultimate coastal canvas. Maintained with immaculate care, it is entirely ready for you to bring your design dreams to life with a custom remodel. Living here means embracing a premium resort lifestyle with exclusive access to a private beach featuring Siesta Key's famous powdery white sand, two heated community pools, and a clubhouse. Best of all, you can leave the car behind this prime location is just a short, leisurely stroll from the vibrant Siesta Key Village, putting all the best boutique shops, lively entertainment, and top-tier restaurants right at your fingertips.

19 Whispering Sands Drive Unit 604, Sarasota

$7,675,000

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

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

5215 Hidden Harbor Road, Sarasota

$999,900

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

783 Birdsong Lane, Sarasota

$480,000

3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Sarasota

$1,699,000

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. What if every weekend felt like a vacation, and every vacation felt like home? Perfectly positioned just minutes from the powder-soft sands of Siesta Beach and the restaurants, boutiques, and nightlife of Siesta Key Village, yet tucked away on a quiet, oak-canopied street, 5121 Oxford Drive offers something increasingly rare: the ability to truly have it all. Whether you're searching for the ultimate family retreat, a luxury second home where lifelong memories are made, or a waterfront property with exceptional vacation rental potential, this home delivers the lifestyle buyers dream about without the compromises they dread. Forget spending months managing contractors, unexpected repairs, or costly renovations. Nearly every major component has already been upgraded, including a new deep-water dock with 10,000 lb. boat lift (2025), impact-rated Low-E sliders and doors (2025), new HVAC systems (2025), whole-home dehumidifier (2025), heated saltwater pool (2024), spa-inspired primary bath (2024), designer kitchen (2023), tankless water heater, hurricane-rated garage doors, climate-controlled garage, metal roof, and stunning Cumaru Brazilian teak wraparound balconies. Simply unpack and start living. Spend your mornings watching boats glide down the Grand Canal with coffee in hand, your afternoons cruising Sarasota Bay from your private dock just minutes away, and your evenings taking the golf cart to Siesta Village for dinner, live music, or a sunset walk on America's most celebrated beach. With 50 feet of deep-water frontage, boating isn't an occasional event—it's part of everyday life. For investors, few destinations generate year-round demand like Siesta Key, making this an exceptional opportunity to own a luxury property in one of Florida's most desirable vacation markets. For families, it's a place where children spend their days in the pool, weekends on the beach, and holidays become traditions that last for generations. This isn't simply another waterfront home. It's freedom from projects. Freedom from compromises. Freedom to enjoy the Siesta Key lifestyle the day you close. Homes that combine boating, beach access, golf cart convenience, luxury upgrades, and timeless coastal living in one complete package rarely become available. This is one of them.

5121 Oxford Drive, Sarasota

$2,100,000

3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.

471 Island Circle, Sarasota

$949,000

Cedars Of Siesta Key The SubDv. ⋅ 34242 Zip Code

Newly cleared 1/3 acre lot on the south side of Siesta Key. An amazing opportunity is here! 103 feet of water frontage on the sought after Heron Lagoon! Build your dream home on Siesta Key!! NO neighbors can build across the lagoon ever, What's not to love- no demolition needed--just bring your vision to life! Ideal for a luxury residence or vacation retreat. Lot's of bird life here on the Lagoon for your wildlife viewing pleasures. Whether you're dreaming of an elegant coastal oasis or a blank canvas, it's waiting for you! Just minutes to the south side of Siesta Key with dining, shopping, and entertainment! The beach life is waiting for you! No HOA's or CDD's here. The remaining building is a 2 story 2 car garage with a 1 bedroom apartment upstairs.

7820 Midnight Pass, Sarasota

$1,450,000

3 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.

521 Cummings Street, Sarasota

$3,699,000

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance that defines Florida's Gulf Coast lifestyle. Offering approximately 2,341± square feet, this beautifully designed 4-bedroom, 4-bathroom residence is thoughtfully crafted to maximize natural light, indoor-outdoor living, and tranquil water views. Expansive gathering spaces flow effortlessly to the resort-style outdoor living areas, creating an inviting atmosphere for entertaining, relaxing, and enjoying the beauty of the waterfront. The heart of the home is a well-appointed kitchen that opens to spacious living and dining areas, while large windows and sliding glass doors embrace the surrounding tropical landscape and peaceful canal setting. Every room has been designed to celebrate the home's exceptional waterfront location while providing comfort, privacy, and effortless everyday living. Step outside to your own private coastal retreat featuring a screen-enclosed resort-style pool, expansive lanai, lush tropical landscaping, and a private dock with convenient boating access to Sarasota Bay and the Gulf of Mexico. Spend your mornings kayaking or paddleboarding, enjoy afternoons on the water, and end each evening poolside as spectacular Florida sunsets reflect across the canal. Located just minutes from the world-renowned white quartz sands of Siesta Key Beach, Siesta Village's award-winning restaurants, boutiques, marinas, and entertainment, as well as the acclaimed arts, shopping, dining, and cultural attractions of downtown Sarasota, this residence offers an exceptional combination of luxury, privacy, convenience, and the coveted waterfront lifestyle. Whether you are searching for a Siesta Key waterfront home, luxury waterfront real estate in Sarasota, a private dock home, Florida Gulf Coast boating property, or an elegant seasonal retreat, 412 Treasure Boat Way presents an exceptional opportunity to own in one of the nation's most desirable coastal communities. More than a residence, this is a lifestyle defined by boating, sunshine, waterfront living, and unforgettable sunsets. Welcome home. Property Highlights • Luxury waterfront residence on Siesta Key • Approximately 2,341± square feet • 4 Bedrooms | 4 Bathrooms • Private dock with boating access to Sarasota Bay and the Gulf of Mexico* • Screen-enclosed resort-style pool • Open-concept living and entertaining spaces • Tropical landscaping • Minutes to Siesta Key Beach, Siesta Village, and downtown Sarasota • Ideal for boating, fishing, paddleboarding, kayaking, and year-round coastal living Buyer should independently verify all measurements, water access, boating capabilities, dock specifications, and any restrictions to their satisfaction.

412 Treasure Boat Way, Sarasota

$1,559,000

2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

$1,895,000

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside East Rep Lts 18 & 19 SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin provides a peaceful, private setting for both boating and everyday waterfront living. Designed for easy indoor-outdoor living, the three-bedroom, two-bath home opens seamlessly to a private backyard retreat where a heated pool, fire pit and spacious screened lanai invite long afternoons in the Florida sunshine and evenings spent under the palms. The broad canal views create an unexpected sense of space, offering peaceful water vistas without feeling confined by neighboring homes. Whether entertaining friends or enjoying a quiet morning overlooking the water, every space feels relaxed, comfortable and unmistakably coastal. Inside, tray ceilings, plantation shutters and an abundance of natural light create a warm, welcoming atmosphere. The thoughtfully updated kitchen features solid maple cabinetry, granite countertops, premium appliances, abundant storage and a convenient pass-through window for effortless entertaining. The spacious primary suite overlooks the pool and canal, complete with a generous walk-in closet and an updated ensuite bath with dual vanities, soaking tub and separate shower. A split-bedroom floor plan offers privacy for owners and guests alike. Boaters will appreciate the Trex dock, expanded waterside paver patio, 10,000-pound lift, fish cleaning station and protected canal setting, while the fully fenced yard, hurricane shutters, oversized laundry room, paver driveway and two-car garage add everyday convenience. The home remained dry during the 2024 storms, offering valuable peace of mind. Perhaps what makes this property so special isn't simply its long list of amenities, but the life it invites. It's the kind of home where grandchildren cannonball into the pool, dogs race across the backyard, friends linger around the fire pit long after sunset, and an evening boat ride becomes part of the daily routine. For those ready to trade elevators and HOA hallways for a private dock, a backyard made for gathering and a different sense of home, this is a rare opportunity. Just minutes from our famous Siesta Beach, the lively Siesta Key Village and the vibrancy downtown Sarasota, it offers waterfront living that feels both peaceful and connected.

565 Commonwealth Place, Sarasota

$665,000

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Sarasota

$1,450,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonderful blend of style, comfort and low-maintenance living. Set on an oversized lot in a peaceful neighborhood near the world-famous white quartz sands of Siesta Beach and the charm of Siesta Village, this move-in-ready home feels private, inviting and easy to enjoy. A handsome approach with tropical landscaping, a large circular driveway and a Brazilian wood pergola creates a welcoming first impression. Contemporary wood-and-glass entry doors open to a light-filled interior where hand-scraped wood floors, clean architectural lines and warm designer details give the home a fresh, sophisticated feel. The open great room, dining area and custom kitchen flow beautifully together for everyday living and effortless entertaining, with illuminated tray ceilings, striking wood beam accents and a stunning kitchen featuring custom cabinetry, Calcutta quartz countertops, a herringbone backsplash, stainless Viking appliances, pendant lighting and an oversized waterfall-edge island with shiplap detail and generous seating. Recent enhancements include a new built-in pantry, and a family room with a new electric fireplace and custom built-ins, creating a comfortable gathering space for quiet evenings or casual entertaining. The thoughtful floor plan includes three spacious bedrooms and two beautifully appointed baths with custom tilework and carefully selected finishes. Outdoors, lush tropical landscaping creates a private, Zen-like setting around the screened lanai and freeform pool. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. The backyard has also been updated with no-maintenance faux grass for an attractive, easy-care outdoor space in this high and dry lot. Additional features include impact windows and sliding doors, a metal roof and generous parking. Ideally located near Siesta Key’s renowned beaches, the boutiques and dining of Siesta Village and vibrant downtown Sarasota’s cultural amenities just 15 minutes away, this stylish island residence is ready to be enjoyed.

622 Tropical Circle, Sarasota

$1,100,000

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfect Florida lifestyle. Enjoy breathtaking scenery of the Gulf from the comfort of your home while embracing the ultimate waterfront living. Gulf side has storage cabanas for your beach umbrella, chairs and bikes with secure restroom facilities just off the beachside path. For BOATING ENTHUSIASTS, this property is a RARE FIND! Easy access to the newly reopened Midnight Pass! Boat slips are just steps from your door on the Bay side. Year round moorings to the TREX dock at no charge. Convenient access to the Gulf along with free electricity and water. A floating dock or lift can also be added. Whether you're heading out for a day on the bay, enjoying sunset cruises, or simply appreciating the waterfront setting, this condo offers the perfect combination of comfort, convenience, and coastal living. Complex has two heated pools to provide the perfect spot for sunning or doing your laps. This condo was renovated to provide an open plan with IMPACT WINDOWS, UPDATED BATHS, TANKLESS HOTWATER HEATER, and IN UNIT LAUNDRY. In addition to the in unit laundry there is a laundry on all levels, elevator, full-time maintenance and onsite manager. The kitchen flows seamlessly into the dining/living combination. But the real living takes place from morning till sunset in the enclosed 14' X 8' loggia that can accommodate for cocktails, bridge, or just relaxing as the sun sets over the gulf horizon. Contiguous ceramic tile floors throughout, set diagonally add to the open feeling. Many cabinets and drawers in this kitchen with a breakfast island. Plenty of counter space covered in classic black granite. The guest room has its own ensuite bath and a Murphy Bed hidden behind a moving bookshelf should an office be needed. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach. The Siesta Key Trolley travels right by the front door 7 days a week from 10-10 and until midnight on weekends to make a trip to the Siesta Key Village easy and convenient. Unit comes furnished!

8630 Midnight Pass Road Unit 502A, Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1142 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit B, Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit A, Sarasota

$8,500,000

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

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

1280 Hidden Harbor Way, Sarasota

$6,990,000

5 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.

4634 Higel Avenue, Sarasota

$569,000

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom, 2-bathroom villa condominium (furnishings included). Step inside to find stunning beach-oriented finishes, brand-new ceramic plank flooring, new appliances, and modern cabinets and countertops. Perfectly positioned within easy walking distance of both Crescent Beach and the world-famous Siesta Key Beach, this home lets you spend your days playing in the sand and surf and your evenings soaking in dramatic, world-class sunsets. After a long day in the sun, relax in the sparkling Vista Hermosa community pool. This villa offers premium convenience with an attached carport and a well-sized private laundry room that doubles as excellent storage for your beach chairs, toys, and fishing gear. Step outside for a brief walk to shopping and popular beach-themed restaurants, including the Daiquiri Deck and Captain Curt's. Want to explore further? Hop on the free Siesta Islander trolley for an easy ride up to Siesta Village to enjoy its endless souvenir shops and diverse breakfast, lunch, and dinner dining options. Whether you are seeking a permanent tropical retreat or a lucrative island getaway, this gorgeous villa offers the absolute best of Siesta Key living!

161 Vista Hermosa Circle Unit 26A, Sarasota

$1,600,000

2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta Village and the iconic white Quartz sands of Siesta Beach. The interior design embraces a bright, open floor plan defined by a sophisticated coastal color palette and seamless indoor-outdoor integration. At the heart of the home is the gourmet kitchen, featuring premium Cambria quartz countertops, classic farmhouse sink, and luxurious Wolf and Sub-Zero appliances. Thoughtful details include subway tile backsplash, a wine refrigerator, convenient pot filler, and custom soft-close cabinetry. Retreat to the primary bedroom suite, featuring a custom walk-in closet and an elegantly appointed en-suite bath with a granite-topped double-sink vanity and a beautifully tiled walk-in shower. Guests will enjoy total privacy in the secondary bedroom and guest bath with shower over tub. Outside, the screened lanai functions as an outdoor living room, offering views of the heated saltwater pool, integrated spa, and manicured tropical grounds, lovely in the evenings with custom outdoor lighting. Every detail has been upgraded for maximum comfort and durability, from the impact-glass windows and doors to plank tile flooring throughout, new laundry room with front-load Samsung washer & dryer and a high-efficiency tankless water heater. Boasting a proven location with income potential exceeding $100,000 per year, this property represents a rare opportunity as an excellent investment or your ideal seasonal or permanent home. No HOA! Schedule your showing today!

810 Plymouth Street, Sarasota

$525,000

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Sarasota

$4,490,000

5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.

604 Norsota Way, Sarasota

$879,900

2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.

782 Birdsong Lane, Sarasota

$949,900

4 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!

617 Siesta Drive, Sarasota

$12,500,000

5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, 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. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Sarasota

$15,900,000

4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$8,500,000

5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code

A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota

$2,950,000

4 Beds ⋅ 4 Baths ⋅ Siesta Key Beach Residences Ii SubDv. ⋅ 34242 Zip Code

Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned to capture breathtaking, unobstructed views of the Gulf of Mexico, this luxury condominium offers a front-row seat to Sarasota's legendary sunsets, the soothing sounds of the waves, and the ultimate beachfront lifestyle. Spanning more than 2,600 square feet, the thoughtfully designed interior blends sophisticated coastal elegance with effortless comfort. High-end finishes, designer furnishings, premium appliances, spa-inspired baths, and an expansive open-concept floor plan create an ideal setting for both everyday living and entertaining. What truly sets this residence apart is the unparalleled ownership experience. Residents enjoy exclusive access to the world-class amenities and services associated with the neighboring Hyatt Residence Club, including concierge services, a beachfront pool and spa, valet parking, an owners' lounge, daily breakfast service, fitness facilities, towel and chair service, and attentive resort-style hospitality. For those seeking flexibility and income potential, the property benefits from an established onsite management and rental program, making ownership as effortless as it is rewarding. Whether enjoyed as a primary residence, seasonal retreat, or luxury investment property, this residence offers a rare opportunity to combine personal enjoyment with strong rental appeal. Located on the highly sought-after south end of Siesta Key, you're just moments from waterfront dining, shopping, entertainment, the marina, and all the charm of island living, while still enjoying a private beachfront setting. Offered turnkey furnished, this is a seamless opportunity to step into one of Siesta Key's most prestigious Gulf-front addresses and begin enjoying the luxury resort lifestyle.

915 Seaside Drive Unit 611, Sarasota

$364,000

1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$1,100,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5780 Midnight Pass Road Unit 407, Sarasota

$1,300,000

2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Experience the best of island living on world-famous Siesta Key, renowned for its powder-soft white sand, crystal-clear turquoise waters, and laid-back coastal charm. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this exceptional property presents an opportunity to own your own slice of paradise. With strong year-round rental demand, it offers both an outstanding lifestyle and excellent investment potential. All measurements are approximate and need to be confirmed by the buyer.

5128 Oxford Drive, Sarasota

$3,690,000

4 Beds ⋅ 5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!

603 Tremont Street, Sarasota

$3,690,000

4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code

With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota

$689,000

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

**Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.

5855 Midnight Pass Road Unit 510, Sarasota

$624,900

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.

4660 Ocean Boulevard Unit Q2, Sarasota

$29,995,000

6 Beds ⋅ 10 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.

8501 Midnight Pass Road, Sarasota

$1,349,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

3942 Hamilton Club Circle Unit 13, Sarasota

$4,795,000

4 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.

5572 Shadow Lawn Drive, Sarasota

$879,000

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!

5855 Midnight Pass Road Unit 108, Sarasota

$3,795,000

4 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota

$585,900

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!

8977 Midnight Pass Road Unit 519, Sarasota

$1,845,000

Sanderling Club SubDv. ⋅ 34242 Zip Code

Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opportunity to create a custom coastal estate in one of Sarasota’s most coveted communities. With over 180 feet of frontage on Heron Lagoon and the Gulf across the street, expansive water views and sunsets are everywhere creating the idyllic setting for a remarkable new residence designed to embrace Sarasota’s year-round outdoor lifestyle. The generous dimensions and waterfront setting provide the flexibility to envision everything from a contemporary architectural statement to a timeless island-inspired retreat. Residents of The Sanderling Club enjoy an unmatched lifestyle defined by privacy, security, and exclusive amenities, including a private marina, deeded beach access, 24-hour guard-gated entry, tennis, pickleball, and a casual Gulf front clubhouse. Just moments away, Siesta Key Beach, consistently ranked among America’s finest beaches and currently No. 1 by TripAdvisor, is renowned for its powder-soft quartz sand, turquoise Gulf waters, and unforgettable sunsets. Nearby, Siesta Key Village offers a vibrant collection of restaurants, cafés, boutiques, live music, and island gathering spots, creating an atmosphere that is both relaxed and distinctly coastal. Combining the privacy of The Sanderling Club with convenient access to Siesta Key’s beaches, restaurants, boutiques, and coastal recreation, this exceptional homesite offers the opportunity to create a custom residence tailored to an unparalleled island lifestyle.

7723 Sanderling Road, Sarasota

$1,100,000

Sanderling Club SubDv. ⋅ 34242 Zip Code

Tucked beneath a canopy of mature trees in the prestigious Sanderling Club, this exceptional waterfront homesite presents a rare opportunity to own in one of Siesta Key's most established and coveted Gulf-front communities. Encompassing more than half an acre, the property offers 152 feet of frontage on tranquil Heron Lagoon, creating a peaceful natural setting for kayaking, paddleboarding, canoeing, fishing and enjoying Florida's coastal wildlife from your own backyard. The Sanderling Club is Siesta Key's original guard-gated community, renowned for its privacy, natural beauty, large homesites and timeless Old Florida character. Residents enjoy exclusive access to a private Gulf-front beach, where uncrowded, spectacular sunsets become part of everyday life. A distinctive feature of the community is its resident marina, where boat slips may be rented by homeowners, providing direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico. It is an increasingly rare convenience that allows residents to enjoy an active boating lifestyle without the expense and maintenance of private dock ownership. The Sanderling Club is also entering an exciting new chapter, with thoughtfully reimagined community gathering spaces designed to create even more opportunities for neighbors and friends to connect while preserving the beauty, character and sense of place that have long defined this treasured neighborhood. Just beyond the gates, residents enjoy easy access to the world-renowned quartz sands of Siesta Beach, the boutiques and restaurants of Siesta Village and the vibrant arts and cultural attractions of downtown Sarasota, including theater, opera, ballet, galleries and museums. One of the few remaining opportunities to create a custom waterfront residence in this remarkable community, this homesite offers the setting, privacy and lifestyle that are increasingly difficult to find on Siesta Key. Offered by a motivated seller, this is an exceptional opportunity to secure your place in one of Sarasota's most treasured coastal communities.

7219 Pine Needle Road, Sarasota

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Siesta Key Real Estate & Homes Near Brookside Middle