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$1,400,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Live in it, rent it or enjoy the best of both worlds. Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key Beach. This thoughtfully designed residence features an open-concept layout ideal for both everyday living and entertaining. Floor-to-ceiling windows fill the space with natural light, while the gourmet kitchen showcases high-end appliances, custom cabinetry, and premium finishes. The private terrace provides a front-row seat to vibrant city sunrises, and the spa-inspired bathrooms complete the experience of refined comfort. Ownership at the Hyatt Residence Club is truly turnkey. Enjoy a seamless lifestyle with resort-style amenities, including a beachfront pool and spa, state-of-the-art fitness center, private cabanas, and beautifully appointed lounges. Owners and guests benefit from on-site concierge services, housekeeping, a 24-hour staffed front desk, secure access, and reserved owner parking, all within a boutique luxury setting. Perfectly positioned near Siesta Key Village, you’re moments from renowned dining, shopping, nightlife, and endless outdoor activities—from kayaking the mangroves to sunset strolls along the beach. Whether you’re seeking a low-maintenance second home, an income-producing property, or a flexible coastal retreat, this residence delivers unmatched convenience and lifestyle in one of Florida’s most iconic destinations. Turnkey. Timeless. Siesta Key living at its finest.

915 Seaside Drive Unit 604, Sarasota
$3,990,000
5 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
Just Completed! This brand-new, custom waterfront home on Siesta Key is now move-in ready, built above current elevation code with a brand-new raised seawall and dock, offering an unparalleled display of high-end, designer finishes throughout. The home features a spacious, open-floor plan with 5 bedrooms, 4 full bathrooms, and a sizable chef's kitchen complete with custom-designed cabinetry, an oversized cooking island, panel-ready Thermador appliances, and under-cabinet lighting. A custom wine bar with a dual-temperature wine fridge adds to the kitchen’s appeal, while the large dining area provides stunning water views. Every inch of this home reflects meticulous attention to detail, including engineered hardwood floors throughout, solid core 8' interior doors, and high-impact windows and doors. The living room and primary bedroom boast 12-foot ceilings with tongue & groove and custom beam accents and expansive glass sliders leading out to the pool patio, providing seamless indoor-outdoor living. The external living space is enhanced by an elevated pool patio, a heated saltwater pool and spa, a shallow sun shelf, and a full outdoor kitchen—all with panoramic canal views, perfect for embracing the Florida lifestyle. The home is equipped with the latest technology and conveniences, including Cat 6 wiring at all TV locations, pre-wiring for security cameras, and a built-in indoor/outdoor speaker system. Located in the heart of Siesta Key, this home is within walking or biking distance to the famous white sand beaches and the vibrant shopping and dining district of "The Village." Don’t miss this opportunity to own this exquisite new construction—contact us today for more information!

4815 Featherbed Lane, Siesta Key
$3,100,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications, including impact windows, sliders, doors, and high elevation. Nestled on an oversized waterfront parcel, this home welcomes you with lush landscaping, a pavered driveway, and a spacious three-car garage equipped with an electrical car charging receptacle. Step inside the nearly 2,600-square-foot interior to discover a sprawling great room layout, with its gourmet kitchen, open dining, and living area all adorned with Italian Argento travertine flooring that extends onto the outdoor terrace, creating a seamless indoor-outdoor living experience. The chef’s kitchen is a culinary dream, featuring quartz countertops, a 10’ island with extra thick quartz countertop, high-end Miele appliances including a built-in coffee station and natural gas cooktop, custom Irpinia cabinetry, designer lighting, and two pantries for ample storage. Pocketing sliding glass doors in the living/dining room bring the outdoor spaces inside, while a gas fireplace adds warmth and ambiance. Convenient electric shades offer effortless control of light and privacy, and the main living space easily converts to a home theater with its hidden, remote-controlled projector and screen. Retreat to the luxurious owners' suite, where Caribbean-inspired styling meets modern comfort. Wood floors, tray ceilings, and disappearing corner sliders create a serene atmosphere, while a walk-in closet spanning 16-feet, with custom built-ins, offers abundant storage. The accompanying spa-like bath features double sinks with LED motion sensor vanity mirrors, a water closet with bidet, and a walk-in shower designed for relaxation. The adjacent office provides a convenient workspace. Two additional bedrooms and inspired quartz bathrooms ensure comfort for guests or family members. Step outside to discover an outdoor paradise, complete with private canal views, a summer kitchen, dining and lounge areas, a heated pool with sun shelf and spa, built-in fire pit, outdoor shower, newer dock with Trex decking, and a 6,000-pound boat lift, ideal for exploring Siesta Key’s sparkling waterways. Located within walking distance to Out of Door Academy and moments away from Siesta Key beach, this home offers luxury, convenience, and island living. Siesta Key's vibrant community boasts its own nearby Village with shopping, parks, and family-friendly activities. Just minutes away, downtown Sarasota beckons with its array of activities, fine dining, and shopping options.

601 Lotus Lane, Sarasota
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. This home had no water intrusion nor structural damage through hurricanes. Welcome to this beautifully updated home in the highly sought-after Siesta Cove neighborhood on Siesta Key, just a short distance from the world-renowned Siesta Beach and the vibrant Siesta Key Village, offering an array of shopping, dining, and entertainment options. This stunning property features 3 spacious bedrooms, den/office and a small bonus room off the second bedroom, roof 2023 and new ac and ductwork 2023 as well. Outdoors you'll find a freshly landscaped front yard, heated pool, and a large screened-in patio, perfect for relaxing and entertaining in a tropical paradise. Step inside to find an open and airy layout with vaulted ceilings and luxurious finishes throughout. The inviting living area boasts a cozy fireplace, creating a perfect setting for both relaxation and entertaining. The modern kitchen is equipped with sleek countertops and top-of-the-line appliances, ideal for preparing meals in style. Outside, the expansive screened patio offers a peaceful oasis surrounded by lush tropical landscaping, while the heated pool adds an extra touch of resort-style living. Whether you’re lounging poolside or enjoying the nearby beach, this home provides the ultimate Siesta Key lifestyle. With its ideal location and exquisite updates, this home is a rare find. Don't miss your chance to experience the best of island living!

1211 N View Drive, Sarasota
$1,890,000
4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Experience the quintessential Siesta Key lifestyle in this enchanting waterfront home full of Florida charm. 5125 Oxford Road offers four bedrooms, four baths and a two-car garage. Along the Grand Canal beneath a lush canopy of trees, this multi-level retreat ideally balances charm, comfort and functionality. Step onto the covered front porch from the paver driveway and walk-up, and enter through an elegant front door into bright, open living spaces and hardwood floors that extend throughout the main areas. The great room, with its French doors leading to a porch, is a spacious retreat that flows seamlessly into the dining area, where a wall of windows creates a light-filled space ideal for gathering. The adjacent kitchen features a large island with seating, quartz countertops, white cabinetry, a white tile backsplash and white appliances. A versatile sunroom, used as an office, boasts walls of windows and wood floors, making it an ideal space for work or relaxation. Just outside the sunroom, a casual living space with built-ins offers additional functionality. The home’s thoughtful layout includes a guest bedroom with and full bathroom on the main floor, a second guest suite with a private bath on the second floor and the primary suite alongside a third guest bedroom on the third floor. The primary suite features built-in storage, wood floors and French doors opening to a private terrace with serene water views. Its spa-like bath includes a freestanding soaking tub, a glass walk-in shower, dual sinks and tile floors. Outdoors, a stone paver deck surrounds the pool and spa, creating an inviting space to relax and take in the water views. For boating enthusiasts, the private deep-water dock, equipped with water, electricity, recently replaced pilings and a 10,000-pound lift, offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico. With its ideal location just moments from Siesta Key Village, the beach and downtown Sarasota, this home delivers an unparalleled blend of island living and modern convenience.

5125 Oxford Drive, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Fantastic price reduction on this miracle condo! No storm damage! What a wonderful opportunity for someone to own a ground floor condo steps to a private beach only for Whispering Sands owners and their guests, and the beautiful sparkling blue Gulf waters. This 2 bedroom/2 bath condo has been lovingly cared for by the same family for 27 years. They were pleasantly surprised that the condo did not have any water or sand inside after the storms, but only some water on the lanai. There are tile floors throughout. No popcorn ceilings. Both bathrooms have been updated with quartz counters and new cabinets with soft closing drawers. The kitchen has Corian counters, a mixture of newer and older appliances, and a built-in desk area. The exterior Hurricane rated sliding glass doors have been removed because of the concrete restoration project which is ongoing. There are hurricane shutters for the interior sliding glass doors. The exterior sliders will be re-installed in April of 2025. A 26 ft Lanai runs along the beachside with sliders off the living area and primary bedroom. The condo is very livable as it's now, but if a new owner wanted to open up and remodel the kitchen, this would be the perfect time to do it. The condo comes with a carport, and an additional storage closet close by for storing beach items. Whispering Sands has two heated pools, a Tower Lounge and Clubhouse, fitness center, grills, canoe/kayak storage racks. It is within walking or biking distance to Siesta Village, where you will find shops, restaurants, Morton's Market. Downtown Sarasota is about a 15-minute drive, and you can enjoy even more restaurants, shops, the Opera House, Florida Studio Theater, and McCurdy's Comedy Club. This condo is directly on the beach, waiting for a new owner to make memories and to enjoy Gulf breezes and sunsets like this family has for years.

19 Whispering Sands Drive Unit 103, Sarasota
$870,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
RESORT STYLE LIVING IN THIS EXQUISITELY RENOVATED 2-BEDROOM/2-BATH CONDO. THE LANAI FRAMES THE VIEW OF THE SPARKLING WATERS OF GULF OF MEXICO & AMAZING SUNSETS. OPEN FLOOR PLAN WITH SPACIOUS LIVING ROOM/DINING ROOM WITH SLIDERS TO THE LANAI. KITCHEN FEATURES QUARTZ COUNTERS, ALL STAINLESS STEEL APPLIANCES, DECORATIVE TILE BACKSPLASH & WOOD PAINTED CABINETRY WITH ADJACENT BREAKFAST ROOM. LARGE MASTER BEDROOM SUITE WITH DOUBLE FRENCH DOORS TO THE LANAI & OUTFITTED WALK-IN CLOSET. THE LUXURIOUS MASTER BATH WITH QUARTZ VANITIES. OTHER DOUBLE ROOM HAS BUILT-IN OFFICE & ADJACENT TO A FULLY RENOVATED FULL BATH. LAUNDRY IS IN UNIT. GULF AND BAY HAS LONG BEEN KNOWN AS A PREMIER CONDO DEVELOPMENT ON SIESTA KEY. ONE OF THE LARGEST PRIVATE BEACH AREAS WITH SPECTACULAR, TROPICAL RESORT STYLE GROUNDS: 3-HEATED POOLS, LARGE PONDS, LIGHTED LANDSCAPING & BRICK WALKWAYS. BBQ PICNIC AREAS, SAUNAS, CLUBHOUSE, FITNESS CENTER, POOL HOUSE WITH REST ROOMS, BASKETBALL, TENNIS & SOON PICKLEBALL COURTS. GUARDED GATED ENTRANCE WITH SECURITY THROUGHOUT. THE PERFECT PLACE TO CALL HOME. A PLEASURE TO SHOW. SOLD TURNKEY FURNISHED.

5780 Midnight Pass Road Unit 408, Sarasota
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code
Welcome to your dream coastal retreat! This condo offers breathtaking views of the Gulf of Mexico, placing you just steps away from a deeded beach access and the sparkling shoreline. Located in the vibrant heart of Siesta Key Village, this property offers unparalleled access to the best dining, shopping and entertainment, all just a few steps away from your door. Whether you're savoring the sunset from your private balcony or strolling to the nearby Siesta Key beach that is ranked as one of the best beaches in the world, this condo provides the ultimate island lifestyle. Perfect for year-round living or a vacation getaway, this condo delivers the best of Gulfside living. Nestled in a well-maintained building with a secured lobby entrance, this residence promises both comfort and peace of mind. Enjoy an array of amenities, including a pool, fitness center, tennis court and social spaces perfect for entertaining and relaxing. Don't miss this rare opportunity of gulf views- schedule your private showing today!

5300 Ocean Boulevard Unit 704, Sarasota
$860,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Beautiful sunsets of Siesta Key from one of your private terraces and a complete renovation! This condo offers weekly rentals, 2 spacious balconies, and over $200K in updates. Situated just steps away from the renowned Siesta Beach, famous for its soft, powdery sand. This stunning end unit on the third floor boasts breathtaking views of the Gulf of Mexico and stunning sunsets, all within a short stroll to the shoreline. The kitchen is a chef's dream, featuring new top-of-the-line stainless steel appliances, including an induction range, complemented by new elegant quartz countertops and solid wood cabinetry. You'll appreciate the luxurious vinyl plank flooring throughout, along with stylish porcelain tile in the two newly designed bathrooms. With an open-concept layout and two spacious balconies, this unit is perfect for entertaining guests or simply enjoying the coastal breeze. “Our House at the Beach” is a well maintained community that offers fantastic amenities, including a heated swimming pool, two tennis courts, a pavilion, grilling area, and dedicated on-site management to assist with your rental needs. This community stands out for allowing weekly rentals, making it an excellent investment opportunity, or you can choose to make it your permanent residence. The location is unbeatable, located directly across from the beach and just minutes from the vibrant Siesta Key Village, where you'll discover a variety of dining and shopping options. Additional features include one assigned parking space beneath the building, ample guest parking, and secure bicycle storage. Come and experience the best of coastal living in your Siesta Key waterfront condo! One or more photos are virtually staged. Condo fees cover building insurance, cable, internet, water and garbage as well as pest control and amenities!

1055 Beach Road Unit B-302, Sarasota
$1,250,000
3 Beds ⋅ 2 Baths ⋅ Somerset Cay SubDv. ⋅ 34242 Zip Code
Experience the pinnacle of Siesta Key living. Relish spectacular mango sunsets and colorful sunrises from east and west-facing balconies in this fabulous three-bedroom, two-bath, 2,237-square-foot luxury waterfront condominium on south Siesta Key. With breathtaking gulf views, this rarely available residence is in one of the island’s most desirable buildings, offering privacy of single-family living with convenience of a condominium lifestyle. This stunning residence features an extended waterfront lanai accessible from the living room and bedrooms, where you can enjoy tranquil water vistas. The secure lobby elevator with restricted access leads you to your private foyer on the third floor. Inside, the home offers high ceilings, crown molding, custom wood cabinetry and oversized walk-in closets. The thoughtfully designed layout includes a gourmet kitchen, two luxurious baths and a full laundry room, ensuring every detail is tailored for comfort and convenience. Additionally, the property includes a private oversized two-car garage, providing ample space for your storage needs. The exclusive Somerset Cay community offers a resort lifestyle with amenities that include a sparkling pool and spa, a fitness center and a barbecue area for entertaining. Water enthusiasts will appreciate the kayak launch and new kayak lift, indoor kayak storage, and sailboat water access leading directly to the bay and Intracoastal Waterway with no bridges to navigate. Enjoy easy access to the Gulf of Mexico through the recently reopened Midnight Pass. With only 17 units in the building, Somerset Cay provides unparalleled privacy and tranquility. At the southern end of Siesta Key, this third-floor retreat is ideally positioned near Turtle Beach, the renowned Ophelia’s Restaurant, Turtles Bar & Grill and South Key Marina. On the key shop at South Village or Siesta Village, offering a variety of boutiques, eateries and entertainment. The free Breeze Trolley runs daily from Turtle Beach to Siesta Key Beach and Village, making stops along the way. Mainland Sarasota's vibrant cultural and dining scene, shopping and medical facilities are just minutes away. This is a rare opportunity to own a slice of paradise in one of Siesta Key’s desired communities. Whether you’re seeking a tranquil island retreat or a luxurious waterfront lifestyle, this residence offers the best of coastal living.

9122 Midnight Pass Road Unit 33, Sarasota
$540,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Welcome to Harbor Towers Yacht & Racket Club on Siesta Key! This 2-bedroom, 2-bathroom condo offers an exciting opportunity to create your dream coastal retreat. While the interior needs updating, the potential is endless. The open floor plan offers a spacious living area, two generous bedrooms, and a Florida room perfect for taking in the serene surroundings. Sold fully furnished, this condo is ready for immediate use or a complete refresh to suit your style. Harbor Towers offers a lifestyle second to none, with amenities such as two resort-style heated pools, a modern fitness center, three Har-Tru tennis courts, social room, BBQ and kitchen prep area, and a stunning marina with direct access to the intracoastal waterway. The private marina provides over 40 boat slips ($3 per foot per month) by waitlist, along with kayak and paddleboard storage. The condo’s prime location makes it a fantastic investment, with flexible rental options, a minimum two-week rental policy, and on-site rental management. With Siesta Key’s renowned beaches, vibrant dining and entertainment just minutes away and accessible via the free trolley, this property is ideal for both personal enjoyment and income potential. Harbor Towers recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for Hurricane/Wind protection. The building has recently completed stunning exterior and interior building upgrades, including impact windows and sliding doors, with the seller covering the assessment in full- offering peace of mind for the new owner. No damage from Helene or Milton! Don’t miss the chance to transform this condo into your own slice of paradise.

5855 Midnight Pass Road Unit 511, Sarasota
$539,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Weekly Rentals, Deeded Beach Access, and Stunning Water Views! Move-in ready, this condo offers breathtaking water views from both the unit and the spacious patio, along with deeded beach access to the powdery quartz sand of world-famous Siesta Key Beach. Built to last, it sustained no damage or water intrusion during recent major storms, showcasing its excellent construction and durability. Capture the income potential of this property with a one-week minimum rental policy – ideal for personal use or as a lucrative investment. Step inside to find abundant natural light streaming through expansive pocket sliding doors spanning a full wall, seamlessly connecting the generous living space to the spacious lanai for effortless indoor-outdoor living. Located in Midnight Cove II, a pet-friendly, resort-style community, you’ll enjoy access to fishing piers, pickleball and tennis courts, a heated pool, fitness center, marina, on-site management, and direct deeded beach access. Conveniently situated near the vibrant South Village, you’ll have the finest dining, shopping, and entertainment options at your fingertips. Now is your chance to own a slice of paradise with a prime location, scenic water views, and the convenience of being move-in ready. Don’t miss this exceptional opportunity!

1700 Cove Ii Place Unit 310, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Savor your coffee while enjoying the breathtaking views of the bay! Welcome to the wonderful community of Peppertree Bay on Siesta Key. This is an incredible opportunity to own a 2-bedroom, 1.5-bathroom turnkey condo that awaits your personal touch! High and dry and no damage from the storms. Located on the second floor, it features stunning bay views from your lanai and offers private beach access just across the street. For your convenience, the unit is equipped with a washer and dryer, along with a storage closet for bikes, beach chairs, and toys. The association provides assigned parking and a variety of amenities. Peppertree is a delightful beach-to-bay community packed with endless activities, including tennis and pickleball courts, two community clubhouses, a fitness center, two outdoor pools, grilling areas, a fishing pier, and exclusive access to Siesta Beach right across the street. Don’t wait—this gem won’t last long!

6029 E Peppertree Way Unit 116, Sarasota
$1,249,000
2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can enjoy both the beauty of the shoreline and the natural dune vegetation that makes this second-floor perspective feel close and connected to the beach. This floor level offers an ideal balance of easy access and elevated views: take the stairs for quick trips to the beach, pool, or parking garage, or use the elevator if preferred. No long waits, no hassle, just effortless access to every amenity. The TURNKEY FURNISHED layout includes a light-filled open kitchen with eat-in nook (perfect as a dinette or office), two spacious walk-in closets, separate laundry room, and generous storage throughout. Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping nearing completion, with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Pet lovers will appreciate that up to two small pets are welcome. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate island lifestyle. Don’t miss this opportunity to claim your piece of paradise.

420 Beach Road Unit 203, Sarasota
$680,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
You have found your oasis! Harbor Towers Yacht & Racquet Club recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. Copies of the funded upgrade program are available for your review. This no-worries furnished, updated unit, has all new hurricane-rated windows and doors, two small balconies, a beautiful granite kitchen with under-counter lighting, updated baths with granite counters and walk-in showers for your ease of use. The well-proportioned living and dining area completes the ideal getaway. Harbor Towers is in a class of its own, with a bayside marina, a fishing area and easy access to the gulf with no fixed bridges. The community offers its residents two heated resort-style pools, barbecue areas, kitchen prep area, a fitness center with a great array of workout equipment, three Har-Tru tennis courts, a sauna, a clubhouse, a fabulous marina with areas to sit along the intercoastal to watch sea life and boats float by you. If interested, the association has rental slips for personal watercraft. Want an investment, this unit can be rented for two-week minimums, 25 times a year plus you can utilize the on-site property management company for potential rentals, or you can do it yourself. Join this amazing community where the residents are eager to meet you.

5855 Midnight Pass Road Unit 225, Sarasota
$740,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Siesta Key Opportunity – Just Listed! Two Cottages, Endless Possibilities! Incredible Location... Don’t miss this rare opportunity to own a unique combination property on Siesta Key, just steps from the vibrant Siesta Key Village! This property includes two charming cottages with endless potential: Front Cottage: A 2-bedroom, 1-bath retreat with a spacious screened-in lanai perfect for relaxing in the Florida breeze. Rear Cottage: A cozy 1-bedroom, 1-bath residence with its own private screened-in lanai, offering privacy and flexibility. Shared Convenience: Both cottages share a washer-dryer space conveniently located in the roomy lanai of the front cottage. With off-street parking and a prime location close to shopping, dining, and world-class beaches, this property is ideal for personal use, rental income, or a combination of both. Note: While the property experienced water damage during recent storms, it has been professionally mitigated by ServPro and is now clean, dry, and ready for your vision. Remodel these cottages to create your dream Key lifestyle or an exceptional investment opportunity. Homes do have working Electricity, Water, and Sewer. Act quickly—this one won’t last long! Seller will not make further repairs to property or to the homes or outbuildings..

432 Avenida De Mayo, Sarasota
$3,270,000
2 Beds ⋅ 3 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code
Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic restaurants, shops and wine bar. The home is situated on .52 acres with 3 ensuite bedrooms plus an office which could serve as an additional bedroom. The first floor has a 3 car garage, bonus room and a guest suite with a full bath and kitchenette. The three hole mini golf course in the backyard and large swimming pool make this a perfect house for entertaining. There is also an exterior elevator.

77 Sandy Hook Road N, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Rarely available first-floor condo. Take your groceries, golf clubs & luggage directly into your convenient located ground floor unit no waiting for the elevator. Or, walk right outside your condo to the Gulf front pool and barbeque grill….then a few more steps to the crystal white sands of world-famous Siesta Key beach. This nicely maintained and easy-to-care-for unit is light and bright. The living area has views overlooking the lush tropical landscaping, fountain-lit pond, waterside pool and azure waters of the Gulf of Mexico. Double louvered doors allow privacy to the guest bedroom and bath plus laundry room. The laundry room easily accommodates a full-sized washer and dryer as well as extra storage. The kitchen has eat-in space with ample storage and all new kitchen appliances were installed in 2021 and 2022. The Gulf & Bay Club exemplifies the best of resort-style living with 800 feet of direct beachfront plus numerous amenities including but not limited to newer pickleball courts, tennis courts, a fitness center with sauna and spa, three swimming pools, basketball, racquetball, barbecue grills, picnic areas, two clubhouses, charging stations for electric cars, 24-hour security and a guard-gated entry.

5750 Midnight Pass Road Unit 105E, Sarasota
$2,400,000
3 Beds ⋅ 3 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concrete block home boasts a new tile roof in 2016 and offers unparalleled access to deep water and sailboat-friendly waters, making it the perfect haven for boating enthusiasts. The property, set on over a .35-acre lot, is nestled in a protected basin and features a newer dock with composite decking, complete with two boat lifts (12,000 and 4,500 pounds), installed in 2018—truly a boater’s paradise.The home’s elevated design places all living spaces on the second floor, ensuring captivating water views and privacy. A secure, walled gated entrance leads to a spacious garage area of nearly 3,000 square feet, offering abundant storage for vehicles, watercraft, outdoor equipment, just off the pool and spa. With room for multiple cars, golf carts, motorcycles, and kayaks, this area can also be transformed into a game room, home theater, fitness space, or sauna—catering to a variety of lifestyles and interests.Perfectly suited for both relaxation and entertaining, the home features high ceilings, crown molding, an elevator, and expansive living areas that flow effortlessly into the outdoors. A wraparound balcony, accessible from nearly every room, allows you to enjoy the island breeze and scenic surroundings, while multiple indoor and outdoor spaces provide plenty of room to host family and friends.Located on the desirable north end of Siesta Key, this property is just moments from the renowned Siesta Key Beach and the vibrant downtown Sarasota area. Additionally, being within the city of Sarasota, the property offers the flexibility of weekly rentals, making it an excellent investment opportunity. This exceptional home combines the best of island living with modern amenities—your coastal dream awaits.

508 Siesta Drive, Sarasota
$930,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Overlooking the pristine 32-acre gated property of the Gulf & Bay Club on Siesta Key, find yourself surrounded by coastal charm and modern accents in this two bedroom, two bathroom home offering a distinguished renovation. The kitchen, with handsome driftwood inspired flooring, will please the most discerning chef with tasteful, modern white cabinetry. Prepare and create your treasured cuisine atop sparkling quartz countertops and  smart, stainless appliances including a beverage fridge. Under cabinet lighting helps to feature the ocean wave inspired backsplash, drawing you toward your built in office where you can keep your business and busy life organized. Modern and updated lighting adds flair  as you pass by the dining area, that accommodates 6, to the living area with plush carpet and furnishings. Just beyond, an additional seating space is the perfect spot to sip your morning coffee while counting your blessings, host an animated card game or concentrate on a challenging puzzle. The principal suite is spacious with luxurious furnishings and boasts a pleasing, renovated bath with fresh tile accents and frameless shower doors. Accommodate guests with ease in the cozy second bedroom featuring loads of storage, a bed and a twin over full bunkbed for your young visitors to enjoy. The second bathroom is also beautifully renovated. Gulf & Bay Club offers an unmatched lifestyle with 800 feet of private beach; three heated swimming pools; two clubhouses; tennis, racquetball and basketball courts; walking trails amongst the tranquil grounds; media and library facilities and much more. Conveniences are abundant with in unit laundry, a recently renovated covered car port, along with organized community events, games and cultural outings. Venture away from Siesta Key for a day and explore the spectacular arts and culture of Florida’s vibrant gulf coast communities. The best of island living and the Florida lifestyle can be yours at the Gulf & Bay Club.

5780 Midnight Pass Road Unit 205, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
ATTENTION: SELLER IS NOW CREDITING BUYER(S) 1ST FULL YEAR OF CONDO FEES AT CLOSING! This is your opportunity to embrace the coastal lifestyle you've been dreaming of! Every corner of this meticulously renovated unit has been designed with care and an eye for beauty. Don't miss out on making this magnificent retreat your forever home now offered furnished! Elegant Kitchen: Renovated with top-of-the-line finishes, including a delightful breakfast bar, perfect for enjoying morning coffee with a view. Cozy Living Room: An open floor plan and corner space provide uninterrupted views of the gulf coast waters, creating a relaxing ambiance for enjoying breathtaking sunsets. Expansive Dining Room: Ideal for hosting family and friends, this spacious dining area sets the stage for sumptuous meals with a coastal backdrop. Tranquil Bedrooms: The primary suite and guest bedrooms provides comfort and sophistication, with sliders opening to the lanai for indoor-outdoor living. Luxurious Bathrooms: Fully renovated bathrooms exude timeless elegance, providing a retreat of tranquility perfectly suited to the coastal lifestyle. Easy Access to Gulf Waters: Embark on nautical adventures with convenient access to the Gulf, ensuring every day feels like a vacation. Convenience at Your Fingertips: Proximity to Gulf Beaches: Enjoy easy access to the stunning Gulf of Mexico beaches, including Siesta Key Beach, along with shopping and restaurants. Community Amenities: The complex offers private fishing piers, a community pool overlooking the Gulf, outdoor kitchen, bike storage, fitness facility, and renovated social room and is Miami Dade Compliant!. Secure and Elegant Lobby: The condo lobby has been elegantly remodeled, adding to the sense of luxury and security. Schedule a private tour and step into your world of coastal luxury living!

4822 Ocean Boulevard Unit 2F, Sarasota
$632,500
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Rarely available PENTHOUSE! Whether it's the shimmering city lights at night or a dazzling sunset that paints the sky with hues of orange and pink, this penthouse's vantage point provides a breathtaking backdrop for everyday living. Direct beach access, 2 bedroom/2 bathroom unit, fully furnished with everything you need. Just bring a suitcase. This bright unit features stainless steel appliances, porcelain tile flooring, crown molding, and elegant bathrooms. With plenty of storage, in-unit laundry, newer impact windows (2013), and A/C (2012), you can relish the Gulf breezes or stay cool during the summer heat. Peppertree Bay is an exceptional Beach to Bay complex that covers 16 acres, offering private deeded beach access, a fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis/pickleball courts, and BBQ areas. Ideally located near Siesta Key Village, you'll have easy access to trolleys, frog hopper transportation, shopping, dining, and entertainment. Downtown Sarasota and its vibrant arts scene are just a short drive away. Contact us today to schedule a showing and discover the luxury of beachside living on Siesta Key.

1200 E Peppertree Lane Unit 607, Sarasota
$458,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. UNBELIEVEABLE OPPORTUNITY to Seize the Moment for the Savy Buyer to Purchase this 2 Bedroom, 2 Bath Condo and Turn it Into the Beach Beauty of Your Dreams! Rarely Does an OPPORTUNITY Come Along to Renovate and Update a Property Like this at Such a Low, Low Price. Located in The Anchorage, a Well-Maintained Building which was Re-plumbed in 2020, and has Completed the Milestone Structural Inspection in 2022, The Anchorage Offers DEED RESTRICTED BEACH ACCESS to the Gulf of Mexico RIGHT ACROSS THE STREET. The Entrance/Lobby has been COMPLETELY RENOVATED (2024) with BRAND NEW TILE FLOORS. Featuring 2 Spacious Bedrooms, 2 Baths, and 2 Walk-In Closets PLUS an IN-CONDO LAUNDRY ROOM Accommodating a FULL-SIZE Washer & Dryer, NEWER CARPET and INTERIOR PAINT (August 2023), this 2nd Floor Unit has a PEACEFUL TREE-LINED VIEW FROM its Balcony (6ft X 34 ft) with Southern Exposure, and a Water View of the Canal and Docks to Enjoy Sunrise and Colorful Sunsets on Siesta Key. ALL ROOMS HAVE SLIDING GLASS DOORS LEADING TO THE BALCONY. The ON-SITE RENTAL OFFICE Opens Up a World of Possibilities to RENT YOUR CONDO When You Aren’t Using It, or INVESTORS Will Have the OPPORTUNITY to RENT the Unit WEEKLY, 52 Weeks a Year! The Amenity-Rich Anchorage Offers Owners and Renters a Gated Entrance, An OLYMPIC-SIZE HEATED POOL, Fitness Room, Lighted Pickel Ball & Tennis Courts, Clubhouse, BBQ & Picnic Areas, His & Hers Saunas, Kayak Storage, and FREE DOCKAGE for Your Boat Along the Seawall. Relax in an Adirondack Chair Along the Intercoastal Waterway as the Sail and Power Boats Pass by. Within Walking Distance is the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, and Clayton’s, Plus a Variety of other Popular Restaurants & Shops along with the Siesta Key Marina. Take the FREE TROLLY to Siesta Key Village to Enjoy More Shopping, Entertainment and Dining Options. Located Adjacent to the Stickney Point Bridge, You’ll Have Easy Access to the Mainland and Beyond. Bring Your Creative Ideas and Fulfill Your Siesta Key Beach Dreams. IRRESISTABLY PRICED, This Condo is the Deal You’ve Been Waiting For!

6415 Midnight Pass Road Unit 206, Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
This Move-in Ready waterfront property is the epitome of tropical luxury living in the heart of Siesta Key, Florida. Just a 5-minute drive from the world-renowned Siesta Key Beach, this home offers the best of both worlds: a serene retreat tucked behind private gates and a vibrant coastal lifestyle. The grand property welcomes you with a circular driveway and lush natural surroundings. Inside, this beautifully maintained 4-bedroom, 3-bathroom, home with an office /bonus room; a canal-front home effortlessly combines comfort and coastal charm. The open-concept layout is bathed in natural light, with high ceilings enhancing the sense of space and warmth throughout. The expansive primary suite serves as your personal sanctuary, complete with a private balcony perfect for sipping morning coffee or dining al fresco as you soak in tranquil waterfront sunsets. Step into the backyard oasis, where a sparkling pool and private boat dock invite you to embrace Florida’s year-round sunshine and endless blue skies. The expansive patio and outdoor seating area provide ample space for entertaining guests or simply unwinding in this peaceful retreat. Car enthusiasts will delight in the additional detached garage, offering plenty of room for storage and prized vehicles. Located within walking distance of Out-of-Door Academy and a short drive from Sarasota’s mainland, downtown Sarasota, Sarasota Memorial Hospital, and more, this home is ideally positioned for convenience and lifestyle. Don’t miss the chance to own your slice of paradise in one of Sarasota’s most coveted neighborhoods. Life by the water has never looked better!

4820 Higel Avenue, Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ Boca Siesta SubDv. ⋅ 34242 Zip Code
PRICED TO SELL! Reduced Seller Motivated. Seize the opportunity to own a stunning slice of paradise located in the heart of Siesta Key, surrounded by flourishing trees and a tranquil boat basin. This well maintained fifth floor condo features two bedrooms/two bathrooms, offering breathtaking views of Little Sarasota Bay and the Intracoastal waterway. The kitchen and guest bedroom have partial Gulf views. Have your morning coffee on the screened lanai while observing the boats pass by. The condo features hurricane impact glass windows that provide strong protection against storms and high winds. The sliding hurricane shutters on the lanai is a practical solution making it easy to shield the outdoor area quickly when needed. The front entry door has also been recently updated. The guest bedroom's Murphy bed is a smart space-saving solution, allowing for versatile use of the room, complemented by built in book shelves. The custom bamboo closet systems enhance storage in every closet throughout the condo. The building is secure with keyless entry and video cameras. The marina was completely dredged in 2017 including the restoration of a new sea wall and boat slips. Enhancing the overall beauty and functionality of the marina, alongside the lovely landscaping with mature trees. Amenities are perfect for both relaxation and active living, with optional tennis court or pickleball play. The spacious clubhouse ideal for gatherings features a screened porch, fitness center and a full-size kitchen. Great for celebrations or meetings. The pools location by the Intracoastal Waterway adds a scenic touch, and having beach access across the street is a convenient perk. Enjoy a day on the Bay and launch your own kayak or paddle board from the community boat basin. Kayak & paddle board storage provided underneath the clubhouse. On site Maintenance Manager available Monday - Friday. Siesta Key is recognized as the #1 BEACH in the USA. Known for it's quartz sand and clear waters. Shop and dine at Siesta Key Village. The Breeze trolley is available on Midnight Pass Road and stops are designated where signs are posted in front of the complex. The Sunday drum circle at sundown at the public beach adds a unique cultural experience. The combination of comfort and relaxation makes this property an excellent choice for those who want to fully embrace coastal living. Siesta Key offers a blend of leisure and community that is truly special.

5911 Midnight Pass Road Unit 504, Sarasota
$4,650,000
5 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Sarasota
$2,200,000
5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Prime Investment Opportunity! This exceptional property is an investor’s dream! Ideally situated just one block from Siesta Beach and two blocks from local dining, shopping, and entertainment in Siesta Village. Perfectly positioned for short and long-term rentals, this spacious home offers an incredible opportunity to host large gatherings, family reunions, or celebratory get-togethers in one of Florida’s most desirable destinations and the #1 ranked Siesta Key Beach. 452 Canal Road presents a rare opportunity to capitalize on the extra-high demand for vacation rentals. Property boasts a private pool, yard, elevator, garage and parking. With generous living space, 5 bedrooms, 3.5 bathrooms, and ample outdoor areas, this home is designed to comfortably accommodate very large groups. The expansive floor plan provides plenty of room for guests to relax and enjoy time together. The living areas flow seamlessly into the beautiful outdoor spaces, offering ideal setup for entertaining. Built with durability & long-term value in mind, the home offers an incredibly strong foundation and quality construction throughout. The property is ready for immediate use, has guaranteed bookings in 2024 and 2025, allowing flexibility for any homeowner or investor. The home at 452 Canal Road has a solid rental history with potential for even higher returns. Here is an opportunity you won’t want to miss. Whether you’re looking to generate immediate rental income or create your own personal coastal retreat…this property is a true gem. Time to make your mark on Siesta Key! Call to schedule a private showing.

452 Canal Road, Sarasota
$2,750,000
4 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Set on 110+ feet of waterfront with an impressive 11’ elevation, this exceptional 4BR/3BA, 2-story home is in beautiful condition and is perfectly located in the highly sought-after Siesta Cove neighborhood. Offering peace of mind and luxury living directly on the Intracoastal Waterway in a quiet no-wake zone, the setting is idyllic, with abundant wildlife and frequent dolphin sightings providing a daily waterfront spectacle. Upon entering, you are greeted with a grand, lofty foyer, enhancing the sense of space, with wood and travertine marble floors complementing walls of sliders that showcase breathtaking 180-degree water views and open out to the expansive outdoor entertainment area. The backyard is a true oasis, boasting a large, elevated pool, a spacious pool deck and a recently inspected seawall ready for a potential deep-water boat dock and lift—ideal for any water enthusiast. The kitchen is beautifully appointed with stone countertops, ample storage, and a built-in desk. Upstairs, the primary suite is a private sanctuary, with sliders opening to a second-story terrace that overlooks the Intracoastal Waterway with views of downtown Sarasota, custom built-in furniture and a travertine marble en-suite bath featuring dual vanities, a spa tub, and a glass walk-in shower. The additional oversized guest bedrooms are equally inviting, offering terrace access, plenty of privacy and water views. Recent updates include a new roof (2020), impact glass skylights, a hurricane-impact garage door and storm shutters. Less than one mile from the world-famous Siesta Beach, #1 in the country and moments from the vibrant shopping and dining of Siesta Key Village. The Sarasota County public school district is “A” rated! This home epitomizes refined waterfront living.

5412 Siesta Cove Drive, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Your island escape awaits! Nestled on the serene Palm Island in the heart of Siesta Key and just two blocks from the iconic Siesta Key Beach, this charming pool home invites you to embrace the ultimate coastal lifestyle. Built with sturdy block construction and elevated over 10 feet, this home has withstood recent hurricanes unscathed, offering peace of mind for years to come. Sitting on nearly a quarter-acre lot, the 2-bedroom, 2-bathroom home, complete with an office or potential guest space, radiates island charm from the moment you arrive. Step through the tiled entryway and into the thoughtfully updated galley kitchen, featuring marble countertops and a convenient passthrough to the dining and living areas, making entertaining a breeze. Bamboo wood floors grace the living and dining rooms, as well as the spacious owner’s suite, while crown molding adds an elegant touch throughout. The owner’s suite is a true retreat, with double doors leading to the deck overlooking the pool, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. A split floorplan ensures privacy, with the second bedroom and nearby guest bath ideally situated for family or visitors. Outside, the tropical oasis continues with a newly installed heated pool surrounded by a pavered deck, perfect for soaking up the sun or hosting gatherings. Adding to the tranquility, a picturesque saltwater pond winds behind the home, offering a serene backdrop and a true connection to nature. A durable metal roof, hurricane impact windows replaced in 2019 and a two-year-old AC system leave you worry-free for years to come. Just a 3 minute stroll away, you’ll be able to dip your toes in the crystal-clear waters and sugar-white sands of Siesta Key Beach, America’s #1 rated beach. Just moments away, is Siesta Key Village featuring vibrant shops, boutiques and cafes, and a bustling nightlife offering something for everyone. Zoned for top-rated A schools and near Downtown Sarasota’s cultural attractions, this is the Florida lifestyle you’ve been dreaming of. Don’t miss your chance—schedule a showing today!

421 Island Circle, Sarasota
$2,600,000
4 Beds ⋅ 6 Baths ⋅ North Harbor Sub SubDv. ⋅ 34242 Zip Code
This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay from nearly every room thanks to expansive sliding glass doors that allow for seamless indoor-outdoor living. Upon entry, the grand foyer opens to a spacious great room overlooking the heated pool and marble-tiled deck. The first floor includes a large family room with a wet bar, a pool bath, and a versatile office space that could easily serve as a fourth bedroom with an en-suite bath. A convenient full bath and laundry room near the pool add practicality to the thoughtful design. The second-floor primary suite is a tranquil retreat, complete with an en-suite bath featuring a jetted soaking tub, a separate sitting room and access to a private deck. Enjoy sunrise views, coastal breezes and serene moments while overlooking the water. A split bedroom plan ensures privacy for guests, with two additional en-suite bedrooms on the second level. The upper living room, featuring a marble-surround wood-burning fireplace, and the formal dining room add elegance and comfort to the home. The eat-in kitchen opens to an upper deck, ideal for alfresco dining with picturesque water views. Outdoor living is a highlight, with a private dock on a protected lagoon with direct access to Roberts Bay, the Intracoastal Waterway and Gulf of Mexico. The fenced yard, heated pool and spacious pool deck are ideal for entertaining or simply enjoying the serene surroundings. Close to Siesta Beach and the Village, this home also offers convenient access to downtown Sarasota's fine dining, shopping, art galleries and cultural venues. This is coastal living at its finest, luxury, convenience and charm all in one exceptional property.

1358 Roberts Bay Lane, Sarasota