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$640,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Price Reduction - Motivated to Sell! This beautifully updated condo at Harbor Towers Yacht & Racquet Club presents an exceptional opportunity for both luxurious coastal living and strong investment potential. Thoughtfully renovated with attention to every detail, recent upgrades include a NEW HVAC system (Nov. 2025), NEW electrical panel (Nov. 2025), luxury vinyl flooring, and a remodeled kitchen featuring solid wood cabinetry and granite countertops. Just in time for the upcoming rental season, the condo is also being offered with new furniture and small appliances, enhancing comfort, style, and rental appeal. Located in the heart of tropical Siesta Key, this residence enjoys breathtaking water views along one of the widest stretches of Intracoastal frontage on the island—an increasingly rare and valuable feature. The resort-style community offers an impressive array of amenities, including a state-of-the-art fitness center, two heated pools, and three illuminated Har-Tru tennis courts, perfectly suited for both relaxation and recreation. Additional highlights include high-speed Wi-Fi, gas grilling areas, a boat basin, and the tranquil Island Gazebo, ideal for unwinding or watching dolphins pass by. The location is equally exceptional. Just minutes from Siesta Key Village, residents enjoy easy access to boutique shopping, dining, and entertainment, along with complimentary use of the Siesta Key Open Air Trolley for effortless island exploration. World-famous Siesta Key beaches are only moments away, and Sarasota’s vibrant arts, dining, and cultural attractions are a short drive from home. Whether you’re looking for a primary residence, a vacation getaway, or a highly desirable investment property, this move-in-ready condo delivers an unmatched lifestyle in one of the world’s most sought-after beach destinations. Schedule your private showing today.

5855 Midnight Pass Road Unit 311, Sarasota

$725,000
2 Beds 2 Baths 0524 Beach Road SubDv. 34242 Zip Code
Welcome to your Oceanfront Oasis! SIESTA KEY is truly in your BACKYARD, so no need to drive or cross the street to get to the soft white sands of this highly acclaimed beach on Florida's Gulf Coast. This downstairs condo unit has been completely renovated in 2024 and is now fully equipped with new appliances, new cabinetry, new bathrooms, new HVAC, new water heater, new flooring, new bathrooms, new plumbing, new window treatment, and new paint. Whether you want to continue using it as a successful vacation rental opportunity that it is currently in or use this for personal uses, the choice is yours! A carport and assigned parking awaits your arrival and is just steps from your front door. Step inside and instantly be wowed by the BEACH VIEWS. The split floor plan has the secondary bedroom and bathroom in the front of the home and the primary suite in the back of the home. The open concept living space has the dining room and living room in one open area all enjoying views of Siesta Key, and a mirrored wall in the dining space allows for those gorgeous views even what your back is to the beach. The kitchen boasts ample coastal white cabinets, beautiful granite countertops, and stainless steel appliances. The primary suite has a sliding glass door that provides private access to the back patio, and there is a private patio on the side of the unit only accessed by this room to allow an even more luxurious experience. The bathrooms both have brand new walk-in showers plumbed with the most extreme water-resistant materials, brand new white vanities, new toilets, and enhance the coastal vibe of this unit with their color palettes. Both bedrooms feature oversized closets for plenty of storage, and the secondary bedroom has a brand new washer/dryer all-in-one unit for your private use and convenience. Should you choose to desire all of the furniture so as to continue using this as a vacation rental, it can all be yours! Similarly, if your plan is to use this as your personal vacation home, all of the FURNITURE is also BRAND NEW. Step out back onto your private, covered, and screened in back porch for yet another opportunity to take in those views of paradise. Just outside of the unit is a grassy backyard for outdoor entertainment solely available to this condominium, luscious sea grass that lines a private path to walk directly to the beach, followed by the esteemed white sands the Gulf Coast is famous for. Once your time at the beach has finished, take a short walk to The Village, Siesta Key's own shopping and dining district, where you'll find the most delicious dining options in every cuisine, a happening night life, live music, and more. Siesta Key has been a thriving vacation destination since its origination, and your chance to make this Oceanfront Oasis yours is here, so inquire on how to make this gem your own!

524 Beach Road Unit A, Sarasota

$1,335,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Location, Location, Location!***SPECTACULAR POOL, BEACH & GULF VIEWS***Welcome to the highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach (voted America's #1 beach by Trip Advisor)! This is where you'll find this completely updated condo with gorgeous beach and gulf views! Where you'll be just steps to private beach access to the white sands of Siesta Beach and the sparking waters of the Gulf of Mexico! As you enter the gated community, you'll feel like you've landed in paradise as you make your way down the brick paved streets to the building nearest the beach surrounded by tropical landscape throughout the beautiful grounds at Gulf & Bay. Next, take the elevator to the 6th floor and enter this beautifully updated condo! Everything is new from top to bottom! The kitchen features new cabinetry, quartz countertops, new appliances including a wine refrigerator and an island with breakfast bar. All new porcelain tile follows consistently throughout! The kitchen is open to the dining room/ living room. The primary bedroom offers an ensuite primary bathroom with dual vanity and sinks, and a spacious walk-in closet with built-in storage! All new plantation shutters. Inside laundry room with new washer, dryer and cabinetry. The sliding glass doors from the living room and primary bedroom lead out to your private balcony/lanai, where you'll overlook the pool and take in the amazing views of the beach and Gulf of Mexico! Where you'll enjoy breathtaking sunsets! Where the sun shines almost every day! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Partially FURNISHED WITH BRAND NEW FURNITURE! Schedule a showing today!

5790 Midnight Pass Road Unit 602, Sarasota

$915,000
2 Beds 2 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Best Opportunity on Siesta Key– Motivated Sellers! This is your chance to own a stunning waterfront residence in highly sought-after Dolphin Bay on Siesta Key – at an incredible price! This gated, pet-friendly community offers resort-style living with only 50 exclusive residences. Enjoy top-tier amenities, including a swimming pool and spa, har-tru tennis courts, fitness center, clubhouse with social events, and an outdoor grill. A day dock provides easy boating access, fishing, happy hour socials, and frequent manatee and dolphin sightings. The small beach is perfect for launching kayaks or paddleboards. This updated, bright, 1900 sq ft residence features a spacious great-room floor plan with 2 bedrooms, 2 baths, plus a versatile den/family room off the kitchen. Relax on the large 18' x 14' screened-in terrace/lanai while enjoying spectacular southeast water views of the Bay and Intracoastal. The beautifully remodeled kitchen boasts stone countertops, stainless steel appliances, custom cabinetry, and bar seating. A separate front porch off the kitchen is the perfect spot for grilling. Additional highlights include: Generous storage throughout, Walk-in closets & built-ins, Laundry/utility room with washer & dryer, Luxurious master bath with soaker tub, walk-in shower, and dual vanities, Oversized private garage with kayak & paddleboard storage Dolphin Bay’s prime central location means you’re just a short walk or bike ride to Siesta Key’s world-famous quartz-crystal sandy beaches and pavilion. Hop on the free Siesta Key Trolley for easy access to the vibrant North & South Villages, packed with entertainment, dining, and shopping. Sellers are motivated – don’t miss this rare opportunity! Schedule your showing today!

1260 Dolphin Bay Way Unit 303, Sarasota

$925,000
2 Beds 2 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Experience the natural Florida coastal environment from this extraordinary viewpoint and the one-of-a-kind walkout to a private beach nestled in mangroves on the Intracoastal Waterway—perfect for launching a kayak or paddleboard. A dynamic scene unfolds daily with visiting shore birds of every description, dolphins feeding in pods, jumping mullet, and manatee lazily cruising by—just outside your backdoor. Tie up a boat to the private dock, do some fishing, and enjoy the sunset illuminating towering clouds rising in the eastern sky. This condo is proven to be Hurricane resilient. This unit, the garage, and the building came through 2024 unscathed as water flowed harmlessly down the north-side swale and along the driveway into the Intracoastal Waterway. Even the electrical power remained on during all recent storm events thanks to the hardened electrical supply installed along Midnight Pass Road by FPL in 2022. This two-bedroom, two-bathroom condominium features a stunning water view, a shaded front patio bordering a tropical garden, a third room which serves as an office/den, or possibly a 3rd bedroom with a simple addition of a Murphy bed. A one-car garage equipped with heavy-duty restaurant-grade shelving, bicycle racks, beach chair hangers, and kayak-paddleboard storage makes for ideal storage for an active lifestyle on the nearby water. Unit updates include impact-resistant PGT WinGuard sliding-glass doors and main bedroom windows, Trane four-ton two-stage HVAC system, refrigerator, water heater, cooktop, dishwasher, Hunter-Douglas Duet cellular shades, and garage door make this bright and cheery home ready for comfortable living. Join the friendly, close-knit Dolphin Bay community where the condo association just completed major projects for building painting, new exterior lighting fixtures, elevator refurbishment, new roofs, rooftop ventilation fan replacement, and clubhouse interior renovation. View cinematic video on Youtube: at https://youtu.be/VrWxlGmQ2lc

1280 Dolphin Bay Way Unit 202, Sarasota

$600,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Stunning Penthouse with Full Bay Views in Island Reef, Siesta Key! Experience luxury coastal living in this spectacular penthouse at Island Reef, one of Siesta Key’s premier Beach-to-Bay communities. Boasting wraparound panoramic water views, this unit offers some of the best vistas in the entire complex. This beautifully updated 2-bedroom, 2-bathroom condo features luxury vinyl flooring throughout, a modernized kitchen with granite countertops, stainless steel appliances, a convenient breakfast bar, additional cabinetry, and recessed lighting in the remodeled ceiling. The popcorn ceilings have been removed, giving the space a sleek and contemporary feel. The glass-enclosed lanai allows for year-round enjoyment of breathtaking bay views. An in-unit laundry room and storage closet provide added convenience, with recent updates including a new washer/dryer and water heater, ensuring move-in-ready comfort. Island Reef offers an array of exceptional amenities, including private beach access to the Gulf of Mexico, two heated swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse with frequent social events. Additional amenities include shuffleboard courts, a library, a billiards room, grilling patios, boat docks, a fishing pier, and a kayak launch. The community also provides covered parking, on-site management, a car wash area, and building security, all within a pet-friendly environment. Located on the serene south end of Siesta Key, this unit is close to dining, shopping, and the vibrant culture of Sarasota. The free Siesta Breeze Trolley stops right outside the property, making it easy to explore Siesta Village and other island destinations. Don’t miss this opportunity to own a truly exceptional penthouse in one of Siesta Key’s most desirable communities!

8779 Midnight Pass Road Unit 504H, Sarasota

$810,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
New Price – Exceptional Beachfront Living in the Heart of Siesta Key. Experience the essence of coastal luxury in this beautifully appointed 5th-floor residence with commanding views of Siesta Beach, the Gulf of Mexico, and golden sunset skies. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare opportunity to own a slice of paradise. Timeless Spanish-inspired architecture sets the tone, with coffered beam ceilings, graceful arched doorways, and elegant finishes throughout. Walls of windows frame breathtaking Gulf views, flooding the open-concept living and dining spaces with natural light and coastal ambiance. The thoughtfully designed kitchen features custom wood cabinetry, gleaming granite countertops, stainless steel appliances, and a charming built-in breakfast nook—ideal for casual dining with a view. Retreat to the generous primary suite, complete with a walk-in closet and a luxurious en-suite bath featuring granite-topped vanities and custom cabinetry. A well-appointed guest bedroom and full bath with walk-in shower ensure comfort and privacy for visitors. Step onto the expansive, enclosed lanai—a multifunctional space that offers the perfect setting for entertaining, working remotely, or hosting overnight guests—all while enjoying spectacular beach and Gulf vistas. Sold fully furnished, this turnkey residence includes a large laundry room with abundant storage, a full-sized washer and dryer, a private parking space in the under-building garage, and a secure storage locker for all your beach essentials. Residents of Peppertree Bay enjoy an array of resort-style amenities including a private beach with lounge chairs, two heated swimming pools, fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and on-site management. Just a short stroll from Siesta Village's shops and dining, and a quick drive to Sarasota’s cultural attractions, this is coastal living at its finest. Whether you’re looking for a full-time residence, winter retreat, or investment with rental income potential, this exceptional beachfront property checks every box. Don’t miss your chance to own the Siesta Key lifestyle—where every day feels like a vacation.

1080 W Peppertree Lane Unit 506A, Sarasota

$490,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to Island Reef, an amenity rich Gulf to Bay resort where living the dream meets reality. Located on the tranquil southern end of Siesta Key you are just steps away from enjoying boating activities on the Intercoastal, a day at leisure on the beach or taking in a beautiful sunset over the Gulf. Come see this BAYSIDE condo that has undergone a remodel to include raising the ceiling in the kitchen and dining room areas, retexturizing all ceilings in the condo and installing plank tile flooring in the dining, living and both bedrooms. The kitchen features solid wood cabinetry to the ceiling, granite countertops, stainless steel appliances and an enlarged pass through to the dining area. The final piece of the remodel includes a customized office nook with a built-in desk with overhead and adjoining storage cabinets. Meticulously cared for this light and bright condo with white/off white colors throughout provides a neutral pallet for all your furniture and decorating ideas. The spacious Primary Suite features sliders to the screened and glass enclosed lanai, a large walk-in closet, bathroom with dual sinks and a walk-in shower. A generous-sized guest bedroom with shower and bath is ideal for family or guests. With its open floor plan the focal point of this condo is the spacious living/dining room which flows into the east facing tiled screened lanai; a perfect place to enjoy the dawn of a new day or a shady respite in the afternoon. For your peace of mind, the A/C unit was replaced in May 2024 and the hot water heater in 2020. At Island Reef the vacation never ends with your choice of two heated pools, a remodeled clubhouse, fitness room, newly resurfaced lighted tennis and pickleball courts, barbeque patios with gas grills, deeded beach access, boat docks, fishing, a place to store your bike or kayaks and so much more. In true island fashion you can walk to the front entrance of the complex, hop aboard the free classic style Breeze Trolley and enjoy a fun and relaxing day venturing out to a wide variety of restaurants, bars, gourmet grocery stores and shops on the Siesta Key while your car is parked in the shade of your deeded carport space. If you’re looking for a seasonal refuge from our Northern winters, a full time residence or an investment with attractive rental possibilities you can’t go wrong at Island Reef.

8773 Midnight Pass Road Unit 205G, Sarasota

$497,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
This delightful 2 bed, 2 bath villa is located in the highly sought after Gulf front community of Whispering Sands, just outside of Siesta Village. Fully renovated in 2017 with newly remodeled interior, creating an open and bright main living area, modernized kitchen and baths, flooring and the addition of a generous Florida room with its own split AC system. Recessed lighting, automatic blinds, impact windows and doors, along with electrical upgrades were just some of the updates. See the attached improvements for a complete list. There is also an attached garage with hookups for full size washer and dryer for your convenience. This coastal community has its own private white sand beach, two swimming pools, fitness room, and a natural lagoon. A morning swim, a relaxing day on the beach, poolside cocktails and spectacular sunsets are just some of the activities that this lifestyle offers. You are within easy walking distance of Siesta Village, by a private gated pathway, you are just minutes from the charming and coastally inspired restaurants, live music, cafes, and shops. Although this home suffered some water intrusion during hurricane Helene, it has been professionally restored including mold remediation (certificate available), drywall replaced where necessary and a newly painted interior. The HVAC (2022) and electrical has been professionally inspected are in perfect working order. Priced appropriately so that the new owners can choose their own appliances, this contemporary villa is an excellent value.

111 Whispering Sands Circle Unit V38, Sarasota

$1,125,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential in one of Florida's most desirable locations. The home’s thoughtful design combines comfort and function, with an updated kitchen featuring granite countertops, solid wood cabinets, stainless-steel appliances, tile backsplash, and a breakfast bar which flows into the dining area and inviting living room. The primary suite offers a private en-suite dressing area, complete with a walk-in closet, built-in vanity and sink, linen storage, and private access to the ground floor bath. From the living room and primary suite, step into the enclosed Florida sunroom, where serene water views provide the perfect backdrop for spotting dolphins and manatees—an ideal space for relaxation or entertaining. Vaulted ceilings in the living room, Florida room, and primary suite enhance the sense of light and space, while upstairs, two additional bedrooms, bathroom and a versatile office/den area provide options for guests, work, or leisure. This property is offered turnkey furnished, meaning it’s move-in ready, with most furnishings and essentials included for immediate enjoyment or rental. Modern upgrades include dual HVAC, a 2022 electrical system upgrade, 2019 water heater, metal roof ~2015, and newer appliances. Additional conveniences include interior laundry, and a private one-car garage. Gulf & Bay Club Bayside is a gated, waterfront community offering a wealth of resort-style amenities, including coveted private deeded beach access to Siesta Key’s world-renowned quartz sand beaches, two heated pools, tennis and pickleball courts, gas BBQ grills, clubhouse with fitness center and sauna, a fishing pier, and an on-site property manager to facilitate effortless rentals. Perfectly located just minutes from Siesta Key Village’s vibrant shops and restaurants and downtown Sarasota’s cultural attractions, this property provides the ultimate combination of relaxing island living, recreation, and investment opportunity. Schedule your private showing today and discover why this rare waterfront retreat is truly one of a kind.

1341 Siesta Bayside Drive Unit 1341-B, Sarasota

$624,500
2 Beds 2 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Experience breathtaking panoramic views of the Gulf of Mexico and Little Sarasota Bay from this beautifully renovated 9th-floor, 2-bedroom, 2-bathroom condo at The Pointe—nestled on the southernmost tip of Siesta Key. The chef’s kitchen features sleek quartz countertops, custom white cabinetry, and durable porcelain tile flooring. The open-concept living and dining area is designed for both comfort and entertaining, offering stunning vistas from every angle. Wake up to serene bay sunrises in the spacious master suite, complete with an updated en-suite bathroom and generous closet space. The en-suite bath showcases elegant tile flooring and a luxurious walk-in shower. Step onto the expansive lanai to take in breathtaking views of dolphins, manatees, kayakers, paddle boarders, and boats gliding through pristine waters. This private outdoor oasis also overlooks a lush nature preserve, providing a peaceful retreat. Set on over 5 acres of Siesta Key’s stunning coastline, The Pointe offers an array of resort-style amenities, including boat docks, a kayak/canoe launch, a heated pool, spa, sauna, tennis/pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with mesmerizing views of the Intracoastal Waterway. Enjoy the sights and sounds of vibrant wildlife, from playful dolphins to majestic seabirds, all while soaking in the refreshing Gulf breeze. The Pointe is just a short walk or drive to fine and casual dining, with a full-service marina less than a mile away. Turtle Beach is also within walking distance, and nearby shops, coffee spots, nightlife, and public transportation make island living effortless. With captivating sunrises, breathtaking sunsets, and endless natural beauty, this coastal retreat is the ultimate Siesta Key getaway. Schedule your private tour today!

9397 Midnight Pass Road Unit 906, Sarasota

$675,000
2 Beds 2 Baths Bay Tree Club SubDv. 34242 Zip Code
Stunning 2-Bedroom 2-Bathroom Condo with Breathtaking Intracoastal Views Welcome to an oasis in the sky! Situated on the 4th floor of the highly sought-after Bay Tree Condo Complex, this exquisite residence offers an open, modern design, enhanced by panoramic Intracoastal water views. Sit in your living room or at your dining table and bask in the tranquility of the majestic oaks in a park-like setting and the peaceful water views of Sarasota Bay and the Intracoastal waterway. Additionally, relish in the luxury of having deeded private BEACH ACCESS directly across the road, complete with your own cabana nearby. During a total custom renovation, everything was replaced from the drywall, electrical wiring, to kitchen, bathrooms, and more. Some of the key features include: Impact windows and tempered glass sliders for safety, security, and energy efficiency. Low-maintenance, high-end finishes throughout, including custom cabinetry, designer flooring, and sleek countertops. Two spacious ensuite bedrooms and bathrooms provide ultimate privacy and comfort. This condo has a range of built-in features designed to maximize both space and convenience. In the spacious living room, an elegant entertainment unit is integrated into the wall, providing a sleek, clutter-free space for all your media essentials. The bedroom includes thoughtfully crafted built-in dressers, offering ample storage while maintaining a clean, streamlined aesthetic. For versatility, the second bedroom features a cleverly designed Murphy bed, perfect for accommodating guests or optimizing the space when not in use. In addition, a built-in desk creates a dedicated workspace, ideal for working from home or pursuing hobbies. With these smart, built-in features, this home provides both comfort and efficiency, making it the perfect choice for modern living. Bay Tree is a 25-acre gulf and bay community with beautiful old oak trees on well-manicured grounds. Every condo owner has a private storage cabana near the beach to stow their beach essentials, bikes, umbrellas, and chairs. Unique to this complex, for added convenience there are restrooms for owners just off the beach. Bay Tree also has fishing piers with boat docks on the Intracoastal available on a first come basis (owners can install lifts). Bay Tree has two heated pools for year-round relaxation, along with two patios with grills for easy outdoor dining and social gatherings. This community offers the perfect blend of beachside luxury and modern living, with every amenity you need for a laid-back, yet active lifestyle. Whether you're enjoying the stunning water views from your condo or lounging at the beach or by one of the pools, this is Florida living at its finest. Located a few miles from popular Siesta Key Beach, and Siesta Village with its multiple restaurants, music venues, and entertainment means you’re near the action, but away from the major hustle and bustle of it.

8635 Midnight Pass Road Unit 405C, Sarasota

$1,175,000
2 Beds 2 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Welcome to Dolphin Bay, a gated, mid-rise waterfront community with just 50 fortunate owners. This completely updated and immaculate 4th-floor residence offers breathtaking views of the Intracoastal Waterway, where boats pass by and dolphins play. This condo is fully furnished and beautifully decorated with 1,915 sq. ft. of living space, plus an enclosed Lanai and a charming front courtyard perfect for relaxing, barbecuing, and enjoying the gentle breezes of Siesta Key. The spacious 20 x 28 great room and dining area feature a wet bar and crown molding, while the stylishly renovated kitchen with generous cabinet space, quartz counter tops and a breakfast bar, flows into the family room with direct access to front private patio. The owner’s suite boasts stunning water views, a spacious closet, dual vanities with quartz countertops, exquisite custom tile, a separate soaking tub, a private water closet, and a walk-in shower. The second bedroom has its own bath access, and the interior laundry room completes this refined and comfortable home. Other features include an enclosed private 1-car garage, building sprinkler system, an on-site property manager and a car wash station. Dolphin Bay is a well-maintained community with recently painted buildings, new elevators (installed in 2024), and excellent amenities, including a heated pool and spa, Har-Tru tennis courts, a fitness room, clubhouse, and a unique fishing pier, day dock, and kayak launch. The location on Siesta Key is 1 mile north of the South Bridge, and just 1+ blocks to the world-renowned Siesta Key Beach, known for its cool, quartz-crystal sand, lifeguard stands, concessions and pickleball courts! Siesta Key Village, with dining, shopping, grocery and a plethora of live music options is just 1.7 miles to the north. Dolphin Bay allows a minimum rental period of 3 months and permits one pet under 45 lbs. Enjoy browsing the photos and the “must see” video of this beautifully decorated condo.

1260 Dolphin Bay Way Unit 402, Sarasota

$520,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Prime second floor walkup, ready for you to enjoy the laid back Siesta Key lifestyle. Meticulously maintained by the current owners for the last 15 years. Warm neutral coastal decor, with an emphasis on preserving the mid-century modern Siesta Key beach vibe. Features include new fridge, range, microwave and dryer (2024). Hurricane grade window installed in 2019. Flatscreen TV's in living area and bedrooms. Custom window coverings... California shutters, Hunter Douglas Honeycomb Vertiglide and custom draperies. Kitchen includes solid surface counters which provide ample space for preparation. Bathrooms feature custom vanities with quartz countertops and custom glass shower doors. Master bedroom features an oversized closet complete with full length owner locked storage cabinets. The unit also features an interior storage room, the perfect place for your golf clubs, fishing gear and beach toys!! The glassed in lanai features Resti, overlooks the interior pond and provides the perfect space for coffee, cocktails or al fresco dining. This unit is located on the Gulf side of Peppertree Bay, steps to the beach. Owner never rented unit.

1048 W Peppertree Lane Unit 118B, Sarasota

$437,000
1 Beds 1 Baths Bay Tree Club SubDv. 34242 Zip Code
Attractive New Price! Boaters & Beach Lovers Delight in this picturesque offering .... Location is Key on Siesta ~ True Gulf/Ocean to Bay Property. Offering: Boat Docks & Fishing & Cleaning Stations, Pools, Private Beach Access & Cabanas, BBQ grill areas and so much more...! Milestone Inspection complete & passed! Bay Tree Club offers a slice of paradise with rare & spectacular Gulf/Ocean to Bay access. A boater's delight now that Midnight Pass reopened ~ offering direct access to the Gulf of Mexico! Revel in beautiful sunrises by the bay and magical sunsets on the gulf. Witness the majestic sea turtles during nesting season. All just minutes from your top floor Penthouse style condo. This one-bedroom, one-bathroom home offers 697 square feet of living space in an idyllic well-maintained coastal community. The cheerful layout creates a bright and airy atmosphere, accentuated by the neutral tones and ample natural lighting. The updated kitchen features granite countertops, while the tiled shower in the bathroom provides a modern touch. The living room and dining area are both spacious and inviting. Enjoy unobstructed views of the bay from your Juliet lanai & partial Gulf/Ocean views from your bedroom window. Here residents can experience the serene waterfront location, with direct private access to the beach and private tranquil docks. No additional fees for dock slip usage! The lush landscaping, bay & beachfront setting contribute to the overall peaceful ambiance. Residents can also take advantage of their own private cabanas, boat docks, and access to both the Gulf/Ocean and the Bay. This inviting community is situated within easy access to nearby restaurants, shops, and the infamous Siesta Beach and Siesta Village. With a Trolley stop out front, take advantage of free rides to explore the area further. In addition to fun rides on the Key, hop aboard for a jaunt to Downtown Sarasota with additional Trolleys to popular St. Armands Circle and nearby Longboat Key attractions. The property also provides assigned owner and ample guest parking, as well as private storage, two heated pools (Gulf/Ocean & Bay Side) and two BBQ patio grilling areas (Gulf/Ocean & Bay Side). This property represents boat & beach living at its very best where life is easy, and boaters can enjoy private docks with direct access to the reopened Midnight Pass & beach lovers have the Gulf of Mexico as their backyard. With its updated features, waterfront location, and amenities, this condo offers an ideal living experience. Move in, unpack and relish in beach life. Living is good on Siesta Key! Investors and end users have the potential to enjoy instant income as the seller is willing to leaseback. Take comfort in knowing that this complex completed and passed the Milestone Inspection and that the building had no structural damage from the recent storms. Roofs were replaced in 2020. Being offered furnished/turnkey. This Gulf/Ocean to Bay home is a must see!

8625 Midnight Pass Road Unit 505B, Sarasota

$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

$915,000
2 Beds 2 Baths Palm Bay Club SubDv. 34242 Zip Code
With southern exposure, enjoy gulf views over Casa Mar from this third floor corner club unit in the Palm Bay Club. Light and bright with turnkey furnishings, beginning or expanding your vacation property portfolio has never been easier. A true beach to bay community, your access to the impressive Palm Bay Club amenities is unlimited and includes: private Crescent Beach access, two heated swimming pools, hot tub overlooking the peaceful intercoastal waterway, complimentary fitness center, lighted tennis courts with pickleball, boat docks (daily rental, 21 ft max), BBQ grills, fishing pier. Your home away from home will work hard for you with an attractive three-night minimum rental requirement and an outstanding onsite rental service! Interior photos coming soon.

5968 Midnight Pass Road Unit 164, 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

$535,000
2 Beds 2 Baths Midnight Cove Ph 1 & 2 SubDv. 34242 Zip Code
This beautifully maintained first-floor 2-bedroom condo offers an exceptional opportunity to own a retreat on fabulous Siesta Key. Located in the highly desirable Midnight Cove II community, this condo is across from Crescent Beach and just steps away from world-renowned Siesta Key Beach. It boasts picturesque views of the Intracoastal Waterway from the screened lanai, creating a serene and inviting atmosphere. The property has fully funded reserves and has passed SIRS inspections, providing peace of mind for the new owner. Designed for both comfort and convenience, the condo features resort-style amenities, including a marina with dock space available for rent or purchase, a heated pool, fitness center, basketball court, pickleball and tennis courts, fishing piers, and on-site management. Midnight Cove II is pet-friendly and allows one-week rentals, offering excellent short-term rental income potential. For added convenience, the on-site office can manage rentals on your behalf. Enjoy direct deeded beach access and proximity to the vibrant South Village, with its fine dining, shopping, and entertainment options. This condo is a perfect choice for investors or anyone seeking a relaxing retreat in one of Florida’s most sought-after locations. Best of all, this home has remained untouched by hurricanes, with no water intrusion, giving you peace of mind in your coastal retreat. Everything in this residence is ready and waiting for your personal touch.

1700 Cove Ii Place Unit 311, 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

$30,888
4 Beds 3 Baths Siesta Key Beach Residences SubDv. 34242 Zip Code
Fractional Ownership. Fractional Ownership. ### Winter Package: Own 1/16th Share of Luxury! #### Live Your Dream on Siesta Key Beach #### Imagine owning a luxurious condominium on America's top-rated beach, Siesta Key Beach. Now, this dream can be a reality with this Summer Fractional Package, offering 1/16th shares of ownership. Enjoy an enviable lifestyle on this pristine beach without compromising on amenities and services. #### Luxurious Living Spaces####Experience unparalleled luxury and meticulous attention to detail in this expansive residence. The condo features a primary suite, junior suite, and 2 additional guest rooms, all adorned with custom furnishings valued at over $150,000. The fully outfitted kitchen boasts top-of-the-line appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens. No detail has been overlooked in crafting your perfect beachfront retreat. #### Legendary Hyatt Vacation Club Hospitality#### Relish in the legendary hospitality services provided by Hyatt Vacation Club, including recreation and front desk staff, assistance with local activities, valet parking, and security. Enjoy all the comforts and services you would expect in a luxury beachfront condominium, complete with resort-style amenities, at a fraction of the cost.

915 Seaside Drive Unit 613, Weeks 4-5, 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