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$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
$465,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
Welcome to your dream retreat! This delightful 2-bedroom, 1.5-bathroom furnished villa is nestled in the sought-after Polynesian Gardens community on beautiful Siesta Key. Just a 12-minute walk to the pristine sands of Crescent Beach, this home offers the perfect blend of relaxation and convenience. This villa has been completely remodeled after sustaining hurricane damage, ensuring it's better than ever. Updates include new flooring, refinished and repainted cabinets, updated countertops, and new drywall, giving the home a fresh, modern feel. Step inside and be greeted by an open and airy living space, complemented by modern updates throughout. The kitchen boasts sleek stainless steel appliances, making meal preparation a pleasure. The spacious master bedroom features private access to a stunning outdoor patio that spans the length of the home—ideal for morning coffee or evening cocktails. The second bedroom provides ample space for guests or a home office. The updated full bathroom adds a touch of luxury with a soaking tub and rain shower, as well as dual sinks. Enjoy dinner al fresco on the patio with a table for four and BBQ grill. Outside, the Polynesian Gardens community offers a wealth of amenities, including a heated swimming pool for year-round enjoyment, a vibrant community clubhouse with regular social events, and a fishing pier perfect for a relaxing afternoon by the water. World-famous Siesta Key beach and Village are just a short ride away, either by bike or the complimentary Frog Hop trolley. Whether you're seeking a full-time residence, a seasonal getaway, or a rental to add to your portfolio, this villa is a true gem. Don't miss your chance to own a piece of paradise in Polynesian Gardens, Siesta Key!

1125 N Moonmist Court Unit L5, 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
$850,000
3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Beautiful home located in the heart of picturesque Siesta Key. This home offers the perfect blend of island living and untapped potential. While recently impacted by Hurricanes Helene and Milton, this property remains a rare gem with endless possibilities to restore and reimagine your dream coastal retreat. Located just minutes from world-famous Siesta Key Beach, this property is your chance to own a slice of paradise! Step into this serene escape surrounded by mature tropical landscaping, offering privacy and tranquility. A tall rock waterfall flows into the recently resurfaced pool that dazzles with mosaic tiles from top to bottom. The Japanese Teahouse in the pool area is a unique feature that adds a touch of elegance and serenity for enjoying peaceful moments surrounded by nature, perfect for entertaining or unwinding in your personal paradise. Open-concept living and dining areas with plenty of natural light. Large windows overlook a private backyard and mature Live Oak. Circular paver driveway and carport for convenient island living. Opportunity Awaits - hurricane damage remediation was performed after Helene by Servpro, but not after Milton’s lower water level, creating a unique opportunity for a buyer with vision to restore or reimagine this property. With its solid structure and unbeatable location, it’s the perfect canvas for creating your dream coastal retreat. Renowned for its sugar-white sand beaches, turquoise waters, and laid-back vibe, Siesta Key offers a vibrant community and easy access to Sarasota’s cultural attractions. Whether you’re an investor or looking to create your forever home, this property is ready for a new chapter. Don’t miss this rare opportunity to bring your vision to life! Siesta Key living starts here! Home is sold as-is.

4431 Ocean Boulevard, 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
$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
$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
$1,150,000
3 Beds ⋅ 2 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code
This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable.

6536 Sabal Drive, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
New build or restoration opportunity!! This unique two-bedroom, two bathroom, three car garage bungalow is nestled in the heart of Siesta Key. Located minutes away from, world famous Siesta Key beach and the village; it is perfectly situated to live the island life. Unfortunately, the house was flooded during Helene and has been stripped down and is ready for its new owners. Remodel the house or start over either way you will be please to know that the three car garage was built in 2015 and can be incorporated into either option. Plans for the garage addition, survey and recent appraisal are available for review. House is being sold "As Is." Don't miss out on this once-in-a-lifetime opportunity to own your slice of paradise.

633 Calle De Peru, 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
$620,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Quartz countertop, stainless appliance and coffee bar! Laundry in residence. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, Library, Billiards, game room, clubhouse, two heated pools and gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to three of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

8767 Midnight Pass Road Unit 203F, Sarasota
$500,000
3 Beds ⋅ 2 Baths ⋅ Roberts Point 2 SubDv. ⋅ 34242 Zip Code
Prime Siesta Key north-end homesite just minutes to Siesta Key Village, Gulf beaches, and quick bridge access to Sarasota Memorial Hospital and downtown Sarasota. Sold for land value; the existing structure was flood damaged could be renovated or a teardown. Concept plans by Yoder Homes tailored to this lot are available, or bring your preferred builder to create an elevated, storm-ready residence built to today’s codes. Survey and elevation certificate on file. Positioned among the lowest-priced properties on Siesta Key, this site pairs exceptional value with a coveted location near dining, shopping, parks, and water access — an outstanding opportunity for new construction.

4189 Roberts Point Circle, Sarasota