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$719,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.

1269 Siesta Bayside Drive Unit 1269C, Sarasota

$498,000
1 Beds 1 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.

1203 Siesta Bayside Drive Unit 1203-D, Sarasota

$400,000
1 Beds 1 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.

1200 Siesta Bayside Drive Unit 1200G, Sarasota

$940,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.

1275 Siesta Bayside Drive Unit 1275, Sarasota

$949,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

$989,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$714,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota

$729,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$650,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key.

1226 Siesta Bayside Drive Unit 1226C, Sarasota

$625,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy!

1311 Siesta Bayside Drive Unit 1311-A, Sarasota

$475,000
1 Beds 1 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1223 Siesta Bayside Drive Unit 1223, Sarasota

$700,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Here is your opportunity for a Gulf and Bay Bayside 2nd-floor walk-up Condo. Oh so lovely views of the pond and the water fountain, Weekly rental makes this an excellent investment. Just a short walk and you are on our famous Siesta Key Beach along with this deeded beach access there are wonderful amenities. - Two heated pools, clubhouse, BBQ area, fishing pier, pickleball and tennis courts, fitness room, and a warm welcoming community. The one-car garage and driveway parking make it all so very convenient, and on-site rental management at this Key West Style complex adds to the convenience. In move-in condition. Just a short of trolley ride to Siesta Village with all the shopping and restaurants with great nightlife. No carpet, all tile fIn

1228 Siesta Bayside Drive Unit 1228-C, 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

$660,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Deeded Beach access on Siesta Key! This immaculate corner unit condo is the perfect blend of serenity and modern living, boasting breathtaking views and top-notch amenities. Tucked away amidst lush tropical landscaping, this single-level ground floor condo offers a peaceful pond and fountain view right from your private lanai. It’s an ideal retreat for those seeking tranquility and a connection to nature. Upon entering, you’re greeted by a bright, warm ambiance that flows throughout the condo. The entire unit features stylish ceramic tile flooring, creating a seamless and crisp aesthetic. The kitchen is a culinary dream, equipped with granite countertops, stainless steel appliances, and a chef-inspired faucet and sink. Whether preparing a casual meal or hosting guests, this kitchen provides both functionality and elegance. The master suite is a true sanctuary, featuring a luxurious bathroom with dual sinks, granite countertops, and a walk-in shower. The second bathroom matches this standard of beauty, ensuring comfort for family and guests. Relax and unwind in the hurricane glass lanai, which serves as a peaceful retreat, perfect for enjoying your morning coffee or evening sunsets. This condo is not only beautiful but also practical, featuring a full-size washer and dryer for added convenience. For your vehicle, a single car garage provides secure parking. Gulf & Bay Club Bayside boasts a variety of exceptional amenities, including two heated pools, an exercise room, tennis courts, and pickleball courts. The clubhouse, available for reservations, features kitchen facilities perfect for celebrations and gatherings. Beach lovers will be thrilled with deeded beach access, just a short stroll across the street and down a scenic path leading to the powdery sands of the Gulf of Mexico. Plus, a trolley service runs every 15 minutes for easy transport. Perfectly situated near Siesta Key Village, this condo offers the best of both worlds: a peaceful sanctuary and access to shopping and dining. Don't miss out on this slice of paradise!

1291 Siesta Bayside Drive Unit 1291A, Sarasota

$1,100,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Introducing 1245 Siesta Bayside – a captivating gem nestled along the tranquil shores of Siesta Key’s Intracoastal Waterway. This exceptional condominium boasts a harmonious blend of modern updates and coastal allure, offering an unparalleled waterfront lifestyle. Step inside this updated residence to discover a spacious and light-filled living space that welcomes you with open arms. The airy ambiance is enhanced by lofty ceilings and contemporary finishes, creating an inviting retreat to call home. The gourmet kitchen offers sleek quartz countertops, stainless steel appliances, and ample cabinetry. Whether you're preparing a casual breakfast or hosting a soirée with friends, this culinary haven promises both style and functionality. Retreat to the primary suite, a sanctuary of tranquility boasting generous proportions and thoughtful design. Here, relaxation reigns supreme, with an en-suite bathroom offering a rejuvenating oasis complete with a walk-in shower, dual vanity sinks, and modern fixtures. Two additional bedrooms and a bonus space on the 2nd floor offer versatility and comfort for family and guests alike, each providing ample space and storage for ultimate convenience. A second full bathroom ensures privacy and functionality for all. Convenience meets security with a private one-car garage, providing storage space for your vehicle and beach essentials. Plus, with deeded beach access through Gulf and Bay, you'll enjoy exclusive privileges to the pristine sands and azure waters of Siesta Key Beach – an idyllic playground for sun-soaked days and leisurely strolls. For the savvy investor, the opportunity for weekly rentals presents a lucrative avenue for maximizing returns on your investment, making 1245 Siesta Bayside not just a place to call home, but a savvy financial asset. Discover the epitome of waterfront living at Residents and guests of the Gulf and Bay Club Bayside community are granted deeded access to the stunning Siesta Key Beach, just a stroll away. Enjoy the array of amenities including two heated pools, tennis and pickleball courts, serene ponds, a fishing dock, BBQ areas, and a fitness facility all conveniently located on-site. With its proximity to Siesta Key Village, residents have easy access to a plethora of fine dining options, entertainment venues, and boutique shopping, creating the ideal fusion for embracing the Siesta Key lifestyle.

1245 Siesta Bayside Drive Unit 1245B, Sarasota

$958,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Immerse yourself in coastal luxury with this beautifully renovated condo in Gulf & Bay Club Bayside, a serene retreat on Siesta Key. With deeded beach access to the famous powdery white sands of Siesta Beach and the captivating Gulf of Mexico, this two-level condominium offers a refined lifestyle complemented by stunning natural surroundings. Upon entering, be captivated by the "weathered" beach cottage hardwood floors and white plantation shutters that exude an air of relaxed elegance, reflecting the azure waters and sandy beaches nearby. The heart of this home is the bespoke kitchen, featuring unique granite countertops, an ocean-inspired glass tile backsplash, stainless steel appliances, reverse osmosis, and custom wood cabinetry. The adjoining breakfast and desk area, adorned with substantial slabs of heart pine, adds a charming, rustic touch and excellent additional office/work space with built ins and wine refrigerator. The home's interior design is further elevated by the vaulted tongue-and-groove cedar ceilings, enhancing the character of this coastal haven. The Florida room, with its floor-to-ceiling impact windows, offers serene West facing views of a tranquil lake and fountain, creating a perfect backdrop for relaxation. The masterpiece of this condominium is the reconfigured upstairs area, transformed into a luxurious primary suite with peekaboo water views. It boasts a large bedroom with hardwood floors, leading to an oversized walk-in closet with sophisticated built-ins. The suite includes a private office/den/nursery, enclosed by antique stained glass inset French doors and windows, offering an ideal space for productivity or relaxation. The primary bath is a sanctuary, featuring a European Traditions vanity, granite counter, travertine floors, walk in shower, oversized walk in coset with built-ins and a unique porthole window. Two private balconies add to the allure, providing intimate spaces for enjoying the balmy Florida air. Guests are comfortably accommodated in the main floor suite, ensuring privacy and comfort. Additionally, this condominium comes with a one-car garage and the opportunity for lucrative weekly rentals, perfect for those looking to enjoy Siesta Key living part-time and make an excellent income while not in residence. Residents of Gulf & Bay Club Bayside enjoy access to a community pool, clubhouse, fishing pier, recreational center, and tennis courts. Located just minutes from the charming Siesta Village and a short drive to downtown Sarasota's vibrant cultural scene, this home is a rare find for those seeking a blend of luxury, comfort, and the best of Siesta Key living. Make sure to click the virtual tour!

1315 Siesta Bayside Drive Unit B, Sarasota

$1,097,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Discover paradise on Siesta Key in this beautifully updated two bedroom, two bath ground floor condo at Gulf and Bay Club Bayside with deeded beach access. Enjoy outstanding panoramic views of the Intracoastal Waterway from the Living Room, Kitchen, and Primary Bedroom. The updated kitchen features beautiful bay views, breakfast bar, large walk-in pantry and a nook with a built-in desk. The primary bedroom suite enjoys full bay views, a large walk-in closet and second closet and a completely renovated large bathroom with separate dual vanities and tall counters. The enclosed Florida room, enhanced by a wall of hurricane glass sliders, showcases the natural light throughout and allows you to bring the outdoors in. Such a perfect place to enjoy the natural habitat and water activity all day long while dining and entertaining. Benefit from the convenience of a private one-car garage and driveway parking and the community pool, clubhouse, and grilling area are just steps away. This Key West style condo includes deeded beach access to world-famous Siesta Key Beach, and an array of amenities within the gated community—two heated pools, two recently renovated pickleball courts and tennis court with lighting, a fishing pier with cleaning stand and boat slip for easy access for pick up and drop off, BBQ grills, clubhouse with exercise room. The resort-style property allows for one-week minimum rentals, presenting an excellent investment opportunity. It is optional to be managed by the on-site company. Conveniently located near Siesta Key Village for dining, entertainment, and local shopping. There is a free shuttle that will pick up and drop off just at the entrance of Siesta Bayside and drive you from Turtle Beach to Siesta Village. Sarasota’s vibrant cultural downtown, offering entertainment, restaurants, and shopping is just 15 minutes by car. Don't miss the opportunity to call this piece of paradise your own! TURNKEY FURNISHED with some exclusions.

1362 Siesta Bayside Drive Unit 1362-E, Sarasota

$1,505,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf & Bay Club Bayside, your slice of paradise on Siesta Key! Nestled in one of the most desirable communities on the island, this three-bedroom, two-bath, fully bayfront gem is just moments away from the world-renowned white quartz sands and azure Gulf waters of Siesta Beach, boasting deeded beach access. Prepare to be enchanted by this beautifully renovated end-unit townhouse that's a true delight inside and out. The moment you step inside, the natural light and delightful finishes envelop you in a comforting embrace, making this the perfect beach house and home away from home. Embracing one of the largest floor plans in the community, it features a captivating great room with a fireplace and stylish updates throughout. The unique townhouse layout offers a haven of tranquility on the second level, where the spacious primary bedroom, bath and walk-in closet await. Enjoy lazy afternoons on the private screened lanai, soaking in the gentle bay breezes and breathtaking views that paint an ever-changing picture of serenity. The main floor showcases a chef's dream kitchen, revamped and renewed with ample storage in rich wood cabinetry and top-tier appliances, including a wine cooler. With bay views gracing every main room, the bayfront bonus room is an inviting space to entertain or unwind while admiring the many passing boats or watching dolphins at play. Security meets sophistication with impact-glass windows and sliding doors, ensuring peace of mind. Two inviting guest bedrooms on the main level share a well-appointed bath, perfect for accommodating friends and family. The convenience of a full-sized washer and dryer within the unit adds ease to your lifestyle. Your one-car garage awaits, ready to house your vehicle, bikes and beach gear. Recent exterior upgrades, including new metal roofing and fresh paint, showcase the community's commitment to quality and longevity. At Gulf & Bay Club Bayside, enjoy exclusive deeded access to Siesta Beach's famed white quartz sands and experience the nightly famed sunsets featuring mango and cotton-candy skies. Indulge in the community's offerings, including two pools, two tennis/pickleball courts and a convenient fishing dock, where dolphins, boats, birds and manatees often put on a show. A fitness room and community barbecue grills await your enjoyment. For those looking at investment opportunities, the liberal weekly rentals managed by an on-site company make this condominium an exceptional option. Minutes to Siesta Key Village's unique boutiques and eateries, and 15 minutes by car to Sarasota’s vibrant cultural downtown, entertainment, restaurants and shopping.

1377 Siesta Bayside Drive Unit 1377, Sarasota

$800,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
PRICE IMPROVEMENT! Priced to Sell!! Amazing year-round residence, vacation or investment property. Just across the street from world famous Siesta Beach with dedicated beach access. This 2 bedroom 2 bath unit is beautifully turnkey furnished - just bring your clothing and prepare to enjoy the Siesta lifestyle! Rare 2 single car attached garages. Renovated with wood cabinets, granite, stainless appliances, and beautifully tiled baths. Three televisions, master with king bed, 2 doubles in the second bedroom and sleeper sofa in the family room make this unit livable for multiple guests. Two eating spaces - the kitchen nook and the tiled lanai overlooking the scenic pond make this unit ideal for entertaining. Minutes to fun eclectic Siesta Village and mid-Key village and restaurants. This resort property is unparalleled -- the Key West style gated community affords 2 pools, great clubhouse, fitness, tennis courts, pickle ball, saunas, barbeque grills, walking paths and fishing pier. A private one car garage and rare additional one car attached garage - one for personal use and one for your tenants. Driveway parking. New HVAC, water heater, and electric panel. One week minimum rentals combined with an optional on-site rental office make this an excellent investment property. Take advantage of rental income from reservations through season 2024. This is a unit you should definitely see!

1269 Siesta Bayside Drive Unit 1269-C, Sarasota

$730,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
LOCATION, LOCATION, LOCATION! Nestled in the desirable and picturesque beach community of Gulf & Bay Club Bayside, this delightful 2 bed, 2 bath condo is being sold turnkey furnished so all you need to do is bring your toothbrush! This bright and airy ground floor unit with high ceilings and no unit above, provides peace and tranquility to escape our busy day to day lives. Relax on the lanai and enjoy the wildlife and fabulous sunsets or take a stroll to the community pool and join in the social lifestyle this community is renowned for. This unit has a great layout offering split bedrooms for privacy, a spacious well-equipped kitchen with granite counters offering ample storage and work surface, stainless steel appliances and a breakfast bar. The open plan living area with plenty of natural sunlight opens onto the patio. The spacious master bedroom also has access to the patio, walk-in closet and ensuite bathroom. With an additional bedroom and guest bath for visiting friends and family you will not be disappointed. The community offers two heated pool, tennis and pickleball courts, a clubhouse with a full kitchen, a fitness room with sauna, BBQ, picnic areas, a fishing pier and deeded beach access! The beach access is on your doorstep and of course you have the wonderful Siesta Key Village for entertainment and restaurants. Saunter to the village or take the free Siesta Key Trolley which connects the two sides of the Key. Whether you are looking for a vacation home or an investment property the weekly rentals makes this property a great opportunity!

1311 Siesta Bayside Drive Unit 1311-A, Sarasota

$687,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Siesta Bayside Gem – Tastefully Updated 2BR/2BA Condo with Garage. Discover your piece of paradise at Gulf and Bay Club Bayside, a charming 2-bedroom, 2-bathroom turn-key furnished condo. Situated on the ground floor with a garage (missing from most condos on Siesta Key), this unit also boasts a range of delightful features that make it the perfect Siesta Key retreat. The kitchen is a stand-out, showcasing newer cabinets, granite countertops, and stainless steel appliances, creating a space that is both functional and beautiful. The in-unit washer and dryer (rare for Siesta Key condos) adds an extra layer of ease to your daily routine. Large walk-in closet. Metal roof 2014, water heater 2019, AC upgraded with HALO-LED In-Duct Air Purifier. Gulf and Bay Club Bayside is a gated community that offers an array of amenities, including deeded beach access, two heated pools, a fishing dock, tennis and pickleball courts, gas grills and picnic areas, a fitness room, saunas, and scenic walking paths along two on-site ponds with fountains and the Intracoastal Waterway where you will enjoy watching boats, birds, and even dolphins! One of the newer condo developments on Siesta Key, this beautifully maintained campus with Key West style architecture and a wide variety of flora is distinctive and unique. Experience how luxurious and tranquil it feels – it is the perfect place to relax and unwind. These units are popular and rent well (on-site office has a waiting list for January - April). Siesta Key is known for its world-renowned and award-winning beach on the Gulf of Mexico. This condo's perfect central location between Siesta Key Village and Stickney Point Road places you within easy reach of the island's dining and entertainment options. Explore the eclectic charm of the Village with its boutique shops, diverse restaurants, and vibrant nightlife. Schedule a showing and start enjoying the laid-back, relaxed Siesta Key beach lifestyle, complete with your own garage. This condo offers the comfort and convenience you've been seeking. Your Siesta Key dream awaits!

1326 Siesta Bayside Drive Unit 1326-D, Sarasota

$900,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf and Bay Club Bayside. Incredible opportunity to own one of the best remodeled, turnkey-furnished, single level unit close to a world-famous beach - Siesta Key, with deeded beach access. This beautifully redesigned 2 bedroom, 2 bath unit impresses both inside and out. Natural light and great décor create a sense of warmth the moment you enter this engaging decorated home. The dining area, and primary bedroom each have a wall of newer sliding doors that lead directly to the patio with motorized bug screens and captivating bay views. The quartz countertops set the stage of this redesigned chef’s kitchen complete with ample storage featuring decorator organizers, Wood-Mode wood and glass soft close cabinetry, and top the line stainless-steel appliances. With a coastal decor feel, the spacious master bedroom boasts a walk-in closet, lightology make-up mirror and modern luxury bathroom finishes with dedicated vanity space for two people. The well-appointed second bedroom and bathroom provide ample comfort and relaxation for your guests. This home was brought down almost to the studs and nearly everything is newer. Some noteworthy features include custom closet systems, new light fixtures, recessed lighting, raised ceiling, crown molding, Ronbow vanity in guest bath, automated blinds, plantation shutters, new windows, tankless water heater and washer and dryer in the unit. The private 1 car garage accommodates your vehicle, bikes, beach gear, pool toys and sports equipment. Weekly rentals are allowed, making for an excellent investment opportunity. The Gulf and Bay Club Bayside community enjoys deeded, walking beach access to Siesta Key Beach. Residents and guests can take advantage of the two heated pools, tennis / pickle courts, tranquil ponds, fishing dock, BBQ and work-out facility on site. Located close to Siesta Key Village ensures convenient access to an abundance of exquisite restaurants, entertainment and local shopping. The perfect blend for a Siesta Key lifestyle.

1335 Siesta Bayside Drive Unit 1335-C, Sarasota

$805,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf and Bay Club Bayside! This immaculate two bedroom two bath sits on the second level offering privacy and an abundance of wildlife to enjoy. This unit has been tastefully updated and has a bright warm welcoming when you enter through the front door. Enjoy natural light from the sunrise and sunset which makes this unit nice and bright throughout the day. There is an attached single car garage which is an anomaly on Siesta Key. Inside you will find a full size washer and dryer for your convenience and the master bathroom has double sinks and a large walk in closet. Kitchen has upgraded appliances and makes entertaining a breeze. Unit sold turn-key. The community includes two beautiful swimming pools, two club houses, sauna, tennis/pickle ball courts and private deeded beach access through the Gulf and Bay across Midnight Pass Road. You can enjoy fishing on the newly renovated dock while watching the dolphins play and the boats go by. Association is financially stable and the grounds are maintained extremely well. All of the buildings were recently painted and had new metal roofs installed in 2015. Gulf and Bay Club Bayside is perfectly located close to Siesta Key Village where there is an abundance of exquisite restaurants, entertainment and local shopping. Siesta Key is known for its beautiful white sandy beaches and is the perfect place to unwind and relax.

1336 Siesta Bayside Drive Unit 1336-C, Sarasota

$859,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf and Bay Club Bayside on Siesta Key where your oasis awaits! This UNIQUE 2 bedroom/2 bath condo is an corner interior single level, with no stairs inside or outside and is privately tucked with no second floor unit above. Enjoy a full view of the peaceful pond from your living room, kitchen, lanai and primary bedroom that features a water fountain and abundant of wildlife. The entire unit has ceramic tile throughout, recessed lighting in the entryway, kitchen, living room, main bath and hallway. The primary bathroom was completely renovated with a custom 5x5 shower and many other beautiful updates. The guest bathroom was also renovated with many modern updates including porcelain tile, frameless glass doors, stunning vanity with glass bowl and matching mirror and a dimmable Possini light fixture. The updated kitchen makes cooking a breeze with quartz countertops, graphite sink and plenty of cabinet space. The windows on the lanai, living room and primary bedroom have been tinted with the highest UV rating including upgraded window shades (highest UV rating)/planation shutters throughout. There is a full-size washer and dryer inside the condo. The single car garage has added cabinet storage, carpeted flooring tiles, textured walls and overhead lighting that was replaced. The Gulf and Bay Club Bayside community has DEEDED, walking BEACH ACCESS to Siesta Key/Crescent Beach. The community has two pools, two tennis/pickle ball courts PLUS a fishing dock with active loading and unloading boat access. Sit on the dock and watch the dolphin, boats, birds and manatee! Enjoy the fitness room, large clubhouse for parties and community BBQ grills then take a stroll on the walking path. This community is a rarity with everything it has to offer!

1319 Siesta Bayside Drive Unit 1319-C, Sarasota

$1,350,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Welcome to Gulf and Bay Club Bayside your home away from home! This RARELY available turnkey furnished 3-bedroom/2-bathroom Key West-style condo has a FULL HARBOR AND INTRACOASTAL VIEWS! 1345 Siesta Bayside has a unique townhouse design with the spacious master bedroom on the 3rd floor which features a private enclosed lanai to take in the breathtaking views. One guest bedroom has twin beds and the second has a king size bed which makes plenty of space for family and friends. This unit is one of the largest floor plans and features a decorative fireplace and tasteful updates throughout. The Gulf and Bay Club Bayside community has DEEDED, walking BEACH ACCESS to Siesta Key/Crescent Beach. The community has two pools, two tennis/pickle ball courts PLUS a fishing dock with active loading and unloading boat access. Sit on the dock and watch the dolphin, boats, birds and manatee! Enjoy the fitness room and community BBQ grills then take a stroll on the walking path. The condo has a private garage and a full-sized washer and dryer in the unit. This condo offers EVERYTHING you've been looking for on Siesta Key! 1345 has a highly profitable rental history and consistent future bookings as well. The community has been recently re roofed with metal roofing and the buildings were all recently painted.

1345 Siesta Bayside Drive Unit 1345-F, Sarasota