Quick Siesta Key FL MLS Search

Browse All Siesta Key FL Between $300K - $400K Properties for Sale

$399,000
2 Beds 2 Baths Vista Hermosa SubDv. 34242 Zip Code
ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless island living in this beautifully updated, TURNKEY FURNISHED , maintenance-free villa on Siesta Key. Offering two bedrooms and two full baths plus its OWN CARPORT, this renovated residence is ideally located just a very short distance from the world-famous sugary sands of Crescent Beach on beautiful Siesta Key. The stylish kitchen has been refreshed with brand new appliances, and contemporary designed cabinets that is both functional and inviting. Recent upgrades also include a new HVAC system and water heater, providing year-round comfort and peace of mind. Luxury vinyl plank flooring in all bedrooms and tile throughout the unit for that extra "Clean feel", creating a cohesive look while offering lasting durability and easy maintenance. Storm windows and energy efficient throughout ( except the sliders). WASHER AND DRYER INCLUDED! Unwind in the private screened lanai, ideal setting to enjoy the gentle Gulf breezes any time of day, enhanced with an extra storage closet for all the beach toys, not to mention a laundry closet with brand new washer and dryer to boot . Both bathrooms have been tastefully remodeled with modern finishes, completing the home's move-in-ready appeal. HOA also includes water and internet service and flood insurance. The villa is conveniently situated just steps from the community clubhouse, swimming pool, outdoor grilling area. Enjoy the convenience of nearby boutiques, restaurants, and local entertainment, all within very short distance. The complimentary Siesta Key trolley provides easy transportation to Siesta Key Village, where you'll find additional shopping, dining, and vibrant island attractions. Whether you're searching for a seasonal getaway, an income-producing investment property, or a full-time coastal residence, this exceptional villa offers the perfect opportunity to experience the relaxed Siesta Key lifestyle. Schedule your private showing today and discover everything this island paradise has in store for you.

159 Vista Hermosa Circle Unit 27B, Sarasota

$349,000
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

5683 Midnight Pass Road Unit 105, Sarasota

$364,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$325,000
1 Baths Casa Mar SubDv. 34242 Zip Code
PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.

6006 Midnight Pass Road Unit 48, Sarasota

$399,000
1 Beds 1 Baths Siesta Towers SubDv. 34242 Zip Code
Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Sarasota

$370,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living.

1257 S Portofino Drive Unit 203, 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

$340,000
2 Beds 1 Baths Bay Oaks Estates SubDv. 34242 Zip Code
Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full kitchen and reserved covered parking, a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your own lanai! It is also a stone's throw away from the community's heated pool. The unit was refreshed with an updated bathroom, kitchen, lanai tile and added insulation for efficiency and sound dampening. The Bay Oaks community amenities include a heated pool, tennis court, dock on the bay, fishing pier, community barbecue grill, community billiard room, 1 parking space (and access to additional visitor space) and all common area and outdoor maintenance. Internet, water, and trash are also included in the fee. The community is on the Siesta Key trolley line with a stop right out front. Located near the vibrant Sarasota nightlife, upscale shops and dining options, there's always something to explore. Did I mention Siesta Key was named #1 beach in AMERICA and 4th in the WORLD? Its nearly 99% quartz-crystal powdered sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather. The 2016 $20 million-dollar renovation added a new playground, two concession stands, more restrooms, a half-mile long esplanade, many shelters and pavilions, and a renovated Sarasota School of Architecture pavilion. With 950 free parking spaces, this venue provides the most parking for any public beach in Sarasota County. You will want to check this out for yourself. Book a week vacation and explore before you buy or book a single showing. Either way, you won't be disappointed.

6157 Midnight Pass Road Unit A51, Sarasota

$329,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Experience unparalleled island living at The Pointe, a gated waterfront community at Siesta Key’s southernmost tip. This beautifully updated 1-bedroom, 1-bathroom condo boasts breathtaking bay and Intracoastal views, offering the perfect blend of tranquility and modern convenience. The open-concept layout is enhanced by sleek flooring and a contemporary kitchen with updated appliances and stylish finishes. A spacious lanai, accessible from the living area and bedroom, provides the ideal spot for morning coffee or evening relaxation while soaking in picturesque water views. Ample storage and in-unit laundry add convenience to this thoughtfully designed space. The Pointe offers an array of resort-style amenities, including a heated pool, spa, sauna, and fitness center. Enjoy friendly matches on the lighted tennis and pickleball courts, or take advantage of private boat docks and a dedicated kayak launch for easy access to the surrounding waters. Residents enjoy just a short walk to Turtle Beach. Boater? Dock access is only $100/month on a first come, first serve basis. A great value for boat owners, The clubhouse and outdoor pavilion with BBQ grills make entertaining effortless. One of the most exciting aspects of this location is the recent reopening of Midnight Pass, restoring the natural water flow between the Gulf of Mexico and the Intracoastal Waterway. This revitalization has improved water clarity and marine life, making this area even more desirable for boating, fishing, and water sports enthusiasts. Just minutes away, Turtle Beach offers pristine sands and tranquil Gulf waters, while nearby Siesta Key Village provides a variety of dining, shopping, and entertainment options. Whether seeking adventure or relaxation, this vibrant community has it all. Furnishings optional, this stunning residence is move-in ready. Don’t miss the opportunity to own a piece of paradise in one of Siesta Key’s most sought-after waterfront communities. Experience the beauty, convenience, and coastal charm of The Pointe—your perfect island retreat awaits! SEE VIRTUAL TOUR LINK

9397 Midnight Pass Road Unit 603, Sarasota

$325,000
1 Beds 1 Baths Sea Winds SubDv. 34242 Zip Code
Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.

6703 Midnight Pass Road Unit 217, Sarasota

$334,900
1 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This beautifully renovated one-bedroom, two-full-bath residence has been thoughtfully redesigned from top to bottom with exceptional attention to detail. Features include impact windows throughout, a stunning contemporary kitchen with floating cabinetry, quartz countertops, new stainless appliances, designer lighting, updated bathrooms with floating vanities, illuminated mirrors, a beautifully remodeled shower, new hot water heater, updated electrical outlets and switches, new interior doors, hardware and baseboards, smooth textured ceilings with the popcorn removed, and an HVAC system that's approximately two years old. The intelligently designed floor plan offers an abundance of storage rarely found in a one-bedroom condominium, including two bedroom closets with a walk-in closet, linen closet, hallway coat closet, pantry, and a private exterior storage room perfect for bicycles, beach chairs, fishing gear, and other coastal essentials. Boaters will appreciate the opportunity to dock a vessel up to 30 feet for approximately $1,000 annually (subject to availability and community guidelines), making it easy to explore Sarasota Bay and the Intracoastal Waterway right from home. Residents enjoy an outstanding collection of amenities including a heated waterfront pool, fishing and boat-watching pier, tandem boat docks, fitness center, recreation clubhouse, shuffleboard courts, outdoor grilling area, beautifully maintained grounds, and complimentary laundry facilities conveniently located on multiple floors. Exclusive FOB beach access through Crescent Arms makes trips to the powdery white sands of Siesta Beach effortless. The property also includes a covered carport parking space (#537) along with ample guest parking. Siesta Harbor is rental-friendly and welcomes service animals in accordance with applicable regulations. Offered at just $334,900—below competing renovated waterfront properties—this exceptional residence presents an outstanding opportunity to own a move-in-ready waterfront condominium with beach access, boating, and the incomparable Siesta Key lifestyle.

1350 N Portofino Drive Unit 107, Sarasota

$349,000
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene setting. This turnkey furnished unit is move-in ready and features a bright, open floor plan with tasteful coastal updates throughout. The enclosed lanai adds valuable additional living space, ideal for relaxing or entertaining. The A/C system is serviced annually and is in excellent working condition, offering added peace of mind. White Sands Village is a hidden gem, known for its affordability, strong amenities, and rental flexibility. Residents enjoy a heated community pool, a newly renovated clubhouse with kitchen and gathering spaces, beautifully maintained grounds with paver roadways, and covered carports. Community boat docks are available on a first-come basis for a nominal fee. Small pets are welcome for both owners and tenants—an increasingly rare benefit on Siesta Key. With a two-week minimum rental policy and an on-site rental agent, this community supports steady income potential, making it equally attractive as a personal retreat or investment property. The nearby free Siesta Key trolley provides easy access to Siesta Key Village, dining, shopping, and downtown Sarasota’s cultural and dining scene. This price improvement enhances an already compelling opportunity to own in one of Siesta Key’s most desirable communities—where comfort, location, and income potential come together seamlessly.

5641 Midnight Pass Road Unit 904, Sarasota

$357,500
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Live the Ultimate Waterfront Lifestyle at The Pointe on Midnight Pass! Welcome to your private slice of paradise on Siesta Key, where panoramic full bay views, lush tropical surroundings, and upscale amenities come together in one of the island’s most coveted communities—The Pointe on Midnight Pass. This beautifully updated 970 sq ft residence offers a seamless blend of style and functionality. Step inside to discover brand-new appliances and sleek countertops in the kitchen, perfect for everyday cooking or entertaining with a view. The thoughtful floorplan includes built-in pocket doors that enhance flow and privacy without compromising space, and a newly installed A/C system and industrial-grade water heater ensure comfort and reliability year-round. A rare highlight is the built-in washer and dryer, tucked away for convenience without sacrificing style. You’ll also enjoy the added bonus of a dedicated storage unit, ideal for storing beach gear, bicycles, or seasonal items. Step out onto your private space and soak in expansive views of the bay, where dolphins are known to make appearances. The Pointe on Midnight Pass is a gated community renowned for its pristine landscaping and exceptional amenities. Residents enjoy deeded beach access, just a short stroll away, as well as a resort-style heated pool, fitness center, tennis and pickleball courts, sauna, kayak launch, and a bayfront BBQ area for unforgettable sunset dinners. For boating enthusiasts, dock access is available for only $100/month on a first come, first serve basis—an incredible value in this prime waterfront location. Tucked away at the quiet southern tip of Siesta Key, this community offers peace and privacy while still being close to the vibrant shops, restaurants, and nightlife of Siesta Village and mainland Sarasota. Whether you're seeking a full-time home, seasonal retreat, or investment opportunity, this residence offers a rare combination of move-in-ready comfort, upscale upgrades, and an unbeatable location. Don't miss your chance to live the waterfront lifestyle you’ve been dreaming of.

9393 Midnight Pass Road Unit 603, Sarasota

$370,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key!

9200 Midnight Pass Road Unit 30, Sarasota

$335,000
1 Beds 1 Baths Sunrise Cove SubDv. 34242 Zip Code
WATERFRONT LUXURY ON SIESTA KEY Spacious 1-Bedroom Condo with Panoramic Bay Views Experience the best of coastal living in this beautifully appointed one-bedroom, one-bathroom condo, ideally situated on the Intracoastal Waterway in the sought-after Sunrise Cove community. This rare waterfront offering features unobstructed views of Little Sarasota Bay and a veiw of the Gulf of Mexico from the front of the unit—a truly unique find on Siesta Key. Whether you're seeking a full-time residence, a seasonal escape, or an income-generating investment, this property delivers exceptional flexibility. With an on-site rental manager, owners can rent the unit during peak season (rental rates for 1-bedrooms range from $6,000–$7,000/month) and enjoy personal use during the off-season, helping to offset ownership costs. Interior Highlights: Bright, open floor plan Large enclosed lanai with panoramic bay views Perfect space for enjoying morning sunrises and daily waterfront activity Community Amenities Include: Two resort-style waterfront pools Fully equipped modern fitness center Bayside BBQ grills and picnic areas for entertaining Tennis and pickleball courts Kayak and bicycle storage Boat slips with water and electric—ideal for boaters or guests Covered assigned parking plus ample guest parking Unlimited use of laundry facilities—conveniently located just outside the unit Recent updates to the roof, carports, and seawall ensure peace of mind and long-term value. Prime Location: Steps from Turtle Beach Park with kayak/boat launches, playground, and beach access Adjacent to Turtles Restaurant and just minutes from Siesta Key Village with shopping, dining, and nightlife Easy access via the free Siesta Key trolley This residence offers an exceptional location, lifestyle, and investment potential blend. Don’t miss your chance to own a piece of paradise on Siesta Key.

8977 Midnight Pass Road Unit 521, Sarasota

$380,000
2 Beds 1 Baths Vista Hermosa SubDv. 34242 Zip Code
Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise!

151 Vista Hermosa Circle Unit 31C, Sarasota

$375,000
1 Beds 1 Baths Bay Tree Club SubDv. 34242 Zip Code
Siesta Key waterfront community. This gulf-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools, private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal living at its finest. Whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This spacious and sun-filled pet friendly condo offers a generous sized living room with a French/Juliet balcony overlooking the bay side pool & lush grounds with views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the cheerful and efficient kitchen. The large primary bedroom has two plus-sized closets, providing ample storage. Along with the foyer closet, you will have room for all your possessions. One full bath with a tub completes. This Gulf-to-Bay home is the perfect canvas to paint your ideal picture in Paradise! Each building is equipped with elevators and laundry rooms on every floor ensure everyday comfort is never out of reach. The Association has passed its Milestone Inspection and is SIRS compliant, providing peace of mind for your investment. Roofs replaced in 2020. Newer sliders, HVAC & hot water tank. Additional private storage on ground floor. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard as far out to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Come explore all the unmatched amenities, nearby restaurants & shops. Witness the sea turtles during nesting season. Life is good here ~ Welcome Home to your Coastal Oasis!

8625 Midnight Pass Road Unit 305B, Sarasota

$390,000
1 Beds 1 Baths Contntls Sea Club SubDv. 34242 Zip Code
SUPERB DAILY VACATION RENTAL on the world-famous SIESTA KEY known for sugar sand beaches, fine dining, excellent shopping, tons of nightlife and entertainment in Siesta Key Village. Cobalt blue waters are just across the street with a gated and deeded access to the sand where you can spend your day swimming, sunning and building castles on this perfect island on the gorgeous Gulf of Mexico. SEA CLUB II is unique in that it allows daily rentals and is right on the Intercoastal Waterway and walking distance to the beach. All unit owners can self-manage or choose their own rental agent. This is a very busy and successful vacation rental, and a buyer is welcome to continue with the services and the rentals that are on the books. Turnkey furnished and ready for your guests this one bedroom, one bathroom is decorated in a coastal style and has everything needed to go to the beach and have fun! Walk out the door and jump on the free trolley and head down to the Village to grab drinks and dinner or go shopping at one of the many wonderful local shops. From parasailing to boating, or paddle boarding be as active as you like or just grab a book and head out back to the lawn overlooking the ICW and read and relax under a big shade tree. The onsite pool is newer and truly resort like with spectacular water views and a tiki hut and bar for dining and party sized grills if you want to dine poolside. The fishing pier is also newer and a great place to relax and catch your dinner. The boat basin was just updated and is wonderful to use for boating or kayaking. The Adirondack chairs on the lawn by the ICW are very comfortable and are a good spot to sit and watch the dolphins and sea birds and manatees. Bocce Ball court is nearby the pool. A clubhouse room with a kitchen and tv, bathroom, mail room all have more living spaces to enjoy. The pool bathroom has showers and changing area to help accommodate guests who may be checking out but still need to be on site. A community laundry room is conveniently located. The extra outdoor storage area is spacious and gives you even more room to keep extra items. The monthly condo fee covers water, sewer, trash, basic cable and all of the amenities located at SEA CLUB II. If you have always been wanting a place on SIESTA KEY this is a great value in that you can have a vacation home that pays for itself and has a strong rental history. Magical SUNSETS every night and volleyball at the public beach and even a drum circle on Sunday evening! Living in PARADISE! NO DAMAGE FROM HURRICANES! Solid construction

5955 Midnight Pass Road Unit 12E, Sarasota

$303,500
1 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
$100K Price Reduction! MOTIVATED SELLER! THIS FANTASTIC CONDO IS AWAITING YOUR PERSONAL TOUCH. Immerse yourself in the epitome of coastal living with this generously sized one-bedroom condo with two full baths nestled within Siesta Harbor, perfectly positioned along the picturesque canal of Siesta Key. Enjoy the privilege of deeded beach access, inviting you to bask in endless days of sun-soaked relaxation on the pristine shores just moments away. Indulge in ultimate tranquility with access to a heated pool and spa, offering the perfect respite while relishing in breathtaking views of the intercoastal waterway. Whether you prefer to unwind on your private balcony or venture out to explore the island's attractions, this condo promises a harmonious blend of luxury and serenity for your dream coastal retreat. Experience the essence of Siesta Key living at its finest within the coveted boating community of Siesta Harbor. The kitchen has been thoughtfully updated with granite countertops, newer appliances, and tastefully crafted soft-close cabinetry, marrying style with functionality seamlessly. Siesta Harbor offers an array of amenities for residents to enjoy, including an outdoor spa & shower, indoor sauna, fitness room, shuffleboard court, modern clubhouse, full kitchen, outdoor barbecue area, and an outstanding library. Additionally, don't miss the opportunity to unwind at the dock/fishing pier, providing a tranquil spot to watch the boats glide by. Seize the chance to elevate your coastal lifestyle in Siesta Harbor, where every day is an invitation to indulge in the ultimate seaside sanctuary. Don't miss the chance to own in this 55+ waterfront community. Offered turnkey furnished.

1300 N Portofino Drive Unit 205, Sarasota

$329,000
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
Discover this coastal retreat just steps away from the renowned Siesta Key Beach. This delightful cottage, offered fully furnished, exudes charm and comfort, making it an ideal getaway or an excellent investment opportunity with bi-weekly rental program in place. As you step inside, you'll immediately notice the oversized, diagonal tile flooring. The thoughtful layout of this residence creates a cozy and welcoming atmosphere that seamlessly connects all the living spaces. One of the highlights of this charming residence is the screened patio, where you can savor sunny views of the community and enjoy the gentle breezes. White Sands Village is a unique waterfront community that offers an array of amenities to enhance your coastal lifestyle. Situated just across the street from the pristine, quartz-filled shores of Siesta Key Beach, residents at White Sands Village have the privilege of enjoying a clubhouse with a catering kitchen and library. The heated swimming pool, complete with a pavered sundeck, is a great place to soak up the Florida sunshine, while the gas grilling stations, lounge areas, and dining spaces provide ample opportunities for outdoor enjoyment. On-site management adds to the convenience of living in this community, ensuring that all your needs are met promptly. Plus, there's a trolley stop on-location, ready to whisk you away to explore the nearby Siesta Key Village, known for its vibrant dining, shopping, and entertainment options. Whether you're seeking a serene vacation spot, an investment property with rental income potential, or your own piece of paradise, this lovely cottage at White Sands Village offers an incredible opportunity to experience sought-after Siesta Key Beach living.

5631 Midnight Pass Road Unit 1005, Sarasota

$360,000
1 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
$20,000 PRICE IMPROVEMENT!!! Relax in Paradise for under $400,000! MOTIVATED SELLER!!! Stunning, Oversized One Bedroom Waterfront condo with 2 full Bathrooms in the highly sought after Siesta Harbor community on Siesta Key! Whether you enjoy the sunrise over your morning coffee or work from your glass-enclosed lanai, enjoy beautiful views of the canal and Intracoastal Waterway, where you watch for dolphin while the Mullet jump in the canal! This immaculately maintained 1 Bedroom, 2 Bath condo is ready to rent or make it your own! The entire condo is well done, plus the Kitchen and both bathrooms were recently remodeled, including granite countertops and a new Air Conditioner just installed September 2024. Turn-key Furnished with impeccable taste, You’ll feel right at home. Impact windows in the kitchen, bedroom, living room and both bathrooms. Great view from every room. Guests have their own bathroom and the couch has the added benefit of a Queen pull-out bed. Direct MOTIVATED SELLER! Gorgeous oversized One Bedroom, Two Full Bath Beach condo Turn Key Furnished. Beach access across the street, where you can walk the beach each morning and watch the sunset each evening. Great location in Siesta Harbor and the closest building to the heated pool, outdoor spa & shower, indoor sauna, fitness room, shuffleboard court, renovated clubhouse with full kitchen, outstanding library and outdoor barbecue area with Grills. Siesta Harbor has its own canal, is steps to Direct Beach access across the street through Crescent Arms and is on the main waterway of the Intracoastal Waterway! Boating community with boat slips on our canal - check with the office for availability! Dock/fishing pier with seating on the ICW to watch the boats go by then Cross the street to the sunset! Walk to restaurants and shops, only minutes away. The Trolley stops in front of our complex to take you to the Public Beach or Siesta Key Village. Wonderful socially active Clubhouse with kitchen, barbecue, shuffleboard court, Fishing Pier, Spa, Fitness Room and Heated Pool! 55+ Community. EASY ON AND OFF THE KEY, You Deserve Paradise!!!

1250 N Portofino Drive Unit 305MAR, Sarasota

$372,500
1 Beds 1 Baths Casa Mar SubDv. 34242 Zip Code
This Beach-front Updated studio in the popular Casa Mar complex has a private patio overlooking the pool and private Siesta Beach access. Rarely available incredible opportunity to own your piece of paradise! With short-term weekly rentals allowed (1 week minimum) you can choose to live on the beach in Sunny Florida, rent it out as an investment, or do both to offset your expenses. This quaint updated fully TURNKEY FURNISHED studio feels open and airy with vaulted beam ceilings and easy-to-maintain tile floors. The full-size kitchen has granite countertops, wood cabinets, a standard size refrigerator, stove, microwave, dishwasher, and disposal. The Queen Murphy bed opens with surprising ease, and even when open there is still ample space to move around. With two closets you can reserve one for your private owner's closet. There is a covered parking space right outside your back door and your own private 15 foot by 11 foot patio (one of only 4 in the complex). Just beyond your patio awaits one of the two community swimming pools. The interior courtyard of the complex has grassy areas, grills, picnic tables, shuffleboard, and a lighted tennis/pickle ball court. You can enjoy the use of the clubhouse or take a short walk down your community onto Siesta's World Famous white sugary sand beach, often rated one of the best beaches in the world. Once on your private beach you will have access to volleyball, two covered areas, an outdoor shower, and chairs for your convenience. With only 74 units Casa Mar is one of the most popular communities on the Key. If you choose to rent your property, you are able to do so yourself or choose a property management company of your own and sit back and enjoy the property as often as you wish while reaping the benefit of rentals when you choose and letting the management company deal with the entire rental process. Don't miss this exceptional opportunity for one of the few Siesta units that allows such short term rentals.

6006 Midnight Pass Road Unit 10, Sarasota

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