Location: Sarasota , 34242
Do Not Show Listings
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000138 Days on yellowkey MLS ID: A4673529
4 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,011
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,00048 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-349-4411)
6005 MIDNIGHT PASS RD #S6, SARASOTA, FL 34242
$920,0007 Days on yellowkey MLS ID: A4690166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1672 Built: 1966 Tax: $8,727 (2025)Community: Provincial GardensVilla
Taxes:$8,727
Elementary School: None
High School: None
Middle School: None
Remarks: Make this beautifully decorated and extensively updated, maintenance-free, open floor plan, free-standing villa your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer and dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. No need to compromise between bay or beach access, with deeded access steps away from your Siesta Key retreat. Added peace of mind comes from no flooding or storm damage sustained from past storms, with the community located on one of the higher elevation points on the Key. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with wider doorways and all new appliances within the past two years. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and guest suites are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft closing cabinets, granite countertops, a large pantry, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite also includes its own personal outdoor space. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise and wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees, or enjoy boating, jet skiing, or fishing for dinner. The community’s bay front park also includes a day dock for residents’ use. Ready to break a sweat or make new friends? Head to the public pickleball courts just a ten minute walk away. Prefer to take things a little slower? Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. No need to bring chairs to the beach or pool, as they are provided for your convenience. Catch the free trolley to enjoy a casual lunch, happy hour, or a fine dining dinner. End your days watching the sunset over the Gulf with your drink of choice. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one small pet.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: James Tassell, Pllc (941-726-0723)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,99922 Days on yellowkey MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully furnished END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00038 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
4708 OCEAN BLVD #E4, SARASOTA, FL 34242
$2,290,00010 Days on yellowkey MLS ID: A4689440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,662 (2025)Community: Windward PassageCondo
Taxes:$16,662
Remarks: Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
8767 MIDNIGHT PASS RD #505F, SARASOTA, FL 34242
$600,00041 Days on yellowkey MLS ID: A4686097
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1979 Tax: $6,205 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$6,205
Remarks: Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value!
Listing Agent: Kaitlin Kuhn (941-400-7861)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,00054 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing Agent: Harriet Stopher (404-316-8944)
8735 MIDNIGHT PASS RD #105B, SARASOTA, FL 34242
$639,90050 Days on yellowkey MLS ID: A4684402
REDUCED by $20,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $6,948 (2024)Community: Turtle Bay Sec 1Spa: YesCondo
Taxes:$6,948
Tax Year: 2024
Remarks: NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,00053 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,00080 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
8773 MIDNIGHT PASS RD #102G, SARASOTA, FL 34242
$550,000139 Days on yellowkey MLS ID: A4674136
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $3,925 (2025)Community: Island Reef 11 Ph 1 & 2Spa: NoCondo
Taxes:$3,925
High School: Riverview High
Remarks: Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The dock is in the process of being rebuilt and will be done in June. There is a short waiting list for those who would want to rent a dock.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$575,00096 Days on yellowkey MLS ID: A4669777
REDUCED by $20,000 (3.4%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Remarks: If you are dreaming of the ultimate condominium with jaw-dropping Gulf, Sarasota Bay, and City Views, this is the one! No detail was overlooked in the design and layout of this incredible condo. Modern luxury on prime north Siesta Key Oceanfront. Positioned on the 10th floor, with unsurpassed panoramic views of the Gulf, Sarasota Bay, the skyline of Sarasota, Lido Key, Big Pass and beyond. Watching dolphins and spectacular sunsets are some of the seller's favorite bonuses. Spacious open floor plan, which includes most of the high-end furnishings. One-bedroom, one-bathroom home in the sky that defines style. Masterfully renovated, maximizing spaces and views from every room. The modernization of the unit included a full remodel: Hurricane-resistant sliding glass doors, a completely new kitchen, including European style cabinets with soft-touch closing, convenient pullouts for storage, large porcelain wall tile, granite counters, triple filter osmosis water dispenser, and a full appliance package. Waterproof luxury wide vinyl plank flooring throughout. All new bath with dual sinks, shower with frameless shower doors, and water closet. A modern frosted glass barn door was added for additional access to the bedroom. A newer electrical box with updated GFI wiring will give a new owner peace of mind. Motorized privacy blinds on the sliding glass doors, with a touch of a remote. 4822 Ocean Blvd has had extensive updates recently, including a remodeled social/club room, fitness center, heated waterfront pool, outdoor grills within an extra-large Cabana, fishing pier, social pier, bicycle storage room, and new terraces and railings on every condominium. In 2021, a modern lobby was created with high-end furnishings, and a secured entrance, featuring a new updated security system for the community. A new sea wall has just finished being constructed, and two new piers are almost completed; Expected completion date is the end of February, 2026. Be sure to ask about the covered parking process; assigned parking, with extra parking behind gates, including guest parking. Additional amenities include a secured fishing room to store fishing equipment, and a large park. Wi-Fi, cable, water, and trash, and more are included in the HOA fee. Located within a short walk to Siesta Key Village, and Siesta Key Beach. Enjoy all the Island has to offer with its restaurants, bars, and shopping at various boutiques. There’s also a weekly farmer’s market. Be sure to check out the VIRTUAL TOURS on this property and see why you’ll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
625 BEACH RD #602, SARASOTA, FL 34242
$999,000184 Days on yellowkey MLS ID: A4669231
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1144 Built: 1975 Tax: $8,966 (2024)Community: Tivoli By The SeaCondo
Taxes:$8,966
Remarks: PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Susanne Losso (941-928-0023)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$749,000186 Days on yellowkey MLS ID: A4669008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,90034 Days on yellowkey MLS ID: A4685733
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$4,433
Remarks: THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
8701 MIDNIGHT PASS RD #106A, SARASOTA, FL 34242
$595,000189 Days on yellowkey MLS ID: A4668247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $7,433 (2024)Community: Turtle Bay Sec 2Condo
Taxes:$7,433
Remarks: Motivated sellers, seller financing will be considered! Turtle Bay community has a 3-month minimum rental policy. Experience the best of Siesta Key in this beautifully unfurnished 2BR/2BA condo in the highly desirable Turtle Bay community. Enjoy breathtaking views of Little Sarasota Bay from the enclosed, screened lanai, ideal for relaxing mornings or evening breezes. The remodeled kitchen features stainless steel appliances, updated quartz countertops, and a breakfast bar that opens into the spacious, open-concept living and dining area, perfect for entertaining. The primary suite offers an updated en-suite bathroom, walk-in closet, and built-in vanity. The generously sized second bedroom is perfect for guests or a home office. Additional conveniences include an in-unit laundry room. Recent updates include a 2023 2.5-ton Trane HVAC unit, renovated bathrooms, LED recessed lighting, and popcorn ceiling removed. A rare 12x22 detached end-unit garage provides excellent storage for your vehicle, bikes, or beach and boating gear. Turtle Bay offers resort-style amenities, including a heated pool, hot tub, clubhouse, onsite management, tennis and pickleball courts, lush landscaping, newly updated fishing pier, and boat docks - boat slips are available for nominal fee on a first-come, first-served basis. Milestone Inspection has been completed for the new owner's piece of mind. Enjoy easy access to the sparkling Gulf of Mexico waters with deeded beach access just across the street via the Tortuga Community. Conveniently close to Siesta Key Village and Siesta Key Public Beach via the free trolley stop just steps away. Coastal living at its finest! Schedule your showing today!
4708 OCEAN BLVD #E7, SARASOTA, FL 34242
$2,350,000212 Days on yellowkey MLS ID: A4665893
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,841 (2025)Community: Windward PassageCondo
Taxes:$16,841
Remarks: Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000206 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
6512 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,700,000434 Days on yellowkey MLS ID: A4640499
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1600 Built: 2006Monthly Fee: $2,311 Tax: $15,863 (2024)Community: Crescent Siesta KeyCondo
Taxes:$15,863
Remarks: Experience Luxury Living on South Siesta Key! Crescent Siesta Key, a boutique luxury condominium and a Gulf-front property, in the cosmopolitan contemporary architectural style, offers unparalleled beach living, making it the ultimate coastal retreat. This corner unit is offered turnkey furnished, ready for immediate enjoyment. Impeccably designed in a contemporary beachfront style, 1600 sw. ft., 2-bedroom, 2-bathroom residence presents an expansive floor plan and high ceilings, highlighted by a gourmet kitchen featuring top-tier appliances, granite countertops, soft close cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area accented by an artistic terrazzo accent wall opening onto an expansive terrace. Your terrace has a built-in outdoor kitchen, gas grill, and private access to the resistance heated lap pool with child safety fence/doors. The terrazzo wall continues through to the primary bedroom adding a sophisticated beach ambiance. Primary bath featuring dual sinks, a private toilet with automatic bidet amenities, deep soaking tub, and large walk-in shower. The additional bedroom for your guests includes an ensuite bath, which offers ample space. Wifi and remote controlled thermostat, door lock, gate, building, and beach access. Plus two owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location, very quiet with very little street noise, whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building, built in 2006, boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience, two under building parking spaces, a storage facility, and closed circuit camera/surveillance system for security. Residents can enjoy a beachfront heated pool with spa, or a resistance lap pool right outside their door. A fitness center ensures residents stay active, and a well appointed social room with an attached lanai. Dive into one of two pools or spa overlooking the beach, walk the white sugar sand beaches that stretch for miles, create fabulous meals in the outdoor kitchen and dine al fresco with a view of the gulf amidst lush beautiful landscaped gardens or sink into a chaise lounge under the loggias with a great book. At Crescent Siesta Key, embrace a lifestyle of comfort, luxury, and seaside serenity with all amenities conveniently at your disposal.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
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