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8750 Midnight Pass Road Unit 202, Siesta Key
$425,000
1 Beds ⋅ 1 Baths ⋅ C7492869 MLS ⋅ 8750 / C BLDG.
MOTIVATED SELLERS!!! Don’t miss this opportunity to enjoy the gentle sea breezes, world-renowned sunsets, and all that Siesta Key has to offer. This exceptional property at Tortuga is ready to become your slice of paradise! Purchase with ease knowing, ASSESSMENTS PAID IN FULL, Brand new roof, new boat docks, new HVAC! Welcome to Paradise at Tortuga on Siesta Key - Nestled on the tranquil southern tip of Siesta Key, Tortuga offers the perfect fusion of vibrant island living and serene coastal retreat. This sought-after community boasts stunning Gulf of Mexico vistas and easy access to the peaceful Bay, creating a haven for relaxation and recreation. From the moment you arrive, Tortuga impresses with its charming brick-paver streets, lush landscaping, and secure, private setting. Accessing your second-floor retreat is effortless with both elevator and stair options. Inside the home Elegance Meets Comfort - Step inside this beautifully upgraded residence and prepare to be wowed. Thoughtful enhancements include: Hurricane-impact windows and sliders for peace of mind Stylish wood-like tile flooring throughout Custom white cabinetry with built-ins and top-tier granite countertops Stainless steel appliances and an extended tiled backsplash Luxurious bathroom with dual shower heads, floor-to-ceiling tile, glass slider, and built-in seating A converted patio into a bright and inviting sitting room Guests will appreciate the sofa with a queen sleeper, and the spacious utility room offers flexible storage options or an owner’s closet for those renting seasonally. Tastefully furnished and ready for your personal touch, this home is move-in ready. Resort-Style Amenities Tortuga goes beyond the typical with amenities on both the Gulf and Bay sides: Brand New Bay-side boat dock (available for a small annual fee) and fishing pier Pickleball and tennis courts Heated indoor/outdoor pool with whirlpool jets and saunas Clubhouse, lending library, and gas grills Designated underground parking with storage cabinets Conveniently located across from dining options and just a trolley (this ride now will bring you to downtown Sarasota!) or Frog Hop ride to The Villages, Tortuga offers the ultimate in island living. Onsite maintenance, water, trash, basic cable, and internet are included for hassle-free ownership. Your Coastal Oasis Awaits!

8750 Midnight Pass Road Unit 202, Siesta Key
6350 Midnight Cove Road Unit 710, Siesta Key
$420,000
2 Beds ⋅ 2 Baths ⋅ A4669212 MLS ⋅ Midnight Cove Bayside BLDG.
If you're searching for deeded beach access and resort-style living on beautiful Siesta Key, this 2-bedroom, 1.5-bath condo could be your perfect match. Enjoy peaceful canal views and lush, mature landscaping in a community that remained untouched by flooding during recent hurricanes. The condo is in original condition and ready for your personal touch to transform it into your coastal retreat. Midnight Cove II offers deeded beach access and an impressive array of resort-style amenities, including a heated pool, tennis courts with pickleball nets, a basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Private docks are also available for your boat. Ideally located on Siesta Key, you'll be just steps from the pristine white sands of Crescent Beach and minutes from world-famous Siesta Beach. A quick ride brings you to Siesta Key Village, where you'll find lively restaurants, shops, and entertainment. Or take a short five-minute stroll to nearby dining and conveniences. Relax and embrace the Siesta Key lifestyle where every day feels like a vacation.

6350 Midnight Cove Road Unit 710, Siesta Key
6006 Midnight Pass Road Unit 11, Siesta Key
$415,000
1 Beds ⋅ 1 Baths ⋅ A4673426 MLS ⋅ B BLDG.
Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings, natural light streaming through the sliding glass doors and multiple windows, a large storage closet, and timeless terrazzo flooring throughout. The cozy kitchen with solid surface counters opens seamlessly to the living space and located just off the lanai—perfect for enjoying morning coffee with a tropical view. The spacious bedroom provides ample storage, and the bathroom features a walk-in shower with clean finishes. Recent updates include a new A/C (2025), new building roof (2024), partial impact windows, and a new water heater in 2021. You’ll love the convenience of the assigned covered carport, located directly outside the entrance—no stairs, no hassle! Casa Mar features 200 feet of private deeded beach frontage with two covered pavilions, 2 community pools, a tennis & pickleball court, basketball hoop, and a clubhouse, 4 BBQ grilling areas with picnic tables, and laundry facilities. Amenities included in your condo fee: cable TV, internet, water/sewer, building insurance, and grounds maintenance. Short-term rentals (1-week minimum) are permitted—ideal for investment or personal use! And don't forget the Siesta Key Trolley stop right at the community entrance for convenient free rides on Siesta Key! Whether you’re seeking a personal getaway, seasonal escape, or income-producing vacation rental, this cozy Casa Mar condo offers endless possibilities—just steps from the Gulf of Mexico!

6006 Midnight Pass Road Unit 11, Siesta Key
782 Birdsong Lane, Siesta Key
$415,000
2 Beds ⋅ 2 Baths ⋅ A4645278 MLS
Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Siesta Key
6727 Midnight Pass Road Unit 202A, Siesta Key
$414,000
2 Beds ⋅ 2 Baths ⋅ A4648011 MLS ⋅ A BLDG.
Coastal Living Awaits at 202A Vista Hermosa, Siesta Key! •Welcome to your slice of paradise just steps from the powdery white sands of Siesta Key Beach—voted one of the best beaches in the world! This charming 2-bedroom, 2-bath in the highly sought-after Vista Hermosa community offers the ideal blend of comfort, convenience, and island lifestyle. Fully furnished and move-in ready—perfect as a full-time residence, seasonal getaway, or income-producing rental. Community Amenities: • Heated swimming pool • Clubhouse for social gatherings • Shuffleboard courts Prime Location: • Just a short stroll to Siesta Key’s white quartz beaches • Minutes to Siesta Village’s restaurants, shops, and nightlife • Easy access to mainland Sarasota Whether you're looking for a serene coastal retreat or an investment opportunity, 202A Vista Hermosa delivers relaxed Florida living at its finest. Don’t miss your chance to own a piece of paradise!

6727 Midnight Pass Road Unit 202A, Siesta Key
208 Hourglass Way Unit V11, Siesta Key
$410,000
3 Beds ⋅ 2 Baths ⋅ A4698323 MLS
This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Siesta Key
1300 N Portofino Drive Unit S206, Siesta Key
$410,000
2 Beds ⋅ 2 Baths ⋅ A4680023 MLS ⋅ Sailfish House Siesta Harbor BLDG.
Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!

1300 N Portofino Drive Unit S206, Siesta Key
8730 Midnight Pass Road Unit 202A, Siesta Key
$410,000
1 Beds ⋅ 1 Baths ⋅ A4678906 MLS ⋅ Building A BLDG.
Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball, shuffleboard, and a fishing pier. And, the laundry room is just outside the front door! The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest. This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family. The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities. Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!

8730 Midnight Pass Road Unit 202A, Siesta Key
5955 Midnight Pass Road Unit 4E, Siesta Key
$402,000
1 Beds ⋅ 1 Baths ⋅ A4681682 MLS
*Seller Financing Available* An exceptional opportunity awaits in Sea Club II, one of the limited Siesta Key communities permitting nightly rentals—positioning this residence as a prime option for short-term revenue potential. This ground-level one-bedroom, one-bath condo comes fully furnished and has a proven record of performance, grossing over $50,000 annually in rental income. Designed for effortless use by owners and guests alike, the unit is ready for immediate occupancy or continued income production. Sea Club II offers a resort-style setting along the Intracoastal Waterway. Residents and guests enjoy a recently updated pool area accented by brick pavers, a tiki-style pavilion, and grilling stations, creating an inviting space for leisure and gatherings. Boating and fishing enthusiasts will appreciate the community fishing pier added in 2021 and convenient access to the community boat basin. What truly distinguishes this property is its deeded beach access just a short walk away—delivering the rare advantage of Intracoastal waterfront living paired with direct access to the world-famous sands of Siesta Key Beach. Whether used as a personal island retreat or a high-demand vacation rental, this condo offers flexibility, location, and income potential in one compelling package.

5955 Midnight Pass Road Unit 4E, Siesta Key
6157 Midnight Pass Road Unit D21, Siesta Key
$402,000
2 Beds ⋅ 1 Baths ⋅ A4580258 MLS ⋅ Bay Oak D Building BLDG.
Come and view a beautiful condo in the middle of Siesta Key. This amazing 2-bedroom / 1-bath / first floor unit is just off Sarasota's Intracoastal Waterway and just steps away from the crystal powder sands of Siesta Key Beach! Bay Oaks offers ultimate condo living in this turn-key furnished unit. New tiled floors, new granite countertops in the kitchen, and stainless steel appliances. Close to Siesta Key Village with shopping, restaurants, community events, and activities. Free trolley stop right outside the community entrance for quick trips to Siesta Village and Turtle Beach. Perfect for living full time, serve as a vacation home, or use as a rental. Bay Oaks is rental friendly. They offer 1-week minimums and no years of ownership prior to leasing. Don't wait because this will go quickly! Bay Oaks onsite amenities include a large heated pool, sauna, BBQ picnic area, billiards room, covered car port, tennis/pickle ball courts, a clubhouse, fishing pier, and boat dock. Make this incredible condo your home or a great investment.

6157 Midnight Pass Road Unit D21, Siesta Key
101 Whispering Sands Drive Unit 301, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4688898 MLS ⋅ Tropic View BLDG.
Opportunity awaits in one of Siesta Key's most desirable GULF FRONT communities! Perfectly positioned on the 3rd floor of the popular Tropic View building just steps from the sugar white sands and turquoise waters of the Gulf, this 2 bedroom/2 bath Whispering Sands residence offers exceptional potential for the buyer with vision. The sellers are willing to offer a $30,000 SELLER CREDIT with an acceptable contract, to offset any future improvements or assessments. Ready for renovation and priced accordingly, this property serves as a blank canvas for updates and customization to suit your style. The spacious floor plan is complemented by a 34' screened and glass enclosed lanai that spans the entire length of the unit, providing additional valuable living space and a comfortable setting in which to relax or entertain year round. The primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Furnishings are negotiable. This unit also comes with an assigned storage locker on the same floor for all of your beach essentials. Whether you're seeking a seasonal escape, year round residence, or an opportunity to create a personalized coastal retreat, this property offers the prefect foundation in an exceptional location. Bring your imagination and discover the possibilities that await just moments from the Gulf!

101 Whispering Sands Drive Unit 301, Siesta Key
1257 S Portofino Drive Unit 306, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4656723 MLS ⋅ Albacore BLDG.
Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1257 S Portofino Drive Unit 306, Siesta Key
7 Sandy Cove Road, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4649873 MLS ⋅ Na BLDG.
One or more photo(s) has been virtually staged. INVESTOR SPECIAL!! Incredible opportunity to own one of the most desirable condo units in all of Sandy Cove. This 2 bedroom 2 bath first floor unit with an attached garage and its own laundry room, is a rare find. This currently empty shell is begging for someone with a vision and a keen eye for an investment opportunity. All drywall, electrical and plumbing inspections have been completed. Once remodeled, units like this have recently sold in the $900Ks and $800Ks. The lanai has been extended and offers a wonderful space to sit and enjoy your favorite beverage overlooking the fountain and the swim friendly lake. The bright, spacious open floor plan with vaulted ceilings accentuates the HUGE abundance of floor to ceiling windows , flooding the space with tons of natural light. Sandy Cove, is an exclusive old Florida-style Mid Century Modern inspired community with an exclusive private beach of pristine white quartz sand on the Gulf of Mexico, perfect for kayaking, swimming, or relaxing. Tucked away in a hidden section of Siesta Key, this highly sought after enclave was designed by the locally famous and world renowned Sarasota architect Frank Folsom Smith and is just a short stroll from Siesta Key Village’s dining, shopping, and entertainment options. Explore this hidden gem and find out why Siesta Key is celebrated for having the finest beaches in the country. Don’t miss this opportunity to live in paradise. Big dogs are welcome too!

7 Sandy Cove Road, Siesta Key
6157 Midnight Pass Road Unit B42, Siesta Key
$400,000
2 Beds ⋅ 3 Baths ⋅ A4649539 MLS ⋅ B BLDG.
PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move!

6157 Midnight Pass Road Unit B42, Siesta Key
1129 Seaside Drive Unit 40, Siesta Key
$400,000
1 Baths ⋅ A4612252 MLS ⋅ Beachside BLDG.
Welcome to Sea Crest #40, your gateway to affordable luxury living on the stunning shores of Crescent Beach on Siesta Key! Nestled within the prestigious Sea Crest community, this charming retreat offers an unparalleled opportunity to experience paradise without breaking the bank. This condo allows for easy access to the beach unlike any place on Siesta Key; walk out the door, and you're steps away from touching the cool quartz sand! Sea Crest allows for one-week minimum rentals, and it is located in the heart of Siesta Key, across the street from the island's best restaurants, shopping, and nightlife. Sea Crest is one of the most desirable properties on Siesta Key due to only having 40 units, which gives the feeling of exclusivity as you enjoy your private beach and private pool without dealing with the crowds that come with your typical Siesta Key complex. With its unbeatable location and budget-friendly price point, Sea Crest #40 is your ticket to experiencing the best that Siesta Key has to offer. Take advantage of this opportunity to live the island life without breaking the bank. Make the decision today and start making memories that will last a lifetime!

1129 Seaside Drive Unit 40, Siesta Key
9393 Midnight Pass Road Unit 703, Siesta Key
$400,000
1 Beds ⋅ 1 Baths ⋅ A4606934 MLS ⋅ North BLDG.
One or more photo(s) has been virtually staged. Just imagine-serene waterfront living surrounded by nature. This meticulously renovated condo offers comfort and efficiency featuring Impact Glass windows, an HVAC system with UV protection, in-unit full sized washer & dryer & two hot water heaters. The heart of this home is the 22-foot-long glass-enclosed lanai. Picture yourself watching the sunrise over the intercoastal waterways & the mainland lights sparkling in the evening twilight. The modernized kitchen features upgraded cabinets & closet pantry, newer appliances & a custom countertop with bar-top seating for a sunset view of the Gulf of Mexico. The 1-bedroom Ensuite features a custom wall unit & glass sliders gazing out to the eastern water views. Two private entrances open to the newly renovated bathroom with dual vanities & custom walk-in shower. The unit design lives large and includes 5 closets, all hard surface flooring & custom window treatments. A dedicated covered parking space, 1st floor storage & dual building elevators provide additional convenience. Located at the iconic southern tip of Siesta Key Island, this gated community is a 5-acre natural oasis. Take a dip in the waterside heated lap pool or spa, all while relishing the salty breeze. Boat docks & kayak storage/launches await those who crave nautical adventures, lighted tennis & pickleball courts, fitness room & sauna, community room/library & even a private island with picnic gazebo, BBQs & fishing provide endless opportunities! The .4 mile seawall perimeter provides an exercise track & leisurely gazing for this pet-friendly community. Turtle Beach, the free trolley to Siesta Beach/Siesta Village & several well-known restaurants are .4 mile from your front door. Whether you’re seeking a full-time residence or a seasonal escape, this is where memories are made. And yes, furnishings are included – just bring your flip-flops and a sense of wonder! Contact me today to schedule a private showing.

9393 Midnight Pass Road Unit 703, Siesta Key
5855 Midnight Pass Road Unit 514, Siesta Key
$395,000
1 Beds ⋅ 1 Baths ⋅ NS1088728 MLS ⋅ Harbor Towers BLDG.
Virtually Staged. COASTAL RESORT LIVING JUST MINUTES FROM SIESTA KEY BEACH! Enjoy the best of Siesta Key living in this beautifully updated and move-in-ready condominium at Harbor Towers, one of the island's most sought-after waterfront communities. Located just a short distance from the world-renowned Siesta Key Beach, this large one-bedroom, one-bath residence offers beautiful bay and intracoastal water views, exceptional amenities, and outstanding ownership value. **Recent Upgrades & Improvements:** New vinyl flooring going in week 0f 6/22/26 • NEW luxury vinyl flooring throughout • NEW air conditioning system (2026) • NEW hot water heater (2026) • Fresh interior paint • NEW window • NEW bathroom plumbing, sink and toilet • NEW main electrical panel • NEW screened lanai door • Keypad entry system • All special assessments paid • HOA fees paid through 2026 • No outstanding assessments or fees The spacious floor plan features an oversized bedroom with room for multiple sleeping arrangements, generous closet space, a full-size kitchen with refrigerator and dishwasher, keypad entry, and abundant natural light. Harbor Towers offers an impressive collection of resort-style amenities, including a heated pool and spa, fitness center, marina, fishing pier, boat slips available for lease, tennis courts, clubhouse, walking paths, grilling areas, and secured gated access. A deeded covered parking space is conveniently located near the building entrance. Ideal as a primary residence, vacation getaway, or investment opportunity. Historical rental activity reflects gross rental income of approximately $34,000 annually; future rental income may vary. Ideally situated near Siesta Key Village, residents enjoy convenient access to restaurants, shopping, entertainment, and beach access, with trolley and transportation options nearby. Experience the convenience, amenities, and coastal lifestyle that make Harbor Towers one of Siesta Key's most desirable waterfront communities. With elevator access, a practical layout, convenient amenities, and low-maintenance living, this residence offers comfort and ease of ownership. Some photos virtually staged

5855 Midnight Pass Road Unit 514, Siesta Key
5955 Midnight Pass Road Unit 12E, Siesta Key
$390,000
1 Beds ⋅ 1 Baths ⋅ A4622573 MLS ⋅ 12e BLDG.
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, Siesta Key
9397 Midnight Pass Road Unit PH3, Siesta Key
$390,000
1 Beds ⋅ 1 Baths ⋅ A4609520 MLS ⋅ South BLDG.
Your opportunity is here! The Penthouse perched on the top 10th floor, offers unparalleled 180-degree views of the Gulf of Mexico and Intercoastal Waterways. From sunrise to sunset, this condo captures the essence of coastal living. Step inside to discover a refreshed and elegantly staged interior. The one-bedroom ensuite, with its eastern water views, provides a tranquil retreat, while the spacious bathroom provides two private entrances. Easy-to-maintain hard surface flooring enhances the light and airy feel, seamlessly connecting to the enclosed lanai–a 22-foot-long glass-enclosed oasis that frames panoramic multi-waterway views. Convenience is ensured with assigned under-building parking, a dedicated 1st floor storage area & dual building elevators. Nestled in the historic southern tip of Siesta Key Island, this iconic gated community spans over 5 acres of natural beauty. Stay active in the fitness room, complete with men’s and women’s saunas. Enjoy the heated lap pool & spa. Boat docks are available for water enthusiasts and kayak storage and launch facilities make exploring the vast waterways a breeze. Lighted tennis and pickleball courts invite friendly competition and you can cross the bridge to a private island where BBQs, butterfly garden and fishing await. The Community Club House is a hub for social gatherings and onsite property management and maintenance provide peace of mind. Don’t miss the chance to embrace this coastal luxury opportunity. Contact me today for your private showing!

9397 Midnight Pass Road Unit PH3, Siesta Key
1215 S Portofino Drive Unit 107, Siesta Key
$385,000
2 Beds ⋅ 2 Baths ⋅ A4692252 MLS ⋅ Dolphin BLDG.
WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits!

1215 S Portofino Drive Unit 107, Siesta Key
151 Vista Hermosa Circle Unit 31C, Siesta Key
$380,000
2 Beds ⋅ 1 Baths ⋅ A4651400 MLS
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, Siesta Key
9200 Midnight Pass Road Unit 17, Siesta Key
$375,000
2 Beds ⋅ 2 Baths ⋅ A4670580 MLS ⋅ Inlet Apartments BLDG.
The seller says "sell it" and, at this price, you know he is not kidding. You won't find a waterfront condo in this shape at this price anywhere on the key. Take a look...you won't be disappointed. This condo is the perfect opportunity to experience the Siesta Key lifestyle at an affordable price. Enjoy the manatees and dolphins splashing in your back yard. Grab a kayak and go for a perfect paddle through the mangrove tunnels or out Midnight Pass into the Gulf. Enjoy the recently refurbished, heated, community pool or go for a short walk around the corner and enjoy a beachside stroll. If relaxing is your vibe, there is no better place. You can enjoy the peacefulness of this quiet end of Siesta by just sitting on your lanai and watching the sunset. This well kept, lightly used condo is just the right place. Fully turnkey furnished, this condo has all new appliances, new A/C in 2024, new water heater in 2025, some new kitchen cabinetry and is ready for you to just move in with your suitcase. This very well maintained condo complex includes a newer roof, recent repainting and a refurbished seawall and dock. Enjoy the available kayak storage, bike racks and grill. The trolley is nearby and will take you right up the road to Siesta Beach or the Village. Yes, now you can afford the Siesta lifestyle. It is all here for you.

9200 Midnight Pass Road Unit 17, Siesta Key
6157 Midnight Pass Road Unit E63, Siesta Key
$375,000
2 Beds ⋅ 2 Baths ⋅ A4662792 MLS ⋅ 6157 BLDG.
BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Siesta Key
105 Pass Key Road Unit 105, Siesta Key
$375,000
1 Beds ⋅ 1 Baths ⋅ A4646029 MLS ⋅ 105 BLDG.
ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts of spacious entertainment friendly living and dining areas open to the wonderful double private patio, primary suite has abundant closet space and step into PARADISE! Walk to Siesta Key Village to enjoy shopping, dining, entertainment and coffee shops. This amazing offering is perfectly located between your private sanctuary and the heart of Siestas Village! Make your dream a reality!

105 Pass Key Road Unit 105, Siesta Key
8625 Midnight Pass Road Unit 305B, Siesta Key
$375,000
1 Beds ⋅ 1 Baths ⋅ A4644043 MLS ⋅ 8625 'B' BLDG.
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, Siesta Key
1215 S Portofino Drive Unit 404, Siesta Key
$375,000
1 Beds ⋅ 2 Baths ⋅ A4627827 MLS ⋅ Dolphin BLDG.
Unbelievable $50K price reduction on this move-in ready Canal front condo. Escape the winter chill and embrace endless summer in this meticulously remodeled 1 bedroom, 2 bathroom Siesta Key condo at Siesta Harbor, priced at only $450,000 with a peek-a-boo ocean view from the 4th floor. The owners have invested over $100K in premium upgrades, including a glassed-in lanai with hurricane impact sliders which is perfect for morning coffee or romantic sunset dinners, granite countertops, solid wood cabinets, a luxury primary bathroom shower, and light tile flooring that creates a bright, airy atmosphere. This 55+ community offers an unparalleled lifestyle with deeded beach access, a fishing pier on the Intracoastal Waterway, heated community pool, boat docks, onsite management, and a wealth of social activities – all just minutes from downtown Sarasota's best restaurants and shopping. With low HOA fees, carefree maintenance, and no storm damage, this condo is your ticket to the laid-back Siesta Key tropical island dream.

1215 S Portofino Drive Unit 404, Siesta Key
9393 Midnight Pass Road Unit 503, Siesta Key
$375,000
1 Beds ⋅ 1 Baths ⋅ A4627039 MLS ⋅ B BLDG.
Price Reduction! Beautifully renovated and turn key furnished with incredible views. Live the island life. Ready for immediate occupancy. The Pointe is surrounded by water on three sides allowing for stunning views of the bay and the gulf. Midnight Pass connecting the Gulf to the Bay, just south of The Pointe, has reopened as the result of the recent storms. This is great for estuaries, marine life, boating, and real estate values! The perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve and Little Sarasota Bay! This beautiful turn-key furnished 5th floor 1 bedroom, 1 bath unit has been fully remodeled, creating the ultimate retreat. The stunning kitchen features quartz countertops, beautiful cabinetry, stainless steel appliances, a breakfast bar and views of the ocean. The open floor plan creates a light and bright space that flows through to the large lanai with floor to ceiling sliders that stretch the back of the unit. The master suite was beautifully updated with a large walk-in closet, quartz countertops, dual sink, plenty of cabinets and storage, and a walk-in shower. The unit includes a washer/dryer in a closeted utility room off the lanai and a ground level storage unit which provides coveted space for beach and golf gear. An assigned covered parking space is conveniently located. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, club house, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minutes walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!!

9393 Midnight Pass Road Unit 503, Siesta Key
5830 Midnight Pass Road Unit 32, Siesta Key
$372,500
1 Baths ⋅ A4694962 MLS ⋅ Jamaica Royale BLDG.
Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.

5830 Midnight Pass Road Unit 32, Siesta Key
6006 Midnight Pass Road Unit 10, Siesta Key
$372,500
1 Beds ⋅ 1 Baths ⋅ A4585108 MLS ⋅ 6006 BLDG.
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, Siesta Key
1257 S Portofino Drive Unit 203, Siesta Key
$370,000
2 Beds ⋅ 2 Baths ⋅ A4687158 MLS ⋅ Siesta Harbor BLDG.
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, Siesta Key

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