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5619 Midnight Pass Road Unit 503, Siesta Key
$515,000
2 Beds ⋅ 2 Baths ⋅ A4693474 MLS ⋅ 5619 BLDG.
Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!

5619 Midnight Pass Road Unit 503, Siesta Key

220 Pass Key Road Unit 220, Siesta Key
$509,000
2 Beds ⋅ 2 Baths ⋅ A4700657 MLS ⋅ Sandy Cove 3 BLDG.
Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. Interested in an investment property? Monthly rentals allowed! Two pets are welcome (including renters)! When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Siesta Key

225 Hourglass Way Unit 106, Siesta Key
$500,000
2 Beds ⋅ 2 Baths ⋅ A4683200 MLS ⋅ Sunset House BLDG.
Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Siesta Key

6157 Midnight Pass Road Unit E12, Siesta Key
$499,000
2 Beds ⋅ 2 Baths ⋅ A4698724 MLS ⋅ E BLDG.
New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Siesta Key

6157 Midnight Pass Road Unit E93, Siesta Key
$475,000
2 Beds ⋅ 2 Baths ⋅ A4702969 MLS ⋅ E-93 BLDG.
Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

6157 Midnight Pass Road Unit E93, Siesta Key

8625 Midnight Pass Road Unit 208B, Siesta Key
$474,700
2 Beds ⋅ 2 Baths ⋅ A4697723 MLS ⋅ B BLDG.
Spacious END UNIT in the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Siesta Key

1250 N Portofino Drive Unit 202, Siesta Key
$469,900
2 Beds ⋅ 2 Baths ⋅ A4695140 MLS ⋅ Marlin BLDG.
This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

1250 N Portofino Drive Unit 202, Siesta Key

1300 N Portofino Drive Unit 305, Siesta Key
$467,000
1 Beds ⋅ 2 Baths ⋅ A4703610 MLS ⋅ Sailfish BLDG.
STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath condo features a bright, open floor plan and a fabulous private lanai overlooking the canal, with beautiful views toward the Intracoastal Waterway. Enjoy resort-style amenities including a heated pool, outdoor spa, poolside shower, shuffleboard, barbecue area, and clubhouse. The clubhouse offers a full kitchen, fitness room, sauna, and library. Boat slips are also available for rent through the Harbor Master. Located directly on the main Intracoastal Waterway, the complex and fishing pier provide the perfect setting for relaxing evenings, entertaining, and watching dolphins and manatees pass by. Best of all, beach access is directly across the street through Crescent Arms, making it easy to enjoy the world-famous Siesta Key beaches. The trolley and SCAT bus stop right outside the complex, while restaurants, shops, and other conveniences are just a short walk away. With easy access on and off the Key, this is the perfect beach retreat, vacation home, or investment opportunity. Come experience the Siesta Key lifestyle—you deserve paradise!

1300 N Portofino Drive Unit 305, Siesta Key

5673 Midnight Pass Road Unit 201, Siesta Key
$459,000
2 Beds ⋅ 2 Baths ⋅ A4694956 MLS ⋅ Na BLDG.
Welcome to Unit 201 at White Sands Condominium — a bright, airy coastal retreat perfectly positioned on iconic Midnight Pass Road, Siesta Key. This spacious 1,012 sq ft, two-bedroom, two-bathroom condo is your gateway to the laid-back island lifestyle you've been dreaming of. Whether you choose to walk, cycle, or simply stroll, the world-famous Siesta Key Beach — voted the #1 beach in the USA — is just moments from your front door. Step inside and feel immediately at home. Generous natural light floods the open living spaces, beautifully complemented by wood-look flooring that runs throughout the unit, giving it a polished feel with all the ease of coastal living. The thoughtful layout offers two full bathrooms plus a convenient in-unit washer and dryer, so laundry day never interrupts island day. A dedicated storage closet rounds things out, giving you that extra breathing room that makes everyday life so much easier. When the sun starts to dip and the breeze picks up, step out onto your private covered lanai — the ideal spot to mix a cocktail, host friends, or simply let the Siesta Key evening wash over you. Sheltered and spacious, it extends your living space outdoors in true Florida fashion, and is the kind of feature you'll use every single day. Beyond your front door, White Sands offers a wonderful sense of community. Take a dip in the sparkling community pool, or take advantage of the community boat docks — available on a first-come, first-served basis — perfect for those who love life on the water. And with your own deeded covered parking spot, convenience is always part of the package. This is more than a condo — it's a front-row seat to everything that makes Siesta Key one of Florida's most sought-after addresses. Whether you're looking for a full-time residence, a vacation escape, or a smart investment, Unit 201 checks every box.

5673 Midnight Pass Road Unit 201, Siesta Key

101 Whispering Sands Drive Unit 107, Siesta Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4674069 MLS ⋅ Tropic View BLDG.
One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a $10,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach. The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!

101 Whispering Sands Drive Unit 107, Siesta Key

1300 N Portofino Drive Unit 103, Siesta Key
$449,500
2 Beds ⋅ 2 Baths ⋅ A4704416 MLS ⋅ Sailfish BLDG.
Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand-new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. Adding even more peace of mind, a brand new air conditioning system was installed in October 2026, so the next owner can enjoy the comfort of a brand-new system from day one. One of the true highlights is the spacious all season's lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full-time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, thoughtful updates, waterfront views, amenities, and lifestyle. With the brand-new air-conditioning system, freshly painted interior, updated kitchen and baths, and beautiful waterfront setting, so much has already been taken care of for you. Just move in, relax and enjoy everything Siesta Key has to offer. Come see why life is better on the Key!

1300 N Portofino Drive Unit 103, Siesta Key

6157 Midnight Pass Road Unit E53, Siesta Key
$449,000
2 Beds ⋅ 2 Baths ⋅ A4709629 MLS ⋅ Building E BLDG.
Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Siesta Key

1257 S Portofino Drive Unit 104, Siesta Key
$429,900
1 Beds ⋅ 2 Baths ⋅ A4692335 MLS ⋅ Albacore BLDG.
Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Siesta Key

1257 S Portofino Drive Unit 307, Siesta Key
$419,900
2 Beds ⋅ 2 Baths ⋅ A4679704 MLS ⋅ Albacore BLDG.
WATERFRONT RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,, GATHERING AREA...So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Siesta Key

116 Vista Hermosa Circle Unit 108C, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ N6145721 MLS ⋅ 116 BLDG.
Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right outside your door. This completely updated ground-floor residence captures the true essence of coastal living with a soft, neutral palette and a relaxed, welcoming atmosphere. This property sets itself apart from all the others—it makes you feel right at home at the beach the minute you arrive. The spacious bedrooms provide plenty of room for family and guests, with the oversized guest bedroom large enough to accommodate two full-size beds, comfortably sleeping four. The beautifully refreshed kitchen features new appliances, quartz countertops, updated cabinetry, and a new tile backsplash that perfectly complements the home’s coastal-inspired design. Extend your enjoyment outdoors in the enclosed lanai, offering privacy and a comfortable space to enjoy year-round. There is also the possibility of adding a paver extension to the lanai, creating even more outdoor living space for relaxing and entertaining. A convenient in-unit laundry closet with washer and dryer adds to the ease of everyday living, while storm windows and doors provide added peace of mind. And then there’s the lifestyle! Spend your days enjoying the world-famous sands of Siesta Key Beach, explore the beauty of Selby Gardens, shop and dine at St. Armands Circle, or head into downtown Sarasota for its incredible restaurants, arts, culture, and waterfront attractions. And don’t miss one of the area’s most anticipated fall events—the Siesta Key Crystal Classic Sand Sculpting Festival. Come be part of the fun, experience the incredible artistry, and enjoy yet another reason why life on Siesta Key is so special. The time is now to make this coastal retreat your own and be ready for the 2027 season. Whether you’re looking for a full-time residence, a beach escape, or your own piece of the Siesta Key lifestyle, this beautifully updated home offers something truly special. Come see for yourself why this one feels different. Your beach lifestyle begins the minute you arrive.

116 Vista Hermosa Circle Unit 108C, Siesta Key

1300 N Portofino Drive Unit 105, Siesta Key
$399,900
1 Beds ⋅ 2 Baths ⋅ A4708269 MLS ⋅ Sailfish BLDG.
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Siesta Key

9034 Midnight Pass Road Unit 6, Siesta Key
$399,000
2 Beds ⋅ 2 Baths ⋅ A4704019 MLS ⋅ N/A BLDG.
Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence waterfront community on the quiet southern end of the island, this 2-bedroom, 2-bath single-level condominium offers a compelling entry point for the buyer ready to create something of their own. The residence is clean and functional today, but its largely original interior presents the opportunity for a full renovation and repositioning. Buy now, renovate through the off-season, and have it ready for Season 2027, whether your strategy is vacation rental, resale, or simply creating your own Siesta Key getaway. Cozy Cove offers weekly rentals, a waterfront pool, brand-new docks along Blind Pass, and even a glimpse of the Intracoastal from the residence, all just minutes from Turtle Beach. Whether the plan is to hold, rent, renovate and resell, or some combination of the three, opportunities to enter Siesta Key at this price point are increasingly hard to find.

9034 Midnight Pass Road Unit 6, Siesta Key

915 Seaside Drive Unit 312, Weeks 16-17, Siesta Key
$48,000
3 Beds ⋅ 2 Baths ⋅ A4692319 MLS ⋅ The Residences On Siesta Key B BLDG.
Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.

915 Seaside Drive Unit 312, Weeks 16-17, Siesta Key

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