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$654,000
2 Beds ⋅ 2 Baths ⋅ A4601289 MLS ⋅ C 202 BLDG.
**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to Beach Club at Siesta Key, where an exceptional investment opportunity awaits mere steps from the iconic Siesta Key Beach. This 2-bedroom, 2-bathroom second-floor condo boasts a proven track record in short-term rentals, ensuring a steady income stream for potential investors. With the owner's personal use restricted to 120 days per calendar year, this provides an ideal balance between generating revenue and providing opportunities for leisurely retreats. Upon entering the fully turnkey unit, guests are greeted by sea-inspired decor that sets a serene coastal ambiance. Each living space is equipped with a TV for entertainment, while the modern kitchen features stainless steel appliances and convenient in-unit laundry facilities cater to guests' comfort and convenience. Forget about the hassles of property management; a professional on-site property management team handles everything from bookings to maintenance to cleaning, ensuring a worry-free experience for owners. Guest amenities include a heated pool, a relaxing hot tub, free wi-fi, and complimentary chairs and umbrellas for enjoying beach days. Situated mid-island and just moments away from the Stickney Point Bridge, this condo offers easy access to explore beyond the island. Whether guests seek thrilling adventures like parasailing or prefer activities such as scenic trails, biking, or kayaking, there's something for everyone to enjoy. When it's time to immerse in the vibrant Siesta Key lifestyle, Siesta Key Village beckons with its shopping, dining, and entertainment options, completing the perfect coastal getaway.Situated mid-island and just moments away from the Stickney Point Bridge, this condo offers easy access to explore beyond the island. Whether guests seek thrilling adventures like parasailing or prefer leisurely pursuits such as scenic trails, biking, or kayaking, there's something for everyone to enjoy. When it's time to immerse in the vibrant Siesta Key lifestyle, Siesta Key Village beckons with its shopping, dining, and entertainment options, completing the perfect coastal getaway.

6732 Sarasea Circle Unit 202C, Siesta Key
$652,000
2 Beds ⋅ 2 Baths ⋅ A4677414 MLS ⋅ Harbor Towers BLDG.
Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!

5855 Midnight Pass Road Unit 327, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4674914 MLS ⋅ Sea Village BLDG.
FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit E2, Siesta Key
$650,000
3 Beds ⋅ 3 Baths ⋅ A4670929 MLS ⋅ Harbor Towers BLDG.
RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living.

5855 Midnight Pass Road Unit 318, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4669100 MLS ⋅ 1093 BLDG.
Discover this wonderful beach retreat and investment opportunity! Perfectly located in one of the most desirable locations in the community and just across the street from the soft, powdery sands of Siesta Key Public Beach ranked # 1 in the USA. This true split plan 2 -bedroom, 2-bath condo at Our House at the Beach offers the ideal setup for coastal living and rental potential. As you step inside the townhouse, you are greeted with high ceilings and bright open spaces. The eat-in kitchen is filled with natural light and connects seamlessly to the dining and living areas which open onto a spacious balcony for enjoying the gulf breezes and spectacular sunsets or winding down after a day at the beach. primary suite features a newly renovated bathroom with a walk-in shower, shaker-style vanity, generous closet space, and a private dressing area. This turnkey unit is sold fully furnished, including some fresh new pieces recently added by the owners. Currently used as an active rental on Airbnb and the rental community website. Weekly rentals are allowed and there is an on-site rental office which makes managing guests simple and convenient. The community offers resort style amenities including a heated swimming pool, two tennis courts, a pavilion with grilling stations. Your own private one-car garage with extra storage ensures there is no beach parking stress! Just load up your cart and head across the street to enjoy Siesta Key Beach, sand volleyball, pickleball & tennis, and Sunday Sunset Drum Circle. When you're ready to explore the island, there is easy access to the free Siesta Key trolley. You can explore the excellent local restaurants, bars, ice cream shops, boutiques, and grocery store which are only a short ride away. Whether you're looking for a beach getaway, an excellent income producing vacation rental, or a coastal home, this turnkey condo delivers the ultimate in comfort, convenience, and laid-back island lifestyle. Don’t miss your chance to own a piece of paradise on Siesta Key.

1093 Lake House Circle Unit C205, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4663578 MLS ⋅ 5964 BLDG.
One or more photo(s) has been virtually staged. OPPORTUNITY AWAITS! This first-floor end-unit condo is one of only a few Gulf-to-Bay properties on Siesta Key, offering unmatched lifestyle and investment potential. Featuring 2 bedrooms and 2 bathrooms, it can serve as your primary residence, vacation retreat, or an income-producing rental, generating $40K–$60K in just 9 months with both weekly and seasonal leasing opportunities. The welcoming foyer includes a large storage closet, while the spacious great room opens to an enclosed lanai with sliding glass doors—perfect for enjoying refreshing Gulf breezes. The primary suite boasts an oversized walk-in closet, private lanai access, and a bath with a step-in shower and glass doors. Recent updates include a new hot water heater and an HVAC system less than 2 years old, ensuring comfort and peace of mind. Covered carport parking is conveniently located just outside your unit. Owners enjoy private access to world-famous Siesta Key Beach and resort-style amenities such as two pools, a spa, tennis courts, and a fully equipped fitness center. For boaters, slips are available on a first-come, first-served basis along the Intracoastal Waterway. With on-site Palm Bay rental management and concierge services, ownership here is truly worry-free and enjoyable.

5964 Midnight Pass Road Unit N-16 (AKA # 135), Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4662656 MLS ⋅ 89 BLDG.
Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

5830 Midnight Pass Road Unit 89, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4657078 MLS ⋅ Na BLDG.
Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

6415 Midnight Pass Road Unit 502, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4653306 MLS ⋅ A BLDG.
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4652395 MLS ⋅ Gulf & Bay Club Bayside BLDG.
Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key.

1226 Siesta Bayside Drive Unit 1226C, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4645739 MLS ⋅ N/A BLDG.
Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the highly sought-after bayside community of Turtle Bay on Siesta Key. Tucked away on the serene south end of the island, this spacious unit offers views of Little Sarasota Bay and a truly effortless coastal lifestyle. The interior features thoughtful upgrades including travertine flooring, solid-surface countertops, GE appliances, new cabinetry, a reverse osmosis system, and plantation shutters that fill the home with natural light. You’ll love the oversized hurricane-impact sliding windows in the living area and lanai, designed to frame water views and invite in those island breezes. A full-size stackable washer and dryer is conveniently located in a separate in-unit laundry/storage room—something rarely found in Siesta condos! Turtle Bay offers a host of top-tier amenities, including a heated pool, hot tub, clubhouse, grill and picnic area, lighted tennis and pickleball courts, a newly updated fishing pier, and a boat dock with slips available for just $300/year. Deeded beach access is located just across the street via the neighboring Tortuga community, allowing you to dip your toes in Siesta’s world-famous powdery white sand and take in nightly sunsets on the Gulf. Additional highlights include a private detached garage and plenty of guest parking. The community recently passed its Milestone Inspection, and the grounds are impeccably maintained. Located just minutes from Siesta Key Village, shopping, dining, and entertainment, with convenient access to the free Siesta Key trolley. Whether you’re searching for a full-time island residence, seasonal escape, or an investment opportunity, this condo is ready for its next chapter. The only reason it’s available is because the seller’s mother, who recently purchased the unit, now needs to transition into assisted living offering you a rare opportunity to enjoy all the benefits of an updated, move-in ready home in one of Siesta Key’s most cherished communities.

8735 Midnight Pass Road Unit 306B, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4646772 MLS ⋅ 5963 BLDG.
AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today.

5963 Midnight Pass Road Unit 355, Siesta Key
$650,000
3 Beds ⋅ 2 Baths ⋅ A4645961 MLS
Imagine living in your dream home on world renowned Siesta Key…. THIS PROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The cul-de-sac location offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, an established community with very little rental traffic. Easy access to the north and south bridges. The current home on the property has a footprint of 3,173 square feet. The tile roof 2018 and A/C 2021, condition unknown since the recent hurricanes. 2 feet of drywall was removed immediately after Helene. Windows were scheduled to be installed prior to the storms, they are in the garage if a buyer wants to renovate the home, no sliders. Property is being offered as-is. You can bring your own builder but E/M Custom Homes is the sellers preferred contractor. Or…..This is your chance to collaborate with E/M Custom Homes, renowned for their impeccable craftsmanship and modern coastal design, to create a one-of-a-kind residence tailored to your lifestyle. A thoughtfully designed Coastal Contemporary home plan has been situated on the lot offering 2,750 sq. ft. of luxurious indoor living space, with a total of 3,467 sq. ft. of indoor/outdoor space perfect for enjoying Florida’s year-round sunshine. Features of this stunning home include, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for both casual meals and gourmet entertaining. An open-concept floor plan filled with natural light, seamlessly connecting the kitchen, dining area, and great room. 4 spacious bedrooms and 3.5 bathrooms, providing plenty of room for family and guests. A first-floor Master Suite with a spa-inspired ensuite bath and a large walk-in closet—your private retreat. A second-floor balcony for enjoying views and relaxing in the breeze. An outdoor kitchen on the expansive covered lanai, perfect for alfresco dining. A beautiful custom designed private pool to enhance your outdoor living experience. An oversized 2-car garage and a convenient Laundry/Mudroom for everyday functionality and convenience. Don’t miss this rare opportunity to design a home that reflects your vision in a tropical paradise. Build your coastal dream home today!

670 Venice Lane, Siesta Key
$650,000
3 Beds ⋅ 3 Baths ⋅ A4641785 MLS
Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown, Marie Selby Gardens ad the Bayfront.

813 Plymouth Street, Siesta Key
$650,000
2 Beds ⋅ 1 Baths ⋅ TB8326135 MLS
Charming Cottage with Endless Potential on Siesta Key Discover the unique charm and endless possibilities of this cozy cottage on Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace coastal living. The house experienced flooding. It has been remediated, offering a blank canvas to create your dream home. Whether you envision a modern retreat or a charming beach cottage, this property provides the perfect foundation to build something new and special.

675 Avenida Del Norte, Siesta Key
$650,000
2 Beds ⋅ 1 Baths ⋅ J982252 MLS ⋅ 915 BLDG.
Welcome to this 2 bedroom, 1 bathroom condo located across the street from the most beautiful beach, Siesta Key!

915 Beach Road Unit 419, Siesta Key
$650,000
3 Beds ⋅ 2 Baths ⋅ A4618760 MLS
Welcome to great potential and endless possibilities on Siesta Key. This three bedroom, 2 bath pool home on one third of an acre in the Waterside East neighborhood is conveniently located for easy access on and off the island via the north bridge, and just a short bike ride to the vibrant Siesta Key Village and the world-famous Siesta Key beach. Enjoyed as a permanent residence by the current owners since 1989, it is ready for the next chapter awaiting a new owner to bring their vision to transform it into their personal oasis. Re-plumbed in 2011, new roof 2014 and entire interior freshly painted September 2024. A popular split bedroom floor plan features an ensuite primary bedroom with lanai access on one side of the home and two guest bedrooms sharing a bathroom on the other. Garage with side service door and built in shelving has new beautiful epoxy-finish floor. The yard is spacious on all four sides and presents opportunity for various scenarios including a circular drive, a grassed lawn and additional fences. The pristine private pool is surrounded by tiled patio with undercover space. No through traffic on this short cul-de-sac lane off of Commonwealth Drive. Whether as a vacation home or a permanent residence, the Siesta Key lifestyle affords the tranquil island dynamic coupled with diverse dining options, shopping galore, pristine award-winning beaches and just a few minutes to the mainland and Southside Village and downtown Sarasota. Don't miss out on this chance to embrace the coastal lifestyle on Siesta Key at a price point that leaves room for you to make your mark and see this home shine. *This home had some water intrusion during Helene - the first time any water came in the house in 35 years. No impact from Milton except lawn debris.

631 Venice Lane, Siesta Key
$650,000
1 Beds ⋅ 1 Baths ⋅ A4610834 MLS ⋅ Sea Crest BLDG.
Sold Data.

1129 Seaside Drive Unit 34, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4606915 MLS ⋅ B BLDG.
Motivated Sellers. Experience coastal luxury at its finest with this turn-key furnished, well maintained 2-bedroom, 2-bathroom condo in the coveted Turtle Bay community on Siesta Key. Offering coveted beach access, a community pool with serene water views, convenient boat slips alongside a charming fishing dock and private garages with storage, this residence epitomizes waterfront living at its best. Step inside to discover a spacious and luminous interior, accentuated by tasteful finishes and breathtaking views of the Intercoastal Waterway. The open layout seamlessly integrates the living, dining, and kitchen areas, fostering an inviting ambiance ideal for relaxation and entertaining alike. Retreat to the master suite, boasting a walk-in closet, dual sinks, a vanity, and a generously-sized walk-in shower. The second bedroom provides ample space for guests or family members, ensuring everyone's comfort and privacy. Outside, indulge in resort-style amenities including the waterfront pool, private beach access, and available boat slips perfect for boating enthusiasts. With Siesta Key Beach just a short stroll away, enjoy endless opportunities for swimming, sunbathing, and water sports right at your doorstep. Conveniently located near the trolley stop, exploring Siesta Key's vibrant villages and their plethora of restaurants and shops is a breeze. Whether you seek a permanent residence, a vacation getaway, or an investment opportunity, this condo in Turtle Bay promises to exceed your expectations. Don't miss out on the ultimate coastal living experience – schedule your private showing today!

8735 Midnight Pass Road Unit 502B, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4601961 MLS ⋅ 9393 BLDG.
Private & gated Community on the Southern tip of Siesta Key with 180-degree water views! Sunrise and Sunsets both frame the 5.3 acres of manicured natural beauty! This renovated 2 bed/2 bath condo offers the perfect blend of coastal comfort and modern convenience! This 5th floor unit boasts a well-designed layout, featuring a clear separation between bedrooms and family gathering spaces. This allows for privacy and relaxation while still promoting connection. Step inside and be greeted by an abundance of natural light, accentuated by the seamless flow onto the expansive 29 ft. long glass/screen enclosed Lanai Terrace. The renovated kitchen and bathrooms feature solid wood cabinetry, granite countertops and stainless-steel appliances, creating a sleek and modern feel. No more weekend chores! Ceramic and porcelain tiles throughout the living areas provide easy-to-maintain elegance, while the newer upgraded carpet in the bedrooms offers plush comfort. This condo is move-in ready and can be purchased furnished (with certain items excluded) for your ultimate convenience. Relax on the lanai and enjoy the balmy breezes thanks to the screened glass sliders, pocket-screened entrance storm door and custom window treatments. Situated on the southern tip of Siesta Key, this iconic and historic community offers the best of both worlds. Witness breathtaking sunrises over the Sarasota Bay and Neville Bird Sanctuary and unforgettable sunsets over the Gulf of Mexico. Immerse yourself in the luxurious amenities including a heated lap pool & spa, tennis and pickleball courts, fitness room, sauna rooms, a community gathering center and much more! Kayak and canoe storage is available for a nominal annual fee, and boat slips can be rented for a monthly fee. Enjoy the private island with a fishing pier, gazebo, butterfly garden, and grills- perfect for outdoor picnics or entertaining. This gated community provides security and peace of mind, with on-site property management and maintenance for your convenience. Dual elevators ensure easy access, and a dedicated walking path along the water allows you to enjoy the beautiful Florida surroundings. Location – location – location! The Pointe is ideally situated close to the free public trolley (.3 mile) taking you directly to the world-famous Siesta Beach and vibrant Siesta Village. It’s also close to Turtle Beach (.4 mile) and several notable restaurants (.5 mile). Don’t delay – your Paradise in Florida is waiting for you!

9393 Midnight Pass Road Unit 502, Siesta Key
$650,000
2 Beds ⋅ 1 Baths ⋅ A4599225 MLS ⋅ 411 BLDG.
Experience the ultimate beachfront lifestyle at The La Siesta Condominiums! This exquisite penthouse boasts two bedrooms, one bathroom, and a breathtaking panoramic view of the Gulf of Mexico. Immerse yourself in the serene ambiance of modern coastal decor and plush furnishings, creating the perfect haven for relaxation. Situated just a stone's throw away from Siesta Key Beach and a mere mile from the vibrant village, convenience is at your fingertips. Indulge in the abundance of natural light and marvel at the awe-inspiring sunsets from your very own private balcony. La Siesta offers an array of exceptional amenities, including a refreshing pool, state-of-the-art fitness studio, inviting clubhouse, and delightful grilling areas. Across the street, the public beach beckons with an array of exciting activities such as tennis, volleyball, and playgrounds. This unit boasts brand new appliances and an efficient AC system, ensuring year-round comfort. Additionally, you can even bring along your beloved pet! The unit comes fully furnished, allowing you to continue renting it out while also relishing in your own personal retreat. Don't let this chance slip away to own a slice of paradise at The La Siesta Condominiums. Contact us today to arrange a viewing and seize this extraordinary opportunity for yourself!

925 Beach Road Unit 411, Siesta Key
$650,000
2 Beds ⋅ 2 Baths ⋅ A4541462 MLS ⋅ C BLDG.
Enjoy both beach and bay with this beautifully appointed and spacious turnkey 2 bedroom, 2 bath condominium in the highly sought-after Tortuga community on the south end of Siesta Key. The large Florida Room, providing additional living space, overlooks the heated pool and meticulously landscaped grounds. There is also a partial view of the Gulf of Mexico. Other features include hurricane impact windows installed last year, a split bedroom plan for privacy, granite counters and real wood cabinets in the kitchen. Amenities abound at Tortuga Beach Club. On the gulf side, you’ll find the gorgeous beachfront and an indoor/outdoor pool. Across the street are boat docks, a fishing pier, tennis courts and pickleball courts. Tortuga also has a fully equipped clubhouse and an active social calendar. There is a secured parking garage under the building for your convenience as well as ample guest parking on the attractive brick paver drive alongside the building. No pets are allowed at Tortuga but leasing is allowed three times per year with a one month minimum stay so you can earn income when you are away. A prime location, with great restaurants nearby and convenient access to the Siesta Key Village via the Siesta Trolley. Make this one yours!

8750 Midnight Pass Road Unit 106, Siesta Key
$649,000
2 Beds ⋅ 2 Baths ⋅ A4597318 MLS ⋅ Sea Village BLDG.
FULL GULF VIEWS ON SIESTA KEY!!! This 2/2 furnished condo on Siesta Key is located on the first floor and has access to walk right out your patio to the community pool, with the fishing pier and Gulf of Mexico just beyond! Spotting dolphins, manatees and sea turtles is a common thing for the owners of Sea Village! The layout of this unit is amazing, and at 1,200 sq. ft, it's perfect as a winter retreat or a full-time residence. The primary bedroom is spacious with access to the patio, has 2 closets, and a tub/shower combo in the bathroom. The 2nd bedroom has 2 closets, with a shower in the bathroom located next to it in the hallway. Inside washer/dryer makes doing laundry a breeze and the unit also comes with a deeded carport right outside your front door. Sea Village is a pet friendly hidden little paradise with only 42 units on a huge piece of gulf front property offering 2 swimming pools, fishing pier, extra storage and a bike shed! Located about a mile away from Siesta Key Village, which offers a tropical and casual beach feel with dining, shopping and entertainment. Siesta Key is known for its world-famous beach with powdery soft quartz sand and is often rated as the #1 beach in the country!!! Hurry and see this amazing deal before someone else gets it!!!

4660 Ocean Boulevard Unit F1, Siesta Key
$645,000
2 Beds ⋅ 2 Baths ⋅ A4651576 MLS ⋅ Anchorage BLDG.
This northeast-facing corner residence at The Anchorage offers panoramic views of the Intracoastal Waterway and an exceptional blend of privacy and flexibility. Spanning 1,287 square feet, the two-bedroom, two-bath home features an open-concept living area and porcelain flooring throughout. Three oversized balconies extend from every major room—one off each bedroom and a third from the main living space—enhancing indoor-outdoor living. Renovated in 2018, the home includes remodeled baths, a custom step-in tub with hydrotherapy jets, impact-rated sliding doors (partial), and a tankless water heater installed in 2022. Additional improvements include complete vertical pipe replacement and horizontal pipe replacement (2020), a new HVAC system (2022), sub-panel electrical upgrade (2025), and a new microwave and dishwasher (2025). Sold fully furnished, this residence is ideal as a full-time home, seasonal retreat or potential income-generating asset. Short-term weekly rentals are permitted, and the property is suitable for a 1031 exchange. A secure in-residence laundry room is available, with option of using the community laundry facility for guest stays. The Anchorage is a professionally managed, amenity-rich community with strong financials. Amenities include the largest pool on Siesta Key, a heated Olympic-size pool. Additional amenities include a clubhouse with fitness center, tennis courts, pickleball, basketball, shuffleboard and expansive community dockage. Residents enjoy direct beach access just across the street.

6415 Midnight Pass Road Unit 710, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ A4677027 MLS ⋅ B BLDG.
Location Location Location! Beautifully updated and fully furnished 2-bedroom, 2-bath condo with a great rental history, ideal as a beach retreat, primary residence, or income-producing property. Located in the highly desirable beachfront Tortuga community, this residence is just steps from the sand and offers the perfect blend of coastal lifestyle and everyday comfort. Professionally designed, the open-concept living area features modern finishes throughout. The kitchen offers sleek appliances, attractive cabinetry, and ample counter space, perfect for entertaining or daily living. The bright lanai provides peaceful Gulf views, ideal for relaxing and enjoying coastal breezes. Windows throughout the condo feature plantation shutters, providing elegance, privacy, and light control, while HURRICANE IMPACT-RESISTANT windows add comfort and peace of mind. The spacious primary suite includes an en-suite bath with tasteful designer details. Laundry connections are conveniently located in the second bedroom closet. Tortuga is a well-maintained, boutique community of just 77 residences, offering resort-style amenities including secure keyless entry, heated indoor/outdoor pool, sauna, sundeck with grills, private beach access, clubhouse with full kitchen and dining area, tennis and pickleball courts, boat docks (first-come, first-served), under-building garage parking with a designated space, and additional storage. Tortuga has taken meaningful steps toward future storm preparedness. The association has invested in flood mitigation measures, including portable flood dams and water rerouting systems, which would be deployed in the event of an approaching hurricane. Onsite manager; trash, water, basic cable, and internet included. The community has completed its Milestone Inspection, and NEW ELEVATOR, NEW ROOF, NEW gutters, NEW fire pump, building generator, pool pump, and pool heater have all been installed as part of major capital improvements, providing added peace of mind for new owners. Just steps from the trolley stop, with easy access to Siesta Key public beach and Siesta Key Village, where you can enjoy a variety of restaurants, shops, and live entertainment. Schedule your showing today!

8710 Midnight Pass Road Unit 501b, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ A4679281 MLS ⋅ Na BLDG.
Welcome to refined coastal living in this beautiful freestanding villa with a one-car garage, located in the premier Gulf-front community of Whispering Sands on Siesta Key Beach. Thoughtfully updated throughout in 2025, this light-filled residence offers three bedrooms and two bathrooms within approximately 1,400 square feet of refined living space, blending modern coastal style with everyday comfort. The brand-new kitchen is both stylish and functional, featuring quartz countertops, soft-close white cabinetry with pull-out drawers, a mosaic tile backsplash, Frigidaire stainless steel appliances, and a pantry for additional storage. The fully updated bathrooms showcase quartz countertops, soft-close white cabinetry, updated lighting, and glass-enclosed walk-in showers. Additional upgrades include fresh interior and exterior paint, new crown molding and baseboards, textured ceilings, recessed lighting, ceramic tile flooring throughout, and built-in closet organizers. All three bedrooms are generously sized, offering flexible space for seating or a workspace. The spacious living room accommodates multiple seating areas and features large glass sliders that flood the home with natural light and create seamless indoor-outdoor living. Sliding glass doors from the kitchen and dining area open to a large brick paver patio, ideal for relaxing or entertaining, with fencing between villas for added privacy. Further highlights include a new roof (2025), new AC unit, new hot water heater, new landscaping, a new full-size washer and dryer. Whispering Sands is a 55+ Gulf-front community offering resort-style amenities, including 800 feet of private deeded beach access, two clubhouses for social gatherings, two heated swimming pools, a fitness center, library, tiki hut picnic area with gas BBQ grills, shuffleboard courts, kayak and canoe storage, an active social calendar, and onsite rental management. The community is just steps from dining, shopping, and the vibrant atmosphere of Siesta Key Village. This move-in-ready villa offers resort-style, low-maintenance island living at its finest.

237 Hourglass Way Unit V6, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ A4664459 MLS ⋅ 141 BLDG.
The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

141 Avenida Messina Unit 4, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ N6139320 MLS
Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

5369 Shadow Lawn Drive, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ A4636368 MLS ⋅ Harbor Towers BLDG.
Price Reduction - Motivated to Sell! This beautifully updated condo at Harbor Towers Yacht & Racquet Club presents an exceptional opportunity for both luxurious coastal living and strong investment potential. Thoughtfully renovated with attention to every detail, recent upgrades include a NEW HVAC system (Nov. 2025), NEW electrical panel (Nov. 2025), luxury vinyl flooring, and a remodeled kitchen featuring solid wood cabinetry and granite countertops. Just in time for the upcoming rental season, the condo is also being offered with new furniture and small appliances, enhancing comfort, style, and rental appeal. Located in the heart of tropical Siesta Key, this residence enjoys breathtaking water views along one of the widest stretches of Intracoastal frontage on the island—an increasingly rare and valuable feature. The resort-style community offers an impressive array of amenities, including a state-of-the-art fitness center, two heated pools, and three illuminated Har-Tru tennis courts, perfectly suited for both relaxation and recreation. Additional highlights include high-speed Wi-Fi, gas grilling areas, a boat basin, and the tranquil Island Gazebo, ideal for unwinding or watching dolphins pass by. The location is equally exceptional. Just minutes from Siesta Key Village, residents enjoy easy access to boutique shopping, dining, and entertainment, along with complimentary use of the Siesta Key Open Air Trolley for effortless island exploration. World-famous Siesta Key beaches are only moments away, and Sarasota’s vibrant arts, dining, and cultural attractions are a short drive from home. Whether you’re looking for a primary residence, a vacation getaway, or a highly desirable investment property, this move-in-ready condo delivers an unmatched lifestyle in one of the world’s most sought-after beach destinations. Schedule your private showing today.

5855 Midnight Pass Road Unit 311, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ A4593818 MLS ⋅ 8767 BLDG.
Beaches, Boats & Bistro's on the relaxing South end of Siesta Key. A surrounding, that provides a cool breeze, connects you to nature that blends in with the towering trees, giving a serene atmosphere and undisturbed vibe. This remodeled two (2) bedrooms, two (2) bathroom condo with lovely Bay views is a must see. Island Reef is the perfect Island Getaway & is pet friendly. Featuring Crown Moldings, Wood & Designer Tile Flooring, Solid Wood Doors, New Base Boards, Low Flow Toilets in the newly redone Bathrooms, custom shades, Plantation Shutters, glassed and screened lanai, carport & guest parking. The kitchen boats new counters, backsplash, stainless steel appliances and Kitchen faucet with automatic sensor with battery backup. Island Reef is a tranquil waterfront community, one of the very few true Gulf to bay properties that offers many alluring luxuries. Included is deeded beach access and boat docks with lifts allowed, two (2) lit tennis courts, pickle ball, billiards, two (2) fitness rooms, a library, kayak storage, billiards, game room, and two (2) heated swimming pools, clubhouse, and more. Picture yourself waking to the seascape with majestic sunrises of the bay and take a leisurely stroll to the Gulf while taking in all the wonders that are found there not to mention some of the most spectacular sunsets you can see in a lifetime. Yet you are still close to some of the best restaurants and retail on the island!

8767 Midnight Pass Road Unit 204F, Siesta Key

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