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$570,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. This condominium is on the 7th floor facing north. Wait till you see the sunsets. Even a lightning storm is going to be fantastic from your large lanai perfect for entertaining. The main bedroom is big lots of with a walk-in shower. Guest bedroom is a generous size as well and also has a walk in shower. ****TURNKEY FURNISHED…WEEKLY RENTALS…It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. Yes, have are own easement to the beach… If you have a boat, The Anchorage also offers dockage along the Seawall! “$10.00 per month” There is a trolly that you can take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 702, Sarasota
$329,000
1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Experience unparalleled island living at The Pointe, a gated waterfront community at Siesta Key’s southernmost tip. This beautifully updated 1-bedroom, 1-bathroom condo boasts breathtaking bay and Intracoastal views, offering the perfect blend of tranquility and modern convenience. The open-concept layout is enhanced by sleek flooring and a contemporary kitchen with updated appliances and stylish finishes. A spacious lanai, accessible from the living area and bedroom, provides the ideal spot for morning coffee or evening relaxation while soaking in picturesque water views. Ample storage and in-unit laundry add convenience to this thoughtfully designed space. The Pointe offers an array of resort-style amenities, including a heated pool, spa, sauna, and fitness center. Enjoy friendly matches on the lighted tennis and pickleball courts, or take advantage of private boat docks and a dedicated kayak launch for easy access to the surrounding waters. Residents enjoy just a short walk to Turtle Beach. Boater? Dock access is only $100/month on a first come, first serve basis. A great value for boat owners, The clubhouse and outdoor pavilion with BBQ grills make entertaining effortless. One of the most exciting aspects of this location is the recent reopening of Midnight Pass, restoring the natural water flow between the Gulf of Mexico and the Intracoastal Waterway. This revitalization has improved water clarity and marine life, making this area even more desirable for boating, fishing, and water sports enthusiasts. Just minutes away, Turtle Beach offers pristine sands and tranquil Gulf waters, while nearby Siesta Key Village provides a variety of dining, shopping, and entertainment options. Whether seeking adventure or relaxation, this vibrant community has it all. Furnishings optional, this stunning residence is move-in ready. Don’t miss the opportunity to own a piece of paradise in one of Siesta Key’s most sought-after waterfront communities. Experience the beauty, convenience, and coastal charm of The Pointe—your perfect island retreat awaits! SEE VIRTUAL TOUR LINK

9397 Midnight Pass Road Unit 603, Sarasota
$1,000,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code
RARELY AVAILABLE! Crystal Sands, Gulf Side GROUND FLOOR UNIT! Just out the door of your lanai and it is just steps to the pool and crystal white sands of Siesta Beach! This 2 bedroom, 2 bath split plan offers the best in beachside living. Beautiful, newly remodeled kitchen with extended peninsula is perfect for prep and entertaining! New appliances as well. Bathrooms are both nicely appointed with updated fixtures. Primary bath features separate dressing area/vanity and new shower with glass enclosure. Both bedrooms have walk in closets plus an additional double closet in the guest bedroom for extra storage or a perfect owner's closet. In addition, there is a large utility room with your own washer and dryer that allows even more storage. The generous lanai is accessible from the living and both bedrooms. Enjoy a peek-a-boo view of the gulf while enjoying your favorite beverage! Crystal Sands is one of the most desirable communities on Siesta Key and a highly sought rental destination. (2 week minimum) Situated perfectly right in the heart of Crescent Beach! There are 2 heated pools, assigned covered parking, community grills and an onsite management office. Gated access for extra security and comfort. Now is your opportunity to own a unit in this famous building at a great price! Rentals in place. Please contact agent for showing availability. All information believed to be accurate but should be verified by buyer.

6300 Midnight Pass Road Unit 110, Sarasota
$480,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on the beach nature trails as well as shopping, restaurants, live entertainment! In Paradise with absolutely gorgeous sunsets !!This unit also offers a covered parking spot. It is also totally furnished with everything you would need just bring your personal belongings. It is available to rent out to friends as well as repeat quest that come back year after year. A new AC and water heater installed in 2023. Seller is Very motivated

Sarasota
$290,000
1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to a slice of Paradise at White Sands Village across the street from the World-famous Siesta Key Beach! This well maintained 1 bedroom 1 bath totally furnished move in ready beach side coastal retreat to refresh and enjoy the beach lifestyle in paradise! This property offers a heated pool, sauna, club house, grills, available boat slips to get out to the intercoastal. Affordable, Pet friendly! The beach offers volleyball, pickle ball, nature trails. Very close to Downtown Sarasota! Motivated seller

5631 Midnight Pass Road Unit 1002, Sarasota
$1,225,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Experience luxury Gulf-front living at its finest in this stunning, fully renovated beachfront condo on world-famous Siesta Beach in sunny Sarasota, Florida. Perfectly positioned to capture breathtaking views of the turquoise Gulf waters and powdery white quartz sand, this TURNKEY FURNISHED residence offers the ultimate coastal paradise—ideal as a primary home, vacation retreat, or investment property. This beautifully redesigned condo features 2 spacious bedrooms and 2 full bathrooms, thoughtfully updated with high-end designer finishes throughout. The open-concept living space is filled with natural light and showcases top-of-the-line appliances, custom cabinetry, sleek quartz countertops, and elegant coastal-inspired details. HURRICANE IMPACT WINDOWS provide peace of mind while framing postcard-worthy sunsets and allowing the soothing sound of the waves to set the tone for everyday living. NO STORM Water INTRUSION from 2024 Hurricanes! Wake up to the Gulf breeze in the serene primary suite, complete with a spa-like en suite bathroom and refined finishes that rival luxury resorts. Every detail has been carefully curated, making this home truly move-in ready with no updates needed—simply bring your suitcase and start enjoying beachfront life. Residents enjoy an exceptional suite of resort-style amenities, including two heated pools, a state-of-the-art fitness center, an inviting clubhouse, tennis courts, pickleball courts and racquetball courts. Whether you prefer relaxing poolside, staying active, or entertaining guests, this community offers something for everyone. Conveniently located just minutes from world-class dining, boutique shopping, and vibrant island attractions, this Gulf-front luxury condo delivers the perfect blend of tranquility and accessibility. Live every day like a vacation in this rare Siesta Beach offering—where luxury, comfort, and coastal beauty come together effortlessly. Check out the virtual tour or book your private showing today!

5790 Midnight Pass Road Unit 104, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ph 1 & 2 SubDv. ⋅ 34242 Zip Code
Beachfront condo with full gulf views. Completely renovated unit in 2024 with direct access to the sugary white sand beaches. New tile floor throughout. All new kitchen with new custom kitchen cabinetry, granite counter tops and stainless-steel appliances. Turnkey furnished. Excellent rental history. Private end unit location on the southern end of the complex. Brand new gulf front community pool, gulf to bay property with community fitness room, tennis courts, barbeque areas and dockage.

6342 Midnight Pass Road Unit 310, Sarasota
$1,030,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
For data entry only. Sold off-market.

5790 Midnight Pass Road Unit 408, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.

35 Sandy Cove Road Unit 2A, Sarasota
$652,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
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, Sarasota
$796,000
3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!

1500 Cove Ii Place Unit 524, Sarasota
$555,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Peppertree is a Gulf-to-Bay community of resort style living situated on 16 acres of beautifully landscaped tropical grounds, providing private access to Crescent Beach and within easy walking distance of Siesta Key Beach and Siesta Village. Amenities include two clubhouses, two heated pools, tennis courts, a recently renovated fitness center with locker and sauna, and a fishing pier on the Intracoastal Waterway, BBQ grills, on-site management, rental program and security. Original owners! This vintage unit is located on the gulf side of the property and is ready for a remodel, allowing you to create your dream coastal retreat. Spacious supersized laundry/utility inside the unit. Secure elevators and under building parking is provided. New hurricane windows to be installed by the association at no cost to the owners. Shopping, golfing, restaurants and the Arts are all just minutes away. This is a rare opportunity to own in one of Siesta Key's most desirable communities. Don't miss out - schedule your private showing today!

1055 W Peppertree Drive Unit 505AA, Sarasota
$729,000
2 Beds ⋅ 2 Baths ⋅ Gulf'n Bay SubDv. ⋅ 34242 Zip Code
Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.

1220 Siesta Bayside Drive Unit 1220-A, Sarasota
$690,000
3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
This beautifully reimagined, 3 bed/2 bath, detached freestanding villa with garage in the GULF FRONT property of Whispering Sands has been thoughtfully updated from top to bottom in 2025, offering 1,327 square feet of sophisticated, light-filled living space – blending modern style with effortless comfort. NEW 2025 villa roof. Elegant finishes include fresh interior paint, crown molding, textured ceilings, recessed lighting throughout, ceramic tile flooring in the main living areas, and newly carpeted bedrooms. At the heart of the home is a NEW open kitchen designed for both style and function, featuring granite countertops, breakfast bar, stainless Whirlpool appliances, abundant soft-close cabinetry, and pantry with convenient pull-out drawers. Recessed and under cabinet lighting complete this inviting space. NEW hurricane impact sliders in the living areas and bedrooms provide total peace of mind. A spacious brick paver patio creates an ideal setting for sunny relaxation, entertaining, or grilling under the stars. Both bathrooms have been tastefully updated with granite countertops, soft-close cabinetry, modern fixtures, lighting, and glassed walk-in showers. NEW full sized washer and dryer. Community enhancements include scheduled exterior pressure washing and villa painting in January 2026, with beautiful new landscaping to follow. FURNITURE minus a small exclusion list is included with the sale of the property.

204 Hourglass Way Unit V9, Sarasota
$1,835,000
3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
INCREDIBLE FULL Sunset & Gulf Views!....INCREDIBLE "Everything" UPDATES & FINISHES!....INCREDIBLE Boutique Beachside Community!....Rarely Available, You will be WOWED! by this Stunning (3) Bedroom TOP FLOOR residence with GARAGE PARKING in Sought After Casarina---a Resort Style Pet Friendly "low density" plush 7 acre residential complex with over 200' feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager.....Upon Entrance you will be "greeted" with Full Gulf and Beach Views, to be further enjoyed with Morning Coffee and Evening Cocktails on the Generously Sized Lanai*****Bright & Spacious Open Floorplan with Well-Appointed Interiors were COMPLETELY and THROUGHLY renovated, including: ALL Plumbing & Fixtures; Multi-Speed HVAC along with Ductwork; Electrical; Ceilings, Custom Millwork; Polished Porcelain Tile Throughout, Hurricane Windows/Doors; and Kitchen & Baths: Layout, Solid-Wood Cabinetry; Custom Tile Backsplashes; Countertops and CAFE Appliances*****Deeded Beach Access, perfect for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach...Dining/Shopping and Nightlife of the main village are just minutes away---- Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest......

5880 Midnight Pass Road Unit 910, Sarasota
$799,900
3 Beds ⋅ 3 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.

6415 Midnight Pass Road Unit 211, Sarasota
$700,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

8779 Midnight Pass Road Unit 502H, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
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, Sarasota
$575,800
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 306, Sarasota
$989,000
3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota
$960,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Experience the ultimate beachfront lifestyle in this stunning turn-key 2-bedroom, 2-bath second floor condo offering a full, unobstructed Gulf view on one of the best beaches in the world. From the moment you step inside, you’re greeted by breathtaking panoramic views of shimmering turquoise waters, powder-soft crystal sand, and unforgettable sunsets that paint the sky each evening. This light-filled residence features an open, inviting layout designed to maximize the incredible coastal scenery from the main living areas. The spacious primary suite offers comfort and privacy with an en-suite bath and generous closet space. A comfortable guest bedroom and second full bath provide the perfect setup for family or visitors. Enjoy the convenience of an additional dedicated storage closet, ideal for beach gear, bicycles, or seasonal belongings. Located just steps to the community pool, fitness center, clubhouse, tennis & pickleball courts and private beach access, this premier beachfront community delivers true resort-style living. Soak in the sights and sounds of waterfront life—morning coffee with sea breezes, afternoon relaxation, and sunsets that feel close enough to touch. Whether you're seeking a full-time residence, a seasonal retreat, or an investment property, this condo offers the perfect blend of comfort, amenities, and world-class beach living. For your convenience, Peppertree offers onsite rental.

1017 W Peppertree Drive Unit 116, Sarasota
$762,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
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108 Whispering Sands Drive Unit V26, Sarasota
$600,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

6415 Midnight Pass Road Unit 310, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 26, Sarasota
$575,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

5830 Midnight Pass Road Unit 61, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 13, Sarasota
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
A truly exceptional and rarely available offering in Crescent Arms! This expansive 1,009 sq. ft. ground-floor residence - the largest 2-bedroom, 2-bath floor plan in the community - boasts an unrivaled direct Gulf-front location with an effortless walk-out to the iconic quartz sands of Siesta Key Beach. Completely renovated from top to bottom, this coastal masterpiece features hurricane-impact windows and sliders that frame uninterrupted beach and water vistas. An oversized screened terrace invites you to savor gentle Gulf breezes, glowing sunsets, and the soothing sound of the shoreline. All new, beautifully turnkey furnished and impeccably outfitted with linens, towels, housewares, all-new appliances - including a new HVAC system , and durable luxury vinyl flooring throughout, this residence is truly move-in and rental ready. Profitable rental income potential is enhanced by Crescent Arms’ flexible rental program and the convenience of an on-site rental manager. Additional highlights include assigned covered parking and desirable community amenities such as a heated pool, beach lounge chairs, and an outdoor grilling area. Perfectly positioned just minutes from Siesta Key Village’s shopping, dining, and vibrant nightlife, this pristine beachfront retreat offers the ultimate blend of luxury, convenience, and coastal living - your ideal island getaway awaits.

6310 Midnight Pass Road Unit 101N, Sarasota
$598,000
1 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.

5830 Midnight Pass Road Unit 63, Sarasota
$770,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!

6236 Midnight Pass Road Unit 305, Sarasota
$900,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Rare 1st Floor End-Unit Condominium with Boat Slip, across from Crescent Beach! Welcome to this rarely available 1700 square foot 1st-floor end-unit condominium decorated by Robb and Stucky. Ideally located across the street from Crescent Beach and just minutes from the world-renowned Siesta Key Beach. This property includes an exclusive 24' boat slip, just steps away from your back door, equipped with both electric and water hookups. The Association allows boat lifts for ultimate boating convenience. The home boasts a recently updated kitchen featuring a stunning new backsplash, waterfall quartz countertops, modern appliances with new microwave, and more. In addition to the spacious primary bedroom with an en-suite bathroom, the unit offers a second bedroom and a versatile bonus room, perfect as an office, den or additional sleeping space. It features an in-unit laundry room with a new washer and dryer. Cable TV and Fiber Internet is included in the condo fee! Turnkey furnished and move-in ready, making it the perfect retreat or investment property. The updated lanai includes a wine refrigerator, stone countertop and large storage area, ideal for enjoying morning coffee or entertaining guests. The guest bath features a luxurious jacuzzi tub for added relaxation. Enjoy a variety of community amenities, including a heated pool, basketball, tennis, and pickleball courts, as well as a fitness center. If you’re seeking an investment opportunity, Midnight Cove II allows weekly rentals and offers an optional on-site rental department. The community is financially strong, with fully funded reserves and has passed a recent SIRS inspection with flying colors. The property is well maintained and the building just had a new elevator installed. Don’t miss the chance to own this incredible property with endless possibilities!

1100 Cove Ii Place Unit 910, Sarasota