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$464,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined rental operations. Positioned just steps from Siesta Key Beach, ranked the #1 beach in America, this property offers the ultimate coastal lifestyle in one of Sarasota’s most desirable locations. The unit is high and dry, and did not sustain flooding from recent hurricanes. Midnight Cove II conveniently features deeded beach access for effortless days in the sun. Resort-style amenities include a heated pool, tennis courts w/ pickleball nets, basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Enjoy the ultimate island lifestyle with Captain Curt’s, Daiquiri Deck, Anna’s Deli, and more right across the street, and Siesta Key Village is just minutes away for dining, shopping, and entertainment. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scene is only minutes away. Rental income history is available upon request. Live on the #1 beach in the USA while your investment works for you - this is Siesta Key living at its finest.

1300 Cove Ii Place Unit 710, Sarasota
$684,800
2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!

8710 Midnight Pass Road Unit 405, Sarasota
$1,090,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Welcome to Siesta Towers on Siesta Key, where breathtaking Gulf views meet luxurious modern living. Positioned high above on the 9th floor, this stunning 2-bedroom, 2-bath residence showcases sweeping vistas of the Gulf waters, Big Sarasota Pass, and Downtown Sarasota from its expansive private lanai. Completely remodeled with no expense speared, from the studs out in 2024. This 1,440 sq. ft. condo is brand new in every sense of the way. Updates include all new drywall, texture and paint, new plumbing, new electrical, new electrical panel, new hurricane-rated impact windows and sliding glass doors, new air conditioner, and a new hot water heater. Inside new high-end interior finishes, with no expense spared. The chef's inspired kitchen is equipped with custom cabinetry with soft close doors and drawers, beautiful quartz countertops, large island, undermount single bowl kitchen sink, designer tile backsplash, top-of-the-line GE stainless steel appliances, built-in island microwave, and a wine/beverage refrigerator. All new interior doors, closet doors, all new interior millwork to include crown molding, all new lighting and fixtures, new luxury vinyl flooring throughout. Beautifully re-designed bathrooms to include high-end porcelain tile, custom cabinetry with soft close doors and drawers, lighted mirrors, and glass enclosure showers, create a sophisticated yet inviting coastal ambiance. Also, a new in-unit full size washer & dryer with folding table, for ultimate convenience. This beautiful residence comes completely turnkey-furnished with designer-quality furnishings and carefully curated décor, kitchenware, bedding, bathroom linens, and even high-end "Art Frame" TVs making it move-in ready for you to enjoy the Siesta Key lifestyle immediately. Siesta Towers itself has been thoughtfully updated throughout the building and grounds, offering resort-style amenities, including a state-of-the-art club room, fitness center, heated waterfront swimming pool, fishing pier, and a social pier perfect for sunset cocktails. Additional conveniences include storage room for beach equipment, bike storage and a very secure building environment. Whether you're seeking a full-time residence or a perfect beachside retreat, this pristine condo delivers the best of island living. Modern luxury, panoramic views, and resort-style amenities, all just minutes from the world-famous white sands of Siesta Beach. And with Siesta Key Village dining, shopping, and entertainment just a short walk away, this condo truly offers it all.

4822 Ocean Boulevard Unit 9D, Sarasota
$585,000
2 Beds ⋅ 1 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
Life is good at the beach! This light and bright coastal 2 bedroom, 1 bath villa is ready for you. Just drop your bag and head to the beach or pool. Largest heated pool on Siesta Key. This unit features new LVP flooring, Stainless steel appliances, solid wood kitchen & solid surface tops with an open floor plan. New metal roof 2025 Unit comes turn key ready for you to enjoy or rent. Aloha Kai is located on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and crystal clear waters & magnificent sunsets Siesta Key is one of Floridas top vacation destinations.

6020 Midnight Pass Road, Siesta Key
$500,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code
Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

145 Avenida Messina Unit 3, Sarasota
$506,000
2 Beds ⋅ 2 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.

925 Beach Road Unit 112, Siesta Key
$1,325,000
2 Beds ⋅ 2 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!

854 Norsota Way, Sarasota
$965,000
2 Beds ⋅ 2 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code
Welcome to coastal elegance and a rare opportunity to own one of only 27 townhomes in the highly sought-after Coquille community, nestled on the picturesque barrier island of Siesta Key, where you are steps to having your feet in the famous soft, white quartz sand that makes Siesta Beach famous. This spacious and light-filled, furnished 2-bedroom, 2-bathroom residence also includes a Florida room and an enclosed study that can easily function as a third bedroom, offering over 1,760 square feet of refined, maintenance-free living in an intimate, boutique townhome complex. Inside, soaring 17-foot ceilings and clerestory windows flood the open living space with natural light, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features classic white cabinetry, granite countertops, and stainless steel KitchenAid appliances, all seamlessly integrated with the dining and living areas to offer a cohesive and functional layout. The main-level primary suite includes direct access to the enclosed lanai Florida room and a vestibule with both walk-in and reach-in closets that lead to the primary bathroom, complete with a new stacked washer and dryer for added convenience. Upstairs, a generous 15x13 guest bedroom includes a reach-in closet and is complemented by a hallway with both walk-in and linen closets. The beautifully renovated coastal-style bathroom features a soaking tub and shower combination, while an enclosed loft area currently serves as a third bedroom with a built-in set of drawers and a home office with built-in desk and cabinetry. Additional storage under the stairs, custom built-in drawers along the living room wall, and a private 7x7 storage room downstairs in the garage give you the space and feel of single family home living. The oversized, tandem garage located directly beneath the residence accommodates 2 to 3 vehicles and includes a designated grill area. The property also features electric hurricane shutters for peace of mind. Recent updates and ongoing community enhancements further elevate the value of this home. A new roof has just been completed, and the community is undergoing a stunning transformation scheduled for completion by year-end. Improvements include new exterior paint (Sherwin-Williams Alabaster on walls and Sherwin-Williams Underseas on the shutters and front doors), new garage doors (Sherwin-Williams Urbane Bronze), new modern exterior lighting, new fencing, and refreshed landscaping. The current owner has also ordered a new front door to be installed for this unit. Additional system upgrades include a 2019/2024 HVAC system and a 2024 electric tankless water heater. Outside, enjoy the best of the Siesta Key lifestyle with a private boardwalk leading directly to the beach, complete with chairs and chaise lounges for residents. The community also features a recently refinished 36x19 pool and spa area, along with an outdoor shower and restrooms. Coquille is pet-friendly and ideally located just a short walk or drive to the vibrant dining, shopping, and energy of Siesta Village.

1161 Coquille Street Unit 206, Sarasota
$540,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

1900 Cove Ii Place Unit 114, Sarasota
$750,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

19 Whispering Sands Drive Unit 203, Sarasota
$1,350,000
2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
Welcome to your Siesta Key retreat, where every day feels like a vacation. Perched above the powdery white sands of Siesta Beach, this beautifully renovated home strikes the perfect balance of comfort, style and convenience. You are bound to be impressed by the impeccable attention to detail throughout this open-concept design which includes porcelain plank flooring, custom doors, plantation shutters, architectural ceiling moldings, recessed lighting, and Restoration Hardware fixtures and hardware. The kitchen is a dream with quartz countertops, a 7 ft. island flanked by waterfall edges, an abundance of white cabinetry, stainless appliances, a wine fridge, a pantry and plenty of closet storage. The breakfast bar has ample room for bar stools and extends into the dining area, creating a perfect environment for casual meals or hosting friends. The beachfront experience continues into the living room and onto the balcony overlooking the pool, beach and gulf. The master suite offers endless gulf views and an exquisite bath that feels like a personal spa featuring floating vanities, under cabinet lighting, designer shower fixtures and separate water closet with a linen closet. The guest bedroom and bath will have your guests planning their next visit before they even leave. And there’s even a laundry room with full size washer and dryer providing the utmost convenience. Casarina is nestled within seven acres of newly planted tropical landscaping and 200 feet of private beach. Spend your days swimming in the heated pool, soaking in the spa, playing a round of tennis, pickleball, basketball, or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby, and an on-site manager, everything you need is right here. Plus, you’re close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining, and entertainment. Whether full-time or a seasonal escape, this home invites you to live the Siesta Key lifestyle you’ve been dreaming of.

5880 Midnight Pass Road Unit 403, Sarasota
$530,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

9397 Midnight Pass Road Unit 505, Sarasota
$560,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Beach living on Siesta Key. Discover the ultimate coastal retreat in this completely remodeled condominium, positioned along the pristine shores of Siesta Key. Jamaica Royale offers 300 feet of private white sandy beach on Siesta Key Beach with lush tropical grounds and this two-bedroom, two-bath residence has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Go inside to find luxury vinyl floors and an open floor plan that seamlessly blends beach vacation with functionality. The kitchen is beautifully redone featuring stainless steel appliances, quartz countertops, shaker style cabinets with soft-close doors and drawers. The spacious primary suite is a private space with a stunning en suite primary bath. There is plenty of storage with extra deep double closets in both bedrooms. The additional bedroom provides ample comfort for your guests with two full beds. You will appreciate the convenience of your laundry closet, private patio and covered parking directly outside your door. This exceptional condominium offers a combination of beach fun, stylish comfort and unbeatable coastal living. Jamaica Royale is on a private lane that leads directly to the beach with no through traffic and no streets to cross ~ just go to the famed white sands of Siesta Key Beach. There are three pools and plenty of lounge chairs to enjoy the beach life. Enjoy quiet, beachfront seclusion where you can soak up the sun, cool off in the water and view the beautiful sunsets. You are steps to the beach where you can walk the white quartz sand that is soft underneath you while enjoying the tranquility of soft waves splashing, and beautiful turquoise waters. The drum circle is sure to entertain you some nights or just sit and watch a beautiful sunset. If you prefer, at any given time of the day, you can catch the shuttle which will transport you up and down Siesta Key to your favorite entertainment spot, dinner, and/or shopping.

5830 Midnight Pass Road Unit 101, Sarasota
$640,000
2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code
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, Sarasota
$460,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
***PROJECTED GROSS REVENUE UPWARDS OF 45,000 PER YEAR***Experience the best of Siesta Key living in this light-filled, south-facing 2-bedroom, 2-bath condo at The Anchorage on Siesta Key. This spacious unit features a large, private balcony with tranquil views of the canal and Intracoastal Waterway, buffered by lush mangroves for added privacy. Enjoy balcony access directly from the main bedroom a perfect spot for morning coffee or evening sunsets. The second bedroom also features an ensuite bathroom, offering comfort and privacy for guests or family. Offered fully turnkey furnished just bring your suitcase and move right in! Stylish new furniture from 2024 complements the open layout, while recent updates include fresh interior paint and durable life-proof flooring in the primary bedroom. Additional upgrades such as a newer water heater installed in 2020. Originally remodeled in 2010, the condo seamlessly blends modern convenience with timeless coastal charm. Enjoy deeded private beach access to the world-renowned #1-rated Siesta Key Beach, just a short stroll across the street. The Anchorage is a highly desirable waterfront community offering resort-style amenities: a heated Olympic-size pool, fitness center, his-and-hers saunas, lighted tennis court, two pickleball courts, BBQ grills, shuffleboard, and beautifully maintained gardens along the water. Boating enthusiasts will appreciate the first-come, first-served boat slips with direct Intracoastal access, available to owners for just $10/month. Perfect for both personal use and investment, this property allows weekly rentals year-round (1-week minimum), offering excellent income potential. The on-site professional management team makes ownership and guest rentals effortless. Additional features include an elevator in the building, ample parking, and a secure, welcoming community environment. Ideally located near the Stickney Point Bridge for easy access to the mainland, and just minutes from shops, restaurants, Siesta Key Village, and downtown Sarasota’s vibrant arts and culture scene. Whether you're seeking a full-time residence, seasonal retreat, or high-performing rental property, this condo delivers the best of coastal living on Siesta Key.

6415 Midnight Pass Road Unit 205, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
Virtually Staged. Virtually Staged. MAJOR PRICE REDUCTION! The lowest-priced 2-bedroom residence at Beach Terrace in over 8 years—this is the opportunity of the decade! Welcome to one of Siesta Key's most desirable addresses. This exceptional corner residence offers direct Gulf of Mexico frontage, perfectly positioned at the end of the village where luxury meets convenience. Prepare to be captivated by panoramic vistas from your three spacious private balconies. Enjoy unobstructed views of pristine white sand beaches, sparkling aqua Gulf waters, downtown Sarasota's skyline, and even Longboat Key on clear days. Watch the twinkling lights of Siesta Key Village create an unforgettable backdrop as the sun sets—easily among the best views on Siesta Key. Enter through an inviting foyer with elegant tiled flooring leading into a beautifully updated kitchen featuring granite countertops & modern cabinetry. The spacious living area showcases dual sliding glass doors framing stunning Gulf views. The generous dining area provides ample space for entertaining. The primary bedroom features a private Gulf-view balcony with two full-size beds and an elegant ensuite bath with updated tile, modern cabinetry, and granite countertops. The guest bedroom offers a full bed and private sliding door to dazzling Gulf views, plus an updated full bathroom with modern finishes and tile shower. Elevated heated saltwater pool with sunset views, modern fitness center, community room, covered parking, and gated security with onsite management. Private beach access puts you steps from world-renowned Siesta Key Beach. Nestled at the end of the village, enjoy tranquility and convenient access to Siesta Key Village shops and restaurants—no car needed once you arrive. Beach Terrace represents the pinnacle of Gulf-front living. With the lowest pricing for a 2-bedroom in over 8 years, this move-in ready split-floor plan residence is your once-in-a-decade opportunity to own paradise where stunning views, luxury amenities, and coastal elegance unite.

5400 Ocean Boulevard Unit 6-4, Sarasota
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins, luxury vinyl plank flooring, tasteful, coastal furniture, electronic remote control Hunter Douglas shades on windows, ample storage, full size utility room, enclosed balcony professionally done so it truly feels like part of the home. Being sold furnished with everything you need to get started living the good life! The Gulf & Bay community is packed with amenities and spacious grounds, located mid-key with easy access to the north or south bridge, with a guarded gate and on-site property management, you will not be disappointed! 4 Tennis (3 Plexi cushion, 1 clay), 6 pickleball courts, and 2 racquetball courts, shuffleboard, a fitness room and clubhouse with a library, computer and meeting/event room and card room. The common area and multiple pools are lushly landscaped and manicured, giving you that true resort feel. The parking lot is pavered and carports, with deeded parking spaces, are included with units as well as ample guest spaces. There is also a carwash area and there are electric vehicle charging stations. Building E has the advantage of being closer to the water and therefore a more up-close view of the Gulf. Click your heels together and power up that hot air balloon (or whatever mode of transport you prefer) and hurry over to follow your heart and mind and gather the courage to grab your slice of paradise before it’s gone! This is not a dream, it’s a dream come true!

5750 Midnight Pass Road Unit 508 E, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
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), Sarasota
$575,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

925 Beach Road Unit 310, Sarasota
$1,075,000
2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Rare Opportunity to acquire an upper floor end unit with full western Gulf and Crescent Beach views extending from Point of Rocks to northern Siesta Key. This 6th floor condo has beach views from all rooms – even the bathrooms. Make this the perfect owner-occupied or second home retreat as the possibilities are endless: Remove the NON-load bearing wall between the living room and 30-foot balcony to add a wall of glass and expand the already amazing water views. Create your dream kitchen by removing walls and expanding the area. Enlarge the primary bathroom to create a sumptuous en-suite. Add a laundry room with washer and dryer. With 1,552 interior square feet and over 200 feet of enclosed balcony, you can even add an office or den. This home comes with IMPACT WINDOWS and DOORS. This fabulous find is located in Horizons West, a gulf-to-bay community consisting of over 7-acres, all being newly landscaped. The gulf side has 300 feet of deeded beach access, beach cabanas, a beachside pool and spa, and beachside grilling areas. There is a second pool adjacent to the community clubhouse. Explore the grounds and private intracoastal waterway park with day dock that is perfect for picnicking, fishing or just watching boats cruise by. Bayside is the perfect place to launch your kayaks and paddle boards to explore the mangroves. Use Siesta Key’s free trolley to partake in the Key’s exceptional dining, entertainment, and shopping.

6140 Midnight Pass Road Unit 601, Sarasota
$495,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

4660 Ocean Boulevard Unit Q1, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
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, Sarasota
$929,500
2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code
Own a piece of Siesta Key’s shoreline—where Gulf views meet unmatched rental income potential. This turnkey furnished 2 bedroom, 2 bath residence puts you just steps from the powdery white sands of world-famous Siesta Key Beach. Inside, you’ll find a bright, open layout with a spacious master suite, private bath, and a kitchen featuring granite countertops. With rare weekly rentals permitted and a professional in-house rental manager, you can enjoy strong cash flow while still keeping your own beach escape. The community offers everything you need for beach living: a rooftop lounge for the ultimate unforgettable sunsets, beachside pool and tennis courts, fitness center, and outdoor grilling/bar and firepit areas for relaxed evenings right on Siesta Key Beach. Perfectly located near vibrant shops, dining, and nightlife, this property blends luxury, convenienceand income potential into one unbeatable coastal package.

6518 Midnight Pass Road Unit 307, Sarasota
$480,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota
$1,050,000
2 Beds ⋅ 2 Baths ⋅ Spindrift SubDv. ⋅ 34242 Zip Code
This beach front opportunity in spindrift does not come around often! With a prime Siesta beachfront unit within a three building, six unit complex that is only a five minute walk from Siesta key village. If you're looking for your own quiet place away from tourist crowds and large associations, then this unit is for you. This unit overlooks the pool with the stunning backdrop of your own piece of Siesta Beach. The unit is on the second floor. The two over-sized bedrooms that pair with two bathrooms just need a little updating. The nice sized kitchen needs a little renovation and paint color of your choosing to create your perfect home. The open floor plan boasts a lot of space for a family gathering nestled around the wood burning fireplace; leaving enough room for a large dining area. The A/C is 2021. New vinyl wood flooring and brand new roof installed 2025. New hardy board siding is set to be installed as well as a new window to be installed upon permitting. Two sliding glass doors that lead to a wrap-around balcony for a panoramic view of the neighborhood and beach front. Around the corner you have Siesta Village full of your shopping desires, Beach bars to fulfil your thirst, and your favorite local restaurants that ties in your perfect beach vibe. (From HOA Management: Rental restrictions are not enforced, so can be less than 30 day rental)

460 Beach Road Unit B2, Sarasota
$712,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota