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$599,000
2 Beds 2 Baths Jamaica Royale SubDv. 34242 Zip Code
Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for entertaining after a day on the sand. Both bathrooms have been beautifully updated with designer finishes, including marble like tile shower and sleek quartz-top vanities, creating a spa like retreat. The thoughtfully designed floor plan is comfortable, stylish, and Turn-key move-in ready. Located in a highly desirable beachfront community with one week minimum rentals, this condo is an excellent investment or vacation getaway. Enjoy a heated pool and approximately 300 ft of private beach frontage, just steps from the Gulf’s crystal clear waters and powder soft sand. Ideally situated near Siesta Key Village, you’re moments from renowned dining, boutique shopping, and vibrant night life. Whether you are seeking a personal retreat, rental income, or both, this is coastal living at it’s best!

5830 Midnight Pass Road Unit 107, Sarasota

$6,300,000
4 Beds 5 Baths Ocean Beach SubDv. 34242 Zip Code
Under contract-accepting backup offers. Pre-Construction. To be built. Under construction. This new Siesta Key residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance, with a water view backyard and private boat dock. Designed and developed by the renowned Pham Development team, this home is ready for tours, with still the opportunity to customize finishings. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home blends modern elements with timeless coastal charm. Featuring 4 spacious bedrooms, 4 full and 1 half impeccably designed bathrooms, and a 3-car garage, the home is thoughtfully designed for both comfort and style. At the heart of this residence is a well appointed kitchen, with an open-concept layout. The stunning quartz island with waterfall edges takes center stage, accentuated by elegant pendant lighting. Sleek, custom cabinetry complements the state-of-the-art stainless steel appliances, making this space ideal for both entertaining. The light-filled living areas are designed to maximize the breathtaking water views, offering a seamless connection to the outdoors. Step outside to your private oasis, where a resort-style pool is surrounded by lush landscaping. The outdoor spaces are designed in harmony with the natural surroundings, creating a tranquil retreat framed by swaying palms and shimmering waters. A private boat dock with a 10,000-pound lift and seating area provides unparalleled access to the Gulf Coast's azure waters, making this home a boater’s paradise. Located in one of Sarasota’s most desirable neighborhoods, this extraordinary property offers a blend of privacy, convenience, and luxury. A short distance away from world-class beaches, fine dining, and entertainment, this is a rare opportunity to own a slice of paradise in an exceptional location.

4644 Higel Avenue, Sarasota

$575,000
2 Beds 1 Baths La Siesta SubDv. 34242 Zip Code
An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Sarasota

$995,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229-square-foot property in sought-after community of Siesta Isles, just two blocks from the powdery white sands of Siesta Beach, ranked the #1 beach in the USA. This property offers a rare chance to create your dream home in one of Sarasota’s desirable beach neighborhoods. Offering a clean slate for visionary design to renovate or build new. The generous size of the property and ideal location make it ideally suited for a luxury custom home with room for a pool, tropical landscaping and seamless indoor-outdoor living. Enjoy beach access just .2 miles away, or go less than a mile to Siesta Village, where eclectic shops, lively dining and local entertainment await. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Unlock the potential to create a one-of-a-kind island residence just moments from world-renowned Siesta Beach.

734 Canal Road, Sarasota

$639,900
2 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Sarasota

$575,000
2 Beds 2 Baths Jamaica Royale SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Siesta Key Beachfront Living at Jamaica Royale--Experience the best of coastal Florida in this fully renovated two-bedroom, two-bath condominium, perfectly situated on world-famous Siesta Key Beach. With 300 feet of private, powder-white quartz sand just steps away and no roads to cross, this Jamaica Royale residence delivers true beachfront living on a quiet, private lane. Step inside to a bright, open-concept layout featuring luxury flooring throughout. The gourmet kitchen shines with stainless steel appliances, quartz countertops, custom soft-close cabinetry, and stylish finishes. The spacious primary suite offers a serene retreat with a beautifully updated en-suite bath and walk-in shower, plus extra-deep double closets in both bedrooms for abundant storage. Recent upgrades include a new roof (2022), new water heater, new A/C, new appliances, updated plumbing, contemporary interior doors, and hardware—everything has been thoughtfully refreshed for move-in-ready comfort. Enjoy your morning coffee on the private patio, take advantage of convenient in-unit laundry, and park right outside your door. Resort-style amenities include three heated pools, plenty of lounge chairs, and lush tropical landscaping. Whether you’re relaxing to the rhythm of the Sunday drum circle, watching breathtaking sunsets, strolling the cool-to-the-touch white sand, or hopping on the free shuttle to Siesta Key Village for dining and shopping—this is relaxed, turnkey beach living at its finest.

5830 Midnight Pass Road Unit 94, Sarasota

$859,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

$1,125,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

5916 Midnight Pass Road Unit W102, 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

$985,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely renovated in 2020 with quality finishes and thoughtful details throughout. The open, light-filled layout creates an elegant yet inviting coastal retreat, perfect for both quiet evenings and entertaining guests. With a split bedroom floorplan, your guests will enjoy their ensuite bathroom and slider doors leading to the expansive patio overlooking the Gulf and it's forever views. The primary suite has it's own private balcony and water and Island views expand from downtown Sarasota all the way up to mid Longboat Key. Boat watching is a must! The building is exceptionally well maintained with strong financial reserves and stands apart as association fees have actually decreased, reflecting extensive completed improvements designed to enhance storm protection and long-term value. A brand-new seawall is currently being installed and is already fully funded, providing additional peace of mind. Residents enjoy an impressive array of amenities, including a Gulf-front pool ideal for watching the sun melt into the horizon, an outdoor kitchen with grills for sunset gatherings, a beautifully appointed social room, a fitness room with equipment, a spacious bike room, and a dedicated fishing room for rod and gear storage. Each floor has a laundry room with storage and you may also install an approved washer and dryer in your apartment. A new fishing pier and social sunset pier are being completed, offering the perfect waterfront setting for entertaining, relaxing, and savoring evening skies painted in coastal hues. Ideally located just moments from Siesta Key Village, this exceptional residence places coffee, wine, shopping, and dining just steps away, blending relaxed island charm with an elevated Gulf-front lifestyle. Move right in - turnkey furnished!

4822 Ocean Boulevard Unit 9A, Siesta Key

$4,095,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

$2,680,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you step inside, wide water views draw you through the home, highlighting the sparkling canal, private dock, jet-ski or boat lift, and the ideal boating water that makes this property so special. The interior is bright, open, and meticulously curated with a relaxed, coastal-chic aesthetic. A sleek private elevator services all floors, while oversized sliders open to multiple balconies and terraces, each framing postcard-perfect views. The main living level features an expansive great room with tray ceilings, abundant natural light, and entertaining-friendly open floorplan, including a dining area with balcony—perfect for morning coffee or sunset cocktails. The chef’s kitchen is a showpiece, offering custom cabinetry, premium stainless appliances including a gas convection Bosch range, a massive island with storage on all sides, designer pendant lighting, and gorgeous stone countertops. Whether you’re prepping a feast or entertaining friends, the space is both functional and stunning. The bedroom accommodations are thoughtfully designed for both comfort and flexibility. On the main living level, a beautifully finished guest bedroom with adjacent full bath provides the perfect space for visitors or a sophisticated home office. The primary suite is a true retreat, offering a private balcony with sweeping canal views and a spa-inspired bath featuring a soaking tub, glass-enclosed walk-in shower, refined tilework, and dual stone-topped vanities. Two additional guest bedrooms, each with custom closet built-ins, are positioned at the end of the hall, while a bright and spacious laundry room adds everyday ease to this well-planned level. Outdoors, the covered lounge area is pure relaxation, featuring a beautifully finished wood ceiling, comfortable seating, and a shimmering pool that sits just steps from the water. An outdoor shower adds a resort-like touch, making it easy to rinse off after boating, paddleboarding, kayaking, or swimming. Hurricane rated, higher elevation, newer seawall...all of the boxes are checked for peace of mind living. This home has held strong through past storms with no water entering the interior living areas. The waterfront lifestyle here is unmatched: • Deep, protected Grand Canal waterway • Private dock with a 10,000 lb lift, which could accommodate a nice size boat or a pair of jet skis • Easy boating access to the Intracoastal Waterway • Perfect setup with ladder for kayaking, paddleboarding & jet-skiing • Multiple balconies with panoramic water views • Elevator to all levels • Stylish, high-end finishes throughout • New pool heater and pool pump in 2024. This home delivers the best of Siesta Key: a quiet, peaceful waterfront cul-de-sac setting with unbeatable boating water—yet close enough to stroll, bike, or golf-cart to the Village for dining, shopping, live music, and dancing. This home even includes the SK local favorite Tube Dude unique mailbox! It’s coastal luxury, modern design, and island adventure all wrapped into one exceptional property. This home is spotless! Truly a great find for a move-in ready beach home.

4881 Oxford Drive, Siesta Key

$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

$5,250,000
3 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

216 Tenacity Lane, Sarasota

$1,850,000
4 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code
MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

3919 Roberts Point Road, Sarasota

$785,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
First-Floor Bayfront | No Stairs | Full Bay Views | Outdoor Patio. Enjoy effortless coastal living in this like-new, fully rebuilt residence (from the studs in), featuring all-new electrical, plumbing, HVAC, insulation, interior wall soundproofing, hurricane-impact windows, and five-year warranties on major appliances. HOA includes building and structural insurance, and internet/cable. Home has one assigned parking spot directly in front, and plenty of guest parking. Offered fully furnished and professionally styled—including electric shades, artwork, and accessories—this 2-bedroom, 2-bath home is truly turnkey and rental-ready with linens, kitchenware and more. Ideally positioned on the Intracoastal Bayfront, enjoy sweeping water views, passing boats, stunning sunsets, and fishing from the dock—or just enjoy your outdoor patio. Inside, the light-filled open layout showcases high-end finishes and a seamless flow between kitchen, living, and dining spaces. Spacious bedrooms provide private retreats, including a serene primary suite with a spa-like bath. Resort-style amenities include two heated pools, pickleball/tennis courts, fitness center, and two clubhouses with on-site rental capabilities. Private beach access is just an 8-minute walk to Siesta Key’s world-famous sands—offering the best of bayfront tranquility and Gulf access. Ideal as a full-time residence, vacation home, or income-producing property. Never been slept in, be the first to enjoy. No pending special assessments.

6063 E Peppertree Way Unit 111, Sarasota

$3,330,000
4 Beds 4 Baths Harmony Sub SubDv. 34242 Zip Code
This is the renovation you would do for yourself…. If you’ve toured new construction homes recently and thought to yourself, did the architects just give up? Then this home might just be for you… *Elegance. Charm. Attention to detail.* Three phrases we don’t hear enough anymore, but that changes today as we step inside ‘Casa Alegre’ on Featherbed Lane. Located in the heart of Siesta Key Village and positioned at one of the most impressive intersections of waterways the Grand Canal offers, there is no more sought-after location on all of Siesta Key than right here. An 8-minute walk into the Village merges proximity with privacy in the exact way you’ve been imagining. This fully renovated Mediterranean Revival is overflowing with pride of ownership. Featuring major upgrades including a new roof, new seawall, all new hurricane windows and doors, new flooring, new electrical, and more; this is the renovation you would do for yourself, and that translates into true confidence, not just fresh finishes. Inside, the home lives bright and open, in part from its southern facing pool, and even more-so with volumes of natural light pouring in through NINE sets of brand-new sliding glass doors and a layout designed for effortless island living and entertaining. With 4 true bedrooms, 4 baths, plus an incredible bonus room ready for a billiards table or game room, a heated pool and boating lifestyle at your doorstep, this is a rare opportunity to own a home with genuine character, in a location that simply can’t be replicated. Private showings available upon request.

4833 Featherbed Lane, Sarasota

$440,000
2 Beds 3 Baths Bay Oaks SubDv. 34242 Zip Code
Virtually Staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water, this two-level condo offers the kind of panoramic bay views that are hard to find and impossible to forget. The first floor includes the living room, dining area, kitchen, in-unit laundry, and guest half bath. Upstairs, both bedrooms feature ensuite baths and walk-in closets, including one suite with a private covered balcony overlooking the bay. Bay Oaks residents enjoy a heated waterfront pool, fishing pier, tennis, pickleball, clubhouse, picnic and grill areas, covered parking, bike storage, guest parking, onsite management, and 24-hour video surveillance. Just 1 mile to Siesta Key Beach, with trolley access directly outside the community, this location combines waterfront serenity with easy access to dining, recreation, and the best of Siesta Key.

6157 Midnight Pass Road Unit B12, 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

$480,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!

5855 Midnight Pass Road Unit 227, Sarasota

$1,224,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

5107 Saint Albans Avenue, Sarasota

$4,650,000
4 Beds 4 Baths Ten35 Seaside SubDv. 34242 Zip Code
One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Sarasota

$4,995,000
6 Beds 5 Baths Sarasota By The Sea SubDv. 34242 Zip Code
Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$1,050,000
2 Beds 2 Baths Terrace East SubDv. 34242 Zip Code
65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

5300 Ocean Boulevard Unit 202, Sarasota

$425,000
1 Beds 1 Baths Tortuga SubDv. 34242 Zip Code
Siesta Key dream condo located directly on the Gulf of Mexico, offering deeded beach access and boat slip availability on the Intracoastal Waterway just across the street. This inviting one-bedroom residence features quartzite countertops in both the kitchen and bath, along with a new kitchen backsplash that adds a fresh coastal feel. A highly desirable in-unit washer and dryer—an upgrade not found in all units—provides added convenience. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball courts, shuffleboard, and a fishing pier. The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind, and beautiful Mexican tile throughout means no carpet. The unit is being sold turnkey furnished, excluding select personal items, and offers ample storage along with an assigned covered parking space and plenty of guest parking. Located just one floor up, access is easy via elevator or stairs, placing you moments from the world-famous quartz sands of South Siesta Key. Enjoy a trolley ride to Siesta Key Village or a bike ride to charming shops and restaurants. Conveniently located near cultural attractions and Sarasota International Airport. Rentals are permitted with a one-month minimum, up to three times per year. No pets allowed. Relax and enjoy the effortless coastal lifestyle this private Siesta Key retreat offers.

8750 Midnight Pass Road Unit 102, Sarasota

$592,500
2 Beds 2 Baths Casa Mar SubDv. 34242 Zip Code
Welcome to your Siesta Key Beach escape at 6006 Midnight Pass Rd, Unit 44! This charming, fully furnished 2-bedroom condo places you steps from the world-famous powdery white sands and turquoise waters of Siesta Key Beach. Enjoy direct private beach access, breathtaking Gulf views, and endless sunsets right from this coveted coastal community. Inside, an open and inviting layout features vaulted ceilings with exposed wood beams, a spacious living room with plush sectional seating, and a bright dining area perfect for gatherings. The well-appointed bedrooms offer comfortable accommodations—one with fun bunk beds ideal for families or guests, and a serene primary with a king bed. Community amenities elevate the lifestyle: two large heated pools surrounded by palm trees, shuffle board court, tennis court as well as a pickleball court, making this a prime beachfront location. Turnkey and rental-ready this property has proven rental appeal with weekly rentals allowed and is ideal as a vacation retreat, investment opportunity, or full-time residence. The open-concept kitchen and living area was redesigned in 2023 with the removal of a dividing wall, creating a bright and welcoming space ideal for everyday living and entertaining. The kitchen features quartz countertops, custom Showplace cabinetry, updated appliances, and durable luxury vinyl plank flooring that continues throughout the unit. Major system upgrades include fully updated plumbing with PVC sanitary piping and CPVC water lines, along with extensive electrical improvements completed in 2025, including a new 125-amp main disconnect, surge protection, arc-fault breakers, and code-compliant wiring. Impact-rated windows and doors with insulated Low-E glass were installed in 2025, enhancing safety, energy efficiency, and storm protection. Both bathrooms have been updated with custom cabinetry and quartz countertops, and a convenient half bath was added to the primary bedroom. Additional highlights include custom closet systems, a newer Bryant heat pump condenser, and a rare, grandfathered-in ventless washer/dryer unit.

6006 Midnight Pass Road Unit 44, Sarasota

$1,305,000
4 Beds 4 Baths Point Of Rocks Terrace SubDv. 34242 Zip Code
EXCEPTIONALLY RARE Siesta Key Income Property | Zoned for DAILY Rentals — a true Siesta Key Unicorn. This rare 4-bedroom, 4-bath duplex offers a unique opportunity to acquire a short-term rental asset just a short stroll from the world-famous white sands of Siesta Key Beach, one of the most supply-constrained and consistently in-demand vacation markets in Florida. Configured as two fully renovated 2BR/2BA residences, this property delivers unmatched flexibility—ideal as a high-performing investment, 1031 replacement property, vacation home, or personal residence with income potential. Zoned for DAILY rentals—a highly limited and valuable designation on Siesta Key—the property is currently operated as a professionally managed short-term rental with future bookings in place. Designed for both guest appeal and operational efficiency, each unit features open-concept living spaces, updated kitchens, in-unit laundry, durable tile flooring throughout, and tasteful coastal furnishings. The property is being sold fully furnished and turnkey, allowing for a seamless transition of ownership with no operational downtime. Outdoor amenities further support strong occupancy and repeat bookings, including a fenced, heated pool, tropical landscaping, lounging and dining areas, and a private grilling space. Four dedicated off-street parking spaces (two per unit) add a meaningful competitive advantage in this highly desirable beach location. Professionally operated as a vacation rental since 2020, the property has achieved documented gross rental income approaching $200,000 annually. A temporary decline in late 2024 and early 2025 was event-driven rather than demand-driven, due to regional hurricane-related cancellations. Travel demand to Siesta Key is now rebounding, and bookings are steadily returning—positioning the property for revenue normalization and potential growth consistent with prior peak years. Whether you are a short-term rental investor, 1031 exchange buyer, or an owner seeking to blend lifestyle with income, this property offers a rare combination of location, zoning, resilience, and upside in one of Florida’s most desirable coastal markets. Detailed income and expense reports available upon request. Buyer to verify exchange eligibility and tax treatment with qualified advisors. Private showings by appointment only.

1123 Crescent Street Unit 1123/1125, Sarasota