Siesta Key FL Real Estate, Homes for Sale With Outdoor Shower - Ed Grabowski

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key.

9393 Midnight Pass Road Unit 205, Sarasota

$1,250,000

4 Beds ⋅ 2 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet, secluded street in Siesta Cove, this beautifully renovated four-bedroom residence offers exceptional privacy, generous living spaces and the relaxed elegance of island living. Thoughtfully designed for everyday comfort and effortless entertaining, the home is filled with natural light and enhanced by extensive custom finishes throughout. A gracious foyer opens to an inviting, open-concept interior with a spacious living, dining, and family room. At the heart of the home, the well-appointed kitchen features maple cabinetry, stone countertops, stainless-steel appliances and an open connection to the main living areas, including the family room creating an ideal setting for gatherings with family and friends. Privately positioned, the expansive primary suite serves as a peaceful retreat with a large walk-in closet and spa-inspired bath featuring an oversized shower. Three additional guest bedrooms, convenient pool bath and an indoor laundry room provide comfort and flexibility for family members and visitors alike. Sliding glass doors create a seamless transition to the private outdoor living area, where a brick-paver lanai, heated pool and outdoor shower invite year-round relaxation. The fully fenced backyard offers generous space for pets, play or gardening. The home has been extensively improved for comfort, efficiency and peace of mind. Notable updates include a 2023 roof, impact-resistant windows and doors, whole-house replumbing, a hurricane-rated garage door, updated irrigation, a newer pool heat pump and saltwater system, interior and exterior painting, updated ceiling fans and LED lighting, upgraded electrical switches and outlets, refreshed landscaping, landscape lighting, and a brand new white PVC fence. A two-car garage completes the property. Located just a short walk from Siesta Beach, the residence places one of Florida's most celebrated coastal destinations within easy reach. Known for its powder-soft quartz sand and clear Gulf waters, Siesta Beach was named the No. 1 beach in the United States and No. 4 in the world in Trip advisor's 2025 Travelers Choice Awards. This desirable mid-key location also provides convenient access to Siesta Key's dining, shopping and recreational offerings, as well as downtown Sarasota's cultural attractions, restaurants, hospital and top-rated schools. Whether enjoyed as a full-island residence or a private coastal retreat, this exceptional property captures the very best of the Siesta Key lifestyle.

5333 Siesta Court, Sarasota

$875,000

1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall has oversized 6-foot-high impact windows that frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

6140 Midnight Pass Road Unit 101, Sarasota

$1,325,000

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

6480 Midnight Pass Road Unit 612, Sarasota

$3,995,000

4 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop and a wine refrigerator. Additional highlights include solid-core entry and interior doors, floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass, sound-reducing laminated windows with solar-tinted glass, a recirculating hot-water system, high-efficiency heating and air conditioning, stained tongue-and-groove cypress terrace ceilings, tiled terrace floors and two covered parking spaces. Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, potential income-producing property on Siesta Key’s Crescent Beach, one of Florida’s desirable vacation rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping and operations are managed on-site, allowing owners to potentially earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination of a Gulf-front location, professional management and potential rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

$1,400,000

3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

5880 Midnight Pass Road Unit 307, Sarasota

$2,799,000

4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Prime investment opportunity directly on prestigious Beach Road in Siesta Key. This fully renovated, raised multi unit property offers strong short term rental income potential in one of Florida's most desirable coastal markets. The side by side duplex features a spacious 2 bedroom, 2 bathroom unit and a 2 bedroom, 1 bathroom unit. Zoned RMF and legally permitted for nightly rentals, making it ideal for vacation rental investors. The current owner is available to continue managing the property for the next owner at only a 10 percent fee, with staff, cleaning crew, and maintenance vendors already in place. The property generated $393,000 in gross income in 2023, $323,000 in 2024 (with two months of downtime due to hurricane impact), and $291,000 in 2025 (still down from hurricane related effects), with 2026 year to date income of $192,000 through July. Recent updates include new AC systems in 2022, updated flooring in 2025, modernized plumbing in 2022, full electrical upgrades in 2022, and private hot tubs installed at each unit in 2022. Additional upside exists with completed engineering drawings to enclose the lower level, adding approximately 2,000 square feet and significant rental income potential. Just steps from the sand and close to Siesta Key Village shops and restaurants, this is a rare chance to own an income producing property in one of the top beach destinations in the country. Property is part of a very successful Airbnb portfolio consisting of three duplexes with cap rates exceeding 10 percent. Please inquire for details.

527 Beach Road, Sarasota

$2,550,000

6 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Discover an exceptional income producing property in the heart of coveted Siesta Key. This fully renovated multi unit compound features two spacious 3 bedroom, 2 bathroom units, one upstairs and one downstairs, making it ideal for short term rental investors. The current owner is available to continue managing the property for the next owner at only a 10 percent fee, offering a seamless, turnkey transition. The property generated $393,000 in gross income in 2023, $350,000 in 2024 (with two months of downtime due to hurricane impact), and $308,977 in 2025 (still down from hurricane related effects), with 2026 year to date income of $214,000 through July, offering strong and proven cash flow. Recent improvements include new AC (2025), updated flooring (2024 to 2025), modernized plumbing (2024), electrical upgrades (2022), and refreshed hot tubs (2021). What truly sets this property apart is its Commercial General (CG) zoning with a special exemption allowing nightly rentals, a rare and highly valuable designation on Siesta Key that protects the short term rental use. This zoning also unlocks significant redevelopment potential, including the possibility to construct an approximately 85 foot building with ground floor parking, 11 two bedroom units, and a rooftop pool. Property is part of a very successful Airbnb portfolio consisting of three duplexes with cap rates exceeding 10 percent. Please inquire for details.

5228 Calle Menorca, Sarasota

$625,000

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Turnkey and ready for its next chapter, this spacious residence in the curve of Harbor Towers Yacht & Racquet Club is one of the largest floor plans in the building, featuring a split layout with each bedroom offering its own private bathroom. Sold completely furnished, this unit makes it effortless to fly or drive down and start enjoying it immediately, or begin renting it out right away. A rare find: existing washer/dryer electric hookups are already in place beneath the kitchen counter, a feature the building no longer permits for new installations. There's also a washer and dryer room located on the second floor just a few doors down. Picture the perfect Florida day: morning coffee on your enclosed patio overlooking the peaceful pond, then a match on the on-site tennis courts before laying out by the beautiful pool, both with views over the dock and water. Hop the trolley or take a short drive to the rose quartz sand beaches of Siesta Key, then wind down with happy hour and live music in Siesta Key Village. This unit can be rented short-term with a two-week minimum, and owners have the flexibility to use the community's on-site property management or bring in their own. Just three minutes to Siesta Key's world-famous beaches and five minutes to the shops and restaurants of Siesta Key Village, this is the perfect Florida lifestyle. Schedule your private showing today. Buyer to verify HOA rules regarding laundry hookups, boat slip rental terms, property management options, and rental restrictions.

5855 Midnight Pass Road Unit 222, Sarasota

$6,300,000

5 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary is separated from the additional bedrooms by a glass breezeway and offers a pool-view balcony, custom cabinetry with integrated wet bar and built-in writing desk. Its spa-inspired bath features a soaking tub, oversized walk-in shower, dual vanities, private water closet and custom solid-oak barn door. Bathrooms feature Biancatto leathered dolomite, Kohler and California Faucets fixtures, and TOTO toilets. The ground-floor primary opens to a private patio overlooking the garden and outdoor gym. Two additional upstairs bedrooms share a full bath; one offers a large balcony with Intracoastal Waterway views, while the other features a private pool-view balcony. A powder bath serves the living area. A pool cabana guest suite with full ensuite bath, built-in desk and custom cabinetry offers flexibility for guests or multigenerational living. Nearby is a laundry room with dual washers and dryers. At the heart of the home is an approximately 18-foot Biancatto leathered dolomite island comfortably seating six. The chef's kitchen features Sub-Zero refrigeration, Wolf microwave, six-burner range with flat-top, dual ovens, two Bosch dishwashers, wine/beverage refrigeration, 1,000-CFM ventilation, reverse-osmosis hot/cold water faucet and custom cabinetry fabricated in the USA from German-imported materials. Biancatto leathered dolomite is carried throughout the kitchen, bathrooms, bedroom suites and outdoor kitchen. Custom-made solid oak doors were commissioned for every bedroom and closet and high-end Emtek hardware. The home opens to a covered outdoor lounge and custom dolomite outdoor kitchen with built-in BBQ, refrigerator, ice maker and sink. Ceiling fans extend throughout the residence and covered outdoor space. A large limestone patio provides additional outdoor dining. Natural limestone finishes patios, terraces, balconies, poolside areas, the outdoor gym and an exterior wall. The limestone does not get hot underfoot in the Florida sun, ideal for barefoot poolside living. Real teak is used throughout all soffits, covered patios and exterior cladding, complemented by smooth stucco, aluminum Geolam and architectural trellises. The heated saltwater pool and spa feature PebbleTec and natural stone, Pentair smart controls, LED lighting and bubblers, creating a private resort setting with the covered lounge, outdoor kitchen, cabana, gardens and outdoor gym. The residence and pool are elevated approximately 10 feet for FEMA compliance, with a privacy wall, walking path and mature landscaping. A spacious 3-car garage is designed for the car enthusiast. Additional features include five independently air-conditioned zones, triple-pane high-efficiency glazing, triple-pane PGT sliders, low-voltage smart-home wiring, Sugar Oak Natural Luxe wood flooring, oversized 4' x 4' porcelain tile, imported Plyboo wall treatments and custom artisan lighting. Furniture is available separately. An optional boat package at Safe Harbor featuring a 2023 Yamaha 25' FSH fishing boat and boat slip is also available, with slip transfer subject to marina approval.

1355 Roberts Bay Lane, Sarasota

$1,340,000

3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Your search is over. Look no further. Offered turnkey furnished, this 3-bed, 2-bath coastal chic oasis with saltwater pool on Siesta Key boasts 1,750 square feet under air with new tile flooring throughout, all new appliances, new washer & dryer, new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, new ceiling fans, and brand new Trex decking on the expansive back patio pool area. The HVAC is 4 years old. The 30-year dimensional roof is 8. Home has been re-plumbed. The open concept living area invites you to unwind, with natural light that glistens through three sets of brand-new impact resistant French doors overlooking your private lanai and pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The fully stocked kitchen provides the perfect ambiance for intimate gatherings & lively entertainment. Step onto the 35’ long screened patio and take a dip in the heated saltwater pool. Rinse off after a day at the beach in the outdoor shower. Lounge on the deck and soak up the sun. Gather around for unforgettable barbecues under the starlit sky. Retreat to the tranquil owners’ suite, your personal sanctuary, with private en-suite bath and walk in closet. Surrounded by lush foliage, the glass enclosed sunroom is perfect as an office or meditation room. The primary bath features dual sinks and modern fixtures. The additional 2 bedrooms provide versatility for accommodating guests. A laundry room is just off the primary suite, with a separate entrance to the covered carport. Fully fenced for privacy. Xeriscape means never having to mow! Mature landscaping & circular driveway on an oversized corner lot with room for an RV, golf carts and a boat. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. Situated in a quiet neighborhood on the North end of Siesta Key, the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. This distinctive property has over $100,000 in upgrades and $50,000 in new designer furnishings from Crate & Barrel and presently earns $70K in rental income annually.

445 Reid Street, Sarasota

$12,500,000

5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining and entertaining. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Sarasota

$435,000

2 Beds ⋅ 1 Baths ⋅ Contntls Sea Club SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Community Beach access to Siesta Key's Beach. Community Dock and Fishing Pier. Community Marina. Large Community Heated Pool. Community BBQs. Poolside Tiki Cabana, Bathrooms and showers, Community laundry machines on first floor. Gated and community building at entrance. 1–7-day rentals grandfather in so great rental income or come enjoy it as your family beach/bay condo! Great option for local owners that want beach access and fun waterfront use for family and guests yet can own a home off the key and have the best of both worlds. Cute unit and coastal charming community! Turn-key furnished so ready to enjoy or rent to cover you expenses while enjoying when it is vacant!

5955 Midnight Pass Road Unit 20E, Sarasota

$899,900

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. **PANORAMIC GULF VIEWS**TURNKEY FURNISHED**STEPS FROM SIESTA KEY BEACH**A HISTORY OF STRONG RENTAL NUMBERS** Wake up to breathtaking panoramic views of the Gulf of Mexico and distant Sarasota skyline from this spacious sixth-floor, two-bedroom, two-bath condominium located directly across the street from world-famous Siesta Key Beach. Offered turnkey furnished, this exceptional vacation property is ready for immediate personal enjoyment or continued use as a rental investment. The spacious primary bedroom features a king-size bed, while the second bedroom comfortably accommodates guests with two queen-size beds. Enjoy spectacular sunsets, city skyline and coastal breezes from two large terraces, or relax in the quiet privacy of this intimate community with just the right amount of amenities. This unit also includes a rare under-building assigned parking space, one of only eight located under the building. Enjoy a quick walk to the beach, or cool off in the community pool! On-site gas grills and two tennis courts are also available for your enjoyment! The location is truly exceptional. Siesta Key Beach is renowned for its powdery white quartz sand and is consistently recognized among the nation’s finest beaches. The public beach area offers lifeguards, restrooms, concessions and beach amenities, making it especially appealing to families and vacationers. Inside, the residence is thoughtfully furnished and equipped for comfortable coastal living, continued rental income or a combination of both! The condo was extensively remodeled and has been enjoyed as a popular vacation destination. New impact windows and sliders give you the peace of mind and protect your investment. High-end finishes, stunning views and an inside laundry closet make this a guest favorite. Recent upgrades include impact windows and doors (2026), HVAC (2023), Water Heater (2026), Electrical Panel (2025) Beyond the beach, you’re just a short walk, bike ride or drive from Siesta Key Village, where you’ll find an array of restaurants, bars, shops and entertainment. Whether you’re looking for a personal beach retreat, a vacation home, or an income-producing investment, this turnkey Siesta Key condo offers an outstanding combination of location, Gulf views, privacy, covered parking and proven rental potential. Bring your suitcase and start enjoying the Siesta Key lifestyle! Very strong rental numbers - ask agent for more details. 2027 high season bookings are already in place!

1055 Beach Road Unit B602, Sarasota

$479,000

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior. The community offers an impressive selection of on-site amenities, including: • Two swimming pools • Tennis courts • Four shuffleboard courts • Beach access Located on beautiful Siesta Key, this condo offers the perfect combination of comfort, convenience, and the relaxed Florida lifestyle. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this property provides an excellent opportunity to own a piece of paradise just steps from the beach.

6006 Midnight Pass Road Unit 60, Sarasota

$729,500

2 Beds ⋅ 2 Baths ⋅ Contntls Sea Club SubDv. ⋅ 34242 Zip Code

Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!!

5955 Midnight Pass Road Unit 21E, Sarasota

$3,990,000

6 Beds ⋅ 6 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Six fully renovated, individually rentable units come together in this turnkey Siesta Key investment property, currently operating as an established vacation rental just steps from the world-famous shores of Siesta Key Beach. Offered fully furnished, the property presents a unique opportunity to acquire an established income-producing property with six private one-bedroom, one-bath units in one of the island’s most desirable locations. Each unit features a full kitchen, open-concept living and dining area, spacious king bedroom, and stylish coastal finishes. Completely renovated throughout, the property offers bright, inviting interiors with beautifully appointed kitchens and baths and a cohesive design across all six units. At the heart of the property, a beautifully landscaped brick-paver courtyard provides an inviting shared outdoor space with lounge areas, outdoor dining, gas grills, and lush tropical landscaping. Onsite laundry and designated parking add further convenience for owners and visitors alike. The location further enhances the property’s rental appeal, with Siesta Key Beach just steps away and Siesta Key Village within walking distance. Visitors can easily enjoy award-winning beaches, locally owned restaurants, boutique shopping, live entertainment, and everything that makes Siesta Key one of the Gulf Coast’s premier destinations. Combining six renovated and furnished units, an established vacation rental operation, and an exceptional location near both the beach and Village, this property offers a compelling opportunity for investors seeking a turnkey income-producing property on Siesta Key. Rental performance history, income, and rental data are available.

104 Avenida Veneccia Unit 171, Sarasota

$8,190,000

5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code

A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota

$4,150,000

4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Completed in 2025, this exceptional residence offers a rare opportunity to step into a brand-new partially furnished home without the wait. As opportunities to purchase newly built homes on Siesta Key become increasingly limited, this home delivers the quality, craftsmanship, and peace of mind of new construction in one of the island's most desirable neighborhoods, just moments from Siesta Beach. Spanning more than 5,200 sq ft, the home has been thoughtfully designed with a floor plan that feels as good as it looks. Natural light fills the interiors through expansive PGT impact-rated windows and sliding glass doors, while soaring cathedral and coffered ceilings, wide-plank wood flooring, and clean architectural detailing create a timeless backdrop throughout. The spaces flow naturally from one to the next, striking the right balance between openness and definition. At the center of the home, the kitchen anchors the main living spaces. An oversized quartz island, custom cabinetry, Sub-Zero refrigeration, a Wolf gas range, and generous prep space combine beauty with everyday practicality. Overlooking the great room and dining area, it's where family naturally comes together, while a beautifully appointed wet bar adds another gathering place when entertaining friends. Like any great Florida home, the living spaces don't stop at the back door. Walls of sliding glass open to a covered lanai with a wood-paneled ceiling, leading to a heated pool and spa surrounded by lush tropical landscaping. An outdoor kitchen, pool bath, and outdoor shower complete a backyard designed to be enjoyed year-round, whether hosting family and friends or simply enjoying the privacy of your own home. The thoughtful layout continues with a privately positioned primary suite on the first floor, offering cathedral ceilings, dual walk-in closets, and a beautifully finished bath with a freestanding soaking tub, oversized walk-in shower, and dual vanities. A dedicated office, mudroom, and laundry room complete the main level. Upstairs, three additional en-suite bedrooms, each with walk-in closets and private baths, are joined by a den overlooking the pool, a spacious bonus room with its own Romeo and Juliet balcony, and a second laundry room, providing flexibility as your needs evolve. Built with concrete block construction, a standing seam metal roof, and impact-rated windows and doors throughout, the home reflects the lasting quality buyers expect from a newly completed residence. A split three-car garage and generous paver driveway reinforce the home's thoughtful design and everyday functionality. The location is every bit as compelling as the home itself. Just moments from Siesta Key Beach, you'll have one of the country's most celebrated stretches of coastline practically at your doorstep, while Siesta Village's restaurants, boutiques, and cafés are just minutes away. Downtown Sarasota is an easy drive across the bridge, offering exceptional dining, waterfront parks, galleries, marinas, and the performing arts. It's a location that strikes a rare balance between the relaxed pace of island living and the conveniences of the city. For buyers considering building on Siesta Key, this presents an increasingly rare opportunity. Instead of spending years acquiring land, designing, permitting, and building, you can enjoy a brand-new home from day one, with the home being offered furnished. Beautifully executed and ready now, this is a home built for the next chapter.

656 Tropical Circle, Sarasota

$719,000

2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

Welcome to Paradise, your own spot at SIESTA Key beach! Cozy and well-appointed for a long stay or a short time too. This villa has the LARGER square footage (1064 sq ft) in the Casa Blanca community. The property is part of the onsite rental program with some future bookings. Buyer has the option to continue or not. Boasting 2 large bedrooms and 2 full baths with the possibility to sleep 6, this is a family friendly place for beach trips. And this unit can hold the whole family nicely. Community heated pool is large, and lounge chairs are plentiful. Club house area is getting some updates and will be ready soon. Casa Blanca has an onsite manager; guests will have an easy time with keys and questions. Security cameras and a gate at the exit, plus a security guard can be there at peak times Renovated from top to bottom and completed in Feb of 2026, including new storm/hurricane windows and doors, the unit is sold turnkey, ready for rental income or immediate use. Furnished with neutral colors, it gives the beachy vibe, essential for relaxed stays. Kitchen is filled with all the necessary equipment to prep meals and snacks. Full size fridge and stove and a handy dishwasher, bring all your favorite groceries and eat in. The cabinets hold all you will need. Splashing in the Gulf or building a sandcastle it's easy to see why Siesta Beach is highly rated, LOCATION IS TRULY AMAZING, close to the charming village area with shops and dining choices or take the trolley for a free ride to other beach spots! The choices off the key are also quite vast. Florida studio Theater is in nearby downtown Sarasota, also the Opera house, Movie theaters, and the Ringling museum is fascinating for a day of exploration of the area's circus history. Mote Sea Aquarium is near and a must do for visitors. UTC, a modern mall, that has a superior collection of shopping, food and fun things to do. Stroll along the large lake at Benderson Park. Play golf at any of the highly rated courses. Fishing and boating options are available, choose a paddle tour, check out Myakka State Park, or the trail at Rothenbach Park for a day in nature. Bird watching is Audubon worthy at the Celery Fields. This barely scratches the surface of our Florida lifestyle, come and see Casa Blanca and you will want to STAY!

6154 Midnight Pass Road Unit 6-C, Sarasota

$1,295,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Island living begins here. Thoughtfully updated and meticulously maintained, this exceptional 2,216-square-foot, three-bedroom-plus-studio, two-bathroom residence seamlessly blends modern comforts with timeless coastal appeal in the heart of Siesta Key. From the moment you step through the front door, you're welcomed by a captivating view of the sparkling heated screened pool, setting the tone for a home designed to embrace effortless indoor-outdoor living. A desirable split-bedroom floor plan offers privacy and functionality, while porcelain tile flooring and impact-resistant windows and sliding glass doors enhance both comfort and peace of mind. The beautifully appointed kitchen features Cambria quartz countertops, a farmhouse sink, a gas cooktop, and a spacious island with additional storage, flowing seamlessly into the home's inviting living spaces. A charming shiplap-accented living room overlooks the tropical backyard, creating a warm and welcoming setting for everyday living and entertaining. Privately tucked away, the primary suite offers vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bath with a classic cast-iron clawfoot soaking tub. Step outside to your private island retreat, where the heated screened pool is surrounded by Shell-Lock pool deck and coping, an outdoor shower, landscape lighting, a mature oak tree, Christmas palm, and multiple Areca palms, creating a tranquil setting complete with a hammock for relaxing in the coastal breeze. Adding to the home's versatility, a private studio with its own exterior entrance offers endless possibilities as a home office, creative studio, fitness room, guest suite, or additional sleeping quarters. Additional highlights include a tankless water heater, a high-efficiency HVAC system with infrared filtration, recessed LED lighting throughout, and exceptional attention to detail. Perfectly positioned in the heart of Siesta Key, this remarkable home offers convenient access to world-renowned Siesta Beach, Siesta Village, and downtown Sarasota.

5125 Sandy Beach Avenue, Sarasota

$17,650,000

4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Sarasota

$1,300,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest.

801 Edgemere Lane, Sarasota

$649,900

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned in the desirable "A" Building, this beautifully maintained and furnished second-floor end unit offers breathtaking panoramic views of the Gulf of Mexico from the moment you walk through the door. Natural light pours into the residence, while expansive water views create a peaceful backdrop that defines true coastal living. Offering over 1,200 square feet, this two-bedroom, two-bath residence features a desirable split-bedroom floor plan that provides comfort and privacy for both owners and guests. Thoughtfully updated over the years and offered turnkey furnished, the condo is ready to enjoy immediately while still providing the opportunity to personalize over time. Whether you're preparing dinner with the Gulf as your backdrop, enjoying your morning coffee on the lanai, or ending the day with one of Siesta Key's unforgettable sunsets, every space is designed to embrace the waterfront lifestyle. Life at Island Reef extends well beyond your front door. Begin your mornings with a walk along the private beach at Turtle Beach, spend afternoons kayaking or paddleboarding through Little Sarasota Bay, or watch dolphins play in the Gulf from the community's beachfront pool. Boating enthusiasts will appreciate the community's bayside docks with lift capability and direct access to Sarasota Bay and the Intracoastal Waterway. Residents enjoy an impressive collection of resort-style amenities, including two heated pools, private beach access, tennis and pickleball courts, shuffleboard, a fitness center, clubhouse, library, fishing pier, kayak and bike storage, beautifully landscaped walking paths, on-site management, and covered parking. Ideally located on the quieter southern end of Siesta Key, Island Reef offers a relaxed coastal atmosphere while remaining just minutes from Siesta Key Village's dining, shopping, and entertainment. Don't forget to check out the complimentary trolley that goes directly to the village!! Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this is a Rare Opportunity to own a beautifully furnished & spacious Gulf-front Condominium in Island Reef one of Siesta Key's premier Gulf-to-Bay communities, where lush tropical landscaping, resort-style amenities, private beach access and unmatched Coastal lifestyle come together harmoniously to create the perfect place to feel at Home. Call today to Book a Private Showing - these opportunities don't last long!

8764 Midnight Pass Road Unit A201, Sarasota

$1,200,000

3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

Luxury Coastal Contemporary Home all on the first floor with no stairs anywere...This 3 Bedroom Pool Home on Siesta Key offers an Oversized Primary Bedroom with a ensuite bathroom, large roll in shower, Two custom closests, seperate den/workout room looking over the heated pool. Two additional oversized Bedrooms one with a King bedroom set and the other with a Queen and two twins which sleeps 4 or can be modified to a king bedroom also Custom closets and smart tv's. Beautifully appointed and fully turnkey furnished, this exceptional residence features an open and inviting floor plan with designer finishes, spacious living areas, and a fully equipped kitchen with stainless steel appliances. Step outside to your own private tropical paradise, complete with a sparkling pool, outdoor covered dinnig and a Grill area, lush landscaping, and a beautifully maintained backyard designed for relaxing or entertaining. Whether you're enjoying your morning coffee by the pool or hosting friends for an evening under the stars, this outdoor space is truly spectacular. Additional features include a 2-car garage,outdoor shower, in-home laundry, ample storage,a second french door refrigerator with a cafe ice maker and everything needed for year-round living. Ideally located just minutes from Siesta Key's world-famous beaches, fine dining, shopping, marinas, and downtown Sarasota, this home offers the ultimate Florida lifestyle. Luxury at its best—this exceptional Siesta Key home offers the perfect opportunity to enjoy year-round island living in one of Florida's most desirable locations. A must see!

734 Birdsong Lane, Sarasota

$975,000

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

Welcome to Unit 604 in the highly desirable North Tower of Whispering Sands. Perched perfectly to capture breathtaking, unobstructed direct views of the Gulf of Mexico, this spotless unit is the ultimate coastal canvas. Maintained with immaculate care, it is entirely ready for you to bring your design dreams to life with a custom remodel. Living here means embracing a premium resort lifestyle with exclusive access to a private beach featuring Siesta Key's famous powdery white sand, two heated community pools, and a clubhouse. Best of all, you can leave the car behind this prime location is just a short, leisurely stroll from the vibrant Siesta Key Village, putting all the best boutique shops, lively entertainment, and top-tier restaurants right at your fingertips.

19 Whispering Sands Drive Unit 604, Sarasota

$7,675,000

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, Sarasota

$999,900

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

783 Birdsong Lane, Sarasota

$665,000

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1142 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit B, Sarasota

$4,500,000

5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code

There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit A, Sarasota

$699,000

2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code

Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

5600 Beach Way Dr Unit 213, Sarasota

$364,000

1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$1,050,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5780 Midnight Pass Road Unit 407, Sarasota

$1,250,000

2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Discover the best of island living on world-famous Siesta Key, celebrated for its powder-soft white sand, crystal-clear turquoise waters, and relaxed coastal lifestyle. Whether you're looking for a full-time residence, vacation retreat, or income-producing investment, this charming property offers the opportunity to own your own piece of paradise. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale. With strong year-round rental demand, this property combines an exceptional island lifestyle with attractive investment potential. All measurements are approximate and should be independently verified by the buyer.

5128 Oxford Drive, Sarasota

$4,795,000

4 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Under Construction. New construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.

5572 Shadow Lawn Drive, Sarasota

$1,850,000

3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

5880 Midnight Pass Road Unit 907, Sarasota

$1,200,000

2 Beds ⋅ 2 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.

5108 Sandy Shore Avenue, Sarasota

$4,795,000

4 Beds ⋅ 5 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4857 Primrose Path, Sarasota

$999,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Ph 4 SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

5760 Midnight Pass Road Unit #209D, Sarasota

$1,125,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertops, new appliances and plenty of cabinetry for storage. The open floor plan is great for entertaining. Comfortably sleeps 6 people. Both bathrooms have been beautifully updated. New wood flooring follows throughout with tile in the kitchen. The unit offers an inside laundry room and an owner’s storage closet for your beach toys! Enjoy several upgrades including ceiling fans in each room, crown molding, custom trim woodwork and more! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Schedule a showing today!

5790 Midnight Pass Road Unit 209, Sarasota

$500,000

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. 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.

8773 Midnight Pass Road Unit 302G, Sarasota

$385,000

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits!

1215 S Portofino Drive Unit 107, Sarasota

$1,100,000

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.

6234 Midnight Pass Road Unit 307, Sarasota

$499,000

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

WATER VIEWS FROM EVERY ROOM! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,GATHERING AREA,BOAT SLIP,BEACH ACCES- LIVE IN PARADISE EVERYDAY IN this STUNNING RENOVATED CANAL-FRONT condo designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.

1300 N Portofino Drive Unit 406, Sarasota

$582,000

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

This is the Gulf front opportunity buyers wait for. Positioned in the highly sought after A Building at Island Reef, this two bedroom, two bath beach condo offers direct Gulf front views that simply cannot be duplicated, and is currently the lowest priced Gulf front 2/2 property on Siesta Key. Held in the same family for over 30 years, the condo has been meticulously maintained and remains exceptionally clean and comfortable as it sits today. It presents a rare combination of immediate usability and the opportunity to thoughtfully update over time, allowing a new owner to create their own vision in one of the most desirable Gulf front locations on the island. From the moment you walk in, your eye is drawn straight through to the water. The view opens across the pool, the natural flow of the grounds, and out to the Gulf of Mexico, creating a sense of space, calm, and connection that defines true waterfront living. It is the kind of view that makes you pause and take it in. The layout offers a true split floor plan, providing privacy and comfort for both owners and guests. The main living areas are open and relaxed, with Gulf views from the dining area, living room, and primary bedroom. The kitchen is generously sized, with an eat in area and built in desk space that adds flexibility, while natural light fills the space and keeps it bright and inviting. The primary suite is spacious and set apart as its own retreat, complete with an en suite bath and room to unwind. The guest bedroom is positioned on the opposite side, offering separation and privacy. A full size laundry room adds a level of everyday convenience not always found in beach condos. Impact windows are currently being installed on the lanai, adding long term value, peace of mind, and enhancing the indoor outdoor experience that is so central to Gulf front living. Island Reef is known for its true Gulf to Bay lifestyle. Mornings begin with walks along the private beach at Turtle Beach, afternoons are spent kayaking toward Midnight Pass or relaxing by the Gulf side pool, and evenings are centered around sunsets that never repeat themselves. On the bay side, boats pass throughout the day, adding another layer of movement and life to the setting. The community offers bay access with dockage and lift capability, along with direct access to Sarasota Bay and the Gulf beyond. Two heated pools, including the beautifully positioned Gulf side pool, along with tennis, pickleball, and shuffleboard courts create an active yet balanced lifestyle. Residents enjoy a clubhouse, library, fitness rooms, and gathering spaces designed for both connection and relaxation. Additional features include kayak and bike storage, a fishing pier, on site management, and a well run on site rental program offering monthly rental opportunities, providing flexibility for owners who wish to offset expenses. Winding walkways connect the community through mature landscaping and open green space, while brick paver parking areas, covered parking, secure lobby entry, elevator access, and guest parking all add to the ease of ownership. Call today for your private showing. Gulf front opportunities in this building, at this price point, are rare and do not last. Video, 3D tour, and floor plan available.

8764 Midnight Pass Road Unit A202, Sarasota

$1,250,000

2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code

An exceptional opportunity to secure a Gulf-front residence in the highly sought-after Sarasota Surf & Racquet Club on Siesta Key. Positioned on the 5th floor, this two-bedroom, two-bath condominium offers sweeping, unobstructed views of the Gulf of Mexico?the kind of breathtaking backdrop that defines true beachfront living. With 1,195 square feet of interior space plus an expansive 200-square-foot lanai, the layout provides the perfect canvas to create a custom coastal retreat tailored to your personal vision. From sunrise reflections to vivid sunset skies, the panoramic water views take center stage from the main living areas and outdoor space, delivering an ever-changing coastal experience. Sarasota Surf & Racquet Club is known for its prime beachfront location and resort-style setting, offering residents access to a wide array of amenities including tennis courts, swimming pools, fitness facilities, and direct access to Siesta Key?s world-renowned white sand beach. The community?s established reputation and desirable location continue to make it a favorite for both personal enjoyment and long-term investment. Offered at a compelling value reflective of its unique opportunity, this residence presents a rare chance to sec

5924 Midnight Pass Road Unit 507, Sarasota

$1,150,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.

6266 Midnight Pass Road Unit 404, Sarasota

$340,000

1 Beds ⋅ 1 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code

Milestone completed with no repairs required. THE LOWEST price in this building over the last 5 years to be had at an amazing bargain. Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value combination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Sarasota

$1,490,000

2 Beds ⋅ 2 Baths ⋅ Heron Lagoon Lodge Sub SubDv. ⋅ 34242 Zip Code

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Sarasota

Browse All Properties for Sale with Outdoor Shower

Siesta Key Real Estate & Homes With Outdoor Shower