Siesta Key FL Recently Sold Homes

Siesta Key Recently Sold Homes

Find the recently sold home listings in Siesta Key FL, today! Looking for new homes? Check out the latest Siesta Key homes for sale.

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Recently Sold Homes in Siesta Key FL

$1,475,000
3 Beds 3 Baths Siesta Towers SubDv. 34242 Zip Code
Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota

$1,350,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and coastal beauty. Inside, you’ll find thoughtful updates throughout, including a recently renovated primary bathroom and elegant porcelain tile floors that flow seamlessly from room to room. The large kitchen is a standout feature, designed for both functionality and entertaining. It boasts granite countertops, abundant cabinet storage with custom drawers, a wine fridge, a double Dacor oven, two sinks, and a charming breakfast nook where you can enjoy your morning coffee. Just outside, Building F features its own clubhouse and a sparkling pool only steps from your door, offering both convenience and a touch of exclusivity to everyday living. As a resident of Gulf & Bay Club, you’ll enjoy an unparalleled array of resort-style amenities on 32 acres of pristine, beautifully landscaped grounds. Spend your days lounging on 800 feet of private, powdery white sand, or take advantage of three heated pools, six tennis courts, six pickleball courts, a basketball court, a racquetball court, and a state-of-the-art fitness center complete with a yoga studio and dry saunas. Two clubhouses provide inviting spaces to gather, with lounges, a library, billiards, and Wi-Fi. Barbecue areas, picnic spots by freshwater lakes, and free EV charging stations make it easy to entertain and unwind. Just beyond the gates, you’re moments away from Siesta Key’s vibrant dining, shopping, and the iconic Sunday Drum Circle. Combining spectacular views, meticulous upgrades, and the unmatched amenities of Gulf & Bay Club, Unit 405 offers a rare opportunity to embrace the very best of coastal living. This is more than a home—it’s a lifestyle you’ll treasure every day.

5740 Midnight Pass Road Unit 405, Sarasota

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

5916 Midnight Pass Road Unit W102, Sarasota

$1,290,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the Gulf. Balconies on the penthouse level are two feet wider than the floors below and offer the ultimate in privacy and tranquility, allowing you the opportunity to enjoy the breathtaking sunsets while watching the soothing waves roll in without interruption. To make this offer even better, there are new impact windows and sliding doors, water heater installed in 2019, HVAC installed in 2021 and a large private storage locker just outside the front door. Whispering Sands is a resort-style community with amenities that include two swimming pools, two clubhouses, exercise rooms, a picnic area with a tiki hut and grills, kayak and canoe storage, a large lagoon, meticulously landscaped grounds and more than 800 feet of private beach. Situated in the heart of world-renowned Siesta Key Village, you'll have private access to the island's vibrant dining, shopping and entertainment scene along with all the services you'll need to enjoy an island lifestyle. And you’ll be just minutes from the many cultural attractions Sarasota offers such as the Ringling Museum, Selby Botanical Gardens, the Florida Studio Theatre, Sarasota’s own Opera, Orchestra and Ballet, the Van Wezel Performing Arts Center, Mote Marine, Sarasota Jungle Gardens, world-class golf courses, professional sports teams and much more. Whether you're seeking a vacation retreat, investment property, or year-round beachfront living, this Whispering Sands condo offers a remarkable opportunity.

20 Whispering Sands Drive Unit 1205, Sarasota

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

1123 Crescent Street Unit 1123/1125, Sarasota

$1,305,000
4 Beds 4 Baths Point Of Rocks Terrace SubDv. 34242 Zip Code
EXCEPTIONALLY RARE - A Siesta Key Unicorn! This 4-bedroom, 4-bath property offers the opportunity to use as a Personal Residence (perfect for multi-generation living), Vacation Home or Duplex. This property is zoned for DAILY rentals, making it ideal for AirBNB! Just a short stroll to the world-famous sugary white sands of Siesta Key Beach, this charming coastal gem is beautifully renovated, decorated in soft beach-inspired hues with comfortable furnishings, tropical décor, and easy-maintenance tile flooring throughout. Designed for both lifestyle and performance, the property is being sold fully furnished and turnkey. Outside, enjoy a fenced, heated pool area surrounded by lush tropical landscaping that creates a private oasis for relaxation. The pool area offers brand-new lounge chairs, a grilling area, and outdoor dining for six—perfect for entertaining guests or unwinding after a day at the beach. There are four assigned parking spaces directly in front, adding convenience for owners and guests alike. This property offers exceptional flexibility and appeal. It is currently being professionally managed as a duplex with future bookings in place and a strong rental history. Whether you are looking for a personal residence for multi-generational living, a place to live AND generate rental income, or a high-performing short-term rental investment, this is it! The property is currently managed by a professional local vacation rental company, making ownership seamless and low-stress. Located close to shopping, dining, trolley stops, South Siesta Key Village, and more, this is a prime location that continues to attract repeat visitors year after year. Call now to schedule a private showing of this must-see property.

1123 Crescent Street Unit 1123/1125, Sarasota

$670,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Price Drop of 20K - best price for a Tower Unit in Our House at the Beach !Strong Rental Income – Across from Siesta Beach! Totally updated 2 bed / 2 bath condo in the West Tower of “Our House at the Beach”, directly across from Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor in 2024. This second-floor unit offers incredible natural light and nearly 270 degrees of wraparound views thanks to 46 feet of sliding glass doors in the living and dining areas. This unit is turnkey furnished (excluding some artwork and personal items) and features luxury plank vinyl flooring throughout, with updated bathrooms and a gorgeous, remodeled kitchen with granite countertops, stainless steel appliances, and a pass-through to the main living area. The spacious primary bedroom offers abundant windows and a bright, airy feel. Both bathrooms have been tastefully upgraded. Enjoy two oversized balconies, perfect for relaxing after a day at the beach or hosting guests. This is not just a beach retreat—it’s a solid investment: • $32,900 gross rental income in 2023 • $28,000 in 2024 (despite storms) • Projected $40,000+ in 2025 with owner use! Weekly rentals allowed, boosting occupancy and revenue potential. The $45,000 special assessment (impact glass & more) is fully paid by the seller. Community amenities include: • Heated pool • 2 tennis courts • Grilling pavilion • Assigned covered parking • In-unit full-size washer/dryer • Pet-friendly (owners may have 1 pet up to 15 lbs) Units in the West Tower rarely come on the market—last year’s sale went for significantly more. This is your chance to own a beautifully maintained, income-producing condo across from one of the world’s most beautiful beaches!

1001 Beach Road Unit A203, Sarasota

$2,535,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Welcome to “Villa del Roble” (Oak Villa) on Siesta Key’s Grand Canal—a true boater’s dream and an elevated waterfront residence that remained free of flooding during recent hurricanes. Timeless elegance and refined sophistication hallmark this thoughtfully remodeled home, beautifully preserving its authentic old world charm and offering 3,200+ square feet on two floors, including four bedrooms, an office, and three full and one-half baths. A masterpiece of craftmanship, this light-filled home showcases soaring ceilings, walls of windows, and expansive outdoor living spaces. And with over 70 feet of water frontage on the coveted Grand Canal, a 10,000-lb lift, two davits, and a Trex dock, the property provides effortless boating access directly from your backyard. Enjoy the heated pool and spa, intimate al fresco dining, a charming Tiki Hut, and a serene courtyard anchored by the majestic oak tree that inspired the home’s name. The remodeled kitchen shines with Sub-Zero and Thermador appliances, a gas cooktop, pendant lighting, stone countertops, and a well-appointed pantry – ideal for any culinary enthusiast. The sunroom, filled with natural light, has a convenient wet bar and offers peaceful canal views. The elevated main-level primary suite includes private outdoor access, a generous walk-in closet, and a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. A dedicated office and powder bath complete the main floor, while three additional bedrooms (one that could serve as a secondary primary) and two full bathrooms upstairs provide ideal accommodations for family and guests. Conveniently located near Out-of-Door Academy and minutes from Siesta Key Beach, Siesta Key Village, and Sarasota’s world-class dining and shopping, this home combines exceptional boating amenities, elevated construction, and refined coastal living in one of Sarasota’s most coveted waterfront settings.

4757 Higel Avenue, Sarasota

$1,200,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.

6480 Midnight Pass Road Unit 211, Sarasota

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

4833 Featherbed Lane, Sarasota

$535,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Experience coastal living at Sunrise Cove, one of Siesta Key’s most amenity-rich and sought-after waterfront communities. This beautifully updated 2-bedroom, 2-bath residence offers an ideal location directly on Sarasota Bay and just across from the turquoise waters and sandy shoreline of Turtle Beach. Updated within the last four years and offered turn-key furnished, this home features impact-rated windows, new flooring, upgraded lighting, HVAC, and kitchen improvements, all designed with a bright coastal aesthetic. The open concept layout flows from the kitchen to the dining and living areas and out to a private terrace where breathtaking sunrises over the bay greet you each morning. With the recent opening of Midnight Pass, the bay now boasts exceptional water clarity in vibrant blues and greens. Boaters will appreciate the rare ability to dock on property at the expansive new dock and slips currently under construction, with an additional full-service marina conveniently located at the adjacent property. Sunrise Cove offers true resort-style amenities including two heated waterfront pools, a recently updated clubhouse with kitchen, ping-pong and billiards, a fitness center, BBQ and picnic area, two lighted tennis/pickleball courts, kayak storage and launch, covered parking, and a washer and dryer on every floor. A popular bayfront restaurant is just steps away, with more dining, shopping, and nightlife a short distance up the road in Crescent Village. This residence delivers the perfect combination of beach access, boating, and amenity-rich island living—move in this season and enjoy the best of Siesta Key.

8977 Midnight Pass Road Unit 223, Sarasota

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