Refine Search
Sort by
$1,481,696
4 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again.

1136 Seaside Drive, Sarasota

$1,295,000
1 Beds 2 Baths Terrace SubDv. 34242 Zip Code
New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.

5400 Ocean Boulevard Unit 5-3, Sarasota

$600,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Stunning Penthouse with Full Bay Views in Island Reef, Siesta Key! Experience luxury coastal living in this spectacular penthouse at Island Reef, one of Siesta Key’s premier Beach-to-Bay communities. Boasting wraparound panoramic water views, this unit offers some of the best vistas in the entire complex. This beautifully updated 2-bedroom, 2-bathroom condo features luxury vinyl flooring throughout, a modernized kitchen with granite countertops, stainless steel appliances, a convenient breakfast bar, additional cabinetry, and recessed lighting in the remodeled ceiling. The popcorn ceilings have been removed, giving the space a sleek and contemporary feel. The glass-enclosed lanai allows for year-round enjoyment of breathtaking bay views. An in-unit laundry room and storage closet provide added convenience, with recent updates including a new washer/dryer and water heater, ensuring move-in-ready comfort. Island Reef offers an array of exceptional amenities, including private beach access to the Gulf of Mexico, two heated swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse with frequent social events. Additional amenities include shuffleboard courts, a library, a billiards room, grilling patios, boat docks, a fishing pier, and a kayak launch. The community also provides covered parking, on-site management, a car wash area, and building security, all within a pet-friendly environment. Located on the serene south end of Siesta Key, this unit is close to dining, shopping, and the vibrant culture of Sarasota. The free Siesta Breeze Trolley stops right outside the property, making it easy to explore Siesta Village and other island destinations. Don’t miss this opportunity to own a truly exceptional penthouse in one of Siesta Key’s most desirable communities!

8779 Midnight Pass Road Unit 504H, Sarasota

$490,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to Island Reef, an amenity rich Gulf to Bay resort where living the dream meets reality. Located on the tranquil southern end of Siesta Key you are just steps away from enjoying boating activities on the Intercoastal, a day at leisure on the beach or taking in a beautiful sunset over the Gulf. Come see this BAYSIDE condo that has undergone a remodel to include raising the ceiling in the kitchen and dining room areas, retexturizing all ceilings in the condo and installing plank tile flooring in the dining, living and both bedrooms. The kitchen features solid wood cabinetry to the ceiling, granite countertops, stainless steel appliances and an enlarged pass through to the dining area. The final piece of the remodel includes a customized office nook with a built-in desk with overhead and adjoining storage cabinets. Meticulously cared for this light and bright condo with white/off white colors throughout provides a neutral pallet for all your furniture and decorating ideas. The spacious Primary Suite features sliders to the screened and glass enclosed lanai, a large walk-in closet, bathroom with dual sinks and a walk-in shower. A generous-sized guest bedroom with shower and bath is ideal for family or guests. With its open floor plan the focal point of this condo is the spacious living/dining room which flows into the east facing tiled screened lanai; a perfect place to enjoy the dawn of a new day or a shady respite in the afternoon. For your peace of mind, the A/C unit was replaced in May 2024 and the hot water heater in 2020. At Island Reef the vacation never ends with your choice of two heated pools, a remodeled clubhouse, fitness room, newly resurfaced lighted tennis and pickleball courts, barbeque patios with gas grills, deeded beach access, boat docks, fishing, a place to store your bike or kayaks and so much more. In true island fashion you can walk to the front entrance of the complex, hop aboard the free classic style Breeze Trolley and enjoy a fun and relaxing day venturing out to a wide variety of restaurants, bars, gourmet grocery stores and shops on the Siesta Key while your car is parked in the shade of your deeded carport space. If you’re looking for a seasonal refuge from our Northern winters, a full time residence or an investment with attractive rental possibilities you can’t go wrong at Island Reef.

8773 Midnight Pass Road Unit 205G, Sarasota

$780,000
3 Beds 3 Baths Island Reef SubDv. 34242 Zip Code
Bright, beachy 3 bedroom corner condo at beautiful Island Reef Condominiums on south Siesta Key. This large unit has over 2000 square feet of inside and lanai living. Recent updates include new paint in grey tones and new carpet in the 2 bedrooms and an updated third bedroom. It is move-in-ready for the new owner. The large kitchen includes granite countertops, soft close drawers, a built-in desk, and a large breakfast bar. From the kitchen and dining area you can enjoy expansive views of the courtyard and grill area with a glimpse of the intracoastal waterway. The condo has a spacious open floor plan that allows for the kitchen, dining, and living areas to flow together and out to the large lanai. The large master bedroom has a wonderful updated ensuite bathroom with dual sinks. There is also a large walk-in closet. The bedroom opens to the lanai were there are wrap around views of the pool and courtyard. Bedroom 2 has a murphy bed and has ample room for dressers, or even an additional bed. The ensuite bathroom has a shower, 2 sinks, and a walk-in closet and dressing area. Bedroom 3 has built -in closets and room for a single bed and dresser. Down the hall is a powder room bathroom. The walk-in laundry room with washer, dryer, and storage shelves is a big plus . This great 2000 foot condo is perfect for year-round living or snow birding. For those who like to entertain guests, this unit lives like a house with none of the work. if you love boating or fishing, the docks are short walk through the courtyard. Boaters may apply for a boat slip-first come. Slips are available at this time. Island Reef is one of Siesta Key's premier condo complexes. It is located on south Siesta Key in a beautiful residential area. The complex runs from the Gulf of Mexico to the Intracoastal Waterway. Amenities include: the beach, 2 heated pools, tennis and pickleball courts, a fitness room, clubhouse, bike and kayak racks, grilling patios, boat docks, shuffleboard, a pool table, a video game room, library, and a fun social calendar. There are regular men and women's golf outings. From Island Reef you can take a short walk to three neighborhood restaurants, a marina with boat rentals, and the Turtle Beach playground. The free Siesta Key trolley runs every 20 minutes and makes stops at Island Reef. Hop the trolley, avoid the parking hassle as you ride to Siesta Beach, Siesta Village, and any other destination on Midnight Pass Rd. Island Reef 206G is paradise found! Call for a private showing appointment. There is an on-site rental program. NOTE; Furnished rooms are virtually staged.

8773 Midnight Pass Road Unit 206G, Sarasota