Sarasota/Crescent Beach/Siesta Key Real Estate

Sarasota/Crescent Beach/Siesta Key Real Estate

Sarasota/Crescent Beach/Siesta Key is a stunning region located in Sarasota County, Florida. Siesta Key, a charming city within this region, is known for its beautiful white sand beaches and crystal-clear turquoise waters. With its laid-back atmosphere and vibrant community, Siesta Key offers a perfect blend of relaxation and entertainment.

One of the main attractions in the area is Crescent Beach, a picturesque stretch of coastline that is perfect for sunbathing, swimming, and beachcombing. The powdery white sand is unique to this region and is composed of 99% pure quartz, making it cool to the touch even on the hottest days.

In addition to its stunning beaches, Sarasota/Crescent Beach/Siesta Key is also renowned for its cultural scene. The region is home to numerous art galleries, theaters, and museums, including the John and Mable Ringling Museum of Art, which showcases a vast collection of European paintings and sculptures.

Nature enthusiasts will also find plenty to explore in the region. Nearby Myakka River State Park offers opportunities for hiking, camping, and wildlife spotting. Visitors can take a scenic airboat tour to observe alligators, birds, and other native wildlife in their natural habitat.

Whether you're looking for a peaceful beach getaway or an adventure-filled vacation, Sarasota/Crescent Beach/Siesta Key has something for everyone. Its breathtaking natural beauty, cultural attractions, and warm community make it a truly special place to visit or call home.

Newest Listings in Sarasota/Crescent Beach/Siesta Key

$899,000
3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Welcome to great potential and endless possibilities on Siesta Key. This three bedroom, 2 bath pool home on one third of an acre in the Waterside East neighborhood is conveniently located for easy access on and off the island via the north bridge, and just a short bike ride to the vibrant Siesta Key Village and the world-famous Siesta Key beach. Enjoyed as a permanent residence by the current owners since 1989, it is ready for the next chapter awaiting a new owner to bring their vision to transform it into their personal oasis. Re-plumbed in 2011, new roof 2014 and entire interior freshly painted September 2024. A popular split bedroom floor plan features an ensuite primary bedroom with lanai access on one side of the home and two guest bedrooms sharing a bathroom on the other. Garage with side service door and built in shelving has new beautiful epoxy-finish floor. The yard is spacious on all four sides and presents opportunity for various scenarios including a circular drive, a grassed lawn and additional fences. The pristine private pool on screened lanai is surrounded by tiled patio with undercover space. No through traffic on this short cul-de-sac lane off of Commonwealth Drive. Whether as a vacation home or a permanent residence, the Siesta Key lifestyle affords the tranquil island dynamic coupled with diverse dining options, shopping galore, pristine award-winning beaches and just a few minutes to the mainland and Southside Village and downtown Sarasota. Don't miss out on this chance to embrace the coastal lifestyle on Siesta Key at a price point that leaves room for you to make your mark and see this home shine.

631 Venice Lane, Sarasota
$869,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Rarely available PENTHOUSE! Whether it's the shimmering city lights at night or a dazzling sunset that paints the sky with hues of orange and pink, this penthouse's vantage point provides a breathtaking backdrop for everyday living. Direct beach access, 2 bedroom/2 bathroom unit, fully furnished with everything you need. Just bring a suitcase. This bright unit features stainless steel appliances, porcelain tile flooring, crown molding, and elegant bathrooms. With plenty of storage, in-unit laundry, newer impact windows (2013), and A/C (2012), you can relish the Gulf breezes or stay cool during the summer heat. Peppertree Bay is an exceptional Beach to Bay complex that covers 16 acres, offering private deeded beach access, a fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis/pickleball courts, and BBQ areas. Ideally located near Siesta Key Village, you'll have easy access to trolleys, frog hopper transportation, shopping, dining, and entertainment. Downtown Sarasota and its vibrant arts scene are just a short drive away. Contact us today to schedule a showing and discover the luxury of beachside living on Siesta Key.

1200 E Peppertree Lane Unit 607, Sarasota
$2,100,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Welcome to 14N, located at Island House Beach Resort! This is an exquisite coastal retreat nestled along the widest expanse of one of Florida's most celebrated beaches. This impeccably maintained complex is a sanctuary where the pristine white sands meet the tranquil turquoise waters of the Gulf of Mexico. From the moment you step inside this 3rd-floor, 2-bedroom, 2-bathroom residence, spanning 1,300 square feet, you're greeted with stunning views of swaying palms and the breathtaking beauty of the coastline. The open-concept living and dining areas are enhanced by elegant luxury vinyl flooring, while the fully equipped kitchen boasts brand-new, state-of-the-art appliances, perfect for both casual and gourmet cooking. Two private porches invite you to savor the gentle Florida breeze and take in the spectacular sunsets that paint the sky each evening. Island House Beach Resort offers an array of exclusive amenities, including two beach cabanas, complimentary beach chairs, and a beautifully landscaped courtyard with shuffleboard. Take a dip in the expansive heated pool or challenge friends in the recreation room, featuring pool tables, ping pong, and air hockey. The surrounding area is abundant with charming shops, fine dining, and endless activities, ensuring there's always something to captivate your senses. Indulge in the ultimate beachfront lifestyle at Island House Beach Resort, where every day feels like a vacation.

6142 Midnight Pass Road Unit 14N, Sarasota
$3,200,000
3 Beds ⋅ 3.5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Welcome to 7665 Sanderling Road, a modern coastal retreat set on over an acre, that blends luxury with the charm of mid-century design and the amazing amenities of the Sanderling Club. Enjoy the property just as it is or explore the endless possibilities for building your dream home or compound to take advantage of endless water and sunsets views. This residence greets you with an expansive circular shell stone driveway, offering a grand approach to the home. Upon arriving, you are welcomed into an open entry that flows seamlessly into the main living areas. The living room is a perfect space for relaxing or entertaining, with built-in shelves, a large window inviting natural light, terrazzo floors, and a cozy fireplace framed by shiplap accent walls. Just beyond, tri-fold glass doors open into the bright Florida room, also featuring terrazzo floors, creating an inviting indoor-outdoor living experience. A unique concrete wall separates the living spaces from the dining area, complete with built-in bar seating. The kitchen is a chef’s dream, featuring custom soft-close cabinetry, quartzite countertops, and Bosch appliances, including a gas cooktop, oven, fridge, and dishwasher. Huge windows offer serene views of the lagoon, enhancing the kitchen’s appeal. Stepping outside, the home offers a shell-crete pool deck with ample lounging and dining spaces. The heated pool is complemented by a shuffleboard court and firepit seating area, creating the perfect setting for outdoor gatherings. Heading upstairs, the staircase leads to a versatile bonus room with built-in closets, large windows showcasing water views, and a full bathroom featuring a tub/shower, built-in vanity, and stylish tile accents. From here, access the rooftop deck, where panoramic views overlook the pool, property grounds, and the peaceful Heron Lagoon. The primary suite is a tranquil sanctuary with high beamed ceilings, large windows, and shell-crete floors. Sliding glass doors lead to a private deck that bathes the room in natural light and offers direct views of the lagoon. The en-suite bathroom features a floating dual-sink vanity, a glass-enclosed walk-in shower, a private water closet, and a linen closet. The enormous walk-in closet is a highlight, offering custom organization with built-in storage and soft-close drawers. Completing the residence, two guest bedrooms are located on the main level with a full guest bathroom, offering comfort and convenience for guests.. Also on the main level is a butler’s pantry for additional storage, a spacious laundry room and a convenient half bath. Community members enjoy activities and social events in a clubhouse designed by famed architect Paul Rudolph, with a large waterfront patio and grilling area with beach/Gulf access, Har-Tru tennis courts, pickleball, and a playground. Enjoy breathtaking sunset and Gulf of Mexico views from the iconic Sanderling Club beach cabanas and clubhouse. The community also offers a private marina with direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. The property is located minutes from Siesta Key’s crystal quartz sand beaches and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota is a short drive away. This property is one of the largest lots on Heron Lagoon in Sanderling – prime for redevelopment as it would offer amazing views and is large enough to accommodate a significant home/compound.

7665 Sanderling Road, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
Beachside Bliss at Bay Oaks on Siesta Key! Welcome to your ultimate coastal escape! This stunning 2 bedroom, 2 bath condo at Bay Oaks offers the perfect blend of island living and modern comfort, just steps away from the world-famous Siesta Key Beach. We are the lowest priced TRUE 2 bedroom turn-key furnished weekly rental on Siesta Key! Start your mornings with a coffee on your private balcony, overlooking lush tropical landscapes. The open-concept living area flows seamlessly into the dining space, perfect for entertaining after a sun-soaked day. Each bedroom is a serene retreat, complete with spacious closets and natural light pouring in from large windows. Bay Oaks offers resort-style amenities: swim in the sparkling pool, take a stroll along the private fishing pier, or challenge friends to a game of tennis or shuffleboard. And when the sun goes down? You’re just a moments ride on the free trolley to the vibrant nightlife, dining, and shopping of Siesta Key Village. Whether you’re looking for a personal oasis or a lucrative rental investment, this slice of paradise is calling your name. Pack your flip-flops, and start living the beach life today! Call for your private showing and you can own your very own piece of Siesta Key!

6157 Midnight Pass Road Unit E12, Sarasota
$1,080,000
3 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Turn Key Furnished!! Great Location! Endless Summers on Siesta Key!! Bayside, 3 Bedroom 3 Baths. All 3 Bedrooms have Partial Gulf Views, as well as the walk up!! Your own private beach! Excelsior offers resort style living with 2 heated pools, each with a whirlpool, Tennis, Pickle Ball, Shuffleboard, and Fitness center. Enjoy beach to bay living; fishing off the beach or the intracoastal, as you have access to both! Covered parking and ground floor storage are added benefits. Quick to get on and off the Key. Walk to the South Village, or take the Siesta Breeze Trolley to the North Village for free. Siesta Key Beach's shores are mostly mineral quartz, which results in pure and pristine sand that is actually perfectly ground bits of quartz. Some say it has Magical powers, Siesta Key awaits....

6263 Midnight Pass Rd Unit 301, Sarasota
$6,700,000
4 Beds ⋅ 4.5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Discover an unparalleled opportunity to own a piece of paradise in one of Siesta Key's most coveted locations. Welcome to 8440 Sanderling Road, a stunning architectural masterpiece nestled within the prestigious Sanderling Club, one of the most sought-after gated communities on the Gulf Coast. Designed and built by Ruth Dierks, this home is a noteworthy example of regional Modernist style, influenced by the Sarasota School of Architecture and "Orient and South Seas" aesthetics. Boasting 4 spacious bedrooms, 3.5 bathrooms, and 3,302 square feet of living space, the home’s design blends seamlessly with its coastal landscape surroundings. Sited on over an acre of land with 275 feet of beach frontage, you’ll enjoy private access to a secluded stretch of the Gulf-front shoreline. On the lagoon side, a kayak dock provides direct access to the tranquil waters of Heron Lagoon. The home has been preserved in its original condition, maintaining its architectural integrity and historical value. Adding to its allure, the estate serves as a volunteer site for the Mote Marine Turtle Preservation Program, contributing to local conservation efforts. This property is a rare gem for those seeking timeless beauty in a private, Gulf-front setting that embodies the essence of coastal living.

8440 Sanderling Road, Sarasota
$975,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With conveniences like in-unit laundry and a recently renovated covered carport, this residence offers quintessential and elevated island life. Gulf & Bay Club is situated on 32 acres of manicured tropical landscaping, with a gate and guard, 800 feet of private beach with pristine sugar white sand. Enjoy the comfort of 24-hour gated security, heated pools, a fitness center, dry saunas, a hot tub, tennis courts, racquetball, pickleball courts, walking trails and an engaging social calendar. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The clubhouse has a library, bar, pool table, and TVs for your enjoyment. Electric car charging stations and on-site car wash. You are moments away from Siesta Village to enjoy outdoor dining with live music, specialty shopping, and more! Take a short trip to downtown 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.

5760 Midnight Pass Road Unit 702, Sarasota
$765,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2 BTH with spectacular Gulf of Mexico views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel. Delight yourself at the HT amenities including heated resort style pools, 3Har-Tru tennis courts, fitness center, sauna, clubhouse, a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

5855 Midnight Pass Road Unit 420, Sarasota
$800,000
2 Beds ⋅ 1.5 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code
Rare 2 Bedroom Condo Gem Steps Away from the World Famous Siesta Key Beach, rated one of the top beaches in the world! Welcome to one of Florida's most sought-after locations, this exceptional turnkey furnished condo offers the epitome of coastal living just moments from the pristine shores of Siesta Key Beach. Step into luxury with this meticulously designed residence boasting unparalleled craftsmanship and attention to detail. This rarely available updated 2 bedroom condo includes 1.5 bathrooms spread across 840 square feet of thoughtfully curated living space. The allure of this condo is heightened by its enviable location mere steps away from the renowned Siesta Key Beach, famous for its powdery white sands and crystal-clear turquoise waters. Spend your days lounging under the warm Florida sun, playing beach volleyball, indulging in water sports, or taking leisurely strolls along the shoreline as you savor breathtaking sunset vistas. Siesta Key offers great shopping and dining options with close proximity to downtown Sarasota and Sarasota airport! Back at home, the interior exudes coastal charm with elegant finishes, vaulted beam ceilings, and an abundance of natural light. The open-concept floor plan seamlessly integrates the living, dining, and kitchen areas, providing an ideal space for entertaining guests or unwinding in style. The chef-inspired kitchen is a culinary enthusiast's dream, featuring top-of-the-line appliances, stone countertops, and ample storage space. Whether you're preparing gourmet meals or enjoying casual snacks, this kitchen is sure to inspire your inner chef. Retreat to the master suite, a tranquil oasis designed for relaxation. Pamper yourself in the convenient en-suite bathroom and enjoy a spacious closet. An additional bedroom offers comfort and privacy for family members or guests, ensuring everyone feels right at home. An assigned private carport located just outside your home allows you to unload groceries with ease without dealing with an elevator or stairs! This exclusive condo community also provides a host of amenities for residents to enjoy, including a courtyard with lighted tennis & pickleball courts, 4 shuffleboard courts, 2 pools (one heated), clubhouse, 4 BBQ grilling areas & picnic tables. Casa Mar includes over 1000 ft. of private Siesta Key beach, multiple laundry facilities, and several included amenities such as internet, cable TV, water, exterior insurance and grounds maintenance. With Short Term Rentals available (1-week minimum), this condo can be an excellent investment opportunity or just extra income when you're away. Convenient transportation with the free Siesta trolley stop at the front entrance of Casa Mar. Don't miss this rare opportunity to own a piece of paradise in one of Florida's most coveted locations. Whether you're seeking a permanent residence, a vacation getaway, or an investment property, this condo offers the perfect blend of luxury, convenience, and coastal charm.

6006 Midnight Pass Road Unit 19, Sarasota
$1,295,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
SPECTACULAR LOCATION ~ ONE BLOCK TO BEACH ~ 5 BLOCKS TO THE VILLAGE. CORNER LOT .26 OF AN ACRE...WE HAVE A PERMIT FOR THE BOAT DOCK ACROSS THE STREET!!

606 Canal Road, Sarasota
$1,295,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
BUILD YOUR DREAM HOME ~ SPECTACULAR LOCATION ~ ONE BLOCK TO BEACH AND ONLY 5 BLOCKS TO THE VILLAGE. CORNER LOT .26 OF AN ACRE...WE HAVE A PERMIT FOR THE BOAT DOCK RIGHT ACROSS THE STREET!!

606 Canal Road, Sarasota
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