Sarasota/Crescent Beach/Siesta Key Homes with Gated Amenities

Sarasota/Crescent Beach/Siesta Key Homes with Gated Amenities

Welcome to the stunning region of Sarasota, nestled in Sarasota County, Florida. One of the hidden gems in this area is the beautiful Crescent Beach, located on Siesta Key. Known for its powdery white sand and crystal-clear turquoise waters, this paradise is a dream come true for beach lovers and outdoor enthusiasts.

When it comes to real estate in this region, you'll find a variety of options, including homes with gated amenities. These properties offer an extra layer of security and exclusivity, making them highly sought after by those seeking a tranquil and private lifestyle.

Living in a home with gated amenities provides residents with a sense of peace and comfort. The gated communities in Sarasota/Crescent Beach/Siesta Key offer a range of amenities such as swimming pools, fitness centers, tennis courts, and clubhouses. These features ensure that residents have plenty of opportunities to relax, socialize, and stay active within the confines of their community.

Aside from the gated amenities, the region itself offers a plethora of attractions and activities. From world-class golf courses to vibrant shopping and dining scenes, there is something for everyone to enjoy. Nature lovers can explore the nearby Myakka River State Park or take a scenic boat tour to spot dolphins and manatees in their natural habitat.

If you're looking for a place that combines the beauty of nature with the convenience of gated amenities, Sarasota/Crescent Beach/Siesta Key is the perfect destination. Start your real estate journey in this stunning region and discover the home of your dreams.

Newest Sarasota/Crescent Beach/Siesta Key Homes with Gated Amenities

$869,900
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
WATERFRONT. STUNNING SUNRISE/SUNSET VIEWS. FULLY RENOVATED! **Current and fresh, this two-bedroom, two-bathroom 1600+ square foot 7th-floor SIESTA KEY end unit condominium was completely remodeled in 2022 utilizing every inch of space AND taking full advantage of the unrivaled water and nature views. To appreciate the attention to detail and all that is offered, this is truly a “must-see”.** Situated on prime Siesta Key real estate, THE POINTE is a peaceful gated pet-friendly waterfront community offering boat docks, tennis and pickleball, heated lap pool, walking trail, BBQ grills, fishing, on-site management and more! * Larger of the two-bedroom floorplans at The Pointe, this beautifully renovated condominium provides picturesque views from every window! You and your loved ones will enjoy watching Siesta Key’s famous sunsets over the Gulf of Mexico as you sip your favorite beverage seated around the generous island in the recently renovated spacious open-concept kitchen with quartz countertops, stainless appliances, under cabinet lighting, abundance of cabinetry and storage, hidden outlets, and soft-close cabinet doors. And, if sunrises are your thing, wake up to the spectacular sun coming up over Sarasota Bay and Jim Neville Nature Preserve right from bed OR while settled on the spacious enclosed lanai. The primary bedroom with access to the lanai overlooking the bay offers a fabulous ensuite bath with double sinks, and a walk-in closet with a convenient laundry pass through. The guest bedroom – also with glorious bay and sunrise views – has convenient access to the guest bathroom and lanai, which houses another added storage closet. **Move right in, the work is done. There is a new HVAC system includes new ductwork with integrated UV air purifier and Smart thermostat. New water heater. New plumbing and electrical within unit. New luxury vinyl and tile flooring throughout. Shiplap and coffered ceilings with recessed LED lighting. Beautiful custom tiled baths. Hard to find in most condominiums is a separate laundry room with space for a second refrigerator or freezer! And don’t forget about parking - made convenient with a desirable OVERSIZED (and coveted) under the building parking space with easy access to your separate ground floor storage area which comes with the unit. **THE POINTE is a private gated community offering the best of both worlds: activity and exercise, plus peace and tranquility. The property encompasses 5+ acres of waterfront property and offers amazing amenities. Outdoor, fresh-air walkways to each unit. Boat docks w/electricity and water. Walking trails. Kayak/canoe/SUP launches. Heated outdoor lap pool. Spa. Tennis and pickleball courts. Dog walk. Strategically placed benches. Open-air gazebo w/BBQ grills. Cottage with full catering kitchen. Bike storage rooms. Separate entertainment rooms. A fitness center in each building. On-site management. ADVANTAGEOUSLY LOCATED. Nearby you will find fine and casual dining, Turtle Beach, a full-service marina, a campground on the beach nearby, shopping, coffee shops, grocery, nightlife, entertainment, Siesta Key beach, public transportation and much more - all on Siesta Key. ** Own a piece of paradise and watch the dolphin, manatees, birds, and sea life, fish off the dock, relax by the pool, play an invigorating game of tennis or pickleball, and watch the sunrise AND sunset privately, and quietly, from home. Experience the true joy of island living each and every day!

9393 Midnight Pass Road Unit 707, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
An exceptional investment opportunity awaits! This beautiful two-bedroom, two-bath condo at Harbor Towers Yacht & Racquet Club on Siesta Key is the one you've been searching for. Every detail has been considered, from the new luxury vinyl flooring throughout to the updated kitchen boasting solid wood cabinets and granite countertops. Whether you're considering making it your home or venturing into the lucrative rental market, this property is ready for your next move. Harbor Towers Yacht & Racquet Club, nestled in the tropical paradise of Siesta Key, sits on one of the widest sections of intra-coastal front properties, providing captivating water views. Revel in the world-class resort-style lifestyle offered by the club, featuring a state-of-the-art fitness center, a social room with a full kitchen, two heated pools, a luxurious sun deck, and three lighted Har-Tru tennis courts. Stay connected with WIFI internet, enjoy picnics with gas grills in the shaded dining area, and for boating enthusiasts, a boat basin is at your disposal. The charming Island Gazebo, directly situated on the intra-coastal waterway, promises breathtaking views and occasional dolphin shows. Proximity to the beach, Siesta Key Village for shopping and dining, and the availability of the FREE Siesta Key Open Air Trolley make this property not just a home but a gateway to the island lifestyle. Live and play on world-famous Siesta Key and, with just a short drive over the bridge, explore everything Sarasota is renowned for: shopping, dining, arts, entertainment, farmers' markets, and more. Don't miss this unique opportunity to experience the best of both worlds on Siesta Key!

5855 Midnight Pass Road Unit 311, Sarasota
$539,000
1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Discover the epitome of island living at The Pointe, a gated community nestled at the southernmost point of Siesta Key. This exquisite 1-bedroom, 1-bathroom residence in the south building has been recently enhanced with an updated kitchen, bathroom, and flooring. The small dining area, seamlessly integrated into the great room, provides an intimate space for meals and gatherings. Accessible from both the great room and the bedroom, a large lanai treats residents to panoramic bay, preserve, and Intracoastal Waterway views fostering an inviting outdoor living experience. The bedroom, bathed in natural light, includes two closets, one of which is a walk-in, while the bathroom features a tub/shower combo and a vanity. An additional dressing area with extra vanity space enhances convenience. There is a washer and dryer with the unit as well as an extra storage closet off the lanai. Notably, the property offers a captivating glimpse of the Gulf of Mexico from the front door, adding a touch of serenity to this already enchanting coastal condominium. The Pointe is not just a residence; it's a lifestyle. This 5-acre community is brimming with amenities, from a heated pool with a spa and sauna to fitness facilities, lighted tennis and pickleball courts, and private boat docks. On-site management ensures convenience, while a kayak and canoe rack with launch adds to the waterfront allure. The clubhouse, complete with a kitchen, and an outdoor pavilion featuring BBQ grills, is perfect for social gatherings. The location is prime, just minutes from Turtle Beach, offering easy access to casual and fine dining, shopping, nightlife, and entertainment. Siesta Key Beach is within reach, showcasing the stunning sunsets that are just the beginning of the extraordinary experiences awaiting at The Pointe. Embrace the tranquility and luxury of this waterfront haven, where each day offers a blend of breathtaking views and the vibrant charm of Siesta Key's island life. This unit is available fully furnished.

9397 Midnight Pass Road Unit 603, Sarasota
$1,495,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code
PICTURE PERFECT BAYVIEW CONDO! This amazing home is being sold with designer furnishings! Move right in, turn-key furnished, all is yours without the worry of shopping and decorating decision making. The new beautiful kitchen has quartz countertops, new cabinets, stainless farmers sink and GE Profile appliances. Enjoy the adjoining cozy family room for additional space. The dining room and living room are an open concept for easy entertaining. There is a spacious lanai for your views of the intercoastal waterway activity. This is a highly desirable, top 5th floor unit with cathedral ceilings and beautiful new flooring throughout. Dolphin Bay offers a comfortable clubhouse, fitness center, top-of-the-line Hartru/clay tennis courts, a day dock for boating and fishing, pool and spa! You will feel like you are living in a resort! Owners enjoy a spacious private garage. There are only 50 owners in this fun and friendly community. You are allowed to have a pet too! This condo is a beauty you will not want to miss!

1240 Dolphin Bay Way Unit 502, Sarasota
$835,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
The Anchorage on Siesta Key. Enjoy grand Views from this 9th floor unit! Views of the Gulf and Intracoastal Waterway. Easy access on and off the key, deeded beach access across the street, (Free Boat Dockage to Residents and Quests) 1-week minimum rental with onsite rental office, offering low service fees, and awesome rental potential. This split 2-bedroom, 2 bath condo, with huge balcony is attractively updated and is turnkey furnished for your convenience and enjoyment. The Anchorage boasts low fees and great amenities: Heated Olympic size pool, lighted tennis courts, shuffleboard courts, his and her saunas, fitness room, clubhouse, and park. It is just a short distance to dining, shopping, and groceries. Enjoy the free trolley service to Siesta Key Village. This is a must see.

6415 Midnight Pass Road Unit 905, Sarasota
$1,385,000
3 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code
This is the unit you have been waiting for! Not only is it gorgeous and boasts amazing gulf views, but it has been completely renovated from the floors to ceilings & an additional bedroom/den/office has been added! Nothing was missed, all new appliances are sparkling, HVAC system is all new, the cast iron plumbing has been replaced, new hurricane windows & doors, even the entry door! Peaceful hues throughout this turnkey furnished unit are so beautiful & relaxing you will never want to leave. The living area has been expanded as well to afford the full gulf views. Note the dry bar/buffet in the dining area, excellent for entertaining (electric roughed in for a wine cooler if needed), also the entry cabinet, great for leaving your shoes and keys, the additional 3rd bed/den/office is perfect for whatever you want to use it for, the 2nd bedroom has a built in dresser to make the room more spacious & closets are large & have auto lights for convenience. The kitchen/dining area is light/bright & blends in nicely with the dining/ living area. Master bedroom/bath is spectacular, nice and bright as well. You have water views from most of the living area, whether it be pool or Gulf, and this 1st floor unit is so easy to access, no elevator fobs needed, just walk in! Gulf & Bay boasts a pool, tennis, pickleball, racquetball, saunas, fitness, electric charging stations, clubhouse & more, and right on Siesta Key Beach. Close to everything, do not miss this one!

5760 Midnight Pass Road Unit 109, Sarasota
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Rarely available in the tower at The Palm Bay Club on Siesta Key, this two bedroom two bathroom second floor unit is an ideal island getaway. With a stunning renovation and southern views of the crests of the Gulf of Mexico, this unit will satisfy even the most discriminating buyer with its refined finishes and coastal charm. The kitchen is a showstopper with neutral cabinets, stainless appliances, gorgeous granite and updated recessed lighting. The open concept allows great flow from the dining area, with seating for 6, through the living area boasting newly updated leather furniture and loads of Florida sunshine through the abundant windows, all anchored by the exquisite hard wood floors. The owner’s retreat is serene with a king bed, a nicely appointed owner’s bath with a walk-in shower and ample storage. The guest room accommodates four and offers an additional, updated bath. This beachside dwelling is just steps from the award-winning Crescent Beach, attracting beach lovers from all over the world to relax by its calming waters. A premier community, the Palm Bay Club offers some of the island’s finest amenities including two heated pools, a custom spa overlooking the serene intracoastal waterway, lighted tennis courts with pickleball, fitness center, barbecue grills, a fishing pier and much more. Well known as a desirable rental location, The Palm Bay Club offers a top notch on-site rental program with a three-day minimum rental policy, making this an enticing opportunity for the owner/investor!

5966 Midnight Pass Road Unit G-27, Sarasota
$1,425,000
3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Siesta Bayside offers Gated Bay Side community with deeded beach access to world-famous white sand beach. Spacious 3 bedroom,2 baths with private garage. Two Swimming Pool, Tennis Court/Pickle Ball courts Fitness area, fishing dock and BBQ area . Views of intercoastal and marina. Pet Friendly. Turnkey Furnished! On site management. Weekly Rental will provide an attractive income. Close to Siesta Key village for casual to fine dining, live entertainment and shopping.

1355 Siesta Bayside Drive Unit 1355-F, Sarasota
$479,000
1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Gulf & SUNSET Views!...Rarely Available Pet Friendly & Well Appointed TURNKEY FURNISHED 1 bedroom/1 bath now available!!!!---Perfect for year-round; seasonal/vacation or Investment Property! RESORT STYLE LIVING, Harbor Towers Yacht & Racquet Club is a GATED COMMUNITY with all the desired amenities: fitness center; 3 Har-Tru tennis courts; marina; 2 Heated Pools; barbecue area; social rooms; bayside gazebo; kayak storage & freshly UPDATED Lobby & Hallways throughout. Boat Slips available, when available for as low as $1 per foot per month. Nearby beach access for morning walks; collecting shells; capturing photos of spectacular sunsets or just soaking up "Florida Sunshine" while digging your toes in the baby powder quartz sands of #1SIESTA KEY BEACH. Hop the Free Siesta Trolley for Quick Access to Dining/Shopping and Live Music. Minimum 2 week rentals allowed.

5855 Midnight Pass Road Unit 424, Sarasota
$599,000
1 Beds ⋅ 1 Baths ⋅ Sunset Royale SubDv. ⋅ 34242 Zip Code
Capture your slice of Siesta Key in this charming one bedroom one bathroom beach front condo in the highly desirable Sunset Royale. This dynamic community sits steps from the world-famous Crescent Beach, where the crystal waters of the Gulf of Mexico splash on powdery white sand. Just a short stroll to Siesta Village, the day can be spent discovering the variety of dining and shopping that make this area so unique. After a day of beach combing and village exploration, rest and recharge in your open concept abode, freshly painted boasting updated furniture and a delightful seaside décor. The modern, European inspired kitchen is the perfect spot to get creative with your cuisine, featuring bright white countertops that sparkle under the updated recessed lighting. The generous owner’s quarters fill with warm Florida sunshine and is perfectly accompanied with the updated, three piece bath accented with semi-frameless shower doors to the walk in shower. Take in the saltwater breeze on your enclosed lanai featuring sunshades for comfort and privacy. For the owner investor, take advantage of the rare one week minimum rental policy and onsite management company to maximize your investment potential when not enjoying this island retreat for you

711 Beach Road Unit 204, Sarasota
$21,000,000
5 Beds ⋅ 5.5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Welcome to 8250 Sanderling Road, a breathtaking architectural masterpiece nestled on the pristine shores of Siesta Key, one of Florida's most coveted barrier islands. This extraordinary modern beach residence is a testament to the artistry of world-renowned architect Guy Peterson FAIA, known for setting the standard of excellence in modern design. The home proudly boasts an Honor Award from the Florida Gulf Coast Chapter of the AIA, and an Excellence in Architecture Award from the Florida Association of the AIA, as well as being featured in numerous media outlets for its architectural significance including HGTV Homes Across America, Florida Design, Robb Report, Sarasota Magazine, Sarasota Herald Tribune’s Style Magazine. In addition, it has been highlighted in many publications including Four Florida Moderns, a book devoted to four Florida architects, and 50 US Architects Residential and Planning, a curated collection of award-winning architects and their most significant accomplishments. In 2015, the new owners undertook a transformative renovation collaborating with Guy Peterson FAIA, Michael K Walker, and Richard Geary, resulting in a newfound clarity of design that harmonizes seamlessly with the original architectural brilliance. Elegantly composed of four rectangular pavilions, each thoughtfully supported by a concrete framework, the exterior is a true work of art. Layers of concrete, intricate cutouts and artful glass details adorn the modern façade. As you approach, a seashell-textured concrete path welcomes you, setting the stage for the extraordinary experience that unfolds within. Step inside, and you'll be greeted by interiors that are equally awe-inspiring. The foyer gives way to views of all levels creating the perspective of a sculpture framed by glass, concrete, metal and pure white. The custom bar, elegantly appointed with an illuminated onyx top, blends effortlessly with its surroundings. The dining room showcases concrete columns against sanded glass walls, framing a mesmerizing beach view through towering floor-to-ceiling windows. The custom kitchen pays homage to the teak accents found throughout the home, featuring top-of-the-line Miele and Wolf appliances, marble counters, and dual islands. The owner's suite is a private oasis, complete with a cozy sitting area, a convenient coffee bar, meticulously organized closets, and a Gulf-front terrace to enjoy a morning coffee while taking in the tranquil blue Gulf of Mexico view. The dual en-suite bathrooms exude opulence with stone counters, generous showers, and exquisite detailing. On this same level is a sitting area and enormous landscaped terrace overlooking the grounds. An office with panoramic views of the Gulf inspires productivity. Guest accommodations are equally inviting, with en-suite bedrooms allowing for the utmost privacy. Situated within the prestigious Sanderling Club on Siesta Key, this home affords exclusive access to the Paul Rudolph-designed beach clubhouse, tennis courts, and a 24/7 guard-gated community for ultimate privacy and security. The community also has a marina with boat docks, while tranquil Heron Lagoon complements the expansive 1.54-acre site, offering over 150 feet of Gulf frontage and an additional 150+ waterfront feet along the lagoon's edge, creating the perfect gulf-to-lagoon retreat. Siesta Key itself is a renowned destination, celebrated for its powdery white quartz sand beaches and vibrant cultural scene.

8250 Sanderling Road, Sarasota
$789,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION! Nestled in the desirable and picturesque beach community of Gulf & Bay Club Bayside, this delightful 2 bed, 2 bath condo is being sold turnkey furnished so all you need to do is bring your toothbrush! This bright and airy ground floor unit with high ceilings and no unit above, provides peace and tranquility to escape our busy day to day lives. Relax on the lanai and enjoy the wildlife and fabulous sunsets or take a stroll to the community pool and join in the social lifestyle this community is renowned for. This unit has a great layout offering split bedrooms for privacy, a spacious well-equipped kitchen with granite counters offering ample storage and work surface, stainless steel appliances and a breakfast bar. The open plan living area with plenty of natural sunlight opens onto the patio. The spacious master bedroom also has access to the patio, walk-in closet and ensuite bathroom. With an additional bedroom and guest bath for visiting friends and family you will not be disappointed. The community offers two heated pool, tennis and pickleball courts, a clubhouse with a full kitchen, a fitness room with sauna, BBQ, picnic areas, a fishing pier and deeded beach access! The beach access is on your doorstep and of course you have the wonderful Siesta Key Village for entertainment and restaurants. Saunter to the village or take the free Siesta Key Trolley which connects the two sides of the Key. Whether you are looking for a vacation home or an investment property the weekly rentals makes this property a great opportunity!

1311 Siesta Bayside Drive Unit 1311-A, Sarasota
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