Sarasota/Crescent Beach/Siesta Key Homes with Pickleball Court(s) Amenities

Sarasota/Crescent Beach/Siesta Key Homes with Pickleball Court(s) Amenities

Welcome to the beautiful region of Sarasota/Crescent Beach/Siesta Key in Florida! Located in Sarasota County, this stunning area is known for its pristine beaches, vibrant culture, and fantastic real estate opportunities.

If you're a fan of the popular sport of pickleball, you'll be delighted to know that there are homes available in this region that offer pickleball court amenities. Whether you're a seasoned player or just starting to discover the joys of this exciting and fast-paced game, having a pickleball court right at your doorstep is a fantastic perk.

Imagine waking up in the morning and enjoying a friendly game of pickleball with your neighbors or hosting a tournament with friends and family. With homes that feature pickleball court amenities, you can indulge in this popular sport whenever you desire, without having to leave the comfort of your own property.

In addition to the pickleball court amenities, the Sarasota/Crescent Beach/Siesta Key region offers a plethora of attractions and activities. From the world-renowned Siesta Key Beach with its powdery white sands and crystal-clear waters to the vibrant arts scene and delicious dining options, there is something for everyone in this area.

So, if you're a pickleball enthusiast looking for a home in a stunning location, consider exploring the real estate options in the Sarasota/Crescent Beach/Siesta Key region. With homes that offer pickleball court amenities, you can enjoy the sport you love while living in paradise.

Newest Sarasota/Crescent Beach/Siesta Key Homes with Pickleball Court(s) Amenities

$1,450,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Exquisite, fully updated, turnkey furnished, 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is a rare find in the highly sought after E Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. Enjoy the comfort of 24 hour gated security, heated pools, fitness center, dry saunas, hot tub, tennis courts, racquetball and pickleball courts. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The club house has a library, bar, pool table and TV's 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.

5750 Midnight Pass Road Unit 309, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
If you seek INCREDIBLE VIEWS, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay with their abundance of birds and sea life. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Beautifully furnished, move right into this very lovely, well maintained 2nd floor 2/2. The spacious lanai stretches across the back of the unit and is the ideal space to enjoy the views. New HVAC and water heater. New roof completed in November 2023. The unit includes a washer/dryer in a closeted utility room off the lanai and a ground level storage unit which provides coveted space for beach and golf gear. An assigned covered parking space is conveniently located. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and canoe racks and launch, exercise rooms, men's and women's saunas, club house, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minutes walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road.

9393 Midnight Pass Road Unit 202, Sarasota
$842,500
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Welcome to Gulf and Bay Club Bayside! Here you will find family style resort living with great amenities and deeded, walking access to THE WORLD FAMOUS SIESTA KEY BEACH! You can have all that and great potential for rental income in this two-bedroom, upstairs condo. This FULLY TURN KEY FURNISHED unit is literally steps from the larger of two community pools, is beautifully decorated and has an updated master bath and fully equipped kitchen. The condo is an end unit and the lanai has southern exposure for loads of SUNSHINE! Gulf and Bay Club Bayside, with its Key West architecture, is full of charm. The grounds are lush and beautifully maintained with a walking path throughout. Enjoy a newly renovated fishing dock and area for active loading and unloading of a boat, two pools, pickle ball courts, tennis courts, four BBQ grills and a clubhouse to reserve for private parties are the icing on the cake! All of the buildings were recently painted and had new metal roofs installed in 2015. Gulf and Bay Club Bayside is perfectly located close to Siesta Key Village where there is an abundance of exquisite restaurants, entertainment and local shopping. Siesta Key is known for its beautiful white sandy beaches and is the perfect place to unwind and relax.

1346 Siesta Bayside Drive Unit 1346-C, Sarasota
$550,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Welcome to your waterfront oasis in the heart of Siesta Key, where luxury living meets coastal convenience. Nestled on the southern end of Siesta Key, right by Midnight Pass, and just a stone's throw away from the pristine Turtle Beach, this 1-bedroom condo offers an idyllic retreat for those seeking the perfect blend of relaxation and recreation. Boating enthusiasts will find paradise here with access to 49 available slips, ensuring your vessel is always ready for a day of exploration on the intercoastal waters. Picture yourself waking up to the gentle sway of boats and the soothing sounds of the sea. This condominium complex has not one, but two sparkling pools—one of which extends gracefully onto a picturesque peninsula, offering a unique swimming experience with panoramic views of the intercoastal waterway. Enjoy the Florida sunshine while sipping on your favorite beverage or take an evening dip as you watch the sun dip below the horizon. For those who thrive on an active lifestyle, there are lighted tennis courts and pickleball courts, perfect for friendly matches or honing your skills. Stay fit, have fun, and embrace the coastal lifestyle to the fullest. Inside the condo, prepare to be captivated by the stunning full bay views that greet you from the living room, terrace, and bedroom. Imagine sipping your morning coffee while witnessing the colors of the sunrise dance on the tranquil waters, or falling asleep to the gentle lullaby of the waves outside your window. If you're looking to explore beyond the condo, you're just a short trolley ride away from the vibrant Village at Siesta Key. Indulge in delectable dining, boutique shopping, and a lively atmosphere that adds to the allure of this tropical paradise. Whether you're considering this condo as your primary residence, vacation getaway, or a rental investment, rest assured that an exceptional staff is at your service, ready to manage every aspect of your property. Enjoy peace of mind and the opportunity to maximize your investment returns. Experience the ultimate Sarasota lifestyle at this 1-bedroom condo on the intercoastal—where waterfront living meets resort-style amenities, and every day feels like a vacation. Don't miss your chance to make this coastal dream a reality.

9011 Midnight Pass Road Unit 328, Sarasota
$810,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
PENTHOUSE. WATERFRONT. SPECTACULAR VIEWS! *** Enjoy unobstructed breathtaking WATER & NATURE VIEWS of the Gulf of Mexico, Little Sarasota Bay and the Jim Neville Nature Preserve from this rarely available 1600+ square foot end-unit PENTHOUSE located on sought-after Siesta Key at the private and gated waterfront community ~ The Pointe. If you have never visited The Pointe, you are like most. Quietly tucked at the end of the Key, it boasts some of the best views found anywhere! The amenities are plentiful: boat docks, tennis and pickleball court, heated lap pool, spa, fitness rooms, gathering/entertainment rooms for residents, kayak storage and launch, fishing, walking trail around property, cottage/club house with full kitchen and more! *** This prominent 10th-floor south building two-bedroom two-bathroom condominium features a primary bedroom which accommodates a king-size bed, and en suite bath and walk-in closet. Sip tea or coffee watching the sunrise sparkle over the bay right from bed or while relaxing on the expansive lanai overlooking the nature preserve and waterway. The warm gulf and bay breezes are luxurious! Both the primary and second/guest bedrooms provide access to the lanai. The living and dining area opens to the spacious enclosed lanai which provides tranquil and remarkable views of the water, nature preserve and is perfect for viewing dolphins, manatees, kayakers, birds, boaters, and the beautiful outdoors! You may want to spend a little extra time in the kitchen with your Sub-zero refrigerator, stainless appliances, extra cabinet storage and counter space, plus there is room for a table allowing magnificent water and sunset views over the Gulf of Mexico. And, most convenient, and not often found in a condominium, is the separate laundry room located within the unit housing a washer and dryer, sink, HVAC unit with UV air purifier, and extra storage! A bonus is the deeded and covered parking conveniently located under the building on the ground floor with lobby access. No walking in the rain! There is room for beach, golf, and holiday gifts in the extra deeded storage space also on the ground floor level.** Experience island living at its best while residing in this top-floor unit with amazing sunrise and sunset views! Location. Location. Location. You can change the paint color, flooring, and even redo bathrooms and kitchens, but you cannot change the views or address once you purchase - without moving. *** THE POINTE is a gated PET-FRIENDLY community that encompasses 5+ acres on the southern tip of world-famous Siesta Key. Features: Outdoor, fresh-air walkways to each unit. Boat docks w/electricity and water. Kayak/canoe/SUP launches. Heated outdoor lap pool at waterside. Spa. Tennis and pickleball courts. Dog walk. Open-air gazebo w/BBQ grills. Club house. Separate gathering rooms. A fitness center in each building. Full-time on-site manager. The Milestone I and II Inspection Reports, and the Structural Integrity Reserve Study (SIRS) completed. Surrounded by water on three sides, THE POINTE has easy access for boating and kayaking and is CONVENIENTLY LOCATED. You can find grocery, dining - fine and casual, shopping, Turtle Beach, Siesta Key Beach, a full-service marina, coffee shops, a campground (right on the beach), nightlife, entertainment, public transportation and more - all on Siesta Key.

9397 Midnight Pass Road Unit PH1, Sarasota
$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
$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
$750,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Siesta Key at its finest, rarely available, come experience life at the Excelsior, an exceptional Gulf to Bay community, with all that you can ask for, relax and enjoy the surroundings or be as active as you want in this amenity rich complex. Spend your time lounging at one of the two pools or take a stroll over to the fishing pier with your rod and reel and catch the views. Take a short walk over to the private deeded beach access, grab yourself a complimentary lounge chair, plant your feet in the beautiful soft sand and marvel at the warm turquoise water of the Gulf. Recently renovated, new bathrooms, kitchen countertops, recessed lighting, new carpet in the loft, new textured ceilings,. Must see this top floor end unit, 2 bedrooms, 2 baths, with a loft that can be used as an office, den or an extra bedroom, vaulted ceilings give that extra spacious feel, delightful views from the enclosed lanai or open the sliders to feel that Gulf Breeze of the courtyard with a peak of the Bay. Being offered turnkey furnished, AC and hot water heater have been updated, new stackable washer and dryer in the unit, split floor plan for privacy, extra-large storage closet right next to the unit, assigned parking space under the building. Included in the community are tennis courts, pickle ball, exercise room, community center, library, two heated pools, saunas, BBQ grills, pet friendly. A short walk to some nice restaurants or take the trolley to the village and enjoy the activities. Use as a primary residence or as an investment with great rental potential, there's already some booking for 2024.

6287 Midnight Pass Road Unit 405, Sarasota
$795,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Siesta Key Beach & the Gulf of Mexico just steps away from your front door! Imagine enjoying Gulf Breezes and panoramic Sunset Views from your living room. Island Reef is a Gulf to Bay community on the quiet, south side of Siesta Key. This turnkey, move-in ready unit offers a soft palette of colors and comfortable furnishings. There are neutral tile floors in the living areas and carpet in the primary bedroom. The kitchen's light- toned wood cabinetry is complimented with granite counters and stainless appliances. Both the primary bedroom and the guest rooms are generously sized. The community offers a wide variety of amenities including 2 heated pools, 2 fitness rooms, clubhouse, billiards room, boat docks & fishing pier, two tennis courts, pickleball, kayak storage and an on-site manager. Take the Complimentary Siesta Key Trolly to Turtle Beach or into Siesta Village. Enjoy the Best of Island Life. Paradise Found!

8776 Midnight Pass Road Unit 204C, 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
$829,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Welcome to Island Reef! Island Reef is a premier condominium complex that stretches from Gulf to Bay on the quiet, southern end of Siesta Key. This beautifully renovated 2 bedroom / 2 bath condo exudes a comfortable, coastal charm. The serene color palette creates a relaxing retreat. Perfectly located on the Gulf of Mexico with private beach frontage, turquoise water, & breathtaking sunsets, this walk-out unit offers easy access to the Beach, swimming pool, shuffleboard courts, & grilling area. The condo features many quality finishes & upgrades including: custom, soft-close cabinetry, leathered natural stone countertops, hurricane impact windows & doors, custom window coverings, porcelain tile throughout, solid core doors, plus a fabulous enclosed Lanai with screens for enjoying the Gulf Breezes. Laundry is conveniently located yet tucked away in the coastal kitchen. This unit is truly a Seaside Sanctuary. Island Reef is revered for its extensive amenities. This meticulously maintained Waterfront, and pet friendly Community offers its residents a fun & active lifestyle with its wealth of amenities including: Multiple Heated Pools, Lighted Tennis & Pickleball Courts, Fitness Centers, Saunas, Fishing Pier, Kayak Launch & Storage, Boat Slips (lifts allowed), Shuffleboard Courts, Water Aerobics, Game Room, Billiards, Ping Pong, Library, & Clubhouse with full kitchen. The unit includes covered parking. It’s a short stroll to Tiki Bars and both Casual & Waterfront Fine Dining. The Free Siesta Breeze Trolley stops right outside the property to take you to Siesta Village; filled with live music, restaurants, & shopping or anywhere in between! On-site management is available for monthly rentals, 8 times per year to offset expenses. You’ll fall in love with this Seaside Condo on Siesta Key and the Active Community whether it’s your Winter Retreat, Family Getaway, or Permanent Residence. Don’t miss your opportunity to own your own piece of paradise!

8776 Midnight Pass Road Unit C103, Sarasota
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