Anna Maria Homes with Pickleball Court(s) Amenities

Anna Maria Homes with Pickleball Court(s) Amenities

Welcome to Anna Maria, Florida—a hidden gem nestled on the stunning Gulf Coast. Known for its pristine beaches, charming atmosphere, and vibrant local culture, Anna Maria is the perfect destination for those seeking a slice of paradise. This quaint island community boasts a laid-back vibe, where sandy shores meet lush landscapes, and friendly locals welcome you with open arms.

One of the most exciting features of homes in Anna Maria is the growing trend of properties equipped with pickleball courts. This sport, which has taken the nation by storm, combines elements of tennis, badminton, and ping-pong, making it a fun and engaging activity for all ages. Imagine stepping out of your beautifully designed home and onto your very own pickleball court, ready to enjoy a game with friends or family. Whether you’re a seasoned player or a curious beginner, having a pickleball court at your fingertips adds an extra layer of enjoyment to your lifestyle.

In addition to the allure of pickleball, Anna Maria offers an array of outdoor activities, from kayaking and paddleboarding to fishing and biking along scenic trails. The island is also home to delightful shops, art galleries, and eateries that showcase fresh, local cuisine.

With its stunning homes featuring pickleball courts and the enchanting backdrop of Anna Maria, you can embrace an active, coastal lifestyle that’s both refreshing and fulfilling. Discover your dream home in this idyllic paradise today, and start making memories that will last a lifetime!

Newest Anna Maria Homes with Pickleball Court(s) Amenities

$309,999
3 Beds ⋅ 2 Baths ⋅ Watergrass Prcl F-2 SubDv. ⋅ 33545 Zip Code
Exceptional living starts here in Stonebrook at Watergrass! Imagine year round FL weather with pond views and low maintenance easy living. Many upgrades await you inside this move in ready home! 3 bedrooms, 2 bathrooms in a split floor plan. The Siesta model is bright and open with sliding glass doors letting in abundant natural light. Flooring was updated just last year- no carpet! Outdoor screened in lanai for outdoor seating and grilling. Primary bedroom shares the water views and your private, fully-fenced in back yard. Your kitchen area has ample counter space, stainless steel appliances, and a closet pantry. Entertain informally at the kitchen island or easily seat 6 at the dining area. Bedrooms 2 & 3 sit toward the front of the home and share full bath 2. This house has been freshly painted, and exceptionally well maintained with annual hot water heater maintenance & brand new anode, biannual HVAC maintenance- with UV filtration, Culligan water softener system maintained every 3mo, 2 power surge protectors (HVAC and whole house), upgraded full sized kitchen sink, and so much more. Truly a must see to believe how easy FL living can be! Stonebrook has its own walkable sidewalk loop, park/playground, and two amenity centers! Promenade Park has a pool, playground, park area, pavilion, dog park, and splash pad with PICKLEBALL coming soon! The Watergrass Club has a fitness center, Jr-Olympic lap pool, a heated resort pool, and tennis courts. Nearby is Advent, BayCare, & FMC-Orlando Health, Publix, Swig, Starbucks, Chipotle & Chick Fil-A with more coming soon! Be close to all you need.

7460 Stonebrook Circle, Wesley Chapel
$229,900
3 Beds ⋅ 3 Baths ⋅ Saddlebrook SubDv. ⋅ 33543 Zip Code
Experience resort-style living in this beautifully renovated first-floor 3-bedroom, 2-bath condo at Saddlebrook Resort in Wesley Chapel. Offering a spacious floor plan and stylish updates throughout, this fully furnished, turnkey property is perfect for personal enjoyment, an investment opportunity, or both. Located within the private 480-acre Saddlebrook community, residents can enjoy an impressive selection of amenities, including three signature golf courses, world-class tennis facilities, pickleball courts, and multiple resort pools. Families will appreciate access to Summer Camps and a variety of seasonal activities. Membership also provides special savings at resort restaurants, retail shops, and spa services, along with discounted accommodations for friends and family. Enjoy an array of dining options throughout the resort, from casual poolside fare to memorable dinners. Ownership offers flexibility, with 45 days of personal use each year and year-round access to resort amenities. The remaining 320 days are professionally managed through Saddlebrook’s rental program, with owners receiving .45 of quarterly rental proceeds shared among like-kind unit owners. For those who prefer full-time living, the condo may also be purchased for year-round personal use. The community features 24-hour guard-gated security and is conveniently located near I-75, The Grove, The Shops at Wiregrass, Tampa Premium Outlets, restaurants, hospitals, and everyday conveniences. Optional memberships are available directly through Saddlebrook Resort for those interested in golf, tennis, pickleball, spa services, dining, and additional resort amenities. Enjoy breathtaking panoramic views of the pond and golf course and the rare opportunity to experience the comfort and convenience of resort living every day of the year.

4770 Fox Hunt Drive Unit A511/A513, Wesley Chapel
$415,000
3 Beds ⋅ 2 Baths ⋅ Heritage Pines Village 31 SubDv. ⋅ 34667 Zip Code
This unique home sits on a large lot with a side-entry garage and an expanded driveway. Just inside the double front doors you will find the entry Foyer leading to a spacious Great Room with a Tray Ceiling. The Great Room is open to the Dining Room, Kitchen and Den/Office, all of which have 10-foot ceilings. The Primary Bedroom suite is its own haven with the 10-foot ceilings as well, Slider to the Lanai, Double walk-in Closets, Glass Enclosed Shower and Garden Tub. The Kitchen is complete with all stainless appliances, granite Counters, and recessed lighting. The HVAC system was replaced in 2020, the Hot Water Heater in 2018, and a newer Water Softener. The home is being sold furnished, but current owner will remove anything the new buyers do not want. The Lanai is enclosed and has a half wall and tile flooring. The side-entry garage is two and a half spaces and is large enough for two vehicles and a golf cart. New springs were added recently and there is a keypad entry. You will find custom Light Fixtures and Window Treatments throughout. This gated 55+ community is centered around its resident-owned and operated golf course, designed by Ron Garl and the community is recognized as a Certified Audubon Sanctuary. There is so much more than just golf, our residents enjoy pickleball, tennis, pool and spa, plus fitness facilities, billiards, cards and crafts. Take the time to visit Heritage Pines.

18754 Grand Club Drive, Hudson
$630,000
3 Beds ⋅ 2 Baths ⋅ Westlake Village SubDv. ⋅ 34683 Zip Code
Move-in ready, updated, and complete with a private pool! Located in the established community of Westlake Village, this spacious 3-bedroom, 2-bathroom home with a two-car garage has been thoughtfully maintained with an extensive list of improvements. Major updates include a NEW ROOF (2022), HVAC (2022), and attic ductwork (2019), along with numerous additional improvements throughout the home. A complete list of improvements is available upon request. Situated directly across from the community park and near a park entrance, the home provides convenient access to Westlake Village’s tennis and pickleball courts, basketball courts, community center, community pool, playgrounds, and walking trails. The location is a standout! Just minutes from Trader Joe’s, Barnes & Noble, Michaels, and plenty of shopping and dining along US-19. You’re also conveniently located near Downtown Palm Harbor, the Pinellas Trail, Honeymoon Island State Park, Downtown Dunedin, and Tarpon Springs. Schedule your showing today!

940 Rolling Hills Drive, Palm Harbor
$309,000
1 Beds ⋅ 1 Baths ⋅ Waterside At Coquina Key South SubDv. ⋅ 33705 Zip Code
Imagine waking up every day to sparkling water views and ending your evenings watching the sunset from your own waterfront patio. Welcome to your slice of Florida paradise! This beautifully renovated 1 bedroom, 1 bath condo offers the perfect combination of coastal style, thoughtful upgrades, and an incredible waterfront lifestyle. Step inside and you'll immediately notice the attention to detail. Impact windows bring in beautiful natural light, stylish barn doors add character, and a spacious walk-in closet plus abundant storage make this home as functional as it is beautiful. The renovated kitchen is truly the heart of the home, featuring an abundance of cabinetry, a large island with farmhouse sink, and a charming window seat the perfect place to enjoy your morning coffee while taking in the Florida sunshine. The beautifully updated bathroom features a spacious walk-in shower and plenty of additional storage. Then step outside to what may quickly become your favorite room, the waterfront patio. Relax with your morning coffee or evening cocktail while overlooking the canal and bayou leading directly toward Tampa Bay. Watch boats pass by and keep an eye out for dolphins, manatees, birds, and the incredible wildlife that makes waterfront living here so special. Love boating? It doesn't get much more convenient than this! Boat Slip SS31 with lift is located directly behind the condo and is available for purchase separately. Imagine walking out your back door, stepping onto your boat, and heading out toward Tampa Bay for a day on the water. The lifestyle continues throughout this gated, resort-style waterfront community. Enjoy two pools, pickleball, tennis, volleyball, a waterfront Yacht Club with bar, fishing pier, kayak launches, dog park, EV charging stations, and a golf-cart-friendly atmosphere. There's also an active social calendar featuring book club, water aerobics, community events, and much more. And the location is hard to beat! You're just minutes from vibrant Downtown St. Petersburg, Fort De Soto, and some of the Gulf Coast's most beautiful beaches. Water views, boating, resort-style amenities, and the Florida lifestyle—all right outside your door. Whether you're looking for a full-time residence, a sunny Florida getaway, or an investment opportunity, this is one you'll want to see in person!

5023 Starfish Drive Se Unit E, St Petersburg
$500,000
2 Beds ⋅ 2 Baths ⋅ Isla Key Condo SubDv. ⋅ 33715 Zip Code
This unique first floor 2 bedroom 2 bath with a den/flex room is located in the waterfront community of Isla Key. Excellent floor plan provides a split bedroom plan for privacy, over 1200 sf of luxury living, and includes an inside laundry room. Beautifully decorated with gorgeous furniture. Always well cared for and turnkey ready for your family's enjoyment. A spacious patio for your morning coffee or evening entertaining overlooking the pool and bay is a limited edition in this beautiful ground floor condo in one of Isla's finest upscale communities. The easily accessible pool area provides a grand view overlooking the open water, with a geothermal heated pool and spa and grilling area with new landscaping and lighting being installed right now, as you can tell by the pictures. Tennis/ pickle ball courts, bocce ball, car wash area, walking paths for your use. Isla Keys location is hard to beat, 10 minutes to St Pete Beach, Pass-A-Grill or Ft. Desoto, a few miles to I275 for easy access to Tampa international Airport or Clearwater/St Pete Airport or any locations north or south or just a drive downtown for night live, dining, museums and shopping. AC replaced in 2024, hot water heater in 2022. This property has a most sought after non flood zone designation and has never flooded. Seller leaving furniture for his convenience and selling as is. Parking space is #99 Please furnish POF and/or preapproval letter from lender when submitting offers on the As Is contract.

5277 Isla Key Boulevard S Unit 124, St Petersburg
$129,000
2 Beds ⋅ 2 Baths ⋅ Betmar Acres SubDv. ⋅ 33542 Zip Code
Welcome to Betmar Acres, a vibrant 55+ golf community where you own the land and enjoy an incredibly low annual community fee of just $448! Just pack your bags and move right in! This furnished 2-bedroom, 1.5-bath home offers comfort, convenience, and plenty of space for enjoying the Florida lifestyle. The desirable split-bedroom floor plan provides privacy, while the bright, open layout seamlessly connects the kitchen, dining, and living areas—perfect for relaxing or entertaining. Inside, you’ll find: Freshly painted interior Laminate flooring throughout the living areas Ceramic tile in the kitchen, dining area, and bathrooms Spacious kitchen with abundant cabinet and counter space Convenient laundry area located in a separate storage room off the hallway Washer and dryer Utility sink Bonus extra shower Outdoor features include: NEW 12' x 20' screened room just off the dining room—perfect for entertaining, relaxing, or enjoying the Florida breezes NEW 11' x 12' golf cart garage with roll-up door for easy access, built to the new Florida code NEW membrane roof (2025) Enjoy the Betmar Acres Lifestyle This active 55+ community offers an incredible array of amenities, including: Walking trails over scenic bridges and around peaceful ponds 2 swimming pools and 2 hot tubs Tennis, pickleball, and basketball courts Bocce ball and shuffleboard 27 holes of golf Mini golf and billiards Game rooms and library Multiple clubhouses Planned activities, Bingo, and fun social events This lovely furnished home combines move-in-ready convenience, desirable updates, great outdoor spaces, and an active Florida lifestyle in one wonderful community. Come see it for yourself and discover everything Betmar Acres!

5227 Betty Street, Zephyrhills
$189,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom, 1400 sq ft condo, conveniently located next to the East community center, walking distance from pools, tennis courts, pickle ball and golf courses. This tastefully updated condo has it all. Featuring updated luxury vinyl flooring and paint throughout. Living room/ Dining room combo. Updated impact windows. Updated kitchen featuring granite countertops, tile back splash, updated Stainless Steel Refrigerator, Dishwasher, Microwave and Garbage Disposal. Added pantry for plenty of storage. The master bedroom has an updated en-suite bathroom featuring, updated vanity, tile and toilet. The A/C was replaced in 2019. Furniture is optional. Make a showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2401 Ecuadorian Way Unit 57, Clearwater
$339,000
3 Beds ⋅ 2 Baths ⋅ Groves Ph 03 Club Villas SubDv. ⋅ 34637 Zip Code
Looking to live by the water, surrounded by greenery, birds, and peaceful nature? Welcome home to this lovely 3-bedroom, 2-bath, 2-car garage villa overlooking a beautiful nature preserve and waterway in The Groves Golf & Country Club, an Active 55+ gated community just north of Tampa! This spacious villa offers plenty of room for family, guests, and even your four-legged companions. Step out onto the screened lanai and enjoy your morning coffee while taking in the peaceful preserve, water views, and Florida wildlife. The primary bedroom suite also overlooks the backyard, offering the same relaxing scenery. It features a spacious layout, en-suite bathroom, and walk-in closet. Inside, you’ll find a comfortable and welcoming floor plan with plenty of space to entertain or simply relax. The kitchen is truly the heart of the home, conveniently connected to the living and dining areas. Bedrooms two and three are located toward the front of the villa, creating a nice separation from the primary suite. Enjoy a lifestyle with less exterior maintenance and more time for fun! The HOA takes care of roof replacement, exterior painting, cable TV, internet, and lawn care. The roof was replaced in 2020, and the A/C was replaced in 2018. The Groves Golf & Country Club offers an active Florida lifestyle with an 18-hole golf course, driving range, putting green, tennis, bocce, shuffleboard, fitness center, library, ballroom, travel club, social activities, and much more. Hop in your golf cart with a friend—or your favorite pet—and enjoy everything this wonderful community has to offer. Peaceful water views, beautiful nature, friendly neighbors, and plenty of activities make this villa a wonderful place to call HOME!

7235 Cleopatra Drive, Land O' Lakes
$400,000
2 Beds ⋅ 2 Baths ⋅ Sun City Center Unit 264 Ph SubDv. ⋅ 33573 Zip Code
TAKE THE VIRTUAL TOUR & EXPERIENCE THE VIEW! Embrace the Florida lifestyle in this exceptional Monet model located in the highly sought-after Renaissance at Sun City Center, a premier 55+ community. Beautifully appointed and thoughtfully designed, this 2-bedroom, 2-bath home features a den with French doors and a spacious primary suite with a private sitting room. From the moment you arrive, the paver driveway, concrete landscape curbing, and newer exterior paint create an impressive first impression. Inside, soaring ceilings, luxury vinyl plank flooring in the entry and wet areas, and an open floor plan provide an elegant blend of style, comfort, and functionality. The gourmet kitchen is designed to impress with two-tone cabinetry, solid-surface countertops, a deep single-basin sink, stainless steel appliances, and abundant storage. The spacious primary suite is a true retreat, featuring two generous walk-in closets, a relaxing sitting room, and a luxurious en-suite bath with dual vanities, soaking tub, and separate shower. The second bedroom and guest bath are thoughtfully positioned on the opposite side of the home for privacy. The versatile den, currently used as a TV/reading room, is perfect for a home office, hobby room, or additional guest space. The expanded screened lanai is the showstopper! Featuring paver flooring, a gas grill hookup, and breathtaking views overlooking the Renaissance golf course, this exceptional outdoor space is perfect for morning coffee, entertaining, or simply relaxing and enjoying the Florida sunshine. Recent improvements include a new HVAC system (4/2026) and new roof (2023), per permits. The freshly painted garage features professionally resurfaced Polyaspartic flooring, providing a durable, attractive, and easy-to-maintain finish. Residents enjoy a social membership at Club Renaissance, with an array of amenities including a private pool and hot tub, restaurant, bar, fitness center, indoor track, golf shop, wellness center, and spa services. Sun City Center offers an unparalleled active lifestyle with heated pools, fitness facilities, golf courses, tennis and pickleball, sports complexes, arts and crafts, entertainment, clubhouses, and more than 120 social clubs all conveniently accessible by golf cart. Conveniently located near Tampa, St. Petersburg, Sarasota, Gulf beaches, airports, shopping, and fine dining. This spectacular golf-course-view home is a must-see! Schedule your private showing today and start living the Florida lifestyle you've been dreaming of!

441 Noble Faire Drive, Sun City Center
$1,500,000
4 Beds ⋅ 6 Baths ⋅ Fish Hawk Trails Unit 6 SubDv. ⋅ 33547 Zip Code
An Unforgettable Home sitting on a Truly Majestic 1 Acre Property in 24-Hour Manned Guard-Gated Community in FishHawk Trails! Welcome to this elegant Arthur Rutenberg custom home nestled within the prestigious Fish Hawk Trails community in Lithia. Commanding curb appeal greets your arrival as you step inside your eyes are immediately drawn across the home to a phenomenal backdrop. The home boasts 4 bedrooms, 5.5 baths, and 4,484 square feet under air, this exceptional residence showcases timeless craftsmanship, luxurious finishes, and thoughtful design throughout. A beautifully landscaped yard, brick-paver driveway, and grand portico entry welcome you into an open and inviting interior featuring custom crown molding and exquisite attention to detail. The formal dining room boasts marble tile and an imported chandelier, while the private home office features French doors, arched windows, wood look tile flooring, and custom built-ins. The bright formal living room offers a boutique wet bar, gas fireplace, and expansive sliding glass doors leading to the spectacular screened lanai, pool, and spa. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, stone countertops, abundant cabinetry, recessed lighting, a large island, breakfast bar, and sunny dining area, all seamlessly connected to the spacious family room with stunning water views. The expansive owner’s suite is a private retreat with imported marble flooring, bay windows, custom built-ins, a refreshment station with wet bar, and serene pond views. The luxurious ensuite bath features a jetted soaking tub, dual-headed walk-in shower, and grand dual vanity with solid-wood cabinetry. Three additional bedrooms each offer private bathrooms, walk-in closets, natural light, crown molding, coffered ceilings, and ceiling fans, while the fourth bedroom is thoughtfully positioned for added privacy and could serve as a second private primary suite. A well-appointed laundry room, half bath, and built-in study nook complete the interior. Step outside to your private resort-style oasis, where the fully screened lanai, covered outdoor living area, pool, spa, and dedicated pool bath create the perfect setting for entertaining or relaxing while enjoying breathtaking pond views and spectacular Florida sunsets. Beyond the lanai, the picturesque setting continues with the tranquility of beautiful water views and a sense of privacy rarely found. The home is connected to county water however, property has a private well strictly for irrigation keeping your lawn green and lush all year long without the cost! provides Located in a top-rated school zone and surrounded by exceptional community amenities including walking trails, parks, tennis, pickleball, and more, this extraordinary one-of-a-kind residence offers the ultimate Florida lifestyle. A true must-see—schedule your private tour today!

6217 Kingbird Manor Drive, Lithia
$480,000
4 Beds ⋅ 2 Baths ⋅ Oakstead Prcl 10 SubDv. ⋅ 34638 Zip Code
MOVE-IN READY AND TASTEFULLY UPDATED! Located within the desirable gated section of Brenford in Oakstead, this beautifully updated 4-bedroom, 2-bath, 2-car garage home offers a desirable split-bedroom floor plan, abundant natural light, and a peaceful CONSERVATION SETTING. The thoughtfully designed layout provides both functionality and privacy, with spacious living areas that are perfect for both everyday living and entertaining.The kitchen has been tastefully refreshed with NEW COUNTERTOPS and BACKSPLASH, along with a NEW MICROWAVE, DISHWASHER, and KITCHEN FAUCET. A REVERSE OSMOSIS WATER FILTRATION SYSTEM at the kitchen sink and whole-home WATER SOFTENER add even more convenience. The spacious primary suite features a VAULTED CEILING, a WALK-IN CLOSET, and a sliding glass door that fills the room with natural light and provides direct access to the screen-enclosed lanai. The beautifully remodeled primary bathroom features NEW VANITIES and an UPDATED SHOWER, creating a fresh and inviting retreat. Step outside to enjoy the pavered, screen-enclosed lanai with a covered area, overlooking the FULLY FENCED backyard and beautiful conservation area. This peaceful outdoor space is ideal for morning coffee, relaxing evenings, or entertaining family and friends while enjoying the serene views. Oakstead Amenities Include: Large community swimming pool with lap lanes, children’s pool with zero entry, soccer field, sand volleyball court, two tennis courts, basketball courts, covered playground, sports fields, and Over 2,000 acres of preserved land, lakes and nature trails. Low HOA fee of $70/month,  Don't miss the opportunity to make this beautifully updated Oakstead home your own!

19707 Ellendale Drive, Land O' Lakes
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