Anna Maria Homes with Tennis Court(s) Community Features

Anna Maria Homes with Tennis Court(s) Community Features

Welcome to the charming island city of Anna Maria, Florida, where sun-kissed beaches meet a vibrant community lifestyle. Nestled on the Gulf Coast, Anna Maria is renowned for its pristine sandy shores, stunning sunsets, and a laid-back atmosphere that invites residents and visitors alike to embrace the coastal way of life. With a rich history and a commitment to preserving its natural beauty, this idyllic destination offers a unique blend of quaint shops, delightful dining options, and a strong sense of community.

For those who enjoy an active lifestyle, Anna Maria boasts an array of homes with tennis court community features, making it a perfect place for tennis enthusiasts and families alike. Imagine waking up to the sound of waves crashing and the gentle rustle of palm trees, then heading out to your private tennis court for a morning match with friends or family. These homes not only provide access to top-notch facilities but also foster a sense of camaraderie among neighbors who share a passion for the sport.

Beyond tennis, the community offers a variety of amenities, including swimming pools, fitness centers, and scenic walking trails, ensuring that residents can enjoy an active and fulfilling lifestyle. With the beach just a stone's throw away, you can easily transition from a game of tennis to a refreshing dip in the ocean or a leisurely stroll along the shore.

Whether you’re looking for a vacation getaway or a permanent residence, Anna Maria is the perfect place to call home. Here, you’ll find a welcoming community, endless recreational opportunities, and a lifestyle that celebrates the beauty of coastal living. Come discover your dream home in this enchanting paradise!

Newest Anna Maria Homes with Tennis Court(s) Community Features

$605,000
3 Beds ⋅ 2 Baths ⋅ Esplanade/Starkey Ranch Ph 2a SubDv. ⋅ 33556 Zip Code
SOLAR POWERED. FULL-HOME BATTERY BACKUP. 448 SQ. FT. SCREENED LANAI. ENERGY EFFICIENCY starts here with 32 solar panels already hard at work. Welcome to 11301 Juglans Drive—the perfect home for Snow Birds, Empty Nesters & Full Time Residents. This highly sought-after PICENO MODEL by Taylor Morrison features an open concept design with the largest island in Esplanade (50" x 105") and cabinetry on all sides for exceptional storage. KITCHEN features Espresso maple cabinetry, 42" uppers with crown molding, Cambria Berwyn quartz, stainless appliances, natural gas cooking, roll-out shelving & pendant lighting. Upgraded 20" x 20" tile flows throughout main living areas with BRAND-NEW plush bedroom carpet, 8' doors, tray ceilings, 5¼" crown molding/baseboards & high ceilings. During construction, the owner eliminated rear bump-outs, creating a stunning wall of aligned glass sliders filling the home with natural light and opening to a 448 SQ. FT. covered & screened lanai with NATURAL GAS FIREPLACE, TV mount, pavers & gas stub ready for your future outdoor grill. PRIMARY SUITE offers a tray ceiling, bay window, BRAND-NEW carpet & walk-in closet. Spa-inspired bath features natural light, frameless glass walk-in shower, quartz-topped double vanities positioned on opposite sides for privacy & convenience, and private water closet. Energy-conscious buyers will appreciate the 32-panel solar system paired with a privately owned FULL-HOME BATTERY BACKUP system & EV CHARGER. Ever seen an electric bill under $35/month? Owners have utility bills available for review showing incredible efficiency & savings. Additional investments include WHOLE-HOME WATER SOFTENER & FILTRATION systems. PET LOVERS will appreciate a dog door from the living area to lanai plus a second leading to the FULLY FENCED backyard for seamless indoor/outdoor access. 462 SQ. FT. GARAGE features upgraded LiftMaster belt-drive opener, keyless entry, epoxy flooring, EV charger & overhead storage racks. Unlike many homes with HVAC equipment tucked away in a hot attic, the air handler is conveniently located inside the laundry room for easy servicing and includes UV AIR PURIFICATION. Additional features include thermal radiant roof barrier, concrete tile roof, impact-glass front door with full-lite sidelights, solar-control film on sliders, sealed driveway/lanai pavers, bird protection & low-voltage technology package. Located ONE STREET FROM ESPLANADE'S RESORT-STYLE CLUBHOUSE! Enjoy a GOLF CART LIFESTYLE with over 20 miles of walking/biking trails. This GATED community features a PRIVATE 6,000 SQ. FT. CLUBHOUSE, (2) heated pools, 24-hour fitness center, stocked COFFEE & TEA STATION, billiards, card tables, activity director, firepit, PRIVATE EVENTS, tennis, pickleball, Bocce ball, dog parks & playground. MAINTENANCE-FREE COMPREHENSIVE LAWNCARE on RECLAIMED WATER includes mowing, edging, weeding, mulch, sprinkler heads & fungi treatment, plus TRASH & RECYCLING PICKUP. Esplanade is within STARKEY RANCH, offering miles of trails, lakes, sports complex, dog parks, kayaking/canoeing, community garden, activities & MORE. Life takes root in Starkey Ranch, and in Esplanade, YOU BRING THE VACATION HOME! Close to Starkey Wilderness Park, Gulf of Mexico & Suncoast Parkway with easy access to Tampa, St. Pete, Clearwater, Dunedin & more. Buy a Little Piece of Florida Now!

11301 Juglans Drive, Odessa
$375,000
4 Beds ⋅ 3 Baths ⋅ Grand Oaks Ph 02 Units 06 & 08 SubDv. ⋅ 34639 Zip Code
Welcome to Grand Oaks in Land O'Lakes, one of the area’s most sought-after communities! This freshly painted 4-bedroom, 3-bath pond-front home offers the ideal combination of space, upgrades, and location. The heart of the home is the kitchen, complete with granite countertops, expanded cabinetry, stainless steel appliances (2025), upgraded bar lighting, and stylish brick accents. The primary suite serves as a private retreat with French doors opening to the lanai and a beautifully renovated en-suite bath featuring dual linen closets, new vanities, porcelain tile flooring, and a luxurious oversized walk-in shower. Two additional bathrooms have been refreshed with new vanities, and two baths include bidets for extra comfort. Major system updates provide complete peace of mind: NEW A/C (2026), Roof (2019), and Gas Water Heater (2022). Additional interior highlights include tinted windows at the front entry and rear French doors, plus pull-down attic stairs with flooring for convenient extra storage. Step outside to an oversized 18x27 screened paver patio overlooking a serene pond—perfect for relaxing or entertaining. The backyard features a dusk-to-dawn security light, and the patio is prewired with a dedicated 240V connection ready for a future hot tub or spa. Grand Oaks residents enjoy resort-style amenities, including a clubhouse with a fitness center, pool, hot tub, kiddie pool, playgrounds, volleyball and basketball courts, picnic areas, and scenic nature paths—all for a low HOA fee of $105/month and NO CDD. Conveniently located near I-75, I-275, outlet shopping, restaurants, and top-rated Pasco County schools, this turn-key home checks every box!

4828 Wessex Way, Land O' Lakes
$130,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Short Sale. Welcome to 2400 Winding Creek Blvd #17-203, a well-maintained condo in the Winding Creek community of Clearwater. This 2nd floor unit offers a comfortable layout, practical updates, and a convenient location close to shopping, dining, beaches, and everyday essentials. Inside, the living area feels open and bright, with plenty of natural light. The kitchen features granite countertops, 2 tone cabinets, and modern appliances, making it functional for both everyday meals and entertaining. The washer and dryer are located inside the unit and will convey with the sale, adding extra convenience. The bedroom offers good storage with 2 large closets, and the large updated bathroom gives the home a clean, refreshed feel with plenty of space to get ready. Residents of Winding Creek can enjoy the community pool and spa, tennis courts, and shuffleboard court while still being close to everything Clearwater has to offer. Clearwater Beach, local parks, restaurants, shopping, and entertainment are all within easy reach, with the Gulf beaches less than 20 minutes away. Whether you're looking for a full-time home, seasonal Florida getaway, or low-maintenance Clearwater condo, this property offers a practical combination of location, updates, and convenience.

2400 Winding Creek Boulevard Unit 17-203, Clearwater
$499,999
4 Beds ⋅ 3 Baths ⋅ Union Park Ph 5a & 5b SubDv. ⋅ 33543 Zip Code
GORGEOUS CalAtlantic-built home situated on a peaceful conservation lot, featuring 4 bedrooms, 3 bathrooms, a private office with glass French doors, and a spacious bonus room. From the moment you step inside, you'll notice the tile flooring, elegant crown molding, and an abundance of natural light throughout the open living spaces. One upstairs bedroom features premium laminate flooring. The well-appointed kitchen includes 42-inch cabinets, granite countertops, and plenty of cabinet and counter space for everyday cooking and entertaining. The thoughtfully designed floor plan includes one bedroom and a full bathroom on the first floor, making it ideal for guests or multi-generational living. The private office with glass French doors provides a dedicated space for working from home. The main living area seamlessly connects to the outdoors through an additional set of 8-foot-tall, three-panel sliding glass doors, leading to an extended covered patio with motorized screens. This spacious outdoor area provides a great place to entertain, host a barbecue, read a book, enjoy your morning coffee, or simply relax while taking in the peaceful conservation setting. The patio also includes a sink hookup for added convenience. A beautiful wrought iron stair railing leads upstairs to a generous bonus area, providing plenty of flexibility as a second living area, media room, game room, or playroom. Upstairs, there are three bedrooms, including the primary suite, along with a full bathroom and a convenient laundry room with a sink hookup. The spacious primary suite features a walk-in closet, dual vanities, and a shower/tub combination. The two additional bedrooms provide comfortable space for family, guests, or other needs. Additional features include ceiling speakers, a pool power hookup, water softener hookup, and garage sink hookup. Located in the desirable Union Park community, residents enjoy a wide range of resort-style amenities, including a lap pool, clubhouse, fitness center, splash pad, dog park, zen garden, playgrounds, and miles of scenic walking and biking trails. Covered playgrounds, workout areas, and community gathering spaces add to the appeal of this active neighborhood. Conveniently located near I-75, with easy access to Tampa International Airport, downtown Tampa, restaurants, shopping, and entertainment, this Wesley Chapel location keeps you close to everyday conveniences and attractions. Enjoy being just minutes from The Shops at Wiregrass, Orlando Health facilities, and the continued growth and development throughout the area. Schedule your showing today!

1295 Montgomery Bell Road, Wesley Chapel
$750,000
4 Beds ⋅ 4 Baths ⋅ Village Xxiii Of Carrollwood V SubDv. ⋅ 33624 Zip Code
Welcome to one of Carrollwood Village's most sought-after neighborhoods, where an exceptional floor plan and an incredible lifestyle come together. Situated on a beautifully landscaped .28-acre lot, this 3,300-square-foot home offers 4 bedrooms, a private office, 3.5 bathrooms, and a 3-car garage with a thoughtfully designed split-bedroom layout perfect for both everyday living and entertaining. A paver walkway leads to impressive double wood entry doors, welcoming you into a light-filled interior with an open, inviting feel. The formal living and dining rooms provide elegant spaces for entertaining, while expansive sliders seamlessly connect the living room to the outdoor lanai. Just off the foyer, the private office features custom built-ins and a door for privacy, creating the perfect work-from-home space or study. The spacious kitchen offers an abundance of cabinetry, generous counter space, and pass-through windows to the lanai—making it effortless to serve meals or entertain poolside. Adjacent to the kitchen, the inviting family room features a cozy wood-burning fireplace, wet bar, and French doors opening to the outdoor living area. The oversized primary suite is a peaceful retreat with French doors leading directly to the lanai, a large walk-in closet, dual vanity areas, a walk-in shower, and a garden tub. Two secondary bedrooms are tucked away in their own private wing and share a beautifully updated bathroom. A separate guest or in-law suite is located off the family room, complete with an updated private bath and direct access to outside, making it ideal for guests, extended family, or multi-generational living. Step outside to your own private backyard oasis. The sparkling pool was resurfaced just two years ago and is surrounded by beautiful pavers, ample covered outdoor living space, and exceptional privacy. Additional updates include a 2021 roof and 2024 exterior paint, providing peace of mind for years to come. Living in Carrollwood Village means enjoying one of Tampa's most desirable communities. Less than a mile away is the stunning 42-acre Carrollwood Village Park, featuring walking and biking trails, playgrounds, splash pad, dog park, skate area, outdoor fitness equipment, picnic areas, and year-round community events. Residents also enjoy nearby tennis, pickleball, basketball courts, and optional membership opportunities at Carrollwood Country Club, offering golf, dining, swimming, tennis, and social activities. Conveniently located just 20 minutes from Tampa International Airport, this exceptional home is also close to premier shopping, restaurants and medical facilities. This is more than just a home—it's an opportunity to enjoy the unmatched lifestyle that makes Carrollwood Village one of Tampa's most beloved communities.

13707 Attley Place, Tampa
$280,000
2 Beds ⋅ 2 Baths ⋅ Fox Lake Twnhms SubDv. ⋅ 34683 Zip Code
Experience the ease of Florida living in this meticulously maintained, move-in ready 2-bedroom, 2-bath villa in the gated community of Fox Lake. Whether your weekends are spent relaxing by the heated pool, enjoying a game of pickleball or tennis, biking the nearby Pinellas Trail, exploring Downtown Dunedin, strolling the Tarpon Springs Sponge Docks, or soaking up the sun at Honeymoon Island and other award-winning Gulf beaches, you’ll love coming home to this peaceful Palm Harbor retreat. Surrounded by mature oak trees and beautifully maintained landscaping, this home offers a tranquil setting with a welcoming courtyard entrance and a quiet screened lanai overlooking lush greenery, creating the perfect place to enjoy your morning coffee or unwind in the evening. Inside, you’ll find laminate and tile flooring throughout, generously sized bedrooms, shutter-style windows, updated lighting, smart home technology, and abundant storage. Both bedrooms have exceptional space and privacy in a split-bedroom layout, each with connecting dual closets. The primary suite bathroom features double sinks with granite countertops, and an updated tiled walk-in shower with a frameless glass enclosure. The secondary bathroom has also been beautifully updated with granite countertops and a full bathtub. The open-concept kitchen and living room are designed for everyday living and effortless entertaining. The kitchen with granite countertops, an extended breakfast bar, a large deep sink, newer Whirlpool microwave, French-door refrigerator, and the living with an effortless sliding glass door that opens to the screened lanai. Additional upgrades include a Carrier HVAC system (March 2021), 2016 roof, new Samsung washer and dryer, updated lighting, lighted ceiling fan on the lanai, and a spacious exterior storage room. Located in high-and-dry Flood Zone X, no flood insurance is required. The HOA is just $414 a month and includes gated entry, cable, high-speed internet, water, sewer, trash, exterior landscaping, exterior painting, pressure washing, and pest prevention—making homeownership truly low maintenance. Offering exceptional rental flexibility, this property allows short-term, seasonal, and annual rentals, making it an excellent option for both full-time residents and those seeking an investment opportunity or a Florida getaway with income potential. Perfectly positioned in the heart of Palm Harbor between US Highway 19 and Belcher Road, you’ll enjoy quick access to everything while also having the option of the scenic drive along Belcher. Whether you’re heading to Clearwater, Dunedin, Tarpon Springs, Safety Harbor, St. Petersburg, Tampa International Airport, shopping, dining, parks, or everyday conveniences, everything is just minutes away. Zoned for highly rated Sutherland Elementary, Palm Harbor Middle, and Palm Harbor University High School, this turnkey home delivers the perfect blend of comfort, style, location, and value in one of Palm Harbor’s most desirable gated communities.

3067 Pointer Drive, Palm Harbor
$295,000
3 Beds ⋅ 2 Baths ⋅ Cypress Mill Ph 1a SubDv. ⋅ 33573 Zip Code
3.125 PERCENT ASSUMABLE INTEREST RATE | TESLA SOLAR + POWERWALL | ENERGY-EFFICIENT | PRESERVE VIEW Rare opportunity to assume a 3.125 Percent interest rate! Welcome to Cypress Mills in the desirable Cypress Creek community, where modern comfort, energy efficiency, and thoughtful upgrades come together in this beautifully maintained 2019-built home. Offering 3 bedrooms and 2 bathrooms, this turnkey residence has been meticulously cared for and offers the look and feel of a model home. One of the home's standout features is its full Tesla solar system with solar panels, inverter, and Powerwall backup battery, providing significant energy savings and added peace of mind during potential power outages. The system was installed in July 2022 and is under warranty, with the solar system scheduled to be paid off at closing. Inside, you'll find numerous upgrades designed for today's lifestyle, including a Chamberlain wall-mounted smart garage door opener installed in 2025, EV charging station, and a newly completed laundry room build-out in 2026. The home is being offered with the pre-installed TV Mount Hardware, washer, and dryer, making the transition to your new home exceptionally easy. Step outside and enjoy the tranquility of a private preserve view with a walking trail directly behind the property. With no immediate rear neighbors, the backyard provides a peaceful setting for relaxing, entertaining, or simply enjoying the surrounding natural beauty.From the exceptionally low assumable interest rate to the Tesla solar and Powerwall system, smart-home features, EV charging, and serene preserve setting, this home offers an exceptional combination of value, convenience, and energy efficiency. Don't miss this rare opportunity—schedule your private showing today!

7109 Salt River Avenue, Sun City Center
$160,000
2 Beds ⋅ 2 Baths ⋅ Winding Creek Condominiums SubDv. ⋅ 33761 Zip Code
Discover this delightful corner unit condo featuring a fully furnished featuring two bedrooms and two bathrooms. This condo is nestled in the serene countryside area of Clearwater. Ideally situated amidst a vibrant array of restaurants, shopping mall, theatre, grocery stores and so close to the beach. Step inside to find a bright and inviting interior complete with dining area and a large living room. There is also an enclosed lanai area that can easily serve as a workspace or cozy bonus area. Also, this unit has a full size washer and dryer adding to the convenience of living here. The community amenities are sure to impress with a large heated pool, hot tub and enjoy playing pickleball with your friends while cooking out on the barbecue grills and picnic area next to the pool. All of this is just minutes from the Honeymoon State Park and renowed beaches surrounding this area. Don't miss out on this incredible opportunity. Come see your Florida home today!

2400 Winding Creek Boulevard Unit 18A-110, Clearwater
$350,000
3 Beds ⋅ 2 Baths ⋅ Meadow Pointe SubDv. ⋅ 33543 Zip Code
Opportunity awaits in Meadow Pointe! This 3-bedroom, 2-bath home offers approximately 1,838 square feet of living space with a desirable split-bedroom floor plan, soaring ceilings, a spacious great room, and peaceful pond views. Located in the established Meadow Pointe community, residents enjoy access to a clubhouse, fitness center, community pool, and tennis courts. This home is ready for its next chapter and will benefit from cosmetic updating, including new flooring, fresh interior paint, and general improvements throughout. A great opportunity for investors, flippers, or buyers looking to build equity by customizing a home to their own style. The solid block construction, desirable location, and attractive floor plan provide an excellent foundation for renovation. Property is being sold As-Is. Bring your vision and unlock this home's full potential. Gated And NO HOA!

30702 Iverson Drive, Wesley Chapel
$274,900
2 Beds ⋅ 2 Baths ⋅ Three Westminster Condo SubDv. ⋅ 34655 Zip Code
Welcome to carefree living in the sought-after 55+ Heritage Lake community, This clean, well-maintained freestanding villa offers an updated kitchen with Quartz countertops and update primary bathroom making the perfect combination of comfort, convenience, and low-maintenance living. The bright and inviting floor plan provides generous living space, making it easy to relax, entertain, or simply enjoy everyday life. A spacious two-car garage and private setting add to the home's appeal. Also, a new roof was installed less than 2 yrs ago. Step outside and discover everything Heritage Lake has to live your best Florida lifestyle. Residents enjoy a beautiful clubhouse, heated pool and spa, tennis and pickleball courts, shuffleboard, bocce, scenic walking paths, and a full calendar of social activities. Conveniently located just minutes from Trinity, you'll have easy access to shopping, restaurants, medical facilities, parks, and the Gulf Coast's beautiful beaches. Whether you're looking for a full-time residence or a seasonal Florida retreat, this well-cared-for home is ready for its next owner to move in and make it their own.

4949 Bostonian Loop, New Port Richey
$1,150,000
3 Beds ⋅ 3 Baths ⋅ Gulf Harbors Sea Forest SubDv. ⋅ 34652 Zip Code
Where every day begins on the water and ends with a spectacular Gulf Coast sunset. Welcome to this beautifully updated waterfront home in the highly sought-after Gulf Landing at Sea Forest, where beautifully updated interiors, a thoughtfully designed floor plan, and direct Gulf access with no fixed bridges create an exceptional place to call home. A dramatic curved staircase and soaring ceilings make an unforgettable first impression, while abundant natural light fills the thoughtfully designed interior. The stunning custom kitchen serves as the heart of the home, showcasing custom cabinetry, quartz countertops, floating shelves, premium stainless-steel appliances, and an open layout that flows seamlessly into the spacious living area anchored by a beautiful fireplace. Just beyond the kitchen, the oversized inside laundry room also serves as a functional butler’s pantry, complete with additional pantry storage and a pocket door, providing exceptional organization and convenience for everyday living and effortless entertaining. Designed with flexibility in mind, the floor plan features two private bedroom suites—a luxurious primary suite on the main level and a second en suite upstairs—making it ideal for multigenerational living, extended guests, or those seeking the convenience of first-floor living. Both spa-inspired en suite bathrooms feature freestanding soaking tubs, oversized walk-in showers, and double vanities. The upstairs loft provides an ideal flex space for a home office, media room, or reading retreat. Just beyond, a shared waterfront balcony, accessible from both upstairs bedrooms and the hallway, offers the perfect place to enjoy peaceful mangrove views, the tranquil waterway, and breathtaking Gulf Coast sunsets. Step outside to your own private waterfront oasis featuring a sparkling pool, private floating dock, and direct access to Florida’s Gulf waters with no fixed bridges. Whether you’re boating, fishing, entertaining poolside, or simply relaxing at home, this property offers the waterfront lifestyle so many dream of. Residents of Gulf Landing at Sea Forest enjoy a deed-restricted community with exceptional amenities, including a clubhouse, community pool, tennis courts, boat ramp, and membership to the exclusive Gulf Harbors Private Beach Club, offering access to one of the area’s most beautiful private Gulf beaches. From peaceful canals to unforgettable Gulf adventures, every journey begins from your own dock—and every day ends with a spectacular Gulf Coast sunset.

6121 Bayside Drive, New Port Richey
$140,000
2 Beds ⋅ 2 Baths ⋅ Pine Ridge At Lake Tarpon Village SubDv. ⋅ 34688 Zip Code
Welcome home to this beautifully maintained, fully furnished 2-bedroom, 2-bathroom ground-floor condominium in the heart of Tarpon Springs! Offering the perfect combination of comfort, convenience, and low-maintenance living, this move-in-ready home features an open living and dining room combination with tile flooring throughout, creating a bright and seamless living space. The kitchen is equipped with newer stainless steel appliances, granite countertops, and plenty of cabinet space for all your cooking needs. The home also includes a brand-new A/C system (June 2026), providing peace of mind for years to come. Best of all, the furnishings, along with the washer and dryer, are included, making this an exceptional opportunity for full-time residents or seasonal owners. Relax year-round in the enclosed lanai overlooking a tranquil pond with no rear neighbors, offering a peaceful backdrop to enjoy your morning coffee or unwind in the evenings. Additional conveniences include a dedicated parking space, ample guest parking, and a private exterior storage shed located just outside your front door. Being a ground-level unit means no stairs to climb, making everyday living easy and accessible. Residents enjoy a wealth of community amenities, including a heated swimming pool and spa, clubhouse, tennis courts, playground, and beautifully maintained grounds. Ideally located near championship golf courses, shopping, dining, entertainment, and the world-famous Tarpon Springs Sponge Docks, you'll have everything you need just minutes away. Don't miss your opportunity to own this turnkey condo in a desirable Tarpon Springs location!

3232 Lake Pine Way E Unit B1, Tarpon Springs
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