Anna Maria Homes with Gated Community - Guard Community Features

Anna Maria Homes with Gated Community - Guard Community Features

Welcome to Anna Maria, Florida, a picturesque island city nestled along the Gulf of Mexico, known for its stunning white-sand beaches, crystal-clear waters, and a charming, laid-back atmosphere. This idyllic destination offers a unique blend of natural beauty and small-town charm, making it a perfect place for both relaxation and adventure. With its vibrant local culture, delightful dining options, and an array of outdoor activities, Anna Maria is a haven for those seeking a slice of paradise.

For those looking to invest in a home in this enchanting locale, consider the exclusive gated communities that Anna Maria has to offer. These guard-gated neighborhoods provide an added layer of security and privacy, allowing residents to enjoy their surroundings with peace of mind. Homes in these communities often feature luxurious designs, spacious layouts, and modern amenities, perfect for families or those seeking a serene retreat.

Living in a gated community in Anna Maria means more than just a home; it’s a lifestyle. Residents can take advantage of beautifully landscaped grounds, private pools, and recreational facilities, all while being just moments away from the beach. Whether you’re strolling along the shoreline, indulging in fresh seafood at local eateries, or exploring the nearby nature trails, the opportunities for relaxation and adventure abound.

Discover the enchanting lifestyle that awaits you in Anna Maria, where your dream home in a secure, gated community is just a heartbeat away from the beauty of Florida’s Gulf Coast. Embrace the charm of island living and make Anna Maria your forever home.

Newest Anna Maria Homes with Gated Community - Guard Community Features

$450,000
2 Beds ⋅ 2 Baths ⋅ Mobel Americana Mobile Home Park Unrec SubDv. ⋅ 33702 Zip Code
For the savvy buyer seeking the ultimate in affordable luxury, this 2 bed/2 bath/den home has over 2,300 sq ft of air conditioned living space designed to host family and friends with comfort. Custom built in 2018 to HUD Wind Zone III standards, the spacious home, located in popular 55+ waterfront community of Americana Cove, has many features. OUTSIDE: a whole house generator, temperature controlled storage building, an EV charger for electric vehicle and an oversized 1,400 sq ft carport with golf cart charging outlet. INSIDE: 1) chef's kitchen with stainless steel appliances including ceramic cooktop with hood and built-in stove and microwave; large walk-in pantry and an abundance of wood cabinets for storage. 2) The large living room opens to the sunroom making large gatherings possible. 3) Den or office off the entryway allows for privacy. 4) Split bedroom plan is the perfect layout for guests and owner. A separate hallway to the guest bedroom and bath with outside entrance is the ultimate in convenience. The primary bedroom suite is an inviting retreat with large bathroom with double sinks and walk-in tiled shower and large walk-in custom closet. 5) Separate laundry room with washer, dryer and extra full-size refrigerator. 6) Culligan water softener system, custom blinds and shades, lighting and fans, and ADT security system with indoor/outdoor cameras and security lights are just a few of the extras that make this home an exceptional value. 7) Double paned windows with extra horizon windows make the home light and bright. 8) Central HVAC system plus two mini splits--one in primary bedroom and second in sunroom for ultimate comfort. Composition shingle roof with metal roof on carport that was resealed in 2026. Transferrable flood policy. Price includes share for the lot and ownership in the co-op. Property is located across the street from one of two private community boat ramps, the clubhouse, heated pool, fitness center and billiard room, among other community amenities. The low monthly maintenance fee of $410 includes water, sewer, trash pick up, lawn mowing, 24 hr manned gate, private streets and all amenities. PET POLICY: 2 pets (dogs or cats) up to 35 pds each are welcomed. RENTING POLICY: Renting is allowed with 2-month minimum. Tenants must meet the age requirement and be approved by management. Downtown St. Petersburg is only 10 mins away, 4th St grocery, shopping, and dining is just minutes away. Two airports are conveniently located only 20 mins away. Pets (dogs or cats) up to 35 pounds each are welcomed! This 55+ community is northeast St. Petersburg's best kept secret! Custom furniture is negotiable. Proof of funds or lender pre-approval with contract.

7300 Americana Drive Ne Unit 143, St Petersburg
$939,900
4 Beds ⋅ 3 Baths ⋅ Hunters Green - Master Association SubDv. ⋅ 33647 Zip Code
Morning Coffee on the Water, Golf on the Horizon, and Every Big Update Already Done. Picture this: sunrise over the pond, a glimpse of the 16th fairway through the trees, and a pool just steps from the kitchen. Tucked behind not one but two gates in Hunters Green's coveted Osprey Pointe, this corner-lot home delivers the view, the privacy, and the renovations buyers usually have to choose between. The moment the double glass doors open, the home puts on a show. The eye travels straight through the foyer to the sparkling pool, the lanai, and the water beyond. Twelve-foot ceilings soar overhead, and four sets of 8-foot sliders pour in light and open the entire home to the outdoors. On cooler evenings, the wood-burning fireplace in the formal living room becomes the gathering spot, framed by built-in display shelving for your art, books, and treasures. The kitchen was reimagined in 2022 for those who actually love to cook, with a suite of Bosch appliances led by a gas range. Rich, high-end wood floors run throughout, and the roof was fully replaced in June 2022. Then there's the brand-new 2026 primary bath, a true retreat with a zero-entry walk-in shower, dual vanities, and a freestanding soaking tub made for long, unhurried evenings With a three-way split floor plan, 4 bedrooms, and 3 full baths, everyone gets their own space, whether that means guests, extended family, or a quiet home office far from the action. The 3-car garage makes room for the cars, the golf clubs, and the toys Out back, the covered lanai and screened pool become your everyday escape: morning coffee, weekend barbecues, and sunsets reflected on the pond All of it sits minutes from Flatwoods Park, I-75, USF, top hospitals, and New Tampa's best shopping and dining, with an easy drive to downtown Tampa and Tampa International Airport The expensive work is finished. The only thing left is to move in. Homes like this in Osprey Pointe don't come along often. Schedule your private showing today.

9101 Woodridge Run Dr, Tampa
$325,000
3 Beds ⋅ 3 Baths ⋅ Saddlebrook SubDv. ⋅ 33543 Zip Code
NEW ON THE MARKET A TWO-STORY FURNISHED CLUSTER HOME WITH 3 BEDROOMS, TWO AND A HALF BATHS, AND READY FOR YOU TO MOVE IN NOW. THE SELLERS HAVE JUST GONE NORTH TELLING ME THEY HAVE DIFFICULTY TRAVELING AT THEIR AGE AND FEEL THIS MAY BE THE TIME TO GIVE UP THEIR SECOND HOME AFTER COMING TO SADDLEBROOM FOR OVER 30 YEARS. FIRST IN A CONDO AND NOW TO THIS HOME. THEY HAVE MADE IT READY FOR THE NEXT BUYER TO COMFORTABLY MOVE IN AND NOT HAVE TO WORRY WITH FURNISHING, IT ALL STAYS. JUST BRING YOUR SUITCASES AND YOUR TENNIS RACKETS AND GOLF CLUBS. THERE IS A COMMUNITY SWIMMING POOL AT THE END OF THE ROAD FOR YOUR USE. IF YOU DECIDE TO JOIN THE SADDLEBROOK CLUB THERE ARE MANY MEMBERSHIP CHOICES AVAILABLE. THE HOA DUES INCLUDE THE EXTERIOR MAINTENANCE OF THE BUILDING SUCH AS PAINTING, ROOF, LAWN MOWING, IRRIGATION, HOMEOWNER HAZARD INSURANCE, ROAD MAINTENANCE, POOL MAINTENANCE, STREET LIGHTING, SUB-TERRANEAN WARRANTYSECURITY ROVING GUARD TOO. TRASH PICKUP TWICE A WEEK AND RECYCLABLES ONCE A WEEK TOO. CLOSE TO US OUTSIDE OUR GATES ARE THE MANY RESTAURANTS, HOSPITALS, SHOPPING CENTERS, GROCERY STORES, ETC.

5333 Cobblestone Court, Wesley Chapel
$3,499,000
5 Beds ⋅ 8 Baths ⋅ Highlands Of Innisbrook SubDv. ⋅ 34683 Zip Code
This exceptional 5-bedroom, 7.5-bath estate offers more than 9,100 heated square feet of refined living space and occupies a private cul-de-sac overlooking the 12th tee of the prestigious Island Course. Meticulously designed and built, this one-of-a-kind residence showcases extraordinary craftsmanship, thoughtful architectural details, and an impressive array of amenities. The entire fourth floor is dedicated to a spectacular primary retreat, featuring an elevated sleeping platform, expansive bath, and exceptional privacy. Additional highlights include a grand billiards room, custom home theater, full gym, 10-person sauna, 8-person steam room, reading/card room, private office, and a true basement with a 3-car garage and built-in panic room. The outdoor living spaces create a private tropical retreat, complete with a saltwater pool, spa, fountain, lush landscaping, and sweeping views of the golf course. Set within the coveted Innisbrook Resort and Golf Club, this gated 900-acre resort community is home to four championship golf courses, including the renowned Copperhead Course, host of the PGA TOUR's Valspar Championship. Residents enjoy access to an exceptional collection of amenities, including tennis, a full-service spa, fine and casual dining, multiple resort pools—including the iconic Loch Ness Monster Pool—and miles of scenic trails. A rare opportunity to experience extraordinary architecture, privacy, resort amenities, and championship golf in one of Florida's most distinguished residential communities.

1058 Roundstone Place, Palm Harbor
$209,000
2 Beds ⋅ 2 Baths ⋅ Audubon Condo At Feather Sound SubDv. ⋅ 33762 Zip Code
Welcome to Audubon at Feather Sound! This spacious 2-bedroom, 2-bath condo is located in a beautifully maintained gated community and offers an open, inviting floor plan with plenty of natural light and generous closet space throughout. The spacious living and dining areas flow together beautifully, making it perfect for everyday living or entertaining. The primary suite features a private en-suite bath and walk-in closet, while the second bedroom is ideal for guests, a home office, or both. Enjoy your morning coffee or unwind at the end of the day on the screened-in lanai overlooking the beautiful greens of Feather Sound Country Club Golf Course. Audubon at Feather Sound offers resort-style amenities including a heated pool and spa, fitness center, clubhouse, tennis courts, indoor basketball court, sauna, grilling areas, and gated entry. Ideally located in the heart of Tampa Bay with easy access to I-275, St. Pete-Clearwater International Airport, Tampa International Airport, shopping, dining, downtown St. Petersburg, Clearwater, Tampa, and the beautiful Gulf beaches. Whether you're looking for a place to call home or an investment property, this condo offers a great opportunity to enjoy the Florida lifestyle in a convenient Tampa Bay location!

2400 Feather Sound Drive Unit 425, Clearwater
$1,260,000
3 Beds ⋅ 3 Baths ⋅ Grande On Sand Key Condo SubDv. ⋅ 33767 Zip Code
Experience the pinnacle of luxury coastal living at The Grande on Sand Key, where spectacular views, refined elegance, and resort-style amenities come together to create an extraordinary lifestyle. This turn-key furnished three-bedroom Vizcaya residence occupies a coveted southeast corner location, offering breathtaking sunrises over Clearwater Harbor and unforgettable sunsets over the Gulf of Mexico. Three private terraces, encompassing approximately 400 square feet of outdoor living space, provide the perfect setting to savor the beauty of the surrounding coastal landscape, entertain guests, or simply unwind in the gentle Gulf breezes. Spectacular location...a blank canvas to make your own. Set within 14 acres of beautifully maintained grounds, The Grande offers an exceptional collection of resort-style amenities, including multiple beachfront swimming pools, tennis courts, a state-of-the-art fitness center, elegant social rooms, billiards, and the peace of mind of 24-hour guard-gated security and concierge services. Here, luxury extends far beyond the residence itself. It is found in the effortless convenience of personalized service, the comfort of a secure and private environment, and the extraordinary privilege of living surrounded by the natural beauty of Florida's Gulf Coast. At The Grande on Sand Key, luxury isn't simply a lifestyle—it's an experience where comfort, security, and convenience come together seamlessly, and every day feels like a getaway.

1170 Gulf Boulevard Unit 1605, Clearwater
$975,000
3 Beds ⋅ 4 Baths ⋅ Fairway Village 02 Laurelwood SubDv. ⋅ 33543 Zip Code
Experience resort living at its finest in this beautifully updated golf course home featuring 3 bedrooms, an office, and 3.5 baths. The renovated kitchen is a true centerpiece, offering a full size refrigerator, full size freezer, and a massive island perfect for cook prep, gathering, and entertaining. Wide sliders from the kitchen, main living area, primary suite, and second bedroom open to a screened lanai with a refreshing pool and serene fairway backdrop. The split bedroom layout places the primary suite and office at one side of the home, while the remaining bedrooms sit on the opposite side for comfort and flexibility. Bedroom 2 enjoys its own full bath, creating a private guest suite. A smartly designed pool bath opens to both the interior and the lanai, making outdoor living effortless. The home also features an extra wide 2-car garage plus a side entry golf cart garage, both connected by a paver driveway. With inviting spaces, scenic views, and world-class amenities, this home is perfect for relaxing, entertaining, and enjoying every day. Saddlebrook is a prestigious gated community offering 24-hour security and world-class amenities, including 27 holes of championship golf (recently redesigned by the infamous Rees Jones, Inc.), a sports bar, a high-end restaurant, and the possibility of a country club membership. As a resort member, you'll enjoy unlimited golf, access to the community's pool, fitness center, volleyball, basketball, and pickleball courts, and tennis facilities with various surfaces including hard courts, red clay, and grass. Situated just minutes from top-rated schools, shopping, dining, hospitals, and more. Saddlebrook is just a short drive from The Grove, Wiregrass Mall, Tampa Premium Outlets, AdventHealth Wesley Chapel, BayCare Wesley Chapel, Orlando Health Wesley Chapel, and a 35-minute ride to Tampa International Airport. Don't miss out on the opportunity to own this stunning home in one of Florida's most sought-after communities. Schedule a showing today!

30311 Fairway Drive, Wesley Chapel
$940,000
2 Beds ⋅ 3 Baths ⋅ Silver Sands Beach & Racquet Club SubDv. ⋅ 33706 Zip Code
Set within the Gulf-front community of Silver Sands, this beautifully updated residence boasts over 2,000 square feet of an impressive combination of space, quality, and Gulf views—all just steps from the sand. Positioned on the fourth floor, the condo enjoys an elevated perspective with stunning views of the Gulf. Expansive new impact windows and sliding doors bring in abundant natural light and open to a private balcony with plenty of room for both dining and lounge seating, creating the perfect setting for sunset evenings overlooking the coast. Inside, the generous floor plan feels more like a private home than a traditional condo. At the heart of the residence is an exceptional chef’s kitchen thoughtfully designed with a Sub-Zero double refrigerator, Viking ovens, Wolf induction glass cooktop, imported Italian marble countertops, full-size wine storage, breakfast bar seating, and custom hand-finished Omega cabinetry. There is even an opportunity to incorporate a built-in coffee station. Beautiful engineered wood flooring extends through the great room and both bedrooms, complemented by tile in the kitchen and baths. The spacious primary suite is a true retreat with room for substantial furnishings plus a desk or reading area, and three generous closets outfitted with European organizing systems. Its reimagined primary bath delivers a spa-like experience with an oversized open walk-in shower, luxury rain shower heads, heated towel warmers, marble countertops, and a distinctive hand-painted sink. The comfortable guest bedroom is accompanied by a beautifully finished full bath featuring a walk-in shower with striking granite, coordinating countertop, and custom cabinetry. A separate powder room offers a carved vanity with marble countertop, while a dedicated laundry closet and further interior storage add everyday convenience. Additional features include a newer electrical panel, tankless water heater, hurricane shutters, and dedicated garage parking, with ample guest parking available. Beyond the residence, Silver Sands encompasses 17 acres directly along the white sands of St. Pete Beach, with private beach access and an extensive collection of resort-style amenities. Residents enjoy two waterfront pools and spas, six pickleball courts, tennis courts, 24/7 gated and guarded security, and a clubhouse with fitness center, spacious community room and full kitchen, table tennis, and billiards. The community is professionally self-managed on site with a strong HOA. Just one block off Gulf Boulevard, Silver Sands places restaurants, shopping, and the Corey Avenue Sunday Market within easy reach, while downtown St. Petersburg and both St. Pete-Clearwater and Tampa International Airports are conveniently accessible. This is an exceptional opportunity to enjoy the space and comfort of a full-size residence within one of St. Pete Beach’s premier Gulf-front communities.

6600 Sunset Way Unit 408, St Pete Beach
$709,900
2 Beds ⋅ 2 Baths ⋅ Silver Sands Beach & Racquet Club SubDv. ⋅ 33706 Zip Code
Space to settle in, room to make it your own, and the beach just steps away. This unit offers 1,470 square feet of comfortable living within Silver Sands, one of St. Pete Beach’s premier waterfront communities. With two bedrooms, two full baths, a flexible bonus sleeping area, and an expansive private balcony, this furnished residence is ready to enjoy now while offering exciting potential for the future. The generous floor plan provides an easy flow between the living and dining areas, with wood-look plank and tile flooring throughout and a kitchen equipped with stainless steel appliances. Large sliding doors extend the living space onto the oversized balcony, where there is plenty of room for both dining and lounging, along with a slight view of the water and Gulf breezes to complete the setting. The spacious primary suite features its own access to the balcony, creating an easy connection to the outdoors and another way to enjoy the coastal setting. A walk-in closet provides generous storage, while the private bath includes dual vanities and a walk-in shower. A comfortable guest bedroom and second full bath provide privacy for visitors, while an additional bonus room is currently arranged as sleeping quarters. This flexible space also works beautifully for overflow guests, a home office, den, or hobby space. Comfortable and functional today, the residence also offers plenty of potential for a new owner to update, personalize, and enhance the interiors over time. Whether you choose to enjoy it just as it is or bring your own vision to the space, the footprint provides an excellent foundation to create a beach home tailored entirely to your style. Garage parking adds another welcome convenience. Life at Silver Sands centers around the beach, the water, and an impressive collection of amenities designed to be enjoyed year-round. Private access leads directly to the sands of St. Pete Beach, while two waterfront pools and spas offer another way to spend the day outdoors. Residents also enjoy six pickleball courts, tennis courts, 24/7 gated and guarded security, and a clubhouse complete with a fitness center, spacious community room and full kitchen, table tennis, and billiards. Just one block off Gulf Boulevard, Silver Sands keeps you close to St. Pete Beach restaurants, shops, the boutiques and Sunday market along Corey Avenue, and everything that makes this stretch of the coast so enjoyable. Whether envisioned as a full-time residence or an easy Florida getaway, this unit combines generous living space, a flexible floor plan, direct access to the beach, and the opportunity to make a Silver Sands residence truly your own!

6650 Sunset Way Unit 105, St Pete Beach
$125,000
1 Beds ⋅ 1 Baths ⋅ Washington Towers The Condo SubDv. ⋅ 33708 Zip Code
WHAT A VIEW !!! This Studio is located in a gated over 55 community. New windows and hurricane shutters, updated bath with a shower, and updated kitchen with solid surface countertops. Two heated pools, covered picnic areas, barbecue grills, and a putting green. The club house will have live music, shows, bingo and other games, pool tables, and fitness center. Boat slips and kayak storage available. Short walk to Publics and the American Legion. Short drive to the beach, Seminole City Center, and other restaurants. Some furniture will stay.

4550 Cove Circle Unit 605, St Petersburg
$1,050,000
3 Beds ⋅ 3 Baths ⋅ The Townhomes At Harbour Bay Phase 3 SubDv. ⋅ 33602 Zip Code
A Harbour Island townhome with the style and feel of a single-family home and the convenience of exterior maintenance and community services handled. Built by Bayfair, this home is set within a guard-gated community, where its classic brick facade, traditional architecture, welcoming covered entry, and crisp white trim create timeless curb appeal. An inviting entry foyer opens to interiors filled with natural light from expansive windows, complemented by plantation shutters. Beautiful built-ins add character to the living room, while separate living and dining rooms offer space to gather and entertain. The kitchen opens to the family room, creating a comfortable setting for everyday living, and features natural gas cooking, a Bosch appliance suite, marble countertops, updated cabinetry. Beautifully refinished oak hardwood floors downstairs and an updated half bath further enhance the home. The primary bathroom features a soaking tub, separate shower, and double vanities, while a Jack-and-Jill bathroom connects the second and third bedrooms. A dedicated laundry room adds everyday convenience. Outside, a raised paver patio with privacy fencing extends the living space, while a two-car attached garage and abundant guest parking make hosting and daily living easy. The home has two HVAC systems, including a downstairs Carrier system installed in May 2023 that is still under warranty, with coverage transferable to the buyer. Community amenities include a community pool, neighborhood park and greenbelt for walking or jogging, plus a marina with boat slips available for separate purchase when offered for sale. Life Time Harbour Island is within walking distance. Just minutes from Benchmark International Arena, Sparkman Wharf, Water Street, the Riverwalk, museums, dining, and the arts, this Harbour Island townhome brings together residential calm, walkable urban access, and island living in the heart of the city.

908 Harbour Bay Drive, Tampa
$355,000
2 Beds ⋅ 2 Baths ⋅ Tarpon Cove Condo SubDv. ⋅ 34689 Zip Code
Coastal Luxury Awaits at Tarpon Cove & Mariner Village! Experience the ultimate Florida lifestyle in this gorgeous, fully furnished 2-bedroom, 2-bathroom condo nestled within the highly desirable communities of Tarpon Cove and Mariner Village in Tarpon Springs. Offering captivating views of the sparkling Gulf of Mexico, this residence is a true haven for those seeking both relaxation and adventure by the water. Step inside and discover a bright, open-concept floor plan designed for comfortable living and easy entertaining. The beautifully appointed kitchen features sleek stainless steel appliances, elegant granite countertops, and ample cabinetry, perfect for preparing delicious meals while enjoying the scenic views. The spacious living and dining areas flow seamlessly to a private balcony where you can savor gentle Gulf breezes and watch stunning sunsets paint the sky. Retreat to the inviting primary suite, complete with generous closet space and a well-appointed ensuite bath. A second bedroom and full guest bathroom provide plenty of space for family and visitors. Every detail has been thoughtfully curated to create a welcoming, turnkey home ideal as a primary residence, vacation retreat, or investment opportunity. The amenities in Tarpon Cove and Mariner Village elevate coastal living to resort status. Residents enjoy access to a sparkling community pool and stylish clubhouse, a well-equipped fitness center, tennis and pickleball courts, and even a putting green for golf enthusiasts. Boaters will appreciate the community marina with boat slips available on a first-come, first-served basis, offering easy access to the Gulf and endless days on the water. Located just minutes from some of Florida’s most pristine beaches, charming downtown Tarpon Springs with its famous sponge docks and Greek eateries, as well as shopping centers, restaurants, and numerous top-rated golf courses, this condo places you in the heart of everything you love about coastal living. Don’t miss this incredible opportunity to own a slice of paradise and start living the waterfront dream in beautiful Tarpon Springs!

1813 Mariner Drive Unit 146, Tarpon Springs
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