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

$465,000
3 Beds ⋅ 2 Baths ⋅ Innisbrook 24 SubDv. ⋅ 34683 Zip Code
D Unit, Deluxe 3-Bedroom / 2-Bath Condo.Overlooking the Copperhead Course Enjoy breathtaking views of the famous PGA TOUR Valspar Championship Copperhead Course 2nd Green from this, two-story corner lodge unit. Recently renovated with sophisticated, modern touches, this spacious 3-bedroom, 2-bath condo is the perfect blend of luxury and comfort. Key Features: Stylish renovation completed just 3 years ago, including: AC, flooring and baseboards, new kitchen with two wine coolers, expansive quartz counter tops fresh interior paint, Recessed lighting & more thoughtful upgrades throughout Expansive living room with golf course views Oversized master bedroom with space for a sitting area, ensuite tiled bath, tub, and Corian vanity Secondary private entrance to the master suite from the lodge hallway Convenient coin-free laundry just down the hall Short walk to the nearby Fairway Pool This unit is not only perfect for entertaining but also makes for a serene getaway. Multiple levels of club memberships are available for purchase, granting access to the exclusive Innisbrook amenities. Owners may also opt into the Resort optional Rental Pool Program offering an attractive investment opportunity. Resort Lifestyle at Innisbrook: Situated on 800 wooded acres of rolling hills and 70 acres of lakes, Innisbrook, A Salamander Golf and Spa Resort is located just 25 minutes from Tampa International Airport. Innisbrook features sixty-three holes of golf, including the PGAâ??s Valspar Championship Copperhead course, 280spacious guest suites and rooms, 5 restaurants and 3 bars including the FAIRWAYS COFFEE AND WINE BAR featuring STARBUCKS coffee, 10 Har-Tru TENNIS courts, 4 Hard-court PICKLEBALL Courts, 3 Indoor RACQUETBALL courts, a full-service Salamander SPA with 12 treatment rooms and Fitness Center, 6 Swimming POOL Complexes, and 2 Conference halls.

36750 Us Highway 19 Unit 24-213, Palm Harbor
$249,900
1 Beds ⋅ 1 Baths ⋅ Sailport Resort Condo On SubDv. ⋅ 33607 Zip Code
Turnkey Waterfront Condo-Hotel: Rays by the Bay | Tampa, FL. Income-producing 1-bedroom/1-bathroom condo-hotel unit located on scenic Tampa Bay. Rays by the Bay has strong, consistent short-term rental performance and year-round guest demand. The Unit is thoughtfully designed to maximize comfort and revenue, sleeping up to 4 guests. Features a private bedroom, spacious living area with sleeper sofa, fully equipped kitchen, modern bathrooms, and private balcony with stunning bay views. This well-maintained suite is guest-ready and optimized for short-term rental success. Turnkey Investment Highlights • Fully furnished and professionally maintained • Strong ADR and occupancy rates • Currently managed by a professional management company (optional to retain) • Resort-Style Amenities That Drive Bookings Guests enjoy a full-service waterfront experience, including: • Geo-thermal heated pool (84°F year-round) • Sandy beach with direct bay access • Tiki bar & Bayside dining • Fire pit, BBQ & picnic areas • Sand volleyball court & outdoor fitness equipment • 24/7 gated security • Covered parking with elevator access • On-site laundry facilities Prime Tampa Location Situated in the highly desirable Rocky Point area, these units offer unmatched convenience: • 5 minutes to Tampa International Airport (TPA) • Minutes to Downtown Tampa & Westshore Business District • Near Raymond James Stadium (home of the Buccaneers) • Easy access to Clearwater Beach, St. Petersburg & Hyde Park • Close to Busch Gardens, Adventure Island & top local attractions The Investment Case: Tampa’s short-term rental market remains one of the strongest in Florida, and waterfront properties on Rocky Point command premium nightly rates. With established rental history, consistent 5-star guest experiences, and resort infrastructure already in place, this package offers immediate income with minimal operational friction. Perfect for the investor looking to expand your portfolio, completing a 1031 exchange, or looking to secure a high-performing waterfront asset in one of Tampa’s most desirable rental corridors.

2506 N Rocky Point Drive Unit 331, Tampa
$495,000
1 Beds ⋅ 1 Baths ⋅ 5qw / Island Place A Condo SubDv. ⋅ 33602 Zip Code
Move right into this beautifully renovated 1-bedroom, 1-bathroom condominium in Island Place, a prestigious 24-hour gated and guarded community on desirable Harbour Island in the heart of the city. Perched on the top floor, this desirable end-corner residence enjoys the added privacy of no upstairs neighbors while showcasing an abundance of natural light from its ideal position. Step into your private foyer and be welcomed by soaring 11-foot ceilings that fill the home with natural light. The open-concept living, dining, and kitchen areas create an inviting space for both everyday living and entertaining. Just beyond the living room, a private balcony overlooks the tranquil pond, seamlessly extending the living space outdoors. The home features quality finishes throughout, including solid hardwood flooring in the main living areas and elegant tile flooring in the bedroom and bathroom. The spacious bedroom offers custom built-in closet storage, while the adjacent laundry room provides additional storage space. A versatile loft area creates the perfect setting for a home office, reading nook, or creative workspace. The updated kitchen is equipped with Samsung appliances, generous countertop space, and an open layout that allows you to stay connected with guests while preparing meals. With every detail already in place, all that's left to do is move in and enjoy the lifestyle this exceptional residence has to offer. This residence and community are located right in the heart of where you want to be – with easy and convenient access by foot (or car) to Tampa’s Riverwalk, Water Street Tampa, Benchmark Arena, Sparkman Wharf, Bayshore Blvd. and for commuters I-275 & the LeeRoy Selmon Expressway just minutes from the Island – and 15 min. to the nation’s top rated Tampa International Airport. Owners can enjoy resort style amenities all year with a salt water pool and spa; playground and wonderful peace of mind with 24-hr. controlled access security. Experience the perfect blend of style, comfort, and location. Schedule your private showing today and make this exceptional residence yours.

751 Coral Reef Drive, Tampa
$309,900
3 Beds ⋅ 2 Baths ⋅ Sun City Center Somerset Villa SubDv. ⋅ 33573 Zip Code
Virtually Staged. BREATHTAKING WATER, GOLF COURSE AND CONSERVATION VIEWS! Located in the desirable Somerset Villas community with some of the lowest fees in Kings Point, this exceptional Buttonwood floor plan is among the community’s newer residences and features a NEW ROOF (2025) and NEW WATER HEATER (2025). Offering 3 spacious bedrooms, 2 baths and a 2-car garage, this thoughtfully designed home blends comfort, style and maintenance-free living. The open and inviting floor plan has all the updates you're looking for with custom fans and lighting, crown molding and tray ceilings, tile flooring throughout and the kitchen is a chef's delight. With a huge Island with breakfast bar, 42-inch hardwood cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite is distinguished by an attractive slat ceiling that adds warmth, texture and architectural character. And the huge walk-in closet has been custom designed by California Closets. Step outside onto the large, covered lanai and enjoy peaceful panoramic views of the water, golf course and surrounding conservation area—the perfect backdrop for morning coffee or relaxing Florida evenings. The comprehensive HOA fee includes 24-hour gated security, premium cable, high-speed internet, building insurance, exterior and grounds maintenance, irrigation, pest control, and water and sewer. Kings Point residents enjoy resort-style amenities, including two beautiful clubhouses, six heated pools, an 850-seat theater, spa services, golf courses, tennis and pickleball courts, a rehabilitation pool, hot tubs, billiards, two state-of-the-art fitness centers, and dozens of social, recreational and sports clubs. Golf-cart access connects residents with nearby medical offices, hospitals, shopping, banking and everyday conveniences, while the community’s complimentary transportation system makes getting around even easier. Conveniently located near Tampa, the Gulf Coast beaches, cruise terminals and Florida’s world-famous attractions, this remarkable home offers the serenity, recreation and convenience of the Kings Point lifestyle. Schedule your private showing and experience it for yourself! This home is unfurnished. The virtual staging is only for inspiration and is not intended to represent the homes current condition.

970 Pembroke Point Way, Sun City Center
$86,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Ideally located just a short walk from both the East Activity Center and a private golf course, this charming 1-bedroom, 1-bathroom condo offers comfortable living in a vibrant, interactive community. Inside, durable laminate flooring flows throughout the living room, hallway, bedroom, and Florida Room, complemented by assigned parking and an HVAC and water heater updated in 2010. Furnishings are optional, the only piece not staying is the table and chairs in the living room. As part of an active 55+ community, residents enjoy access to two activity centers, two free private golf courses (9 and 18 holes), two heated swimming pools, a remodeled Cardio Gym, a fenced dog park with covered seating, hobby studios, and a dedicated wood shop. The bustling social calendar includes fitness classes, dancing, clubs, cards, billiards, and live entertainment, with the on-site Good Karma Café offering convenient take-and-bake meals. Situated close to beaches, shopping, dining, and transportation. This property is being transferred via a leasehold estate deed, requires Association approval, and necessitates a 35% down payment if financing. Schedule your showing today to experience this exceptional lifestyle!

2100 World Parkway Boulevard Unit 50, Clearwater
$250,000
2 Beds ⋅ 3 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to carefree living in Top of the World, Clearwater's premier 55+ active community! This spacious second-floor, two-bedroom, two-and-a-half-bathroom condo offers 1,645 square feet of comfortable living space. A welcoming foyer entrance leads into the expansive living room, providing plenty of space to relax or gather with family and friends. The kitchen and dining area are thoughtfully combined, creating a bright and inviting space for meals and conversation. An in-unit laundry room adds everyday convenience, while both generously sized bedrooms feature walk-in closets for exceptional storage. The primary suite offers a private attached bathroom, creating a comfortable retreat at the end of the day. The monthly condo fee includes cable, internet, water, and additional services, providing exceptional value and simplifying everyday living. Top of the World is known for its incredible lifestyle, offering an abundance of clubs, social activities, fitness opportunities, and entertainment. Residents enjoy multiple swimming pools, tennis and pickleball courts, shuffleboard, fitness facilities, and an on-site golf community with beautifully maintained courses. Ideally located just minutes from banks, grocery stores, shopping, and a variety of dining options, this home also offers a quick drive to the award-winning Gulf beaches, making it easy to enjoy everything the Florida lifestyle has to offer. Whether you're looking for a full-time residence or a seasonal getaway, this condo offers the perfect blend of comfort, convenience, and resort-style living. Schedule your showing today!

2170 Americus Boulevard N Unit 44, Clearwater
$1,900,000
5 Beds ⋅ 6 Baths ⋅ Bayou Club Estates Rep Ph 1 SubDv. ⋅ 33782 Zip Code
Luxury Opportunity – Restore an Architectural Masterpiece to Its Original Glory! Welcome to 9003 Waterash Lane, an extraordinary custom estate offering a rare chance to own one of the most distinctive luxury residences in Florida. Designed and built as the personal residence of the owner of nationally acclaimed Windstar Homes, this Tuscan-inspired masterpiece blends the timeless intimacy of a private hacienda villa with the grandeur of a world-class estate. While the home is in need of improvements and updating, it presents an exceptional opportunity for a discerning buyer to restore an architectural work of art to its original brilliance. Beyond the dramatic 20-foot entry tower lies an awe-inspiring "O"-shaped courtyard, where elegant covered walkways surround a resort-style pool and spa, creating a private outdoor sanctuary unlike any other. The spectacular outdoor living area features a fireplace, media center, and multiple entertaining spaces designed for seamless indoor-outdoor living. Inside, the breathtaking 21-foot Great Hall showcases soaring ceilings, exposed stone and beam architecture, a grand cast-stone fireplace, and hidden media features, creating an unforgettable setting for entertaining. Every room reflects meticulous craftsmanship, thoughtful engineering, and timeless design rarely found in today's luxury homes. The chef's kitchen is complemented by a hidden multi-purpose crafts and study room, while a separate soundproof media and music lounge provides the perfect retreat for movies, gaming, or recording. The luxurious owner's suite offers custom built-ins, a gas fireplace, makeup vanity, and an incredible walk-in closet with an extensive custom organization system. The spa-inspired owner's bath rivals five-star resorts, featuring dual vanities, dual water closets, a built-in jetted soaking tub, an oversized marble shower with multiple body sprays, rain shower, and a private steam room. Additional highlights include a private guest suite, an outdoor basketball court, extensive custom millwork throughout, and countless architectural details that simply cannot be replicated today. Homes of this caliber rarely become available—especially with the opportunity to personalize and restore such an iconic residence. For buyers seeking an estate with irreplaceable craftsmanship, extraordinary design, and unlimited potential, 9003 Waterash Lane represents an exceptional luxury investment and a once-in-a-lifetime opportunity.

9003 Waterash Lane N, Pinellas Park
$334,900
2 Beds ⋅ 2 Baths ⋅ Oakley Green Condo SubDv. ⋅ 33573 Zip Code
Enjoy your Florida dream home! This beautiful Mahogany floorplan has two bedrooms plus a den. Enter through the front door into a spacious foyer. This then leads you to a large open floor plan with the living room, dining room, and kitchen. The living area of this home has crown molding and ceramic tile with laminate flooring in the bedrooms and den. The kitchen has 42” cabinets, granite counters, and an island. The kitchen also has stainless appliances. The dining area has a is large enough to entertain many family and friends. The living room is quite spacious with sliding doors leading to the extended and screened lanai with a peaceful private setting abutting Manatee State Park. The master bedroom is spacious with en-suite bathroom with a nice sized walk-in shower and a large walk-in closet. The second bedroom and bathroom is located at the other side of the house for complete privacy for guests. Both bathrooms have tall vanities and comfort height toilets. This home has been immaculately maintained by the original owner. Attention to detail can be seen throughout the home. The home has a whole home water softener system and a reverse osmosis water unit. This home is close to the South Clubhouse, pool, and restaurant, and also near the back gate. The 55+ gated community has terrific facilities, including five pools, two fitness centers, and over 200 clubs for your enjoyment. Kings Point is located, between Sarasota and Tampa, an ideal location to travel to airports and beaches It is convenient to shopping, world class museums, Busch Gardens, Orlando, sports, and entertainment with wonderful beaches nearby. Come enjoy the pleasures of this community and the Florida lifestyle!

2304 Oakley Green Drive Unit 61, Sun City Center
$500,000
2 Beds ⋅ 3 Baths ⋅ Fishhawk Ranch West Ph 3a SubDv. ⋅ 33547 Zip Code
Perfectly positioned within the highly sought-after Encore at FishHawk Ranch West, an exclusive gated 55+ community, this exceptional David Weekley "Lorenzo" model offers the ideal combination of luxury, comfort, and low-maintenance living. With over 2,400 square feet of thoughtfully designed living space, two spacious bedroom suites, 2.5 baths, flexible living areas, and a rare three-car tandem garage with built-in storage, this home was designed to impress while making everyday living effortless. From the moment you step inside, you'll appreciate the bright, open floor plan and versatile flex room, perfectly suited as a home office, formal sitting room, media room, or hobby space. The heart of the home is the beautifully appointed chef's kitchen, featuring abundant cabinetry, a walk-in pantry, stainless steel appliances, striking countertops, designer backsplash, and an oversized center island that seamlessly overlooks the spacious great room and dining area—creating the perfect setting for entertaining family and friends. Plantation shutters throughout add timeless style and elegance. The primary suite is a true private retreat, offering a luxurious en-suite bath with an oversized walk-in shower and an impressive custom walk-in closet complete with its own center dresser island. A second generously sized bedroom is privately situated at the front of the home, complete with its own en-suite bath and spacious walk-in closet, providing exceptional comfort and privacy for overnight guests. Step outside to the covered lanai and enjoy peaceful mornings with coffee, unwind with a good book, or gather with friends for an evening of cards while enjoying Florida's beautiful year-round weather. Living in Encore means enjoying one of the area's premier active-adult lifestyles. Residents have exclusive access to the spectacular Oasis Club, featuring a resort-style heated infinity pool and spa, state-of-the-art fitness center, pickleball and bocce courts, card rooms, grilling stations, outdoor televisions, covered gathering areas, and an active social calendar coordinated by a full-time lifestyle director. As a bonus, homeowners also enjoy access to the outstanding amenities of FishHawk Ranch West, including the Lake House, community pool, fitness center, parks, playgrounds, and miles of scenic walking trails. Encore's HOA provides exceptional value by including lawn maintenance, Spectrum high-speed internet, and a premium cable television package with two DVRs, allowing you to spend more time enjoying the lifestyle you've earned and less time maintaining your home. Opportunities to own in this highly desirable community are limited. Schedule your private showing today and experience the exceptional lifestyle that makes Encore at FishHawk Ranch West one of Tampa Bay's most sought-after active adult communities.

14014 Swallow Hill Drive, Lithia
$500,000
2 Beds ⋅ 2 Baths ⋅ Courageous The Condo SubDv. ⋅ 33706 Zip Code
Welcome to waterfront living at the Yacht & Tennis Club of St. Pete Beach! This bright and inviting second-floor condo offers beautiful water views and an abundance of natural light throughout. Enjoy breathtaking sunsets from your extended waterfront balcony, the perfect place to start your morning with a cup of coffee or unwind in the evening while watching dolphins, manatees, and other marine life pass by. This condo presents a wonderful opportunity to enjoy immediately while adding your own personal style and updates over time. The spacious kitchen offers ample cabinetry and storage space, while large windows fill the room with natural light. The oversized guest bedroom provides plenty of space for family and friends, with room for additional furnishings to create a comfortable and relaxing retreat. For added peace of mind, the unit is equipped with updated impact windows and sliding glass doors, as well as hurricane shutters. Best of all, this condo is being sold furnished, making your move to paradise effortless. The open and airy floor plan creates a comfortable coastal atmosphere that maximizes the beautiful waterfront setting. Yacht & Tennis Club is a gated waterfront community known for its resort-style amenities, including a heated waterfront pool, Har-Tru tennis courts, pickleball courts, shuffleboard, and a beautifully updated clubhouse perfect for hosting gatherings and holiday events. Residents also enjoy 24-hour security, meticulously maintained grounds, and an active social calendar. Adding even more value, the community has recently completed a brand-new seawall, all current assessments have been paid in full, and the building is in the process of receiving brand-new elevators providing buyers with peace of mind and confidence in the community's ongoing improvements.

9525 Blind Pass Road Unit 206, St Petersburg
$685,000
2 Beds ⋅ 2 Baths ⋅ Constellation The Condo SubDv. ⋅ 33706 Zip Code
Beautifully remodeled 12th floor condo in the gated St. Pete Yacht and Tennis Club community in St. Pete Beach Florida. The views from this condo are spectacular. Two bedrooms, two full baths, large living room, and lots of cabinets in the newly renovated kitchen and a covered balcony are just a few of the many things that make this condo special. The condo association has great amenities like a fitness center, huge pool and hot tub right on the intercoastal waters, tennis and pickle ball courts. Less than a mile to the beach and so close to many restaurants, bars and live music.

9425 Blind Pass Road Unit 1207, St Petersburg
$199,900
3 Beds ⋅ 2 Baths ⋅ Lancaster Iv Condo Ph SubDv. ⋅ 33573 Zip Code
Virtually Staged. No Flood Zone * No CDD * New Roof 2019 * Double Pane, Low-E, IMPACT windows * Updated Plumbing * Updated Electrical * Updated Kitchen * Updated Flooring * Welcome to this MAINTENANCE FREE lifestyle in the GATED community of Kings Point! This is a Pet Friendly association and is part of the 80/20 rule where an AGE WAIVER is possible if under 55!  Located on a CORNER lot with thoughtfully designed landscaping that provides privacy, this popular Sanibel split floor plan has 3-Bedrooms, 2-Full Bathrooms and a 2-Car Garage with just 1,660 sq. ft. of living space. The open-concept floor plan features dedicated living and dining areas, each offering convenient access to the kitchen, along with a separate dinette with a built-in window seat! The UPDATED kitchen has timeless CUSTOM finishes including Shenandoah Breckenridge shaker style maple cabinetry in Linen, pull out shelving - including the pantry, round knob and cup pull drawer hardware, and QUARTZ countertops in Desert Silver with single under-mount stainless steel sink. Enjoy the Florida lifestyle in the enclosed lanai that has tile flooring, a ceiling fan, expansive windows overlooking the lush backyard and a convenient pass through into the kitchen! The spacious primary bedroom has an extended area ideal for a sitting space or additional furniture, plus sliding glass doors offering direct access to the lanai. The en suite bath features a garden tub, walk-in shower with a new showerhead, dual sinks with new faucets, updated lighting and glass block windows for loads of natural lighting. Two closets—one walk-in and one standard—provide ample storage. Two additional bedrooms offer convenient access to the second full bathroom, complete with a shower-and-tub combination and an expansive countertop providing ample space for daily routines. The laundry is inside, has shelving for your supplies and a utility sink. Spacious two-car garage featuring built-in cabinetry, generous countertop workspace, pegboard storage, overhead lighting, pull down attic access, and a garage door opener—offering ample room for vehicles, tools, and household storage. This carpet-free home features Shaw® Pure Excellence Rich Acacia laminate flooring with premium underlayment for added comfort and sound reduction throughout the main living areas, primary bedroom, and second bedroom, while the remainder of the home features tile flooring, including the wet areas. Additional highlights include gutters, a retractable garage screen, an enclosed breezeway, and a long driveway offering ample parking. Architectural details enhance the home’s appeal with 10-foot-4-inch ceilings in the main living areas, a vaulted ceiling in the primary bedroom, interior arched transoms, and exceptional curb appeal highlighted by a canted bay window crowned with dramatic arched transoms. This is a GOLF CART friendly, 55+ active community with over 200 clubs & activities, multiple indoor/outdoor pools, fitness, pickle ball, and so much more! Fees include cable, internet, exterior insurance, maintenance grounds, private road, security, water, trash, sewer & more! The location is close to restaurants, beaches, shopping, and more! You will feel like you are on vacation in your own home! If you plan on venturing out, there is quick access to restaurants, SHOPPING, beaches and 35 minutes to Tampa International Airport, less than an hour to the Sarasota shops and 20 minutes to Ellenton Prime Outlets!

1601 Laughton Place, Sun City Center
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