Anna Maria Homes with Security Community Extras

Anna Maria Homes with Security Community Extras

Welcome to the enchanting Anna Maria, Florida, a hidden gem nestled on the Gulf Coast that offers a perfect blend of serene island living and vibrant community spirit. Known for its stunning white sandy beaches, crystal-clear waters, and charming small-town atmosphere, Anna Maria is a paradise for those seeking a slice of coastal bliss. With a rich history and a laid-back vibe, this quaint city is not just a destination; it’s a lifestyle.

As you explore Anna Maria, you’ll find an array of delightful shops, local eateries, and art galleries that reflect the area’s unique charm. The island is home to a variety of outdoor activities, from kayaking and paddleboarding to fishing and biking along scenic trails. With an average year-round temperature of 75°F, outdoor enthusiasts will relish the opportunity to soak up the sun and enjoy the natural beauty that surrounds them.

When it comes to finding your dream home in Anna Maria, you’ll be pleased to discover a selection of properties that offer not only stunning views but also exceptional community features. Many homes come equipped with security community extras, ensuring peace of mind for you and your loved ones. These enhancements often include gated entrances, surveillance systems, and neighborhood watch programs, fostering a safe and welcoming environment.

Whether you’re looking for a cozy beach cottage or a luxurious waterfront retreat, Anna Maria offers a diverse range of real estate options. Embrace the tranquil lifestyle and vibrant community spirit of Anna Maria, where every day feels like a vacation. Come and discover the beauty of coastal living in this idyllic Florida paradise!

Newest Anna Maria Homes with Security Community Extras

$249,900
2 Beds ⋅ 2 Baths ⋅ Sand Pebble Pointe Condo 03 SubDv. ⋅ 34668 Zip Code
Wake up to breathtaking Gulf views from this beautifully updated 2-bedroom, 2-bath waterfront condominium located on the 4th floor of the highly sought-after, guard-gated community of Sand Pebble Pointe. Overlooking the community pool, private beach area, and the sparkling waters of the Gulf of Mexico, this move-in-ready residence offers the perfect blend of comfort and coastal living. Inside, you'll find an updated kitchen featuring elegant quartz countertops, stainless steel appliances, and ample cabinetry, all complemented by beautiful bamboo flooring that flows throughout the home. Large windows fill the living spaces with natural light while showcasing the spectacular waterfront views. Offered furnished, this home includes all appliances, making it an ideal full-time residence, seasonal retreat, or investment opportunity. The unit also includes a dedicated covered parking space (#44) and a private storage room (#44) for added convenience. Experience the best of Florida waterfront living in the highly desirable Sand Pebble Pointe. This resort-style, guard-gated community offers scenic waterfront boardwalks, a private marina with direct Gulf access (boat slips subject to availability), a community boat ramp, fishing pier, multiple heated pools, clubhouse, fitness center, tennis and pickleball courts, and beautifully maintained grounds. Conveniently located near shopping, dining, parks, and vibrant downtown New Port Richey, this exceptional community offers the perfect combination of resort-style amenities and everyday convenience.

4650 Bay Boulevard Unit 1044, Port Richey
$395,000
3 Beds ⋅ 2 Baths ⋅ Heritage Spgs Village 23 SubDv. ⋅ 34655 Zip Code
WELCOME TO THIS WONDERFUL POND FRONT HOME LOCATED ON A QUIET CUL DE SAC IN THE SOUGHT AFTER 55+ COMMUNITY OF HERITAGE SPRINGS. THIS HOME HAS AN INCREDIBLE FLOOR PLAN AND WAS RECENTLY REFRESHED WITH NEW CARPETS AND INTERIOR PAINT. IT FEATURES 3 BEDROOMS, 2 FULL BATHROOMS, A SEPARATE STUDY, 2 CAR GARAGE AND A HUGE EXTENDED LANAI. THIS VILLAGE ALSO PROVIDES LAWN MAINTENANCE, SPRINKLERS AND EXTERIOR PAINTING EVERY SIX YEARS. UPON ENTERING THIS HOME YOUR EYES ARE IMMEDIATELY BE DRAWN UPWARD TO THE SOARING CEILINGS WHICH EXTEND DOWN THROUGH THE FORMAL LIVING AND DINING ROOMS TO THE EAT IN KITCHEN AND FAMILY ROOM. THE WELL DESIGNED KITCHEN OFFERS AN ISLAND, WOOD CABINETS, A PANTRY AND BUILT IN DESK AREA. THE FAMILY ROOM HAS THE SLIDING DOORS TO THE LANAI WHICH WILL PROVIDE STUNNING VIEWS OF THE POND AND NATURE. IT SHOULD BE NOTED THAT THE ORIGINAL LANAI (10’X14.5’) WAS EXTENDED AN ADDITIONAL 9.6’ X 25.4 FEET DURING CONSTRUCTION TO PROVIDE A ONE OF A KIND OUTDOOR RETREAT. THE PRIMARY SUITE BOASTS A VAULTED CEILING, A PRIVATE ENSUITE BATHROOM WITH GARDEN TUB, AND AN EXTRA LARGE WALK IN SHOWER AND DUAL SINKS. THERE IS AN ATTACHED PRIVATE STUDY WHICH CAN BE USED AS A OFFICE, TV ROOM OR A HOBBY ROOM. THE TWO SECONDARY BEDROOMS AND BATHROOM ARE LOCATED ON A SEPARATE WING OFFERING PRIVACY FOR GUESTS. HERITAGE SPRINGS IS A WONDERFUL ACTIVE AGE RESTRICTED COMMUNITY WHICH PROVIDES FOR ALL YOUR FUN TIME ACTIVITIES. ITS GRAND CLUBHOUSE FEATURES A RESTAURANT, BAR, A BALLROOM, CLUB AND GAME ROOMS AND A STUNNING COMMUNITY POOL AND SPA. THE COMMUNITY GOLF COURSE AND DRIVING RANGE ARE ABSOLUTELY STUNNING. THERE ARE ALSO TENNIS COURTS, BASKETBALL COURT, BOCCI AND LOTS OF SCENIC WALK WAYS AND BENCHES THROUGH OUT THIS WONDERFUL COMMUNITY. THE COMMUNITY’S SUPERB LOCATION ALSO PROVIDES EASY ACCESS TO MAIN ROADS, AIRPORTS, HOSPITALS, MALLS AND SHOPPING.

12021 Fern Terrace Court, Trinity
$399,000
4 Beds ⋅ 3 Baths ⋅ Grand Hampton Ph 1c-1/2a-1 SubDv. ⋅ 33647 Zip Code
Welcome to this beautiful 4-bedroom, 2.5-bath, two-story home located in the highly sought-after gated community of Grand Hampton. From the moment you step inside, you'll be impressed by the dramatic two story foyer that fills the home with natural light and creates a spacious, elegant atmosphere. The first floor features beautiful hardwood flooring throughout the main living areas. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom featuring dual vanities, a soaking tub, and a separate walk in shower. Upstairs, you'll find three additional bedrooms and a full bathroom, providing plenty of space for family and guests. Grand Hampton offers outstanding resort-style amenities, including a beautiful clubhouse, heated resort pool with a water slide, hot tub, 50-meter lap pool, state-of-the-art fitness center, playground, tennis courts, and basketball courts. The HOA provides exceptional value, covering 24 hour security, Frontier digital cable, Frontier high-speed internet, lawn and landscape maintenance, and exterior house painting, allowing you to enjoy a low-maintenance lifestyle. This exceptional home offers the perfect combination of elegance, comfort, and convenience in one of Tampa's most desirable communities. Don't miss this incredible opportunity to make it yours!

20065 Heritage Point Drive, Tampa
$212,000
2 Beds ⋅ 2 Baths ⋅ Fairway Village Mobile Home Park Unrec SubDv. ⋅ 33771 Zip Code
Welcome to Fairway Village, a premier resident-owned 55+ community in the heart of Largo! This beautifully maintained 2-bedroom, 2-bath manufactured home is offered fully furnished and provides a comfortable, move-in-ready opportunity for enjoying the Florida lifestyle. The bright and spacious interior features high ceilings, laminate flooring throughout the main living areas, porcelain tile in the bathrooms, and an inviting floor plan ideal for both everyday living and entertaining. The updated kitchen offers attractive cabinetry, ample countertop space, recessed lighting, and an easy flow into the dining and living areas. The generously sized primary bedroom includes a walk-in closet and a separate vanity area for added convenience and privacy. A sunny, south-facing Florida room provides approximately 100 additional square feet of flexible space and is perfect for relaxing, reading, or enjoying your morning coffee. Outside, the extended carport offers parking for multiple vehicles, while the textured driveway adds curb appeal. A utility shed provides additional storage and includes a full-size washer and dryer. The home is conveniently located just a short walk from the community’s south pool. The sale includes the valuable Co-Op Land Share required for ownership in Fairway Village. Residents enjoy an impressive 19,000-square-foot clubhouse, two swimming pools, Jacuzzis, covered shuffleboard courts, a nine-hole par-three golf course, and a wide variety of social and recreational activities. The gated community’s monthly maintenance fee includes water, sewer, garbage service, lawn maintenance, basic cable, and fiber-optic internet. Conveniently located near shopping, dining, entertainment, medical facilities, and Florida’s beautiful Gulf beaches, this home offers an exceptional combination of comfort, convenience, and active community living. Schedule your private showing today! All measurements and information are approximate and should be independently verified by the buyer.

1100 Belcher Road S Unit 759, Largo
$629,000
2 Beds ⋅ 3 Baths ⋅ Walker-Whitney Plaza Condo SubDv. ⋅ 33701 Zip Code
Walker-Whitney condo is in the heart of St Petesburg's thriving downtown, just a few walkable blocks from the pier, waterfront, museums, restaurants, theater and shops. This 5th floor unit is unique because it has one of the largest balconies in the building that truly allows for outdoor entertainment with spectacular views of the downtown skyline. The open concept living space enables you to prepare fabulous meals in your gorgeous kitchen equiped with stainless steel appliances and granite counter tops while your guests can watch and mingle. The split bedroom plan allows for privacy. The primary bedroom is large enough for a seating area and any size bed. There's a large walk-in closet and sizeable primary bathroom with double vanities and storage closets. The second bedroom comes with a built in Murphy bed and an en-suite bathroom with a huge shower. There's even a half-bath for your guests. With floor-to-ceiling windows, this condo really allows you to enjoy the views. The building has 15 floors with a rooftop entertainment and spectacular views and includes a BBQ grill, casual dining area and plenty of seating for social gatherings. There are a total of 56 units and the building is gated and secure. Parking is on the 4th floor, next to the entry. EV charging stations are available. This is a must-see unit.

226 5th Avenue N Unit M02, St Petersburg
$669,000
2 Beds ⋅ 2 Baths ⋅ Redington Towers Bldg 2 Condo SubDv. ⋅ 33708 Zip Code
Direct, unobstructed Gulf views from the 8th floor of Redington Towers Building 2. This corner 2-bedroom, 2-bath residence offers 1,330 SF with water views from nearly every room. Offered FURNISHED — arrive with a suitcase and start living the beach life the same day — and owners are willing to sell unfurnished as well. The open great room and dining area flow from a roomy kitchen with granite counters, wood cabinetry, and closet pantry, straight out to the private balcony, where sunset over the Gulf is the nightly show. Both oversized bedrooms are bright, with the primary enjoying Gulf views right from bed. Impact windows throughout, plus hurricane shutters on the main living areas, and the A/C (new 2020) has documented maintenance with a clean 2025 service report. The answer to today's #1 condo question: this building's milestone inspection and Structural Integrity Reserve Study are COMPLETE and the sellers' share is fully paid. A clean, inspected building for the new owner. Redington Towers is a gated, 24-hour guard-attended Gulf-front community: heated waterfront pool, clubhouse, fitness center, billiard room, library, BBQ area, covered parking with EV charging, and private storage (parking + storage convey). Set on the white sand of Redington Shores, one of Pinellas County's most desirable beach stretches, minutes to dining and shopping, 25 minutes to St. Pete–Clearwater International and about 40 to Tampa International. Full-time residence, beach retreat, or income property (leasing permitted, 90-day minimum each association). No-pet community. Easy appointment showings. Come watch a sunset from the balcony.

17920 Gulf Boulevard Unit 803, St Petersburg
$299,900
2 Beds ⋅ 2 Baths ⋅ Grantham Condo SubDv. ⋅ 33573 Zip Code
Welcome to vibrant 55+ living in Kings Point! This rarely available 2-bedroom plus den AND dedicated office Grantham Green condo offers over-the-top space, thoughtful layout, and an attached 2-car garage. Step through the screened front entry into a grand foyer featuring soaring tall ceilings that open right into your expansive living area and den. Large rear windows and a screened-in back lanai capture serene views of the lush landscaping and golf course—the perfect spot for your morning coffee or evening relaxation. The main living area flows seamlessly past the breakfast bar into a bright, well-appointed kitchen featuring a center island, an abundance of rich wood cabinetry, a pantry, cozy dinette, and a convenient washer/dryer closet. The primary suite serves as a true retreat with dual walk-in closets and a luxurious en-suite bathroom featuring dual sinks, a linen closet, and a walk-in stand-up shower. Guests will appreciate the spacious second bedroom with a large closet and direct access to the full second bath (with tub). With an additional third room perfect for a home office, hobby room, or library, this move-in ready home leaves nothing to be desired! You’ll love the gated community of Kings Point, which has amazing facilities, pools, clubs and events just waiting for you to enjoy. Located between Sarasota and Tampa, this home is perfectly positioned for a convenient ride to airports, great shopping, dining, and professional entertainment. With easy access to award-winning, sandy beaches, you’ll experience the best of all worlds—without the stress of big city life. Leave the hustle behind and embrace a new chapter in Sun City Center, Florida, the state's top-ranked and most affordable 55+ retirement community.

2008 Grantham Greens Drive, Sun City Center
$674,400
3 Beds ⋅ 2 Baths ⋅ Villas At Cypress Run-West SubDv. ⋅ 34688 Zip Code
Experience elevated Florida living at 2604 Royal Liverpool Drive — a stunning, one of a kind luxury villa all on one level in the highly desirable, gated Cypress Run community of Tarpon Springs. Enter this move-in ready light-filled residence through new glass double-entry doors. Every detail of this 2700 plus square foot open-concept home has been thoughtfully refined to create a sense of “comfortable sophistication”. Soft seagrass walls compliment gleaming Turkish marble floors throughout, creating an elegant and cohesive environment. Soaring ceilings, recessed lighting, new skylights, and plantation shutters on every window allow natural light to flood the home while delivering privacy and southern exposure all day long. The expansive living and formal dining area features built-in shelving with a temperature-controlled wine cooler — perfect for entertaining. The gourmet kitchen showcases real-wood cabinetry, granite counters, a newer 5-burner cooktop, and a full suite of newer appliances that convey. Enjoy your morning coffee and daily meals in the adjacent pleasant sunlight-filled breakfast room or at the expansive kitchen counter. A versatile sunroom/den/office flex space is enhanced by a brand-new Mitsubishi mini-split system. Just beyond lies the expanded outdoor patio, recently upgraded with elegant pavers — an ideal extension of your living space, offering a beautiful golf course view. Enter the spacious primary suite through double doors and be awed by the spa-like bath that features dual vanities, a luxurious claw-foot soaking tub, an oversized marble walk-in shower, and large walk-in closet. Two separated additional bedrooms provide flexibility; one easily accommodates a king bed and includes a second spacious en-suite bath with a walk-in shower. The third bedroom is located in its own separate wing for added privacy. Practical luxury continues with an inside laundry room and a two-car-plus-golf-cart garage. For peace of mind, the home features a 2022 full architectural-shingle roof replacement (Owens Corning TruDefinition Duration) and a 2022 HVAC system. As a bonus, the villa is tastefully furnished and conveys partially furnished — including key pieces in the main living areas so you can move right in and start living the lifestyle immediately. Optional Elements Cypress Run lifestyle Nestled among towering oaks and cypress trees in this exclusive private golf community designed by Larry Packard (of Innisbrook fame), residents enjoy 24-hour gated security and a sparkling heated community pool just steps from your door. An optional full membership to the Cypress Run Golf Club grants access to golf, Toptracer driving range, tennis, pickleball and clubhouse, while a reasonably priced social membership offers unlimited use of the clubhouse and dining room. All ages are welcome in this executive enclave of villas and single-family homes. Cycle the Pinellas Trail, explore Tarpon Springs’ historic sponge docks, or reach Gulf beaches, Fred Howard Park, upscale shopping, dining, and major sporting venues (Rays Spring Training, Lightning, Buccaneers) within minutes. Convenient access to Tampa International Airport rounds out this low maintenance Florida lifestyle.

2604 Royal Liverpool Drive, Tarpon Springs
$2,300,000
3 Beds ⋅ 3 Baths ⋅ Vinoy Place Condo SubDv. ⋅ 33701 Zip Code
Enjoy the downtown life and beautiful views from your balcony at the elegant Vinoy Place Condo. This tower 1 unit is on the east side of the building it has 2 parking spaces just outside the lobby level elevator as well as 2 deeded storage units. You will enjoy the security of the Gated community with 24/7 manned guardhouse. The amenities include Two heated pools, fitness center, concierge, club rooms and catering kitchen.

555 5th Avenue Ne Unit 521, St Petersburg
$659,000
2 Beds ⋅ 2 Baths ⋅ Landmark Towers 2 SubDv. ⋅ 33767 Zip Code
LANDMARK II is a gated community on beautiful SAND KEY. This two bedroom, two bath unit offers direct and unobstructed views of beach and Gulf. Sold "as is". The unit has electric storm shutters on west side and sliding doors have been replaced. Assigned under building parking space and plenty of guest parking available. The property offers heated pools, spa, tennis/pickleball, 24/7 guards and onsite management. The flexibility to add personal touches to this unit allows you to customize the space according to your preferences. There is a 2nd floor sundeck with gas grill, gazebo and seating. Walking distance to THE SHOPPES ON SAND KEY for restaurants and shopping. Convenient to airports and public transportation. Room sizes are approximate.

1250 Gulf Boulevard Unit 706, Clearwater Beach
$820,000
3 Beds ⋅ 4 Baths ⋅ Bay Island Group 14 SubDv. ⋅ 33707 Zip Code
PENTHOUSE PARADISE! NO DAMAGE IN PRESIDENTIAL BUILDING FROM HURRICANES. This is a must see. SPECTACULAR 55+ waterfront living in the exclusive Bay Island 24 hour guard attended/gated community! This is an opportunity to own a penthouse unit in the Presidential building with wide open Gulf and Intercoastal water views that reach from Treasure Island to the Don Cesar on Pass-A-Grille.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . Enjoy watching sailboats, dolphins, manatees, and stingrays while soaking in those gorgeous gulf sunsets . This one-of-a kind unit was just remodeled from top to bottom. Roof was replaced 3 years ago. Interior remodeling includes: 17 sleek shaker doors, frames and brushed nickel hardware, all popcorn ceilings removed, elevated the ceilings in bathrooms, crown molding, can lighting replaced with recessed LED lighting, all non-carpeted floors changed to high end luxury vinyl and carpeting in all 3 bedrooms, 5 inch baseboards in every room, all new flat side toilets (4), 2 new AC units and handlers with google nest remote programmable thermostats, all duct work inspected, roof 1 year, new stainless steel appliances including: flat-top stove, microwave, large single sink, dishwasher, washer and dryer (2024), new kitchen island w/waterfall, 2 water heaters (2024), all floor to ceiling PGT hurricane windows throughout entire condo replaced, electronic shades, all new quartzite counters and backsplash in kitchen including new counter-height master bathroom vanity with quartzite counter 28ft of living room space feels like your sitting on the water . This unit is perfection from décor to stunning views. Bay Island Amenities include a marina, 5 pools, Jacuzzis, 4 tennis and pickle ball courts, outdoor grills with tikihut picnic areas, club house with ball room for rent, pool tables , Ping-Pong tables, dart board room ,card room, shuffle board court, saunas and showers, a his and hers fitness center with the updated equipment, a mile+ of waterfront sidewalks and a Social Director with multiple dances/community gatherings year round. In close proximity to restaurants, shopping, Sun Runner bus right at gated entrance. 2 front row covered parking spots near entrance with 2 elevator access.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . THIS IS A MUST VIEW.

7600 Sun Island Drive S Unit 804, South Pasadena
$179,900
2 Beds ⋅ 2 Baths ⋅ Oxford I A Condo SubDv. ⋅ 33573 Zip Code
Being sold FULLY FURNISHED, this LIGHT & BRIGHT 2-bedroom, 2-bath condominium with a 2-CAR GARAGE is located in the highly desirable Oxford I neighborhood of the gated, golf cart-friendly 55+ community of Kings Point.  This home offers a spacious SPLIT FLOOR PLAN, a large FLORIDA ROOM open to the Great Room, and a screened lanai overlooking a private hedge. The generous Primary Suite features a WALK-IN CLOSET and an ensuite bath with a relaxing WALK-IN SHOWER. The bright kitchen offers abundant cabinetry, space for a breakfast nook, and a conveniently located indoor laundry with a 2023 WASHER & DRYER. Additional updates include a 2026 ROOF, 2019 A/C, 2019 HEAT PUMP, professionally serviced AQUARIUS WATER REFINING SYSTEM and REVERSE OSMOSIS SYSTEM (Serviced July 2026). Nearly all furnishings—including living room furniture, bedroom sets, dining furniture, televisions, kitchenware, cookware, dishes, wall art, and more—are INCLUDED, making this an exceptional turnkey opportunity. Enjoy MAINTENANCE-FREE LIVING with access to over 200 CLUBS & ACTIVITIES, multiple clubhouses, indoor and outdoor pools, fitness centers, pickleball, tennis, golf, live entertainment, and more. Conveniently located near shopping, dining, medical facilities, I-75, Tampa, Sarasota, St. Petersburg, and Florida's award-winning Gulf beaches.

1023 Mcdaniel Street Unit 139, Sun City Center
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