Anna Maria Homes with Gated Amenities

Anna Maria Homes with Gated Amenities

Welcome to Anna Maria, Florida, a picturesque barrier island that captures the essence of coastal living. Nestled in the Gulf of Mexico, Anna Maria is renowned for its stunning white sandy beaches, charming old Florida ambiance, and vibrant local culture. With a population of just over 1,500 residents, this quaint island community offers a serene escape from the hustle and bustle, making it a perfect spot for families, retirees, and vacationers alike.

One of the standout features of Anna Maria is its commitment to preserving its natural beauty and laid-back lifestyle. Here, you’ll find a delightful mix of boutique shops, art galleries, and gourmet restaurants, all within walking distance of the beach. The island is also home to beautiful parks and nature preserves, providing ample opportunities for outdoor activities like kayaking, fishing, and hiking.

For those seeking a touch of exclusivity, Anna Maria boasts a selection of homes with gated amenities. These residences offer not only privacy and security but also a range of luxurious features designed to enhance your living experience. Imagine waking up in a stunning waterfront home with panoramic views, enjoying the tranquility of a gated community while being just moments away from the vibrant beach life. Many of these properties come equipped with private pools, lush landscaping, and direct access to the beach, ensuring that every day feels like a vacation.

Whether you’re looking to invest in a permanent residence or a seasonal getaway, Anna Maria’s gated homes provide the perfect blend of luxury, comfort, and community. Discover your dream home in this idyllic island paradise today!

Newest Anna Maria Homes with Gated Amenities

$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
$165,500
2 Beds ⋅ 2 Baths ⋅ Hampton Court Unrec SubDv. ⋅ 33525 Zip Code
FREE GOLF CART WITH ACCEPTABLE OFFER • YOU OWN THE LAND • TOP OF THE HILL • BRAND-NEW FLORIDA ROOM • DESIRABLE PALM MANOR 55+ COMMUNITY (formerly known as Country Aire Manor)! This beautifully maintained home is LOCATED NEAR THE ENTRANCE and AT THE TOP OF THE HILL, offering added convenience, great breezes, and peace of mind—all while YOU OWN THE LAND! The bright, open floor plan features an UPDATED KITCHEN with a BRAND-NEW DISHWASHER, breakfast bar, built-in buffet, and plenty of cabinet space. The spacious PRIMARY SUITE offers TWO WALK-IN CLOSETS, dual vanities, a walk-in shower, and BRAND-NEW WINDOWS. Enjoy the BRAND-NEW FLORIDA ROOM (2025 PERMIT) with luxury vinyl flooring, a BRAND-NEW INSULATED ROOF, and relaxing views of Gazebo Park. Additional features include a 10’ × 12’ AIR-CONDITIONED WORKSHOP, A NEWER VAPOR BARRIER, and WATER HEATER & WATER SOFTENER (2021). Resort-style amenities include a SOLAR-HEATED POOL, CLUBHOUSE, PICKLEBALL, SHUFFLEBOARD, BOAT & TRAILER STORAGE, NATURE TRAILS, and more. HOA is only $30/YEAR, and the MONTHLY MAINTENANCE IS LESS THAN $250, including WATER, SEWER, TRASH, AND AMENITIES. PRIME LOCATION! Just minutes from US-301 & Clinton Ave, with Publix, shopping, restaurants, and medical offices nearby, plus quick access to I-75 for an easy commute or travel. MOVE-IN READY—SCHEDULE YOUR PRIVATE SHOWING TODAY!

10151 Hamp Drive, Dade City
$399,900
4 Beds ⋅ 2 Baths ⋅ Hunters Green Prcl 20 SubDv. ⋅ 33647 Zip Code
Welcome to Hunters Green. Located in the Waterforde section, this wonderful home features 4 bedrooms, 2 bathrooms, and 2 car garage. Come through the front entry and enjoy looking straight through the living area sliders to the wonderful back yard. The high ceilings enhance the bright and airy open floor plan. The kitchen is off to the right and includes all appliances, white cabinets, and granite counters. There is also an eat in dinette area. The home has a split bedroom plan. The master is by itself on the right side of the living/dining area and the master bath is delightful with oversized shower and double vanities with granite countertops. Top this off with large walk in closet. On the other side of the home is the 2nd and 3rd bedroom with the bathroom in between and the 4th bedroom is up front which could also be a great office. The outdoor patio off of the living room is oversized to enjoy entertaining you family and friends And the backyard is fenced. Come and enjoy the gated community of Hunters Green nd make this your forever home.

18104 Hamden Park Way, Tampa
$319,000
2 Beds ⋅ 2 Baths ⋅ Timber Greens Ph 04b SubDv. ⋅ 34655 Zip Code
Virtually Staged. Very few properties in Timber Greens has a view of the golf course from the front and rear of the property and this is one of them. The view from the front looks over the approach to the 16th green and the view from the rear is of the 14th tee box!! This patio home built by Ryland homes makes functional use of 1480 square feet. The floorplan consists of a Primary bedroom/bath, second bedroom and bath, a very spacious versatile great room , eat in kitchen, dining area, and a 12' X 10" office or den that could be used a a third sleeping space. Recent upgrades include a new efficient HVAC system installed in 2022 and a new water softener system and new roof that are less than a year old. The screened lanai (frame and screen) also are new. Community features include a par 71 golf course that is maintained in excellent condition...Tennis courts...Pickle ball courts/leagues...Bocce court/leagues...shuffleboard...huge heated swimming pool/hot tub...and the 19th hole bar and grill for those after golf refreshments. Make an appointment to view this villa today!

9419 Green Needle Drive, New Port Richey
$250,000
2 Beds ⋅ 2 Baths ⋅ St Andrews Condo SubDv. ⋅ 34677 Zip Code
Discover this beautifully remodeled GROUND-FLOOR END UNIT in the highly sought-after Saint Andrews community of East Lake Woodlands. INCLUDED IN RENT is water, sewer, trash, cable, pool, & internet. Located just steps from the community pool, one of the largest in the area, this condo offers resort-style living. East Lake Woodlands is home to top-rated schools and an optional Ardea Country Club membership, providing access to two championship golf courses, 12 tennis courts, a pickleball complex, a fitness center, and an on-site restaurant. Overlooking the 18th hole of the North Course, this move-in ready condo offers breathtaking golf course views and a beautifully updated interior. Recent upgrades include new shaker kitchen cabinets, granite countertops, luxury vinyl plank flooring in both bedrooms, fresh interior paint, and stylish light fixtures. The spacious kitchen features ample storage and a cozy breakfast nook, while the open living and dining area is filled with natural light from oversized sliding glass doors leading to a screened porch overlooking the course. The split-bedroom floor plan provides privacy, and the primary suite includes a walk-in closet, double vanity, soaking tub, and private porch access. Relax on the screened lanai and enjoy peaceful golf course views, beautiful sunsets, and Florida's natural beauty. With modern updates, an ideal layout, and an unbeatable location, this condo offers the perfect blend of comfort and convenience

121 Lindsay Lane Unit 31, Oldsmar
$78,500
2 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Welcome to this move-in ready, fully furnished 2-bedroom, 1.5-bath double-wide home in the highly sought-after Bay Aristocrat Village, a premier gated 55+ waterfront community in Pinellas County where you own the land—no lot rent! Thoughtfully maintained and priced to sell, this inviting home offers an open-concept living room and kitchen, creating a bright and comfortable space for everyday living and entertaining. A spacious front Florida room and welcoming outdoor living area provide the perfect places to relax and enjoy Florida's beautiful weather year-round. The exterior features vinyl siding, a roof-over, energy-efficient updated windows, a two-car driveway, covered carport, and a convenient storage shed. For added peace of mind, following Hurricane Milton in 2024, The home features a brand-new central heating and air conditioning system with new ductwork, providing comfort and efficiency for years to come. There was no additional damage to the home from the storm. The low monthly maintenance fee of just $360 includes water, sewer, trash collection, lawn maintenance, and access to an outstanding selection of community amenities, including a heated pool, Jacuzzi, shuffleboard courts, clubhouse with an active social calendar, private boat ramp, and two fishing piers overlooking beautiful Tampa Bay. Bay Aristocrat Village is one of Pinellas County's most desirable waterfront manufactured home communities, conveniently located just minutes from world-famous Clearwater Beach, shopping, restaurants, major hospitals, and two international airports. If you've been dreaming of an affordable waterfront lifestyle with exceptional amenities and an active, friendly community, this home is an opportunity you won't want to miss. Community Information: Bay Aristocrat Village is a gated 55+ resident-owned community. One indoor cat is permitted per household. Dogs are not allowed unless authorized ESA approved paperwork by Community Association.

18675 Us Highway 19 N Unit 470, Clearwater
$75,000
2 Beds ⋅ 2 Baths ⋅ Fairway Village Mobile Home Park Unrec SubDv. ⋅ 33771 Zip Code
More photos coming soon... Welcome to this affordable opportunity to own a 2-bedroom, 2-bath split-bedroom home with a desirable open floor plan in one of Florida's welcoming 55+ communities. Priced to reflect the updates and remodeling needed, this home offers the perfect opportunity to add your own style, personal touches, and value while creating the Florida retreat you've always envisioned. The home is being sold fully furnished, making it easy to move in and update at your own pace. For added value, a golf cart with newer batteries is also included in the sale. Major mechanical updates include a 2018 A/C system, providing peace of mind as you begin your renovations. The property is being sold AS IS and does have known defects, which have been thoughtfully reflected in the list price. The seller also requires the buyer to sign a FIRPTA form at closing. Whether you're searching for an affordable winter getaway, a seasonal retreat, or a home with the potential to become something truly special, this property is filled with possibilities. Don't miss this chance to invest in your own piece of the Florida lifestyle—schedule your private showing today!

1100 Belcher Road S Unit 211, Largo
$224,900
2 Beds ⋅ 3 Baths ⋅ Hammocks SubDv. ⋅ 33647 Zip Code
This nicely updated townhouse has 2 bedroom, 2.5 baths, 2 assigned parking spaces, a covered & screened lanai with a storage closet, and more! Some of the updates include: new A/C 2026, Roof 2025, Disposal 2026, Refrigerator 2021, Range 2021, Microwave 2021, Washer 2025, and Dryer 2020. The kitchen has lots of cabinets and countertop space, 42” upper cabinets, granite counters, & a breakfast bar that overlooks the living room. The living room is spacious and has sliding doors that lead to the covered and screened lanai where you can enjoy dining alfresco. There is a half bath conveniently located downstairs, a storage closet under the stairs, and a large storage closet on the lanai with shelving for lots of additional storage. The 2 bedrooms & 2 full bathrooms are located upstairs. The primary bedroom has a walk-in closet and an attached bath with a glass enclosed walk-in shower, updated vanity with dual sinks, and a linen closet. The secondary bedroom has a semi-walk-in closet and its own private bathroom. The stacked Samsung front loading washer & dryer are in the hallway closet upstairs. Located in a gated community with 2 pools, a playground, fitness center, basketball, nature trail, and more! Fees include: roof, internet, lawn maintenance and valet trash pickup, and access to the amenities. Conveniently located near lots of restaurants, grocery stores, gyms, shops, malls, & so much more!

8551 Trail Wind Drive, Tampa
$1,350,000
4 Beds ⋅ 4 Baths ⋅ Inlet Shore Twnhms Ph 2c & 2d SubDv. ⋅ 33611 Zip Code
Wake up to dolphins and manatees playing outside your window, then watch breathtaking sunsets over Tampa Bay each evening! This stunning 4 story townhome, the Halyard model and the largest floor plan available in Inlet Shores, sits in the heart of South Tampa and offers 4 bedrooms, 3.5 bathrooms, and a private elevator serving every level. SELLER FINANCING AVAILABLE for well qualified buyers, offering below market interest only terms. A rare opportunity to secure favorable financing in today’s market, ask your agent for details. The first floor features a bedroom or office with access to a covered lanai, perfect for a private guest suite or work from home space. The sunny second floor showcases an open concept design among the kitchen, dining area, and living room, with a balcony offering more stunning bay views. The kitchen is finished with quartz countertops, a large pantry, stainless steel appliances including a gas stove, and a center island with additional seating. The third floor offers a peaceful retreat with 3 bedrooms, including a primary suite with a private bath, dual sinks, a large walk in shower, and yet more bay views. The fourth level opens to a covered rooftop deck with an adjoining open air space, ideal for stylish outdoor entertaining against amazing panoramic views of the Bay. Take a virtual tour before you visit, check out the full 3D Matterport walkthrough and video tour of the property to experience every level from the comfort of your own home. Live where the water meets the skyline, in one of South Tampa’s most sought after waterfront communities.

5351 Bridge Street Unit 62, Tampa
$700,000
3 Beds ⋅ 3 Baths ⋅ Harbourside At Harbour Island SubDv. ⋅ 33602 Zip Code
Experience the best of Harbour Island living in this beautifully maintained three-story brownstone-style townhome located within one of Tampa's most desirable gated communities. Offering 3 bedrooms, 2.5 bathrooms, and a versatile first-floor bonus room, this residence blends classic architecture with modern comfort in an unbeatable location. The welcoming first level features a flexible bonus space ideal for a home office, media room, fitness area, or guest retreat, with French doors opening to a private courtyard that creates the perfect setting for relaxing or entertaining. The second floor showcases an open-concept living and dining area filled with natural light, complemented by a spacious kitchen featuring solid wood cabinetry, a gas cooktop, generous counter space, and a casual dining area. The third floor offers three well-appointed bedrooms, including a primary suite designed for comfort and privacy. Residents enjoy the security and convenience of 24-hour gated Harbour Island along with beautifully landscaped streets, parks, walking paths, and easy access to everything Tampa has to offer. Just moments from Water Street Tampa, Sparkman Wharf, Amalie Arena, the Tampa Riverwalk, Channelside, Downtown Tampa, premier dining, shopping, entertainment, and major commuter routes, this exceptional home offers the perfect combination of low-maintenance living and an unmatched urban lifestyle. Whether you're searching for a primary residence, a second home, or an investment in one of Tampa's premier waterfront communities, this move-in-ready townhome presents an outstanding opportunity to enjoy the Harbour Island lifestyle.

1425 Harbour Walk Road, Tampa
$194,900
1 Beds ⋅ 1 Baths ⋅ Grand Key A Condo SubDv. ⋅ 33611 Zip Code
Welcome to Grand Key, a gated Key West-style community in the heart of South Tampa! This beautifully maintained first-floor 1-bedroom, 1-bath condominium offers the perfect combination of comfort, convenience, and investment potential. Inside, you'll find an open and functional floor plan featuring a spacious living and dining area, granite countertops, solid wood cabinetry, a breakfast bar, and a generously sized bedroom with a walk-in closet. The unit also includes a full-size washer and dryer, a private storage closet conveniently located just outside the front door, and a reserved parking space. Best of all, it is being sold fully furnished, making it truly move-in ready. Grand Key offers resort-style amenities, including a sparkling swimming pool, fitness center, indoor basketball court, clubhouse, playground, grilling areas, and beautifully landscaped courtyards. The gated community is professionally managed and meticulously maintained, with beautifully landscaped grounds and common areas. Ideally located in the heart of South Tampa, you'll be just minutes from Hyde Park, Bayshore Boulevard, Downtown Tampa, MacDill Air Force Base, Tampa International Airport, International Plaza, top-rated restaurants, shopping, and major highways. Whether you're looking for a primary residence, a second home, or an investment property, this condo is an excellent opportunity. Grand Key allows 6-month minimum rentals, offering flexibility for both homeowners and investors.

4207 S Dale Mabry Highway Unit 6107, Tampa
$585,000
4 Beds ⋅ 3 Baths ⋅ Fox Wood Ph 02 SubDv. ⋅ 34655 Zip Code
Welcome to this stunning 4-bedroom, 3-bathroom pool home located on a desirable corner lot in the gated community of Fox Wood in Trinity. With nearly 2,200 SF of living space, this spacious, move-in-ready home offers modern style and exceptional functionality throughout. As you enter, you're greeted by a formal living room featuring a custom-built electric fireplace and plantation shutters, creating a warm and inviting space. Just beyond, the open-concept kitchen and dining area are filled with natural light, enhanced by vaulted ceilings and serene views of the sparkling pool. The kitchen features Quartz countertops, tile backsplash, shaker cabinetry, a center island, closet pantry, stainless steel appliances, and a gas range—perfect for cooking and entertaining. The first-floor master suite overlooks the pool and includes a beautiful spa-like en-suite bathroom with a frameless glass shower, separate soaking tub, dual vanity, and modern fixtures. Two additional guest bedrooms are located downstairs, each with custom closet systems and access to a stylish full bathroom. A dedicated laundry room is also conveniently located on the main floor. Upstairs, you'll find a large loft space ideal for a home office, playroom, or guest retreat, along with the fourth bedroom, a third full bath, and an oversized storage closet. Step outside to your private backyard oasis featuring a resort-style pool with paver decking, a pebble tec finish, sun shelf, saltwater system, and remote-controlled lights, pump, and heater. The covered lanai is enclosed with Florida glass screen panels, making it comfortable to see even during rainy weather, and a vinyl picket fence adds both charm and privacy. Additional highlights include: Whole House Water Filtration System (2023), triple-pane hurricane-rated windows (2022), roof (2020), HVAC (2017), and gas water heater (2017). Fox Wood is a popular Trinity neighborhood known for its community park and walkable or golf-cart access to Trinity Elementary School. Convenient location near shopping, restaurants, medical and the Suncoast. Schedule your private tour today and fall in love with everything this home has to offer.

1810 Winsloe Drive, Trinity
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