Anna Maria Homes with Courtyard Exterior Features

Anna Maria Homes with Courtyard Exterior Features

Welcome to Anna Maria, Florida, a hidden gem nestled on the stunning Gulf Coast. This charming island city boasts pristine beaches, vibrant sunsets, and a laid-back atmosphere that beckons those seeking a slice of paradise. With its quaint shops, delightful eateries, and friendly community, Anna Maria offers a unique blend of coastal living and small-town charm.

As you explore this idyllic locale, you’ll discover a variety of homes that perfectly complement the serene surroundings. Among these, homes with courtyard exterior features stand out, providing a perfect sanctuary for relaxation and entertainment. Imagine stepping into your private courtyard, where lush landscaping and inviting seating areas create an oasis for morning coffee or evening gatherings with friends and family. These thoughtfully designed spaces are not just about aesthetics; they offer a seamless connection between indoor and outdoor living, enhancing your Florida lifestyle.

In Anna Maria, the allure of coastal living is matched by the comfort of home. Many properties feature open floor plans that flow effortlessly into outdoor courtyards, allowing for delightful breezes and natural light to fill your living spaces. Whether you’re soaking up the sun or enjoying a peaceful evening under the stars, these homes provide the perfect backdrop for creating cherished memories.

With its stunning natural beauty and welcoming community, Anna Maria is more than just a place to live; it’s a lifestyle choice. Explore the possibilities of owning a home with courtyard exterior features in this enchanting city, and let the magic of Anna Maria become your everyday reality.

Newest Anna Maria Homes with Courtyard Exterior Features

$250,000
3 Beds ⋅ 3 Baths ⋅ Mediterranean Manors SubDv. ⋅ 34698 Zip Code
Welcome to 2700 Bayshore Boulevard, Unit 1F (#588), where coastal living and modern comfort come together in one of Dunedin's most desirable waterfront communities. Thoughtfully updated and meticulously maintained, this beautifully renovated condominium offers the perfect blend of style, convenience, and the laid-back Florida lifestyle buyers are searching for. Step inside to discover a bright and inviting interior featuring fresh paint, recessed lighting, updated fixtures, luxury vinyl plank flooring installed in 2024, and a spacious split-bedroom floor plan designed for both comfort and privacy. The beautifully updated kitchen serves as the centerpiece of the home, offering upgraded countertops, abundant cabinetry, generous preparation space, and newer appliances installed in 2024. The spacious primary suite provides a peaceful retreat, complete with a walk-in closet and an updated en-suite bathroom. The additional bedrooms offer flexibility for guests, family members, or a home office, while the updated bathrooms combine timeless design with modern convenience. A convenient half bathroom on the main level adds even more functionality. Major improvements provide peace of mind and include hurricane-impact windows installed in 2021, a new air-conditioning system installed in 2024, an updated electrical panel, a newer water heater, fresh interior paint, updated lighting, new ceiling fans, and beautifully installed luxury vinyl flooring throughout much of the home. Outside, you'll discover an oversized private patio enhanced with new pavers, creating the perfect setting for morning coffee, outdoor entertaining, or simply relaxing while enjoying Florida's year-round sunshine. This pet-friendly community welcomes residents of all ages and offers an impressive selection of resort-style amenities, including a private beach and waterfront park, kayak storage, a heated swimming pool, tennis courts, pickleball courts, and two clubhouses featuring a fitness center, library, full kitchen, and an active social calendar. Located just minutes from downtown Dunedin, Honeymoon Island, the Pinellas Trail, award-winning Gulf beaches, shopping, restaurants, breweries, entertainment, and numerous community events, this home places everything that makes Dunedin special right at your doorstep. Whether you're searching for a full-time residence, a seasonal retreat, or an investment opportunity, this exceptional property delivers the perfect combination of location, lifestyle, and value. Schedule your private showing today and discover why so many people are proud to call Dunedin home.

2700 Bayshore Boulevard Unit 588, Dunedin
$1,300,000
5 Beds ⋅ 5 Baths ⋅ Gulf Shores 1st Add SubDv. ⋅ 33708 Zip Code
Located in the heart of Madeira Beach, FL, just one block from the Gulf beaches, 14135 Palm Street presents a rare opportunity to acquire a fully updated 5-unit income-producing property in one of the most desirable beach communities along Florida?s Gulf Coast. This solid block construction 5-plex consists of five well-designed 1-bedroom, 1-bathroom units with ample on-site parking, offering strong appeal to both long-term and seasonal tenants. What truly sets this property apart is its extensive hurricane-resilient construction and post-storm preparedness improvements. The building successfully withstood the major storms of 2024, demonstrating the quality and durability of the upgrades completed. Improvements include waterproof stucco interior wall systems, durable epoxy flooring throughout, elevated electrical connections, and water-resistant kitchen fixtures designed to minimize future storm vulnerability and maintenance concerns. In addition, the property features a newer roof, and all restoration and improvement work has been fully permitted and completed, providing added confidence for investors and lenders alike. The property offers flexible rental opportunities including annual rentals, seasonal leasing, workforce housing, or furnished beach rentals, creating multiple paths for maximizing income potential. With an attractive CAP rate, investors can benefit from both strong current cash flow and long-term appreciation in a highly supply-constrained beach market. Tenants will enjoy exceptional walkability and convenience. The property is located near Gulf Boulevard with easy access to the Pinellas Suncoast Transit Authority trolley and bus routes connecting residents to surrounding beach communities, downtown St. Petersburg, and area attractions. Nearby shopping, dining, and entertainment options include the popular John's Pass Village & Boardwalk, local restaurants, waterfront bars, grocery stores, marinas, and recreational activities including boating, fishing, and beach access. The location also provides convenient access to Treasure Island, Redington Beach, and the greater Tampa Bay area. This is an outstanding opportunity to own a proven storm-resilient multifamily asset in a premier coastal location with strong rental demand, attractive projected returns, and lasting tenant appeal.

14135 Palm Street, Madeira Beach
$599,000
4 Beds ⋅ 2 Baths ⋅ Edgemoor Estates Rep SubDv. ⋅ 33703 Zip Code
Virtually Staged. Welcome to this beautifully fully renovated 4-bedroom, 2-bathroom block home offering 1895 square feet of thoughtfully designed living space plus an impressive 625-sf garage, ideally located in the highly sought-after Edgemoor neighborhood of Northeast St. Petersburg. This solid block home has remained high and dry—never flooded or damaged during recent hurricanes—providing exceptional peace of mind. With no HOA, no CDD fees, and affordable insurance, this is a rare opportunity to own a truly move-in-ready home in one of the area's most desirable communities. Completely renovated from top to bottom, this exceptional home showcases superior craftsmanship and stylish designer finishes throughout. The bright, open-concept floor plan is filled with natural light and features luxury flooring, elegant 5-inch baseboards, recessed lighting, new blinds, and remote-controlled ceiling fans. At the heart of the home is the stunning chef's kitchen, complete with custom, solid wood European-style cabinetry, sleek glass backsplash, premium countertops, stainless steel appliances, and a spacious breakfast bar that flows seamlessly into the dining and living areas—perfect for both everyday living and entertaining. The spacious primary suite serves as a private retreat, featuring a large custom walk-in closet and a beautifully appointed spa-inspired ensuite bathroom with dual vanities and an oversized walk-in shower. Three additional bedrooms, each with custom closets, provide flexibility for family, guests, or a home office, while the second bathroom has also been tastefully renovated with upscale finishes. Designed for both comfort and peace of mind, this home offers extensive upgrades, including impact-rated hurricane windows, new electrical wiring, a new electrical panel, updated plumbing, modern lighting and fixtures, beautifully renovated bathrooms, custom closets, and countless additional improvements throughout. The oversized 2 .5 garage provides abundant space for multiple vehicles, storage, a workshop, home gym, or recreational equipment and includes a brand-new LG washer and dryer. ituated on a generously sized 8,603-square-foot fenced lot, the professionally landscaped backyard offers endless possibilities. Whether you envision a custom swimming pool, gazebo, outdoor kitchen, fire pit, or your own private tropical retreat, there is plenty of room to bring your vision to life. The inviting front porch, mature landscaping, and excellent curb appeal create a warm welcome from the moment you arrive. Perfectly positioned just 5 minutes from vibrant Downtown St. Petersburg, this home offers convenient access to waterfront parks, award-winning restaurants, museums, marinas, shopping, entertainment, and cultural attractions. Tampa International Airport is approximately 15 minutes away, while the Gulf beaches are just a short drive. You'll also enjoy easy access to golf courses, parks, boat ramps, walking and biking trails, and the brand-new YMCA, making this an outstanding location for an active Florida lifestyle. Combining an unbeatable location, quality renovations, generous living space, hurricane resilience, and exceptional value, this remarkable home is truly one of Northeast St. Petersburg's finest offerings.

138 Davison Avenue Ne, St Petersburg
$380,000
3 Beds ⋅ 2 Baths ⋅ Glendale SubDv. ⋅ 33563 Zip Code
Pictures coming soon! This meticulously maintained Plant City brick ranch has all the big-ticket items already taken care of: new roof (2026), new electrical (2026), new irrigation system (2026), water heater (May 2026), and AC replaced in 2024. Move in with total peace of mind! Nestled on a lush, tree-lined lot, this charming 3-bedroom home welcomes you with navy blue accents, a covered front porch, and mature oak canopy. Inside, an updated kitchen features stainless steel appliances, wood cabinetry, and a breakfast bar, while the family room's cozy stone fireplace and a separate living room offers plenty of space to relax or entertain. Both bathrooms have been tastefully updated, including a beautifully tiled walk-in shower. Step outside to your screened-in POOL and lanai, perfect for Florida living. The oversized two-car garage includes a fully renovated laundry setup, epoxy-coated floor, and outdoor cameras for added peace of mind. Tucked in a quiet neighborhood with easy access to I-4 and quick connections to Tampa and Lakeland — schedule your private showing today!

1318 Louisiana Street, Plant City
$230,000
2 Beds ⋅ 2 Baths ⋅ Meadowlake Palm Harbor Condo SubDv. ⋅ 34684 Zip Code
Beautiful, completely renovated, FIRST FLOOR 2-bedroom 2-bathroom condo. Brand new kitchen with Stainless Steel appliances, modern backsplash, Quartz countertops, and new carpets and vinyl floors. Bathroom vanities have a contemporary style with Quartz countertops. Modern lighting and a screened patio. Resort-style heated pool, Tennis Court, Fitness Center, Playground, Volleyball Court, Grill Area, Laundry Facility, Office Facility, dog walking area, and Car Care Center. Welcome to the highly sought-after Meadowlake Condos community. Located a short distance from US19 in beautiful Palm Harbor, Florida. Everything is close by, including Honeymoon Island and Caladesi Island State Park, beaches, and Pinellas' retail outlets, which include restaurants and banks. Please check the details for the well-rated public schools in this area, which are very close by. This condo has well-maintained grounds and gives you access to a gym on-site, along with a laundry area (this condo has washer/dryer connections inside), a beautiful pond/lake, and an abundance of parking. Meadowlake has a Publix grocery store right next door.

2690 Coral Landings Boulevard Unit 615, Palm Harbor
$775,000
3 Beds ⋅ 4 Baths ⋅ Burlington Twnhms Rep SubDv. ⋅ 33701 Zip Code
Virtually Staged. Stunning, newer construction (2020) David Weekley townhome community with excellent walkability to vibrant downtown St. Petersburg and Central Avenue. This exquisite townhome features coastal-contemporary aesthetics, open concept design and an attached, 2 car garage with your own 220V 60 amp outlet to add an EV charger. Private and situated in a very quiet location behind a gated courtyard and removed from busy streets, residents enjoy their own fenced patio space for outdoor enjoyment. All three bedrooms in this residence feature an en-suite bathroom and a sizeable closet. The second level features a gorgeous, open concept kitchen, breakfast bar, gas-fueled range cooktop, large pantry, and whole house water filtration system. Flowing from the kitchen, there is a separate dining room and oversized living room space with additional electric located in the floor for specialty lighting. Travel to the third level to experience two additional bedrooms and a full-size washer and gas dryer just outside the primary bedroom. Every detail has been covered to provide luxury living with privacy and security. In addition to a personal garage, the community has a gated front entry courtyard and the house is equipped with an elective home security system. Enjoy this highly desirable location with the opportunity to walk to phenomenal dining, shopping and entertainment venues. Ride your bike downtown, enjoy close proximity to world-class healthcare facilities, Central Avenue and highway access for ease of commuting. Minutes from two international airports and a quick 20 minute drive to the area’s sugar-sand beaches.

815 Burlington Avenue N, St Petersburg
$3,000,000
7 Beds ⋅ 8 Baths ⋅ Harbor Oaks SubDv. ⋅ 33756 Zip Code
Virtually Staged. This exceptional residence offers a rare opportunity to acquire one of Harbor Oaks' most storied addresses. Built between 1918 and 1925 within the coveted "Florida Heritage" district, 403 Magnolia Drive stands just blocks from downtown Clearwater — a seven bedroom, seven and a half bathroom estate of 7,223 square feet, gracefully arranged across three levels. Floor-to-ceiling windows trace the twin formal living rooms, allowing the day to unfold from room to room in a continuous wash of natural light. At the same time, rich original hardwood floors carry warmth throughout every level. A sun-filled solarium and an adjoining Florida room extend this openness further still, complemented by a private library and a spacious family room. Each of the home's seven bedrooms is appointed with its own full, private bathroom — Upstairs, two primary suites open onto a sweeping wraparound deck, each accompanied by a spa-inspired Restoration-style bath of exceptional finish. The entire third floor is reserved for the primary suite, complete with a full bath, fireplace, sun deck, and generous storage, offering a graceful degree of separation and privacy from the rest of the home. The kitchen is outfitted with commercial-grade stainless appliances, a Dacor gas range, crown molding, and a walk-in pantry of considerable scale — a room designed as much for the passionate cook as for the discerning host. A wet bar and tray ceilings polish the home's entertaining spaces, while French doors along the main level open onto a private courtyard and balcony, softening the boundary between interior and exterior life. Beyond its walls, the estate unfolds across a corner lot of over half an acre, anchored by a resort-caliber pool and spa deck. A circular drive welcomes you home, while Downtown shopping and dining are just minutes away, and the white sands of Clearwater Beach are a mere five-minute drive. Floor plans and a full tour are available upon request — 403 Magnolia Drive is a rare opportunity to own a true piece of Harbor Oaks history.

403 Magnolia Drive, Clearwater
$280,000
2 Beds ⋅ 2 Baths ⋅ Del Webbs Sun City Florida Un SubDv. ⋅ 33573 Zip Code
This upgraded model A-25 attached home is a 2 bedroom, 2 bath home with 1704 sq ft under air. In a home owners association which takes care of the lawn, ext. pest control, int/exterior water & sewer. This home has been very well taken care. New roof January 2026. New plumbing 2023. Kitchen and the baths have been remodeled. Central heating and air conditioner has been serviced. This patio home shows pride of ownership from one side to the other. The Sun City Center Community Association fee is $364.00/person/yr. and a transfer fee of $3,000.00 payable at closing by the buyers. The homes owners association for the lawn plus care is $100.00 a month payable twice a year. At the front entrance you will stroll thorough the courtyard. This home is loaded with space. The lifestyle that this home commands is no lawn work just go out and play. Located just a few blocks from the SCC association recreational facilities, community library, swimming pools, fitness center, craft rooms, and more. Sun City Center offers an active lifestyle with golf cart access throughout the community, along with nearby restaurants, shopping, banking, medical facilities, personal services, and community. It is a understatement to say the view is just spectacular. If you need some extra space and no yard work come view this home today.

1505 N Pebble Beach Boulevard, Sun City Center
$284,900
1 Beds ⋅ 1 Baths ⋅ Boca Shores Condo SubDv. ⋅ 33706 Zip Code
Dreaming of owning a property on the Intracoastal boating waters of Boca Ciega? Or is beaching your passion? You can enjoy both in this gated waterfront community located just a short stroll to the Gulf of Mexico white sandy beaches. 2ND FLOOR HIGH & DRY. This spacious 1 bedroom 1 bath condo comes with private lania located in one of the most desirable condo locations within the Boca Shores community. The lanai features double screened doors that provide lovely views of the courtyard, along with peeks of the pool and the Intracoastal waterway. From the minute you open the door you will notice that this condo has been lovingly appreciated and cared for and is truly move-in ready awaiting a new owner. The open kitchen with breakfast bar, dining room and living room create a wonderful entertaining space. Modern cabinets, granite countertops and recessed lighting all add to the features one will enjoy and appreciate. The spacious bedroom offers two closets that provide wonderful space for storage and personal effects. The screened lanai equipped with hurricane shutters is a bonus feature not offered in most of the community condos. Located on the Intracoastal is one of the many attractive features of this gated community. In addition, a multitude of amenities make this property extremely desirable. A few of these amenities include an inviting heated pool & sunning deck cantilevered over the water, fishing dock with cutting table, clubhouse, kayak & bicycle storage, car wash station and Boat Slips that can be leased from the Association for $91 per month including electric & water. The community is pet friendly and allow 2 small pets. St. Pete Beach community park is directly next door and offers pickleball & tennis courts, dog walking area and boat launch. Also within walking distance are restaurants, brew pubs, shopping, weekend markets, concerts in the park and numerous beach life hot spots. Hop on the SunRunner that stops outside the gate for a fun day of exploring vibrant downtown St. Petersburg and The Pier where you will enjoy museums, theaters, open air markets and a wide selection of restaurants. Or take the Cross Bay Ferry to downtown Tampa for an exciting day trip. The ease of accessibility to Tampa Int'l and St.Pete/Clearwater airports adds travel convenience. Make this your opportunity to live the dream and enjoy a stress-free lifestyle regardless if you wish it as a permanent home, weekend and beach getaway or as an addition to your investment portfolio. As an added BONUS condo is being sold furnished. Schedule your private viewing today!

8901 Blind Pass Road Unit 232, St Pete Beach
$230,000
2 Beds ⋅ 1 Baths ⋅ Ridgewood Gardens SubDv. ⋅ 34691 Zip Code
Welcome to your next home! This charming two-bedroom, one-bath residence offers the perfect blend of comfort, style, and convenience. Featuring a beautifully renovated kitchen, timeless terrazzo flooring, a newer roof, and an updated A/C system, this home is truly move-in ready. Enjoy a spacious, fully fenced backyard with rear access, perfect for parking a boat, RV, or trailer. With no HOA and no rear neighbors, you’ll appreciate the added privacy and freedom. Conveniently located near shopping, dining, parks, beautiful Gulf Coast beaches, and the famous Tarpon Springs Sponge Docks. The seller is highly motivated and willing to consider contributing toward the buyer’s closing costs with an acceptable offer. Don’t miss this incredible opportunity!

2122 Holiday Drive, Holiday
$120,000
1 Beds ⋅ 2 Baths ⋅ Crosswinds Colony One Condo SubDv. ⋅ 33710 Zip Code
Welcome to this bright and spacious ground floor 1-bedroom, 1.5-bath condo offering comfort, convenience, and an easy Florida lifestyle. The open floor plan creates a seamless flow between the living and dining areas, while the enclosed Florida room is filled with natural light and is accessible from both the living room and the kitchen. It's the perfect spot to enjoy your morning coffee, watch the birds, create a home office, or provide additional space for guests. The spacious primary suite offers ample closet space and direct access to the full bath, while a convenient hallway half bath provides added comfort and privacy for guests. Additional features include an assigned private storage room, shared laundry facilities, and bike storage. Ideally located just minutes from beautiful Gulf beaches, shopping, restaurants, entertainment, and everyday conveniences, you'll enjoy having everything you need close by. Public transportation is also nearby for added convenience. Residents can enjoy wonderful community amenities, including a sparkling pool, shuffleboard courts, and a welcoming clubhouse perfect for relaxing, staying active, and socializing with neighbors. Located in a non-flood zone and in an all-ages community (not 55+), this move-in-ready condo is ideal as a full-time residence, seasonal getaway, or investment opportunity. Buyers are encouraged to verify current bike storage availability and all HOA rules and regulations, as policies are subject to change.

6960 20th Avenue N Unit 105, St Petersburg
$569,000
4 Beds ⋅ 2 Baths ⋅ Old West Tampa SubDv. ⋅ 33607 Zip Code
History with a modern touch! Built in 1918 with 1,980 sqft, this 4BR/2BA two-story bungalow in Old West Tampa has been restored to a standard this urban community rarely sees. HVAC 2024, with nearly every interior finish in this house touched in 2023 - the kitchen and its stainless appliances, both bathroom remodels, electrical, plumbing, the tankless water heater, and paint inside and out. The windows were replaced in 2021. Floodzone X, fully fenced yard with extended paver driveway with gated alley access. The foundation was permanently stabilized in 2022 under a 25-year transferable warranty. Termite protection through Chet's through March 2027. Inside, the ceilings are high, and the plan reads open and spacious - living, dining, and kitchen share one continuous space, so light carries from the front of the house to the back. The kitchen anchors it, with a center island and stainless appliances. On the first floor you’ll find two bedrooms and two full bathrooms. A front bedroom sits just off the dining room and works equally well as a home office and offers its own split AC system so that the room's temperature sets independently of the rest of the house. The owner's suite is on the first floor with a newly expanded bathroom that the current owners enlarged during the renovation rather than settling for what the original footprint allowed. A second updated bathroom is at the back of the house and serves the two upstairs bedrooms and guests. Upstairs, both bedrooms measure over 12 feet wide, each with its own closet and windows. Out back, the yard is fully fenced and finished with custom pavers, two pergolas, and an extended driveway with gates to the alley - room to park several vehicles and privacy on every side—a private and shaded oasis. Schedule your showing and bring your inspector. A 1918 bungalow with its foundation warranted for another twenty-one years, its systems replaced, and Zone X on the current FEMA panel is a rare combination in this pocket of Tampa! Located so close to Armature Works, the new Publix grovery store on Boulevard, and the Riverwalk extension as well as quick access to 275.

2126 W Beach Street, Tampa
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