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

$169,900
2 Beds ⋅ 3 Baths ⋅ Meadowood Condo Village SubDv. ⋅ 33637 Zip Code
Priced to Move! 2-Bed 2.5 Bath Condo in Meadowood Village – Under $170K! Incredible opportunity to own a spacious, move-in-ready 2-bedroom, 2.5-bathroom townhome in the heart of Temple Terrace! Priced aggressively below market value for a fast sale, this 1,250 sq. ft. home is perfect for first-time buyers, downsizers, or investors seeking immediate rental income. The main floor features an open, light-filled layout with a seamless living/dining flow and a guest half-bath. Upstairs features dual primary bedrooms, each with its own private en-suite. Enjoy great community amenities just steps from your door, including a swimming pool, tennis courts, and a clubhouse. Just minutes away from USF, Busch Gardens, shopping, dining, and major highways. Highly motivated seller considering all offers, cash or strong conventional pre-approved buyers preferred. Don't miss the best value in the zip code—schedule your viewing today!

7805 Amberlea Court, Temple Terrace
$689,990
3 Beds ⋅ 4 Baths ⋅ Towns At Union SubDv. ⋅ 33713 Zip Code
Under Construction. The Carsten II by David Weekley Homes offers a refined blend of classic design and modern comfort in one of St. Petersburg’s most sought-after locations. Just minutes from Central Avenue, this beautifully crafted townhome is flooded with natural light, thanks to expansive windows that enhance its bright, open-concept design. Unwind in the impressive Owner’s Retreat, highlighted by an oversized, spa-style shower and a generous walk-in closet—creating a true sanctuary at home. Each guest suite is thoughtfully designed with its own private bath and versatile space to accommodate your lifestyle needs. At the heart of the home, the stylish corner kitchen with an expansive pantry flows effortlessly into the main living areas, making it ideal for both everyday living and entertaining. Enjoy outdoor living in a private courtyard complete with seating and grilling areas—perfect for relaxing evenings or hosting guests. Backed by David Weekley’s award-winning customer service, the Carsten II delivers an exceptional homebuying experience just moments from the beach and Tropicana Field.

3116 4th Place N, St Petersburg
$644,990
3 Beds ⋅ 4 Baths ⋅ Towns At Union SubDv. ⋅ 33713 Zip Code
Under Construction. Live where others vacation at Towns at Union, a new townhome community by David Weekley Homes in the heart of St. Petersburg. Just minutes from Central Avenue dining and shopping and the award-winning Gulf beaches, this location delivers urban coastal living at its best. The Carsten features a flexible three-story design with a private ensuite bedroom on the first floor. This versatile space is ideal for guests or a productive home office. The main living level showcases a gourmet kitchen with a gas cooktop, wall oven, and walk-in pantry. The kitchen opens to a bright, spacious living and dining area, designed for easy entertaining and everyday comfort. Upstairs, the Owner's Retreat offers a spa-style Owner's Bath and a generous walk-in closet. A second ensuite bedroom on this level provides additional privacy and convenience. Enjoy added peace of mind with impact-rated windows, 8-foot solid core doors, epoxy-coated garage floors, and a tankless gas water heater. Located in a natural gas community and backed by David Weekley’s award-winning quality and service, this home combines comfort, efficiency, and lasting value. Call or chat with the David Weekley Homes at Towns at Union Team to learn more about this new home for sale in St. Petersburg, FL!

446 31st Way N, St Petersburg
$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
$599,000
2 Beds ⋅ 2 Baths ⋅ Torres Add Sub Of Lt 5 SubDv. ⋅ 33707 Zip Code
A historic fish camp turned artist's old Florida cottage, on one of Gulfport's high and dry streets, known locally for its elevation on the Ridge. Fully renovated and set on a large corner lot along a brick street, shaded by lush tropical landscaping and with no history of flooding. The home retains its 120 year old heart pine floors throughout, paired with a complete renovation: new heavy gauge metal roof (Jan. 2025), LG high efficiency inverter HVAC with three zones (Jan. 2026), new ductwork, and PGT impact windows and doors installed in 2020 along with updated plumbing. The kitchen features a Bosch refrigerator and dishwasher, KitchenAid induction range, and Electrolux washer/dryer. A separated ADU serves as an artist's retreat, ideal as a studio, office, or private guest quarters. The oversized corner lot leaves room for RV or boat parking, planted with a Florida avocado tree and native species like coonties and cardboard palms. Walking distance to Beach Blvd, Gulfport Beach, Shore Blvd, the marina, restaurants, galleries, and the Tuesday Market, with the Gulfport Arts District close by too. A rare find on one of Gulfport's most walkable streets and desirable locations.

3001 51st Street S, Gulfport
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