Gulfport Homes with Courtyard Exterior Features

Gulfport Homes with Courtyard Exterior Features

Welcome to Gulfport, Florida—a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community spirit. This picturesque city, located just a stone's throw away from the sparkling waters of the Gulf of Mexico, offers residents a delightful blend of small-town warmth and modern conveniences. Gulfport is renowned for its artistic flair, with colorful murals adorning the streets and a thriving arts district that hosts various events and festivals throughout the year. Whether you’re enjoying a leisurely stroll along the waterfront or indulging in the local cuisine at one of the many quaint cafes, Gulfport is a place where life feels leisurely yet fulfilling.

One of the standout features of homes in Gulfport is the enchanting courtyard exterior. These thoughtfully designed homes often boast private courtyards that serve as serene outdoor retreats, perfect for enjoying the beautiful Florida sunshine or hosting intimate gatherings with family and friends. Imagine sipping your morning coffee surrounded by lush greenery or unwinding in the evening with the gentle sound of a fountain in the background. The courtyard design not only enhances the aesthetic appeal of your home but also fosters a sense of community and connection with nature.

With its rich history, artistic vibe, and inviting atmosphere, Gulfport is more than just a place to live—it's a lifestyle. Explore the charming homes with courtyard features and discover the perfect sanctuary in this vibrant coastal city. Your dream home awaits in Gulfport, where every day feels like a vacation!

Newest Gulfport Homes with Courtyard Exterior Features

$375,000
3 Beds ⋅ 2 Baths ⋅ Moorings Of Maximo Condo SubDv. ⋅ 33711 Zip Code
Waterfront living awaits in this fully remodeled, 3-bedroom, 2-bath corner condo at The Moorings of Maximo in St. Petersburg. Beautifully updated unit, top to bottom, with a brand-new AC system, this 1,500 sq ft, 4th-floor residence features west-facing views, an open living and dining layout, and a spacious screened balcony/lanai. Assigned parking space #115 is included and laundry is located on every floor on both sides of the building. Plus an additional storage area. Enjoy true waterfront access with canal frontage, a private dock, marina, and fishing access on the Intracoastal Waterway. The community offers a clubhouse, pool, tennis courts, and dog park, with an HOA covering cable, internet, water, sewer, trash, insurance, and building and grounds maintenance. Everyday conveniences are just minutes away — Publix, Aldi, the new Sprouts Farmers Market, and Walmart Supercenter for groceries and essentials, plus waterfront dining at Tiki Docks. This turnkey condo is currently professionally staged, and the furnishings are available for purchase directly through the stager, Set the Stage. Schedule your private showing today!

4908 38th Way S Unit 401, St Petersburg
$429,999
2 Beds ⋅ 2 Baths ⋅ Seapointe Terrace Condo SubDv. ⋅ 33711 Zip Code
Enjoy waterfront living at Seapointe Terrace, where expansive bay views create a beautiful backdrop from nearly every room in this second-floor unit. Large windows fill the home with natural light, and the split floor plan gives both bedrooms slider access to the balconies, putting the water within reach from the moment you wake up. The open floor plan offers a comfortable flow between the living and dining spaces, with an eating area in the kitchen making everyday meals easy. The updated kitchen features granite countertops, stainless steel appliances, white cabinetry, and coffered ceiling details. The primary suite enjoys peaceful water views along with an en-suite bath featuring dual sinks and an additional built-in closet. Modern vanities and fixtures carry throughout the home, and the washer and dryer are tucked conveniently into the main bathroom. Step out front to a covered balcony that leads down to a private patio terrace, or head to the rear, where a 38-foot waterfront balcony delivers unobstructed bay views across the full width of the unit. Seapointe Terrace offers residents access to a heated waterfront pool, private boat ramp, fishing pier, kayak launch, tennis courts, 2 pickleball courts, dock, and community storage for bikes and kayaks. Monthly fees cover water, sewer, trash, cable, and high-speed internet. The milestone study is complete with fully funded reserves, a meaningful detail for buyers looking at the long-term picture. I-275 is minutes away, placing you within easy reach of downtown St. Petersburg, Fort De Soto Park, Maximo Park, St. Pete Beach, Pass-a-Grille, and waterfront dining and entertainment at Sky Beach Resort. A well-maintained building, a strong reserve position, and a Pinellas County waterfront address worth seeing in person.

7530 Sunshine Skyway Lane S Unit 115, St Petersburg
$240,000
3 Beds ⋅ 2 Baths ⋅ Patriot Square Apts SubDv. ⋅ 33711 Zip Code
Beautiful ground floor condominium, Remodeled within the last 3 years. Stainless steel appliances--with microwave, washer and dryer. Chair height toilets, 55 years and over gated community. Roof recently replaced, also plumbing pipes relined and roads resurfaced. Located in a cul-de-sac. Cable, internet, water, landscape, pest control and much more taken care off by the HOA. Located next to the desirable Marina District.

3894 37th Street S Unit 41, St Petersburg
$1,250,000
4 Beds ⋅ 3 Baths ⋅ Childs Park SubDv. ⋅ 33711 Zip Code
NEW 2026 BUILD! Welcome home to this luxury estate featuring 4 bedrooms plus an office, 2.5 baths, and a detached 2-bedroom, 1-bath guest house, all situated on an expansive third-of-an-acre lot designed to provide privacy between both residences. Built by McDew Development, this unique property offers luxury living, exceptional flexibility, and income-producing potential in one of St. Petersburg’s fastest-growing areas. The striking modern exterior showcases custom white stucco, dark architectural accents, and black impact-rated windows and doors. A welcoming front porch leads to an open-concept interior featuring soaring ceilings, luxury vinyl plank flooring, wide baseboards, recessed lighting, and designer finishes throughout. Expansive sliders open to a private, fully fenced backyard with ample room for a resort-style pool. At the heart of the home, the chef’s kitchen features a waterfall island, floor-to-ceiling two-tone wood cabinetry, quartz countertops, built-in cooktop, wall oven, wall microwave, counter-depth refrigerator, and a spacious walk-in pantry with additional storage and prep space. The first-floor primary suite offers custom walk-in closets and a spa-inspired bath with a soaking tub, oversized shower, floating double vanity, and private water closet. A dedicated office completes the main level. Upstairs, three additional bedrooms surround a spacious loft-style great room with a wet bar, ideal for entertaining or relaxing. Adding tremendous value is the detached 800 SF ADU, complete with 2 bedrooms, 1 bath, a full kitchen, living area, laundry, and private balcony. Whether used for rental income, multigenerational living, or extended guests, this fully self-contained residence provides versatility rarely found in new construction. The property is completed by an oversized 3-car garage with alley access and is conveniently located minutes from Downtown St. Petersburg, the St. Pete Pier, Gulfport, Tropicana Field, and I-275. Situated outside a flood zone and custom built in 2026, this is a rare opportunity to own a private modern luxury retreat with both lifestyle and investment appeal.

3516 21st Avenue S, St Petersburg
$958,000
3 Beds ⋅ 2 Baths ⋅ Dolphin Cay Bermuda SubDv. ⋅ 33711 Zip Code
Welcome to Paradise. Enjoy million-dollar views of Boca Ciera Bay & Intercoastal waterways in your open floor plan condo with over $350k in upgrades done in 2024-2025. Savor the exquisite sunsets. The community of Dolphin Cay offers resort style living within its meticulously maintained 80+ acre gated community with 24-hour security. Incredible amenities include: a one-acre private beach, gorgeous clubhouse, billiard room, card room, library, fitness facilities, sauna and three waterfront pools, tennis courts, car wash & vehicle charging station. Schedule your viewing today! Over $300,000 in upgrades… H-I Windows & Sliders Custom Wood Cabinets Balcony Shutters Quartzite Counters & Window Sills Remodeled Bathrooms Porcelain Tile Floors Interior Doors & Hardware Bosch Appliances

4737 Dolphin Cay Lane S Unit 407, St Petersburg
$199,000
2 Beds ⋅ 2 Baths ⋅ Patriot Square Apts SubDv. ⋅ 33711 Zip Code
Welcome to your beautifully updated condo, your own slice of paradise! Nestled in a gated 55+ community that allows under 55 60 days out of the year, you’ll enjoy access to two sparkling pools, tennis courts, a clubhouse, shuffleboard courts, pickle ball and much more. Located across from Broadwater Park and surrounded by the scenic Skyway Bike Trail, you can easily walk or ride to the Pinellas Trail. As you stroll through the condo, appreciate the thoughtfully designed updates and be sure to peek out the bedroom windows, framed by plantation shutters, to catch stunning sunsets. You can have peace of mind with no assessments pending and a newer roof. Inside, you’ll find a brand-new AC and water heater (2025) and a separate circuit electric panel installed in 2024. Enjoy living next to the pool and pickleball courts in this vibrant community, where fun and relaxation await!

4138 37th Street S Unit 144, St Petersburg
$464,000
3 Beds ⋅ 2 Baths ⋅ Maximo Moorings SubDv. ⋅ 33711 Zip Code
Welcome to this large 1,680 SqFt well-maintained and inviting home, offering comfort, functionality, and peace of mind in every detail. This property has no history of flood or hurricane damage, giving buyers added confidence and long-term security. Inside, you’ll find a bright and spacious layout with multiple living areas, including a bonus room with access to the backyard that can easily serve as a home office, den, or additional flex space to fit your needs. The living and dining areas flow seamlessly, creating a warm and welcoming environment for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized with great natural light. Updated windows and sliding glass door enhance energy efficiency and bring in plenty of sunshine throughout the home. Step outside to enjoy a large, fenced backyard with durable PVC fencing, perfect for gatherings, or simply relaxing in your private outdoor space. Major updates include a 2025 A/C unit and a 2016 roof, providing peace of mind. This large home offers flexible living space, a generous yard, and a welcoming layout—making it a great opportunity for homeowners seeking comfort and functionality. Located in a desirable area within minutes of the award-winning beaches of Fort Desoto State Park, and top ranked St Pete Beach. Or with easy access to I275, you're only 15 minutes to the vibrant activity of the nightlife, restaurants and shopping in downtown St Petersburg.

4106 53rd Avenue S, St Petersburg
$3,350,000
6 Beds ⋅ 6 Baths ⋅ Dolphin Cay-Phase 1 SubDv. ⋅ 33711 Zip Code
Welcome to 4930 Sandpiper Lane, a stunning estate nestled within the sought-after, gated community of Dolphin Cay in St. Petersburg. This expansive, meticulously maintained home on a beautifully manicured double lot offers the perfect blend of luxury, functionality, and Florida lifestyle. Boasting 6,140 heated sq ft of living space with 6 spacious bedrooms, 4 full bathrooms, and 2 half baths, this home provides ample space for family and guests alike. The thoughtfully designed floor plan includes a dedicated office and an impressive theater room, perfect for working from home or enjoying movie nights in style. Outdoors, the private backyard retreat features a sparkling swimming pool, a basketball court, and lush mature landscaping — ideal for entertaining or simply relaxing under the Florida sun. A detached 3-car garage offers added convenience and storage. Peace of mind updates include a new roof in 2018, and a majority of the AC being replaced in 2024. Dolphin Cay is one of St. Pete’s premier gated waterfront communities, offering amazing sunset views to the West and Gulf of Mexico, an elegant community center with billiard/casino room, library, two community pools (one adult only), three Har-tru lighted tennis courts, private pier, health and fitness center, spa, private grilling area, storage & launch area for kayaks, plus a private 2 acre beach. Dolphin Cay is situated on 88 acres of lushly landscaped property with over 4 miles of boardwalks and nature trails that meander through a 24 acre wildlife preserve and around Spoonbill Lake. The Pinellas Bike Trail runs right in front of this complex and leads to miles of biking & walking trails throughout Pinellas County. All of this within minutes of downtown St. Petersburg, world-class dining, shopping, and the Gulf beaches. This is a rare opportunity to own a truly special property in a secure, amenity-rich neighborhood. Schedule your private showing today and experience the best of coastal living.

4930 Sandpiper Lane S, St Petersburg
$649,800
4 Beds ⋅ 2 Baths ⋅ Maximo Moorings SubDv. ⋅ 33711 Zip Code
Updated Tropical Retreat in Desirable Maximo Moorings. Welcome to this beautifully renovated 4-bedroom, 2-bath home with a flexible 5th room—ideal for a home office, guest suite, or playroom—set on an oversized, lushly landscaped lot on one of Maximo Moorings’ most sought-after streets. This property perfectly blends space, style, and the relaxed Florida lifestyle. Inside, luxury vinyl plank flooring, fresh paint, upgraded lighting, and charming beadboard wainscoting create a warm, cohesive feel throughout. The remodeled galley kitchen features shaker cabinetry, butcher block countertops, stainless steel appliances, a gas range, and a modern brick backsplash. At the heart of the home, the spacious family room showcases a tiled wood-burning fireplace and opens to a full-length, terracotta-tiled screened lanai—ideal for dining, entertaining, or relaxing. The primary suite offers a walk-in closet, step-in tub, and private access to a screened courtyard with a tranquil koi pond. Two guest bedrooms and the bonus room open to the sunroom and pool area, providing a flexible layout well-suited for multi-generational living, guests, or rental potential. Step outside to a private backyard oasis featuring a caged in-ground pool with a new pump, mature tropical landscaping, and a fully fenced yard with room to add an outdoor kitchen, fire pit, or lounge area. Notable upgrades include a new roof, updated bathrooms, updated plumbing, full-house natural gas generator, and a spacious laundry area with new washer and new gas dryer and added storage. Natural gas appliances—including water heater, range, dryer and gas central heat—provide efficiency, comfort and peace of mind. New AC 4/16/26! Located minutes from Maximo Marina, the Sunshine Skyway Bridge, Isla del Sol Yacht & Golf Club, Gulf beaches, waterfront dining, the Pinellas Trail, and vibrant downtown St. Petersburg. Spacious, updated, and ideally located—this is Florida living at its best. Schedule your private showing today.

3944 49th Avenue S, St Petersburg
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