South Pasadena Homes with Coastal Architectural style

South Pasadena Homes with Coastal Architectural style

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community spirit. Just a stone's throw away from the shimmering shores of the Gulf of Mexico, South Pasadena is renowned for its picturesque scenery, lush greenery, and a friendly atmosphere that welcomes residents and visitors alike.

This quaint city boasts a rich history and a diverse range of recreational opportunities. With its beautiful parks, scenic waterfronts, and engaging community events, South Pasadena is an ideal place for families, retirees, and anyone seeking a serene coastal lifestyle. Enjoy leisurely strolls along the beach, indulge in local dining experiences, or explore the nearby bustling districts of St. Petersburg and Treasure Island.

One of the most captivating aspects of South Pasadena is its stunning homes, particularly those designed in the Coastal Architectural style. These properties seamlessly blend elegance with functionality, featuring open floor plans, large windows that invite natural light, and inviting outdoor spaces perfect for entertaining or relaxing. The coastal aesthetic is characterized by soft color palettes, natural materials, and nautical-inspired design elements that reflect the city’s proximity to the water.

Whether you're looking for a charming bungalow or a modern waterfront retreat, South Pasadena offers a variety of real estate options that cater to different tastes and budgets. Embrace the laid-back coastal lifestyle in this enchanting community, where every day feels like a vacation. Discover your dream home in South Pasadena and experience the beauty of Florida living at its finest!

Newest South Pasadena Homes with Coastal Architectural style

$1,300,000
3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport
$1,735,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code
Set on an extraordinary 1.26-acre waterfront lot in Pasadena Golf Club Estates, this renovated 3-bedroom, 2-bath pool home offers the kind of space, privacy, and boating access that is increasingly hard to find in Pinellas County. With more than 150 feet of seawall and deep-water access, the property is ideally positioned for those who want to fully embrace the Florida waterfront lifestyle. The outdoor setting is truly the centerpiece. A heated pool, resurfaced in 2024, is surrounded by a newer paver deck with plenty of room for lounging, dining, and entertaining. Beyond the pool, the composite dock completed in 2019 features a 10,000-lb boat lift, sink, and cleaning station. Deeded underwater rights also provide additional possibilities for a second dock, jet ski lift, or paddleboard launch. From here, you can be on the Gulf of America in approximately 15 minutes, with convenient access to Boca Ciega Bay, the Intracoastal Waterway, Blind Pass, and Pass-a-Grille Channel. The property also offers excellent everyday functionality with a 2-car garage and an oversized driveway providing abundant parking and additional space for an RV or boat. Inside, the home has been thoughtfully renovated with a clean, modern coastal feel. The split-bedroom layout provides privacy while spacious living and family rooms offer plenty of room to gather, all enhanced by natural light and waterfront views. Impact-rated windows and doors add both comfort and peace of mind. At the heart of the home, the kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, double ovens, an induction cooktop, farmhouse sink, and generous workspace. The adjacent dining area opens directly to the waterfront deck, creating an easy connection between the interior and outdoor living spaces. A sleek wet bar with a built-in wine refrigerator adds another thoughtful entertaining feature, while both bathrooms have been beautifully updated. Major improvements have already been completed, including a 2024 roof, 2025 HVAC system, and 2025 water heater. Located in unincorporated Pinellas County, the property is short-term rental friendly, creating flexibility for use as a full-time residence, seasonal retreat, or investment property. St. Pete Beach is less than 10 minutes away, downtown St. Petersburg is approximately 15 minutes away, and Tampa International Airport is roughly 35 minutes away. An oversized waterfront lot, deep-water boating access, private pool, generous parking, and extensive renovations come together to create a property that offers far more than a typical coastal home.

1514 Sea Gull Drive S, St Petersburg
$159,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport
$625,000
4 Beds ⋅ 2 Baths ⋅ South Cswy Isle 4th Add SubDv. ⋅ 33707 Zip Code
LARGE CORNER-LOT HOME in a desirable WATERFRONT NEIGHBORHOOD with over 2,300 square feet, four bedrooms and a wonderfully flexible floor plan! The open living and dining room combination provides plenty of space for entertaining, while an ADDITIONAL GREAT ROOM with its own exterior entrance offers even more room for family gatherings, a game room with a pool table, media room or second living area. The beautifully updated kitchen combines style and function with GRAY CUSTOM CABINETRY, soft-close drawers, quartz countertops, new stainless-steel appliances, a vented hood over the range, sleek gray tile backsplash and a large peninsula with seating. A standout is the stainless-steel French-door refrigerator with an illuminated glass display panel, adding both style and convenience. The open design keeps the kitchen connected to the main living spaces and makes entertaining easy. Three bedrooms are located on one side of the home, while the fourth bedroom is just off the main living area. With TWO CLOSETS, this versatile room can serve as a true fourth bedroom, home office, den or guest room. The spacious PRIMARY SUITE offers a large WALK-IN CLOSET and a thoughtfully designed en-suite bath with a modern coastal feel. Black iron hardware and fixtures provide a striking contrast against the light finishes, while the oversized DOORLESS WALK-IN SHOWER features designer tile and DUAL SHOWER HEADS. A freestanding soaking tub completes this relaxing, spa-inspired retreat. Throughout the home, luxury vinyl plank flooring, fresh finishes and thoughtful updates create a light, comfortable coastal feel. A BLUE SHIPLAP ACCENT WALL ties the coastal charm together, while the FIREPLACE WITH MARBLE SURROUND adds warmth and another distinctive focal point to the living space. Recent updates include a 2025 5-TON HVAC SYSTEM, an updated LG French-door refrigerator, LG laundry center, Samsung range and over-the-range microwave, plus a solar attic fan. There is just as much to discover outside. A spiral staircase leads to the home's charming WIDOW'S WALK, offering 360-DEGREE VIEWS, WATER VIEWS and a west-facing vantage point for SPECTACULAR FLORIDA SUNSETS. The large corner lot offers plenty of room to enjoy the outdoors, with fruit trees, palms, colorful Birds of Paradise and exotic tropical plants already creating the beginnings of your own Florida garden oasis. A PAVERED CIRCULAR DRIVEWAY provides plenty of parking along with a covered 2-CAR CARPORT. A separate detached bonus structure, previously used as a WORKOUT ROOM, offers even more possibilities for a fitness space, hobby room or workshop. TWO ADDITIONAL STORAGE SHEDS provide convenient space for bikes, beach gear, gardening equipment and more. Located in South Causeway Isle with NO HOA, this home puts you in the heart of a WATERFRONT NEIGHBORHOOD while keeping you close to everything that makes this area special. Hop on your bike for a 10-MINUTE RIDE TO THE WHITE SANDY BEACHES OF TREASURE ISLAND, or enjoy nearby marinas, restaurants, shopping and entertainment. St. Pete Beach is just minutes away, while vibrant Downtown St. Petersburg is an easy drive.

7891 4th Avenue S, St Petersburg
$765,000
4 Beds ⋅ 2 Baths ⋅ Brookwood 1st Add SubDv. ⋅ 33707 Zip Code
Under Construction. This one checks a box most new builds simply can't: it's fully approved for short-term rental use. The home you've been waiting for is going up in the heart of Pasadena, and yes, it allows for multifaceted use. Whether you're looking for an investment property that actually cash flows, a part-time beach getaway you can rent out when you're not using it, or just want the flexibility down the road, this home gives you options most new construction in St. Pete can't offer. Built entirely out of concrete block for durability and peace of mind, this 4 bedroom, 2 bath home offers 1,839 sq ft of heated living space (3,346 sq ft total) with an open concept layout that makes sense for everyday living or hosting guests. High-end finishes run throughout, and all impact-rated windows mean less worry and lower insurance costs, always a win in Florida. Outside, you've got a massive 4-car garage, giving you the kind of storage and flexibility that's hard to come by this close to the water, whether for cars, boats, beach toys, or all of the above. Location is what truly sets this one apart. You're tucked into the desirable Pasadena neighborhood, close to Bear Creek, and just a short drive from some of the best beaches on the Gulf. It's the kind of spot that rents itself, and the kind of neighborhood buyers want to actually live in too. Estimated completion December 2026. If you've been looking for new construction that works as hard as you do, whether that's a primary home, a second home, or an income property, this one's worth seeing!

6760 Hibiscus Avenue S, South Pasadena
$2,650,000
4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code
Virtually Staged. AN EXCEPTIONAL POINT OF VIEW ON BOCA CIEGA BAY. Experience exceptional waterfront living in Pasadena Yacht & Country Club from this beautifully remodeled, single-story residence situated on a coveted point lot with approximately 174.5 feet of waterfront and sweeping open views toward Boca Ciega Bay. Designed for effortless Florida living and entertaining, the open-concept interior features dramatic volume ceilings reaching approximately 13 feet, abundant natural light, wide-plank luxury vinyl flooring throughout, designer lighting and a wood-burning fireplace. Significant improvements include a new roof, new hurricane-rated windows and doors, and a newer seawall. The flexible split-bedroom floor plan offers 3 bedrooms plus an office or optional 4th bedroom and 3.5 baths. The spacious primary suite is a private retreat with a walk-in closet and beautifully appointed bath featuring a soaking tub, walk-in shower and private water closet. Updates include hurricane windows and doors, newer roof (2020) newer seawall (2017), new artificial turf front yard and more! Outside, the point-lot setting takes center stage. Relax by the pool, entertain along the waterfront and enjoy expansive views across Boca Ciega Bay. The oversized 667 SF garage features new epoxy flooring and ample room for vehicles, storage and recreational gear and golf cart. Adding further distinction for a waterfront property, the home DID NOT FLOOD during Hurricane Helene. An exceptional benefit of purchasing within Pasadena Yacht & Country Club: buyers have the ability to bypass the golf membership waitlist and join as a Full Golf Member within 30 days of purchase, if they choose—offering the opportunity to enjoy the club lifestyle without the wait. Ideally located near vibrant Downtown St. Petersburg and minutes from St. Pete Beach and Florida's renowned Gulf beaches, this home places boating, golf, dining, arts, culture and the best of the St. Petersburg lifestyle within easy reach. Remodeled, refined and remarkably waterfront—this is Florida living from the fairway to the bay and the beach beyond.

5921 Seabird Drive S, Gulfport
$2,950,000
4 Beds ⋅ 6 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code
Seller wants an offer!! Well-built Rutenburg home that has all the upgrades you will need. New roof and windows throughout the home in 2024! These 4 bedrooms plus office and 5.5 bath home is designed for coastal living. Open floor plan with beautiful formal living and dining room with designer lighting and cathedral ceilings. Off the living room is an expansive lanai with water views and plenty of outdoor space to entertain. The kitchen has been upgraded with Sub-zero refrigerator, Thermador ovens, quartz counter tops, subzero large wine cooler and seating for 4 at the kitchen island. A gas cook top with a beautiful hood cover tops off this gourmet kitchen. The kitchen opens to the family room with an abundance of windows for more spectacular water views. Off the family room is a grand lanai with a new retractable awning for plenty of shade. Gas hook-up is available for an outdoor kitchen if you wanted to add on the main level! The large primary bedroom is on the main floor, with powered blinds, two walk in closets and his and her vanities with again more water views. The office with custom built cabinets is off the primary and also has water views. A large 2nd bedroom is also on the main level with a full bath off the bedroom. A half bath for visiting guests is also on main level. On 2nd level is two large ensuites. As you step out to the pool area you will see a pebble tec saltwater pool and spa with newer heater and seal pavers. Plenty of shaded area to get out from the sun and more grilling area. The 91 feet waterfront property has a newer trex dock with water and electricity, along with a wet slip, 20000lb boat lift and jet ski lift. Backyard has been fenced in and has an Artisan well . A generator has recently been added to keep lower level in law suite livable if power outage should occur. The In-law suite has hurricane shutters and a full bath with its own AC system. There is plenty of storage in the 3-car garage and a workstation. There are 2 new water heaters. Elevator can be added but will lose pantry space and bedroom closet. The sellers have added a chair lift from lower level to main level of house and is a smart home. This elegant home has so much to offer, a plus is that it is located in the gated community of Pasadena Yacht and Country Club. The amenities of PYCC include 18-hole championship golf course, pickleball courts, tennis courts, olympic size swimming pool, great fitness center and many social activities throughout the year. In 2027 the club will be offering a new state of the art Fitness center and update golf course and marina. Joining the club is optional however if you purchase this home, you can jump the wait list for membership (wait list over 2 years). However, you must join within 30 days of purchasing your home. Location is awesome, only 15 minutes to downtown St. Petersburg, 10 minutes to St. Pete Beach and walking distance to quaint Gulfport.

6113 Pasadena Point Boulevard, Gulfport
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, Gulfport
$995,990
3 Beds ⋅ 3 Baths ⋅ Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code
Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, Gulfport
$1,925,200
3 Beds ⋅ 4 Baths ⋅ South Cswy Isle 2nd Add SubDv. ⋅ 33707 Zip Code
Virtually Staged. Pre-Construction. To be built. Available to Be Built: This package features the 0.17-acre homesite located at 7932 2nd Avenue South, St. Petersburg, FL, 33707, along with G.J. Gardner Home’s proposed Azure Shores 2595 floor plan. This thoughtfully designed home offers 2,595 square feet of living space with 3 bedrooms, a flex space, 3.5 bathrooms, and a 3-car garage. Homebuyers may customize this home, choose an alternate G.J. Gardner pre-designed floor plan, or create a fully personalized design to suit their lifestyle. Pricing for G.J. Gardner Homes is subject to change based on the final site review, county building requirements, and the lot’s specifications. Final price may also vary depending on the selected floor plan and any upgrades chosen by the Owner. Images may depict landscaping, upgraded fixtures, features, facades, finishes, or other items not included in the base price. For availability and pricing of these options, please consult with a G.J. Gardner Homes sales consultant. Located minutes from Treasure Island beaches and the core of what St. Petersburg offers — waterfront dining, marinas, golf, the Dalí Museum, the Pier, IndyCar GP, USL Championship soccer, and a private airport.

7932 2nd Avenue S, St Petersburg
$449,900
2 Beds ⋅ 2 Baths ⋅ Beachwalk Condo Gulfport SubDv. ⋅ 33707 Zip Code
BIG PRICE REDUCTION! NEW BUYER INCENTIVE - OFFERING $10,000 OFF PRICE OR HAVE $10,000 TO PUT TOWARDS YOUR CLOSING COSTS!! Looking for a PERSONAL OASIS or GREAT INVESTMENT? Possible 3.75percent Assumable Mortgage for well Qualified Buyers. This Condo's Location is exceptional and is the ONLY Condo right across from the Gulfport Beach that is currently FOR SALE. In addition; the Association by-laws allow for monthly renting (once a month for 12 months) This Beauty is located in the Heart of Gulfport's Historic Waterfront District and is directly across from the Gulfport Municipal Beach/Park. The floorplan boasts 2 Bedrooms and 2 Full Bathrooms. The Condo has new Premium Vinyl Flooring throughout, Newer Appliances. New Furniture and so much more. Condo also has an in-unit Washer/Dryer for your convenience and to top it off is being sold FULLY FURNISHED! The Beachwalk Condo Community (10 units total) has a private pool with a deck, a gas grill and tables and chairs to enjoy with fellow neighbors or your guests. The views from the Balcony whether watching the dolphins swimming through the Bay, watching the sunrise, taking in the smells and sounds coming from the nearby restaurants and bars or just relaxing while the breezes cool you down after a hot Florida day are what having a Condo in Paradise is all about!! Two-story buildings are exempt from the Florida condo milestone inspections, Bill 154. The building foundation has passed inspection and was undamaged in any of the prior storms. Enjoy the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter. THIS UNIT HAD NO DAMAGE FROM ANY PREVIOUS STORMS. Call today for your personal showing and be where the action is to all Events happening in GULFPORT! (Listing agent is the Owner of the Condo)

5605 Shore Boulevard S Unit 1B, Gulfport
$1,449,900
4 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code
Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport
Start Your Search