St Pete/South Pasadena/Gulfport/St Pete Bch Homes for Sale

St Pete/South Pasadena/Gulfport/St Pete Bch Homes for Sale

Welcome to the beautiful region of St. Pete/South Pasadena/Gulfport/St. Pete Beach in sunny Florida! Nestled in Pinellas County, this area offers a perfect blend of coastal charm and vibrant city life.

South Pasadena is a hidden gem, known for its peaceful residential neighborhoods and stunning waterfront views. Gulfport, on the other hand, boasts a thriving arts scene, with local galleries and boutiques lining its streets. And who can resist the allure of St. Pete Beach, with its pristine white sands and crystal-clear waters?

If you're in the market for a new home in this area, you're in luck! There are a variety of homes for sale to suit every taste and budget. From cozy beachfront condos to spacious single-family homes, there's something for everyone in St. Pete/South Pasadena/Gulfport/St. Pete Beach.

Imagine waking up to the sound of waves crashing on the shore, spending your days exploring charming local shops and eateries, and ending your evenings with breathtaking sunsets over the Gulf of Mexico. This region truly offers the perfect blend of relaxation and excitement.

Whether you're looking to relocate permanently or invest in a vacation home, St. Pete/South Pasadena/Gulfport/St. Pete Beach has something for everyone. Don't miss out on the opportunity to own a piece of paradise in this stunning coastal region of Florida.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes for Sale

3 Beds ⋅ 1 Baths ⋅ Leslies John T Sub SubDv. ⋅ 33707 Zip Code

1950s charm meets 2026 style! This beautifully renovated Gulfport home has undergone an extensive transformation while preserving the character and spirit that make the area so special. The main residence features two bedrooms and one bathroom, complemented by a separate studio space—without a bathroom—that is ideal for a home office, art studio, gym, workshop, or creative retreat. Major improvements include a new roof, newer air-conditioning system, new water heater, and fresh interior and exterior updates. Best of all, enjoy a convenient location close to Gulfport’s beaches, dining, entertainment, and major highways—all without being located in a flood zone. Move in, make it yours, and start creating memories for years to come!

5224 29th Avenue S, Gulfport

4 Beds ⋅ 3 Baths ⋅ 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 4 bedrooms, 2.5 bathrooms, and 3,804 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 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, 5433 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.

5433 Essex Avenue S, Gulfport

2 Beds ⋅ 1 Baths ⋅ Pasadena Estates SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to this St. Petersburg home offering a functional layout and plenty of potential. The residence features two bedrooms, one full bathroom, an eat-in kitchen, separate dining area, and an additional den or office that provides flexible space for everyday needs. The home could use some TLC and offers a great opportunity for a buyer looking to add their own personal touches. Outside, enjoy a spacious fenced yard, detached garage, and additional parking. Conveniently located near shopping, dining, parks, schools, and major roadways.

375 64th Street S, St Petersburg

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

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

3 Beds ⋅ 1 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Great investment opportunity in St. Petersburg! This solid block home offers a large living space plus a Florida room, 3 bedrooms with a spacious primary suite, providing plenty of room to make it your own. Fully fenced front and back yard offers privacy, while alley access and ample parking provide plenty of space for a boat or RV. Conveniently located near shopping, dining, parks, and major roadways. Property is being sold AS-IS with right to inspect. A great opportunity for investors or buyers looking for a property with potential!

5029 Emerson Avenue S, St Petersburg

4 Beds ⋅ 2 Baths ⋅ East Pasadena SubDv. ⋅ 33707 Zip Code

Opportunities like this are hard to find in St. Pete. This 4 bedroom, 1.5 bath home sits on a large 100' x 127' corner lot and gives the next owner a lot more than just a house. The home has just over 1,500 sq ft of living space, a 2022 roof, detached 390 sq ft garage, alley access, and some of the original character that makes these St. Pete homes stand out. Inside you’ll find wood beams, arched details, cove ceilings, a skylight, and a wood-burning fireplace. The real value here is in the land and what you can do with it. Yes - updates and a beautiful pool would be amazing. But the new build potential is where even more value is if you have development on your mind. The property can be split into two separate lots, with the ability to build a home and an ADU on each lot. That opens up a lot of possibilities depending on what you want to do. Keep the existing home and enjoy the extra land, renovate it and make it your own, build new, or take advantage of the development potential and create multiple living spaces on one property. The corner lot and alley access make the layout even more useful, whether you are thinking about future construction, additional parking, a new garage, or separate access for an ADU. You are also just minutes from the beaches, Downtown St. Pete, restaurants, shopping, and everything that makes this part of St. Pete so desirable. A 4 bedroom home on a large corner lot is already hard to find. Add a newer roof, detached garage, alley access, two buildable lots, and the ability to build a home and ADU on each one, and you have a property with a lot of upside.

6190 2nd Avenue S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Pasadena Shores SubDv. ⋅ 33707 Zip Code

Unbeatable Location where Coastal Living is easy in South Pasadena! Just minutes to our beautiful Gulf Beaches, state-of-the-art healthcare and public services, and within walking distance to Pasadena Marina (slips available), restaurants, parks and plenty of Florida sunshine! Whether you’re seeking a move-in-ready permanent residence, seasonal getaway or coastal retreat, this single-level block home offers 2 bedrooms, 2 bathrooms, a 1-car garage, and a covered lanai, ideally situated on a low-maintenance corner lot. Polished terrazzo floors and an abundance of natural light greet you as you step inside to the open-concept floor plan. The beautifully renovated two-tone coastal kitchen is the centerpiece of the home, featuring premium KitchenCraft cabinetry with soft-close drawers, two lazy Susans, a pull-out spice rack drawer, and a tray-divider cabinet. Quartz countertops and pretty tiled backsplash complement the stainless-steel appliances and a stainless-steel farmhouse sink, while the breakfast bar provides comfortable seating for three. The dining area is conveniently adjacent to the kitchen, while a versatile bonus room offers endless possibilities such as a home office, exercise room, reading nook, or additional living space, with direct access to the covered lanai. The primary suite is positioned to the left of the kitchen and features an updated en-suite bathroom with walk-in shower and sliding glass doors providing access to the covered lanai. Two generously sized hall closets, each equipped with electrical outlets, provide convenient space for charging devices and everyday storage. A pristine mid-century hall bath and a guest bedroom complete this side of the home. Outdoor living is where this home truly shines. Relax beneath the covered lanai overlooking the fully fenced backyard or rinse off in your private outdoor cold-water shower – perfect after a day of boating, fishing, or enjoying the beach! The side-facing 1-car garage provides protection for your vehicle or additional storage for your recreational gear and toys! Love to fish, picnic, dolphin watch, relax and catch a gorgeous sunset? This neighborhood offers two mini waterfront community parks located at the end of Pasadena Shores Drive and 14th Ave. S. Notable Features & Updates: Plantation Shutters, Google Nest Gen 4 Smart Thermostat; 2025 – Insulated Roof over Bonus Room and Lanai; New Kitchen, Appliances, Interior Doors & Trim, Baseboards; 2024 – Electric Water Heater; Washer and Dryer; 2021 – Tile Roof, Garage door, 6’ white vinyl fence; 2018 – Air Conditioning System; 2001 – Insulated Windows. Plan to preview today and start living the coastal lifestyle you have been dreaming of!

1472 Durling Drive S, South Pasadena

3 Beds ⋅ 2 Baths ⋅ Bellecrest Heights SubDv. ⋅ 33707 Zip Code

4955 5th Ave S, St. Petersburg, FL 33707 Investor opportunity in Bellecrest Heights - a high-and-dry neighborhood in southwest St. Petersburg near Gulfport and the Gulf beaches. 1,432 sq ft single-family home on a 6,377 sq ft lot, built 1954, with frame construction, covered porch, and rear patio. The home requires a full remodel and is sold strictly as-is - for investors seeking a value-add project. Lot size supports substantial rebuild or expansion subject to City approvals. Sale is subject to an active City of St. Petersburg code violation compliance plan. Buyer must accept the plan and complete required work under proper permits, with the City granting extensions as reasonably needed.

4955 5th Avenue S, St Petersburg

4 Beds ⋅ 2 Baths ⋅ Webbs Vale SubDv. ⋅ 33707 Zip Code

Rare 4-bed, 2-bath Gulfport Gem: 1987 Newer Build, Close to Marina, and High and Dry! This home sits on a corner lot, fully fenced in. Entering through the front door, you are welcomed by the open living room with charming natural-wood accents. Nearby, the kitchen features worry-free countertops, ample cabinet space, and stainless steel appliances. Down the hall is the first full bathroom with a tub and shower combo. The first-floor bedroom features laminate flooring and double closets. Making our way upstairs, you'll notice laminate flooring throughout all 3 bedrooms. The second-floor bathroom is also equipped with a tub and shower. What stands out here is that the rear bedroom has a separate entryway leading to the side stairs, ideal for a private in-law setup. Back on the ground floor, we have a laundry nook and exterior access to the screened-in, secluded patio. The backyard is fully fenced with gate access. Great space for pets and a play area, or for a boat/RV. Excellent parking in the circular driveway. The brick-lined neighborhood is quiet and convenient to all of Gulfport's amenities, including the vibrant Waterfront District with shopping, restaurants, and activities. Newer roof and A/C, Hardie Board siding. This home is move-in ready and easy to show.

2702 49th Street S, Gulfport

5 Beds ⋅ 6 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code

Endless waterfront views stretching as far as the iconic Don Cesar set the stage for an extraordinary coastal lifestyle at 6503 Debbie Lane. With nearly 6,000 square feet of covered exterior balconies, exquisite custom interiors, and exceptional boating amenities, this striking residence brings grand entertaining and private waterfront relaxation together beautifully. A luxurious primary suite offers a private retreat, while four additional bedrooms each feature their own bathroom and custom built out walk-in closet. An additional powder bath completes the home’s five and a half bathrooms. Expansive living areas showcase rich hardwood flooring, bespoke cabinetry, distinctive architectural details, and a custom temperature controlled wine room that makes an unforgettable statement. The beautifully appointed kitchen features a generous walk-in pantry, while elevator access connects the home’s levels with ease. Sweeping waterfront views draw the eye outward to sprawling covered balconies, creating spectacular settings for alfresco dining, sunset cocktails, and evenings overlooking the water. A resort-style pool and oversized hot tub create a luxurious waterfront escape, complemented by lush landscaping and a long private driveway. Rooftop access from the upper level balcony adds another remarkable dimension to the home’s coastal setting. For boating enthusiasts, the private dock features a 20,000-pound boat lift and a double jet ski lift, with approximately 15-minute access to open water. From spontaneous afternoons on the boat to leisurely days by the pool, life here revolves around the water. Two upper level flex rooms offer space for a private office, gym, or game room. Two sets of washers and dryers and more than 1,500 square feet of first floor interior storage provide exceptional everyday convenience. Substantial concrete and masonry construction complements the home’s refined finishes, delivering a waterfront residence as impressive in substance as it is in style.

6503 Debbie Lane S, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Vinsetta Park Add Rev SubDv. ⋅ 33707 Zip Code

Unique residential opportunity with highly flexible CCS-1 zoning in St. Petersburg. Currently configured and functioning as a single-family residence, the property features a kitchen, bathrooms, bedrooms, living areas, and the layout and amenities expected of a residential home. CCS-1 (Corridor Commercial Suburban-1) zoning offers a broad range of potential uses, including residential, multifamily, live/work, and various commercial applications. This versatility creates an exceptional opportunity for an owner-occupant, investor, entrepreneur, or live/work user seeking flexibility. THE ADJACENT PROPERTY IS ALSO AVAILABLE FOR PURCHASE, offering the opportunity to acquire both properties together or purchase them separately, subject to availability. This presents additional potential for an expanded footprint, investment strategy, or future use. Property records may reflect a prior commercial use classification associated with previous business activity at the property. Buyer is responsible for independently verifying zoning, permitted use, occupancy, licensing, permitting, and any other applicable requirements with the City of St. Petersburg.

1020 49th Street S, St Petersburg

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