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6740 Park Street S, South Pasadena
$1,395,000
Brookwood 1st Add SubDv. ⋅ 33707 Zip Code
New Price! 1.64 acres of cleared residential land in South Pasadena. A rare infill opportunity in a highly sought after residential area of Pinellas County. The former buildings have been demolished, and the level corner site is ready for a builder’s plans. Existing asphalt paving to be removed by the buyer. Zoned RS-70, a single family residential district, the property is well suited to a group of new custom homes. A preliminary concept plan illustrates seven homesites, each fronting an existing street with no new road needed. Buyer to verify lot returns and subdivision requirements with the City of South Pasadena. Corner frontage of about 322 feet on Oleander Way S and 245 feet on Park St S. New home construction is underway nearby in Old Pasadena, and the site is minutes from the Gulf beaches and downtown St. Petersburg. Flood Zone AE. Survey and concept plan available. Sold as is.

6740 Park Street S, South Pasadena

1619 53rd Street S, Gulfport
$374,950
2 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
CHARM, CHARACTER, AND A FANTASTIC GULFPORT LOCATION! Situated on one of Gulfport’s beautiful tree-lined brick streets, this 2-bedroom, 1.5-bath home offers inviting living spaces, desirable updates, and easy access to everything that makes Gulfport special. The light-filled living room opens to an eat-in kitchen featuring newer stainless steel appliances. Just beyond, a bright breezeway provides flexible space for a sitting room or dining area and overlooks the screened, covered patio, perfect for relaxing or entertaining. A convenient half bath and indoor laundry are located just off the breezeway, with the washer and dryer included. Both bedrooms offer generous closet space and convenient access to the full bathroom. UPDATES AND FEATURES include a 2019 roof, double-pane windows installed in the main house in 2018, a water softener and filtration system, and rear alley access with a gated parking pad. LOCATION, LOCATION, LOCATION! Enjoy Gulfport’s vibrant downtown, locally owned restaurants, waterfront dining, boutiques, art galleries, and popular Tuesday Fresh Market. Spend your evenings strolling along the waterfront, enjoying Gulfport Beach, or watching the sunset from Williams Pier. Festivals, entertainment, and the community’s distinctive Old Florida charm are all part of the lifestyle. A HOME FULL OF CHARACTER IN ONE OF GULFPORT’S MOST CHARMING SETTINGS!

1619 53rd Street S, Gulfport

7025 Hibiscus Avenue S, South Pasadena
$2,833,525
Pasadena On The Gulf Sec C SubDv. ⋅ 33707 Zip Code
Beautiful South Pasadena apartment building. Exceptional opportunity to acquire Hibiscus Place Apartments, a rare,12-Unit Multifamily Investment in South Pasadena, Florida. This architecturally unique, high-demand, apartment building features a private central courtyard which showcases a double return central staircase and is located in an upscale residential neighborhood only one block from Boca Ciega Bay. The property is currently 100% occupied, generating approximately $228,920 in annual gross income. The offering represents an attractive opportunity to acquire an established, income-producing multifamily asset in a highly sought-after Gulf Coast location at a 5.4% cap rate. 12 units - Two 2 bedroom/2 bath, Two 2 bedroom/1 bath and Eight 1 bedroom/1 bath. In last 5 yrs - 30 year roof coating 2023, 5 new air conditioning units, updated laundry facilities, multiple kitchen/ bathroom/ flooring/ appliances, two asphalt parking lots updated and maintained regularly, landscape upgrades. 16 parking spaces (10 in front and second lot in the back. Short drive to St Pete Beach. Walk to shopping and restaurants.

7025 Hibiscus Avenue S, South Pasadena

2627 52nd Street S, Gulfport
$599,000
2 Beds ⋅ 2 Baths ⋅ Berls Herman Rep SubDv. ⋅ 33707 Zip Code
This lovingly updated 2 bedroom, 2 full bathroom Craftsman Cottage on a double lot in the non-flood zone of the Arts District in Gulfport, Florida. The "Garden of Sweden" home has been cherished & modernized by its second owner over the past 30 years. Step inside the bright front foyer and fall in love with the way this home feels. The cozy living room features custom finishes that the owner selected; such as hand painted green tile on the brick fireplace mantle, local artisan stained glass windows, and bronze wall sconces. The built in shelving with columns that separate the living and dining area are one of the examples of fine woodworking throughout this solid 1930s home. Entertaining guests is a piece of cake with a charming dining room, butler's pantry featuring wine refrigerator and a refined kitchen with lots of cabinet space. Just off the kitchen, sip a morning latte in the sparkling four season sun room looking out into the magical garden. Step out the back door onto a brick path under a marvelous mango tree, that has the sweetest harvest every summer. Make your way to the beautiful picnic pavilion, fire up the grill, turn on the lights and celebrate with your loved ones. The detached garage has space for one car, and a separate laundry room. If the new owner prefers to have the laundry inside the house, the center closet in the hallway has the connections for a washer & dryer stack to be easily re-installed. A lovely paver driveway provides off street parking spaces for 2 cars. The wide open side yard has more than enough room for a pool or a raised bed garden space. Most importantly, there is total peace of mind for the happy new homeowners, knowing that all updates were professionally installed & permitted when required: - Plumbing Repiped with PVC - Electrical Rewiring & Electrical Panel - New Roof in 2022 - Two Newer Hot Water Heaters - HVAC 2018 & new ductwork in 2020 - House Paint & New Ceilings - Refinished Wood Floors - Kitchen, Sun Room & 2nd Bathroom - Modern Windows with stainless steel hurricane shutters - Stucco Siding - Paver Driveway - Pergola Pavilion - Garage Constructed in 2001 Lastly, this home is located 1 block from an amazing park that features tennis & pickle ball courts, a playground, dog park for small dogs & large dogs, and arts center. Walk just 1 more block and there is the Gulfport Senior Center with Hickman theatre, and the Gulfport Library. Then walk 1 more block and you are right at the beginning of Downtown Gulfport's business district with cafes, restaurants, shops as well as every week Tuesday Fresh Market. This is one of most friendly, welcoming communities in the whole USA. This enchanting home is completely move-in ready and being offered at a price to sell quickly. Plus, there has never been any water intrusion or flooding at this property in recorded history. Schedule your showing today to find out if this Gulfport dream home is your perfect match!

2627 52nd Street S, Gulfport

2109 58th Street S, Gulfport
$379,900
2 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates Rep SubDv. ⋅ 33707 Zip Code
Beautifully Updated 2-Bedroom Home Near the Historic Gulfport beach community in a NON-FLOOD ZONE. Welcome to this beautifully updated 2-bedroom, 1-bath block-construction home offering 1,043 square feet of thoughtfully designed living space. Meticulously renovated with quality craftsmanship and high-end finishes, this home combines modern comfort with functionality in a highly desirable location. The stylish kitchen is a standout, featuring brand-new countertops, high-end appliances, abundant cabinet storage, and a layout designed for both everyday living and entertaining. The formal dining room provides a wonderful gathering space and offers convenient access to the attached one-car garage and spacious mudroom, complete with a built-in utility area, complete with a washer and dryer. Step outside to enjoy the large screened-in lanai—a perfect spot for morning coffee, outdoor dining, or relaxing year-round. Beyond the lanai is a huge backyard, offering plenty of room for outdoor activities, gardening, entertaining, or creating your own private oasis. (The large lot also conforms to the City of Gulfport’s 2026 planned ordinance (2026_4), allowing up to an 800sq ft ADU (Additional Dwelling Unit) (Buyer to verify and follow city permit process) Location is a major highlight. You'll be just minutes from shopping, public transportation, Stetson Law School and approximately one mile from the Historic Downtown that is 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 year-round, live music, delicious restaurants, beautiful parks and public pickleball and volleyball courts, plus a performing arts theater, art gallery, library and first-rate senior center all bordering the sandy beaches of the Boca Ceiga Bay. For commuters, travelers and to everyone that calls Gulfport home; location is everything as you are only 10 minutes away from the gulf beaches with access to I-275 being only approximately two miles away, putting downtown St. Petersburg within an easy drive. St. Pete-Clearwater International Airport is approximately 20 minutes away, while Tampa International Airport is approximately 30 minutes away. Updated, spacious and exceptionally well located—this home offers the opportunity to enjoy the best of Gulfport and the surrounding St. Petersburg, St. Pete Beach, Pass-a-Grille and Clearwater areas.

2109 58th Street S, Gulfport

1726 55th Street S, Gulfport
$515,000
4 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Enjoy Gulfport living from this inviting corner-lot home overlooking the Water Feature and Pond at Tomlinson Park. With two full bathrooms and a flexible layout offering space for bedrooms, a home office, or hobbies, this home provides plenty of options to suit your needs. The kitchen features white cabinetry, granite countertops, and a breakfast bar. Ceiling fans, an inside laundry area, and a tankless water heater add everyday convenience. A new roof installed in February 2026 is a standout update. Outside, enjoy a fenced yard with a combination of wood and vinyl fencing, a front porch, mature landscaping, and a storage shed. Within walking distance of Gulfport Beach and the waterfront district, with local restaurants and shops nearby. Located in Flood Zone X.

1726 55th Street S, Gulfport

6940 A Sunset Drive S Unit 1A, South Pasadena
$110,000
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Move-in ready and full of thoughtful features, this beautifully remodeled corner condominium offers the perfect combination of comfort, privacy, and convenience. The unit features two separate entrances, with the main entrance located in a hallway shared with only one other unit. A second, private entrance is located at the back of the unit, conveniently near the main road and the designated parking space. Remodeled throughout in 2026, the home features new appliances, a new HVAC system, and a new water heater, along with durable laminate flooring throughout. The kitchen offers plenty of storage, including a convenient pantry. The bathroom features a walk-in shower with security grab bars and a telescopic showerhead for added comfort and accessibility. The living room and bedroom both have ceiling fans, and the spacious bedroom walk-in closet provides excellent storage. An additional walk-in closet off the living room offers a great place to store a bicycle, beach chairs, umbrellas, and all your beach gear. A coat closet by the front entrance adds even more storage. The location within the community is another plus, with the unit conveniently close to the pool, laundry facilities, and clubhouse. Whether you're looking for a low-maintenance second home, a winter getaway from the cold, or a convenient place to enjoy long weekends near the beach, this corner unit is ready for you to move in and start enjoying the Florida lifestyle.

6940 A Sunset Drive S Unit 1A, South Pasadena

1525 56th Street S, Gulfport
$410,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Gulfport's eclectic Arts & Marina District is a stones throw away, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, Gulfport

6790 Date Palm Avenue S, St Petersburg
$319,900
2 Beds ⋅ 1 Baths ⋅ Brookwood 1st Add SubDv. ⋅ 33707 Zip Code
Welcome to this beautifully renovated corner-lot home in St. Petersburg! From the moment you walk in, you’ll appreciate the fresh, modern updates throughout, including a brand-new A/C system, new appliances, granite countertops, and a completely renovated shaker-style kitchen. One of the standout features of this home is the huge bonus room, offering an incredible amount of additional living space and endless possibilities. Use it as a second living area, home office, media room, playroom, gym, guest space, or whatever best fits your lifestyle. The seller reports that the property has NEVER flooded. As an added incentive, with a strong offer, the seller is willing to pay for the first year of flood insurance. The home also features a generously sized laundry/utility room, providing plenty of space for storage and everyday functionality. Outside, enjoy a covered and lighted patio area, perfect for morning coffee, outdoor dining, or entertaining guests, overlooking a nice backyard with plenty of room to enjoy. Situated on a corner lot, this property offers added outdoor space and curb appeal. With extensive renovations already completed, a brand-new A/C, flexible living spaces, and a great outdoor setup, this home is move-in ready and offers plenty of space to make it your own. Don't miss the opportunity to see all this home has to offer—schedule your private showing today!

6790 Date Palm Avenue S, St Petersburg

2114 53rd Street S, Gulfport
$434,900
3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Virtually Staged. A refined Gulfport retreat, reimagined from the inside out. At 2114 53rd St S, this BLOCK, NON FLOOD ZONE home has it all. Fresh landscaping sets an inviting first impression; inside, a cohesive palette and luxury vinyl plank flooring create an elegant backdrop for everyday living. The kitchen is sparkling with quartz countertops, soft-close shaker cabinetry, and a stainless steel Whirlpool appliance suite. Three bedrooms are complemented by a flexible room that can serve as a private office, intimate den, or dining space. Both bathrooms have been renewed with tile flooring, new vanities and fixtures, and smart mirrors, bringing a polished finish to the home’s most personal spaces. A carport and attached utility room with washer and dryer add practical ease. Behind the design are equally thoughtful updates: a brand-new Goodman HVAC system, a new 40-gallon A. O. Smith water heater, updated impact windows throughout, and an updated GE electrical panel. Turnkey in presentation and versatile in design, this is Gulfport living with every detail thoughtfully addressed.

2114 53rd Street S, Gulfport

1000 49th Street S, St Petersburg
$300,000
2 Beds ⋅ 1 Baths ⋅ Vinsetta Park Add Rev SubDv. ⋅ 33707 Zip Code
Highly flexible CCS-1 zoning in St. Petersburg. Currently configured and functioning as a business. 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 AT 1020 49TH ST S 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

1000 49th Street S, St Petersburg

6219 6th Avenue S, St Petersburg
$450,000
3 Beds ⋅ 2 Baths ⋅ West High Sub SubDv. ⋅ 33707 Zip Code
Opportunity awaits at 6219 6th Ave S! This 3-bedroom, 2-bath St. Petersburg home offers a spacious floor plan, attached 1-car garage, and a unique backyard setting with a small creek running along the rear of the property. The home retains much of its original character, offering the perfect canvas for a buyer ready to renovate and make it their own. The generous living area features wood-paneled walls, exposed beam details, and a brick fireplace, while the vintage kitchen and baths provide plenty of opportunity for a fresh new vision. Out back, a large screened porch extends the living space and overlooks a shaded yard surrounded by mature trees and lush vegetation. The creek along the rear adds to the natural setting and gives this property a feature you don't find with every St. Petersburg home. With 3 bedrooms, 2 baths, an attached garage, screened porch, spacious living areas, and plenty of renovation potential, this property is ready for its next chapter. Conveniently located with access to downtown St. Petersburg, downtown Gulfport, area shopping and dining, and the Gulf beaches anda the Pinellas Trail.

6219 6th Avenue S, St Petersburg

815 67th Street S, St Petersburg
$349,999
2 Beds ⋅ 1 Baths ⋅ Brookwood Rep SubDv. ⋅ 33707 Zip Code
**Highly Motivated Seller wants to .. WELCOME to a beautiful, totally renovated modern home, using modern finishes and quality materials - ready for you to move into! NO EXPENSE SPARED!! When you walk through the front door you will admire the open living room with all new drywall & ceilings, fresh texture paint, new doors, door frames ceiling fans & updated electrics. The kitchen offers brand-new cabinetry with genuine Arcadia butcher block countertops with an oversized sink and new kitchen appliances. The bathroom has been totally refreshed and features a large walk-in shower. The exterior has completely new stucco, and paint NEW ROOF, soffits fascia & gutters. Combined with a NEW Water Heater & NEW 18,000 BTU air-con system, you are getting a lot of buck all done to code. Outdoors offers a large open space and the oversized driveway offers extra parking! Imagine sitting on the lovely front porch with your morning coffee or that evening glass of wine! With no HOA, and the ability to AirBnB this home, Location is everything... you are within a 3 mile trip to St. Pete's Beach and only 15mins from Downtown St Petersburg with all the lifestyle entertainment and beaches. Locally you are within easy reach of shopping, banking & eateries. PERFECT!! So? What are you waiting for.. pack your bags and get moving in!!

815 67th Street S, St Petersburg

5224 29th Avenue S, Gulfport
$469,990
2 Beds ⋅ 1 Baths ⋅ Leslies John T Sub SubDv. ⋅ 33707 Zip Code
FREE 1 year buy down AND full closing cost paid with preferred lender! Listing agent is owner. 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

5433 Essex Avenue S, Gulfport
$1,200,000
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

6190 2nd Avenue S, St Petersburg
$449,000
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

1472 Durling Drive S, South Pasadena
$475,000
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! Directly across the street, is a bus stop that will take you to our fabulous downtown St. Pete! 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! Pasadena Shores offers two mini waterfront community parks located at the end of Pasadena Shores Drive and 14th Ave. S. - wonderful spots to watch the lighted boat parade, enjoy spectacular sunsets or cast a fishing line. 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

1020 49th Street S, St Petersburg
$295,000
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

5401 21st Avenue S, Gulfport
$450,000
5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

7008 S Shore Drive S, South Pasadena
$1,625,000
4 Beds ⋅ 2 Baths ⋅ Pasadena Isle SubDv. ⋅ 33707 Zip Code
Welcome to 7008 S Shore Dr S, an exceptional 4-bedroom, 2-bath waterfront residence offering elevated coastal living and captivating views of Boca Ciega Bay. With approximately 90 feet of waterfront and approximately 50 feet of riparian rights extending into the water, this beautifully renovated home provides an outstanding setting for boating, entertaining, and enjoying the Florida waterfront lifestyle. The water takes center stage throughout the property, with beautiful views enjoyed from both inside and out. The thoughtfully updated interior features a renovated kitchen with new 2025 appliances, updated bathrooms, beautiful flooring, and a fresh contemporary feel. The home was painted inside and out in 2025, and numerous improvements have been completed with permits. Significant protective improvements have been incorporated for waterfront living, including double-glass hurricane-impact windows and hurricane-impact doors, a 2019 roof with enhanced re-nailing and a peel-and-stick secondary water barrier, additional roof-truss tie-downs, flood panels for three entry doors, exterior waterproof coating, and a reinforced poured-concrete storm wall along the seawall. Shoreline protection includes riprap boulders and a reinforced seawall with three sets of tie-backs and a newer cap. Additional improvements include a 2019 energy-efficient A/C system, upgraded main electrical panel, generator transfer switch with exterior generator connection, and a main city water line replaced in 2024. The waterfront is designed to be enjoyed. Embrace the Florida waterfront lifestyle from your private dock extending approximately 40 feet over Boca Ciega Bay. A 4-foot-wide walkway opens to a spacious 10' x 10' platform with built-in seating and a table, creating the perfect spot for casting a line, watching the sunset, or enjoying morning coffee by the water. Anglers can fish right from the dock for local favorites such as snook, redfish, spotted seatrout, and more. A 3' x 10' drop-down platform provides easier boarding and convenient access to your boat. Boaters will appreciate the all-aluminum 12,000-lb boat lift on one side and a wet slip with two wrapped pilings on the other. Built with durable Trex composite and flow-through decking that allows water and sunlight to pass through, the dock also features wrapped pilings, water, and electric. Relax in the six-person Balboa spa, entertain family and friends along the waterfront, or simply enjoy spectacular sunsets over Boca Ciega Bay. Whether you're heading out for a day on the Bay, fishing from your own backyard, or settling in to watch the sunset, this waterfront setting is designed for enjoying the very best of Florida living. Boaters will appreciate convenient access to the Intracoastal Waterway and Gulf of Mexico. Ideally situated in South Pasadena, the property offers convenient access to the Gulf beaches, restaurants, shopping, Downtown St. Petersburg, Tampa, and Clearwater. Beautifully renovated, extensively improved, and positioned along a desirable waterfront setting, 7008 S Shore Dr S delivers the boating, views, protective improvements, and lifestyle that define exceptional Florida waterfront living.

7008 S Shore Drive S, South Pasadena

5122 12th Avenue S, Gulfport
$289,900
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
YOU MUST SEE INSIDE! Gorgeous bungalow with a roomy living room, substantial kitchen storage, and a bonus room in the back! This beautifully updated 2-bedroom, 1-bath home is in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, Gulfport

5825 21st Avenue S, Gulfport
$475,000
3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code
Welcome to this fully renovated 3-bedroom home in Gulfport's desirable Boca Ciega Estates, set in FEMA Flood Zone X and minutes from downtown Gulfport's waterfront, shops, and restaurants. Inside: polished terrazzo floors, open-concept layout, and fresh paint throughout. The renovated kitchen features granite countertops, white shaker cabinetry with brushed gold hardware, subway tile backsplash, and stainless steel appliances. The spa-inspired bath offers a vessel-sink vanity and walk-in tiled rain shower, and the permitted third bedroom adds true flexibility. Step through French doors to a screened lanai overlooking a large, fully fenced backyard shaded by mature trees, with room for a pool, garden, or outdoor kitchen. Brand-new 2026 roof, central A/C, interior laundry with washer/dryer included, hurricane shutters, and no HOA. Move-in ready.

5825 21st Avenue S, Gulfport

1601 54th Street S, Gulfport
$349,999
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th Street S, Gulfport

Skimmer Point Drive S, Gulfport
$399,900
Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code
Exceptional opportunity to build in the desirable Pasadena Yacht & Country Club community in St. Petersburg! This 0.22-acre unimproved residential lot offers a blank canvas to bring your vision to life. Whether you’re looking to build your dream home or add to your investment portfolio, this property provides excellent potential in an established and sought-after community surrounded by beautiful residential homes. Conveniently located near shopping, dining, schools, major roadways, Gulf beaches, and all that St. Petersburg has to offer. Don’t miss this opportunity to secure your piece of Florida and create something truly your own. Buyer and buyer’s agent to verify zoning, building requirements, utilities, dimensions, and all information deemed important.

Skimmer Point Drive S, Gulfport

1907 53rd Street S, Gulfport
$379,999
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, Gulfport

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