South Pasadena Homes under $500,000

South Pasadena Homes under $500,000

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County. This charming coastal city offers a unique blend of small-town warmth and vibrant community spirit, making it a perfect place to call home. With its picturesque streets, lush parks, and proximity to the stunning Gulf of Mexico, South Pasadena provides residents with an idyllic lifestyle that truly embodies the essence of Florida living.

One of the most appealing aspects of South Pasadena is its diverse array of homes available for under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking for a cozy retirement retreat, you’ll find a variety of options to suit your needs. From quaint single-family homes to modern condos, the real estate market here offers something for everyone. Many properties feature beautiful landscaping, spacious yards, and inviting outdoor spaces perfect for enjoying the balmy Florida weather.

Living in South Pasadena means you’ll have access to a wealth of amenities. Enjoy leisurely strolls along the scenic waterfront, take advantage of local parks, or explore the delightful shops and eateries that populate the area. With its close-knit community vibe and easy access to nearby attractions like St. Pete Beach and downtown St. Petersburg, South Pasadena strikes the perfect balance between serene living and urban excitement.

If you’re searching for an affordable yet charming place to settle down, South Pasadena is waiting to welcome you home. Discover your dream property today and experience the enchanting lifestyle this lovely city has to offer!

Newest South Pasadena Homes under $500,000

6075 Shore Boulevard S Unit 411, Gulfport
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to Nottingham 411 at Town Shores of Gulfport, where beautifully updated interiors, panoramic water views, and an exceptional coastal lifestyle come together. What truly sets this residence apart is its coveted orientation overlooking Boca Ciega Bay and the beautiful waterfront homes of Pasadena Yacht and Country Club. Watch dolphins play, boats cruise by, and the sky transform with color from sunrise to sunset. With no buildings obstructing the rear water views, there’s always something beautiful to see! Inside, this spacious one-bedroom residence offers a refreshing blend of modern coastal style and Zen-inspired design. The generous living and dining areas feel open and inviting, with luxury vinyl plank flooring, hurricane-impact windows, and clean, contemporary finishes throughout. The beautifully appointed kitchen features a suite of Samsung appliances, including a desirable gas range, combining sleek design with everyday functionality. Thoughtfully curated interiors create a sophisticated yet comfortable atmosphere that feels distinctly different. And the views don’t stop at the living room! Enjoy additional views of Boca Ciega Bay from the kitchen, bedroom, and front entry. A nearby seating area provides another peaceful spot to enjoy your morning coffee or an evening beverage while taking in the scenery. The Nottingham Building enjoys a wonderful location within Town Shores, convenient to the waterfront swimming pool and an impressive collection of recreational amenities. Residents enjoy a clubhouse, pickleball courts, shuffleboard, bocce ball, kayak storage, and beautifully maintained waterfront grounds. Whether relaxing poolside, enjoying an afternoon on the water, or spending time with friends, there’s no shortage of ways to enjoy the Florida lifestyle. Beyond the community, you’re just a short walk from downtown Gulfport’s charming waterfront arts district, with its eclectic restaurants, boutiques, galleries, live music, and community events. Ibis Park, the beach, and the waterfront recreation center are also nearby, while downtown St. Petersburg and the Gulf beaches are just a short drive away. With its stylish, move-in-ready interior, exceptional waterfront orientation, and outstanding community amenities, Nottingham 411 offers something special: a beautifully designed home where the views are as memorable as the lifestyle.

6075 Shore Boulevard S Unit 411, Gulfport
7116 Date Palm Avenue S, St Petersburg
$449,900
2 Beds ⋅ 1 Baths ⋅ Pasadena On The Gulf Sec B SubDv. ⋅ 33707 Zip Code
Virtually Staged. HIGH AND DRY! Some homes capture your attention. This one invites you to linger. Original hardwood floors, luminous interiors, and an expansive garden setting lend 7116 Date Palm Ave S an enduring allure—a beautifully updated St. Petersburg residence where classic Florida character meets understated sophistication. Fresh landscaping sets an inviting tone, opening to a 2-bedroom, 1-bath home distinguished by warm natural textures and abundant sunlight. Original hardwood flooring brings depth and authenticity to the living spaces, while updated windows and recessed LED lighting complement the home’s timeless aesthetic. Solid block construction provides a substantial foundation for interiors thoughtfully enhanced for modern living. At the heart of the residence, the remodeled kitchen balances distinctive style with everyday functionality. Granite countertops extend to a breakfast bar, creating a welcoming place to gather over coffee or cocktails. Two-tone cabinetry accented with gold hardware, a tile backsplash, and stainless steel Samsung and LG appliances establish a polished composition, finished with a deep chef’s sink and an elegant gooseneck faucet. From a quiet breakfast to an intimate dinner, the setting makes everyday occasions feel a little more special. The renovated bathroom carries that same attention to detail, pairing a floating vanity with a beautifully tiled walk-in shower and sliding glass barn-style enclosure. Two inviting bedrooms offer restful retreats, continuing the warmth and intimacy that make this residence so appealing. Outdoors, the experience becomes even more compelling. A screened lanai invites slow mornings, leisurely lunches, and evenings that unfold in the Florida breeze. Beyond it, an exceptionally generous yard enclosed by white vinyl privacy fencing offers the space to shape a personal garden sanctuary. Imagine layered tropical plantings, a secluded reading corner, or an elegant outdoor gathering space beneath the stars. Gated access adds versatility to grounds whose scale is a defining feature of the property. An attached one-car garage with shelving and overhead storage brings practical ease, complemented by a newer garage door and motor. A 2018 shingle roof, HVAC replacement in 2021, subsequent ductwork improvements, and a 50-gallon Rheem water heater further enhance the offering. For the buyer drawn to authentic character and thoughtful finishes, 7116 Date Palm Ave S offers something deeply appealing: a home with warmth, a setting with possibility, and an invitation to savor the everyday. Call today for your private showing!

7116 Date Palm Avenue S, St Petersburg
2306 53rd Street S, Gulfport
$419,999
3 Beds ⋅ 3 Baths ⋅ Stamms Replat SubDv. ⋅ 33707 Zip Code
LOOK AT THIS ONE! A MID-CENTURY MODERN HOME IN GULFPORT THAT YOU WILL LOVE! THIS FURNISHED, 3 BEDROOM, 2 ½ BATH HOME ON ITS CORNER LOT IS JUST WANT YOU HAVE BEEN LOOKING FOR. IT IS BEAUTIFULLY MODERN WITH ITS HIGH ANGLED WINDOWS, VAULTED CEILINGS, OPEN FLOOR PLAN, & ITS IN THE HEART OF THE GULFPORT ART DISTRICT! THIS MID-CENTURY LOOK WITH AN UNBELIEVABLY FUN VIBE IS LOCATED IN THE “X” NO FLOOD ZONE & DID NOT GET ANY WATER DURING THE STORMS. THE DETAILS IN THIS HOME ARE FANTASTIC & ADD SO MUCH CHARACTER! YOU WILL LOVE THE OPEN LIVING ROOM, DINING ROOM & KITCHEN WITH ALL THE NATURAL LIGHT. PREPARE MEALS & SOCIALIZE AT THE OPEN BAR AREA WITH YOUR GUESTS. THE SLIDING DOORS OUT TO THE PRIVATE BACK PATIO IS READY FOR YOU TO SIT & HAVE DRINKS UNDER THE UMBRELLA, GRILL OUT YOUR FAVORITE MEAL & ENJOY THE FIRE PIT! THE BEAUTIFUL, LARGE PRIMARY BEDROOM EN-SUITE HAS A CANDLE FIREPLACE, LOTS OF WINDOWS & YOUR OWN MORNING PORCH TO ENJOY YOUR COFFEE. WHAT A GREAT WAY TO ENJOY FLORIDA! THE EN-SUITE BATH OFFERS A LARGE TUB & GLASS SHOWER & EXTRA SPACE AT THE VANITY AREA. THE 2ND BEDROOM WITH EN-SUITE BATH IS SO NICELY SET UP FOR A COMFORTABLE STAY FOR YOUR FAMILY & FRIENDS. ACROSS THE HALL FROM THE HALF BATH, YOUR 3RD BEDROOM IS READY FOR AN OFFICE / ART STUDIO & PULL-OUT COUCH FOR GUESTS. THE HOME HAS UPDATED ELECTRICAL THROUGHOUT 2022, A/C 2022 (ENERGY EFFICIENT MINI SPLITS), NEW PAVER DRIVEWAY 2023 & ROOF 2016. WALK OR RIDE YOUR BIKE TO GULFPORTS SHOPS, RESTAURANTS & PARKS. CALL SOON TO SEE THIS AMAZING LISTING BEFORE IT IS SOLD!

2306 53rd Street S, Gulfport
6313 Pelican Creek Crossing Unit -, St Petersburg
$319,000
2 Beds ⋅ 2 Baths ⋅ Pelican Creek Village Condo SubDv. ⋅ 33707 Zip Code
This property is a 2-bedroom, 2-bathroom townhome located in Pelican Creek Village in Pasadena. It has recently been fully painted upstairs and downstairs, including the kitchen cabinets. The kitchen countertops are also brand-new quartz. The master bedroom and bathroom are located on the first floor. The master bathroom is massive, with a full walk-in shower and a generously sized Jacuzzi tub. The washer and dryer are also located in the master bathroom. Both the living room and master bedroom have sliding glass doors that open to a private, west-facing patio, offering spectacular sunset views. The living room is a good size but feels much larger due to the very tall ceilings. Upstairs, you will find the second bedroom and second full bathroom. There is also a loft area that is excellent for a desk or home office. The townhome is located in a very quiet community, right on a golf course, offering an open and lush setting. The complex itself has a pool and a small clubhouse where they host occasional events. Each unit comes with one private covered carport, but you are able to have more than one vehicle since there is ample guest parking.The HOA includes water, cable, internet, etc. The only additional utility expense is electricity.

6313 Pelican Creek Crossing Unit -, St Petersburg
3114 59th Street S Unit 208, Gulfport
$190,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

3114 59th Street S Unit 208, Gulfport
1847 Shore Crest Drive Unit 710, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Shoreacres Center SubDv. ⋅ 33707 Zip Code
Virtually Staged. Incredible views from every window. 1068 square feet of waterfront paradise with no surprises - This steel reinforced concrete building has new walkways, railings and plumbing already in place and paid for. Shorecrest has all Milestone inspections completed and funded. See full documents online at Shorecrest.us. The 2025 roof assessment from the storms was paid and roof completed. What really makes this unit so special is the unbelievable view, warm HEATED pool and access to a second pool across the street. This priced to sell 1 bedroom 1 bath with bonus room that can be configured with current layout to include an additional bedroom, is light and bright, perched high on the 7th floor with incredible waterfront views from the front windows and rear windows. With all that square footage, there is plenty of bonus space to make this 55+ condo your own. Not all condos are created equal, this building is solid concrete - not frame - and the unit is very close to the elevator and 5th floor laundry room. Each unit has access to a community storage closet with plenty of room for bikes and larger items. Lots of fun to be had here... The unit includes a kayak launch and the community has a kayak storage area by the water and a kayak club. 5 card playing groups, cornhole, 2 gas grills on site, shuffleboard courts, and of course fishing and dolphin watching off the dock. There is a full library for reading or card games and a secured clubhouse open daily to residents to gather or use the fitness center. The monthly newsletter and events give you plenty of opportunities to connect. This island community is very walkable and centrally located to everything you are looking for. 2 miles to St Pete Beach, .3 miles to the Orange Groves winery, 1.5 miles to shopping, dining, and bowling. Downtown St. Pete is 8 miles driving, or take the Sun Runner to and from downtown or the beaches. Buyers to qualify all measurements and condo policies.

1847 Shore Crest Drive Unit 710, South Pasadena
7465 Bay Island Drive S Unit 217, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
Virtually Staged. Beautiful Intracoastal views and an active waterfront lifestyle await in the highly desirable Bay Island community, just minutes from St. Pete Beach! Located in the Barbados Building, this bright and inviting 1-bedroom, 1-bath condo features an open floor plan with expansive windows that fill the home with natural light and showcase gorgeous water views. Whether enjoying your morning coffee or watching boats pass by, you'll love the peaceful coastal setting. This move-in-ready residence benefits from recent building improvements, including a new roof (2024) and new elevator. Assigned parking adds convenience, with a new carport structure scheduled for installation. Bay Island is a sought-after 55+ gated waterfront community offering an exceptional active lifestyle with six heated pools, four lighted tennis and pickleball courts, a beautifully renovated clubhouse, and numerous social activities. Enjoy scenic walks along the 1.5 mile waterfront path or simply relax and take in the views. Located less than a mile from the white sands of St. Pete Beach, you'll enjoy easy access to restaurants, shopping, and entertainment. Whether you're looking for a full-time residence or a seasonal getaway, this condo offers the perfect combination of waterfront living, outstanding amenities, and a fantastic location.

7465 Bay Island Drive S Unit 217, South Pasadena
5879 27th Avenue S, Gulfport
$443,000
3 Beds ⋅ 1 Baths ⋅ Caldwells Rep SubDv. ⋅ 33707 Zip Code
Located in desirable Gulfport, this property sits on a spacious corner lot directly across from Wood Ibis Park and just five blocks from the sandy waterfront. The home features refinished oak hardwood floors, an updated kitchen, a remodeled bathroom, and mature landscaping. Enjoy relaxing or entertaining on the backyard deck, offering a private outdoor retreat. Experience the charm of Gulfport living with parks, beaches, and the community’s unique coastal atmosphere close by.

5879 27th Avenue S, Gulfport
664 60th Street S, St Petersburg
$475,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Park SubDv. ⋅ 33707 Zip Code
Welcome to the Florida vacation lifestyle with this Single Family Home featured on Air BnB and VBRO with Great income. This is where Paridise is waiting with designer updates in modern 3-bedroom, 2-bath, POOL home located in Pasadena Park. No Flood zone just a short drive away form the best beaches. New Roof and New HVAC in 2024. Newer water heater. Newly resurfaced pool and new pool equipment with outdoor shower. No HOA - come park your boat/RV/toys in this huge fenced lot! This home is nestled off the quite road offering modern curb appeal with fresh paint and inviting covered carport parking. Enter the bright and open floor plan consisting of family room, dining area and beautiful kitchen. Luxurious finishes include luxury waterproof vinyl plank flooring, fresh interior paint, and modern fixtures throughout. The modern kitchen has stunning shaker cabinets providing plenty of storage, dazzling Quartz counter tops, stainless steel appliances, and subway tile backsplash. Spacious Primary suite with access to your backyard. Bathroom boasts contemporary double sink vanity and gleaming tile finished shower/tub combo. New elegant carpeting in guest bedrooms and plenty of closet space. Escape to your huge, fenced backyard oasis including pool, a large gazebo, and open patio space for entertaining and grilling! Interior laundry room for added convenience. This home has it all including a prime location -

664 60th Street S, St Petersburg
664 60th Street S, St Petersburg
$475,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Park SubDv. ⋅ 33707 Zip Code
Welcome to the Florida vacation lifestyle. Paridise is waiting for you with designer updates in modern 3 bedroom, 2 bath gorgeous POOL home located in Pasadena Park. No Flood zone while a short drive away form the best beaches. New Roof and New HVAC in 2024. Newer water heater. Newly resurfaced pool and new pool equipment with outdoor shower. No HOA - come park your toys with plenty of space for RV and Boat on this spacious lot! This home is nestled off the quite road offering modern curb appeal with fresh paint and attractive covered carport parking. Enter the bright and open floor plan consisting of family room, dining area and beautiful kitchen. Luxurious finishes include luxury waterproof vinyl plank flooring, fresh interior paint, and modern fixtures throughout. The modern kitchen has stunning shaker cabinets providing plenty of storage, dazzling Quartz counter tops, stainless steel appliances, and subway tile backsplash. Spacious Primary suite with access to your backyard. Bathroom boasts contemporary double sink vanity and gleaming tile finished shower/tub combo. New elegant carpeting in guest bedrooms and plenty of closet space. Escape to your huge, fenced backyard oasis including pool, a large gazebo, and open patio space for entertaining and grilling! Interior laundry room for added convenience. This home has it all including a prime location.

664 60th Street S, St Petersburg
1619 53rd Street S, Gulfport
$384,950
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
5925 Shore Boulevard S Unit 105, Gulfport
$177,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
DIRECT WATERFRONT LIVING WITH SPECTACULAR WATER VIEWS! Welcome to this beautifully remodeled, oversized 1-bedroom, 1-bath condo offering OVER 1,000 SQUARE FEET of living space in the desirable Lancaster Building at TOWN SHORES OF GULFPORT, one of the area's most sought-after 55+ waterfront communities! LOCATION, LOCATION, LOCATION! Perfectly positioned on the FIRST FLOOR and DIRECTLY ON THE WATER, this spacious residence offers beautiful waterfront views and a lovely rear patio where you can enjoy your morning coffee, watch the boats pass by, or simply relax while taking in the peaceful coastal surroundings. Imagine having the waterfront practically at your doorstep without ever having to take an elevator! Step inside and discover an inviting, remodeled interior with an exceptionally generous and open floor plan. The original sliding glass doors separating the Florida room from the main living area have been removed, seamlessly extending the living space and creating an even more open, airy atmosphere. Large windows invite natural light and showcase the beautiful waterfront setting, bringing the outdoors in. The expansive living and dining areas provide plenty of flexibility for entertaining guests, relaxing, or simply enjoying the incredible views. The generously sized bedroom offers a comfortable private retreat, while the home's oversized layout provides space rarely found in a traditional one-bedroom condo. Enjoy the convenience of FIRST-FLOOR LIVING combined with the charm of a waterfront retreat! Whether you're enjoying the views from inside or stepping out to your rear patio, this home offers the perfect setting to embrace Florida's relaxed coastal lifestyle. Town Shores of Gulfport is an active 55+ WATERFRONT COMMUNITY offering an impressive array of resort-style amenities, including FOUR HEATED SWIMMING POOLS, a private marina, tennis and pickleball courts, kayak storage, a clubhouse, fitness facilities, and an abundance of social activities. Enjoy an active lifestyle or simply spend your days soaking up the Florida sunshine! Just minutes away, you'll find Gulfport's charming waterfront arts district, featuring locally owned restaurants, eclectic boutiques, art galleries, a farmers market, and year-round community events. Beautiful Gulf beaches, downtown St. Petersburg, shopping, and entertainment are all within easy reach. DIRECT WATERFRONT VIEWS, OVER 1,000 SQUARE FEET, A REMODELED INTERIOR, AND FIRST-FLOOR CONVENIENCE — A RARE COMBINATION! Whether you're looking for a year-round residence or the perfect seasonal escape, this spacious waterfront condo offers an exceptional opportunity to enjoy the very best of Gulfport living!

5925 Shore Boulevard S Unit 105, Gulfport
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