South Pasadena Homes under $250,000

South Pasadena Homes under $250,000

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city offers a delightful blend of coastal living and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between. Just a stone's throw from the stunning beaches of the Gulf of Mexico, South Pasadena boasts a picturesque setting with lush parks, serene waterways, and an array of local shops and dining options that reflect the area's unique character.

For those seeking affordable housing options, South Pasadena is an excellent choice, with homes available for under $250,000. This affordability does not compromise quality; many of these homes feature inviting layouts, spacious yards, and proximity to the city's amenities. Whether you're a first-time homebuyer or looking to downsize, you'll find a variety of options to suit your lifestyle. From charming bungalows to cozy condos, the real estate market here offers something for everyone.

Residents of South Pasadena enjoy a close-knit community atmosphere, with friendly neighbors and a calendar full of local events. Spend your weekends exploring the nearby parks, enjoying water activities, or indulging in the local dining scene. With its prime location, you can easily access the vibrant culture of St. Petersburg and the beautiful beaches of Treasure Island.

In South Pasadena, you can embrace a relaxed coastal lifestyle without breaking the bank. Discover your dream home in this inviting city and experience all that South Pasadena has to offer!

Newest South Pasadena Homes under $250,000

7465 Bay Island Drive S Unit 217, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
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
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
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
1847 Shore Drive S Unit 204, South Pasadena
$189,900
2 Beds ⋅ 1 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code
How about trading Winter cold for Light and Bright Florida Living as soon as you walk in the door! Comfortable, open floorplan with 1120 Sq - 2 bed/ 1 bath, draws you to the Florida room with a magnificent southeastern view overlooking Boca Ciega Bay, it’s sure to be your Favorite spot to relax. Spacious Living / Dining area leads off to split bedrooms with abundant closet space and storage, and a nicely updated full bath . The current galley kitchen is efficient and has gas cooking plus a double wall oven. There are drawings showing options for a beautiful Kitchen update. Great news, a Washer & ventless Dryer can be added to the new kitchen design and you have a new electric panel and more GFI outlets already installed to work with! Luxury vinyl flooring, updated windows in the Florida room provides more time to relax and enjoy this wonderful condo. This +55 Community has been well managed – it’s a steel reinforced building has a new roof ( thanks Milton) and is currently being updated with trendy new exterior paint, new walkways surfaces. Recent updates include railings, plumbing and laundry and common room over recent years, All Milestone inspections completed. Laundry is available on floors 1, 5 and 8. ShoreCrest community has So much to do: premium Spectrum cable and hi-speed Internet included in monthly fee 2 heated pools, clubhouse, fitness center, library, shuffleboard, extensive waterfront with seating areas on Both sides of Shore Dr., gas grills and 2 piers to fish or just relax and a kayak launch. There are shared storage areas on each floor for bikes, beach supplies, etc. No pets and No rentals creates a community of friendly neighbors and an active social scene. Location provides easy access to our Gulfcoast beaches as well as to dining, sport activities, shopping, the theater and hospital, anything you might want to do! Also the SunRunner Express bus stops very nearby by for easy access to downtown St Petersburg and St Pete Beach, no driving required! If you’ve been dreaming of a waterfront lifestyle, condo #204 at Shore Crest is one to consider!

1847 Shore Drive S Unit 204, South Pasadena
3128 59th Street S Unit 203, Gulfport
$120,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

3128 59th Street S Unit 203, Gulfport
6960 Sunset Drive S Unit 2A, South Pasadena
$95,000
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to this bright and inviting condo in a convenient St. Petersburg location. This well-maintained unit features beautiful bamboo flooring throughout the main living areas and bedrooms, a spacious open living and dining area, and plenty of natural light. The functional kitchen offers ample cabinet and counter space, while the comfortable Primary Bedroom includes a walk in closet for added storage. With a neutral interior, this home is ready for its next owner to add creative touches. Conveniently located near shopping, dining, beaches, and downtown St. Petersburg.. Schedule your showing today!

6960 Sunset Drive S Unit 2A, South Pasadena
7425 Bay Island Drive S Unit 105, South Pasadena
$214,500
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code
Bay Islands has so much to offer the +55 resident! A gated waterfront community in S Pasadena, a terrific location between the Gulf beaches and St Petersburg. This lovely updated 2 bed 2 bath - ground level condo enjoys a beautiful east view of the Pass that connects Boca Ciega Bay to the Intracoastal. Get to know the dolphins that pass by every day while you enjoy your coffee! This condo had very minimal water damage from the past storms, yet it has new kitchen and bathroom cabinets, quartz counters, new appliances, and gorgeous hurricane rated windows and 3 panel sliding doors, carpeting and interior paint. even the furnishings are available. There's a hook-up for a stack laundry near the guest bath. Your small pets are Welcome ( 2 pets, 1 dog + 1 cat Or 2 cats ) The Bahama building has owned solar panels on roof that offset everyone water bill. Bay Islands has 6 pools, a Very Active social vibe ! Gorgeous 2 story Rec Center, with Assoc Office - a banquet room with stage and kitchen, bar area, a library, billards and card rooms And his & her gyms with saunas. There is a 1.4 mile walkable seawall surrounding the community - multiple tennis courts and many areas to grill and picnic. And a marina - slips may be available. IF you need to wander, the SunRunner Express bus, just out front will zip you to locations in downtown St Petersburg as well as all along St Pete Beach. THIS could be the lifestyle you've been thinking about

7425 Bay Island Drive S Unit 105, South Pasadena
2960 59th Street S Unit 215, Gulfport
$184,900
2 Beds ⋅ 2 Baths ⋅ Jamison House SubDv. ⋅ 33707 Zip Code
WELCOME to your ultimate coastal oasis in the prestigious Town Shores community of Gulfport, Florida! This beautiful 2-bedroom 2-bathrooms, 1250 sq ft end unit condo is perfectly positioned to offer the absolute best of Florida Living. located on the highly desirable sf the second floor of the Jamison building this unit provides the ultimate convenience-giving you the freedom of a quick and easy walk-up if you prefer to by-pass the elevator. Step inside to an expansive, airy floor plan a clean, beautifully staged interior with large tile flooring stretching across the primary living spaces a, sweeping water views of Boca Ciega Bay. Relax in your living area and watch the sky lights up with spectacular sunsets every single day over the tranquil bay. This property represents the best value on the market today. Rare corner unit end unit, you will enjoy a boost in natural sunlight, a more private atmosphere and gorgeous featuring Every day a beautiful with the big windows looking directly at Boca Ciega Bay and also the daily sunsets are amazing! A Premium Waterfront Lifestyle with Total Financial Peace of Mind. Third floor Corner unit with Beautiful Views. Stunning sunsets are your almost every day and intracoastal views from this light filled residence, enhanced by abundant windows and natural light though out. The open plan showcases a beautifully updated kitchen with modern appliances and updated windows. Incudes a carport. The impressive primary suite features an oversized, a large walk-in closet and a private ensuite bathroom. The secondary bedroom is generously sized and offers double closets, ideal for quests or a home office. An oversized hallway closet provides exceptional storage rarely seen in a condo. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/ pickle ball and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy ease access to fine dining, cages, shops, galleries and waterfront activities. Live the Good Life in this bright with dazzling views of Boca Ciega Bay and only a short walk to Gulfport Beach. This waterfront condo has 2 bedrooms and 2 bathrooms in this 55+ Community of Town Shores of Gulfport. Skip the hassle and expense of moving trucks and furniture shopping. This condo features contemporary selection of high-end furnishings purchased just 2 years ago for over $25,000. The entire package is meticulously maintained and is completely negotiable to be included with the sale, offering you a seamless, walk-in ready. BUY WITH TOTAL FINANCIAL CERTAINTY. Unlike many coastal Florida hurdles, the Jamison Building offers you complete financial security. Fully Funded Reserves: The association reserves are 100% funded in accordance with State Compliance Laws. The building has successfully passed the mandatory Milestone inspections.

2960 59th Street S Unit 215, Gulfport
1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ Shore Plaza Bldg SubDv. ⋅ 33707 Zip Code
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena
1868 Shore Drive S Unit 208, South Pasadena
$224,900
2 Beds ⋅ 2 Baths ⋅ Shore Towers Bldg SubDv. ⋅ 33707 Zip Code
ABSOLUTELY STUNNING WATER VIEWS! Welcome to this beautifully furnished 2-bedroom, 2-bath condo located on the second floor of the desirable 55+ waterfront community of Shore Towers, offering approximately 1,075 square feet of comfortable living space and breathtaking views of Boca Ciega Bay. From the moment you step inside, your eye is immediately drawn toward the sparkling water, tropical landscaping, and peaceful waterfront setting beyond. This inviting residence offers the perfect combination of comfort, convenience, and quintessential Florida living. The bright and spacious living area flows seamlessly into the Florida room, where expansive windows frame sweeping, unobstructed views of Boca Ciega Bay. Filled with natural light, this is truly the highlight of the home and the perfect place to enjoy your morning coffee, unwind at the end of the day, watch boats pass by, or simply take in the incredible waterfront scenery and Florida sunsets. The kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, ceramic tile flooring, and a convenient breakfast bar and coffee station. Easy-care flooring throughout makes the residence ideal for relaxed everyday living. The generously sized primary suite provides plenty of room for an additional sitting area, reading nook, or home office and features a large closet and private en-suite bathroom. Even the primary bedroom captures a beautiful glimpse of Boca Ciega Bay through a charming interior window overlooking the Florida room, allowing you to enjoy a touch of the water view right from your bedroom. A spacious second bedroom and full guest bath provide comfortable accommodations for visitors while maintaining privacy. For added peace of mind, the residence features impact windows and electric hurricane shutters. The condo is offered furnished, making it easy to settle in and immediately begin enjoying the waterfront lifestyle. Beyond the residence, Shore Towers offers beautifully maintained tropical grounds and an impressive collection of amenities. Spend your days relaxing alongside the heated waterfront pool, enjoy the clubhouse and fitness room, play a round of shuffleboard, or gather with friends at the waterfront patio and BBQ area. The community dock makes it easy to truly embrace life on the water—launch your kayak or paddleboard right from the property and paddle across the calm waters of Boca Ciega Bay to a small nearby island just offshore. Whether you're fishing from the dock, exploring the bay, watching dolphins and other marine life, or simply relaxing by the water and taking in the view, there are endless ways to enjoy this incredible waterfront setting. Ideally located just minutes from the sugar-sand beaches of St. Pete Beach, vibrant Gulfport, shopping, restaurants, and entertainment, while Downtown St. Petersburg and its renowned waterfront, museums, dining, nightlife, and Pier are only a short drive away. Tampa International Airport and St. Pete-Clearwater International Airport are also conveniently accessible. If you've been searching for a furnished Florida retreat where spectacular water views take center stage, this is one you won't want to miss. Come experience the peaceful waterfront setting and easy Florida lifestyle Shore Towers has to offer!

1868 Shore Drive S Unit 208, South Pasadena
6942 Grande Vista Way S, South Pasadena
$214,240
3 Beds ⋅ 2 Baths ⋅ Pasadena Isle SubDv. ⋅ 33707 Zip Code
Auction Property. AUCTION. Affordable ranch home sits on a large lot offering 3 beds, 2 baths, open concept living, kitchen, an in-ground pool and rear patio. The attached garage offers ample space for parking or storage. Property is located in an established community close to beaches, dining, shopping and main roads. The fixer upper will require your renovation ideas and is sold as-is with NO property disclosure or inspection reports. NOTE - Property is located in a flood zone. Buyer to complete all due diligence

6942 Grande Vista Way S, South Pasadena
5955 30th Avenue S Unit 310, Gulfport
$230,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, Gulfport
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