St Pete/Gulfport Homes under $500,000

St Pete/Gulfport Homes under $500,000

Welcome to the vibrant and charming region of St. Pete/Gulfport, Florida, where the sun shines bright and the coastal lifestyle beckons! Nestled in Pinellas County, Gulfport is a hidden gem that offers a perfect blend of laid-back living and artistic flair. With its picturesque waterfront, eclectic shops, and a thriving arts scene, Gulfport is a community that captures the hearts of residents and visitors alike.

One of the most enticing aspects of this area is the availability of beautiful homes under $500,000. Whether you’re a first-time homebuyer, a retiree seeking a peaceful retreat, or someone looking for a vacation getaway, Gulfport has a diverse range of properties that cater to all lifestyles. From charming bungalows adorned with tropical landscaping to modern condos with stunning water views, there's something for everyone.

Gulfport is not just about homes; it's about a lifestyle. Enjoy leisurely strolls along the beach, vibrant local markets, and community events that foster a sense of belonging. The nearby St. Petersburg adds even more excitement with its world-class museums, dining, and entertainment options, all just a short drive away.

Living in Gulfport means embracing a community that values art, culture, and the great outdoors. With an affordability that is becoming increasingly rare in Florida, now is the perfect time to explore the available homes under $500,000. Discover your dream home in Gulfport, where the coastal charm and welcoming spirit await you!

Newest St Pete/Gulfport Homes under $500,000

800 40th Street S, St Petersburg
$169,900
2 Beds ⋅ 1 Baths ⋅ Dearmins Sub 4 SubDv. ⋅ 33711 Zip Code
CALLING ALL INVESTORS, RENOVATORS, AND VISIONARIES LOOKING FOR THEIR NEXT PROJECT—800 40th St S offers the opportunity to take a solid BLOCK-CONSTRUCTION HOME on an OVERSIZED CORNER LOT and transform it into your next investment! Located in St. Petersburg and NOT LOCATED IN A FLOOD ZONE, this property features a FULLY FENCED YARD, NO HOA, a BRAND-NEW ROOF INSTALLED IN 2021, and established FRUIT TREES, including a MANGO TREE. One of the biggest opportunities here is the FLEXIBLE FLOOR PLAN with SPACE TO CREATE A 3rd BEDROOM—convert the CURRENT LIVING ROOM into a third bedroom or transform the existing BONUS/SUN ROOM to create additional bedroom space while reimagining the rest of the layout. There is even MORE ROOM TO EXPAND, with the potential to ENCLOSE THE EXISTING CARPORT TO INCREASE THE HOME’S FOOTPRINT, subject to applicable permitting and building requirements. There is PLENTY OF ROOM TO GET CREATIVE and design a floor plan that works for your renovation strategy. Whether your plan is to RENOVATE AND RESELL, HOLD AS A RENTAL, or improve the home for long-term use, this property provides an opportunity to ADD VALUE and maximize the existing space. The OVERSIZED CORNER LOT and FULLY FENCED YARD provide additional outdoor space, while NO HOA means no association restrictions or monthly HOA fees. This home DOES NEED WORK and is being SOLD AS-IS, with the CONDITION OF THE HOME NOT WARRANTED. Bring your contractor, renovation plans, and creativity—THIS INVESTOR SPECIAL IS READY FOR SOMEONE TO SEE THE POTENTIAL AND BRING IT BACK TO LIFE. SHED DOES NOT CONVEY.

800 40th Street S, St Petersburg

5285 40th Street S, St Petersburg
$499,900
3 Beds ⋅ 2 Baths ⋅ Maximo Moorings SubDv. ⋅ 33711 Zip Code
Welcome to your tropical pool retreat in desirable Maximo Moorings, one of St. Petersburg’s most sought after waterfront communities. This inviting 3 bedroom home sits on a quiet street and offers wonderful curb appeal with contemporary landscaping, a new front door, circular driveway, and a 2021 metal roof—setting the stage for easy Florida living. Inside, the home features an open, airy layout with cool tile and laminate flooring and updated windows and doors that fill the space with natural light. The kitchen offers generous workspace with stainless steel appliances, ample cabinetry, and a pass-through to the Florida room. Both bathrooms are attractively updated and modern. Entertaining is effortless in the expansive Florida room, which flows seamlessly to a lush backyard designed for relaxation and fun. Enjoy a sparkling 16x29 pool, fire pit, hammock areas, and swaying palms that create a private, tropical oasis. Whether hosting friends or unwinding after a long day, this outdoor space delivers the quintessential Florida lifestyle. Additional highlights include a large laundry/storage room, a one car garage, and thoughtful updates throughout. Maximo Moorings places you minutes from the Gulf beaches, I 275, Eckerd College, the Pinellas Bike Trail, shopping, restaurants, and the marina—everything you need to enjoy the good life on the coast. Come see this charming pool home and start living the Florida lifestyle today.

5285 40th Street S, St Petersburg

7430 Sunshine Skyway Lane S Unit 901, St Petersburg
$475,000
2 Beds ⋅ 2 Baths ⋅ South Bay Condo SubDv. ⋅ 33711 Zip Code
Positioned on the top floor of South Bay Condos on Sunshine Skyway Ln, Residence #901 brings an unexpected urban edge to waterfront living in St. Petersburg. Exposed concrete ceilings, industrial-inspired lighting and clean contemporary finishes give the home the character of a modern loft, while expansive windows and sliding glass doors open the living spaces to sweeping views across Tampa Bay toward the Gulf. The open-concept interior feels spacious and connected from the moment you enter. A gallery-style foyer leads into the main living area, where the kitchen, dining and living spaces flow together beneath exposed concrete ceilings, architectural track lighting and contemporary fixtures. Large-format plank tile runs throughout, reinforcing the home's clean, modern aesthetic. At the center of the residence, the kitchen pairs modern high-gloss gray cabinetry with stainless steel appliances, crisp white countertops and a substantial island with counter seating. Oversized industrial-style pendant lights add character overhead, while the open layout keeps the kitchen connected to the living and entertaining spaces beyond. The living room takes full advantage of the top-floor setting. Wide sliding glass doors frame the water and open directly to the covered balcony, extending the living space outdoors. From morning coffee to an evening cocktail, the backdrop is pure Florida—water, sky and a horizon that seems to stretch for miles. The primary suite offers a comfortable retreat, while the second bedroom is one of the home's most versatile spaces. Designed to function as a guest room, home office or creative studio, it features a built-in Murphy bed, extensive cabinetry, an integrated workspace and direct access to the waterfront balcony. Close the bed away and the room becomes a spacious office; open it and guests have a comfortable private retreat. A generous walk-in closet provides additional storage. Throughout the residence, thoughtful details set #901 apart, including exposed concrete ceilings, gallery-style art displays, contemporary ceiling fans, track and recessed lighting, built-in storage and a distinctive mix of polished and industrial finishes. From nine stories above the waterfront, expansive views stretch across Tampa Bay toward the Gulf, while the covered balcony provides a front-row seat to the changing light, passing boats and coastal landscape below. Modern, flexible and distinctly different, Residence #901 offers the feel of a city loft in a waterfront St. Petersburg setting—top-floor living, contemporary design and remarkable water views all in one.

7430 Sunshine Skyway Lane S Unit 901, St Petersburg

3775 40th Lane S Unit E, St Petersburg
$215,000
2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
In Bermuda Bay, even one screened lanai is hard to find. This 2-bedroom, 2.5-bath townhouse has two, one on each level, and it has just been completely repainted and cleaned top to bottom, so it is truly move-in ready. Set inside St. Petersburg's gated waterfront community on Boca Ciega Bay, it pairs a private outdoor setup you won't see often here with resort-style amenities and a private beach. Tile flooring runs through the main level, from the entry room at the foot of the stairs, past the kitchen and dining area, to the living room, where sliding glass doors open onto the ground-floor screened lanai. The kitchen features white cabinetry and a pass-through breakfast bar with a marble-look top that keeps whoever is cooking connected to the dining area. A half bath completes this level. Upstairs, two generously sized bedrooms each have their own updated en-suite bath and walk-in closet. The primary suite adds French doors to the second screened lanai and a separate vanity and dressing nook with a mirror and counter space. A laundry closet with extra storage sits between the bedrooms, right where you need it. The two lanais give you two very different ways to be outside. Downstairs, the tiled lanai sits under a warm wood-beam ceiling, opens straight from the living room and has its own screen door to the walkway, ready for plants, a bistro set and long evenings. Upstairs, mornings start by opening the bedroom French doors and carrying your coffee out to a private screened balcony framed by palms and old live oaks. Bermuda Bay is a lifestyle as much as an address. Residents enjoy a private beach on Boca Ciega Bay for sunset gatherings and kayaking, a kayak launch and storage, two pools and a hot tub, pickleball, tennis and racquetball courts, shuffleboard, a park, grilling areas, a clubhouse for social events, and an outdoor storage closet for bikes and gear. Private access connects you to the Clam Bayou Preserve trail system and the Pinellas Trail. The community is pet-friendly, hosts frequent resident events and nightly sunset gatherings, and offers reserved parking for boats, RVs and trailers with HOA approval. Just west of 34th Street South, this St. Petersburg townhouse near Gulfport puts restaurants, shopping and daily conveniences within a mile, with quick access to I-275, the Gulfport waterfront, downtown St. Pete, St. Pete Beach and Fort De Soto Park.

3775 40th Lane S Unit E, St Petersburg

3610 42nd Street S Unit C, St Petersburg
$299,900
2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
Discover a different side of St. Petersburg living in Bermuda Bay, a gated waterfront community where your days can begin with a walk along the bay and end with neighbors gathering on the private beach for sunset. This beautifully maintained 2-bedroom, 2.5-bath townhouse combines extensive recent improvements with the relaxed coastal lifestyle that makes this community so special. An added benefit: the unit was not affected by the recent hurricanes. Inside, the two-story floor plan provides comfortable separation between living and sleeping spaces. The main level is bright and inviting, with a spacious living room opening to the enclosed lanai—an ideal bonus space for morning coffee, reading, working from home, or simply relaxing. The kitchen has recently undergone a complete makeover following a first-floor pipe burst, providing the opportunity to refresh and update the space from top to bottom. The result is a beautifully renewed kitchen that gives the main living area a fresh new look and adds even more move-in-ready appeal. A separate dining area connects easily to the kitchen, while a convenient half bath completes the first floor. Upstairs, both generously sized bedrooms feel like private suites, each featuring its own updated en-suite bathroom and walk-in closet. The laundry closet is conveniently positioned between the bedrooms and provides additional storage. Much of the work has already been done for you. Recent improvements include a new roof (2024), HVAC system (2024), sliding patio door (2024), enclosed lanai with new windows and portable A/C (2024), water heater (2023), dishwasher (2023), refrigerator (2023), stair carpeting (2023), newer ceiling fans in the primary bedroom and dining room, plus the recently completed kitchen makeover. And then there’s Bermuda Bay itself. The community’s private beach on Boca Ciega Bay provides a front-row seat to beautiful Florida sunsets and a gathering place for residents. Enjoy two swimming pools, a hot tub, pickleball and tennis courts, shuffleboard, grilling areas, a clubhouse, park, kayak launch and kayak storage. Private access to the Clam Bayou Preserve trail system and Pinellas Trail makes it easy to get outside and explore. An additional outdoor storage closet provides convenient space for bikes and recreational gear. Need room for the toys that come with the Florida lifestyle? Reserved parking for boats, RVs, and trailers may also be available with HOA approval. The location puts even more within easy reach, including St. Pete Beach, Gulfport Beach, Fort De Soto Park, downtown St. Petersburg, restaurants, shopping, and everyday conveniences. Bermuda Bay is also pet-friendly and offers an active social atmosphere with resident events and sunset gatherings. With a newly made-over kitchen, extensive recent improvements, spacious en-suite bedrooms, waterfront amenities, and a private beach just outside your door, this home offers an appealing combination of comfort, convenience, and Florida lifestyle. Schedule your private showing and come experience Bermuda Bay for yourself.

3610 42nd Street S Unit C, St Petersburg

2401 Quincy Street S, St Petersburg
$350,000
2 Beds ⋅ 1 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code
Walk, bike, paddle, and unwind—this bright, clean 3-bedroom home puts you moments from Gulfport’s vibrant waterfront lifestyle. Located near the end of a quiet street backing toward Clam Bayou Nature Preserve, this inviting home is just a half-block from Boca Ciega Bay and convenient to Gulfport’s restaurants, galleries, shops, marina, and community events. Inside, the home feels cheerful and welcoming, with an easy, functional layout designed for everyday living. Two comfortable bedrooms are complemented by an exceptionally spacious third room—an adaptable bonus space that can serve as a primary bedroom, family room, home office, workout space, artist’s studio, music room, or creative retreat. Good size carport also offers flexible area for covered parking or storage. The large, tree-shaded yard is a true Florida rarity and offers endless potential. Enjoy room for pets, gardening, outdoor dining, entertaining, boat parking, or designing the backyard oasis you have always wanted. With space that may accommodate a future Pool or Accessory Dwelling Unit (ADU), this property gives you flexibility to make it your own. A thoughtfully planted edible front garden is already growing seasonal favorites for the next owner, including basil, parsley, Cuban oregano, thyme, local spinach varieties, turmeric, ginger, and sweet potatoes—perfect for anyone who enjoys fresh food, gardening, or a more sustainable lifestyle. Outdoor recreation is right nearby: bike the picturesque Clam Bayou trail, launch a kayak or paddleboard, explore the preserve, or head into Gulfport for waterfront dining and sunset strolls. Additional highlights include: Flood Zone X location, where flood insurance is typically not required by lenders. Eligibility for Pinellas County down-payment assistance programs, including assistance of up to $75,000 for qualified buyers; which does not need to be paid back if homeowners stays in the house. buyer should confirm current program terms, funding availability, eligibility, and occupancy requirements. A new Roof and On-demand hot water heater.

2401 Quincy Street S, St Petersburg

731 37th Street S, St Petersburg
$279,900
2 Beds ⋅ 1 Baths ⋅ Hylands Sub SubDv. ⋅ 33711 Zip Code
PROFESSIONAL PHOTOS COMING SOON. Charming St. Petersburg bungalow filled with character, natural light, and inviting living spaces, all in a convenient location just minutes from some of the best of the city. Previously renovated and further refreshed by the current owner, this 2-bedroom home features updated flooring, fresh cosmetic touches, an upgraded kitchen with stainless steel appliances, refreshed cabinetry, and a modern updated bathroom. The flexible floor plan offers two separate living areas, giving you plenty of options for a traditional living room plus a family room, dining space, home office, or additional entertaining area. The kitchen opens to the secondary living space with bar seating, creating an easy flow for everyday living and entertaining. Both bedrooms are generously sized, while the abundance of windows throughout brings in wonderful natural light. An enclosed utility and laundry room at the rear of the home adds additional convenience. Outside, the welcoming front porch and classic bungalow curb appeal give this home the personality that makes St. Pete homes so special. Located approximately 5 minutes from the Grand Central District and Central Avenue, with Downtown St. Petersburg, the St. Pete Pier, waterfront parks, restaurants, shopping, arts and entertainment all within easy reach. And when you're ready for the beach, the Gulf beaches are only about 15 minutes away. A great opportunity to enjoy the charm of an established St. Petersburg home with updates already in place and easy access to everything that makes this area such a desirable place to live.

731 37th Street S, St Petersburg

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