Gulfport Homes under $500,000

4 Beds ⋅ 2 Baths ⋅ Vinsetta Park Annex SubDv. ⋅ 33711 Zip Code

Investors, this is your cash cow! Two-Unit Income Property: 1925 Bungalow + Detached 1BR, Tenant in Place, Major Systems Updated Turnkey two-unit investment with income from day one. This property pairs a 3-bedroom, 1-bath 1925 bungalow with a detached 1-bedroom apartment, giving you two separate rentable units on one lot, in one closing. The capital expenditures are largely done. Within the past two years, the main house received a new roof, new A/C, a new water heater, and several new windows. The back unit has all-new windows and brand-new central heat and air. Updated systems mean lower near-term maintenance costs and fewer surprises in your first years of ownership. The detached unit is currently rented on a month-to-month basis, providing immediate cash flow with the flexibility to keep the existing tenant or reposition the unit. The main house will be available for a new tenant on November 1, so you can set your own lease terms and rent. Each unit has its own dedicated parking, which helps with tenant appeal and retention. The rent numbers support strong returns. FY2026 HUD Fair Market Rents for this property are $2,900 for the 3-bedroom and $1,950 for the 1-bedroom, a combined $4,850 per month in potential gross rent. Don't miss out on adding this money maker to your portfolio..

4502 9th Avenue S, St Petersburg

$295,000

3 Beds ⋅ 1 Baths ⋅ Ridgewood Terrace SubDv. ⋅ 33711 Zip Code

Prepare to fall in love with this absolutely adorable 3-bedroom, 1-bath bungalow, completely reimagined from the inside out with beautiful designer finishes and thoughtful attention to every detail. Offering the style and feel of a much higher-priced home, this may be one of the best-designed homes you’ll find under $300,000! More than just a cosmetic renovation, this home has undergone an extensive permitted transformation, giving its next owner the opportunity to enjoy the charm of a bungalow with the comfort and convenience of modern updates. Improvements include all-new electrical, new plumbing, new water heater, new roof, new windows, new flooring, new solid wood doors, new trim and baseboards, and fresh interior and exterior paint. At the heart of the home is a stunning new kitchen designed to impress, featuring beautiful cabinetry, stainless steel appliances, and a show-stopping waterfall island that creates the perfect centerpiece for cooking, entertaining, and everyday living. The completely renovated bathroom continues the designer aesthetic with stylish, carefully selected finishes. Outside, the transformation continues with fresh landscaping and new sod, creating inviting curb appeal to complement the beautifully updated exterior. From the finishes you can see to the major improvements behind the walls, this home has been thoughtfully redone from top to bottom. Centrally located just minutes from the interstate, enjoy convenient access to Downtown St. Petersburg, Tampa, and the surrounding areas, while Downtown Gulfport and its eclectic collection of restaurants, shops, entertainment, and waterfront attractions are only a few miles away. Charming, stylish, extensively renovated, and move-in ready—this is the kind of home that proves you don’t have to sacrifice incredible design for affordability. Come see just how much style, quality, and character can be packed into one unforgettable bungalow!

3501 17th Avenue S, St Petersburg

$399,000

4 Beds ⋅ 2 Baths ⋅ Vinsetta Park Annex SubDv. ⋅ 33711 Zip Code

Charming 1925 Bungalow with Detached Apartment: Live In One, Rent the Other, or Invest in Both. Classic character meets smart income potential. This 3-bedroom, 1-bath 1925 bungalow comes with a detached 1-bedroom apartment in the back, giving you the flexibility to live in one and rent the other, house-hack your way to a lower monthly payment, or build a two-unit rental portfolio in a single purchase. The main house has the warmth and craftsmanship that only a 1920s bungalow can offer, with major updates already done for you. Within the past two years, it received a new roof, a new A/C system, a new hot water heater, and several new windows, so you can skip the big-ticket surprises and get right to enjoying it.The detached 1-bedroom unit is equally well prepared, with all-new windows and brand new central heat and air. It's private, efficient, and already has a tenant in place giving you immediate income. Each unit has its own dedicated parking, a rare and valuable perk for a two-unit property. Tenants and owners alike will appreciate the convenience and separation. For Fiscal Year 2026, HUD fair market rents are $2,900 for the front house and $1,950 for the 1-bedroom back unit, with both figures scheduled to increase in Fiscal Year 2027. That's strong, reliable income potential with updated systems that help keep maintenance costs in check.Whether you're an owner-occupant looking for rental income to offset your mortgage, or an investor seeking cash flow with low-maintenance upgrades, this property delivers options that are hard to find. Schedule your private showing today.

4502 9th Avenue S, St Petersburg

$424,000

4 Beds ⋅ 2 Baths ⋅ Ridgewood Terrace SubDv. ⋅ 33711 Zip Code

Pre-Construction. To be built. Receive up to $10,000 towards closing costs & special interest rates with the use of our preferred lender. Discover the opportunity to own a newly constructed home by D.R. Horton in sought-after Pinellas County. As part of our Spot Lot Program, this home is thoughtfully built on an individually selected homesite and is currently under construction, offering a unique alternative to traditional community living. Each residence is designed with modern living in mind, featuring open-concept floor plans, quality craftsmanship, and carefully curated finishes. Buyers will appreciate functional layouts, energy-efficient features, and attention to detail throughout. This home reflects D.R. Horton's commitment to delivering well-designed spaces that prioritize functionality and everyday livability. Specific features, finishes, and floor plans may vary by property.

3474 16th Avenue 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

$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

$449,000

3 Beds ⋅ 2 Baths ⋅ Washington Terrace SubDv. ⋅ 33711 Zip Code

Pre-Construction. To be built. Receive up to $10,000 towards closing costs & special interest rates with the use of our preferred lender. Discover the opportunity to own a newly constructed home by D.R. Horton in sought-after Pinellas County. As part of our Spot Lot Program, this home is thoughtfully built on an individually selected homesite and is currently under construction, offering a unique alternative to traditional community living. Each residence is designed with modern living in mind, featuring open-concept floor plans, quality craftsmanship, and carefully curated finishes. Buyers will appreciate functional layouts, energy-efficient features, and attention to detail throughout. This home reflects D.R. Horton's commitment to delivering well-designed spaces that prioritize functionality and everyday livability. Specific features, finishes, and floor plans may vary by property.

6461 28th Street N, 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

$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

$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

$489,900

4 Beds ⋅ 2 Baths ⋅ St Petersburg Investment Cos Add To Oak Park SubDv. ⋅ 33711 Zip Code

Charming St. Petersburg home with its own private guest house! Set on a corner lot at 18th Ave S and 41st St S, this property offers TWO SEPARATE HOMES: a remodeled 3 bedroom / 1 bath main house and a detached 1 bedroom / 1 bath cottage, each with its own private entrance, 4 bedrooms and 2 baths in all. Ideal for extended family or guests who want their own front door and privacy, for a home office or studio, or for living in the main house while the cottage helps with the mortgage. The cottage is currently leased at $1,500 a month, so the income is already in place if you want it, and the main house is vacant and ready for you to move right in. Both homes have been remodeled inside and are move-in ready; the roof was replaced in 2022. No HOA, no rental restrictions, and the property sits in FEMA Flood Zone X (non-evacuation), so lenders do not require flood insurance. Seller is offering a $15,000 credit to the buyer at closing. Minutes to downtown St. Petersburg, the Skyway Marina District, the Gulf beaches and I-275. Come see how much living fits on one lot.

4105 18th Avenue S, St Petersburg

Gulfport Homes under $500,000

Newest Gulfport Homes under $500,000