Gulfport Homes under $400,000

Gulfport Homes under $400,000

Welcome to Gulfport, Florida – a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community spirit. Known for its eclectic arts scene, stunning waterfront parks, and a welcoming atmosphere, Gulfport is the perfect blend of laid-back beach town and lively urban living. With its picturesque streets lined with colorful bungalows and historic buildings, this charming city offers a unique lifestyle that appeals to families, retirees, and young professionals alike.

One of the most appealing aspects of Gulfport is its affordability, especially for those seeking homes under $400,000. Here, you can discover a variety of properties, from cozy single-family homes to quaint townhouses, all within a budget-friendly price range. Many of these homes boast charming architectural details, inviting outdoor spaces, and proximity to the beautiful Gulf beaches, making them ideal for anyone looking to embrace the coastal lifestyle.

Beyond the homes, Gulfport offers a plethora of recreational activities. Spend your weekends strolling through the vibrant Gulfport Arts District, where local artists showcase their talents, or enjoy a relaxing day at the beach, soaking up the sun and watching the boats sail by. The city also hosts a variety of community events, including art walks, farmers' markets, and festivals, fostering a strong sense of community and connection among residents.

Whether you're looking to invest in a starter home or downsize into a cozy retreat, Gulfport has something for everyone. Come and explore the possibilities of living in this delightful city, where your dream home awaits!

Newest Gulfport Homes under $400,000

1752 42nd Street S, St Petersburg
$229,900
2 Beds ⋅ 1 Baths ⋅ Richardsons W E SubDv. ⋅ 33711 Zip Code
Updated, easy to own and ready on day one. This 1950 St. Petersburg home comes with the heavy lifting already done: a new roof in 2024, an HVAC system replaced in 2017, and a full interior refresh completed earlier this year! Inside, a smart layout makes every square foot count. The living and dining areas flow together in one bright, open space, with upgraded vinyl flooring throughout. The redone kitchen is the showpiece: shaker cabinetry, warm butcher block counters, a farmhouse sink and updated lighting. Two bedrooms and a full bath complete the home, along with a separate indoor laundry room and an attached carport for covered parking. Then there's the yard. The home sits on a 6,255 sq ft lot with a fully fenced backyard, room for a garden, a play space or weekend cookouts with friends. Shopping and restaurants are close by, and main roads put downtown St. Pete and the Gulf beaches within easy reach. Well kept, thoughtfully updated and ready for its next owner. Book your private showing today!

1752 42nd Street S, St Petersburg
4502 9th Avenue S, St Petersburg
$399,000
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
3501 17th 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
4502 9th 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
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
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
4540 18th Avenue S, St Petersburg
$289,000
3 Beds ⋅ 2 Baths ⋅ Shadow Lawn SubDv. ⋅ 33711 Zip Code
If you are looking for a property close to Gulfport-you just found it! Located in Flood Zone X! Two car detached garage that offers endless opportunities to expand, or create additional space! Nicely updated interior in a house that shows beautifully! New kitchen with stone countertops.... and buyer gets to pick out the appilances! (Fixed concession amount) Fresh interior paint! A rare 3/2 with a small bonus room at the front of the house that ccould be a great office or playroom? (no closet) So many possibilities and located minutes away from downtown Gulfport-what more could you want? Call the listing agent for an appointment to see this cute lil gem! Please submit all offers on Florida AS IS with preapproval or POF. All information provided in this listing is believed to be accurate but is not guaranteed. Out of state seller(s) has never occupied property. Measurements, dimensions, square footage, lot size, room size, features and descriptions are provided for informational purposes only and were taken from public records, prior listings, or other sources. Buyer and buyer's agent are responsible for verifying all information deemed to be important to the buyer-including but not limited to square footage, room demisions, lot size, property boundries, permitted use, zoning, permits, and condition of property, prior to entering into a contract and/or closing.

4540 18th Avenue 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
4400 6th Avenue S, St Petersburg
$303,900
3 Beds ⋅ 2 Baths ⋅ Woodstock Sub SubDv. ⋅ 33711 Zip Code
Welcome Home! This beautifully renovated 3-bedroom, 2-bath home has been completely transformed from top to bottom and is truly move-in ready. Situated on a spacious corner lot, this home combines modern updates, comfortable living space, and plenty of outdoor potential in one inviting package. Step inside and you’ll immediately appreciate the fresh, modern feel throughout. The entire home has been fully renovated with thoughtful updates and a clean, contemporary finish, creating a space that feels brand new while still offering the comfort and functionality of a single-family home. The spacious layout provides plenty of room for everyday living, entertaining, a home office, or whatever fits your lifestyle. The three bedrooms offer flexibility for family, guests, or work-from-home space, while the two beautifully updated bathrooms add convenience and style. Major systems have also been taken care of, including a brand-new AC system and brand-new water heater, giving you peace of mind for years to come. Outside, the oversized corner lot provides plenty of room to enjoy the Florida lifestyle, with ample space for outdoor entertaining, pets, gardening, or creating your own backyard oasis. A convenient carport provides covered parking and additional functionality. With its complete renovation, brand-new major systems, spacious corner lot, and move-in-ready condition, this home offers an opportunity to simply move in and enjoy without taking on a renovation project. Whether you're looking for a primary residence, seasonal getaway, or investment property, this home is ready for its next owner. Buyer and buyers broker to verify any and all lease restrictions

4400 6th Avenue S, St Petersburg
4511 20th Avenue S, St Petersburg
$349,800
4 Beds ⋅ 2 Baths ⋅ Shadow Lawn SubDv. ⋅ 33711 Zip Code
Completely reimagined, beautifully updated, and move-in ready! This solid-block 4-bedroom, 1.5-bath home has been thoughtfully transformed from top to bottom, delivering the fresh, modern feel today’s buyers are looking for, while offering the peace of mind of 1989 block construction, a newer roof installed in 2019, and a location that is NOT in a flood zone! The stunning September 2026 renovation features brand-new tile flooring throughout, a completely redesigned kitchen with crisp white shaker-style cabinetry, new stainless-steel appliances, and gorgeous Level 3 granite countertops. Both bathrooms have been fully renovated with stylish, contemporary finishes, creating a cohesive look throughout the home. The spacious floor plan offers four generously sized bedrooms, providing plenty of flexibility for family, guests, a home office, or whatever your lifestyle demands. Step outside to discover a large, fully fenced backyard offering a blank canvas for your vision—whether that means creating a lush private paradise, adding a pool, designing the ultimate outdoor entertaining space, or simply enjoying room to spread out and relax. There’s plenty of potential to make this outdoor space uniquely your own. And the location? It’s hard to beat. Just a few blocks from the eclectic shops, restaurants, galleries, and vibrant atmosphere of beloved Gulfport, with I-275 approximately five minutes away for convenient access throughout St. Petersburg and Tampa Bay. Beautifully updated, solidly built, generously sized, and exceptionally well located, this home truly checks the boxes. This home MAY BE ELIGIBLE for up to $80,000 in Down Payment Assistance—check with your real estate advisor for program details and eligibility.

4511 20th Avenue S, St Petersburg
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