Location: Gulfport
Do Not Show Listings
5731 28TH AVE S, GULFPORT, FL 33707
$500,000126 Days on yellowkey MLS ID: TB8456482
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2003 Tax: $2,277 (2024)Community: Boca Ceiga ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,277
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Tax Year: 2024
Middle School: Azalea Middle-PN
Remarks: On quiet mornings, the lake is still. The light filters in. And the day begins exactly the way it should. This residence delivers an exceptional Forida living experience. It is defined by soaring ceilings, abundant natural light, and sightlines that continually reconnect you to the outdoors. The open concept entry, living and dining areas blend seamlessly into the kitchen creating a space that feels both inviting and elegant. It offers extended wood cabinetry with soft close drawers, stone countertops and a generous island and breakfast bar. Ideal for meal preparation, a casual bite, and gathering with friends and family. The primary retreat, conveniently located on the main level, features an updated en-suite bath. Upstairs, a loft-style split bedroom configuration offers the perfect balance of privacy and convenience. Two spacious bedrooms share a guest bath that has recently been updated with a walk-in shower. Storage is plentiful, including a walk-in closet that has been thoughtfully created from a former bathroom; plumbing remains in place for an easy conversion back to three bathrooms if desired. For those who cherish outdoor spaces, this home delivers! Dine al fresco on the extended paver patio, an ideal setting for outdoor meals, year-round get-togethers, or evening cocktails under the stars. After a stroll around Ibis Park or a day from the beach, rinse off in the private outdoor shower. The landscaping has been carefully curated with an eye for detail creating a true tropical oasis. There is ample parking to accommodate both vehicles and golfcarts. An incredibly unique feature is the additional 500+ square feet of storage and utility space found at the end of the carport, affectionally referred to as the “basement”. Think man cave, workshop, extra storage, or just ease of accessible plumbing and electrical systems. Impact rated windows, sliders and doors not only provide quiet from the outside world, but this added protection has helped prove this property’s resilience. The hot water heater is brand new and the roof system was replaced in 2019 and 2023. All of this is just moments from Gulfport’s Historic District where the waterfront, live music, open-air markets, and a vibrant community spirit make Gulfport feel like a destination and a home.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Tally Figueredo (727-515-7727)
6214 8TH AVE S, GULFPORT, FL 33707
$539,9003 Days on yellowkey MLS ID: TB8498528
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1372 Built: 1952 Tax: $3,726 (2025)Community: Pasadena Estates Sec CSingle Family
Taxes:$3,726
Elementary School: Bear Creek Elementary-PN
Tax Year: 2025
Remarks: An artistic retreat in the heart of Gulfport, this mid-century pool home blends timeless design with inspired updates, all centered around a lush, whimsical outdoor space that feels like a living work of art. Ideally situated on a charming brick-lined street in a sought-after Gulfport neighborhood, just minutes from the downtown waterfront and vibrant Arts District, and within close proximity to Stetson University and only three blocks from Pinellas Trail access. Step inside to a spacious, light-filled living room showcasing stunning refinished terrazzo floors, elegant cove ceilings, and beautiful built-in bookshelves. The living area flows effortlessly into a recently modernized kitchen featuring solid wood 42-inch cabinetry with dovetail drawers, custom built-in storage solutions, quartz countertops, a natural gas range, and a convenient breakfast bar. This versatile floor plan features a spacious king-sized primary bedroom with a generous closet, along with a well-sized guest room offering tranquil pool views. Two well-preserved mid-century bathrooms showcase original retro tile in exceptional condition, celebrating the home’s authentic architectural character. At the rear of the home, a spacious multi-use Florida room overlooks the pool and screened patio - perfect as a home office, artist’s studio, additional living space, or dining area. With the addition of a wall, this space could easily be converted into a third bedroom while still maintaining ample living area. Beyond the Florida room, you’ll find a large screened porch with beautiful exposed wood-beam ceilings - an ideal place to relax, catch the breeze, and enjoy tranquil views of the pool and lush, tropical landscaping. The backyard feels like a private, whimsical retreat, complete with a sparkling in-ground pool, sun deck lounge area, charming vine-covered arbor, outdoor shower, and an abundant variety of mature plantings that attract butterflies and offer year-round color. The yard is fully fenced for added privacy and seclusion. At the rear of the property, an oversized air-conditioned one-car garage offers a built-in workbench, shelving, and a spacious laundry area with a full-size washer and dryer, along with ample room for covered parking. Convenient alley access leads to a long driveway providing abundant off-street parking for multiple vehicles, as well as easy rear entry to the home. Additional improvements include a New Shingle Roof (2025), Hurricane Impact Windows (2023), Tankless On Demand Gas Water Hater (2020), and Blown Insulation (2021). This Gulfport gem sits in a prime location close to the artsy downtown district, marina, and scenic parks, and is just around the corner from Stetson Law. Whether you're strolling to the Tuesday market or heading to the beach for sunset, everything you love about coastal living is close by. Spend your days exploring art galleries, browsing unique boutiques, savoring local cuisine, and unwinding on some of the Gulf Coast’s most stunning beaches. This ideal location also offers quick access to vibrant Downtown St. Pete and convenient connectivity to I-275 for effortless commuting or weekend adventures.
Listing is courtesy of: ASSET MANAGEMENT REAL ESTATE (727-820-1991)
Listing Agent: Darcie Wheeler (727-820-1991)
4624 27TH AVE S, GULFPORT, FL 33711
$485,0003 Days on yellowkey MLS ID: TB8498606
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1336 Built: 1952 Tax: $1,687 (2025)Community: Burns F J Realty Cos RevSingle Family
Taxes:$1,687
Elementary School: None
High School: None
Middle School: None
Remarks: Move-in ready Gulfport home on a desirable corner lot with major upgrades already done! This solid block construction home offers durability and peace of mind, featuring fresh interior and exterior paint, an updated primary bathroom, spacious walk-in closet, tile flooring, and a functional layout designed for easy living. Enjoy added security with wired security cameras already installed, along with major system upgrades including impact hurricane windows (2023), new impact front door (2025), roof (2016), solar system with emergency power outlets, updated A/C and ductwork (2020), hybrid water heater, and extensive electrical improvements throughout. Outside, you’ll find a freshly painted exterior, pavered patio with additional parking, a one-car garage, and a convenient no-step front entry. Located just minutes to downtown Gulfport, beaches, dining, and entertainment—this home blends comfort, efficiency, and location. Garage experienced minor water intrusion during recent hurricanes; no impact to main living areas.
Listing is courtesy of: CENTURY 21 INTEGRA (800-593-7653)
Listing Agent: Aaron Beeman (727-201-6881)
3014 58TH ST S, GULFPORT, FL 33707
$549,0009 Days on yellowkey MLS ID: TB8496120
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1204 Built: 1969 Tax: $3,975 (2025)Community: Horners RepSpa: NoSingle Family
Taxes:$3,975
Remarks: This amazing Gulfport property with 2 lots has so many great features you will feel like you are home! It is nestled in this beautiful community where you can walk to downtown Gulfport and find beaches, shops, parks, bars, tons of restaurants, and a thriving Arts District. This three bedroom, 2 bath house has a split floorplan and sits on a double lot with alley access and off street parking available. It has many new updates: new kitchen with appliances, new water heater, new garage door and opener, newly finished terrazzo floors, and more. The outdoor entertaining space will truly wow you! There is plenty of room for friends and family to gather. The house is surrounded by beautiful xeriscaping and a screened-in porch. There is plenty of room for a fire pit, outdoor kitchen, or even a pool here. Don't miss this chance to be part of this vibrant city!
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE (727-440-6444)
Listing Agent: Stephanie Mcnaughton (727-421-1242)
5429 ESSEX AVE S, GULFPORT, FL 33707
$1,300,000121 Days on yellowkey MLS ID: TB8457726
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2340 Built: 2012 Tax: $14,749 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$14,749
Remarks: Welcome to a coastal paradise in the heart of Gulfport’s Historic Art District! Key West–inspired short-term rental residence offers breathtaking views of Boca Ciega Bay and adjacent Veteran’s Park, delivering the ultimate waterfront lifestyle just steps from the vibrant charm of downtown Gulfport. As you arrive, you’re welcomed by your private outdoor oasis with panoramic water views—perfect for morning coffee, sunset cocktails, or entertaining guests. Inside, the home blends coastal elegance with modern comfort, featuring a gourmet kitchen with stone countertops, extensive cabinetry and storage, ideal for both everyday living and hosting. The luxurious primary suite is a true retreat, complete with a professionally designed walk-in closet system and an ensuite spa-like bath featuring a whirlpool tub, dual vanities, and an oversized enclosed shower. On the third floor, private outdoor decks off the primary, second, and third bedrooms invite you to relax and enjoy the coastal breeze and Gulfport’s famous sunsets. Designed with both convenience and durability in mind, the home includes an elevator, impact windows, Hardie plank siding, Trex decking, and a low-maintenance turf yard. The oversized two-car garage offers ample space for vehicles, kayaks, jet skis, or a workshop. Energy efficiency shines with a whole-home solar system, keeping electric bills low. Located just a short walk to Gulfport’s restaurants, galleries, waterfront pier, bars, shops, and the popular Tuesday morning Farmers Market, this home also offers legal short-term rental potential—making it an incredible opportunity for both lifestyle and income. Don’t miss your chance to own this one-of-a-kind waterfront gem in one of Tampa Bay’s most beloved coastal communities. All information is deemed accurate but should be verified and is not warranted.
Listing Agent: Tricia Dooley (727-460-0060)
2814 47TH ST S, GULFPORT, FL 33711
$675,000114 Days on yellowkey MLS ID: TB8457077
REDUCED by $25,000 (3.6%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1950 Tax: $2,996 (2024)Community: Burns F J Realty Cos RevSingle Family
Taxes:$2,996
Remarks: Jump at the chance to own this ENTERTAINER'S DREAM in the heart of Gulfport! This beautifully updated 3 bedroom, 2 bath POOL home sits on 2 lots and includes an oversized 2 car garage - a rarity in the Gulfport Marina District. With almost 2100 sq ft of living space, this home blends modern comfort with classic Florida character including 2 flex rooms that can be used for additional family rooms, bedroom, artist studio space ,work from home office or game room. Step into the backyard and feel like you've entered a private resort. A sparkling screened-in heated and chilled pool is a showstopper, surrounded by lush tropical landscaping, fountains, and swaying palms, creating a tranquil oasis perfect for year-round enjoyment. There's ample space for outdoor dining, lounging, and hosting gatherings, all protected by a huge, screened enclosure that keeps the outdoors enjoyable and bug-free. Whether you're entertaining a crowd, enjoying quiet mornings by the pool, or unwind after a day at the beach, this backyard is designed for pure relaxation and fun. The primary suite offers a serene retreat, while two additional bedrooms provide flexible space for family and guests. Many updates include a 2020 roof, 2025 HVAC, gorgeous porcelain tile, renovated hall bath, and motorized window treatments. This oasis is located one block off the Gulfport Marina and conveniently situated a few blocks from the vibrant waterfront district, shopping, dining, and our best Gulf beaches and a short 20min drive from our bustling DTSP offering entertainment venues, bars, and restaurants, this home truly has it all! Call for your private showing today! All information is deemed accurate but should be verified and is not warranted.
Listing Agent: Delia Davidson (727-688-7368)
3002 58TH ST S, GULFPORT, FL 33707
$685,000198 Days on yellowkey MLS ID: TB8434121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1552 Built: 1957 Tax: $9,916 (2024)Community: Horners RepSpa: YesSingle Family
Taxes:$9,916
Remarks: This beautifully remodeled Gulfport home is just blocks away from the Gulfport Historic Arts District, shops, dining, parks, and waterfront. It sits on a double corner lot with alley access. It has many new updates, brand new appliances, newer HVAC system, newer roof (only 4 years old), and a screened in back porch with Spa/Hot tub. The open floorplan means lots of room for entertaining friends and family. This is a chance to be close to the excitement of downtown while also enjoying the relaxing community vibes of this Gulfport neighborhood!
5211 25TH AVE S, GULFPORT, FL 33707
$425,0005 Days on yellowkey MLS ID: A4689798
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 662 Built: 1949 Tax: $3,385 (2025)Community: Roebucks RepSingle Family
Taxes:$3,385
Remarks: One or more photo(s) has been virtually staged. 2/1 in Gulfport Arts District with detached studio structure. Fully renovated 2025. This completely renovated 2-bed home in Gulfport, Florida offers a rare blend of flexibility, location, and all-new systems. The main home features a bright, efficient layout with updated finishes throughout and all new appliances installed in 2026, creating a clean, move-in ready space with modern comfort. A standout feature is the detached rear studio structure, complete with a full bathroom and dual closets. This versatile space can be used as a guest area, private office, creative studio, or flex space. Every major system was replaced in 2025 including a new metal roof, HVAC, water heater, electrical, and plumbing, offering true peace of mind for years to come. Fresh updates throughout give the home a crisp, refreshed feel while maintaining its Gulfport charm. Situated outside of a flood zone with no HOA restrictions, this property offers both security and freedom. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, shops, waterfront parks, and vibrant local events, and only about 10 minutes to downtown St. Petersburg. This 2-bed home in Gulfport is a unique opportunity for buyers seeking a move-in ready home with flexible-use space in one of the area’s most character-filled neighborhoods.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lucia Spriggs (518-337-3895)
2612 46TH ST S, GULFPORT, FL 33711
$475,00083 Days on yellowkey MLS ID: TB8469041
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1955 Tax: $4,363 (2025)Community: Haynsworth HeightsSpa: YesSingle Family
Taxes:$4,363
Remarks: Whether you're looking for a full-time residence, a weekend escape, or a second home that practically takes care of itself — this Gulfport block cottage delivers the Florida waterfront lifestyle with all the ease and none of the upkeep, thanks to thoughtful updates throughout: owned, paid-off solar panels (2021) averaging just $30–$50/month in electric bills, newer roof (2021), updated electrical panel (2021), updated sewer line (2023) with backflow preventer for added flood protection, custom hurricane fabric panels, waterproof exterior coating for additional storm mitigation, front porch and walkway pavers, sod, gutters with gutter guards, and HVAC and tankless water heater approximately 6–7 years old. The open floor plan flows naturally from the living room through the kitchen and into the dining area, with bedrooms positioned on opposite sides of the home for privacy. The guest bedroom includes its own private exterior entrance — equally suited as a home office, creative studio, or flex space with true separation from the main living areas. Inside, the home has been completely renovated with a cohesive, move-in-ready feel. Porcelain tile flooring runs throughout, paired with a fully updated kitchen and fully updated bathrooms that balance style and practicality. A custom built-in dining banquette anchors the dining area, allowing the space to live larger than its footprint — perfect for everyday meals and casual entertaining. An interior laundry room adds everyday convenience. Out back, a private tropical retreat awaits. Mature landscaping with uplighting creates lush curb appeal and backyard privacy. A large paver patio, hot tub, and outdoor shower offer the perfect setup for relaxing and entertaining — with zero grass and zero maintenance. A detached backyard shed with electrical rounds out the space, ready to serve as a workshop, storage, art studio, or finished flex retreat. A private driveway provides convenient off-street parking. Just two blocks from the Gulfport Marina and Clam Bayou Nature Preserve, you have immediate access to walking and biking paths, kayak and boat launches, and open water views of Boca Ciega Bay — where manatees and dolphins make regular appearances. Gulfport is one of Tampa Bay's most beloved waterfront communities, known for its weekly arts markets, live music, walkable Beach Boulevard, local breweries, coffee shops, and a laid-back coastal culture that's hard to replicate. Lock up and leave, or settle in full time — this neighborhood supports both effortlessly. No flooding or hurricane damage through the 2024 storm season, or ever, to the seller's knowledge. Flood insurance quote available for under $2,500/year upon request. Well suited as a primary residence or second home, this property captures everything that makes Gulfport special — walkable, water-oriented, and move-in ready. Ask about our preferred lender incentive!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Danielle Morrison (917-232-8972)
6012 KIPPS COLONY DR E, GULFPORT, FL 33707
$2,500,00052 Days on yellowkey MLS ID: TB8479670
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4348 Built: 2024Monthly Fee: $237 Tax: $27,535 (2025)Community: Kipp's Colony Estates At Pasadena Yacht/Country ClSpa: YesSingle Family
Taxes:$27,535
Remarks: One or more photo(s) has been virtually staged. Welcome to 6012 Kipps Colony Drive E, an exceptional custom residence nestled within the guard-gated community of Pasadena Yacht & Country Club in the Kipps Colony Estates of Gulfport. Situated on a quiet interior homesite, this elegant property offers privacy, sophistication, and the refined lifestyle synonymous with one of Tampa Bay’s premier country club communities. A stately exterior, manicured tropical landscaping, and an expansive paver drive create a grand arrival. Inside, soaring ceilings and expansive windows fill the home with natural light, highlighting the spacious, thoughtfully designed floor plan. The seamless flow between formal and casual living spaces makes the home equally suited for elevated entertaining and relaxed everyday living. The chef’s kitchen serves as the heart of the home, featuring custom cabinetry, premium stone countertops, high-end stainless appliances, wet bar with transparent wine closet and generous island seating—perfect for gathering with family and guests. Adjacent living and dining areas offer both openness and intimacy, creating versatile spaces for hosting or unwinding. The primary suite is a true retreat, offering generous proportions, refined finishes, and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, expansive his & her walk-in closets, and access to rear balcony. The media room is equipped with projector screen and surround sound system, and the 3 additional guest suites provide comfort and privacy, making the home ideal for extended stays or multi-generational living. Outdoor living is designed for year-round enjoyment. A covered lanai and beautifully appointed outdoor kitchen, sparkling pool with spill-over spa and submerged firepit create a private sanctuary for dining al fresco, entertaining, or simply relaxing in the Florida sunshine. The home’s quality construction and elevated design provide both elegance and peace of mind. Additional highlights include: Elevator, Impact-rated windows and doors, Oversized garage with ample storage, Smart home features, Meticulous landscaping & pavered areas, Flexible bonus or office space, and much more. Residents of Pasadena Yacht & Country Club enjoy access to optional membership amenities including championship golf, tennis, fitness, dining, and a full-service marina—all within a secure, private setting. Ideally located just minutes from award-winning Gulf beaches, vibrant downtown St. Petersburg, and Tampa International Airport, this address offers convenience paired with exclusivity. 6012 Kipps Colony Drive E is a statement of timeless design and effortless country club living—where privacy, prestige, and location converge beautifully.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Angela Julian Pa (727-520-2157)
5814 20TH AVE S, GULFPORT, FL 33707
$420,00024 Days on yellowkey MLS ID: TB8491127
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1383 Built: 1956 Tax: $2,208 (2025)Community: Boca Ciega EstatesSingle Family
Taxes:$2,208
Remarks: Here's your opportunity for 3 bedrooms, 2 bathrooms, indoor laundry, attached garage and a circle drive all on a large lot in Gulfport. There's a bit of charm here with warm wood tones and cove ceilings in the main living area plus the Saltillo Tiles (with signature footprints)in the primary. There are french doors from the primary bedroom leading you to the huge patio, and privacy fenced backyard. Dream big with plenty of room for a pool and still park a boat. Take your bike to Gulfport's quaint shopping, dining and beach district, the marina, clam bayou park, and nearby bike trails leading all across the county. This home is just a 10 minute drive to the Beaches or downtown St. Pete to enjoy all the area has to offer.
Listing is courtesy of: SHORE2BAY REALTY (727-203-5673)
Listing Agent: Jen Williams (813-363-3325)
5813 18TH AVE S, GULFPORT, FL 33707
$475,000258 Days on yellowkey MLS ID: TB8411384
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1596 Built: 1954 Tax: $7,309 (2024)Community: Boca Ciega EstatesSingle Family
Taxes:$7,309
Remarks: MOTIVATED SELLER! MOVE-IN READY 3BR/2.5BA HOME IN THE HEART OF GULFPORT – NO FLOOD INSURANCE REQUIRED. Beautifully updated single-family home featuring NEW luxury vinyl plank flooring throughout, a fully remodeled kitchen with stainless steel appliances, modern cabinetry, and updated countertops. All bathrooms renovated, including a private primary suite with updated en-suite bath. Major improvements include NEW ROOF (2020), newer windows, NEW AC, and recent termite tenting. Bright interior with functional layout and generously sized bedrooms. Half bath adds convenience for guests. Enjoy outdoor living with a large covered patio and fully fenced backyard with room for a pool and a mature mango tree. Located in a walkable, bike-friendly neighborhood just minutes to Gulfport Beach, waterfront, marina, arts district, dining, and shopping. Ideal for full-time residence, second home, or investment. Low-maintenance, updated, and ideally located—schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Lise Freeman (561-907-0095)
5211 JERSEY AVE S, GULFPORT, FL 33707
$260,00015 Days on yellowkey MLS ID: TB8493999
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1461 Built: 1956 Tax: $4,455 (2025)Community: Wilson HeightsSingle Family
Taxes:$4,455
Remarks: ***Multiple offers- Seller requests all Highest and Best offers due Friday, April 10th, at noon. *** Welcome to 5211 Jersey Avenue S, a well-maintained 4-bedroom, 2-bath home offering a functional layout and recent updates in a convenient St. Petersburg location. The home features a refreshed kitchen, defined living and dining areas, and an enclosed front porch that provides additional usable space and an inviting entry point. The primary bedroom includes an ensuite bathroom, offering added privacy, while the inside utility room enhances everyday convenience. The interior offers comfortable living as it stands today, with the opportunity for future enhancements over time to suit personal preferences. The layout supports a variety of uses with four bedrooms, allowing flexibility for guests, work-from-home needs, or additional living space. Situated on a fenced lot with mature shade trees, the outdoor space provides room to enjoy, garden, or expand upon existing features. The driveway accommodates one vehicle, with additional potential for creative use of the yard space if desired. Located approximately 5 miles from downtown St. Petersburg, the property offers access to waterfront parks, restaurants, museums, and entertainment venues. The growing Skyway Marina District is approximately 2 miles away, known for its waterfront dining, marina access, and ongoing redevelopment. Gulf beaches, including St. Pete Beach, are located approximately 8–9 miles away, while downtown Tampa and Tampa International Airport are approximately 20 miles from the property, supporting convenient commuting and travel. Nearby shopping, parks, and local amenities further contribute to the overall appeal of the location. This home presents a solid opportunity with current livability and the ability to make future updates over time. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
2114 59TH ST S, GULFPORT, FL 33707
$467,00072 Days on yellowkey MLS ID: TB8472369
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1738 Built: 1956 Tax: $6,076 (2024)Community: Boca Ciega EstatesSingle Family
Taxes:$6,076
Remarks: This great home is a must see! It features four bedrooms and two baths. Think of all the possibilities - a separate area for family or friends to stay in while visiting or have extended family living under one roof. This house has plenty of space and a large yard to build an amazing backyard oasis. The house is sitting high and dry with no flood insurance required. This is an amazing location right between Stetson College of Law and downtown Gulfport with the beaches just a few minutes away. Downtown Gulfport has it all! There are fantastic shops, dining, morning markets, art and community events, parks, and beaches. Nearby you will also find golf courses and a marina. Schedule an appointment today to see all the potential here waiting for you!
4804 29TH AVE S, GULFPORT, FL 33711
$435,00032 Days on yellowkey MLS ID: TB8487843
REDUCED by $26,400 (5.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1946 Tax: $984 (2025)Community: Baywood SubSingle Family
Taxes:$984
Remarks: Dreams come true in Gulfport. Cut loose from the hustle of the city. Live near the water in this gorgeous 3 bed, 2 bath solid block home. From the moment you pull into the brick paved driveway you can feel the care that has been placed into regular maintenance here. The lot is landscaped for privacy and comfort. The landscaping features plants complimentary to Florida’s ecosystem. The backyard has a patio deck and luscious palms to shade you on relaxing sunny days. The interior has been freshly painted throughout and other updates include wood grain tile flooring, electric water heater, and electric outlet repositioning. Kitchen cabinets are all Kraftmaid brand, some with slide out trays, corner tier cart in cabinet by the range for accessible storage. The dark gray base cabinets are new 2025, upper cabinets are finished in natural wood. New stainless steel kitchen appliances. Full roof replacement 2025. Hurricane Shutters, storm windows. AC system is central in the main part, plus 2 ductless mini split units in the back part, of the house. Just 4 blocks to Downtown Gulfport, situated between the Gulfport Beach Recreation Area and Clam Bayou Nature Park, under 5 miles to St Pete Beach. Close to the Gulfport Municipal Marina. Adjacent to the Skyway District and South Pasadena. Great location!
Listing Agent: Jennifer Ferris (727-452-1472)
2700 44TH ST S, GULFPORT, FL 33711
$865,00015 Days on yellowkey MLS ID: TB8494045
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1980 Tax: $7,833 (2025)Community: Brunson-DowellSpa: NoSingle Family
Taxes:$7,833
Remarks: Under contract-accepting backup offers. Unique Gulfport Marina District Waterfront Residence. A rare opportunity to own a MOVE-IN READY house on STILTS! Built in 1980, this beautifully landscaped 2-bedroom, 2-bath cottage is located just two blocks from the Gulfport Marina and about a mile from downtown Gulfport. Situated on a rare oversized lot, the home offers exceptional outdoor living and great potential featuring under the home additional space to create your dream outdoor kitchen and more. You'll love the modern features such as recessed lighting, sleek ceiling fans, hurricane impact windows and sliders, modern kitchen design, and a beautifully designed primary en-suite. Outdoor living is exceptional with south facing exposure, sunrises, sunsets, a wrap around porch, huge Tiki gazebo, hot tub, expanse water views, and tropical atmosphere. You'll have more time on your hands relaxing curtesy of effortless maintenance provided by the Astro Turf and crushed shell grounds. Additionally, water sports options abound from fishing off your dock, kayaking or paddle boarding to downtown Gulfport’s restaurants/bars scene or simply bring the boater in you and enjoy easy access to the Gulf and beyond. Life in Gulfport is relaxed, colorful, creative and full of character. This charming waterfront community is known for its vibrant arts scene, walkable streets, and welcoming small-town feel. Residents enjoy waterfront sunsets at the Marina or the Municipal Beach, strolling along the shops and restaurants of Gulfport Waterfront District, and gathering for popular local events like Gulfport Art Walk and the weekly Gulfport Tuesday Fresh Market. With beautiful beaches just minutes away and the culture and energy of St. Petersburg nearby, Gulfport offers a unique coastal lifestyle where art, boating, dining, and community come together to create an unforgettable place to live. Take advantage of this opportunity to own your very own coastal retreat and enjoy the best of Gulfport living.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Bethsabe Bockman-Pedersen (727-403-9976)
5520 20TH AVE S, GULFPORT, FL 33707
$439,90038 Days on yellowkey MLS ID: TB8485962
REDUCED by $5,100 (1.1%) on 04/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1958 Tax: $5,846 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,846
Remarks: Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
5414-5416 DELETTE AVE S, GULFPORT, FL 33707
$597,000185 Days on yellowkey MLS ID: TB8438446
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1921 Tax: $4,537 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$4,537
Remarks: Premier Waterfront District location just steps from Beach Blvd in Downtown Gulfport. This unique property features two separate residences on one parcel of land, each with its own electric meter—making it ideal for an in-law suite, multi-generational living, or rental income. The property has never flooded and is situated in one of Florida’s most walkable and desirable coastal neighborhoods. Enjoy immediate access to restaurants, coffee shops, art markets, live music, marina activities, and waterfront recreation, all while being tucked away on a private lot with mature trees. The property offers a rare opportunity for flexible living arrangements or guest accommodations. The front cottage features a 1-bedroom, 1-bath layout, while the second residence is a studio with a full kitchen and bath. Each dwelling retains classic Gulfport charm and presents an excellent opportunity for personal customization or cosmetic updates. This location also holds strong appeal for builders and visionaries seeking to create a custom coastal residence or multi-structure compound in a highly sought-after district where opportunities like this are increasingly rare. Whether used for multi-generational living, a private retreat with guest quarters, rental income, or future new construction, this property delivers exceptional potential in a premier Gulfport location
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Betty Rohe (301-366-3208)
4941 NEWTON AVE S, GULFPORT, FL 33707
$199,99911 Days on yellowkey MLS ID: TB8495617
3 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1952 Tax: $2,688 (2025)Community: HempsteadSingle Family
Taxes:$2,688
Remarks: Under contract-accepting backup offers. Calling all investors, Gulfport Fixer upper. CASH ONLY
Listing Agent: Mike Sherrard (727-773-7310)
5800 21ST AVE S, GULFPORT, FL 33707
$369,9005 Days on yellowkey MLS ID: TB8492189
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1420 Built: 1957 Tax: $4,147 (2025)Community: Boca Ciega Estates RepSpa: NoSingle Family
Taxes:$4,147
Middle School: Thurgood Marshall Fund-PN
Remarks: Charming Block Home on Oversized Corner Lot in the NO Flood Zone! This well-maintained single-story block home sits on a spacious corner lot in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 200-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove and a large refrigerator ready for your personal touch. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and classic Florida character—all in a prime location which is 1 mile from the Stetson Law School and downtown Gulfport, with it's unique boutique's, shopping, numerous restaurants, large public library, very active senior center and 1/2 mile of sandy beaches on the Boca Ceiga Bay. In addition, it's location has easy access to I-275 to get to St. Petersburg is a 15 minute drive, the St. Pete/Clearwater airport is only 20 minutes away and the Tampa International airport is within 30 minutes.
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Paula Burnie (517-388-0682)
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