Location: Gulfport
Do Not Show Listings
5020 27TH AVE S, GULFPORT, FL 33707
$333,924Listed 04/23/2026 9:12PM MLS ID: S5148541
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1006 Built: 1951 Tax: $4,564 (2025)Community: GulfportSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,564
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome Home to Old Florida Charm & Coastal Living! Located in the Art District in the beloved town of Gulfport, this two-bedroom/one-bath bungalow offers hardwood floors, built-in shelving and crown molding in the living/dining room, a cozy kitchen with stainless steel appliances (including a double-oven), a brand new hot water heater, and a light and bright sunroom that opens to your private backyard oasis, where you'll find a shed with electricity, well for irrigation, and plenty of room for a firepit, kayaks/canoes, and parking for a boat, golf cart, or RV (30 amp service in place) which you can access from the alleyway behind the home. The single car garage houses the washer/dryer, a washtub, and refrigerator. Take a short walk to the John F. Chase Park Complex that features an Art Center, tennis courts, a playground, a dog park, a bus stop, Scout Hall (for events), and the Gulfport History Museum, then continue to Beach Blvd. to enjoy the cool vibe of downtown Gulfport's waterfront historic district offering casual and fine dining, entertainment, unique boutiques, eclectic restaurants and bars, and a weekly farmer's market. There, you can also play sand volleyball and stroll down the iconic Williams Pier to catch a beautiful sunset. Less than a mile away, you will find two marinas (Mariner's Cover Marina and the Gulfport Municipal Marina, where you can charter or rent boats and access Boca Ciega Bay at the public boat ramp) and the Gulfport Yacht Club. The Twin Brooks Golf Course is one mile away and the Gulf beaches are about a ten minute drive away. It's also a short drive to downtown St. Pete, Tropicana Field (home of the Tampa Bay Rays), the Dali Museum, Johns Hopkins All Children's Hospital and several major hospitals. Two international airports are approximately 30 minutes away. This adorable place sits on almost a quarter-acre lot, is not in a flood zone, and has no HOA. What a wonderful place to call home!
Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)
Listing Agent: Sandy Harper (407-592-4663)
1901 53RD ST S, GULFPORT, FL 33707
$299,00011 Days on yellowkey MLS ID: TB8496563
REDUCED by $26,000 (8.0%) on 04/23/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 878 Built: 1950 Tax: $4,223 (2025)Community: Pasadena Gardens Gulfview Sec Blk 24, Lot 6Single Family
Taxes:$4,223
Remarks: Classic Gulfport Charm with Limitless Potential! Nestled on a spacious corner lot, this solid 2-bedroom, 1 1/2 -bathroom residence offers the perfect canvas for your Florida dream home. Step inside to find original hardwood flooring throughout the living areas and bedrooms, exuding a warmth and character rarely found in modern builds. The vintage kitchen provides ample cabinetry and a cozy dining nook, while the iconic pink-tiled bathroom adds a touch of mid-century flair. Additional features include: Bonus Living Space: A large, screened-in porch perfect for enjoying the coastal breeze. Functional Storage: An attached one-car garage with wood-paneled walls and a separate utility shed. Outdoor Living: An expansive paved patio in the backyard, ideal for entertaining. Located just minutes from the vibrant Gulfport Waterfront District’s shops, restaurants, and beach, this property is a fantastic opportunity for first-time buyers or savvy investors looking to add value in a highly sought-after community.
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Stacey Purcell (727-744-0636)
2807 45TH ST S, GULFPORT, FL 33711
$499,00060 Days on yellowkey MLS ID: TB8478977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1491 Built: 1960 Tax: $5,800 (2025)Community: Gulfport Harbor 1St AddSingle Family
Taxes:$5,800
Remarks: Completely renovated 2-bedroom, 2-bath pool home with dining/bonus room in Gulfport’s sought-after Marina District. The open-concept layout connects the living, dining, and kitchen areas, creating a bright, inviting space. The updated kitchen features modern appliances, ample storage, and a breakfast bar, while the separate dining/bonus room offers flexible space for entertaining, a home office, or additional living area. The private primary suite includes an en- suite bath, and the second bedroom is ideal for guests or family. Step outside to a very private, screened pool and hot tub combo—perfect for relaxing or entertaining year-round. Just minutes from waterfront parks, marinas, shops, and local dining, this home offers the best of Gulfport coastal living. Schedule your showing today.
3001 57TH ST S, GULFPORT, FL 33707
$380,00028 Days on yellowkey MLS ID: TB8489104
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1950 Tax: $3,877 (2024)Community: Jenkins & Berls RepSpa: NoSingle Family
Taxes:$3,877
Tax Year: 2024
Remarks: Opportunity meets charm in this ideally located Gulfport corner-lot property, perfectly positioned on a spacious 66 x 100 lot just minutes from the waterfront, vibrant downtown Gulfport, local dining, art galleries, and community events that make this area so highly sought after. This 2- bedroom, 2-bath concrete block home offers the solid foundation buyers want, with major updates already completed and endless potential to add your own style and finishing touches. The home features slab construction, slightly elevated with three steps to entry, a 1-car garage, attached carport, and abundant off-street parking—a valuable bonus in this coastal community. Inside, key improvements include updated electrical, impact resistant windows/doors, plumbing, HVAC, tankless hot water heater, and brand-new 2025 appliances including stove, refrigerator, and microwave. The roof, installed in 2011, provides added peace of mind, and attractive Bahama shutters on windows and doors add timeless Florida curb appeal. The property did experience water intrusion and has been professionally remediated, creating an excellent opportunity for the next owner to customize finishes and make this home their own. Whether you're seeking a full-time residence, winter getaway, or investment in one of Pinellas County’s most beloved neighborhoods, this property offers location, character, and upside all in one package. Contact us today to schedule your showing!
5800 21ST AVE S, GULFPORT, FL 33707
$369,90010 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
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
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 Agent: Paula Burnie (517-388-0682)
6214 8TH AVE S, GULFPORT, FL 33707
$539,9008 Days on yellowkey MLS ID: TB8498528
0 Days Off yellowkey (back on 4/23/2026)
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
Middle School: Azalea Middle-PN
Remarks: Under contract-accepting backup offers. 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)
5731 28TH AVE S, GULFPORT, FL 33707
$500,000131 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
Taxes:$2,277
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)
5614 30TH AVE S, GULFPORT, FL 33707
$559,0004 Days on yellowkey MLS ID: TB8499628
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1960 Tax: $4,856 (2025)Community: Ryan Rep To GulfportSpa: NoSingle Family
Taxes:$4,856
Remarks: Enjoy coastal breezes from the front porch of this beautifully updated cottage with modern farmhouse style located in vibrant charm of Gulfport’s Arts District. Step inside to a bright and inviting great room featuring polished terrazzo floors and fresh, neutral finishes throughout. The kitchen has been thoughtfully updated with an open-concept design, showcasing white shaker cabinetry, quartz countertops, subway tile backsplash, and stylish designer lighting. Just off the kitchen, the light-filled dining area creates an ideal space for both everyday living and entertaining. A tucked-away Florida room offers flexibility as a cozy lounge, home office, or guest space. The spacious primary bedroom features new tile plank flooring, sliding doors leading to the backyard, and a barn door entry to the updated bathroom complete with an oversized, curb-less shower. Additional bedrooms continue the home’s cohesive design with clean lines and a light, airy feel. Step outside to a private, fully fenced backyard—perfect for relaxing evenings, entertaining guests, or enjoying your own outdoor retreat. Ideally located just a short distance from Gulfport Beach, Clam Bayou Nature Preserve, and the lively Beach Boulevard Art Walk, you’ll also enjoy easy access to local dining, markets, live music, and the scenic waterfront along Boca Ciega Bay.
Listing is courtesy of: HECKLER REALTY GROUP LLC (727-954-5199)
Listing Agent: Katie Pultrone (302-660-6671)
1120 GRAY ST S, GULFPORT, FL 33707
$489,900281 Days on yellowkey MLS ID: TB8407738
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1738 Built: 1971 Tax: $6,914 (2024)Community: Pasadena Estates Sec DSingle Family
Taxes:$6,914
Remarks: MOTIVATED OWNER...offering a $10,000 Seller concession to Buyer with a FULL PRICE offer! In the heart of Gulfport, this updated four-bedroom, three-and-a-half-bath residence offers a seamless blend of modern comfort and thoughtful design. Spanning 1,738 square feet, this block home was completely remodeled in 2023 to include all new electrical and plumbing, a new kitchen with eat-in island/bar, a built-in pantry, built-in oven, built -in cooktop and granite countertops, renovated baths, and a new roof. The living room is centered around a fireplace for inviting gatherings. The primary bedroom includes an en-suite bath and direct access to the fenced backyard. A second bedroom has an en-suite bath, great for family or guests! Outdoor highlights include alley access via the alley fence gate and storage shed...room to park a boat or add a pool! NO FLOOD INSURANCE REQUIRED! This home needs some minor updates and is priced accordingly! Close to Gulfport’s vibrant art district, dining and waterfront, this home presents a rare opportunity for refined Florida living. HURRICANE IMPACT WINDOWS. Roof-2023 and HVAC-2019.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Carolyn Tasillo (615-300-6284)
5325 11TH AVE S, GULFPORT, FL 33707
$345,00045 Days on yellowkey MLS ID: L4959296
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 965 Built: 1956 Tax: $1,646 (2025)Community: Gulf GroveSpa: NoSingle Family
Taxes:$1,646
Remarks: This Mid-century, bungalow style home located in the middle of the city of Gulfport. This two bedroom, one bath (+ and outside 1/2 bath) pool home is located on a corner lot and boast a very lush, mature, tropical landscape. Inside you will find beautiful, original hardwood floors in the living room and both bedrooms, as well as ceramic tile in the kitchen, bathroom, and in the large Florida room located at the rear of the home (that also has a separate home entrance). The kitchen has granite counter tops on the original wood cabinets. This home has a newer metal room that was installed in 2019. The pool was built in 2019 and is surrounded by a concrete cool deck, palm trees, and rocks (in lieu of grass). The carport has been enclosed into a screened-in patio in the rear of the home, where there is also exterior access to the laundry/storage, half bathroom and a separate storage/tool room. This home is being sold "as is" only by the estate
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Tony Fridovich (863-698-4267)
2649 46TH ST S, GULFPORT, FL 33711
$435,00035 Days on yellowkey MLS ID: TB8488902
1 Days Off yellowkey (back on 4/4/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1097 Built: 1951 Tax: $2,400 (2024)Community: Waterview Park Sec 1Single Family
Taxes:$2,400
Remarks: Under contract-accepting backup offers. Newly Renovated Gulfport Home has just hit the market! Brand New Everything! No damage from either storm & No water intrusion inside; thanks to the step up into the home. This Two Bedroom, 1 Bath, 1-Car Garage property is move-in ready and entirely updated throughout! Walk into your bright and elegant living room space with large new impact windows & front door, as well as a fireplace with wood accent mantel. Notice the Tile Flooring throughout wood plank style in herringbone design, modern, timeless, & easy to clean! The galley kitchen features two-toned slow-close cabinetry with open shelving as well as a built-in wine rack, spice cabinet, & trashcan drawer! Plenty of cabinet and storage space, brand new stainless steel appliances, and a window overlooking the backyard. In-home laundry area located right off of the kitchen before entering the garage area. Take notice that the owners kept the kitchen archway unique to Historic Gulfport designed homes, updated while keeping its integrity. Spacious bedrooms complete with closets and large windows allowing lots of natural bright lighting throughout. Step into a beautifully designed bathroom with wall to ceiling tile, brushed gold accents, mosaic shower tile, and plenty of shelving for storage & design. From the Florida room step into the backyard which is prepped and ready for your vision! The raised flower beds are perfect for a vegetable or butterfly garden, the covered area can serve as a protected space to lounge or for a hot tub in the future! Two sheds for added storage and a little area for grass to grow, seed was just added to this area with the help of rainy season, the grass will pop up soon! Recently laid pebble rock added to increase driveway & parking spaces. This home exudes Gulfport charm from design to landscaping; it has it all! A must see property, reach out to our agents today for a showing!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Christopher Rogers (727-483-8153)
5631 23RD AVE S, GULFPORT, FL 33707
$949,9001 Day on yellowkey MLS ID: TB8500889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1956 Tax: $5,855 (2025)Community: Lake Butler Villa Cos AddSingle Family
Taxes:$5,855
Remarks: Pre-Construction. To be built. **New Construction** The York Plan with a 3 Bedroom, 2 Bathroom, 2 car garage, 1881 square feet design presents a harmonious blend of comfort and functionality, to cater to the modern homeowner. This thoughtfully crafted residence features three bedrooms, two full bathrooms, and a spacious two-car garage, offering secure parking and additional storage. Imagine coming home to a layout that seamlessly integrates living and entertaining spaces. The open-concept design allows for effortless flow between the living room, dining area, and kitchen, creating a warm and inviting atmosphere. The master suite boasts a generous walk-in closet and an en-suite bathroom, offering a touch of luxury. The two additional bedrooms, equally comfortable, share a conveniently located second bathroom. Whether you’re a growing family, a couple seeking extra space, or an individual who values a well-designed home, the York Plan provides the perfect balance of practicality and style.
Listing is courtesy of: WINWAY REALTY (813-283-0670)
Listing Agent: Matthew Carr (941-779-3046)
2921 DUPONT ST S, GULFPORT, FL 33707
$725,0001 Day on yellowkey MLS ID: TB8500842
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 2001 Tax: $9,245 (2025)Community: Boca Ceiga ParkSingle Family
Taxes:$9,245
Remarks: Located in the heart of downtown Gulfport, this 21st century Key West-style elevated home is picture perfect and blends seamlessly with the area’s eclectic charm. A custom wood gate welcomes you into a large, ultra-private courtyard filled with tropical plantings, creating a serene and beautiful setting that truly sets this home apart. Surrounded by masonry walls, this inviting outdoor space leads to the staircase up to the main living level. Upstairs, an open floor plan connects the living, dining, and kitchen areas, all enhanced by vaulted ceilings and easy-care laminate flooring throughout. The kitchen features ample cabinetry, stone countertops, stainless steel appliances, and a center island, ideal for cooking, gathering, and entertaining. The spacious living room offers high ceilings and sliding doors that open to an expansive covered balcony. Designed with a split-bedroom layout, this home offers two bedrooms and two bathrooms. The primary suite includes a large walk-in closet, en suite bath with double sinks, a separate tub and shower, and private access to the balcony. The second bedroom is tucked away on the opposite side of the home and features vaulted ceilings and its own generous walk-in closet. The 35-foot covered balcony spans the entire south side of the home, overlooking the courtyard below, perfect for relaxing or entertaining. The entire lower level is enclosed and offers exceptional versatility, including an oversized two-car garage with newly epoxied floors, automatic garage door openers, hurricane-rated windows, and flood gates for added peace of mind. A spacious 16’ x 25’ unconditioned bonus room provides endless potential for storage, a workshop, art studio, or creative space. Outside, the expansive courtyard is truly an entertainer’s dream, complete with a 28-foot covered patio and surrounded by vibrant tropical greenery. The property also features alley access to the garage and a four-car off-street parking pad in front. The front yard is thoughtfully designed with xeriscaping and Florida-friendly plants, complemented by a drip irrigation system for easy, low-maintenance care. All of this just steps from everything downtown Gulfport has to offer—shopping, dining, the beach, fishing pier, vibrant seasonal events, and more. All room measurements are approximate and should be verified by Buyer.
Listing is courtesy of: CALDWELL REALTY (727-321-1212)
Listing Agent: Jody Sepulveda (727-515-0134)
5921 15TH AVE S, GULFPORT, FL 33707
$429,90053 Days on yellowkey MLS ID: O6386789
0 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1951 Tax: $4,289 (2025)Community: Pasadena Estates Sec DSingle Family
Taxes:$4,289
Remarks: Welcome to a beautifully reimagined Gulfport home where timeless character meets modern luxury. Set on a prominent corner lot just a short walk from Stetson and close to the vibrant waterfront district, this fully renovated 2-bedroom, 1-bath residence has a rare blend of warmth, style, and luxury. From the moment you arrive, the newly landscaped front yard makes an unforgettable impression. Elegantly designed and professionally curated, the landscaping complements the home’s architecture while enhancing its presence and curb appeal. The refined paver driveway, modern exterior lighting, and inviting covered front porch create a welcoming and elevated entrance that immediately sets the tone. Inside, restored original hardwood floors add richness and authenticity, while abundant natural light and thoughtfully selected modern lighting create a bright, uplifting atmosphere throughout. The fully redesigned kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, a spacious island, designer backsplash, and brand new top of the line stainless steel appliances. This space blends luxury, performance, and everyday functionality in a way that truly enhances the living experience. The formal dining area has a refined space for gatherings, enhanced by luxury tile flooring that adds texture and distinction. The updated bathroom continues the home’s modern aesthetic with clean lines and quality finishes. New impact-rated windows and doors, new HVAC, new water heater, new gutters, new stucco, and new exterior paint provide peace of mind and long-term comfort. The backyard is equally impressive, featuring newly installed pavers that extend into a private patio surrounded by professionally designed and curated landscaping. This outdoor space has both beauty and privacy. Whether you're relaxing, entertaining, or enjoying quiet evenings this is a thoughtfully crafted setting. The fully fenced yard with two gated access points, one single gate and one double gate, provides flexibility, functionality, and convenience. This home is more than a renovation. It’s a complete transformation. Every surface, system, and finish has been thoughtfully upgraded, while the carefully designed landscaping in both the front and backyard creates a cohesive, luxurious environment that feels intentional and complete. Positioned in the heart of Gulfport, this property is not just a home, but a lifestyle defined by charm, convenience, and modern coastal elegance. As if it couldn't get any better, this property is located in Flood zone X!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4941 NEWTON AVE S, GULFPORT, FL 33707
$199,99916 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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mike Sherrard (727-773-7310)
5918 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$3,300,000182 Days on yellowkey MLS ID: TB8440089
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3891 Built: 1993Monthly Fee: $276 Tax: $18,116 (2024)Community: Skimmer Point Ph IiSpa: YesSingle Family
Taxes:$18,116
Remarks: Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Anastasia Gray (727-900-8781)
5814 20TH AVE S, GULFPORT, FL 33707
$420,00029 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)
5230 11TH AVE S, GULFPORT, FL 33707
$525,00049 Days on yellowkey MLS ID: TB8482582
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1488 Built: 1955 Tax: $8,870 (2025)Community: Pasadena HeightsSpa: NoSingle Family
Taxes:$8,870
Remarks: RARE OPPORTUNITY – HUGE DOUBLE CORNER LOT IN HISTORIC GULFPORT! Bring your boat, RV, trailer, or all three—this oversized double corner lot at 53rd St S & 11th Ave S offers endless possibilities to build, expand, or generate income in one of Gulfport’s most desirable locations. This move-in-ready 3-bedroom, 1.5-bath home with a 1-car garage features spacious, flexible living areas, including a separate living room plus a family/dining room ideal for entertaining or multi-use living. The kitchen includes a walk-in pantry and ample storage, while generous closet space throughout adds everyday convenience. Endless Potential & Investment Upside: • Create a multi-generational compound with room for extended family • Add a duplex or accessory dwelling unit (ADU) for rental income or guest space • Expand or build new construction on this rare double lot • Ideal for investors, builders, or house-hackers looking for income-producing property The oversized garage with built-in workbench is perfect for projects, storage, or conversion potential. Prime Location: Minutes from Stetson University College of Law, Gulfport Beach, and Gulfport Municipal Marina, plus quick access to vibrant Downtown St. Petersburg with top dining, shopping, and waterfront parks. Easy access to Interstate 275 for a fast commute to Tampa. Why this property is a standout: • Rare double lot in Gulfport • Corner lot with abundant parking • Room for boat/RV/trailer storage • Multi-generational living potential • Strong income-producing & development opportunity Properties with this kind of flexibility and upside are hard to find—act fast before it’s gone!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Norma Lopez (727-580-5402)
908 61ST ST S, GULFPORT, FL 33707
$565,00078 Days on yellowkey MLS ID: TB8473045
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1476 Built: 1949 Tax: $4,004 (2024)Community: Pasadena Estates Sec DSingle Family
Taxes:$4,004
Remarks: One or more photo(s) has been virtually staged. Completely remodeled and move-in ready, this beautifully updated 3-bedroom, 2-bath home is ideally located in Gulfport near Stetson University and just minutes from downtown, the waterfront, and local shops and restaurants. The home features a brand-new kitchen with white cabinetry, quartz countertops, stainless steel appliances, and modern finishes throughout. The spacious primary suite offers a large bedroom, private bath, and walk-in closet, while the split bedroom layout provides comfort and privacy for guests or family. Additional highlights include an enclosed laundry room, updated baths, tile flooring throughout, and abundant natural light. Outside, the large backyard offers alley access with plenty of space for a pool, boat, RV, or future additions, along with an enclosed back deck ideal for entertaining or relaxing. Thoughtfully renovated from top to bottom, this home blends modern style, flexibility, and location in one of Gulfport’s most desirable areas.
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Brian Hollenbeck (920-253-8233)
5824 GULFPORT BLVD S, GULFPORT, FL 33707
$339,00070 Days on yellowkey MLS ID: TB8475752
REDUCED by $10,000 (2.9%) on 04/07/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 1945 Tax: $6,198 (2025)Community: Bay View Park Sec PSingle Family
Taxes:$6,198
Elementary School: Azalea Elementary-PN
High School: East Lake High-PN
Middle School: Bay Point Middle-PN
Remarks: No flood damage and no flood insurance required! Freshly painted interior! Just one mile from the sparkling waterfront, this circa 1945 “Old Florida” charmer tells a story the moment you arrive. A cozy covered porch sets the scene, and then — that magenta front door. Bright, happy, unforgettable. It swings open to reveal original hardwood floors, plantation shutters, classic wainscoting, mosaic tile accents, and a surprisingly open layout that feels airy and effortless for a home of this era. The living room flows naturally into the kitchen, with space for a full dining table where friends linger a little longer and dinners turn into memories. To one side of the home, you’ll find two inviting bedrooms and a full bath — tucked away and peaceful. On the other side, a step-down bonus room offers flexibility and possibility: home office, media lounge, guest retreat, or even future conversion into a multi-generational suite or income-producing space with the garage. It’s the kind of layout that adapts to your story. Step outside and the mood shifts to lush and green. Bamboo sways in the breeze, mango and palm trees frame the yard, just shy of a ¼-acre lot — a rare find this close to the coast — gives you room to dream big. Boat, RV, pool, gardens, entertaining under the stars… there’s space for it all. No HOA, no CDD, new A/C unit in 2025, roof replaced in 2018, and a tankless water heater brings peace of mind. Updated windows, electric, and owner has installed a well to water the yard so no high water bills! Just the freedom to live creatively in Gulfport’s beloved Art District. Here, mornings begin with beach walks and salty air. Afternoons are spent wandering galleries and local markets. Evenings bring sunset celebrations on the pier, waterfront dinners, and live music drifting through town. You’re minutes to the marina, boat and kayak launch, and quick access to I-275 — close to downtown St. Pete and the airport, yet still feeling like your own tucked-away coastal escape. A little nostalgic. A little salty. Fully, joyfully Gulfport. Where the breeze feels softer, the colors feel brighter, and life moves just a little slower. Welcome to your bungalow by the beach. Come step inside and feel the sunshine for yourself.
Listing is courtesy of: HOME SWEET TAMPA BAY (813-523-2421)
Listing Agent: Amanda Clay (813-469-7935)
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