Location: Gulfport
Do Not Show Listings
5921 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$1,320,000171 Days on yellowkey MLS ID: TB8455664
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3464 Built: 2001Monthly Fee: $286 Tax: $16,067 (2025)Community: Pelican Bay Estates At Skimmer Point Ph ISingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,067
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Tax Year: 2025
Middle School: Azalea Middle-PN
Remarks: NEW PRICE – SELLER READY TO MAKE A DEAL!! More than a community, it's home. Life within the gated waterfront Pasadena Yacht and Country Club is built on connections where neighbors become friends and relationships develop on the golf course and in the water. It is one of the rare places you can swing a club or racquet in the morning then watch the sunset from your boat in the evening. At the heart of PYCC is an 18-hole Arnold Palmer-designed championship golf course, clubhouse with multiple dining options, active fitness center, deep water marina, jr Olympic-sized pool, tennis and pickleball courts. Residents may enjoy optional membership access to multiple amenities. Your custom built luxury home overlooks a tranquil pond with peaceful natural views including birds, ducks and turtles. Nearly every room of the spacious single story residence opens to the screened pool area creating seamless indoor and outdoor living. Featuring 4 bedrooms, 4 baths, and a 3 car garage this split bedroom floor plan includes a formal dining room, two bonus rooms (ideal for work-out space, play rooms, office), laundry room and an expansive kitchen-living area. Any chef would be proud to prepare a meal among the granite counters, wood cabinetry, breakfast island, gas range and breakfast island. The large primary suite offers an expansive walk-in closet and an ensuite bathroom with double granite topped vanities, soaking tub and walk-in shower. Special interior highlights include high ceilings, gas fireplace, and modern designs. The home is located close to downtown Gulfport boasting waterfront cafes, boutique shops, and a weekly market. It is also near the Gulf beaches, Fort DeSoto Park, and convenient interstate access to Tampa or Sarasota. Boat slips may become available for lease or purchase.
Listing is courtesy of: SUNCOAST HOME REALTY (727-204-5001)
Listing Agent: Keyvan Kohan-Shohet (727-204-5001)
1099 52ND ST S, GULFPORT, FL 33707
$450,00028 Days on yellowkey MLS ID: TB8502656
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1258 Built: 1970 Tax: $442 (2025)Community: Marchetta ParkSingle Family
Taxes:$442
Elementary School: Bear Creek Elementary-PN
Remarks: **Eco-Friendly Oasis on a Corner Lot: Updates, Solar Power, and Prime Gulfport Location!** Discover the perfect sanctuary for the environmentally conscious resident in this fully updated, low-maintenance home. This solid BLOCK construction home sits on a desirable CORNER LOT and features 3 bedrooms and 2 full baths, all with beautifully preserved terrazzo floors throughout (except in 1 bathroom). Parking is easy with an oversized 1-car garage and spacious driveway. Worry-free living is assured with major systems replaced in 2015, including a new ROOF, HVAC, DUCTWORK, ATTIC INSULATION, ELECTRICAL PANEL, and IMPACT windows and doors. A 2018 TANKLESS water heater adds to the efficiency. Live nearly off-grid thanks to SOLAR PANELS installed in 2016 and 2020, resulting in incredibly low monthly electric bills that often range from $0 to $30. This property is a dream for gardeners and homesteaders, featuring 4 raised garden beds, rain chains, and 6 rainwater catching barrels. Enjoy fresh produce from numerous fruit-bearing trees and plants, including fig, Meyer lemon, banana, papaya, Thai lime, dragon fruit, pineapple, and blackberries. For peace of mind, the home is located in Flood Zone X, meaning flood insurance is typically not required, and is situated in a Non-Evacuation Zone, approximately 28 feet elevation. The location is unbeatable: enjoy a short bike ride to downtown Gulfport's restaurants and recreation, or hop on the Pinellas Trail just a few blocks away.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Monica Crawford (727-599-1944)
5015 15TH AVE S, GULFPORT, FL 33707
$349,9005 Days on yellowkey MLS ID: TB8512389
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1412 Built: 1947 Tax: $5,971 (2025)Community: HempsteadSingle Family
Taxes:$5,971
Remarks: Welcome to Gulfport living with space, convenience, and access to the Florida lifestyle. Situated on a DOUBLE LOT, this home features a large backyard with ample room for entertaining, gardening, or simply relaxing in your private outdoor oasis. This BLOCK construction home is located in Flood Zone X, offering 3 LARGE bedrooms and a spacious kitchen, perfect for comfortable living and entertaining. Tile flooring throughout ensures easy maintenance and a seamless flow across the home. Just minutes from the best of Gulfport, Gulfport Beach Park is less than 2 miles away (about a 5-minute drive), offering waterfront sunsets and a vibrant downtown scene. Clam Bayou Nature Preserve, just 8 minutes away, offers scenic walking trails along Boca Ciega Bay. Nearby is the Gulfport Recreation Center and access to the Pinellas Trail for biking, walking, and enjoying the outdoors. This home offers a charming coastal community with easy access to St. Petersburg, beaches, and entertainment. Buyer to verify all measurements, distances, zoning, flood information, and property details.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Ada Provenzano (813-784-3043)
1826 58TH ST S, GULFPORT, FL 33707
$799,990119 Days on yellowkey MLS ID: TB8470776
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1947 Tax: $12,250 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$12,250
Remarks: Welcome to your dream home in the heart of Gulfport, FL! This exquisite 5-bedroom, 5-bathroom residence offers a perfect blend of elegance and comfort. Nestled on a desirable corner lot, this home boasts a stunning saltwater pool, providing a serene oasis right in your backyard. Step inside to discover a bright and spacious interior, highlighted by four sets of French doors that seamlessly connect the indoor and outdoor living spaces. The lush tropical landscape surrounding the home creates a private, tranquil retreat, while the fenced-in backyard offers both security and seclusion. The two-car garage provides ample space for vehicles and storage, and the open layout of the home ensures plenty of room for family and guests. Each bedroom is generously sized, offering a comfortable and inviting atmosphere. The five bathrooms are tastefully designed, featuring modern fixtures and finishes. Perfectly located in Gulfport, this home is close to local amenities, parks, and the beautiful Gulf Coast beaches. Don’t miss this opportunity to own a slice of paradise! Schedule your private tour today and experience the charm and beauty of this exceptional property.
Listing is courtesy of: EXP REALTY (727-592-2286)
Listing Agent: Brandon Tecklenburg (727-265-6269)
1209 58TH ST S, GULFPORT, FL 33707
$235,0003 Days on yellowkey MLS ID: TB8513658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1052 Built: 1950 Tax: $4,696 (2025)Community: Pasadena Estates Sec HSpa: NoSingle Family
Taxes:$4,696
Elementary School: None
High School: None
Middle School: None
Remarks: CASH OFFERS ONLY! This is your opportunity to purchase a home BELOW ASSESSED VALUE and put some sweat equity into it to transform it into your dream home, or hold onto it as an investment property to add to your rental portfolio, or potentially fix and flip the property. Grounds are very overgrown, and contents of home stay (seller does not have funds to clean it out). Sale is subject to Court approval, so low ball offers will not be entertained. NO SIGHT UNSEEN OFFERS will be entertained. Home needs some serious TLC but sits on a great lot measuring 75' wide by 134' deep. Room measurements are approximate and buyer is responsible to confirm. Information contained is believed to be accurate but buyer should confirm and perform own due diligence.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Virginia Werneken Pa (727-207-5738)
2814 54TH ST S, GULFPORT, FL 33707
$1,474,9006 Days on yellowkey MLS ID: TB8512469
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3463 Built: 2025 Tax: $4,831 (2025)Community: Veteran CitySingle Family
Taxes:$4,831
Remarks: Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!
Listing is courtesy of: WINWAY REALTY (813-283-0670)
Listing Agent: Matthew Carr (941-779-3046)
5810 7TH AVE S, GULFPORT, FL 33707
$359,00031 Days on yellowkey MLS ID: TB8504284
REDUCED by $6,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1032 Built: 1959 Tax: $679 (2025)Community: Pasadena Estates Sec H RepSingle Family
Taxes:$679
Remarks: One or more photo(s) has been virtually staged. Priced below appraised value. As soon as you step in the door you immediately get the feeling of being home. Your Gulfport dream home has been completely and tastefully remodeled with a modern farmhouse vibe. A beautiful fireplace on your right with real wood shiplap. Large family room. Brand new modern kitchen with new appliances and quartz counter tops. Outside there is fresh landscaping, a large magnificent shade tree hosting staghorn ferns. Enjoy evenings by the firepit or relax on the rear patio. Fido will love running in the large fenced yard. The home is only one block from the Pinellas trail so you can easily bike to the beach or the St. Pete pier. The home is solid and safe. Concrete block located in No Flood Zone X. The home has never flooded. Major systems are newer. Roof and high end Pella Hurricane Windows in 2024. AC in 2020. Washer and dryer are included. Furnishings negotiable. Vacant and easy to show.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Ron Deserranno (352-422-5623)
2704 57TH ST S, GULFPORT, FL 33707
$1,049,00041 Days on yellowkey MLS ID: TB8498729
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2384 Built: 2007 Tax: $14,101 (2025)Community: Gulfport Sub.Spa: NoSingle Family
Taxes:$14,101
Remarks: This elevated key west style home is located just steps from the Gulfport Beach and Arts District which has many amazing restaurants, shops as well as events and festivals. The property itself features 3 large bedrooms and 3 full baths with two of the bedrooms having en-suite baths. A very open floor plan lends itself to entertaining with its spaciousness. The living room, as well as the Master Bedroom opens to the nice sized upper rear deck overlooking the resort comparable pool, patio area and professionally landscaped fenced rear yard. The lower level of the property has a split garage, an entry leading to an interior foyer area with interior stairwell, with the rear area is currently configured with a large game room which also opens directly on to the expansive patio area and beautiful pool. This amazing property also features a newer (2 years old) standing seam metal roof as well as owned solar panels to keep the energy costs reasonable for years to come. Also a very reasonable and assumable flood policy which the current premium is $516.00 annually. This wonderful property has been professionally staged and must be seen to be appreciated.
Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)
Listing Agent: Bob Meyers, Jr (727-460-8364)
5005 24TH AVE S, GULFPORT, FL 33707
$779,0005 Days on yellowkey MLS ID: TB8512314
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1569 Built: 1959 Tax: $6,032 (2025)Community: Curns W J SubSpa: YesSingle Family
Taxes:$6,032
Remarks: In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.
Listing is courtesy of: ASSET MANAGEMENT REAL ESTATE (727-820-1991)
Listing Agent: Laura Holt (516-810-4338)
5025 9TH AVE S, GULFPORT, FL 33707
$375,00017 Days on yellowkey MLS ID: TB8509348
REDUCED by $20,000 (5.1%) on 05/29/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1972 Tax: $4,743 (2025)Community: Ardmore HeightsSingle Family
Taxes:$4,743
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath BLOCK HOME just minutes from the vibrant waterfront community of Gulfport. Thoughtfully designed with flexibility in mind, this home offers a layout that adapts to today’s lifestyle—whether you’re hosting family, working from home, or simply looking for room to spread out and enjoy. Step through the front door into a bright and open living space where the kitchen, dining, and living areas flow seamlessly together. At the heart of the home, the spacious kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a large island that naturally becomes the gathering place for family and friends. Positioned just off the main living area, the PRIVATE PRIMARY WING creates a true retreat. Complete with its own SEPARATE ENTRANCE, kitchenette, private bath, and dedicated washer and dryer, this versatile space offers exceptional flexibility. Whether you’re looking for MULTIGENERATIONAL LIVING, an IN-LAW SUITE, comfortable accommodations for extended guests, a private home office, or simply a more secluded primary retreat, you’ll appreciate the options this unique space provides while still remaining connected to the home. Beyond the main living area, a separate hallway leads to three additional bedrooms, a full guest bathroom, and a utility room, creating a functional layout that balances togetherness and privacy for everyday living. Step outside to the FULLY FENCED BACKYARD, where alley access, a fire pit area, picnic space, and plenty of room to personalize create the perfect setting for relaxing evenings, weekend gatherings, and enjoying Florida’s year-round outdoor lifestyle. There’s ample space to create the backyard oasis you’ve been dreaming about. Ideally located near Gulfport’s eclectic restaurants, waterfront parks, art district, and community events, while also offering quick access to Downtown St. Petersburg, St. Pete Beach, and major Tampa Bay commuting routes, this home delivers the perfect blend of convenience, character, and lifestyle. Rarely does a home offer this level of flexibility—featuring a PRIVATE PRIMARY WING ideal for MULTIGENERATIONAL LIVING or an IN-LAW SUITE, three additional bedrooms in a separate section of the home, and inviting gathering spaces designed for both connection and privacy. This is Florida living with options.
Listing is courtesy of: KINEST REALTY (727-212-0021)
Listing Agent: Stephanie Person (727-212-0021)
2744 45TH ST S, GULFPORT, FL 33711
$560,000492 Days on yellowkey MLS ID: TB8338935
0 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1232 Built: 1961 Tax: $3,574 (2024)Community: Gulfport Harbor 2Nd AddSingle Family
Taxes:$3,574
Tax Year: 2024
Remarks: Under contract-accepting backup offers. HUGE PRICE DROP! Large waterfront lot (15,843 sf | ~ 0.36 acres) on Clam Bayou with boat access to Boca Ciega Bay. Amazing view. Great location. Situated on a quiet cul-de-sac, two blocks from Gulfport Marina and Clam Bayou Nature Park and just minutes away from charming downtown Gulfport and Interstate 275. The 3 bedroom, 2 bath, 2-car garage home was impacted by Hurricane Helene, has been professionally remediated and is prime for making it your own to renovate, enlarge or rebuild.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Joanne Lowman (813-451-7600)
5722 20TH AVE S, GULFPORT, FL 33707
$297,000131 Days on yellowkey MLS ID: TB8466496
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $1,000 (0.3%) on 05/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1952 Tax: $5,476 (2024)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,476
Remarks: Under contract-accepting backup offers. Gulfport: Welcome to this Gulfport home ideally located in a well-established Gulfport neighborhood with-in convenient walking distance to Boca Ciega High School, Gulfport Library, Gulfport Police Station and Gulfport beach. This vibrant community has local farmers markets and festivals to convenient outings. This is not a foreclosure or shortsale. This Home is completely upgraded: Bathroom with Walk-in Tub and Whirlpool Jets, Roof updated 4 years, Ac 4 years, Electrical Box 200 Amp and re-wired 3 years, Windows 2 years. Privacy fenced with alley access! Great for Boat or RV storage. Cordless wood grain blinds installed in every window. The Kitchen has upgraded cabinets with granite countertops, pull-out shelving, new refrigerator, new range and convenient breakfast bar. This inviting property features a comfortable layout filled with natural light and thoughtful spaces designed for everyday living and easy entertaining. The Living Room has new carpet, and underneath the carpet is ceramic tile so you can have carpet or tile. The Primary Bedroom featuring wood floors and a cedar-lined closet. The updated bathroom has a Walk-in Bathtub with Jacuzzi jets, offering comfort and relaxation. Step outside to enjoy a recently added wood deck off the back of the house, perfect for outdoor relaxing and dining. The private tropical yard includes a detached storage shed with parking pad and gated alley access. Room to park a large Boat or RV. The storage shed is equipped with a new washer and new dryer, electric lawn mower and shelving easily removable offering excellent potential to be converted into a work-shop, one-car garage or mother-in-law suite. Don’t miss this opportunity to own a home with character, comfort, and a lifestyle that truly delivers.
Listing is courtesy of: FLORIDA REALTY (813-681-1133)
Listing Agent: Karen Young (727-455-2993)
1901 53RD ST S, GULFPORT, FL 33707
$275,00049 Days on yellowkey MLS ID: TB8496563
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $24,000 (8.0%) on 05/08/2026
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)
5705 15TH AVE S, GULFPORT, FL 33707
$395,00025 Days on yellowkey MLS ID: TB8504909
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1958 Tax: $2,834 (2025)Community: Pasadena Estates Sec HSingle Family
Taxes:$2,834
Remarks: Under contract-accepting backup offers. This Gulfport home truly lives large, offering generous space both inside and out. The primary bedroom easily accommodates a king-size bed, while the spacious living area is perfect for an oversized sectional. A separate dining room and a large screened-in porch create multiple areas to relax and entertain. Step outside to a sizable backyard with plenty of room to add a pool, garden, or outdoor living space. A 2023 renovation brought major updates, including a new HVAC system, electrical panel, windows, luxury vinyl plank flooring, ceiling fans, and a beautifully updated bathroom. The kitchen features shaker-style white cabinetry, granite countertops, and stainless steel appliances, including a refrigerator, glass-top range with self-cleaning oven, dishwasher, and microwave. Additional highlights include an oversized garage with a custom mural and a location in Flood Zone X for added peace of mind. Ideally situated just east of Stetson Law, you are only a 5-minute drive to vibrant downtown Gulfport and about 15 minutes to the beaches or downtown St. Petersburg. A new roof will be installed prior to closing with an acceptable offer.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Terri Labrie (321-427-3345)
5918 SKIMMER POINT BLVD S, GULFPORT, FL 33707
$3,150,000220 Days on yellowkey MLS ID: TB8440089
REDUCED by $150,000 (4.5%) on 05/28/2026
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: Motivated Seller! 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)
2921 DUPONT ST S, GULFPORT, FL 33707
$650,00040 Days on yellowkey MLS ID: TB8500842
REDUCED by $25,000 (3.7%) on 05/28/2026
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)
5401 17TH AVE S, GULFPORT, FL 33707
$375,00072 Days on yellowkey MLS ID: TB8488747
REDUCED by $4,000 (1.1%) on 05/28/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1958 Tax: $5,072 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,072
Middle School: Thurgood Marshall Fund-PN
Remarks: Move-In Ready! LARGE BONUS ROOM for office, den, dining or 3rd bedroom! Light-Filled Gulfport Gem on Spacious Corner Lot. See Virtual Tour Links for you walk though now! Welcome to this beautifully updated 2-bedroom, 1-bath concrete block home with soaking pool in the heart of Gulfport, Florida—located in a non-flood zone for added peace of mind. Perfect as a full-time residence or an ideal snowbird retreat, this property offers an inviting open-concept layout designed for modern living. Step inside to discover gleaming terrazzo floors and abundant natural light throughout. The updated gathering kitchen is the true centerpiece, featuring a large center island perfect for entertaining, casual dining, or hosting friends and family. The stylishly renovated bathroom boasts a walk-in shower, while the versatile large bonus room offers endless possibilities—use it as a home office, third bedroom, or formal dining space to suit your lifestyle. Outdoors, enjoy a fully fenced backyard with convenient access for boat or camper storage, plus a soaking pool and expansive paver patio—perfect for relaxing or entertaining under the Florida sun. The property also includes a one-car garage, abundant off-street parking, and valuable upgrades like a brand-new roof (2025) and rain gutters. Located in the Gulfport garden district, close to vibrant downtown, 2 blocks to Tomlinson Park and Tangerine Greenway, and nearby Stetson College. Only 15 minutes from both St Pete beach and the St. Pete Pier. Prime location near parks, downtown & beaches Motivated seller—don’t miss this move-in ready Gulfport opportunity!
Listing is courtesy of: MC HOMES REALTY INC (727-432-2181)
Listing Agent: James Newman (727-742-5140)
2831 CLINTON ST S, GULFPORT, FL 33707
$445,000255 Days on yellowkey MLS ID: TB8426104
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1959 Tax: $6,782 (2024)Community: Boca Ceiga ParkSingle Family
Taxes:$6,782
Remarks: Live the Gulfport life in this charming, walkable home. Embrace the vibrant, laid-back Gulfport lifestyle from this beautifully renovated bungalow. Positioned for easy strolls to the downtown area, you can enjoy the Art District, restaurants, and the waterfront just blocks from your front door. This bright and airy 2-bed, 2-bath home blends classic Florida charm with modern updates. The luminous sunroom offers a peaceful retreat, while the polished terrazzo floors add character throughout. Completely move-in ready, this property is more than a home—it's your entrance to everything Gulfport has to offer.
6226 8TH AVE S, GULFPORT, FL 33707
$525,00063 Days on yellowkey MLS ID: TB8490535
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $9,000 (1.7%) on 05/15/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1744 Built: 1951 Tax: $3,309 (2025)Community: Pasadena Estates Sec CSingle Family
Taxes:$3,309
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jared Mcnally (727-330-0701)
5429 ESSEX AVE S, GULFPORT, FL 33707
$1,300,000164 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: Waterfront-Turnkey-Short-Term Rental investment opportunity in the heart of Gulfport’s Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport’s restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you’re seeking a high-performing Airbnb/VRBO property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran’s Park—ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay’s most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport’s Historic Waterfront District are exceptionally rare.
Listing Agent: Tricia Dooley (727-460-0060)
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