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$450,000
5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport
$625,000
5 Beds ⋅ 3 Baths ⋅ Art District SubDv. ⋅ 33707 Zip Code
Duplex in Gulfport, FL.

5020 26th Avenue S, Gulfport
$1,250,000
5 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, Gulfport
$1,750,000
5 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Phase Iiensure The Next Dt SubDv. ⋅ 33707 Zip Code
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6137 Pasadena Point Boulevard S, Gulfport
$670,000
5 Beds ⋅ 3 Baths ⋅ Pasadena Estates Sec F SubDv. ⋅ 33707 Zip Code
LOCATION-LOCATION-LOCATION~ Welcome home to this beautifully remodeled two-story residence featuring five bedrooms, three bathrooms with 2151 sqft of living space sitting on a .22 acre private lot on a Historic brick Street. Ideally located just minutes from quaint downtown Gulfport and only one block from Stetson University. This pool home offers the best of convenience and charm. Just inside the front door you are greeted by a spacious light filled living room, highlighted by high ceilings with wood beams, a cozy wood burning fireplace with Stone accents, custom built-ins, plantation shutters, ample space for your oversized flatscreen TV and ceramic tile floors. The newly remodeled chef inspired kitchen is a true show stopper, complete with GE profile, stainless steel appliances, café French door built-in oven, microwave with air fryer, granite countertops, custom cabinets with soft close features, designer tile backsplash, ceramic tile flooring, under cabinet lighting with a Butler‘s pantry and laundry room located off the kitchen along with a pantry and storage closet. A generous size dining area makes it easy to host family meals, or casual gatherings. The downstairs primarily suite is a relaxing retreat featuring a walk-in closet and sizable bathroom, including a walk-in shower. An additional bedroom and full bathroom are also conveniently located on the first floor. Upstairs you’ll find three more bedrooms all with hardwood floors, built-in closets and a large bathroom with a walk-in shower and a spacious linen closet located in the hallway. You will fall in love with your outdoor living spaces. The oversized, sparkling 9 foot deep pool and park-like fenced in backyard is accessible from the screened in lanai just off the kitchen, the perfect place to entertain and unwind. Additional features include an inside laundry room, including washer and dryer, newer roof (2020), HVAC (2012), water heater (2026), fenced in backyard, sentricon termite baiting system, mature landscaping, outdoor shed, NO HOA, NO CDD fees and NOT IN A FLOOD ZONE. This home is minutes to a local playground, downtown Gulfport and all of its wonderful art, galleries restaurants, coffee shops, shopping, the local beach on Boca Ciega Bay, and only 20 minutes to downtown St. Petersburg, Popular Beach Dr., St. Pete Pier, the Vinoy, North and South Stroud parks and a short drive to Tampa International Airport and St. Pete/Clearwater International Airport. This home and location will not disappoint. This is truly a home you want to see.

6237 13th Avenue S, Gulfport
$550,000
5 Beds ⋅ 3 Baths ⋅ Pittsfield SubDv. ⋅ 33707 Zip Code
GREAT Investment Opportunity in Gulfport! This Triplex has a solid 3 bedroom house with an additional bonus duplex in the back with alley access. NON FLOOD ZONE X so no flood insurance required. All units are occupied so there is instant cash flow.The front house has an open floor plan with nice sized bedrooms, central air, w/d hookups, lanai, fenced back yard, etc. The apartments are 560 sq ft each with plenty of parking. Units are individually metered for electricity. It is an easy walk to downtown Gulfport and it's fun vibe. Live in the front house and have cash flow from the apartments? Convert the units to seasonal or short term units and increase the cash flow? There are lots of options. Seller is a licensed Realtor.

5012 26th Avenue S, Gulfport
$1,020,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Greens SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Never flooded (12ft base flood elevation) and Priced to SELL!!! Perfectly positioned on the 6th fairway of Pasadena Yacht & Country Club, this elegant 5-bedroom, 4-bath, 3-car garage residence offers refined living with serene golf course views. Designed for both entertaining and everyday comfort, the home features formal living and dining rooms, a thoughtfully designed split floor plan, and generous living spaces filled with natural light. The spacious primary suite is a private retreat, complete with his and her walk-in closets and a well-appointed en-suite bath. Additional bedrooms provide flexibility for guests, home office, or multigenerational living. Step outside to your golf-course pool oasis complete with your own tiki hut, where tranquil fairway views create the perfect backdrop for relaxing or entertaining. Major improvements include a new roof, new A/C systems, and a new water heater, offering peace of mind and long-term value. This home DID NOT FLOOD!!! Located on one of St. Petersburg’s most desirable gated golf and yacht communities, residents enjoy optional country club membership, championship golf, marina access, and proximity to beaches, downtown St. Pete, and Tampa International Airport. This is Florida luxury living at its finest—where lifestyle, location, and timeless design come together.

1220 Royal Palm Drive S, Gulfport
$3,020,000
5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code
Motivated Seller! Experience the epitome of coastal luxury living in this meticulously designed 5-bedroom, 5-bath waterfront residence offering over 4,000 square feet of elevated elegance. Nestled within an exclusive private gated community, this home perfectly blends architectural refinement with resort-style amenities. Every detail has been thoughtfully curated — from the gourmet chef’s kitchen with a walk-in pantry, premium appliances, and designer finishes, to the expansive open-concept living areas that frame breathtaking water views. The elevator effortlessly connects each level, leading to spacious guest suites and a serene primary retreat. Outdoors, enjoy the ultimate Florida lifestyle with a sparkling waterfront pool, lush landscaping, and direct access to a community marina ideal for boating enthusiasts. The neighborhood offers championship golf, tennis and pickleball courts, and 24-hour security — ensuring both leisure and peace of mind. This home is as forward-thinking as it is elegant, featuring solar panels, Tesla charging stations, and a full-house generator for seamless, energy-efficient living. Located just minutes from fine dining, beaches, and vibrant coastal destinations, this property delivers the perfect balance of luxury, privacy, and convenience. By purchasing this stunning home, you are able to skip the nearly 5 year long waitlist to become a Golf Member of Pasadena Yacht and Country Club.

5954 Skimmer Point Boulevard S, Gulfport
$2,700,000
5 Beds ⋅ 6 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code
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.

5918 Skimmer Point Boulevard S, Gulfport
$2,300,000
5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code
Virtually Staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in warm wood tone colors, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features a sparkling private pool and an impressive 4-car garage—perfect for those who value both elegance and practicality. Inside, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadenta Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5964 Bayview Circle S, Gulfport
$680,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Perfect Investment Opportunity in Gulfport!!! This is an unparallel investment opportunity with Immediate CASH FLOW and NO FLOOD INSURACE required!!! Unaffected by recent hurricanes, this gem is close to Gulfport's lively arts district, upscale restaurants, chic and unique boutiques, and picturesque waterfront parks. Featuring three one-bedroom units and one two-bedroom unit, each updated, modernized, and impeccably maintained. The two upper units both have a nice sice Florida room/office/den and a balcony. Nearly 2800 sf of heated living space. The property sits on 2 lots and has a HUGE fenced in backyard and 3 sheds for extra storage. New roof in 2017 Each unit has its own water/sewer/trash account and separate electric meters. This is really an incredible opportunity. The minimum rental time is 1 month. Rent out all unit or live in one and make money with renting the other 3 units. (Can be bought together with 5518 11th Ave MLS TB8427452) Nestled near Boca Ciega Bay, enjoy easy access to a fishing pier, marina, gourmet dining options, and public transportation. Immerse yourself in the beauty of Tomlinson Park, boasting a baseball field, playground, pond, Hyatt Park, and pickle/tennis courts, alongside the nearby Pinellas Technical College, St. Petersburg/Gibbs Campus and Boca Ciega High School, Gulfport Library, and Catherine Hickman Theater, Pasadena Golf & Yacht Club, Palms of Pasadena Hospital, Stetson University College of Law, Boca Ciega Yacht Club, Clam Bayou Nature Park, and access to kayaking, walking, and biking trails of St. Petersburg, as well as the Gulfport Senior Center. Discover the vibrant downtown of Gulfport, a hub of cultural events year-round, and relish in its public beach with recreational amenities such as a playground, sand volleyball courts, charming shops, delectable eateries, and convenient bus stops. Only a short 30-minute drive to international airports and mere minutes away from the pristine Gulf Beaches, this property offers a rare opportunity to invest in the heart of Gulfport, one of Pinellas County's most coveted and rapidly expanding communities.

5508 11th Avenue S, Gulfport
$875,000
5 Beds ⋅ 5 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
This versatile retreat is unlike anything else on the market. A rare Gulfport estate sitting on a truly private double lot, this property blends timeless character with modern upgrades across three separate residences- the main home, a stand-alone cottage, and a garage apartment overlooking a resort-style pool. Whether you’re envisioning multi-generational living, private guest retreats, or income-producing opportunities, the versatility and lifestyle here are unmatched. The main Dutch Colonial home spans over 2,200 sq ft with 3 bedrooms, 2.5 baths, and rich hardwood floors. A spacious updated family room opens directly to the pool deck, while a covered porch overlooks the lush backyard-creating the perfect setting for indoor-outdoor living. The standalone cottage has been completely remodeled from top to bottom and never lived in since. Bright and airy, it features a full kitchen with stone countertops, modern appliances, a stylish bath, lofted bedroom, and luxury vinyl plank flooring. Above the oversized two-car garage, the freshly renovated studio apartment offers abundant natural light, sleek stone counters, and luxury vinyl flooring - plus a bird’s-eye view of the backyard and pool that makes every day feel like a private resort. Step outside and this estate transforms into a tropical sanctuary: a sparkling in-ground pool, outdoor kitchen, travertine patio, and fruit-bearing trees (including mango), all surrounded by privacy fencing. Recent upgrades include one of the roofs (2017), electrical, plumbing, irrigation, gutters, pool resurfacing, tankless water heater, refinished oak and bamboo floors, landscaping, driveway, full interior renovation of the guest apartment, cottage and more - blending peace of mind with lasting appeal. All three residences enjoy private entries both to exterior roadways and interior pool/backyard, making this one of the most flexible and unique estates in Gulfport. Just blocks from the city’s historic waterfront district, vibrant arts and dining scene, and less than 10 minutes to both the Gulf beaches and downtown St. Petersburg- this home offers a one-of-a-kind lifestyle in a prime location without the added cost of being in a flood zone!

5518 18th Avenue S, Gulfport
$715,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code
1521 60th St S offers space, flexibility, and peace of mind in one of Gulfport’s most sought-after neighborhoods. With approximately 2,664 square feet, this home provides a level of space that’s increasingly hard to find in Gulfport. The layout is thoughtfully designed to support a variety of lifestyles, from work-from-home setups to multi-generational living. The home sits in Flood Zone X and experienced no storm damage, adding confidence for Florida buyers. Built in 1955 on a slab-on-grade foundation, the main level includes three bedrooms and three full bathrooms, anchored by a generous primary suite with a walk-in closet. A split-bedroom plan offers privacy, while a bonus room with laundry adds everyday convenience. The open kitchen connects naturally to the living and dining areas, and French doors lead to a screened porch for easy indoor-outdoor living. Upstairs, a 2010 addition adds two more bedrooms, a full bath, and a versatile bonus room that works beautifully as an office, studio, or guest space. Outside, the fully fenced yard is shaded by mature trees and enhanced with native Florida landscaping. A sprinkler and drip irrigation system keeps maintenance simple, allowing you to enjoy the space year-round. Located in the Stetson area of Gulfport, just blocks from charming brick streets and minutes from the waterfront district, restaurants, markets, and arts scene. St. Pete Beach and Treasure Island are a 10 minutes drive, downtown St. Petersburg is 15 minutes, and Tampa International and St Pete Clearwater major airports are within a 30-minute drive. Come visit this versatile Gulfport home today!

1521 60th Street S, Gulfport
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Greens SubDv. ⋅ 33707 Zip Code
LIVE THE FLORIDA LIFESTYLE' This lovely home is located on the 6th hole of the prestigious Pasadena Yacht and Country Club. Enter into the foyer thru the leaded Glass Double Doors and the first thing you will see is the Great room with its 21 Ft ceilings, Cozy wood burning fireplace, built in Cabinetry, Large sliding doors to the oversized solar heated pool and spa with screen enclosure. The eat-in kitchen has Custom cherry wood cabinets, Granite Counter tops, Center Island, Breakfast Bar, Stainless steel appliances, Bosch and GE Profile. Just off the kitchen is a separate laundry room with built in ironing board and laundry tub. The primary bedroom is located on the first floor with In-suite bathroom, dual walk-in closets, dual vanity, soaking tub, private water closet. The second bedroom on the first floor could also be used as an office/ playroom. Upstairs has three additional bedrooms one with in-suite bathroom the other two share a jack and Jill bathroom. Other features include Alarm System with Cameras, Whole house Generator, Zoned sprinkler system that runs on a well with preventive rust tank, Crown molding, Plantation shutters, Nu-Air insulated windows with tinted glass. The construction is concrete block walls with poured steel reinforced columns and tie beams, pre-engineered roof with hurricane straps, and floor trusses. The oversized garage has reinforced Doors. Close to Quaint little town of Gulfport with its Restaurants, shops, beach, playground and Tuesday Market. 15 minutes to Vibrant downtown St Petersburg with Museums, Theatre, Restaurants, shops and so much more. just a quick 30-minute drive to Tampa Interantional airport so convenient for traveling. This lovely home has been barely lived in the furnishings are included and are like new.

1224 Royal Palm Drive S, Gulfport
$1,500,000
5 Beds ⋅ 7 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
BIG PRICE DROP! Newer construction modern coastal style home right in the heart of Gulfport. One block from the water and mere steps from all of the local favorites on Beach Drive. This three-level block construction home is a fortress with impact rated windows and doors. The oversized garage and corner lot provide ample parking for cars, golf carts, boats, and anything else you can think of. All five bedrooms have their own ensuite and each floor boasts a separate powder room. The open concept kitchen stuns with quartz countertops, soft close shaker cabinetry, high end Samsung appliances, and luxury lighting fixtures. Surrounding the entire second floor is a beautiful wrap around porch with marvelous water views that provide the perfect space for entertaining and taking in the Florida sunsets. The water views are further amplified off the third floor balcony beyond the loft and wet bar. Your own private elevator connects each floor making this residential masterpiece functionally flawless. Smart home features include a complete home security system, cameras, MyQ garage doors, and a Schlage smart lock. Other amazing features are the luxury vinyl flooring throughout, Eemax tankless hot water heater, recessed energy efficient LED lighting, and it can come fully furnished. For the investor looking to add a crown jewel to their portfolio please inquire about the financials and pro forma projections. Call today and be the envy of family, friends, and neighbors!

5402 31st Avenue S, Gulfport
$2,850,000
5 Beds ⋅ 5 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code
Welcome to a stunning custom waterfront home in the prestigious Kipps Colony within Pasadena Yacht & Country Club. This well built transitional modern masterpiece offers luxury living on deep, protected water just minutes from the Gulf. A circular drive leads to a spacious four-car + garage, with an elevator providing easy access to all levels. The grand foyer opens to formal dining and living rooms with cathedral ceilings and elegant glass railings. The first level of this 5287 SF home includes a waterfront office/bedroom, a media room (5th Bedroom), and a gourmet kitchen with custom cabinetry, granite counters, and top-of-the-line appliances. The master retreat features a morning kitchen, sitting area, waterfront balcony, and a lavish bath with dual sinks and separate soaking tub and shower. Two additional bedrooms with en-suite baths complete the upper level. Breathtaking stained glass windows highlight the front of the home, high ceilings, and expansive glass showcase stunning water views. Outdoor living includes expansive waterfront balconies, an elevated spa spilling over into the pool, a cabana room, and a dock with 16,000 boat lift, perfect for enjoying the sparkling waterway. Offering almost 8000SF under roof and 5 bedrooms, 4 1/2 baths, this home offers something for every member of the family. Experience unparalleled luxury and sophistication in this magnificent home in Pasadena Yacht & Country Club, Pinellas County's only gated, golf course and waterfront community on Boca Ciega Bay. This exclusive club offers fine and casual dining, fitness, personal training, a waterfront heated lap pool, tennis, pickleball, a marina & more. The buyer of this home has the ability to skip the lengthy wait lists and join the club upon purchase. You truly can have it all!

6015 Kipps Colony Drive E, Gulfport
$625,000
5 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Take advantage of this Gulfport Gem. This property offers amazing waterfront views of Gulfport Beach. Enjoy sunrise and sunset views of the intercoastal. Old Florida charm located in desirable Gulfport. Walking distance to downtown Gulfport's many shops, bars, restaurants, weekly markets, and, eclectic nightlife. Huge lot and ample parking. This property was damaged by recent hurricanes and has been remediated.

5725 Shore Boulevard S, Gulfport
$1,075,000
5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code
Price improvement! The price of this exceptional home has been thoughtfully adjusted to align with the latest market conditions. This is an opportunity to own one of Gulfport’s most spectacular properties, located outside the flood zone on 3.5 lots, and with a turn-key, income producing casita, offering an incredibly attractive value to the future owner. Welcome to Sea Grape Cottage, a stunning ONE-OF-A-KIND property nestled in the heart of the vibrant and eclectic Historic Gulfport Art District. Spanning an impressive 3,686 sqft (342.4 m²) on one of the largest combined lots in Gulfport (NOT in a flood zone), this grand home blends vintage architectural details with modern updates and offers an incomparable “must see” price/sqft value. The first floor features a Great Room showcasing a magnificent wood-burning fireplace and perfect for entertaining, along with the spacious primary suite, an additional bedroom with walk-in closet, and a large office / bedroom. There is also an enclosed Florida room, perfect for relaxation. Upstairs you'll find another bedroom suite with generous closet space and a writing nook. The home boasts high ceilings, extensive areas for displaying art, and bamboo floors throughout the main living areas, adding warmth and elegance to the space. The fully renovated kitchen (with breakfast nook and pantry) delights with new cabinets, quartz countertops, recessed and pendant lighting, and top-of-the-line appliances. The large dining room, lovingly known as the “Boat Room", features a unique wooden ceiling, nautical design and a separate boat bench sitting area. Off the kitchen is a large private courtyard patio for al fresco dining. Attached to the home, with its own private entrance, is a FULLY FURNISHED charming one bedroom Casita, or mother-in-law suite, providing a perfect retreat for guests or potential turn-key rental income. There is also an attached oversized one-car garage with a sink and space for a work bench and storage. Recent updates include a new roof with wind mitigation features and new gutters, a new Trane 5-ton HVAC system, and several new appliances. The exterior has been thoughtfully updated, with a large main driveway providing ample parking, restored block wall along street perimeter, refreshed vintage paver walkways, a separate driveway for Casita access / RV parking, and gardens featuring fruit trees and ornamental plants. The property also includes an outdoor covered seating area, a well, and storage shed. Encompassing 3.5 lots, this property offers plenty of space for additional development, including a FULLY CLEARED LOT that is ready for your expansion ideas, such as a future pool or guest/rental house. The home is walking distance to Gulfport's lively art scene, acclaimed restaurants, shops, marina, and a variety of recreational options, including beaches, pickleball/tennis courts, parks, and more. With its exceptional charm, unique history, and proximity to the best of Gulfport, St Petersburg, Tampa and airports, Sea Grape Cottage is a truly unmatched property.

5021 24th Avenue S, Gulfport
$1,450,000
5 Beds ⋅ 4 Baths ⋅ Bay Estates SubDv. ⋅ 33707 Zip Code
RESTING ON A QUIET CUL DE SAC, WITH A BEAUTIFUL CURB APPEAL, LARGE CIRCULAR DRIVEWAY AND TOWERING ROYAL PALMS, THIS IMPRESSIVE 5 BEDROOM, 3 ½ BATH, 4948 TOTAL SQFT (UNDER ROOF) RESIDENCE OFFER TREMENDOUS FEXIBILITY AND A WONDERFUL LIVING EXPERIENCE WITHIN PINELLAS COUNTY’S ONLY GATED BOATING, GOLF AND TENNIS COMMUNITY. Beyond its attractive covered entry, you’ll discover rich crown trim finishes, lovely driftwood-style flooring and an expansive split-bedroom floor plan. Open dining/multi-purpose great room overlooks the back yard and transitions to a sumptuous kitchen with fine maple cabinetry, granite surfaces, multi-level breakfast bar, stainless steel appliances, walk-in pantry and matching butler’s pantry with separate wine and beverage centers. A double door entry opens to an owner’s bedroom featuring a large bedroom, two sizable walk-in closets, and a sitting area that opens to the back yard lanai. The owner’s bath is an elegant retreat, with two wide vanities, a large cosmetics sitting area, a spacious dual entry shower, and private rest room. Den/fitness room is complemented by a dedicated office. First level guest bedroom and full guest bath. Upstairs you’ll find a huge family room/entertainment and media center, two spacious bedrooms and full bath with walk-in glass shower enclosure. The home offers a large indoor laundry with built in sink and extensive cabinetry and counter space. Living room opens to a 330+ sqft covered deck with half bath and a spacious private back yard. Home has solar electric panels, plantation shutters, 3-car garage, PVC fencing and lots of parking space. The Pasadena Yacht and Country Club’s superior amenities including golf, tennis, fitness centers, marina, restaurant, community pool and clubhouse. Avoid the extensive country club wait list by purchasing this most pleasing home. Dimensions are estimates, buyer to verify dimensions. Flood insurance is under $800 per year. Assumable.

5944 Bay Drive S, Gulfport
$1,225,000
5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code
Discover this captivating pool home, where luxury and elegance meet in a seamless blend of design and functionality. Redesigned in 2021, this home showcases an open floor plan that emphasizes spacious living, with a generous primary suite that promises an escape into comfort. The kitchen is a masterpiece of form and function, featuring premium leathered granite countertops, and state-of-the-art cabinetry, all set against the backdrop of luxurious vinyl flooring. Additionally, this home includes a IN LAW SUITE, complete with its own private entrance, kitchenette, and living area offering flexibility and privacy for guests or family members. This property is in a gated community on a coveted corner lot and offers so many options. Highlighted by a serene private pool area, covered patios, and large side yard inviting relaxation and entertainment. Located within the stunning Pasadena Yacht and Golf Club, a highly sought-after gated community in South Pasadena, that has numerous amenities. LOCATION!! 10 minutes from the vibrant life of St. Pete Beach and only 15 minutes from downtown St. Petersburg, this property is not just a home; it's a lifestyle choice for those seeking the pinnacle of Florida living.

5968 Bayview Circle S, Gulfport
$1,300,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Estates Sec C SubDv. ⋅ 33707 Zip Code
Discover the charm of this beautifully updated Spanish Revival home, perfectly situated close to the beaches and vibrant downtown St. Petersburg. This stunning residence effortlessly combines classic architecture with modern comforts, making it an ideal sanctuary for discerning buyers. Step inside to find an expansive, open-concept living space adorned with white oak luxury vinyl flooring throughout, seamlessly blending elegance with durability. The heart of the home is the custom Italian lacquered kitchen, featuring high-end finishes, a gas range, and a large island that overlooks the gorgeous screened-in pool. This space is perfect for both everyday living and entertaining, offering a harmonious flow between indoor and outdoor areas. The home offers ample space with a double lot and a large backyard, beautifully landscaped with xeriscaping for easy maintenance. Enjoy the Florida lifestyle on the open-air covered porch or take a dip in the screened-in pool, surrounded by lush greenery. The fully fenced-in yard with new sod and irrigation provides a private oasis for relaxation and play. The downstairs bedroom includes an en-suite bathroom, offering convenience and privacy for guests or family members. A pool bath adds to the home's functionality, making poolside activities a breeze. Designer fixtures and vanities elevate each bathroom, providing a touch of luxury throughout the home. Practical updates include a brand new water heater, AC, and roof, along with modernized plumbing and electrical systems, ensuring the home is ready for immediate move-in. The two-car garage offers ample storage and parking space. Architectural beauty abounds, with details that harmonize with the surrounding neighborhood, enhancing the home's curb appeal. Located just minutes from the best of Gulfport and St. Petersburg, this home provides easy access to beaches, dining, shopping, and entertainment options. Experience modern living in a historic setting—schedule your private tour today and make this exquisite property your own. This rare find combines timeless elegance with contemporary conveniences, offering an unparalleled living experience in the heart of Gulfport.

6268 9th Avenue S, Gulfport
$2,595,000
5 Beds ⋅ 5 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code
Under Construction. Kelner Home's 2nd new build in Kipps Colony is now available for purchase and there is still time to pick your fit and finishes! A true masterpiece of form and function and situated on a spacious 1/3-acre lot, this stunning 4,090 sq ft, 4-bedroom, 5-bath pool home with a 4-car garage is poised to set a new standard of elegance in the prestigious enclave of Kipps Colony at the Pasadena Yacht & Country Club. Notable features abound in this luxurious residence, including a dramatic two-story living room, elevator, butler's pantry, pool, outdoor kitchen, two expansive covered lanais, and a sprawling master suite that epitomizes indulgence. The master suite includes a sitting room, a spa-like master bath with his and her vanities, a Roman-style soaking tub, and a glass-enclosed shower. The master closet, measuring an impressive 14’X13’, rivals the size of a bedroom. Engineered hardwood and ceramic tile adorn the floors throughout the home, adding both elegance and durability. Windows and sliders are top-of-the-line, PGT Aluminum-framed hurricane impact providing exceptional impact protection, noise reduction and energy savings. The versatile 18X13 office can also serve as a movie/media room, providing flexible living spaces to suit your lifestyle. The Chef’s kitchen is a culinary haven, featuring GE Monogram Series appliances, including a wine refrigerator. The expansive kitchen island offers seating for six, while the butler’s pantry provides ample storage and leads to an 8x11 walk-in pantry. The family room boasts panoramic views of the magnificent heated swimming pool through an exceptionally large 12’X24’ covered lanai, creating the perfect setting for outdoor entertainment and relaxation. Each bedroom in this exquisite home features its own ensuite bathroom, offering privacy and comfort to all residents. Need an office? Just use the extra large 5th bedroom. Additionally, a loft area on the third floor provides space for gaming, card playing, or simply unwinding. Outside you'll find a extra large covered lanai looking down to the magnificent pool. There, you can step into your private oasis, where luxury and relaxation meet in perfect harmony. The centerpiece of this outdoor haven is of course the sparkling, heated pool. The pool is surrounded by custom Travertine Marble paver decking, providing ample space for lounging and entertaining. Adjacent to the pool, discover an outdoor kitchen and grilling area that is every chef’s dream. The quartz countertop provides plenty of prep space, while custom cabinetry offers storage for all your culinary needs. This area is perfect for casual dining or enjoying a refreshing drink with friends and family. With its unparalleled, upscale location inside Kipps Colony, the grand two-story living room, and an array of luxurious amenities, the Pasadena Model promises to redefine modern luxury living. Welcome home to modern elegance and sophistication. And remember. This isn't just any home, It's a Kelner Home.

6018 Kipps Colony Drive E, Gulfport
$2,300,000
5 Beds ⋅ 4 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code
This Kelner Home stands as one of the most remarkable properties in Southern Pinellas County. Nestled within the exclusive guard-gated community of Kipps Colony at The Pasadena Yacht & Country Club and positioned on nearly a 1/3 acre lot right next to a private pond, the residence boasts a park-like ambiance that caters to both indoor and outdoor entertaining lifestyles. Upon entering through the Grand Foyer, you are welcomed into the great room and an open chef's kitchen equipped with high-end GE Monogram appliances including a wine refrigerator. Discover a secret butler's pantry with illuminated shelving hidden behind 7' cabinet doors. The gourmet kitchen is well-appointed featuring a pot filler over the stove and finally a distinctive center island with seating for six. Adjacent to the kitchen is a charming porch that overlooks the pool, pond, and backyard areas. The Great Room serves as a focal point with a designer entertainment area spanning the entire wall. Accommodating a 100" flat-screen TV, the space includes lighted shelving and a state-of-the-art built-in vapor fireplace. On this level, you'll also find two bedrooms, a media/movie room complete with yet another wine refrigerator and a home office. Ascending to the upper level is a delight via the glass stairwell railing system and individually lighted stairs. The expansive Master suite includes a private sitting area and a large built-out walk-in closet complete with lighted shelving, a seated makeup area and a very unique feature—a full-sized laundry facility right within the closet. The Master Bath is exquisite, featuring Kelner's heated "smart mirrors" with multiple lighting temperatures, catering to various lighting conditions for essential makeup scenarios. A linen closet is conveniently located within the bathroom. Exiting through the private door leads to a spacious master bedroom porch, elevating the Master Suite experience. The third floor also houses a loft area, an additional bedroom, and a full bath. On the ground level, parking for four cars on a fully 2-part-epoxied floor awaits, accompanied by an additional 1,500 sq. ft. of space for potential build-out be it for entertainment, a craft room, workshop, additional living areas, or any personalized use. Sliders to the rear provide access to the heated pool with expansive decking and panoramic views of the backyard's private pond. Schedule your private appointment today to acquire this distinctive home in the ultra-private and exclusive enclave of Kipps Colony. Remember, this isn't just any home; it's a Kelner Home

6014 Kipps Colony Drive E, Gulfport
$845,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
HUGE PRICE REDUCTION!! BRAND NEW CUSTOM HOME in the heart of Gulfport!! You will NOT want to miss out on this one! Brand new 3 bedroom 2.5 bathroom home complete with a 2 bedroom 1 bathroom Mother In Law suite in the back with its very own private entrance. As you walk in to this brand new construction home you'll find all new landscaping, complete with all new concrete pavers, mature plants and a brand new irrigation system. On the exterior of the home you will notice there has been no expense spared! A unique shell stucco and all black aluminum impact rated doors and windows have been installed on both buildings adding a modern touch and the custom look you've been dreaming of. Take a step inside, you will immediately notice the custom finishes and open floor plan. With a kitchen like no other, complete with all new stainless steel appliances, a built in electric cooktop with range hood, double ovens, 2 sinks, and a kitchen island over eight feet long complete with a waterfall of gorgeous black marble countertops. Natural white oak wood flooring throughout the entire home, 5 inch baseboards, solid wood interior doors, adjustable mirror light fixtures in all bathrooms, custom black aluminum stair case railings, and led lighting throughout entire home. Head upstairs to the master bedroom measuring over 17 feet long complete with its own private balcony, en suite bathroom and walk in closet! Featuring a free standing soaking tub, double sink vanity, walk- in shower and private toilet room. Down the hall you find two more bedrooms and a second bath, complete with all new modern finishes. Just when you think this home has it all, step out back where you'll find a covered patio perfect for entertaining guests. Measuring the whole length of the back of the home (25 feet). A huge 2 car garage, with your own Mother In Law suite above it. The in law suite is complete with all of the same top of the line finishes as the main home. A spacious 2 bedroom 1 bath home. NOT IN A FLOOD ZONE! This one of a kind home is the one you've been searching for! Call to schedule a private showing today!

5510 19th Avenue S, Gulfport
$750,000
5 Beds ⋅ 3 Baths ⋅ Leslies John T Sub SubDv. ⋅ 33707 Zip Code
Charming Gulfport TRI-PLEX in highly desirable GULFPORT WATERFRONT ARTS DISTRICT!!! WOW !! NO FLOOD INSURANCE NEEDED. Comes FULLY LEASED with great tenants! Full service property management already built in so you just collect the monthly check! Each unit has been updated with new kitchen and bath remodels! Owner updated HVAC 2023, new water heaters and roof done in 2018. Each unit has it's own private parking areas too! Awesome community deck area within the fenced compound allows for sun deck use as well as privacy. LOCATION is SO IDEAL as you can walk to everything fun in Gulfport in like minutes! Stroll down to the beautiful William's Pier and enjoy the sunsets, sailboats and dolphin sightings beautiful Boca Ciega Bay! Plenty of variety to choose from any of the cool restaurants located down town! This is a darling of a multi-unit property that is sure to become more desirable as these types of properties become harder to find! Live the good life and discover easy breezy salt life living in irresistible GULFPORT!!!

2908 54th Street S, Gulfport
$750,000
5 Beds ⋅ 4 Baths ⋅ Pasadena Estates Sec C SubDv. ⋅ 33707 Zip Code
Welcome to this spacious and elegant five-bedroom, four-bathroom home, spanning over 3,300 square feet. As you step inside, you'll immediately be captivated by the many details that adorn this beautiful residence. Each room is framed by arched doorways, setting the stage for the unique character of this home. Inside, you'll discover a harmonious blend of classic and contemporary elements. The pine wood flooring and large ceramic tiles throughout add warmth and charm, while the front living room's centerpiece is a cozy fireplace, perfect for creating a welcoming ambiance. For moments of quiet contemplation, the front living room also features a delightful window seat, providing the ideal spot to relax with a good book or enjoy the view. The separate formal dining room boasts a built-in glass shelf, making it an elegant space for hosting special occasions. The heart of the home is the large, open kitchen, a chef's dream with an abundance of beautiful wood cabinets and ample countertop space. A striking stained glass window nestled in the corner cabinetry adds a touch of artistry to this functional space. The breakfast bar and dining area off the kitchen, complete with a fireplace, offer the perfect setting for casual dining and entertaining. The living room boasts high ceilings and is flooded with natural light, thanks to the large sliding glass doors leading to the pool deck. Indoor/outdoor living is a breeze, and the pool deck becomes an extension of your living space, ideal for gatherings, relaxation, and soaking in the Florida sunshine. Each of the five bedrooms is generously proportioned, ensuring that everyone in the household enjoys their own private retreat. Step outside, and you'll find a deck that's tailor-made for al fresco dining. Fire up the grill, entertain guests, or simply lounge around the screened-in pool. The fully fenced yard is a secure haven for your furry friends to run and play. This superb residence is ideally located, just a stone's throw away from Downtown Gulfport, renowned for its vibrant arts scene, local restaurants, and shopping. For those with a passion for golf and yachting, the Pasadena Golf & Yacht Club is within easy reach. And of course, the Gulf's shimmering waters are also close by, offering endless opportunities for outdoor adventures. Don't miss the chance to make this stunning home your own. Schedule a viewing today and experience the best of Florida living in this enchanting retreat!

6268 9th Avenue S, Gulfport
$3,100,000
5 Beds ⋅ 6 Baths ⋅ Marina Estates SubDv. ⋅ 33707 Zip Code
Welcome to a luxurious and abundant lifestyle set in the exclusive Pasadena Estates, within the gated Pasadena Yacht and Country Club. Prepare to be amazed by the casual elegance of this residence, offering over 6,300 square feet of interior living space, including 5 spacious bedrooms, a fitness room, an office, media room and 5 1/2 bathrooms. This remarkable architectural masterpiece is situated on half an acre, commanding breathtaking views of the Marina and providing easy access to all the amenities of Pasadena Yacht and Country Club. As you arrive, a magnificent Porte cochere greets you, ushering you into a world of comfort and luxury. Step through the beautiful custom glass doors and enter a lavish open floor plan with soaring ceilings and expansive living areas, complemented by exquisite custom built-in cabinetry. Discover an entertaining wet bar, an adjacent billiard room, a dining room, a media room, and a fabulous covered outdoor entertainment area. The retracting glass doors effortlessly expand the main floor, seamlessly merging indoor and outdoor spaces to create a protected oasis for relaxation and entertainment. The pool area is surrounded by lush landscaping and features a large spa with a waterfall and vibrant LED lighting. Your beloved pet will have its own separate private gated yard encircling the pool area. Inside, the chef's kitchen awaits, boasting a convenient gas cooking station, two massive refrigerators, ample storage, and a casual dining area overlooking the pool and marina outdoor space. Wine enthusiasts will delight in the walk-in storage room with a wine cellar, conveniently located near the kitchen and wet bar. Take the private elevator or ascend the staircase to the second level, where you'll find an open music room, a seating area, and a walkway connecting all the rooms while overlooking the magnificent living area below. Here, the expansive owner's suite awaits, complete with custom walk-in closets and a spa-style bath offering serene water views of the marina. The second bedroom suite is generously sized and can serve as another main bedroom. A laundry room is conveniently located on this level. The stylish in-law suite can be accessed from this floor, providing the additional benefit of a private entryway and elevator access. Meticulously constructed to the highest standards, this residence has received recent updates, including two new Trane HVAC units, two new water heaters, custom lighting, designer window features, and more. Car enthusiasts will appreciate the three-car garage, equipped with additional amenities for vehicle maintenance, while ample outdoor parking is also available. Pasadena Estates overlooks the marina, offering private boat slips and rental options. Situated just a short distance from all the venues of downtown St. Petersburg, the Gulf Beaches, and only 35 minutes from Tampa International Airport, this location ensures convenient access to a myriad of attractions and amenities. Boat slip availability. Take a look at the video !

6318 Pasadena Point Boulevard, Gulfport