Refine Search
Map
Sort by
$1,200,000
4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33707 Zip Code
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, Gulfport
$400,000
3 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33707 Zip Code
Welcome to **1714 55th Street S, Gulfport, FL 33707**, where comfort, convenience, and the Florida lifestyle come together in one exceptional opportunity. Whether you're searching for a primary residence, seasonal retreat, or investment property, this move-in-ready **3-bedroom, 2-bath home** offers outstanding value with **no deed restrictions**, giving you the flexibility to truly make it your own. From the moment you arrive, you'll appreciate the peace of mind that comes with major updates already completed. The **roof was replaced in 2021**, a **4-point inspection has just been completed**, and for added confidence, the seller is including a **one-year home warranty** for the new owner's protection. Best of all, this home is **ready for immediate occupancy**, allowing you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a functional floor plan with comfortable living spaces, generous bedrooms, and two full bathrooms designed to accommodate families, guests, or those who simply appreciate extra space. Natural light fills the home, creating a warm and inviting atmosphere that's ready for your personal touches. One of this home's greatest advantages is its incredible location in the heart of Gulfport. Known for its vibrant arts community, welcoming small-town charm, and beautiful waterfront, Gulfport has become one of Pinellas County's most desirable places to live. Spend your weekends strolling along the Gulfport Marina, exploring the eclectic shops and local art galleries, dining at award-winning waterfront restaurants, or enjoying live music and community festivals that take place throughout the year. The city's famous Tuesday Fresh Market and First Friday Art Walk create an atmosphere unlike anywhere else on Florida's Gulf Coast. Outdoor enthusiasts will appreciate the nearby parks, walking trails, pickleball and tennis courts, kayak launches, and waterfront recreation opportunities. Enjoy spectacular sunsets over Boca Ciega Bay, launch your boat from nearby public ramps, or simply relax along the scenic waterfront while watching dolphins play. Beach lovers will appreciate being just a short drive from some of Florida's most beautiful white-sand beaches, including **St. Pete Beach, Treasure Island, Pass-a-Grille, Madeira Beach, and Fort De Soto Park**. Whether you enjoy boating, fishing, paddleboarding, or simply soaking up the sun, you'll have endless opportunities just minutes from your front door. The location also provides quick access to vibrant **Downtown St. Petersburg**, where you'll enjoy world-class restaurants, rooftop bars, museums, breweries, shopping, waterfront parks, entertainment venues, and professional sports. Visit the renowned Salvador Dalí Museum, catch a Tampa Bay Rays game, explore Beach Drive, or enjoy concerts and events at the St. Pete Pier—all just a short drive away. Commuters will appreciate convenient access to I-275, making travel to Tampa, Clearwater, and both Tampa International and St. Pete-Clearwater International Airports simple and convenient. With **no HOA or deed restrictions**, valuable recent improvements, immediate availability, and an unbeatable location close to Gulfport's waterfront, Downtown St. Petersburg, and the Gulf beaches, this home offers an incredible opportunity to enjoy everything Florida's Gulf Coast has to offer. Schedule your private showing today and discover why so many people are proud to call Gulfport home.

1714 55th Street S, Gulfport
$949,000
3 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34698 Zip Code
RARE CHANCE to own a beautiful pool home DIRECTLY OVERLOOKING the $6M restored DUNEDIN GOLF COURSE, offering one of its best vistas. The home features large sliding doors opening the house for Al FRESCO living. The lanai offers ample space for entertaining or enjoying your private retreat. With a new pool cage, pump, and filter…RELAX with the oak trees, rolling greens and GULF BREEZE. Layout highlights the golf course views and open-floor plan preserves the integrity of each designated space. GOURMET KITCHEN features custom Amish cabinetry, a large island with quartz countertops, and eat-in area. Cabinets offer deep drawer storage, pull-out shelves, glass doors, and decorative lighting. A separate DINING ROOM seats 12 with space for a buffet and hutch. Bathrooms- fully remodeled with new tile, glass doors, fixtures, and built-in storage. Bedrooms have generous windows and closets. The 2.5-car garage with workbench, cabinetry and built-in ceiling storage has plenty of room for equipment and additional refrigeration. MAJOR UPDATES- new roof, water heater, washer/dryer, water softener/RO system, windows, hardwood flooring, electrical upgrade, add’l outlets and light dimming, solid core doors, garage door opener, and much more! Recent 4 Pt Inspection confirms 2011 HVAC is in good working order. What I love about this TURNKEY home: sea breeze, natural light, built-in storage, low maintenance, irrigation system, voluntary HOA, and NO FLOOD INSURANCE. The quiet, neighborhood has mature trees, a lake, and a park. This home has been well-maintained over the years, and updates include quality materials. Just minutes from charming downtown Dunedin and 1 mile from the Gulf. Neighborhood provides direct access to the Pinellas Trail; ride to the Dunedin Causeway, Honeymoon Island and Caladesi State Park. Dunedin is also a golf cart community. DON’T MISS OUT- Own one of a select few homes on the golf course, near the gulf!

2285 Watrous Drive, Dunedin
$1,097,000
4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33708 Zip Code
COASTAL WATERFRONT LIVING AT IT'S BEST in the heart of North Redington Beach! This beautifully maintained 4-bedroom, 3-bath residence offers 2,214 sq ft of bright and spacious living with breathtaking wide water views and the ultimate Florida boating lifestyle. Perfectly positioned on a desirable waterfront lot, this home features a grandfathered-in wide dock with a 10,000 lb boat lift providing easy access to the Intracoastal and Gulf waters beyond. From the moment you arrive, the newly sealed circular paver driveway and lush tropical landscaping create incredible curb appeal. Inside, soaring beamed ceilings and an open-concept layout welcome you into expansive living and dining spaces designed to capture stunning water views from nearly every angle. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and plenty of room for entertaining family and guests. The spacious primary suite serves as a private retreat with waterfront access, while two guest bedrooms are connected by a convenient Jack-and-Jill bathroom, creating the ideal setup for family or visitors. A fourth bedroom offers flexibility for a home office, gym, or additional guest accommodations. Additional highlights include 37 fully paid-for solar panels for energy efficiency, hurricane shutters, a 1-car garage, and a NEW ROOF installed in 2026. Step outside to enjoy peaceful waterfront mornings, dolphin sightings, boating adventures, and unforgettable sunsets right from your backyard oasis. Located just minutes from the sugar sand beaches, local restaurants, shopping, and entertainment, this North Redington Beach gem delivers the perfect blend of waterfront luxury, comfort, and coastal charm.

324 173rd Avenue E, North Redington Beach
$150,000
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33763 Zip Code
Located in On Top of the World, a premier 55+ adult condominium community on over 300 acres offers resort-style living with two golf courses that are free to the residents, pickleball courts, shuffleboard/lawn bowling, 4 tennis courts, horseshoe pits, two recreation centers with events that include live bands and balls, over 60 active clubs, billiards room, craft room, café, fitness center with 13 exercise classes, wood working and craft rooms, dog park, two pools including one heated pool with hot tub, lakes with fishing pier, picnic areas with grills, ponds and lakes with walking trails, and more. There is a free resident shuttle that operates 5 days a week to local grocery stores and the malls. **The $565 monthly HOA fee includes Cable TV, Internet, Water/Sewer/Trash, Exterior Maintenance, Grounds Maintenance, Building Insurance, Roof, and community amenities. ** This is a rare opportunity to purchase up to two units next door to create one large home, multi-generational living, or a live-in caregiver. Your home also has one reserved parking space, plus there is adjacent guest parking. This top-floor second-story unit is located in a prime location adjacent to the golf course and only 1,800 feet from the recreation center and pool. The windows were upgraded to impact-resistant windows, and the floors are a combination of carpet, parquet, and tile. The spacious open floor plan has a large living room and dining room in front of the home, and a kitchen with a dinette, plus a large 300-foot Florida room. There are also two additional bedrooms with two bathrooms. A stacked Washer/Dryer combo is included with the home, plus there is a laundry facility down the hallway. There is also an outdoor breezeway with room for a table in front of the home. Minutes to Clearwater Beach, Dunedin, shops, restaurants, and easy access to Tampa International Airport.

2401 Franciscan Drive Unit 41, Clearwater
$370,000
4 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33584 Zip Code
Light-filled home with a functional floor plan and inviting living spaces. The kitchen is like-new with stainless steel appliances and granite countertops. The bedrooms are all generously sized, and the backyard features a pool with a safety fence, ideal for year-round enjoyment. 2 car garage, clean finishes, and move-in ready condition make this home very easy to show!

1011 Lake Shore Ranch Drive, Seffner
$187,900
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34698 Zip Code
Your Dunedin Getaway! 2BR/1.5 Bath ground floor unit is EASY for pets and groceries! Clean, comfortable and nicely furnished, with a living room view toward the pond/fountain. Mostly all tile floors, open layout with dining room and kitchen windows that look out to the tropical atrium area. Bldg located right across from the community waterfront park/ kayak racks and beach, complete with BBQ grills and tables- what a great place to watch the sunsets! ON-SITE clubhouse, fitness center, rec bldg, tennis/pickleball, heated pool +++, and across the street from the Pinellas Bike Trail. 1 Block to Publix, Walgreens, deli, restaurants and more. Room sizes approximate, small pet to 25lbs OK.

2700 Bayshore Boulevard Unit 6107, Dunedin