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5433 Essex Avenue S, Gulfport
$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
2285 Watrous Drive, Dunedin
$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
324 173rd Avenue E, North Redington Beach
$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
1011 Lake Shore Ranch Drive, Seffner
$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
2700 Bayshore Boulevard Unit 6107, Dunedin
$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