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3408 Fairfield Trail, Clearwater
$680,000
4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code
Short Sale. SHORT SALE ALERT — $680,000 — BANK APPROVED PRICE - SUBMIT YOUR CONTRACT ASAP! NEW PRICE + SHORT SALE OPPORTUNITY! This vacant, move-in-ready home in the highly desirable Trails of Countryside is now offered at $680,000 and is subject to lender approval. Seller is motivated and looking for offers NOW! Don’t miss the opportunity to secure this beautifully updated 4-bedroom, 2-bath home with a 3-car garage, screened pool, and private outdoor living area. The spacious split-floor-plan residence is designed for comfortable everyday living and entertaining. The remodeled kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a brand-new stove, opening seamlessly to a light-filled family room with a cozy wood-burning fireplace and peaceful backyard views. The primary suite features an updated bath, while the second bathroom has a new bathtub. Luxury vinyl flooring has been installed throughout the bedrooms, living and dining areas, and bathrooms for a modern, cohesive feel. Recent improvements include a new roof (2023), new lights and ceiling fans throughout (2023), digital water softener (2025), updated sprinkler system (2024–2025), completed stucco repairs, and fresh exterior paint. The screened pool and outdoor living area provide the perfect setting for entertaining or relaxing, with pavers, a covered lanai, and an updated koi pond with new fish creating a tranquil backyard retreat. VACANT AND READY FOR ITS NEXT OWNER! Conveniently located in Clearwater’s Countryside area near shopping, dining, beaches, and airports. SHORT SALE — LENDER APPROVAL REQUIRED, BPO COMPLETED AT $680,000.. All contracts are subject to lender approval.

3408 Fairfield Trail, Clearwater
214 Skiff Point Unit 214, Clearwater
$875,000
3 Beds ⋅ 3 Baths ⋅ Skiff Harbour Twnhs Condo SubDv. ⋅ 33767 Zip Code
OPEN WATER VIEWS and INCLUDED BOAT SLIP with 12,000 lb Lift Included! Expansive waterfront townhome offering 3 bedrooms and 3 full bathrooms on desirable Island Estates. Enjoy direct water views of Mandalay Channel and Clearwater Beach from the main living area and covered balcony. The open floor plan features a living/dining combo with wood-burning fireplace and sliders overlooking the water. Updated kitchen with granite countertops, stainless appliances, and in-unit laundry. The First-floor bedroom with en-suite bath provides an ideal guest space. Spacious primary suite includes a renovated bathroom with dual sinks, walk-in shower, custom cabinetry, and upgraded walk-in closet and a private balcony to enjoy the stunning views. The Second bedroom upstairs also offers an updated en-suite bath, with walk-in shower and generous storage. The tandem garage has been partially converted into a versatile room with a partially finished bath. Recent improvements include Roof (2021), Water Heater (2021), Electrical Panel (2019), Garage Door Opener (2022), and Disposal (2023). Assigned boat slip with lift offers quick access to the Intracoastal and Gulf of Mexico. Located close to Clearwater Beach, shopping, dining, marina, and Island Estates conveniences. Enjoy waterfront living and coastal recreation in a highly sought-after community.Easy commute to Tampa International and Clearwater/St. Pete airports.

214 Skiff Point Unit 214, Clearwater
505 N Highland Avenue, Clearwater
$574,900
4 Beds ⋅ 3 Baths ⋅ Glenwood SubDv. ⋅ 33755 Zip Code
HUGE PRICE IMPROVEMENT NOW $574,900!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS IS A GREAT FAMILY HOME WITH HUGE ROOMS AND LARGE LIVING SPACES!! THE GIGANTIC PRIMARY BEDROOM HAS A BIG WALK IN CLOSET THAT IS CURRENTLY CONVERTED TO A 5TH BEDROOM!! LIVING ROOM IS LARGE WITH COZY FIREPLACE AND OPENS WITH 12FT SLIDERS TO FANTASTIC RECREATION OASIS!! HEATED POOL, OUTDOOR KITCHEN AND TABLE THAT SEATS 12!! THE GARAGE HAS BEEN CONVERTED TO A MEDIA AND GAME ROOM WITH LOTS OF GAMES, AND CUSTOM LIGHTING!! THERE IS A LARGE CIRCULAR DRIVE THAT WILL ACCOMMODATE SEVERAL VEHICLES!! MAKE YOUR APPOINTMENT TO SEE THIS HOME SOON!! HOME HAS BEEN OPERATED AS A VACATION RENTAL, REPORTS AVAILABLE. ASKING PRICE $574,900

505 N Highland Avenue, Clearwater
2366 Pembrook Drive, Clearwater
$575,000
3 Beds ⋅ 2 Baths ⋅ Gulf Breeze Estates SubDv. ⋅ 33764 Zip Code
Stunning totally remodeled 3/2 with Pool! LOCATION LOCATION! So close to just about everything you would need....! If you’ve been searching for an open floor plan with your own private pool, this is the one. The home features gorgeous tile flooring throughout and a brand-new kitchen complete with stylish green cabinetry, a modern backsplash, and an oversized pantry. You’ll also enjoy the convenience of an inside laundry room along with designer interior doors and upgraded hardware. In the Primary en-suite there is a walk-in shower and a Broan exhaust fan with a heater. Every detail in this home was well thought out for functionality and decoration. Step outside to a spacious yard showcasing a stunning pool with a tranquil water feature—perfect for relaxation or entertaining. Feel free to cozy up in the large screened in porch and read your favorite book. There’s also a brand-new shed offering plenty of room for yard tools and extra storage. An oversized two-car garage provides even more space for vehicles, hobbies, or additional storage. This home truly has it all—style, comfort, and functionality in an ideal location. This home is located in an established neighborhood where owners tend to stay long-term. Many homeowners are renovating their properties, while others are tearing down older homes to build new custom residences. Water heater Nov 2025, HVAC Jan 2026, windows/siding and soffit 2012. This home is being sold as-is for seller convenience. Easy drive to famous Clearwater Beach, restaurants, and shopping. The neighborhood has a small water access that you can put paddleboards, kayaks, or even a jet ski in the water for use.

2366 Pembrook Drive, Clearwater
112 Leeward Island, Clearwater
$2,299,000
4 Beds ⋅ 3 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
Located in the highly desirable Island Estates neighborhood of Clearwater Beach, this STUNNING WATERFRONT single family 4 Bedroom , 3 Bath residence at 112 Leeward Island offers coastal living at its finest. This spacious home spans almost 3000 square feet on one level and is situated on a generous size elevated lot and positioned on a protected canal providing access to the expansive waterways of Clearwater Beach. A perfect blend of luxury living and a waterfront lifestyle. Beautiful lush tropical lanscaping and a grand entrance featuring soaring 14 foot high ceilings and a array of amazing natural light beaming through from sunrise to sunset . Gorgeous NEW custom kitchen with new cabinetry, fabulous quartz countertops, new stainless appliances , wine refrigerator and a huge island with ample seating. There are 2 seperate dining areas with plenty of room for family and friends. An inviting living room with a modern fireplace wall featuring a new LED fireplace. Indulge in your private Primary suite and master bathroom with beautiful finishes including a dual walk in shower, dual sink vanity , his and her walk in closets and a opulent soaking tub. Designed with comfort and privacy in mind this home features a split floor plan that thoughtfully separates the primary suite from the additional 3 spacious bedrooms located on the other side of the home. Convenient inside laundry room with utility sink and cabinet storage. The heart of this home overlooks your private enclosed saltwater heated pool and spa thats sits high above the Intracoastal Waterway. Rare oversized 2 car garage with 26 foot high ceilings, plenty of room for a golf cart and a additional 3000 square feet of storage in the crawlspace. New Roof (2022), New Hurricane impact sliding doors (2022), new pool heater , new interior and exterior paint and NO Flood damage to the interior of this home! Experience the best of outdoor living in your private coastal retreat where the pool area delivers both style and serenity with western exposure , amazing sunsets , tranquility and ocean breezes. Great boating set up that includes a composite dock , a dual jet ski lift, electric/ water supply and boat lift that can accomodate a larger vessel. Located minutes from the grocery store, shopping, fine dining, Clearwater Beach Aquarium, local attractions, the NEW Imagine Clearwater Waterfront Amphitheater and the most amazing clear waters, sugar sand beaches and sunsets! This impressive home has it all ! Come live the life of luxury in this exceptional waterfront home ! Don't miss out on this one ! Book your private showing today !

112 Leeward Island, Clearwater
100 Pierce Street Unit 1001, Clearwater
$385,000
2 Beds ⋅ 2 Baths ⋅ Pierce 100 Condo SubDv. ⋅ 33756 Zip Code
Now is your chance to enjoy waterfront living in downtown Clearwater. The seller is motivated. If you’ve been searching for a residence with exceptional water views, this is a rare opportunity. This remodeled and fully furnished 2-bedroom, 2-bath home at Pierce 100 sits on the desirable north side of the building, overlooking the Clearwater Marina, BayCare Sound Amphitheater, Coachman Park, and the causeway to Clearwater Beach. From your private balconies, enjoy sweeping water views, daily dolphin sightings, holiday fireworks, concerts in the park, and stunning sunsets. Inside, the bright, open living area is designed to maximize natural light and scenery. The updated master suite features a clean, contemporary look, while the modern kitchen—recently refreshed with new appliances—offers an ideal layout for cooking and entertaining. Owner will consider carrying financing. Pierce 100 enhances the waterfront lifestyle with amenities directly on the water, including a resort-style pool, fishing pier, and outdoor grill area. The Monte Carlo Room provides flexible space for private gatherings, parties, or meetings. This residence combines location, views, and modern updates in one of Clearwater’s most desirable waterfront communities. Schedule your private showing today—to experience Downtown Clearwater and make your move.

100 Pierce Street Unit 1001, Clearwater
19029 Us Highway 19 N Unit 16C, Clearwater
$169,900
2 Beds ⋅ 2 Baths ⋅ Imperial Cove 11 SubDv. ⋅ 33764 Zip Code
Affordable Resort Style Living. 2 bedroom, 2 bath villa with a direct view of Tampa Bay with a private patio. Freshly painted and ready. New AC August 2026. Spacious kitchen with loads of cabinets, garden window, stainless steel appliances and breakfast bar. Large living area with sliding glass doors to the enclosed air conditioned porch. Wood floors in the living room, dining room and bedrooms. Large master bedroom with a walk in closet plus a second closet for additional storage and sliding glass doors all with direct waterview. Guest bedroon is situaited near the guest bath . The large porch area give access to the open private patio. Large laundry room that will accomodate a full size washer and dryer, Great for entertaining of just lounge around and take in the view. There is covered parking with storage and guest parking. Imperial Cove is a 55+ active community offering a clubhouse with a heated pool, a ballroom, billard room, game room, library, shuffelboard, a putting green and 2 fishing docks. Located close to shopping, restaurants, Clearwater Beach, malls, St. Petersburg/Clearwater International Airport and Tampa International Airport. All room dimensions are estimated and buyer should measure the rooms for exact sizes and verify all printed material herein.

19029 Us Highway 19 N Unit 16C, Clearwater
2001 Greenbriar Boulevard Unit 17, Clearwater
$92,150
2 Beds ⋅ 1 Baths ⋅ Greenbriar Condo SubDv. ⋅ 33763 Zip Code
Welcome to Greenbriar Condominiums in the heart of Clearwater. This well-maintained unit features two bedrooms and one full bathroom across a very well spaced 790-square-foot layout (feels much bigger!). Updated with laminate flooring throughout, this home offers low-maintenance living and comfortable space. The open living and dining area is bright and functional, with a versatile bonus space ideal for a home office or reading nook. High and DRY! Not in a flood zone. Residents enjoy a robust array of amenities including a pool, shuffleboard courts, and a spacious clubhouse equipped with a pool table, ping pong, and foosball. The $705 monthly HOA fee covers water, sewer, trash, cable, internet, and access to all community amenities. Fitness center available for one time membership fee of $30. Shared laundry is conveniently located in the same building. Situated just minutes from downtown Dunedin, Clearwater Beach, and local parks, this condo offers exceptional value and location. Schedule your private showing today before it's gone. A two bedroom condo under $100k in the heart of Pinellas County? Don't miss out on this opportunity!

2001 Greenbriar Boulevard Unit 17, Clearwater
2400 Pine Hammock, Clearwater
$1,524,000
4 Beds ⋅ 4 Baths ⋅ Pinellas Groves SubDv. ⋅ 33764 Zip Code
For Builders, Developers & Vision-Driven Buyers. Lakefront Land in the Heart of Clearwater, With a Livable Home, Owner Financing Available, and a Second Property Possibility. Some parcels are rare because of what's on them. This one is rare because of what it can become. 2400 Pine Hammock sits at the end of a private, quiet cul-de-sac on approximately 2 acres: 1.4 acres of usable land plus 0.6 acres of tranquil lake. The lake holds steady rather than rising and falling, and no flood insurance is currently required, so you can plan your build, and your budget, with more confidence. Start the day on your own shoreline, with roughly 40 to 60 yards of frontage suited to a future private dock (subject to approvals). Picture the finished product: a custom residence with the water in every window, an outdoor living space built for long evenings, and privacy that buyers at this level rarely find in the middle of Clearwater. You don't have to wait to begin. The existing 4-bedroom, 4-bath home, about 3,597 square feet with a 2-car garage and screened-in pool, is livable today. Live in it, hold it, or renovate in phases while your plans, permits, and designs take shape. Or start fresh and build the estate the site deserves. To help you move, the seller is open to owner financing of up to $500,000 toward upgrades and improvements (terms subject to approval). That means more of your capital goes into the build and less into the barrier to entry. There's room to think even bigger. As an additional property is for sale that can potentially increase the size of this very private property. The numbers support the vision. Recent Kent Place sales, including 2420 Kent Place at $3,055,000 and 2316 Kent Place at $2,495,000, show that finished homes here are commanding premium prices. Add the location, with shopping, dining, and entertainment nearby and easy access to the airports, Tampa, and downtown St. Petersburg, and the upside is clear. Price improvement. Schedule your private showing today.

2400 Pine Hammock, Clearwater
1198 Mandalay Point, Clearwater
$37,500,000
3 Beds ⋅ 3 Baths ⋅ Mandalay Point Sub 1st Add SubDv. ⋅ 33767 Zip Code
An opportunity of this caliber rarely presents itself on the west coast of Florida, 1198 Mandalay Point represents extraordinary value for one of the state's most exclusive waterfront properties. Set on 42.57 acres at the secluded northern tip of Clearwater Beach, this remarkable beach to bay property is the last and only private residence of its kind. Bordered on the north by the untouched beauty of Caladesi Island State Park and accessible by a private road, the estate offers unmatched tranquility with miles of pristine beach. For the yachting enthusiasts, a rare deep-water dock accommodates vessels up to 80 feet, providing direct access to the Intracoastal Waterway and the Gulf of America for effortless cruising, fishing and island hopping. This is more than a home - it is a private sanctuary, a lifestyle investment, and a generational legacy. With its protected setting, private entrance, and rare beach-to-bay frontage, 1198 Mandalay Point stands alone as the crown jewel of Clearwater Beach real estate. The 3,434 square foot residence is elevated 20 feet above sea level to showcase panoramic Gulf to Bay views. Inside, soaring 30 plus foot ceilings crown an atrium with a heated lap pool, overlooking the lush preserves of the south end of Caladesi Island, Malone and Moonshine Islands. Each room frames views of sunrises, sunsets and importantly - 360 degrees of palm trees, sandy beaches, the gulf and the bay. Whether entertaining guests or enjoying quiet moments, this home provides an unparalleled living experience. From its tranquil setting and proximity to Tampa International Airport to its world-class dockage and breathtaking natural beauty, 1198 Mandalay Point offers everything you need to enjoy the best of Florida living. An exceptional offering.

1198 Mandalay Point, Clearwater

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