Trails Of Countryside Real Estate, Homes, Condos for Sale in Clearwater, FL

3 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Welcome to this stunning and meticulously maintained 3-bedroom + office, 2-bath, 3-car garage, 2,502 sq ft pool home offering simple elegance, thoughtful upgrades, and a beautifully flowing split floor plan. Architecturally distinct design elements, subtle angles, and carefully considered lines create a warm, cohesive, and visually interesting flow throughout the home. Pride of ownership is evident in every space. The kitchen, family room, and outdoor areas flow together seamlessly, creating an inviting and functional main living space ideal for everyday living and effortless entertaining. The family room features vaulted ceilings and abundant natural light. The kitchen is thoughtfully designed with custom cabinetry, a built-in refrigerator, quartz countertops, a large center island with excellent storage, a 2025 dishwasher and range and a dedicated built-in coffee nook. The spacious primary suite offers a peaceful retreat with a large walk-in closet featuring custom built-ins and a spa-like bathroom that includes a freestanding tub, frameless glass walk-in shower, custom cabinetry, and a dedicated makeup area. Two additional bedrooms are complemented by a second bathroom. The office also includes custom built-in cabinetry, making it an ideal workspace or flexible-use room. Step outside to a private backyard oasis featuring a sparkling saltwater Pebble Tec pool, a resurfaced deck with travertine pavers, lush professional landscaping, and a fully fenced yard designed for privacy and year-round enjoyment. Recent upgrades and improvements include a brand-new roof (2025), brand-new water heater (2025), chimney cap replacement (2025), impact windows and sliding glass doors (2020), and an impact-rated front door (2024). Additional features include a generator-ready 30-amp inlet with an 8-breaker subpanel for select circuits, a whole-house water softener and filtration system, and an irrigation system that operates on well water. The home also includes in-ceiling speakers in the family room, a Martin Logan subwoofer, Polk Audio outdoor speakers on the patio, plantation shutters throughout, and an impressive elevation of approximately 75 feet above sea level, offering added peace of mind during storm season. Located in the highly desirable Trails of Countryside, this non-evacuation zone community offers low HOA fees, no CDD, and a one-way-in, one-way-out neighborhood design that provides quiet streets, limited traffic, and a strong sense of community. The neighborhood is well known locally for its excellent trick-or-treating and walkability. Conveniently located near shopping, dining, parks, the Dunedin Causeway, Honeymoon Island, and vibrant Downtown Dunedin. Impeccably cared for and thoughtfully updated, this home presents a rare opportunity to enjoy quality, comfort, and timeless design in one of Clearwater’s most sought-after neighborhoods.

3459 Sweetwater Trail, Clearwater

$699,000

4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Short Sale. SHORT SALE ALERT — $699,000 — SUBMIT YOUR OFFER ASAP! NEW PRICE + SHORT SALE OPPORTUNITY! This vacant, move-in-ready home in the highly desirable Trails of Countryside is now offered at $699,000 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. Submit your strongest offer ASAP. All offers are subject to lender approval.

3408 Fairfield Trail, Clearwater

$905,000

4 Beds ⋅ 3 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

As you arrive in the highly desirable Trails of Countryside neighborhood, you’re greeted by a true Florida retreat. Nestled on a quiet, one-way-in, one-way-out street, this stunning 4-bedroom, 3-bath pool home set on 0.29 acres, immediately captures attention with a pavered driveway and walkways framed by lush landscaping that leads to an inviting front entry. Step inside and be welcomed by soaring ceilings and rich real wood flooring that flows throughout the main living areas, perfectly complemented by built-in features. Crown molding and chair rail detailing found throughout the home adds to the charm. Natural light pours in through hurricane-rated windows and plantation shutters, highlighting a double-sided gas fireplace that anchors both the formal living and family rooms. The heart of the home is the fully remodeled kitchen—designed to impress. It features custom real wood cabinetry with soft-close doors and drawers, gleaming granite countertops, a gas range with a convenient pot filler, and a farmhouse-style stainless sink. Every detail has been thoughtfully curated, from the dry bar and dedicated coffee station to the commercial-grade ice maker and stainless steel appliances. Tucked away, the owner’s suite offers a tranquil escape with two spacious walk-in closets and a spa-like ensuite bathroom complete with a soaking tub, separate shower, and refined finishes. French doors provide direct access to the screened-in patio—perfect for starting your day poolside. The split floor plan ensures comfort and privacy for all, with pocket doors that separate the guest bedrooms. One bedroom enjoys its own private entrance to the third bathroom, ideal for extended stays or a potential in-law suite. Step outside to your show-stopping backyard oasis through double french doors. The entire patio area is screened and fully pavered, surrounding a saltwater, gas-heated pool that was resurfaced in 2018. Entertain with ease in the custom outdoor kitchen, featuring bar seating, a built-in grill, smoker, stove top burner, under-counter refrigerator, and stainless sink. Catch the game on the mounted outdoor-grade TV while staying cool under the misting system, and enjoy the built-in multicolored lighting system that sets the mood as the sun goes down. Beyond the pool, a separate pavered patio with a grand custom fireplace offers the perfect spot to unwind on cool Florida evenings. The backyard is fully turfed for low-maintenance living and includes a golf green putting area—turning your yard into a personal playground. Vinyl fencing with gated access on both sides ensures privacy and convenience. Additional highlights include an inside laundry room with sink, tankless hot water heater, a RainBird sprinkler system with timer, gutters surrounding the entire home, and ample storage throughout. Located in the heart of Clearwater’s bustling Countryside area, you’ll enjoy easy access to US-19 for effortless commuting. Just five miles from the white sand beaches of the Dunedin Causeway and Honeymoon Island—or hop the ferry to Caladesi Island. Shopping, dining, and entertainment abound at nearby Westfield Countryside Mall, with Tampa International Airport only 30 minutes away. This home checks all the boxes—schedule your showing today!

3437 Aspen Trail, Clearwater

$715,000

4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Brand new SS range and dishwasher! Charming 4-Bedroom, 2-Bath Pool Home with 3-Car Garage in Trails of Countryside. This well-maintained 4-bedroom, 2-bathroom home with a 3-car garage and pool is located in the highly desirable Trails of Countryside. Offering 2,541 SF of living space, this home combines comfort and functionality. The kitchen is an inviting eat-in space featuring maple cabinets, a breakfast bar, and stainless-steel refrigerator and microwave. There’s plenty of room for a table and chairs, perfect for casual dining. The adjacent family room features volume ceilings, a skylight, and a cozy wood-burning fireplace—ideal for enjoying cool Florida evenings. The private master suite is a true retreat, complete with double walk-in closets and an additional vanity area featuring a mirror, sink, and extra cabinets for added storage. The ensuite bathroom boasts Hi-Macs solid surface countertops and a walk-in shower. All four bedrooms are generously sized, with ceiling fans for added comfort. The second bathroom, also with Hi-Macs solid surface countertops, conveniently leads out to the pool area for easy outdoor access. The inside laundry room offers ample storage and a utility sink. Step outside to the screened lanai, where you can relax on the paver patio and enjoy the sparkling pool with a Pebble Tec surface, as well as solar heating to keep the pool at the perfect temperature year-round. The fenced backyard offers privacy and safety for pets or children, making it a great place to entertain or relax. Recent updates include a roof replaced (2018), AC (2024), hot water heater (2018), new electrical panel (2024), , newer insulation in the attic, hardy board anywhere there is a pitch on the roof, solar heating for the pool, and hurricane garage doors. This home is located in a quiet, family-friendly neighborhood with low HOA fees, no CDD fees, and a one-way-in, one-way-out layout that’s perfect for events like trick-or-treating. It’s conveniently located near shopping, dining, and outdoor activities, including Dunedin Causeway and Honeymoon Island, and just 30 minutes from the airport. No flood insurance is required. Don’t miss out on this exceptional home in one of Clearwater’s most desirable communities. Schedule your showing today!

3442 Beech Trail, Clearwater

$660,000

4 Beds ⋅ 3 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Immaculate 4-Bedroom, 3-Bath Pool Home with 3-Car Garage in Trails of Countryside. Located on a quiet street in the back of the desirable Trails of Countryside, this beautifully maintained 4-bedroom, 3-bath home offers 2,524 SF of spacious living with a 3-car garage. Perfect for both family living and entertaining, the kitchen features Corian countertops, ample cabinet space, and an open layout that flows seamlessly into the family room. The family room boasts volume ceilings and a wood-burning fireplace, creating a cozy space for cool Florida evenings. The private primary suite features an ensuite bathroom with double sinks, a walk-in shower, and plenty of storage space. All four bedrooms are spacious, with wood laminate flooring and ceiling fans. The 3rd bedroom is currently being used as a den, but can easily be converted back to a bedroom. The third bathroom conveniently provides direct access to the pool area, making it easy to enjoy the outdoor space. Step outside to the screened lanai, where you can relax or take a dip in the saltwater pool (new pool pump and vacuum installed in 11/2024). The pool lanai area is equipped with hurricane shutters for added peace of mind. The backyard is fully fenced with a wood fence for privacy and safety, offering the ideal space for family gatherings or letting pets run free. The yard extends beyond the rear fence, providing additional space for parking a boat or trailer if needed. Recent updates include a new roof (2024), new AC (2024), and a hot water heater replaced in 2021. The property is also equipped with a Centricon pest control system that is serviced quarterly for added convenience. The sprinkler system uses well water for added efficiency. Trails of Countryside is known for its family-friendly atmosphere, low HOA fees, and no CDD fees. The neighborhood is centrally located with easy access to shopping, dining, and outdoor activities. Just 10 minutes to Dunedin Causeway and Honeymoon Island, and only 30 minutes to the airport. Plus, with the unique layout of the neighborhood, residents enjoy a quiet, serene environment with one-way-in, one-way-out streets—perfect for events like trick-or-treating! No flood insurance required. Don’t miss the chance to view this wonderful home in one of Clearwater’s most desirable communities. Schedule your showing today!

3416 Fairfield Trail, Clearwater

$830,000

4 Beds ⋅ 3 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Newly renovated Trails of Countryside pool home boasts 4 bedrooms, 3 baths and a 2-car garage. Open triple floor plan, perfect for overnight guests. Gorgeous kitchen with Quartz countertops and a large center island. Perfect place to sit and have breakfast or help the chef prepare dinner. Shaker style wood cabinets, and new stainless-steel appliances. Just off the kitchen is the family room with a perfect view of the pool. The large family room has volume ceilings and a wood burning fireplace for our chilly winter Florida evenings. Private primary bedroom with ensuite bathroom featuring double sinks, a walk-in shower, water closet, separate desk area with drawers and a walk-in closet. All 4 bedrooms are spacious, have carpet and ceiling fans. The 3rd bathroom leads out to the pool for convenience. Inside laundry room has washer/dryer hookups and a utility sink. The screened in lanai area is perfect to sit outside and relax or take a dip in the pool. Beautiful pavers on the lanai. The backyard is great for entertaining with a wood fence for privacy and safety for your family. Shed included for your gardening and lawn equipment. The backyard extends past the rear fence and is perfect to park your boat trailer, if needed. This Clearwater home is close to shopping and restaurants. Just 10 minutes to Dunedin Causeway and Honeymoon Island. Airport 30 minutes. Low HOA fees, one way in and out of the neighborhood (great for trick or treating), no flood insurance required and no CDD fees. Updates include: All new vinyl plank flooring, new carpet in the bedrooms, brand new kitchen and bathrooms, new interior lighting, new interior doors and hardware, new paint inside & out, roof- 2016, AC-2022. For HOA docs, budget, etc. please visit the community website at www.trailsofcountryside.com Schedule your showing today!

3400 Fairfield Trail, Clearwater

$790,000

4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Beautifully updated Trails of Countryside pool home boasts 4 bedrooms, 2 baths and a 3 car garage. Gorgeous kitchen with a granite countertops and center island, wood cabinets, and stainless-steel appliances. The pantry offers pull out drawers for convenience and soft close drawers. Adjacent to the kitchen is the family room with volume ceilings, skylight and a wood burning fireplace for our chilly winter Florida evenings. Private master bedroom with ensuite bathroom featuring double sinks, a walk-in shower with a bench, lots of drawers and cabinets for storage and a walk-in closet. All 4 bedrooms are spacious, have wood laminate flooring and ceiling fans. The 2nd bathroom leads out to the pool for convenience. Inside laundry room has lots of storage and cabinet space. Also, a utility sink and plenty of countertop space to fold your clothes on. The screened in lanai area is perfect to sit outside and relax, take a dip in the pool or hot tub. The backyard is great for entertaining with a vinyl fence for privacy and safety for your kids/fur babies. Shed included for your gardening and lawn equipment. The backyard extends past the rear fence and is perfect to park your boat trailer, if needed. Pride of ownership is seen throughout the home. This Clearwater home is close to shopping and restaurants. Just 10 minutes to Dunedin Causeway and Honeymoon Island. Airport 30 minutes. Low HOA fees, , one way in and out of the neighborhood (great for trick or treating), no flood insurance required and no CDD fees. Updates include: Roof & skylight replaced in August 2021, AC (15 Seer 5 Ton) & duct work- October 2022, Water heater- February 2022, Windows- November 2023, Pool pump- August 2022, Pool cleaner- June 2023, Both bathrooms- 2021, Front door- November 2022, Attic ladder- June 2021, Garage door springs- August 2023. Schedule your showing today!

3448 Fairfield Trail, Clearwater

$740,000

4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

Great opportunity to own this beautiful family home in the highly desirable Trails of Countryside neighborhood. The home boasts 4 bedrooms, 2 baths and a 3 car garage. The split floor plan offers a remodeled kitchen with granite countertops, wood cabinets, and stainless steel appliances all open to a spacious family room with sky light and wood burning fireplace overlooking a sparkling pool and private backyard. The master suite is a delightful retreat with with an ensuite bathroom featuring double sinks, a walk-in shower and water closet. The fourth bedroom is currently being used as a home office. The screened pool is a great space for family fun or relaxation and features pavers, a covered lanai, and a koi pond. Truly a wonderful home for entertaining! Located in the Countryside area of Clearwater, you will find shopping and dining nearby as well as being a short drive to airports and beaches.

3408 Fairfield Trail, Clearwater

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