Four Pines Real Estate

Welcome to Four Pines, a charming subdivision nestled in the heart of Clearwater, Florida, within the beautiful Pinellas County. This delightful community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Four Pines is characterized by its lush, tree-lined streets and well-maintained homes, creating a serene atmosphere that feels like a private retreat while still being close to all the amenities Clearwater has to offer. Residents enjoy spacious lots, many of which feature stunning gardens and outdoor living spaces, perfect for soaking up the Florida sunshine or hosting gatherings with friends and family.

The location of Four Pines is truly unbeatable. Just a short drive away, you'll find Clearwater Beach, renowned for its soft white sands and crystal-clear waters, making it a hotspot for sunbathers and water sports enthusiasts alike. The vibrant downtown area is also within easy reach, offering a variety of shops, restaurants, and cultural attractions that cater to all tastes.

Families will appreciate the proximity to top-rated schools and parks, ensuring that children have plenty of opportunities for recreation and learning. The community is also well-connected to major highways, making commuting a breeze and allowing residents to explore the wider Pinellas County area with ease.

Whether you’re looking for a peaceful place to call home or a vibrant community with endless activities, Four Pines in Clearwater, FL, is the perfect choice. Come discover the charm and warmth of this inviting neighborhood today!

Newest Listings in Four Pines

$414,000

4 Beds ⋅ 2 Baths ⋅ Four Pines SubDv. ⋅ 33760 Zip Code

Clearwater duplex offering approximately 1,820 square feet of living space on a 6,251-square-foot lot with two separate units and no HOA. Built in 1982, the property features open floor plans and separately metered units. The roof was replaced in 2016, and one kitchen and both bathrooms were updated in 2016. Unit B features a newer bathtub with subway tile surround. Both units have central HVAC, ceramic tile flooring, and individual laundry closets. Unit A has washer and dryer hookups only; no washer or dryer is included with Unit A. Unit B has an existing washer and dryer that will remain with the property and convey AS IS. Each unit has a small patio area off the kitchen with a metal awning and separate outdoor space. The front yard is fully fenced and is currently used by Unit A. Unit B has driveway parking, while Unit A utilizes street parking. The property is located near major roadways, shopping, dining, services, St. Pete-Clearwater International Airport, Tampa International Airport, and Gulf beaches, with access to US 19 and I-275. Photos of Unit A were taken prior to the current tenant's occupancy and include both staged and non staged images. Photos of Unit B were taken in 2025 with staging. Staging shown in the photographs was physical staging and was not digitally or virtually added.

15588 59th Street N, Clearwater

$443,000

4 Beds ⋅ 3 Baths ⋅ Four Pines SubDv. ⋅ 33760 Zip Code

Motivated Seller | Solar-Powered | Corner Lot | No Flood Insurance Required | Bonus Space & ADU Conversion Opportunity | Instant equity! Priced nicely below recent appraisal value -- 4552 total sq. ft. under roof with 1820 sq. ft. living space & lower level ADU conversion opportunity! Secure this custom-built elevated open-concept solar-powered Unincorporated Clearwater home -- short term rent friendly, no flood insurance required (Zone X). This home offers 4 bedrooms, 3 bathrooms with amazing access to the wraparound balcony -- plus another 1820 sq. ft. BONUS SPACE on lower level, a massive drive-through 3 car+ garage (onsite parking for 11+ cars), fenced yard & exceptional flexibility for hosting large & small gatherings, multi-generational living, home business use, vehicle storage, or future income potential including short term rental. The beautifully finished upper-level features 1820 sq. ft. of living space with soaring cathedral ceilings, an open floor plan, abundant natural light, new flooring & private 798 sq. ft. wraparound covered balcony -- absolutely perfect for your Florida indoor-outdoor lifestyle! The ground level BONUS SPACE offers an additional 1820 sq. ft. ADU conversion opportunity under roof with an oversized 3+ car garage, workshop & storage, (2) utility rooms -- flexible-use rooms to fit your lifestyle! Highlights * 4 Bedrooms | 3 Full Bathrooms Living Space (Upper Level) * 1820 Sq. Ft. Bonus Space (Lower Level) * 798 Sq. Ft. Wraparound Covered Balcony * 2 Driveways & Parking for Multiple Vehicles, Boats, RVs & Trailers * 2 Meters & 2 New Distribution Panels - Upper & Lower Metered Separately * Multi-Generational Living Potential & ADU Conversion Opportunity * Corner Lot Located on a Block with 2 Dead-End Streets Major Updates * New Roof (2021) * New AC (2020) * New Water Heater (2019) * New Solar Energy System (2023) * (2) New Distribution Panels (8/2026)* Perfect for boat & RV enthusiasts, car collectors, multi-generational households, small business owners, investors, contractors & anyone seeking exceptional storage, parking, flexibility or income potential with short-term and long-term rentals, or ADU conversion. Conveniently located in Unincorporated Clearwater -- near Largo, St. Petersburg, Clearwater, The Beaches, Tampa International Airport, shopping, dining, and major highways, this one-of-a-kind property delivers space, versatility, energy efficiency & affordability that is difficult to find in today's market. Tour Today!

15590 59th Street N, Clearwater

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