Four Pines Real Estate

Welcome to Four Pines, a picturesque subdivision nestled in the heart of Clearwater, Florida, within the beautiful Pinellas County. This charming community embodies the perfect blend of tranquility and accessibility, making it an ideal choice for families, retirees, and anyone in search of a serene lifestyle without sacrificing convenience.

Four Pines boasts a unique appeal with its tree-lined streets and well-maintained homes, each exuding character and warmth. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community spirit thrives. With a variety of home styles, from cozy single-family residences to spacious modern designs, there is something to suit every taste and budget.

Residents of Four Pines enjoy easy access to Clearwater's stunning beaches, renowned for their soft, white sands and crystal-clear waters. Spend your weekends soaking up the sun or indulging in water sports, all just minutes from your doorstep. The area is also rich in recreational opportunities, with nearby parks, walking trails, and golf courses providing endless options for outdoor enthusiasts.

For families, Four Pines is conveniently located near highly-rated schools and family-friendly amenities, ensuring that education and entertainment are always within reach. The vibrant downtown Clearwater area offers a variety of shopping, dining, and cultural experiences, making it easy to enjoy everything this coastal city has to offer.

Discover the charm and allure of Four Pines—where community, comfort, and coastal living come together to create a truly exceptional place to call home. Come and see for yourself why this subdivision is the perfect spot to plant your roots in sunny Florida!

Newest Listings in Four Pines

$398,000

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! RECEIVE A 1% LENDER CREDIT WITH PREFFERRED LENDER! 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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