Four Pines Real Estate

Welcome to Four Pines, a delightful subdivision nestled in the heart of Clearwater, Florida, within the picturesque Pinellas County. This charming community is known for its serene atmosphere, friendly neighbors, and a vibrant lifestyle that perfectly blends relaxation and recreation.

Four Pines boasts a range of beautifully designed homes that cater to various tastes and lifestyles. From cozy single-family residences to spacious modern designs, each property is thoughtfully crafted to provide comfort and style. The lush landscaping and well-maintained streets create an inviting ambiance that makes every resident feel at home.

One of the standout features of Four Pines is its prime location. Just a short drive away, you’ll find Clearwater Beach, renowned for its stunning white sand and crystal-clear waters, perfect for sunbathing, swimming, and a plethora of water sports. The nearby Caladesi Island State Park offers nature trails and picnic areas, allowing residents to immerse themselves in the natural beauty of Florida's coastline.

Families will appreciate the proximity to top-rated schools, parks, and recreational facilities, ensuring that children have ample opportunities for growth and play. Additionally, the vibrant downtown Clearwater area is just minutes away, offering an array of dining, shopping, and entertainment options.

Whether you’re looking to settle down or invest in a vacation home, Four Pines is a hidden gem that embodies the best of Clearwater living. Experience the perfect blend of tranquility and convenience in this enchanting community, where every day feels like a getaway. Come explore Four Pines, and find your dream home today!

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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