Overbrook Park Homes with Pool

Welcome to Overbrook Park, a charming subdivision located in Clearwater, Pinellas County, Florida. This community is known for its tranquil surroundings, well-maintained properties, and convenient access to all the amenities that Clearwater has to offer.

One of the standout features of Overbrook Park is the abundance of homes with pools. Imagine coming home after a long day and being able to relax and unwind by taking a refreshing dip in your own private pool. Whether you enjoy hosting poolside gatherings with friends and family or simply lounging by the water on a sunny day, having a pool adds an extra element of luxury and enjoyment to your lifestyle.

Living in Overbrook Park means enjoying the best of both worlds - a peaceful suburban setting with easy access to the vibrant city of Clearwater. With beautiful homes, tree-lined streets, and a strong sense of community, this neighborhood is the perfect place to call home.

If you are searching for a home in Clearwater that offers the ultimate in comfort and relaxation, look no further than Overbrook Park. Discover the beauty and convenience of this subdivision and find your perfect home with a pool today.

Newest Overbrook Park Homes with Pool

$2,200,000

5 Beds ⋅ 5 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code

Located in one of Belleair's most desirable neighborhoods, this remarkable residence offers a rare combination of luxury, flexibility, and peace of mind. More than a renovated home, it is a thoughtfully designed retreat created for generations to gather, celebrate, and create lasting memories. Tucked away at the end of a quiet road on a beautifully landscaped .39-acre homesite in the Town of Belleair, this exceptional residence welcomes you with a gracious brick paver circular driveway and brick paver entry, creating a striking first impression from the moment you arrive. Spanning 3,679 heated square feet, this extraordinary home has been completely reimagined with a perfect balance of timeless design, modern comfort, and exceptional functionality. Offering 5 bedrooms, 4 ensuite retreats (4.5 baths) and thoughtfully designed for multigenerational living, the floor plan delivers a rare level of flexibility seldom found in today's market. Whether accommodating extended family, long-term guests, or creating private spaces for work and relaxation, each ensuite provides comfort, privacy, and independence while remaining connected to the heart of the home. The beautifully renovated interior showcases an inviting open flow with luxury vinyl flooring throughout, a stunning chef's kitchen featuring premium Café appliances, and refined finishes that create a sophisticated yet comfortable atmosphere. Just beyond the main living spaces, a dedicated wine and coffee bar room creates the perfect destination for entertaining and everyday enjoyment, complete with a large wine refrigerator and a full-size refrigerator with an ice maker. Each bathroom has been meticulously renovated with thoughtful details and quality craftsmanship, offering spa-like retreats throughout the home. A versatile second-level flex space further enhances the home's multigenerational appeal, offering endless possibilities as an in-law suite, guest quarters, private home office, media room, or recreation space. Complete with a kitchenette, private full bathroom with a walk-in shower, and a dedicated 2026 mini-split air conditioning system, it provides exceptional comfort and independence. The extensive transformation extends far beyond the visible finishes. Nearly every major component has been thoughtfully updated, including newer roof (2019 / 2024), hurricane-impact windows and doors, two high-efficiency HVAC systems (2023 and 2024) with whole-home air purification, three updated electrical panels, new insulation, updated lighting, ceiling fans, and countless additional improvements. The oversized two-car garage continues the home's exceptional attention to detail with a brick paver approach, epoxy flooring, and an energy-efficient 80-gallon hybrid heat pump water heater (2025) that also helps cool the insulated garage, creating a comfortable and versatile space. The outdoor living spaces provide a private sanctuary surrounded by exceptional landscaping and mature greenery. The beautifully resurfaced Pebble Sheen pool, complemented by new waterline tile and upgraded pool equipment, creates the perfect backdrop for relaxing afternoons, entertaining guests, and enjoying the Florida lifestyle year-round. Enjoy the video for a full tour of this amazing home.

411 Roebling Road S, Belleair

$1,950,000

4 Beds ⋅ 4 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code

Nestled on just over a quarter acre in the heart of Belleair, this exceptional residence is recognized as one of the Town's historic homes, blending timeless architectural character with modern comforts in one of the area's most sought after locations. Located in an X flood zone, with no history of flooding and flood insurance not required, this remarkable property is ideally positioned near the prestigious Pelican Golf Club and Belleair Country Club, world famous Gulf beaches, boutique shopping, charming neighborhood cafes, and a world renowned hospital, offering an unmatched combination of elegance, convenience, and lifestyle. Surrounded by lush, mature landscaping, the property offers a private resort style setting highlighted by a sparkling pool, expansive outdoor living areas, and an enclosed patio overlooking the backyard oasis. Designed for both relaxation and entertaining, the outdoor spaces create a true retreat like atmosphere. Inside, distinctive architectural details set this home apart, including elegant rounded archways, rich hardwood flooring, and thoughtfully designed living spaces that blend historic character with modern functionality. The open concept kitchen features a gas Wolf range, quality cabinetry, generous workspace, and seamless flow into the main living and dining areas. The flexible floor plan includes three spacious ensuite bedrooms on the upper level, including a well appointed primary suite featuring an exceptionally large custom built walk in closet and an adjoining room ideal for a private study, nursery, fitness space, or wellness room. A room currently utilized as an executive study on the main level can easily be transformed into a fourth bedroom, providing additional flexibility for family, guests, or multigenerational living. Enhancing both comfort and functionality are a whole home generator, integrated dehumidification system, custom wine cellar, oversized three car garage, and abundant storage. The home's exceptional condition reflects years of attentive ownership and care. Combining historic charm with thoughtful modern updates, this remarkable residence is designed for both everyday living and effortless entertaining. From the resort style backyard to the spacious living areas and sought after Belleair location, every aspect of the home reflects quality, character, and enduring appeal.

322 Roebling Road S, Belleair

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