Overbrook Park Real Estate

Overbrook Park Real Estate

Welcome to Overbrook Park, a hidden gem nestled in the heart of Clearwater, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant coastal living, making it an ideal place for families, retirees, and professionals alike.

Overbrook Park is renowned for its picturesque tree-lined streets and well-maintained homes, showcasing a variety of architectural styles that cater to diverse tastes. The community exudes a warm, welcoming atmosphere, where neighbors become friends and the sense of belonging is palpable. With spacious yards and inviting outdoor spaces, residents can enjoy the Florida sunshine while creating lasting memories with family and friends.

One of the standout features of Overbrook Park is its prime location. Situated just a short drive from the stunning beaches of Clearwater, residents can take advantage of the sun-soaked shores, crystal-clear waters, and a plethora of recreational activities. Whether you’re into sunbathing, water sports, or leisurely strolls along the beach, this coastal paradise has it all.

In addition to its natural beauty, Overbrook Park is conveniently located near an array of shopping, dining, and entertainment options. The vibrant downtown Clearwater area is just minutes away, offering a delightful mix of local boutiques, trendy restaurants, and cultural attractions. Families will appreciate the proximity to top-rated schools and parks, ensuring that children have access to quality education and outdoor fun.

With its blend of community spirit, convenience, and scenic beauty, Overbrook Park is more than just a place to live—it's a lifestyle. Come discover the charm of this delightful subdivision and see why so many are proud to call it home!

Newest Listings in Overbrook Park

$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, Clearwater
$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
$1,125,000
4 Beds ⋅ 3 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code
Wake up to the charm of Belleair living in this beautifully maintained four-bedroom, two-and-a-half-bath residence, ideally located in the heart of Belleair. Designed for both comfortable family living and effortless entertaining, the home offers multiple gathering spaces that can easily accommodate a media room, home office, playroom, or additional living area depending on your lifestyle. The kitchen and dining area connect effortlessly with the surrounding living spaces and are enhanced by abundant natural light and beautiful backyard views. Large windows frame the lush landscaping, creating a seamless connection between the indoor and outdoor living spaces. Hurricane-rated windows and doors throughout provide year-round comfort, energy efficiency, and added peace of mind. The spacious primary suite offers a relaxing place to unwind at the end of the day, complete with generous closet space and a well-appointed bathroom. Three additional bedrooms provide flexibility for family and guests alike. Step outside to a backyard designed for enjoying Florida's year-round lifestyle. The expansive patio and outdoor kitchen create the perfect setting for weekend gatherings, outdoor dining, or a quiet morning coffee surrounded by mature landscaping and tranquil outdoor spaces. Thoughtfully updated for today's homeowner, the property also features a new security system with seven cameras, providing enhanced convenience and confidence whether you're home or away. A generator hookup has already been installed, offering the option to easily add a generator in the future if desired. A two-car garage provides ample storage and everyday convenience, while the home's location directly across from the Belleair Country Club allows owners to walk or take a golf cart to one of Florida's most historic private clubs. Residents have the opportunity to apply for social or golf membership and enjoy championship golf, exceptional dining, tennis, pickleball, croquet, a state-of-the-art fitness center, and an active social calendar. Ideally situated just minutes from the Pelican Golf Club, world-famous Gulf beaches, boating facilities, boutique shopping, fine dining, and Morton Plant Hospital, this beautifully maintained residence combines generous living spaces, inviting outdoor amenities, valuable storm-ready improvements, and one of Belleair's most desirable locations. Move right in and begin enjoying a home that offers comfort, security, and the timeless appeal of Belleair living.

303 Roebling Road S, Belleair
$974,900
4 Beds ⋅ 3 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code
BEAUTIFULLY MAINTAINED BELLEAIR HOME SITUATED ON OVER 1/4 ACRE ON A LOW-TRAFFIC DEAD-END STREET! Exceptional curb appeal welcomes you with mature landscaping and a circular paver driveway. Offering 3,008 sq ft of living space, this 3BR/3BA residence with a dedicated office, bonus room, and interior laundry room blends timeless charm with thoughtful modern updates. The spacious living room, family room, and dining room provide ample space for both everyday living and entertaining. Gorgeous hardwood floors and abundant natural light enhance the warm and inviting atmosphere throughout. The gourmet kitchen is a chef’s dream, featuring granite countertops, stainless steel appliances, an attractive backsplash, and a convenient breakfast bar. The expansive primary suite includes a WALK-IN CLOSET with custom built fixtures, private access to the back deck, and a well-appointed bath with double-sink vanity, jetted tub, and walk-in shower. THE 1ST FLOOR ALSO OFFERS A SPACIOUS 2ND BEDROOM AND A PRIVATE OFFICE THAT COULD EASILY BE CONVERTED INTO A FOURTH BEDROOM IF DESIRED. Upstairs, you’ll find a 3rd bedroom, full bath, and an impressive bonus room with vaulted ceilings and a wet bar—perfect for a media room, playroom, or guest retreat. Enjoy outdoor living in a beautifully landscaped backyard with mature trees, a large deck, and an expansive yard with plenty of room to add a pool. Additional highlights include well-irrigated sprinkler system, water softener, surround sound speakers, 2 NEW HVAC SYSTEMS, water heater (2020), NEW ROOF IN 2020 and a shadow box vinyl fence. Conveniently located just minutes from Belleair Country Club, pristine beaches, shopping, and dining, this move-in-ready home offers space, comfort, and an unbeatable location. NO FLOOD INSURANCE REQUIRED. Make your appointment to see this exceptional property today!

504 Fairview Road, Belleair
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