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$2,200,000
4 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 4/5 bedrooms, 4 ensuite retreats (4.5 baths total) 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 GE 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/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 cools 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

$824,000
3 Beds 2 Baths Overbrook Park SubDv. 33756 Zip Code
If you’ve been dreaming of living in Belleair, this is exactly the kind of property you wait for. Inside, the home feels warm and welcoming from the start. Wood floors run through the living areas and primary bedroom, and the beautiful kitchen, with custom cabinets and stone counters, truly is the heart of the house. There is custom built-in shelving and a cozy sitting area just off the kitchen where everyone naturally gathers. There is also a proper dining room, perfect for holidays or intimate dinners. The split floor plan is ideal, giving everyone their own space. The laundry room is huge (something you don’t realize you need until you have it). Impact windows and doors provide real peace of mind, and being at an elevation of over 40 feet means you’re high and dry in a non-flood zone. The dining room, kitchen, and primary bedroom all have French doors that open to the spacious deck and beautifully manicured backyard, bringing in natural light and making it easy to move between inside and out. Step outside to your own tropical pool area surrounded by a lush landscape and a serene backyard. There’s also a side yard that could work perfectly as a dog run. The spacious deck overlooking peaceful woods is perfect for hosting. Just imagine weekend gatherings, sunset dinners, and quiet mornings with coffee in hand. Feel the golf course lifestyle all around you with morning walks past manicured fairways, golf carts cruising by, neighbors who truly love living here. This home sits on nearly a 1/3-acre corner lot right between Pelican Golf Club and Belleair Country Club. You’re only minutes to the pristine Gulf beaches and great local restaurants and high-end dining, shops, and boutiques galore. This is Belleair living the way it’s meant to be.

323 Roebling Road N, Belleair

$610,000
Overbrook Park SubDv. 33756 Zip Code
Vacant land in Belleair, a rare find, this buildable oversized lot features .48 acres and is 183 feet wide by 114 feet deep. Zoned R-1 Residential Single Family in X Flood Zone. Surrounded by million-dollar homes, here’s your chance to build your dream home. The Town of Belleair is three square miles along the Intracoastal and offers its police department, town hall, and recreation center with activities for all. Belleair offers 18 green space pet-friendly parks for your enjoyment. Close to Pinellas Trail for recreation, jogging or biking. Belleair is a golfer’s paradise and is home to the distinguished Belleair Country Club and Pelican Golf Club. Historic Belleview Inn boutique hotel is behind Belleview Biltmore gates. Close to excellent medical facilities, banking, shopping and dining. Gulf Beaches are just minutes away. PIE International 20 mins and TPA International Airport 30 mins. A place to call home!

404 Fairview Road, Belleair