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Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

3 Beds ⋅ 4 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey

$1,001,000

Discover coastal-inspired living at its finest in this exquisite lakefront home nestled within **Bayside**, an exclusive Taylor Morrison-built community of just 49 meticulously landscaped, maintenance-free residences. As you step inside, your eyes are immediately drawn through the expansive great room to breathtaking water views that capture the essence of waterfront living. The great room offers generous space for both elegant entertaining and relaxed everyday enjoyment, enhanced by tray ceilings and elegant crown molding—among the many thoughtful upgrades found throughout the home. The gourmet kitchen is a standout, featuring quartz countertops, a large closet pantry, premium GE Monogram appliances, an LG refrigerator, and a spacious island with counter seating and dual sided cabinets. This space overlooks the lanai and pool, creating a seamless indoor-outdoor flow. Outside, the lanai is truly exceptional—an entertainer’s dream with a fully equipped outdoor kitchen, a cozy gas fireplace, both covered and open seating areas, and a sparkling saltwater pool and spa with gas heater. All of this is beautifully framed by a brand-new 2025 panoramic screen enclosure, offering sweeping views of the lake and abundant wildlife. The primary suite is a private retreat with stunning lake views with a luxurious bath featuring a spacious walk-in shower and a full wall vanity with dual sinks. The expansive walk-in closet includes custom built-ins for maximum storage and organization. A thoughtful split-bedroom plan ensures privacy, with Bedroom 2 offering an ensuite bath, Bedroom 3 conveniently located near the main bath, and a spacious den/office providing flexible living options. Additional practical features include a well-appointed laundry room with ample cabinetry and a garage equipped with its own split HVAC system. Bayside residents enjoy exclusive access to a private waterfront park overlooking the Intracoastal Waterway, with panoramic views of Casey Key and spectacular sunsets. This open space includes a day dock, kayak and paddleboard launch, fire pit, and generous lawn area—perfect for relaxing or gathering with friends. Located west of the trail with direct water access, this rare combination of lifestyle and location is nearly impossible to find. Homes like this don’t last long. Don’t let this one get away!

3 Beds ⋅ 3 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

Discover coastal-inspired living at its finest in this exquisite lakefront home nestled within **Bayside**, an exclusive Taylor Morrison-built community of just 49 meticulously landscaped, maintenance-free residences. As you step inside, your eyes are immediately drawn through the expansive great room to breathtaking water views that capture the essence of waterfront living. The great room offers generous space for both elegant entertaining and relaxed everyday enjoyment, enhanced by tray ceilings and elegant crown molding—among the many thoughtful upgrades found throughout the home. The gourmet kitchen is a standout, featuring quartz countertops, a large closet pantry, premium GE Monogram appliances, an LG refrigerator, and a spacious island with counter seating and dual sided cabinets. This space overlooks the lanai and pool, creating a seamless indoor-outdoor flow. Outside, the lanai is truly exceptional—an entertainer’s dream with a fully equipped outdoor kitchen, a cozy gas fireplace, both covered and open seating areas, and a sparkling saltwater pool and spa with gas heater. All of this is beautifully framed by a brand-new 2025 panoramic screen enclosure, offering sweeping views of the lake and abundant wildlife. The primary suite is a private retreat with stunning lake views with a luxurious bath featuring a spacious walk-in shower and a full wall vanity with dual sinks. The expansive walk-in closet includes custom built-ins for maximum storage and organization. A thoughtful split-bedroom plan ensures privacy, with Bedroom 2 offering an ensuite bath, Bedroom 3 conveniently located near the main bath, and a spacious den/office providing flexible living options. Additional practical features include a well-appointed laundry room with ample cabinetry and a garage equipped with its own split HVAC system. Bayside residents enjoy exclusive access to a private waterfront park overlooking the Intracoastal Waterway, with panoramic views of Casey Key and spectacular sunsets. This open space includes a day dock, kayak and paddleboard launch, fire pit, and generous lawn area—perfect for relaxing or gathering with friends. Located west of the trail with direct water access, this rare combination of lifestyle and location is nearly impossible to find. Homes like this don’t last long. Don’t let this one get away!

3936 Waypoint Avenue, Osprey

$900,000

A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside on Little Sarasota Bay a peaceful and friendly gated Intracoastal community of 49 landscape maintenance-free residences. Bayside residents enjoy access to a private waterfront park overlooking the intracoastal waterway view of Casey Key...oh the sunsets we have for you. Under rebuild is its day dock, kayak launch, fire pit, and event lawn with Adirondack chairs. Your new home is in model condition, and meticulously maintained by one homeowner. Built new in 2018 by Taylor Morrison homes, this Lazio floor plan is professionally decorated in a lighter Florida Coastal theme and has all the luxury features and conveniences you expect. Private preserve view over a heated south facing pool and spacious covered lanai for outdoor dining and living on a travertine deck (outdoor kitchen pre-plumbed). The split-plan design has three ensuite bedrooms, and a large den with French doors. Three stepped ceilings with crown molding, smartly placed recessed lighting, and wide plank laminate floors in all the active living areas. Your show kitchen has quartz countertops with designer accented backsplash, premium raised-panel cabinetry, a 117”x 60” island kitchen with prep sink, GE Café series stainless steel appliances, natural gas 5-burner cooktop, professional exhaust hood, wall microwave and convection oven. Owners’ suite has a large bay window, spa-like bath with walk-in shower, twin vanity sinks, well organized cabinet drawers and large 10’ x 11’ walk-in closet. Guest bedrooms 2 & 3 have their own wings and have ensuite baths. Convenient to shopping, great schools, and the gifted Pine View School, we are minutes to Siesta Key, Nokomis, and Venice beaches, the Legacy Bike Trail junction at Bay Street, Historic Spanish Point, the charming Venice Island Downtown District of quaint shops & restaurants, waterfront dining, Blackburn Pt. Park, and many restaurants. Two tours for you to explore this home: 3-D and a narrated tour.

3 Beds ⋅ 3 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside on Little Sarasota Bay a peaceful and friendly gated Intracoastal community of 49 landscape maintenance-free residences. Bayside residents enjoy access to a private waterfront park overlooking the intracoastal waterway view of Casey Key...oh the sunsets we have for you. Under rebuild is its day dock, kayak launch, fire pit, and event lawn with Adirondack chairs. Your new home is in model condition, and meticulously maintained by one homeowner. Built new in 2018 by Taylor Morrison homes, this Lazio floor plan is professionally decorated in a lighter Florida Coastal theme and has all the luxury features and conveniences you expect. Private preserve view over a heated south facing pool and spacious covered lanai for outdoor dining and living on a travertine deck (outdoor kitchen pre-plumbed). The split-plan design has three ensuite bedrooms, and a large den with French doors. Three stepped ceilings with crown molding, smartly placed recessed lighting, and wide plank laminate floors in all the active living areas. Your show kitchen has quartz countertops with designer accented backsplash, premium raised-panel cabinetry, a 117”x 60” island kitchen with prep sink, GE Café series stainless steel appliances, natural gas 5-burner cooktop, professional exhaust hood, wall microwave and convection oven. Owners’ suite has a large bay window, spa-like bath with walk-in shower, twin vanity sinks, well organized cabinet drawers and large 10’ x 11’ walk-in closet. Guest bedrooms 2 & 3 have their own wings and have ensuite baths. Convenient to shopping, great schools, and the gifted Pine View School, we are minutes to Siesta Key, Nokomis, and Venice beaches, the Legacy Bike Trail junction at Bay Street, Historic Spanish Point, the charming Venice Island Downtown District of quaint shops & restaurants, waterfront dining, Blackburn Pt. Park, and many restaurants. Two tours for you to explore this home: 3-D and a narrated tour.

3957 Waypoint Avenue, Osprey

$549,000

Waterfront homesite on ½-acre bayfront lot with a NEW DOCK and 10,000 lb lift. Located on Terra Ceia Island in the exclusive Bayside Subdivision. Enjoy beautiful, unobstructed views of Tillet’s Bay from this exceptional waterfront lot, with easy access to the Gulf of Mexico. The lot has been improved with fill dirt and is certified buildable. Perfectly located near Bradenton, Sarasota, St. Petersburg, Tampa, and Lakewood Ranch, Bayside offers convenient access to city amenities while maintaining the privacy and Old Florida charm of this one-of-a-kind community. County water is available and the Bayside Community includes irrigation water provided through the community well via the homeowners association. Terra Ceia is a distinctive waterfront, golf-cart-friendly community rich in history and natural beauty, featuring historic sites, nine miles of nearby hiking trails (Emerson Point Preserve), with boat and kayak launches—offering access to some of the best inshore fishing in the world. For a nominal annual fee, Terra Ceia Village Improvement Association (VIA) membership provides access to the community center and Seabreeze Park, which includes a boat ramp, fishing dock, pickleball courts and picnic facilities. Build your custom dream home and live in the tropical laid back "Florida Lifestyle" of Terra Ceia Island.

Bayside SubDv. ⋅ 34250 Zip Code

Waterfront homesite on ½-acre bayfront lot with a NEW DOCK and 10,000 lb lift. Located on Terra Ceia Island in the exclusive Bayside Subdivision. Enjoy beautiful, unobstructed views of Tillet’s Bay from this exceptional waterfront lot, with easy access to the Gulf of Mexico. The lot has been improved with fill dirt and is certified buildable. Perfectly located near Bradenton, Sarasota, St. Petersburg, Tampa, and Lakewood Ranch, Bayside offers convenient access to city amenities while maintaining the privacy and Old Florida charm of this one-of-a-kind community. County water is available and the Bayside Community includes irrigation water provided through the community well via the homeowners association. Terra Ceia is a distinctive waterfront, golf-cart-friendly community rich in history and natural beauty, featuring historic sites, nine miles of nearby hiking trails (Emerson Point Preserve), with boat and kayak launches—offering access to some of the best inshore fishing in the world. For a nominal annual fee, Terra Ceia Village Improvement Association (VIA) membership provides access to the community center and Seabreeze Park, which includes a boat ramp, fishing dock, pickleball courts and picnic facilities. Build your custom dream home and live in the tropical laid back "Florida Lifestyle" of Terra Ceia Island.

1770 Bayshore Drive, Terra Ceia

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