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14401 Masthead Drive
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PRICED AT ONLY: $3,250,000

Address: 14401 Masthead Drive, OSPREY, FL 34229

Description

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 Floridas 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 chefs 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 youve always imagined.

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More Like This
  • MLS#: A4684834 ( Residential )
  • Street Address: 14401 Masthead Drive
  • Viewed: 16
  • Price: $3,250,000
  • Price sqft: $816
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Bay/Harbor
  • Year Built: 2017
  • Bldg sqft: 3984
  • Bedrooms: 3
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 2
  • Days On Market: 14

Description

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 Floridas 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 chefs 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 youve always imagined.
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Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk, Sliding Doors
  • Flooring: Marble, Tile
  • Living Area: 2665.00
  • Roof: Metal
Property Information
  • Property Condition: Completed
Land Information
  • Lot Features: Cul-De-Sac, Flood Insurance Required, Paved
School Information
  • High School: Venice Senior High
  • Middle School: Sarasota Middle
  • School Elementary: Laurel Nokomis Elementary
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Garage Door Opener
Eco-Communities
  • Pool Features: Deck, Heated, In Ground, Lap, Lighting, Outside Bath Access, Salt Water, Screen Enclosure, Solar Heat
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Electric
  • Pets Allowed: Breed Restrictions, Yes
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Amenities
  • Association Amenities: Gated
Finance and Tax Information
  • Home Owners Association Fee Includes: Common Area Taxes, Escrow Reserves Fund, Maintenance Grounds, Management, Private Road
  • Home Owners Association Fee: 1928.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2025
Other Features
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
  • Association Name: Bayside Community Association, Inc.
  • Association Phone: 941-460-5560
  • Country: US
  • Furnished: Unfurnished
  • Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
  • Legal Description: LOT 38, BAYSIDE, PB 49 PG 41, SUBJ TO 92 C-SF CONSERVATION ESMT TO TIITF/STATE OF FLORIDA AS DESC IN ORI 2015156164
  • Levels: One
  • Area Major: 34229 - Osprey
  • Occupant Type: Owner
  • Parcel Number: 0148150048
  • View: Water
  • Views: 16
  • Zoning Code: RSF1
Nearby Subdivisions
3200 - Palms At Casey Key   Bay Acres Resub   Bay Oaks Estates   Bayside   Bishops Court At Oaks Preserve   Bishops Court At The Oaks Pres   Bishopscourt At The Oaks Prese   Blackburn Harbor Waterfront Vi   Casey Key   Dry Slips At Bellagio Harbor V   Dry Slips At Bellagio Village   Harms Sub   Heron Bay Club Sec I   North Creek Estates   North Creek Ests   Oaks   Oaks 2 Ph 1   Oaks 2 Ph 2   Oaks 2 Ph 4-c Pt 3   Oaks 2 Ph 4c Pt 3   Oaks 2 Phase 2   Oaks 3 Ph 1   Oaks Bayside   Palmer   Palmscasey Key   Park Trace Estates   Pine Ranch   Pine Ranch East   Rivendell   Rivendell Woodlands   Sarabay Acres   Saunders V A Resub   Siesta Rev Resub Of Pt   Sorrento Shores   Sorrento Villas 1   South Creek   Southbay Yacht Racquet Club   Southbay Yacht & Racquet Club   The Oaks   The Oaks Bayside   Townsend Shores   Trinity Acres   Willowbend Ph 1   Willowbend Ph 2   Willowbend Ph 2a   Willowbend Ph 3   Willowbend Phase 3  
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