Sarasota's Premier Homes

14401 MASTHEAD DRIVE

OSPREY , FL 34229

MLS#: A4684834

$3,250,000

Status: Active
Listing number: A4684834
Listing provided by: MICHAEL SAUNDERS & COMPANY
Listing agent phone: None
Last update: 3 days ago
On site: 4 days ago
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BAYSIDE - Residential

Property

Beds

3

Full Baths

3

1/2 Baths

1

Year Built

2017

Sq.Footage

2,665

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.

Features & Amenities

Interior

  • Other Interior Features

    Built-in Features, Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Electric

  • Pet friendly

    Breed Restrictions, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower

  • Parking

    Garage Door Opener, Attached

  • Patio and Porch Features

    Covered, Screened

  • Pool

    Yes

  • Pool Features

    Heated, In Ground, Lap, Salt Water, Screen Enclosure, Solar Heat, Private

  • Waterfront YN

    YES

  • View

    Water

Area & Lot

  • Lot Features

    Cul-De-Sac, Paved, Waterfront

  • Lot Size(acres)

    0.44

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $3,250,000

  • Tax Amount

    $874.45

  • Sq. Footage

    2, 665

  • Price/SqFt

    $1,219

HOA

  • Association

    Yes

  • Association Fee

    $1,928

  • Association Fee Frequency

    Quarterly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $642.67

School District

  • Elementary School

    Laurel Nokomis Elementary

  • Middle School

    Sarasota Middle

  • High School

    Venice Senior High

Property Features

  • Stories

    1

  • Association Amenities

    Gated

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    38

  • Water Source

    Public

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Location

County

Sarasota

Elementary School

Laurel Nokomis Elementary

Middle School

Sarasota Middle

High School

Venice Senior High

Listing Courtesy of Mackenzie Longueuil , MICHAEL SAUNDERS & COMPANY

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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.

14401 MASTHEAD DRIVE

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