$3,250,000 ($1,219.51 per sqft)

Est. Mortgage $16,009/mo *

Quick Pre-Approval

14401 MASTHEAD DRIVE, Osprey, FL, 34229

14401 MASTHEAD DRIVE, Osprey, FL, 34229

9 rooms

3 beds

3 Full / 1 Half baths

2017

2,665 sqft

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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside, Laundry Room

Subdivision:

BAYSIDE

Garage:

2-car Garage Door Opener

Heating:

Electric

Cooling:

Central Air

Levels:

1

Common Charge:

$1,928 Quarterly

Acreage:

0.44

Est. Taxes:

$874

HOA Fee

$1,928

Construction

Block, Stucco

Utilities

Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Solar, Water Connected

Lot Description:

Cul-De-Sac, Flood Insurance Required

View Description:

Water

Amenities:

Gated

Elementary School:

Laurel Nokomis Elementary

Middle School:

Sarasota Middle

High School:

Venice Senior High

Days on Market:

19

Pet Policy:

Breed Restrictions, Yes

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

Pool:

Deck, Heated, In Ground, Lap, Lighting, Outside Bath Access, Salt Water, Screen Enclosure, Solar Heat

Min Lease Term:

1 Month

MLS #:

A4684834


Community Info

School Info

Walk Score

Yelp


Listing courtesy of MICHAEL SAUNDERS & COMPANY 941-951-6660