1444 HARBOR DRIVE, Sarasota, FL 34239

• 5 beds |
• 7 baths |
• 5,001 sqft

Property Description

Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront retreat, this five-bedroom, five full and two half bath home is thoughtfully designed to maximize comfort and flexibility. Enjoy a heated in-ground pool and spa, deep-water dock with boat lift, and ample space for a large vessel—perfect for boating enthusiasts seeking seamless access to Sarasota’s pristine waterways. The home features two primary suites, one on each level. The first-floor suite offers private garage access and is ideal for in-law accommodations, guests, or multigenerational living. Additional bedrooms can easily adapt to home offices, a fitness studio, or creative spaces to suit modern lifestyles. Multiple electric fireplaces enhance the ambiance in the primary suites, living room, and family room. An interior elevator provides effortless access between floors. The gourmet kitchen is designed for entertaining, showcasing granite and quartz countertops, a wet bar, a wine cooler, and a generous breakfast bar that opens seamlessly to the family room. The outdoor living spaces feature covered lanais on both levels overlooking the pool and bay, surrounded by tropical landscaping. A covered outdoor dining area includes a summer sink and dedicated pool bath, creating an ideal setting for entertaining or relaxing in total privacy. Move-in ready. This meticulously maintained home offers peace of mind and modern efficiency. Three new AC and HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, 22KW Generac generator, over $50,000 in recent upgrades. Prime Location, ideally located to Southside Village, residents enjoy easy access to acclaimed dining, boutique shopping, and Morton’s Gourmet Market. Hospitals, medical offices, banks, and essential services are all conveniently nearby—delivering both luxury and everyday convenience. This remarkable residence offers an unparalleled combination of waterfront luxury, thoughtful design, and walkable convenience. A rare opportunity to experience the best of Sarasota living.

Listing Status:

Active

Date Added:

February 13, 2026

Data Last Updated:

February 17, 2026 at 2:23PM

Listing Office:

HOUWZER INC : 267-765-2080

Listing Agent:

Daniel Robinson : 407-907-5501

MLS ID:

O6375298

Interior

• General: Ceiling Fans(s)ElevatorHigh CeilingsPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)
• Appliances: Bar FridgeBuilt-In OvenCooktopDishwasherDisposalGas Water HeaterMicrowaveRange HoodRefrigerator
• Laundry: Laundry Room
• Flooring: Travertine
• A/C: Central Air
• Heating: ElectricHeat Pump
• Fireplace: ElectricFireplace

Exterior

• General: French DoorsOtherRain GuttersIn Ground
• Style: Mediterranean
• Other Structures: OtherPorchDeckPatioCovered
• Pool: GuniteHeatedIn GroundSalt WaterSelf Cleaning
• Parking: DrivewayGarage Door OpenerGarage Faces SideGarage

Construction

• Roofing: Tile
• General: BlockStuccoTwoSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1LOT 114 HARBOR ACRES SEC 22037060036
• View: Water
• Fencing: FencedOther

Utilities

• Utilities: BB/HS Internet AvailableElectricity ConnectedSewer ConnectedWater Connected
• Water: PublicWell
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple