Back to Search
1444 HARBOR DRIVE photo 1
1444 HARBOR DRIVE photo 2
1444 HARBOR DRIVE photo 3
1444 HARBOR DRIVE photo 4
1444 HARBOR DRIVE photo 5
1444 HARBOR DRIVE photo 6
1444 HARBOR DRIVE photo 7
1444 HARBOR DRIVE photo 8
1444 HARBOR DRIVE photo 9
1444 HARBOR DRIVE photo 10
1444 HARBOR DRIVE photo 11
1444 HARBOR DRIVE photo 12
1444 HARBOR DRIVE photo 13
1444 HARBOR DRIVE photo 14
1444 HARBOR DRIVE photo 15
1444 HARBOR DRIVE photo 16
1 / 16

1444 HARBOR DRIVE

Sarasota, FL, 34239

Active

$6,999,900

5

Bedrooms

7

Bathrooms

5,001 sqft

Living Area

2002

Year Built

15,400

Lot Size (sqft)

1

Days on Market

Dock Score™

DockOnly
75
Good

What shaped this score

Gulf Access (nav-verified)
Dock with boat lift
Fits boats up to ~100ft+ (est.)
Premium waterfront location
Est. waterfront~110 ft

DockOnly.com rating, not provided by the MLS or listing broker.

Dock & Water AccessMLS

Canal - SaltwaterIntracoastal Waterway📝 deep water

AI Aerial Imagery Detection

Dock DetectedBoat Lift DetectedSeawall DetectedDeep Water Indicators

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Open WaterDockOnly

This dock fronts open water — a bay, harbor or marina basin rather than a canal.

There is no across-the-canal bank here, so no canal width applies and boat length is not limited by room to turn around. Check depth, beam and slip dimensions with the listing agent.

Getting out to open water is not bridge-free from here — see Navigation Route below for the crossings on the way.

Navigation RouteDockOnly

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

Schedule a Showing

See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.

Select a date

Location

Sarasota, FL, 34239

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of STARZ REAL ESTATE, LLC via Stellar MLS

Last checked: 1 hour ago

Listing updated: August 18, 2026

© 2026 Stellar MLS. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

FEMA Flood Zone AE
BFE: 7ft

Special Flood Hazard Area

View FEMA Flood Map →
Loading nearby marinas…
Loading nearby sandbars…

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$1,399,980 down

%
Principal & Interest$36,321/mo
Property Tax (est. ~1.2%, varies by county)$7,000/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$43,571
Loan Amount: $5,599,920Rate: 6.75%
Get Pre-Qualified

Estimated payments only. Actual rates and terms may vary.

$6,999,900Tour the dockSchedule a Showing
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.