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.
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.
Property Details
Price:
$6,999,900
MLS #:
A4703040
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOR ACRES SEC 2
Neighborhood:
34239sarasotapinecraft
Listed Date:
Aug 17, 2026
Finished Sq Ft:
5,001
Total Sq Ft:
7,085
Lot Size:
15,400 sqft / 0.35 acres (approx)
Year Built:
2002
See this Listing
Schools
Elementary School:
Southside Elementary
Middle School:
Sarasota Middle
High School:
Sarasota High
Interior
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range Hood, Refrigerator
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Travertine
Heating
Electric, Heat Pump
Interior Features
Ceiling Fan(s), Elevator, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two
Exterior
Architectural Style
Mediterranean
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Balcony, Irrigation System
Fencing
Fenced
Garage Spaces
3
Lot Features
Landscaped
Open Parking YN
1
Parking Features
Circular Driveway, Driveway
Patio And Porch Features
Covered, Deck, Patio, Porch
Roof
Tile
Spa Features
In Ground
View
Water
Waterfront Features
Canal – Saltwater, Intracoastal Waterway
Financial
Tax Year
2025
Taxes
$33,037
Map
Community
- Address1444 HARBOR DRIVE SARASOTA FL
- SubdivisionHARBOR ACRES SEC 2
- CitySARASOTA
- CountySarasota
- Zip Code34239
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,867
Single Family Listed
117
Avg DOM
471
Avg $ / SqFt
$1,428,013
Avg List Price
Property Summary
- Located in the HARBOR ACRES SEC 2 subdivision, 1444 HARBOR DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $6,999,900 and features 5 beds, 6 baths, and has approximately 5,001 square feet of living space, and was originally constructed in 2002. The current price per square foot is $1,400. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,428,013. To schedule a showing of MLS#a4703040 at 1444 HARBOR DRIVE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of STARZ REAL ESTATE, LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1444 HARBOR DRIVE
SARASOTA, FL