1444 HARBOR DRIVE SARASOTA FL 34239 MLS #O6375298

1444 HARBOR DRIVE
SARASOTA, FL, 34239
$6,999,950
5 Beds
6 Baths
5,001 SqFt
0.35 Acres
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MLS #O6375298 image #0
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.

Property Details

Price:
$6,999,950
MLS #:
O6375298
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOR ACRES SEC 2
Neighborhood:
34239sarasotapinecraft
Listed Date:
Feb 13, 2026
Finished Sq Ft:
5,001
Total Sq Ft:
7,085
Lot Size:
15,400 sqft / 0.35 acres (approx)
Year Built:
2002
MediterraneanPoolPrimary Bedroom Main Floor34239 – Sarasota/pinecraft34239sarasotapinecraftHarbor Acres Sec 2Southside ElementaryBrookside MiddleSarasota HighWater1 Month

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Schools

Elementary School:
Southside Elementary
Middle School:
Brookside 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
French Doors, Irrigation System, Other, Rain Gutters
Fencing
Fenced, Other
Garage Spaces
3
Lot Features
Flood Insurance Required, Landscaped
Open Parking YN
1
Other Structures
Other
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Split Garage
Patio And Porch Features
Covered, Deck, Patio, Porch
Roof
Tile
Spa Features
In Ground
View
Water

Financial

Tax Year
2025
Taxes
$33,037

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of May 05, 2026
2,249
Single Family Listed
112
Avg DOM
489
Avg $ / SqFt
$1,500,594
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 $6,999,950 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 $489. The average listing price for Single Family in SARASOTA is $1,500,594. To schedule a showing of MLS#o6375298 at 1444 HARBOR DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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