1444 HARBOR DRIVE Sarasota, FL $ 7,500,000
1444 HARBOR DRIVE
$ 7,500,000
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1444 HARBOR DRIVE

Sarasota, FL, 34239
$ 7,500,000
Bedrooms5 Baths5.2 Sq 5,001

Monthly Estimate*

$ 46,179

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Single Family Home for sale in Sarasota, FL

for $7,500,000 with 5 bedrooms and 5 full baths, 2 half baths. This 5,001 square foot home was built in 2002 on a lot size of 0.35.

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.

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Single Family Active

Price

$ 7,500,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 33,037

Style

Mediterranean

Lot Size

0.35

Year Built

2002

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

O6375298

Features
General
Sewer Public Sewer
Heating Electric Heat Pump
Cooling Central Air
Utilities BB/HS Internet Available Electricity Connected Sewer Connected Water Connected
Possession Close Of Escrow
Roof Tile
Appliances Bar Fridge Built-In Oven Cooktop Dishwasher Disposal Gas Water Heater Microwave Range Hood Refrigerator
Zoning RSF1
Garage Spaces 3
Patio/Porch Features Covered Deck Patio Porch
Architectural Style Mediterranean
Pool Features Gunite Heated In Ground Salt Water Self Cleaning
Construction Materials Block Stucco
Year Built 2002
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name HARBOR ACRES SEC 2
Facing Direction East
Garage Y/N true
Other Structures Other
Total Rooms 9
Full Baths 5
Status Active
Directions From US-41 (Tamiami Trail) in Sarasota turn west onto Harbor Drive. Continue south on Harbor Drive to 1444 Harbor Drive; the property will be on the right.
High School Sarasota High
City SARASOTA
Senior Community Y/N false
MLS Area 34239 - Sarasota/Pinecraft
Lot Size Units Square Feet
Lot Size Square Feet 15400
Carport Y/N false
Listing Terms Cash Conventional
Spa Features In Ground
Elementary School Southside Elementary
Land Lease Y/N false
Tax Annual Amount 33037
Middle/Junior High School Brookside Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 114
Legal Description LOT 114 HARBOR ACRES SEC 2
Water View Gulf/Ocean to Bay
Water Access Type Gulf/Ocean Gulf/Ocean to Bay Intracoastal Waterway
Minimum Lease 1 Month
Water Access Y/N true
Water View Y/N true
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities 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)
Flooring Travertine
Furnished Y/N Unfurnished
Fireplace Features Electric
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 7
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Exterior
Exterior Amenities French Doors Irrigation System Other Rain Gutters
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced Other
Parking Features Driveway Garage Door Opener Garage Faces Side Split Garage
Lot Features Flood Insurance Required Landscaped
Water Source Public Well
Lot Size Area 15400
Foundation Details Slab
Spa true
Building Area Total 7085
Lot Size Acres 0.35
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Houwzer Inc

Broker

flteam@houwzer.com

Email

Affordability Calculator

$48,932
Per Month
94%
6%
0%
Monthly Principal & Interest
$46,179
Monthly Property Taxes
$2,753
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Sarasota High High School High School
Pricing History
DatePricePrice ChangeDescription
2/13/2026$7,500,000 Listed Price

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1444 HARBOR DRIVE, Sarasota, FL, 34239 is a Single Family Home for sale at $7,500,000 with 5,001 sqft and a lot size of 0.35. 1444 HARBOR DRIVE has 5 bedrooms, 5.2 baths, and was built in 2002. The property's zip code is 34239 which is in Sarasota, FL