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$7,500,000
2 Days On Site

1444 HARBOR DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
5,001
SqFt
$1,500
/SqFt
2002
Built
Subdivision:
HARBOR ACRES SEC 2
County:
Sarasota
Call Now: 407.513.4257
Is this the listing for you? We can help make it yours.
407.513.4257
1444 HARBOR DRIVE1444 HARBOR DRIVE1444 HARBOR DRIVE1444 HARBOR DRIVE
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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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Listing Snapshot
Price 
$7,500,000
Days On Site 
2 Days
Bedrooms 
5
Inside Area (SqFt) 
5,001 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
0.35 Acres
Year Built 
2002
MLS® Number 
O6375298
Status 
Active
Property Tax 
$33,037
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
12 hours agoListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Acres 
0.35
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
DrivewayGarage Door OpenerGarage Faces SideGarageAttached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
7085
Style 
Mediterranean
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
PrivatePublicWell
Zoning 
RSF1
Interior Features
Appliances 
Bar FridgeCooktopDishwasherDisposalGas Water HeaterMicrowaveRange HoodRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Electric
Furnished 
Unfurnished
Heating 
ElectricHeat Pump
Interior 
ElevatorHigh CeilingsTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Laundry Room
Spa 
Yes
Bedroom 2 
Level - Second
Bedroom 3 
Level - Second
Bedroom 4 
Level - Second
Bedroom 5 
Level - First
Dining Room 
Level - First
Family Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
OtherRain GuttersDock
Fencing 
FencedOther
Lot Features 
LandscapedPaved
Other Structures 
Other
Patio And Porch 
CoveredDeckPatioPorch
Pool Features 
GuniteHeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
In Ground
View 
Water
Waterview 
Water
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
Paved
Township 
36
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of HOUWZER INC (407) 907-5501



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-15 07:35 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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