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1444 Harbor Drive

Sarasota, FL 34239
  • $6,999,950
  • STATUS: Active
  • ON SITE: 84 Days
  • MLS #: O6375298
UPDATED: 8 min ago
$6,999,950
  • 5
    BEDS
  • 0.35
    ACRES
  • 5
    BATHS
  • 2
    1/2 BATHS
  • 5,001
    SQFT
  • $1,400
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2002
County:

School Information

Elementary School:
Middle School:
High School:

Description

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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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-05-09T12:45:49.173.
www.lee-realty.com/homes/173019847
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1444 Harbor Drive Sarasota, FL 34239

  • Price: $6,999,950
  • Status: Active
  • On Site: 84 Days
  • Updated: 8 min ago
  • MLS #: O6375298
5
Beds
5
Baths
2
½ Baths
0.35
Acres
5,001
SQFT
$1,400
$/SQFT
2002
Built
Neighborhood:
Harbor Acres Sec 2
County:
Sarasota
Area:
Sarasota/Pinecraft
Elementary School:
Southside Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property Description
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.
Exterior Features

Architectural Style Mediterranean Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 3 Direction Faces East Exterior Features French DoorsIrrigation SystemOtherRain Gutters Fencing FencedOther Foundation Details Slab Lot Features Flood Insurance RequiredLandscaped Open Parking YN Yes Other Structures Other Parking Features DrivewayGarage Door OpenerGarage Faces SideSplit Garage Patio And Porch Features CoveredDeckPatioPorch Pool Features GuniteHeatedIn GroundSalt WaterSelf Cleaning Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof Tile Spa Features In Ground Spa YN Yes View Water Water Access Gulf/OceanGulf/Ocean to BayIntracoastal Waterway Water Access Yn Yes Water Extras LiftSeawall - Concrete Water Extras Yn Yes Water View Gulf/Ocean to Bay Water View Yn Yes Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Appliances Bar FridgeBuilt-In OvenCooktopDishwasherDisposalGas Water HeaterMicrowaveRange HoodRefrigerator Building Area Total 7085 Cooling Central Air Cooling YN Yes Fireplace Features Electric Fireplace Yn Yes Flooring Travertine Furnished Unfurnished Heating ElectricHeat Pump Heating YN Yes Interior Features Ceiling Fan(s)ElevatorHigh CeilingsPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s) Laundry Features Laundry Room Levels Two Sewer Public Sewer Water Source PublicWell

Property Features

Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn No Ownership Fee Simple Property Sub Type Single Family Residence Realtor Info As-Is Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Harbor Acres Tax Annual Amount 33037 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableElectricity ConnectedSewer ConnectedWater Connected Zoning RSF1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of HOUWZER INC: 267-765-2080.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-05-09T12:45:49.173.
 
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5857 Argerian Drive Suite 101-B
Wesley Chapel FL, 33545