Date
Details
Price
Change
Source
2/13/2026
Listed
$7,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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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.
Full Property Details
Full Property Details for 1444 Harbor Dr
General
- Price: $7,500,000
- Taxes: $33,037 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6375298
- Updated: 2/13/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 9
- 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)
- Fireplace: Yes
- Fireplace(s): Electric
- Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Gas Water Heater, Microwave, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Travertine
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Salt Water, Self Cleaning
- Spa: Yes
- Spa Description: In Ground
Exterior
- Exterior Features: French Doors, Irrigation System, Other, Rain Gutters
- Deck/Patio: Covered, Deck, Patio, Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Split Garage
Location
- Area: 34239 - Sarasota/Pinecraft
- County: Sarasota
- Development Name: 34239 - Sarasota/Pinecraft
- Subdivision: HARBOR ACRES SEC 2
- Driving 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.
- Direction Faces: East
School Information
- Elementary School: Southside Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34239 - Sarasota/Pinecraft
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public, Well
- Utility Description: BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 5,001
- Sq. Ft. Source: Public Records
- Year Built: 2002
Additional Structures
- Other Structures: Other
Lot Features
- Property View: Water
- Lot Size (Acres): 0.35
- Lot Size (Sq. Ft.): 15,400
- Lot Size: 15400
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Fenced, Other
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
- Water Extras: Yes
Financial Considerations
- Tax Amount: $33,037
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 114 HARBOR ACRES SEC 2
- Flood Zone Info: AE
- APN: 2037060036
- Property ID: 2037060036
Listed by Houwzer Inc
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Listing agent
— 1444 Harbor Dr —
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Schools
Schools serving 1444 Harbor Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 0.9 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1.6 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1444 Harbor Dr
Tax History
Tax History for 1444 Harbor Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$32,159
2%
$2,201,107
3%
2024
$31,601
3%
$2,139,074
3%
2023
$30,794
2%
$2,076,771
3%
2022
$30,091
-1%
$2,016,283
3%
2021
$30,322
—
$1,957,556
1%
2021
$30,322
1%
$1,930,529
2%
2019
$29,929
2%
$1,887,125
2%
2018
$29,459
1%
$1,851,938
2%
2017
$29,132
—
$1,813,847
2%
2016
$29,070
-1%
$1,776,540
1%
2015
$29,376
—
$1,755,969
1%
2014
$29,358
—
$1,742,033
1%
2013
$29,312
—
$1,716,289
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1444 Harbor Dr
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1444 Harbor Drive, Sarasota, FL 34239 (MLS# O6375298) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 1444 Harbor Drive is currently listed for $7,500,000 and was received on February 13, 2026. Want to learn more about 1444 Harbor Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.