
1444 HARBOR DRIVE, SARASOTA, FL, 34239
Active0 days on marketListed Aug 17, 2026MLS #A4703040
About this home
1444 HARBOR DRIVE
Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.
Facts & features
The home at a glance
5
Bedrooms
6
Bathrooms
5,001
Sqft
0.35 ac
Lot size
3
Garage
2002
Year built
Two
Levels
$1,400
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$43,309 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$43,309/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Where it sits
Inside Harbor Acres
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Harbor Acres — neighborhood snapshot
Population
353
Median age
65
Median income
$139,659
Median home value
$1,145,800
Avg household
2
Households w/ children
23%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 1038% above the SARASOTA 34239 median. See the full Sarasota market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Angela Rodriguez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1444 HARBOR DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1444 HARBOR DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Angela's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1444 HARBOR DRIVE FAQs
What would the monthly payment be for 1444 HARBOR DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $43,309/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 1444 HARBOR DRIVE?+
The most recent tax bill on record (2025) was $33,037. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Sarasota?+
At $6,999,900, this home is listed about 1161% above the Sarasota median of $555,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1444 HARBOR DRIVE?+
Sarasota High School (high), Southside Elementary School (elementary), Brookside Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$6,999,900 runs 1038% above the SARASOTA 34239 median — but at 5,001 sqft it's also nearly 3 times the size of the typical Sarasota listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Fresh on the market
Listed today in a Sarasota market that averages 63 — if it fits, move quickly.
04Strong assigned schools
Sarasota High School, Southside Elementary School, Brookside Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
Listing courtesy of STARZ REAL ESTATE, LLC · Rainy Altiere. MLS #A4703040.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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