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1444 Chesapeake Dr, Odessa, FL, 33556

$570/sqft·Lake Anne Estates

3 bd2 ba1,578 sqft2 car garageSingle Family
Listed by COMPASS FLORIDA LLC· Last updated · MLS# TB8522437

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Est. monthly payment
$6,092/mo
Down payment (20%)
$180,000
Property taxes
$948/mo
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 1973
Waterfront
Lake Front
2 car garage
4.14 acres
Lot size
1,578 sqft
Living area

About this home

Open FloorplanConvection OvenDishwasherDisposalMicrowaveRefrigerator

1444 Chesapeake Dr is a 1973-built home in Lake Anne Estates Sub, Odessa. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,578 square feet of living space. Listed at $899,999 (about $570/sqft), 49 days on market. Flood zone A - confirm flood insurance requirements with your lender.

From the listing

4.14 ACRES • LAKE VIEWS • BUILDER/DEVELOPER OPPORTUNITY • PRIVATE ESTATE WITH EXISTING HOME ___ Rare opportunity to own 4.14 acres in the heart of Odessa with beautiful views of Lake Seminole. Whether you’re a builder, developer, investor, or buyer searching for a private estate, this property offers exceptional flexibility in one of Odessa’s most desirable acreage corridors. ___ For builders and developers, the property offers the potential to create a boutique luxury enclave with conceptual lot layouts already envisioned. With future land use designated as RES-3, it presents exciting possibilities for future development (buyer to verify with Pasco County). ___ For buyers looking to enjoy the property today, the existing home offers immediate value with an updated kitchen and bathrooms, along with well, septic, and electric already in place. Renovate, expand, or simply enjoy the home while planning your long-term vision. The expansive acreage provides plenty of room for a custom estate, resort-style pool, guest house, detached garage, workshop, or space for recreational vehicles and boats. ___ Located less than 10 minutes from the Suncoast Parkway, you’ll enjoy convenient access to Tampa International Airport, Downtown Tampa, shopping, dining, and entertainment while experiencing the privacy and beauty that make Odessa one of Tampa Bay’s premier luxury communities. ___ Builder/Developer package available upon request, including conceptual lot layouts, renderings, surveys, market analysis, and development insights.

The essentials

Built
1973
Price / sqft
$570
On market
78 days
Annual tax
$11,371
Flood zone
A
Lot
180,341 sqft
Type
Single Family Residence

Location

1444 Chesapeake Dr
Odessa, FL, 33556·33556 - Odessa
Type
Single Family Residence
Year Built
1973
Lot
180,341 sqft
Cooling
Central Air
Heating
Central
Parking
-
Waterfront
Lake Front
Days on Market
78
Open Floorplan
Convection Oven
Dishwasher
Disposal
Microwave
Refrigerator

Elementary

Odessa Elementary

Middle

Seven Springs Middle-PO

High

J.W. Mitchell High-PO

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone A

Annual Tax (2025)

$11,371

Parcel #

35-26-17-0020-00000-0110

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Lake Anne Estates Sub

County

Pasco

MLS Area

33556 - Odessa

Lot Size

180,341 sqft

Corner LotOversized LotPrivate
Date
Event
Price
8/13/2026
Price change
Source: Stellar MLS #TB8522437
$899,999-5.3%
$570/sqft
6/25/2026
Listed for sale
Source: Stellar MLS #TB8522437
$950,000+68.6%
$602/sqft
5/31/2026
Sold
Source: Pasco County Public Record
$563,500
$357/sqft
Est. monthly payment$6,091/mo
Principal & interest$4,694
Property taxes$948
Insurance$450
Down payment20% · $180,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $899,999
$885,000 – $899,999
98.4% – 100% of listTops out right at the list price
80% of listList price
106 of the last 210 home closings in 33556 landed at this number or higher (50%). The median one sat 33 days before it went under contract, and this one is on day 78 after a $50,001 cut.

Sample: 210 closed home sales in 33556 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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