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Overview

3 bd2 ba1,578 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built1973
Lot180,341 sqft
Living area1,578 sqft
Price / sqft$554
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

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 $875,000 (about $554/sqft), 110 days on market. Flood zone A - confirm flood insurance requirements with your lender.

From the listing

PRICE REDUCTION — SELLER OFFERING $15,000 TOWARD BUYER’S CLOSING COSTS WITH A FULLY EXECUTED PURCHASE CONTRACT BY 10/20/2026 AND SUCCESSFUL CLOSING! ___ A rare opportunity to own 4.14 beautiful acres in the heart of Odessa, offering an exceptional combination of privacy, natural beauty, and location. Tucked away among towering mature trees and lush, established landscaping, this property provides a peaceful, secluded setting with picturesque views of Lake Seminole. Opportunities to own acreage of this size in such a desirable Odessa location, especially at this price point, are becoming increasingly difficult to find. ___ Imagine creating your own private retreat, surrounded by nature, with room to bring your vision to life. Whether you're dreaming of a custom luxury estate with a resort-style pool, expansive outdoor entertaining spaces, or simply a place to enjoy the tranquility of having land and privacy, this property offers an incredible canvas for your future. ___ The existing residence provides the opportunity to enjoy the property today, featuring an updated kitchen and bathrooms, along with existing well, septic, and electrical service. Enjoy the home as it is, make it your own, or explore the possibilities of building a custom residence tailored to your lifestyle, subject to applicable approvals. ___ LOCATION, LOCATION, LOCATION! What truly sets this property apart is the ability to enjoy the feeling of being tucked away on your own private acreage without sacrificing convenience. Located approximately 10 minutes from the Suncoast Parkway, you're just a short drive from Tampa International Airport, International Plaza, Downtown Tampa, and some of Tampa Bay's best shopping, dining, entertainment, and everyday essentials. It's the best of both worlds: the space, privacy, and natural beauty of country-style living with the convenience of everything Tampa Bay has to offer. ___ Over four acres. Beautiful lake views. Mature trees. Endless possibilities. Whether you're looking for a peaceful place to call home today or envisioning your future custom estate, 1444 Chesapeake Drive presents a truly special opportunity to own a substantial piece of Odessa. *Buyer to verify all building possibilities, land use requirements, setbacks, and applicable approvals with the appropriate governing authorities.*

The essentials

Built
1973
Price / sqft
$554
On market
110 days
Annual tax
$11,371
Flood zone
A
Lot
180,341 sqft
Type
Single Family Residence

At a glance

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

Payment

Est. monthly payment
$5,948/mo
Down payment (20%)
$175,000
Property taxes
$948/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1973
Lot
180,341 sqft
Cooling
Central Air
Heating
Central
Parking
-
Waterfront
Lake Front
Days on Market
110
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

Price history

Date
Event
Price
10/10/2026
Price change
Source: Stellar MLS #TB8522437
$875,000-1.7%
$554/sqft
-
Price change
Source: Stellar MLS #TB8522437
$889,999-6.3%
$564/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

Neighborhood

1444 Chesapeake Dr
Odessa, FL, 33556 · 33556 - Odessa

Market insights

Offer Insights

Choose an offer strength

List price: $875,000
$860,000 – $875,000
98.5% – 100% of listTops out right at the list price
80% of listList price
134 of the last 266 home closings in 33556 landed at this number or higher (50%). The median one sat 34 days before it went under contract, and this one is on day 110 after a $75,000 cut.

Sample: 266 closed home sales in 33556 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$5,949/mo
Principal & interest$4,563
Property taxes$948
Insurance$438
Down payment20% · $175,000
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.

Quick answers.

Price

$875,000

$554 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,578 sq ft

Time on market

110 days

Year built

1973

Monthly payment

About $5,948/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $11,371 annual tax bill, insurance.

Flood zone

Zone A

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

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Brokered byCOMPASS FLORIDA LLCListing agent: Stephanie HesslingListing data from Stellar MLS, MLS# TB8522437.

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