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1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556
1444 Chesapeake Dr, Odessa, FL 33556

1444 Chesapeake Dr Odessa, FL 33556

$875,000

ACTIVE UNDER CONTRACT
Beds
3
Baths
2
Sqft
1,578
Acres
4.14
Year
1973
Days on Site
136 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$554
Date Listed
Jun 25, 2026

Description of 1444 Chesapeake Dr, Odessa, FL 33556

Listing details for 1444 Chesapeake Dr, Odessa, FL 33556 : Under contract-accepting backup offers. OVERSIZED LOT - PRIVACY - BUILD YOUR DREAM HOME ___ 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.*
Listing Updated : 10-25-2026 at 1:35 PM EDT
Listing Provided By : Stephanie Hessling, 813-365-9935, COMPASS FLORIDA LLC
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRTB8522437

For more information on this listing contact us at (727) 533-5815

Property History

DateEventPrice
10/25/2026
Status change
$875,000 0%
$554/sqft
Source:Stellar MLS #MFRTB8522437
10/10/2026
Price Change
$875,000 -1.7%
$554/sqft
Source:Stellar MLS #MFRTB8522437
9/17/2026
Price Change
$889,999 -1.1%
$564/sqft
Source:Stellar MLS #MFRTB8522437
8/13/2026
Price Change
$899,999 -5.3%
$570/sqft
Source:Stellar MLS #MFRTB8522437
6/25/2026
Listed for sale
$950,000 +68.6%
$602/sqft
Source:Stellar MLS #MFRTB8522437
6/2/2026
Listed for sale
$563,500 0%
$357/sqft
Source:Stellar MLS #MFRJ1001690
6/2/2026
Sold
$563,500 +17.4%
$357/sqft
Source:Stellar MLS #MFRJ1001690
1/14/2021
Sold
$480,000 -1%
$304/sqft
Source:Stellar MLS #MFRU8105999
11/30/2020
Listed for sale
$485,000
$307/sqft
Source:Stellar MLS #MFRU8105999
Home Worth Check

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Based on information submitted to the MLS GRID as of 2026-10-25. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

For more information on this listing contact us at (727) 533-5815