1444 CHESAPEAKE DRIVE ODESSA FL 33556 | MLS #TB8522437

1444 CHESAPEAKE DRIVE
ODESSA, FL, 33556
$875,000
3 Beds
2 Baths
1,578 SqFt
4.14 Acres
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MLS #TB8522437 image #0
PRICE REDUCTION — SELLER OFFERING $15,000 TOWARD BUYER’S CLOSING COSTS WITH A FULLY EXECUTED PURCHASE CONTRACT BY 10/20/2026 AND SUCCESSFUL CLOSING!
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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.
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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.
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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.
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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.
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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.*

Property Details

Price:
$875,000
MLS #:
TB8522437
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE ANNE ESTATES SUB
Neighborhood:
33556odessa
Listed Date:
Jun 25, 2026
Finished Sq Ft:
1,578
Total Sq Ft:
2,640
Lot Size:
180,341 sqft / 4.14 acres (approx)
Year Built:
1973
WaterfrontLakefront33556 – Odessa33556odessaLake Anne Estates SubOdessa ElementarySeven Springs Middle-poJ.w. Mitchell High-poLake SeminoleNo Minimum

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Schools

Elementary School:
Odessa Elementary
Middle School:
Seven Springs Middle-PO
High School:
J.W. Mitchell High-PO

Interior

Appliances
Convection Oven, Dishwasher, Disposal, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central
Interior Features
Open Floorplan
Laundry Features
Electric Dryer Hookup
Levels
One

Exterior

Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Other
Fencing
Fenced
Garage Spaces
2
Lot Features
Corner Lot, Oversized Lot, Private
Other Structures
Storage, Workshop
Patio And Porch Features
Patio
Roof
Shingle
Security Features
Security System
View
Trees/Woods, Water
Waterfront Features
Lake Front

Financial

Tax Year
2025
Taxes
$11,371

Map

Community

Subdivisions in ODESSA

Market Summary

Current real estate data for Single Family in ODESSA as of Oct 16, 2026
213
Single Family Listed
103
Avg DOM
334
Avg $ / SqFt
$1,191,306
Avg List Price

Property Summary

    Located in the LAKE ANNE ESTATES SUB subdivision, 1444 CHESAPEAKE DRIVE ODESSA FL is a Single Family for sale in ODESSA, FL, 33556. It is listed for $875,000 and features 3 beds, 2 baths, and has approximately 1,578 square feet of living space, and was originally constructed in 1973. The current price per square foot is $554. The average price per square foot for Single Family listings in ODESSA is $334. The average listing price for Single Family in ODESSA is $1,191,306. To schedule a showing of MLS#tb8522437 at 1444 CHESAPEAKE DRIVE in ODESSA, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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1444 CHESAPEAKE DRIVE
ODESSA, FL