Skip to main content

1444 CHESAPEAKE DRIVE, Odessa, 33556

$875,000

3

Beds

2

Baths

1,578 ft2

Property Size

1973

Year Built

About The Property

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.*

Property Details

Property Id: 1121724
Price: $875,000
Property Size: 1,578 ft2
Property Lot Size: 4 ft2
Rooms: 5
Bedrooms: 3
Bathrooms: 2
BathroomsFull: 2
BuildingAreaTotal: 2640
ConstructionMaterials: Block, Stucco
Cooling: Central Air
CoveredSpaces: 2
CumulativeDaysOnMarket: 107
DaysOnMarket: 107
DirectionFaces: West
Directions: 1. From Van Dyke Rd and Veterans Expressway, head west on Van Dyke Rd 2. Turn right onto Gunn Hwy 3. Turn right onto Lutz Lake Fern Rd 4. Turn left onto Michigan Ave 5. Turn right onto Wadsworth Dr 6. Continue as the road forks left onto Chesapeake Dr 7. Property entrance will be on the right at 1444 Chesapeake Dr
ElementarySchool: Odessa Elementary
Fencing: Fenced
Flooring: Luxury Vinyl
Furnished: Unfurnished
GarageSpaces: 2
Heating: Central
HighSchool: J.W. Mitchell High-PO
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Electric Dryer Hookup
Levels: One
ListAOR: Suncoast Tampa
ListAgentFullName: Stephanie Hessling
ListOfficeName: COMPASS FLORIDA LLC
ListingContractDate: 2026-06-25
ListingId: TB8522437
ListingTerms: Cash, Conventional
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotFeatures: Corner Lot, Oversized Lot, Private
LotSizeArea: 4.1401
LotSizeSquareFeet: 180341
LotSizeUnits: Acres
MLSAreaMajor: 33556 - Odessa
MiddleOrJuniorSchool: Seven Springs Middle-PO
MlsStatus: Active
ModificationTimestamp: 2026-10-10T21:56:39.903Z
OnMarketDate: 2026-06-25
OriginalListPrice: 950000
OriginatingSystemName: Stellar MLS
OtherStructures: Storage, Workshop
Ownership: Fee Simple
PatioAndPorchFeatures: Patio
PhotosChangeTimestamp: 2026-10-09T15:45:57.363Z
PhotosCount: 34
PostalCode: 33556
Roof: Shingle
SecurityFeatures: Security System
Sewer: Septic Tank
SpecialListingConditions: None
StateOrProvince: FL
StoriesTotal: 1
StreetName: CHESAPEAKE
StreetNumber: 1444
StreetSuffix: DRIVE
Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
View: Trees/Woods, Water
WaterBodyName: LAKE SEMINOLE
WaterSource: Well
WaterfrontFeatures: Lake Front
YearBuilt: 1973
Zoning: R1MH

Amenities and Features

Outdoor Details
Garage Attached
Other Features
1
Convection Oven
Dishwasher
Disposal
Has a View
Has Cooling System
Has Garage
Has Heating System
Has Waterfront
Microwave
Open Floorplan
Other
Refrigerator

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$4,486.30
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 3,392.55

Image Gallery

Similar Listings

Similar Listings

Residential
Active

19214 RASHMIKA PLACE, Odessa, 33556

Beds :
4
Baths :
5.5
Size :
5,788 ft2
$5,499,000
Residential
Active

19207 GUNN HIGHWAY, Odessa, 33556

Beds :
5
Baths :
6.5
Size :
5,825 ft2
$4,999,000
Residential
Active

17924 SIMMS ROAD, Odessa, 33556

Beds :
2
Baths :
1
Size :
1,256 ft2
$4,500,000
Residential
Active

9449 ROBERTS ROAD, Odessa, 33556

Beds :
3
Baths :
2.5
Size :
3,491 ft2
$4,000,000

Disclaimer

Property ID - | 1121724

All listings featuring the Stellar MLS logo are provided by My Florida Regional MLS DBA Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.

Compare Listings

Selinda Moore