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$889,999

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,578 Sq. Ft.
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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.

Full Property Details for 1444 Chesapeake Dr

General

  • Price: $889,999
  • Taxes: $11,371 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8522437
  • Updated: 9/17/2026
  • Added to Site: 101 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 5
  • Interior Features: Open Floorplan
  • Appliances: Convection Oven, Dishwasher, Disposal, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: Other
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 33556 - Odessa
  • County: Pasco
  • Development Name: 33556 - Odessa
  • Subdivision: LAKE ANNE ESTATES SUB
  • Driving 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
  • Direction Faces: West

School Information

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

Community

  • Community Name: 33556 - Odessa

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE SEMINOLE
  • Water: Well
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,578
  • Sq. Ft. Source: Public Records
  • Year Built: 1973

Additional Structures

  • Other Structures: Storage, Workshop

Lot Features

  • Property View: Trees/Woods, Water
  • Lot Size (Acres): 4.14
  • Lot Size (Sq. Ft.): 180,341
  • Lot Size: 4.1401
  • Street/Road Desc.: Dirt, Paved
  • Fencing (Description): Fenced

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Name: LAKE SEMINOLE
  • Water Front Desc.: Lake Front

Financial Considerations

  • Tax Amount: $11,371.25
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LAKE ANNE ESTATES SUBDIVISION PB 3 PG 131 LOT 11 LESS COM AT NW COR OF LOT 11 TH N89DEG59'59"E 200.45 FT TH S00DEG30'13"W 260.70 FT TH N37DEG14'00"W 327.50 TO POB
  • Flood Zone Info: A
  • APN: 3526170020000000110
  • Property ID: 3526170020000000110

Listed by Compass Florida Llc

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Listing agents

— 1444 Chesapeake Dr —

  • Compass Florida Llc

  • Compass Florida Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1444 Chesapeake Dr

School District:Pasco County School District
NameGradesDistance
Odessa Elementary School
12810 Interlaken Road, New Port Richey, FL 34655
K-51.6 mi
Seven Springs Middle School
2441 Little Road, Trinity, FL 34655
6-85.9 mi
James W. Mitchell High School
2323 Little Road, Trinity, FL 34655
9-125.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1444 Chesapeake Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/17/2026
Price Reduced
$889,999
-1.11%
MLS
8/13/2026
Price Reduced
$899,999
-5.26%
MLS
6/25/2026
Listed
$950,000
68.59%
MLS
6/03/2026
Sold
$563,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1444 Chesapeake Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,371
—
$660,035
-1%
2025
$11,371
2%
$663,752
3%
2024
$11,125
2%
$644,659
1%
2023
$10,903
35%
$640,278
29%
2021
$8,088
-12%
$496,076
-14%
2022
$9,191
14%
$573,832
18%
2021
$8,088
1%
$485,513
—
2019
$8,019
114%
$486,891
85%
2018
$3,751
—
$262,612
2%
2017
$3,736
2%
$257,211
2%
2016
$3,661
-2%
$251,921
—
2015
$3,720
3%
$252,171
2%
2014
$3,620
1%
$248,185
—
2013
$3,592
—
$248,674
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1444 Chesapeake Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Florida Llc

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1444 Chesapeake Drive, Odessa, FL 33556 (MLS# TB8522437) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1444 Chesapeake Drive is currently listed for $889,999 and was received on June 25, 2026. Want to learn more about 1444 Chesapeake Drive? Do you have questions about finding other Single Family real estate for sale in Odessa? You can browse all Odessa real estate or contact a Coldwell Banker agent to request more information.

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