1444 Chesapeake Drive, FL1444 Chesapeake Drive, FL1444 Chesapeake Drive, FL
Stellar MLS
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$875,000

1444 Chesapeake DriveOdessa, FL 33556

Listing updated: October 20, 2026 at 10:31 PM ET

Active
Stellar MLSListing courtesy of Compass Florida Llc · Stephanie Hessling · MLS #TB8522437 · Active · 813-365-9935
3
Beds
2
Baths
1,578
Sq Ft
4.14
Acres
1973
Built
◆Waterfront◆Water access◆4.14 acres◆$555/sqft
Single Family Residence

Property type

1973

Year built

180,341 sqft

Lot size

$555

Price / sq ft

No HOA

HOA dues

117

Days on market

2

Garage spaces

A

Flood zone

About this home

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.*

Estimated monthly payment

Principal & interest$4,424
Property taxes$948
Home insurance (est.)$401

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history117 days on market

  1. Status: Active
    Jun 25, 2026
  2. Listed$950,000
    Jun 25, 2026
  3. Price reduced$875,000

Property Documents

Documents the listing agent has made public for this property. Free to view and download.

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
117
Subdivision
Lake Anne Estates Sub
County
Pasco
Year built
1973
Living area
1,578 sq ft
Price/sq ft
$555
Building area
2,640 sq ft (Public Records)
Lot size
180,341 sq ft
Lot category
2 to less than 5
Flood zone
A (12101C0387F)
Garage
2 spaces
Annual taxes
$11,371 (2025)
Parcel #
35-26-17-0020-00000-0110
Zoning
R1MH
MLS #
TB8522437

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Luxury Vinyl
Appliances
Convection Oven, Dishwasher, Disposal, Microwave, Refrigerator
Interior features
Open Floorplan
Laundry
Electric Dryer Hookup
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
None
Total annual fees
None
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Other
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Block
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Dirt, Paved

Utilities

Sewer
Septic Tank
Water source
Well
Utilities
Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Schools

ElementaryOdessa ElementaryGreatSchools ↗
MiddleSeven Springs Middle-POGreatSchools ↗
High SchoolJ.W. Mitchell High-POGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary Bedroom
Bedroom 2
Bedroom 3
Kitchen
Living Room

Listing Details

Listing date
2026-06-25
On market date
2026-06-25
Original list price
$950,000
Occupant type
Vacant
MLS area
33556 - Odessa
Listing AOR
Suncoast Tampa
Status changed
2026-06-25
Tax 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 risk

High riskFEMA Zone APanel 12101C0387F

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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

Property sale history

Public records

1444 CHESAPEAKE, ODESSA 33556

  • May 2026$563,500

1,578 sq ft · Built 1973 · 4.1401 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of October 20, 2026 at 10:31 PM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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