For Sale
Single family home for sale at 1444 Chesapeake Dr, Odessa, FL 33556 | MLS# TB8522437 | Listing updated on 2026-10-09
Photo 1 of Single family home for sale at 1444 Chesapeake Dr, Odessa, FL 33556 | MLS# TB8522437 | Listing updated on 2026-10-09
Photo 2 of Single family home for sale at 1444 Chesapeake Dr, Odessa, FL 33556 | MLS# TB8522437 | Listing updated on 2026-10-09
Photo 3 of Single family home for sale at 1444 Chesapeake Dr, Odessa, FL 33556 | MLS# TB8522437 | Listing updated on 2026-10-09
Photo 4 of Single family home for sale at 1444 Chesapeake Dr, Odessa, FL 33556 | MLS# TB8522437 | Listing updated on 2026-10-09
30+
Beds Icon

Street View

$889,999

Monthly Est:$4,430

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,578sqft

1444 Chesapeake Dr, Odessa, FL 33556

$4,430/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1973

  • $-- HOA

  • 4.14 acres lot

  • $564/sq.ft

Description

4.14 ACRES • LAKE VIEWS • BUILD YOUR DREAM HOME
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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.*

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 9, 2026 at 5:01 pm
  • Listing Provided by: Stephanie Hessling (727) 412-4718 , Jill Ross | COMPASS FLORIDA LLC (813) 365-9935
  • Source: Stellar MLS-FL | MLS#: TB8522437 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Pasco County

  • City

    Odessa

  • Neighborhood

    --

  • Year Built

    1973

  • HOA Fees

    -

  • Finished Area

    1,578 sqft

  • Lot Size

    4.14 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    TB8522437

  • MLS Status

    Active

  • Days on Market

    106

  • Cumulative Days on Market

    106

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Primary Bedroom

    Level: First

  • Bedroom 2

    Level: First

  • Bedroom 3

    Level: First

  • Kitchen

    Level: First

  • Living Room

    Level: First

Interior

  • Sewer

    Septic Tank

  • Heating

    Central

  • Flooring

    Luxury Vinyl

  • Interior Features

    Open Floorplan

  • Exterior Features

    Other

  • Cooling

    Central Air

  • Appliances

    Convection Oven, Dishwasher, Disposal, Microwave, Refrigerator

Construction

  • Year Built

    Year Built: 1973

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Construction Materials

    Block, Stucco

  • Roof

    Shingle

Utilities & Energy

  • Security Features

    Security System

  • Utilities

    Cable Connected, Electricity Connected, Sewer Connected, Water Connected

  • Laundry Features

    Electric Dryer Hookup

  • Water Source

    Well

Other Features

  • Patio And Porch Features

    Patio

  • Subdivision Name

    Lake Anne Estates Sub

  • Vegetation

    Mature Landscaping, Oak Trees

  • Lot Features

    Corner Lot, Oversized Lot, Private

Price History

DateEventPrice

09/17/2026

Source: mls_logoStellar MLS-FL #MFRTB8522437

Price Decreased

$889,999 -1.11%

$564/sqft

08/13/2026

Source: mls_logoStellar MLS-FL #MFRTB8522437

Price Increased

$899,999 +1.12%

$570/sqft

06/25/2026

Source: mls_logoStellar MLS-FL #MFRTB8522437

Listed for Sale

$889,999 -6.32%

$564/sqft

06/25/2026

Source: mls_logoStellar MLS-FL #MFRTB8522437

Price Increased

$950,000 +68.59%

$602/sqft

06/03/2026

Source: mls_logoStellar MLS-FL #MFRJ1001690

Price Increased

$563,500 +17.40%

$357/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 09, 2026, 02:30PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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