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$775,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,580 Sq. Ft.
  • Updated 18 hours ago
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Under contract-accepting backup offers. Priced to sell!! Two-story waterfront home with Gulf Access, income potential and generational housing potential. Discover this unique waterfront property offering direct Gulf access, beautiful sunsets and a private boat dock, ideally located just minutes from the iconic Sponge Docks, historical landmarks, and the scenic bayou. No recent or past flooding and no flooding during Helene or Milton. This two-story home is a rare find, boasting four bedrooms, three full bathrooms, and ample space for guests, has the base for an effortless multi-generational living space, an in-law suite or space with income-producing potential. The first level features a private kitchenette, two bedrooms, and a full bathroom which has been freshly updated. The second floor offers two additional bedrooms and two full bathrooms. The guest bathroom on the second floor has been freshly updated. The primary suite includes a full private bathroom and private access to the second-floor porch. A spacious living room with serene bayou views, and a cozy wood-burning fireplace ideal for relaxing evenings while watching the sunset. Enjoy the Florida lifestyle from the comfort of a covered porch on both levels, offering peaceful views of the water and lush surroundings. The home also includes an indoor laundry area and large 2 car garage. This home is ideally located, offering a private, tranquil and secure waterfront living experience. Don't miss this incredible opportunity to own a waterfront gem in one of Tarpon Springs' most desirable locations. Schedule your private showing today!

Full Property Details for 739 Chesapeake Dr

General

  • Price: $775,000
  • Taxes: $3,606 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8401265
  • Updated: 1/16/2026
  • Added to Site: 205 day(s) ago

Rental Information

  • Min. Lease: 2 Months

Interior

  • Number of Rooms: 5
  • Interior Features: Cathedral Ceiling(s)
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Refrigerator
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Balcony

Parking

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

Location

  • Area: 34689 - Tarpon Springs
  • County: Pinellas
  • Development Name: 34689 - Tarpon Springs
  • Subdivision: CHESAPEAKE POINT
  • Driving Directions: Beginning on the corner of US19 and E. Tarpon Ave, drive west on E. Tarpon Ave for 1.7 miles. Turn right and drive North for 200 ft and turn North West onto N. Spring Blvd. Drive on N. Spring Blvd, which will turn into Riverside Dr for .6 miles, then turn right and drive NORTH on Chesapeake for .3 miles, 739 Chesapeake Dr., will be on your left side/West side.
  • Direction Faces: East

Community

  • Community Name: 34689 - Tarpon Springs

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Water Available, Water Connected

Structural Information

  • Exterior Const.: Block, Wood Siding
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,580
  • Sq. Ft. Source: Public Records
  • Year Built: 1981

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,673
  • Lot Size: 6673
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water Access: Yes
  • Water Access Desc: Bayou, Gulf/Ocean
  • Water Extras: Yes
  • Water Front Desc.: Bayou

Financial Considerations

  • Tax Amount: $3,606
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CHESAPEAKE POINT BLK 3, LOT 11
  • Flood Zone Info: AE
  • APN: 112715150480030110
  • Property ID: 112715150480030110
  • Block/Lot/Section: 3

Listed by Charles Rutenberg Realty Inc

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Listing agent

— 739 Chesapeake Dr —

  • Charles Rutenberg Realty Inc

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 739 Chesapeake Dr

School District:Pinellas County School District
NameGradesDistance
Sunset Hills Elementary School
1347 Gulf Road, Tarpon Springs, FL 34689
PK-50.8 mi
Tarpon Springs High School
1411 Gulf Road, Tarpon Springs, FL 34689
9-121 mi
Tarpon Springs Middle School
501 North Florida Avenue, Tarpon Springs, FL 34689
6-80.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 739 Chesapeake Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/16/2025
Price Reduced
$775,000
-8.82%
MLS
10/28/2025
Price Reduced
$850,000
-2.86%
MLS
9/16/2025
Price Reduced
$875,000
-1.69%
MLS
8/28/2025
Price Reduced
$890,000
-2.2%
MLS
7/24/2025
Price Reduced
$910,000
-1.62%
MLS
6/26/2025
Listed
$925,000
—
MLS
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 739 Chesapeake Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,012
233%
$637,678
168%
2024
$3,606
2%
$237,754
3%
2023
$3,541
2%
$230,829
6%
2021
$3,466
1%
$217,579
-3%
2022
$3,436
-1%
$224,106
4%
2021
$3,466
2%
$214,575
2%
2019
$3,387
1%
$209,751
2%
2018
$3,344
1%
$205,840
2%
2017
$3,310
1%
$201,606
2%
2016
$3,278
-2%
$197,459
1%
2015
$3,330
1%
$196,086
1%
2014
$3,311
1%
$194,530
2%
2013
$3,288
—
$191,655
—
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 739 Chesapeake Dr

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Charles Rutenberg Realty Inc

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739 Chesapeake Drive, Tarpon Springs, FL 34689 (MLS# TB8401265) is a Single Family property with 4 bedrooms and 3 full bathrooms. 739 Chesapeake Drive is currently listed for $775,000 and was received on June 26, 2025. Want to learn more about 739 Chesapeake Drive? Do you have questions about finding other Single Family real estate for sale in Tarpon Springs? You can browse all Tarpon Springs real estate or contact a Coldwell Banker agent to request more information.

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