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$419,990 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,539 Sq. Ft.
  • Updated 9 hours ago
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Welcome to 5377 Maddie Dr, located in the desirable Hammock Reserve community in Haines City. This spacious two-story home features 5 bedrooms, 3 full bathrooms, and approximately 2,539 square feet of living space. The open-concept floor plan offers a bright and inviting living area, a well-appointed kitchen with ample cabinet and counter space, and plenty of room for entertaining. A guest bedroom and full bathroom are conveniently located on the first floor, while the second floor includes the primary suite and additional bedrooms. The primary suite offers generous space, a walk-in closet, dual vanities, and a walk-in shower. Enjoy a low-maintenance lifestyle in a growing community with convenient access to shopping, dining, major roadways, and Central Florida attractions. Schedule your private showing today!

Full Property Details for 5377 Maddie Dr

General

  • Price: $419,990
  • HOA FEE: $52/month
  • Taxes: $8,570 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5156063
  • Updated: 8/21/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Eating Space In Kitchen
  • Appliances: Cooktop, Dishwasher, Disposal, Electric Water Heater, Freezer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: Garden

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Carports: Yes
  • Carport: 2
  • Carport Spaces: 2
  • Covered Spaces: 6

Location

  • Area: 33844 - Haines City/Grenelefe
  • County: Polk
  • Development Name: 33844 - Haines City/Grenelefe
  • Subdivision: HAMMOCK RESERVE PH 3
  • Driving Directions: From US-27, turn onto Old Polk City Road, then turn into the Hammock Reserve community. Continue through the community and follow the neighborhood streets to Maddie Drive. Turn onto Maddie Drive and continue to 5377 Maddie Dr. Property will be on your right.
  • Direction Faces: Northeast

Community

  • Community Name: 33844 - Haines City/Grenelefe
  • Association: Yes
  • Assoc. Name: Prime Community Management, LLC

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Exterior Const.: Block
  • Roof: Concrete
  • Stories/Levels: Two
  • Square Feet: 2,539
  • Sq. Ft. Source: Public Records
  • Year Built: 2023

Lot Features

  • Lot Size (Acres): 0.1
  • Lot Size (Sq. Ft.): 4,456
  • Lot Size: 4456
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $52
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Condo Fee: $51
  • Condo Fee Freq: Monthly
  • CDD: Yes
  • Tax Amount: $8,570.22
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Condominium
  • Special Conditions: None
  • Legal Description: HAMMOCK RESERVE PHASE 3 PB 196 PGS 8-18 BLOCK 1 LOT 20
  • Flood Zone Info: X
  • APN: 262724489504001200
  • Property ID: 262724489504001200
  • Block/Lot/Section: 1

Listed by Wc Realty Partners & Associates Llc

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Listing agent

— 5377 Maddie Dr —

  • Wc Realty Partners & Associates 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 5377 Maddie Dr

School District:Polk County School District
NameGradesDistance
Horizons Elementary School
1700 Forest Lake Drive, Davenport, FL 33837
PK-54 mi
Shelley S. Boone Middle School
225 South 22nd Street, Haines City, FL 33844
6-83 mi
Ridge Community High School
500 Orchid Drive, Davenport, FL 33837
9-123.1 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 5377 Maddie Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/21/2026
Listed
$419,990
9.8%
MLS
12/13/2023
Sold
$382,500
—
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 5377 Maddie Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,792
-32%
$297,854
-1%
2024
$8,507
134%
$302,072
449%
2023
$3,640
—
$55,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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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 Wc Realty Partners & Associates Llc

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5377 Maddie Drive, Haines City, FL 33844 (MLS# S5156063) is a Single Family property with 5 bedrooms, 2 full bathrooms and 1 partial bathroom. 5377 Maddie Drive is currently listed for $419,990 and was received on August 21, 2026. Want to learn more about 5377 Maddie Drive? Do you have questions about finding other Single Family real estate for sale in Haines City? You can browse all Haines City real estate or contact a Coldwell Banker agent to request more information.

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