Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$329,900 -$4,100 (-1.23%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,680 Sq. Ft.
  • Updated 1 hour ago
See This Home
Save This Home
See This Home
Save This Home
INVESTMENT OPPORTUNITY - TENANT IN PLACE Well-maintained new construction home located at 5539 Maddie Dr, Orlando, FL, offering 3 bedrooms and 2 bathrooms with a modern open-concept floor plan. This property is fully furnished and tenant-occupied, providing immediate rental income, making it an excellent opportunity for investors seeking a turnkey investment in Central Florida. The kitchen features stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the living and dining areas, creating a functional and inviting living space. The primary suite includes a private en-suite bathroom and a walk-in closet. Additional bedrooms are generously sized and offer a practical layout suitable for families or long-term tenants. Located in the desirable Hammock Reserve community, residents enjoy resort-style amenities, including a community pool, dog park, and recreational areas, enhancing the property's appeal to renters. Conveniently situated with easy access to I-4, the home offers quick connectivity to Central Florida's major attractions and employment centers: LEGOLAND Florida Resort - approx. 20 minutes Walt Disney World Resort - approx. 25 minutes SeaWorld Orlando - approx. 30 minutes Universal Studios Florida - approx. 35 minutes Financing options available. Closing cost assistance may be available through the seller's preferred lender, subject to buyer qualification. Perfect for investors seeking a turnkey rental property with immediate income potential in one of the fastest-growing markets in Central Florida

Full Property Details for 5539 Maddie Dr

General

  • Price: $329,900
  • HOA FEE: $49/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $4,856 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5131222
  • Updated: 3/9/2026
  • Added to Site: 231 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s)
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Washer
  • Flooring: Carpet, Ceramic Tile, Marble

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Clubhouse, Park, Pool

Exterior

  • Exterior Features: Garden

Parking

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

Location

  • Area: 33844 - Haines City/Grenelefe
  • County: Polk
  • Development Name: 33844 - Haines City/Grenelefe
  • Subdivision: HAMMOCK RESERVE PH 3
  • Driving Directions: Head south on US-27, turn left onto Davenport Blvd, continue straight onto Hinson Ave, then turn right onto Starboard Street; the property will be on your left.
  • Direction Faces: North

Community

  • Community Name: 33844 - Haines City/Grenelefe
  • Community Features: Clubhouse, Community Mailbox, Dog Park, Park, Pool
  • Optional Amenities: Clubhouse, Park, Pool
  • Association: Yes
  • Assoc. Name: Prime Community Management
  • Assoc. Fees Include: Internet

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Exterior Const.: Block, Concrete, Stucco
  • Basement Desc.: Finished
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,680
  • Sq. Ft. Source: Appraiser
  • Year Built: 2024

Lot Features

  • Lot Size (Acres): 0.1
  • Lot Size (Sq. Ft.): 4,400
  • Lot Size: 4400
  • Street/Road Desc.: Asphalt, Concrete

Financial Considerations

  • Association Fee: $148
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • CDD: Yes
  • Tax Amount: $4,856
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Co-op
  • Special Conditions: None
  • Legal Description: HAMMOCK RESERVE PHASE 3 PB 196 PGS 8-18 BLOCK 1 LOT 61
  • Flood Zone Info: 10
  • APN: 262724489504001610
  • Property ID: 262724489504001610
  • Block/Lot/Section: 1

Listed by Delux Royal Real Estate, Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 5539 Maddie Dr —

  • Delux Royal Real Estate, 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 5539 Maddie Dr

School District:Polk County School District
NameGradesDistance
Horizons Elementary School
1700 Forest Lake Drive, Davenport, FL 33837
PK-54.2 mi
Shelley S. Boone Middle School
225 South 22nd Street, Haines City, FL 33844
6-83.3 mi
Ridge Community High School
500 Orchid Drive, Davenport, FL 33837
9-123.4 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 5539 Maddie Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/09/2026
Price Reduced
$329,900
-1.23%
MLS
2/22/2026
Price Reduced
$334,000
-0.3%
MLS
1/01/2026
Price Reduced
$335,000
-0.24%
MLS
11/28/2025
Price Reduced
$335,800
-1.09%
MLS
10/24/2025
Price Increased
$339,500
0.89%
MLS
7/21/2025
Listed
$336,500
5.19%
MLS
12/19/2024
Sold
$319,900
—
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 5539 Maddie Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,856
33%
$249,722
346%
2024
$3,650
—
$56,000
2%
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.

Estimate the Cost for 5539 Maddie Dr

$
Down Payment
%
$
%

$
$
$

*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

Get Pre-Approved

Listed by Delux Royal Real Estate, Llc

Similar Properties near 5539 Maddie Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2960 Kokomo Loop Loop, Haines City, FL 33844 - Photo 1
$329,900

2960 Kokomo Loop Loop  Haines City, FL 33844

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,130
    Sq. Ft.
Listed by Keller Williams Realty Smart 1
4279 Swan St, Haines City, FL 33844 - Photo 1
$329,900

4279 Swan St  Haines City, FL 33844

  • Single Family
  • Active
  • Updated 12 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,509
    Sq. Ft.
Listed by Keller Williams Legacy Realty
3715 Bergamot St, Lake Alfred, FL 33850 - Photo 1
$329,900

3715 Bergamot St  Lake Alfred, FL 33850

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,231
    Sq. Ft.
Listed by Lgi Realty- Florida, Llc
3723 Bergamot St, Lake Alfred, FL 33850 - Photo 1
$329,900

3723 Bergamot St  Lake Alfred, FL 33850

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,231
    Sq. Ft.
Listed by Lgi Realty- Florida, Llc

Just Listed near 5539 Maddie Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2281 Royal Ridge Dr, Davenport, FL 33896 - Photo 1 Just Listed
$359,000

2281 Royal Ridge Dr  Davenport, FL 33896

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 1,680
    Sq. Ft.
Listed by Nikki Ansons (321) 522-9063
145 Jessamine Dr, Davenport, FL 33837 - Photo 1 Just Listed
$349,900

145 Jessamine Dr  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,604
    Sq. Ft.
Listed by Re/Max 200 Realty
7451 Oakmoss Loop, Davenport, FL 33837 - Photo 1 Just Listed
$430,000

7451 Oakmoss Loop  Davenport, FL 33837

  • Townhouse
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 2,281
    Sq. Ft.
Listed by Real Broker, Llc
844 Grandin St, Davenport, FL 33897 - Photo 1 Just Listed
$275,000

844 Grandin St  Davenport, FL 33897

  • Townhouse
  • Active
  • Updated 8 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,404
    Sq. Ft.
Listed by Agent Trust Realty Corporation

Price Reduced near 5539 Maddie Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2656 Sand Hill Point Cir, Davenport, FL 33837 - Photo 1 Price Reduced
-$9,000 (-2.65%)
$330,000

2656 Sand Hill Point Cir  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,978
    Sq. Ft.
Listed by Susan Brown (863) 640-5722
428 Coventry Rd, Davenport, FL 33897 - Photo 1 Price Reduced
-$5,000 (-1.01%)
$490,000

428 Coventry Rd  Davenport, FL 33897

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,588
    Sq. Ft.
Listed by Mary Ferry (863) 397-5900
340 Rosso Dr, Davenport, FL 33837 - Photo 1 Price Reduced
-$5,000 (-1.22%)
$404,900

340 Rosso Dr  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,940
    Sq. Ft.
Listed by The Gordon Group (239) 898-1841
121 Sonja Cir, Davenport, FL 33897 - Photo 1 Price Reduced
-$4,700 (-1.34%)
$345,000

121 Sonja Cir  Davenport, FL 33897

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,114
    Sq. Ft.
Listed by Exp Realty Llc

Recent Sales near 5539 Maddie Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5579 Maddie Dr, Haines City, FL 33844 - Photo 1 Sold
$339,990

5579 Maddie Dr  Haines City, FL 33844

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,072
    Sq. Ft.
Listed by New Home Star Florida Llc
Sold by Stellar Non-Member Office
5583 Maddie Dr, Haines City, FL 33845 - Photo 1 Sold
$329,990

5583 Maddie Dr  Haines City, FL 33845

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 1,909
    Sq. Ft.
Listed by New Home Star Florida Llc
Sold by Vs International Properties
2517 Trinidad Rd, Haines City, FL 33844 - Photo 1 Sold
$322,780

2517 Trinidad Rd  Haines City, FL 33844

  • Single Family
  • Closed
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,828
    Sq. Ft.
Listed by Stellar Non-Member Office
Sold by Agent Trust Realty Corporation
5591 Maddie Dr, Haines City, FL 33844 - Photo 1 Sold
$313,990

5591 Maddie Dr  Haines City, FL 33844

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,680
    Sq. Ft.
Listed by New Home Star Florida Llc
Sold by Lpt Realty, Llc

5539 Maddie Drive, Haines City, FL 33844 (MLS# S5131222) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5539 Maddie Drive is currently listed for $329,900 and was received on July 21, 2025. Want to learn more about 5539 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.

Tour this property