Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$335,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,680 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
INVESTMENT OPPORTUNITY | TENANT OCCUPIED | IMMEDIATE RENTAL INCOME. Like-new single-family residence located at 5539 Maddie Dr, Orlando, FL, offering 3 bedrooms and 2 full bathrooms with a desirable open-concept floor plan. The property is fully furnished and currently leased, providing immediate cash flow and a true turnkey investment. The kitchen features stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the living and dining areas. The primary suite includes an in-suite bathroom and walk-in closet. Split-bedroom layout with well-sized secondary bedrooms and a functional design. Located in the sought-after Hammock Reserve community, residents enjoy resort-style amenities, including a community pool, dog park, and recreational areas. Prime location with easy access to I-4, and close proximity to Central Florida's major attractions, shopping, dining, and entertainment, including LEGOLAND Florida, Walt Disney World, SeaWorld, and Universal Studios. Financing options available. Closing cost assistance may be available through the seller's preferred lender, subject to buyer qualification. Ideal for investors seeking a rent-ready property, low maintenance, and strong appreciation potential in Central Florida.

Full Property Details for 5539 Maddie Dr Dr

General

  • Price: $335,900
  • HOA FEE: $57/month
  • Taxes: $4,856 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5143080
  • Updated: 2/3/2026
  • Added to Site: 1 day(s) ago

Interior

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

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

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: East

Community

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

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available

Structural Information

  • Exterior Const.: Block
  • 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: $57
  • Assoc Fee Freq.: Monthly
  • 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: X
  • 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 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 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 Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/03/2026
Listed
$335,900
5%
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 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 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 Dr

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

3804 Corsican Pl, Lake Alfred, FL 33850 - Photo 1
$335,900

3804 Corsican Pl  Lake Alfred, FL 33850

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,231
    Sq. Ft.
Listed by Lgi Realty- Florida, Llc
1760 White Water Ct, Davenport, FL 33837 - Photo 1 Just Listed
$334,990

1760 White Water Ct  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,440
    Sq. Ft.
Listed by La Rosa Realty Kissimmee
630 E Thelma St, Lake Alfred, FL 33850 - Photo 1
$334,900

630 E Thelma St  Lake Alfred, FL 33850

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,689
    Sq. Ft.
Listed by Stellar Real Estate Of Florida
1649 Astrid rd, Davenport, FL 33837 - Photo 1
$334,900

1649 Astrid rd  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,545
    Sq. Ft.
Listed by Cambridge Realty Of Central Fl

Just Listed near 5539 Maddie Dr Dr

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

340 Rosso Dr, Davenport, FL 33837 - Photo 1 Just Listed
$409,900

340 Rosso Dr  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,940
    Sq. Ft.
Listed by The Gordon Group (239) 898-1841
453 Disa Dr, Davenport, FL 33837 - Photo 1 Just Listed
$290,000

453 Disa Dr  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,410
    Sq. Ft.
Listed by Edouard Sarkissian (407) 729-9703
204 Doe Dr, Davenport, FL 33837 - Photo 1 Just Listed
$350,000

204 Doe Dr  Davenport, FL 33837

  • Mobile Home
  • Active
  • Updated 8 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,792
    Sq. Ft.
Listed by Melanie Shenosky (603) 674-9405
43420 Hwy 27, Davenport, FL 33837 - Photo 1 Just Listed
$70,000

43420 Hwy 27  #464  Davenport, FL 33837

  • Single Family
  • Active
  • Updated 3 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 300
    Sq. Ft.
Listed by The Florida Lounge Realty Llc

Price Reduced near 5539 Maddie Dr Dr

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

1068 Papaya Cir., Davenport, FL 33897 - Photo 1 Price Reduced
-$5,000 (-1.18%)
$420,000

1068 Papaya Cir.  Davenport, FL 33897

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,142
    Sq. Ft.
Listed by The Gordon Group (239) 898-1841
428 Coventry Rd, Davenport, FL 33897 - Photo 1 Price Reduced
-$10,000 (-1.98%)
$495,000
Open House

428 Coventry Rd  Davenport, FL 33897

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,588
    Sq. Ft.
Listed by Mary Ferry (863) 397-5900
4010 Calabria Ave, Davenport, FL 33897 - Photo 1 Price Reduced
-$20,000 (-9.76%)
$185,000

4010 Calabria Ave  Davenport, FL 33897

  • Townhouse
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,482
    Sq. Ft.
Listed by Lpt Realty, Llc
247 Verdi St, Davenport, FL 33896 - Photo 1 Price Reduced
-$15,000 (-4.29%)
$334,900

247 Verdi St  Davenport, FL 33896

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,909
    Sq. Ft.
Listed by Southern Prestige Realty Inc

Recent Sales near 5539 Maddie Dr 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
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
5953 Catamaran Ave, Haines City, FL 33844 - Photo 1 Sold
$320,000

5953 Catamaran Ave  Haines City, FL 33844

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,168
    Sq. Ft.
Listed by Meritage Homes Of Fl Realty
Sold by Keller Williams Realty At The Lakes

5539 Maddie Dr Drive, Haines City, FL 33844 (MLS# S5143080) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5539 Maddie Dr Drive is currently listed for $335,900 and was received on February 03, 2026. Want to learn more about 5539 Maddie Dr 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