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$249,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,256 Sq. Ft.
  • Updated 3 days ago
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Welcome to this beautifully maintained home in the desirable community of Highland Harbor in Winter Haven! Offering 3 bedrooms, 2 bathrooms, and over 1,250 square feet of living space, this property combines comfort, functionality, and location, making it perfect for first-time buyers, downsizers, or anyone looking for a move-in ready home. Step inside to an inviting open floor plan with high ceilings and abundant natural light, creating a bright and airy feel throughout. The spacious living and dining areas flow seamlessly into the kitchen, which features a breakfast bar, ample cabinet space, and a large window overlooking the front yard, perfect for everyday living and entertaining. The split-bedroom layout provides privacy, with a generously sized primary suite featuring an en-suite bathroom, while the additional bedrooms are ideal for family, guests, or a home office. Tile flooring throughout the main areas and wood flooring in the bedrooms add both style and easy maintenance. Enjoy Florida living at its best in the screened lanai, perfect for relaxing mornings or evening gatherings. The fully fenced backyard offers privacy, space for pets, and room to entertain, along with mature landscaping and added storage with a shed. Additional features include hurricane shutters, rain gutters, and a 2-car garage. Located just minutes from Cypress Gardens Boulevard, you'll have quick access to shopping, dining, entertainment, and major roadways, all while enjoying a quiet, established neighborhood with low HOA fees. Don't miss the opportunity to own this charming home in one of Winter Haven's convenient locations. Schedule your private showing today!

Full Property Details for 5890 Driftwood Dr

General

  • Price: $249,000
  • HOA FEE: $29/month
  • HOA FEE FREQ.: Annually
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5146059
  • Updated: 3/18/2026
  • Added to Site: 4 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s)
  • Appliances: Dishwasher, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Exterior

  • Exterior Features: Private Entrance, Private Mailbox, Sidewalk

Parking

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

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: HIGHLAND HARBOR
  • Driving Directions: Follow I-4 W and US-27 S to FL-540 W/Cypress Gardens Blvd in Polk County. Turn right onto FL-540 W/Cypress Gardens Blvd. Turn right onto Cypress Gardens Rd. Turn right onto Harbor Isle Blvd. Turn left onto Driftwood Dr.
  • Direction Faces: East

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Association: Yes
  • Assoc. Name: Holly Kallister

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: None
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,256
  • Sq. Ft. Source: Public Records
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,622
  • Lot Size: 9622
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $350
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: HIGHLAND HARBOR PB 117 PGS 36 THRU 38 LOT 43
  • Flood Zone Info: X
  • APN: 272906855571000430
  • Property ID: 272906855571000430

Listed by Re/Max Heritage Professionals

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Listing agent

— 5890 Driftwood Dr —

  • Re/Max Heritage Professionals

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5890 Driftwood Dr

School District:Polk County School District
NameGradesDistance
Garden Grove Elementary School
4599 Cypress Gardens Road, Winter Haven, FL 33884
PK-50.5 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-84.5 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-124.1 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 5890 Driftwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/18/2026
Listed
$249,000
168.03%
MLS
10/10/2002
Sold
$92,900
—
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 5890 Driftwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
100%
$27,367
3%
2024
100%
$26,596
3%
2023
100%
$25,821
3%
2022
100%
$25,069
3%
2021
100%
$24,339
1%
2020
—
$24,003
—
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 5890 Driftwood Dr

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Re/Max Heritage Professionals

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5890 Driftwood Drive, Winter Haven, FL 33884 (MLS# S5146059) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5890 Driftwood Drive is currently listed for $249,000 and was received on March 18, 2026. Want to learn more about 5890 Driftwood Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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