Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$249,500 -$400 (-0.16%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,303 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
New Years Special , Priced to sell !! The property has been updated with new stainless steel appliances, new light fixtures, and luxury vinyl flooring in the kitchen, bathrooms, and foyer. Additionally, the yard is completely fenced, and the seller will replace the roof upon acceptance of an offer. Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood. This home features three bedrooms, two full baths, a two-car garage, a split bedroom floor plan, and a large family room. The master suite includes a walk-in closet and a bathroom with a shower stall. The property has been updated with new stainless steel appliances, new light fixtures, and luxury vinyl flooring in the kitchen, bathrooms, and foyer. Additionally, the yard is completely fenced, and the seller will replace the roof upon acceptance of an offer. The community is gated and offers amenities including a clubhouse and a pool. This prime location is situated close to shopping centers, 15 minutes from Legoland, and less than an hour from both Walt Disney World and Tampa. Whether you are looking for a primary residence, a vacation home, or an investment property, this home offers comfort and convenience near Florida's top attractions. Please contact me if you are interested in viewing this fantastic property.

Full Property Details for 2033 Whispering Trails Blvd

General

  • Price: $249,500
  • HOA FEE: $91/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $3,564 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6336904
  • Updated: 1/15/2026
  • Added to Site: 144 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 6
  • Interior Features: High Ceilings
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator
  • Flooring: Carpet, Ceramic Tile, Linoleum

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Exterior

  • Exterior Features: Other

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: WHISPERING TRAILS PH 01
  • Driving Directions: Cypress Gardens Blvd to Overlook to R. Onto Lake Daisy to Left on Whispering Trails Blvd. to house on Left
  • Direction Faces: South

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Community Features: Gated Community - No Guard, Pool
  • Association: Yes
  • Assoc. Name: Specialty Management Company

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Other, Public

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,303
  • Sq. Ft. Source: Public Records
  • Year Built: 2007

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,110
  • Lot Size: 5110
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $272
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,564.12
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WHISPERING TRAILS PHASE I PB 130 PGS 37-38 LOT 88
  • Flood Zone Info: X
  • APN: 272830850001000880
  • Property ID: 272830850001000880

Listed by Oak Avenue 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

— 2033 Whispering Trails Blvd —

  • Oak Avenue 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 2033 Whispering Trails Blvd

School District:Polk County School District
NameGradesDistance
Elbert Elementary School
205 15th Street Northeast, Winter Haven, FL 33881
PK-52.7 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-83.8 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-123.5 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 2033 Whispering Trails Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/10/2026
Price Reduced
$249,500
-0.16%
MLS
9/11/2025
Price Reduced
$249,900
-1.81%
MLS
8/26/2025
Listed
$254,500
86.45%
MLS
6/12/2017
Sold
$136,500
—
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 2033 Whispering Trails Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,549
—
$189,806
-3%
2024
$3,564
6%
$195,779
-1%
2023
$3,374
21%
$197,068
39%
2021
$2,799
-10%
$141,605
-21%
2022
$3,096
11%
$179,941
40%
2021
$2,799
13%
$128,667
5%
2019
$2,478
4%
$121,982
5%
2018
$2,389
330%
$116,568
92%
2017
$555
—
$60,707
2%
2016
$557
-2%
$59,458
1%
2015
$566
—
$59,045
1%
2014
$568
-1%
$58,576
2%
2013
$573
—
$57,710
—
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 2033 Whispering Trails Blvd

$
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 Oak Avenue Real Estate Llc

Similar Properties near 2033 Whispering Trails Blvd

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

2001 Amber Sweet Cir, Dundee, FL 33838 - Photo 1
$249,900

2001 Amber Sweet Cir  Dundee, FL 33838

  • Single Family
  • Active
  • Updated 13 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,383
    Sq. Ft.
Listed by The Stones Real Estate Firm
302 La Serena, Winter Haven, FL 33884 - Photo 1 Price Reduced
-$10,000 (-3.85%)
$249,990
Open House

302 La Serena  Winter Haven, FL 33884

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,639
    Sq. Ft.
Listed by Keller Williams Realty Smart 1
2011 9th St NE, Winter Haven, FL 33881 - Photo 1
$249,995
Open House

2011 9th St NE  Winter Haven, FL 33881

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,415
    Sq. Ft.
Listed by Carina Lees (540) 616-7997
3865 Osprey Pointe Cir, Winter Haven, FL 33884 - Photo 1
$250,000

3865 Osprey Pointe Cir  Winter Haven, FL 33884

  • Single Family
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,603
    Sq. Ft.
Listed by Florida Realty Results Llc

Just Listed near 2033 Whispering Trails Blvd

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

3163 Totem Rd, Eagle Lake, FL 33839 - Photo 1 Just Listed
$344,240

3163 Totem Rd  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,205
    Sq. Ft.
Listed by Lennar Realty
1743 Foreman Rd, Eagle Lake, FL 33839 - Photo 1 Just Listed
$364,900

1743 Foreman Rd  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,150
    Sq. Ft.
Listed by Realty Blu
2185 Lasso Loop, Eagle Lake, FL 33839 - Photo 1 Just Listed
$275,240

2185 Lasso Loop  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 10 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,824
    Sq. Ft.
Listed by Lennar Realty
2454 Taloncrest, Eagle Lake, FL 33839 - Photo 1 Just Listed
$350,000

2454 Taloncrest  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,447
    Sq. Ft.
Listed by Preferred Shore Llc

Price Reduced near 2033 Whispering Trails Blvd

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

2007 Stetson Ave, Eagle Lake, FL 33839 - Photo 1 Price Reduced
-$9,951 (-2.65%)
$364,999
Open House

2007 Stetson Ave  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,960
    Sq. Ft.
Listed by The Realty Experience Powered By Lrr
1222 Third Ct, Eagle Lake, FL 33839 - Photo 1 Price Reduced
-$5,000 (-1.61%)
$304,900

1222 Third Ct  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,035
    Sq. Ft.
Listed by Watson Realty Corp.
933 Pearlwood Loop, Eagle Lake, FL 33839 - Photo 1 Price Reduced
-$5,000 (-1.46%)
$337,085

933 Pearlwood Loop  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 9 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,210
    Sq. Ft.
Listed by Sm Florida Brokerage Llc
868 Timberland Dr, Eagle Lake, FL 33839 - Photo 1 Price Reduced
-$3,000 (-0.85%)
$352,000
Open House

868 Timberland Dr  Eagle Lake, FL 33839

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,590
    Sq. Ft.
Listed by Lpt Realty, Llc

Recent Sales near 2033 Whispering Trails Blvd

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

3115 Whispering Trails St, Winter Haven, FL 33884 - Photo 1 Sold
$240,000

3115 Whispering Trails St  Winter Haven, FL 33884

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,432
    Sq. Ft.
Listed by Opendoor Brokerage Llc
Sold by Lpt Realty, Llc
3193 Whispering Trails Ave, Winter Haven, FL 33884 - Photo 1 Sold
$268,000

3193 Whispering Trails Ave  Winter Haven, FL 33884

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,415
    Sq. Ft.
Listed by Lpt Realty, Llc
Sold by Nona Legacy Powered By La Rosa
3173 Whispering Trails Ave, Winter Haven, FL 33884 - Photo 1 Sold
$267,000

3173 Whispering Trails Ave  Winter Haven, FL 33884

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,508
    Sq. Ft.
Listed by Keller Williams Realty Smart 1
Sold by Keller Williams Realty Smart 1
3184 Whispering Trails Ave, Winter Haven, FL 33884 - Photo 1 Sold
$235,000

3184 Whispering Trails Ave  Winter Haven, FL 33884

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,262
    Sq. Ft.
Listed by Jt Realty & Associates
Sold by La Rosa Realty Prestige

2033 Whispering Trails Boulevard, Winter Haven, FL 33884 (MLS# O6336904) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2033 Whispering Trails Boulevard is currently listed for $249,500 and was received on August 26, 2025. Want to learn more about 2033 Whispering Trails Boulevard? 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.

Tour this property