Whispering Trails Drive, Winter Haven, FL

Everything we know about Whispering Trails Drive in Winter Haven: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

89 homes sit on Whispering Trails Drive in Winter Haven, FL (ZIP 33884), built 2006–2018, a typical 1,432 sq ft with 3 bedrooms. 2 are for sale right now from $190,000 to $229,900. Homes that sold since 2023 went for a median $268,000.

For sale on Whispering Trails Drive now

2865 Whispering Trails Drive, home for sale on Whispering Trails Drive
$229,900
3 bd · 2 ba · 1,253 sq ft · built 2016
2865 Whispering Trails Drive
Listing courtesy of ENTERA REALTY LLC
2796 Whispering Trails Drive, home for sale on Whispering Trails Drive
$190,000
3 bd · 2 ba · 1,158 sq ft · built 2009
2796 Whispering Trails Drive
Listing courtesy of KELLER WILLIAMS REALTY SMART 1

The homes on Whispering Trails Drive

88 single-family, 1 condo/townhome/other. Built by decade: 2000s 45, 2010s 44.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
2953 Whispering Trails Drive$230,0002026-08-2020181,274
2792 Whispering Trails Drive$245,0002025-08-1120171,262
2956 Whispering Trails Drive$242,5002025-06-1620181,500
2805 Whispering Trails Drive$251,5002025-03-1720181,262
2804 Whispering Trails Drive$275,0002024-12-1320171,500
2812 Whispering Trails Drive$245,0002024-12-1020151,553
2877 Whispering Trails Drive$275,0002024-11-0420161,728
2921 Whispering Trails Drive$270,0002024-10-1720171,388
2928 Whispering Trails Drive$265,0002024-08-2720181,500
2692 Whispering Trails Drive$289,9002024-07-2520071,889
2693 Whispering Trails Drive$240,0002024-07-0220071,303
2884 Whispering Trails Drive$285,0002024-06-2720171,656
2972 Whispering Trails Drive$312,0002024-05-1720132,770
2760 Whispering Trails Drive$290,0002024-04-1520082,760
2949 Whispering Trails Drive$263,0002024-01-1120181,262
2924 Whispering Trails Drive$270,0002023-12-2020181,500
2873 Whispering Trails Drive$268,0002023-09-2520161,253
2649 Whispering Trails Drive$248,0002023-09-2020061,303
2677 Whispering Trails Drive$240,0002023-09-0820071,303
2929 Whispering Trails Drive$310,0002023-08-1820171,728

Communities along Whispering Trails Drive

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 784 homes for sale in Winter Haven, homes for sale in 33884.

Hiring an agent in Winter Haven, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Winter Haven, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Winter Haven, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Whispering Trails Drive in Winter Haven?

89 homes in the parcel and MLS record, built between 2006 and 2018.

Are there homes for sale on Whispering Trails Drive?

2 listed right now, from $190,000.

What do homes on Whispering Trails Drive sell for?

Homes that sold since 2023 went for a median $268,000.