Rent Watch

Winter Haven, FL

Track price changes and find apartments within your budget.

Latest included check: Oct 14, 2026, 6:26 AM UTC

Change city

.watch-city-search { display:none !important; }Browse the city directory

2 bedrooms

Apartments within reach

10 buildings · 46 listings · Lowest current rents

Winter Haven 33881

Lakeside Terrace

2 matching listings

Current asking rent

$648/mo

Unit · 2 bedrooms · 2B

$648 /mo

Checked Oct 13, 2026

Compare 2 apartments & price histories

Unit · 2B$648 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit · 2A$648 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33880

Brandywyne

4 matching listings

Current asking rent

$949/mo

Unit 08 · 2 bedrooms · 2 Bedroom - COUNTRY PLACE

$949 /mo

Checked Oct 13, 2026

Compare 4 apartments & price histories

Unit 08 · 2 Bedroom - COUNTRY PLACE$949 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 09 · 2 Bedroom - COUNTRY PLACE$949 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 457 · 2 Bedroom - BRANDYWYNE$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05 · 2 Bedroom - COUNTRY PLACE$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33880

Country Place

4 matching listings

Current asking rent

$949/mo

Unit 08 · 2 bedrooms · 2 Bedroom - COUNTRY PLACE

$949 /mo

Checked Oct 13, 2026

Compare 4 apartments & price histories

Unit 08 · 2 Bedroom - COUNTRY PLACE$949 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 09 · 2 Bedroom - COUNTRY PLACE$949 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 457 · 2 Bedroom - BRANDYWYNE$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05 · 2 Bedroom - COUNTRY PLACE$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33881

Tupelo Vue

1 matching listing

Current asking rent

$1,084/mo

Unit · 2 bedrooms · 2x2-60%

$1,084 /mo

Checked Oct 14, 2026

View apartment & price history

Unit · 2x2-60%$1,084 /mo
Earlier comparable price not confirmed. Checked Oct 14, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33884

Della Vita Apartments

2 matching listings

Current asking rent

$1,315/mo

Unit · 2 bedrooms · 2BR - 875 sqft

$1,315 /mo

Checked Oct 13, 2026

Compare 2 apartments & price histories

Unit · 2BR - 875 sqft$1,315 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit · 2BR - 950 sqft$1,370 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33884

Arbours At Garden Grove

2 matching listings

Current asking rent

$1,425/mo

Unit 41 · 2 bedrooms · The Cypress

$1,425 /mo

Checked Oct 13, 2026

Compare 2 apartments & price histories

Unit 41 · The Cypress$1,425 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit 1 · The Cypress$1,425 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 12, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33884

The Waverly at Winter Haven

14 matching listings

Current asking rent

$1,439/mo

Unit 06-203 · 2 bedrooms · B1

$1,439 /mo

Checked Oct 13, 2026

Compare 14 apartments & price histories

Unit 06-203 · B1$1,439 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05-301 · B1$1,460 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 10-111 · B2$1,586 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05-111 · B2$1,586 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05-306 · B1$1,725 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05-106 · B1$1,750 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 03-211 · B2$1,799 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 05-311 · B3$1,799 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 09-109 · B3$1,824 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 09-310 · B3$1,824 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 03-109 · B3$1,824 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 09-110 · B3$1,824 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 01-311 · B2$1,849 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Nov 7, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 10-411 · B2$1,924 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33881

Magnolia at Lake Hamilton

1 matching listing

Current asking rent

$1,599/mo

Unit unit_3 · 2 bedrooms

$1,599 /mo

Checked Oct 13, 2026

View apartment & price history

Unit unit_3$1,599 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33880

The Jade Apartments - Modern Living with Resort Amenities

1 matching listing

Current asking rent

$1,750/mo

Unit 1170-226 · 2 bedrooms · The Comfy

$1,750 /mo

Checked Oct 14, 2026

View apartment & price history

Unit 1170-226 · The Comfy$1,750 /mo
Earlier comparable price not confirmed. Checked Oct 14, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33884

Carlton at Lake Dexter

15 matching listings

Current asking rent

$1,890/mo

Unit 210 · 2 bedrooms · Windsor

$1,890 /mo

Checked Oct 8, 2026

Compare 15 apartments & price histories

Unit 210 · Windsor$1,890 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 9, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 208 · Windsor$1,890 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 10, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 304 · Windsor$1,895 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 7, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 310 · Windsor$1,895 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 10, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 206 · Windsor$1,895 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Nov 11, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 202 · Windsor$1,900 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Sep 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 207 · Windsor$1,900 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 6, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 201 · Windsor$1,900 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 7, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 301 · Windsor$1,905 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Aug 27, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 302 · Windsor$1,905 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Oct 28, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 303 · Oxford$1,945 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Jul 24, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 305 · Oxford$1,945 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Aug 11, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 203 · Oxford$1,950 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Nov 4, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 204 · Windsor$1,955 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Aug 11, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 109 · Windsor$1,960 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Nov 11, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

The wider picture

Limited recent comparisons

Past 7 days

Rent drops: 0
Increases: 0
Unchanged: 0

0 comparable listings across 0 buildings, from 46 current listings in this area, bedroom, and budget view. This sample is too limited to describe a citywide trend.

Current rents in Winter Haven

All current apartments

Median asking rents in our current listings, by bedroom count.

Recently added to our checks

First observed in the past seven days; this is not a move-in date.

The Jade Apartments - Modern Living with Resort Amenities · Unit 1150-101
First observed Oct 13, 2026
$1,350 /mo
The Jade Apartments - Modern Living with Resort Amenities · Unit 1150-136
First observed Oct 13, 2026
$1,250 /mo
The Jade Apartments - Modern Living with Resort Amenities · Unit 1150-161
First observed Oct 13, 2026
$1,350 /mo
The Jade Apartments - Modern Living with Resort Amenities · Unit 1150-264
First observed Oct 13, 2026
$1,250 /mo

How we compare rents

We compare the same identified apartment within one listing period. Asking rent, fees, and promotional effective prices remain separate. Repeat checks must confirm a comparison. A missing price is never counted as an unchanged rent. Large events need additional checks before we publish a story. Prices update after successful checks.