Rent Watch

Winter Haven, FL

Track price changes and find apartments within your budget.

Latest included check: Oct 15, 2026, 6:55 AM UTC

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Up to $1,500/mo

Apartments within reach

10 buildings · 65 listings · Lowest current rents

Winter Haven 33881

Lakeside Terrace

4 matching listings

Current asking rent

$539/mo

Unit · 1 bedroom · 1A

$539 /mo

Checked Oct 13, 2026

Compare 4 apartments & price histories

Unit · 1A$539 /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 · 1B$539 /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 · 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 33881

Tupelo Vue

3 matching listings

Current asking rent

$900/mo

Unit · 1 bedroom · 1x1-60%

$900 /mo

Checked Oct 15, 2026

Compare 3 apartments & price histories

Unit · 1x1-60%$900 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit · 2x2-60%$1,084 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit · 3x2-60%$1,261 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site

Winter Haven 33880

Country Place

3 matching listings

Current asking rent

$949/mo

Unit 08 · 2 bedrooms · 2 Bedroom - COUNTRY PLACE

$949 /mo

Checked Oct 13, 2026

Compare 3 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 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

Brandywyne

4 matching listings

Current asking rent

$999/mo

Unit 457 · 2 bedrooms · 2 Bedroom - BRANDYWYNE

$999 /mo

Checked Oct 13, 2026

Compare 4 apartments & price histories

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 410 · 1 Bedroom - BRANDYWYNE$1,100 /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 469 · 1 Bedroom - BRANDYWYNE$1,100 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 22, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 453 · 1 Bedroom - BRANDYWYNE$1,100 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Nov 4, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33880

Haven at Lake Deer

27 matching listings

Current asking rent

$1,099/mo

Unit 101G · Studio · Studio

$1,099 /mo

Checked Oct 15, 2026

Compare 27 apartments & price histories

Unit 101G · Studio$1,099 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Dec 31, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0916 · Studio$1,099 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 7, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 1161 · Studio$1,099 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 1162 · Studio$1,099 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 16, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 1155 · Studio$1,099 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Aug 21, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0238 · 1 Bedroom 1 Bath$1,175 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 23, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0362 · 1 Bedroom 1 Bath$1,199 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Aug 6, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0361 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Aug 28, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 102E · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Nov 27, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 104K · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Nov 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0631 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0886 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 7, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0365 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 10, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0243 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Nov 21, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 203B · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Mar 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0111 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Nov 10, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0638 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 26, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0876 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 26, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 201N · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Aug 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0639 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0122 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 30, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 208B · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 16, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 1036 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 20, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0124 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 20, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0235 · 1 Bedroom 1 Bath$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 23, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 0476 · 2 Bedroom 2 Bath$1,385 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 8, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site
Unit 208M · 2 Bedroom 2 Bath$1,399 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Sep 28, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View property on rental site

Winter Haven 33884

Della Vita Apartments

3 matching listings

Current asking rent

$1,160/mo

Unit · 1 bedroom · 1BR - 750 sqft

$1,160 /mo

Checked Oct 15, 2026

Compare 3 apartments & price histories

Unit · 1BR - 750 sqft$1,160 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 - 875 sqft$1,315 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 15, 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

11 matching listings

Current asking rent

$1,200/mo

Unit 1150-113 · 1 bedroom · The Cozy

$1,200 /mo

Checked Oct 15, 2026

Compare 11 apartments & price histories

Unit 1150-113 · The Cozy$1,200 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-221 · The Sunny$1,250 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 19, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-136 · The Cozy$1,250 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-264 · The Sunny$1,250 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-101 · The Sunny$1,350 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 23, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-161 · The Cozy$1,350 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 21, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1170-103 · The Cozy$1,395 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1170-118 · The Cozy$1,470 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1170-119 · The Sunny$1,470 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1170-216 · The Cozy$1,470 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1170-217 · The Sunny$1,470 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Oct 15, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

Winter Haven 33881

Magnolia at Lake Hamilton

2 matching listings

Current asking rent

$1,299/mo

Unit unit_1 · 1 bedroom

$1,299 /mo

Checked Oct 15, 2026

Compare 2 apartments & price histories

Unit unit_1$1,299 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 unit_2$1,320 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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

3 matching listings

Current asking rent

$1,310/mo

Unit 101 · 1 bedroom · The Banyan

$1,310 /mo

Checked Oct 15, 2026

Compare 3 apartments & price histories

Unit 101 · The Banyan$1,310 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Jul 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed. Reported monthly fees: $0.
Price history View property on rental site
Unit 41 · The Cypress$1,425 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 15, 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

The Waverly at Winter Haven

5 matching listings

Current asking rent

$1,316/mo

Unit 03-403 · 1 bedroom · A2

$1,316 /mo

Checked Oct 15, 2026

Compare 5 apartments & price histories

Unit 03-403 · A2$1,316 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 10-105 · A2$1,316 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 05-102 · A4$1,396 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Reported availability: Nov 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 06-203 · B1$1,439 /mo
Earlier comparable price not confirmed. Checked Oct 15, 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 01-405 · A2$1,480 /mo
Earlier comparable price not confirmed. Checked Oct 15, 2026. Listed; confirm the move-in date.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site

The wider picture

Limited recent comparisons

Past 30 days

Rent drops: 0
Increases: 0
Unchanged: 0

0 comparable listings across 0 buildings, from 65 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.

Haven at Lake Deer · Unit 103D
First observed Oct 15, 2026
$1,549 /mo
Haven at Lake Deer · Unit 108J
First observed Oct 15, 2026
$1,549 /mo
Haven at Lake Deer · Unit 0471
First observed Oct 15, 2026
$1,549 /mo
Haven at Lake Deer · Unit 101G
First observed Oct 15, 2026
$1,099 /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.