Rent Watch

Winter Haven, FL

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

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Up to $1,750/mo

Apartments within reach

10 buildings · 75 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 14, 2026

Compare 3 apartments & price histories

Unit · 1x1-60%$900 /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
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
Unit · 3x2-60%$1,261 /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 33880

Brandywyne

10 matching listings

Current asking rent

$949/mo

Unit 08 · 2 bedrooms · 2 Bedroom - COUNTRY PLACE

$949 /mo

Checked Oct 13, 2026

Compare 10 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 4D · 1 Bedroom - LANDINGS$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
Unit 4E · 1 Bedroom - LANDINGS$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 15, 2026.
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
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
Unit 8D · 1 Bedroom - LANDINGS$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

Winter Haven 33880

Country Place

10 matching listings

Current asking rent

$949/mo

Unit 08 · 2 bedrooms · 2 Bedroom - COUNTRY PLACE

$949 /mo

Checked Oct 13, 2026

Compare 10 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 4D · 1 Bedroom - LANDINGS$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
Unit 4E · 1 Bedroom - LANDINGS$999 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Oct 15, 2026.
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
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
Unit 8D · 1 Bedroom - LANDINGS$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

Winter Haven 33884

Della Vita Apartments

4 matching listings

Current asking rent

$1,160/mo

Unit · 1 bedroom · 1BR - 750 sqft

$1,160 /mo

Checked Oct 13, 2026

Compare 4 apartments & price histories

Unit · 1BR - 750 sqft$1,160 /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 - 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
Unit · 3BR - 1100 sqft$1,575 /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

15 matching listings

Current asking rent

$1,200/mo

Unit 1150-113 · 1 bedroom · The Cozy

$1,200 /mo

Checked Oct 14, 2026

Compare 15 apartments & price histories

Unit 1150-113 · The Cozy$1,200 /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
Unit 1150-221 · The Sunny$1,250 /mo
Earlier comparable price not confirmed. Checked Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 16, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 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 14, 2026. Reported availability: Oct 14, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 1150-245 · The Cozy$1,525 /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
Unit 1170-204 · The Sunny$1,670 /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
Unit 1170-205 · The Cozy$1,670 /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
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 33881

Magnolia at Lake Hamilton

3 matching listings

Current asking rent

$1,299/mo

Unit unit_1 · 1 bedroom

$1,299 /mo

Checked Oct 13, 2026

Compare 3 apartments & price histories

Unit unit_1$1,299 /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 unit_2$1,320 /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 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 33884

The Waverly at Winter Haven

18 matching listings

Current asking rent

$1,316/mo

Unit 03-403 · 1 bedroom · A2

$1,316 /mo

Checked Oct 13, 2026

Compare 18 apartments & price histories

Unit 03-403 · A2$1,316 /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 10-105 · A2$1,316 /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 05-102 · A4$1,396 /mo
Earlier comparable price not confirmed. Checked Oct 13, 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 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 01-405 · A2$1,480 /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 10-305 · A2$1,530 /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 10-403 · A2$1,555 /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 03-202 · A4$1,575 /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 05-202 · A4$1,575 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Nov 19, 2026.
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 02-201 · A3$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.
Price history View unit on rental site
Unit 08-201 · A3$1,599 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Dec 1, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 01-307 · A4$1,625 /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 03-307 · A4$1,625 /mo
Earlier comparable price not confirmed. Checked Oct 13, 2026. Reported availability: Nov 13, 2026.
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

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

Carlton at Lake Dexter

6 matching listings

Current asking rent

$1,660/mo

Unit 308 · 1 bedroom · Berkeley

$1,660 /mo

Checked Oct 8, 2026

Compare 6 apartments & price histories

Unit 308 · Berkeley$1,660 /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 406 · Berkeley$1,670 /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 405 · Berkeley$1,670 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Dec 2, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 312 · Berkeley$1,675 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Nov 17, 2026.
Base asking rent; fees may apply. Lease term not confirmed.
Price history View unit on rental site
Unit 207 · York$1,700 /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 property on rental site
Unit 205 · York$1,700 /mo
Earlier comparable price not confirmed. Checked Oct 8, 2026. Reported availability: Nov 20, 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 75 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.