Rent in Winter Haven, FL: Prices & Apartments for Rent
As of October 17, 2026, the median asking rent for a 1-bedroom in Winter Haven, FL is $1,050/month, based on 67 active listings on Redfin, Zillow and ApartmentHomeLiving. 2-bedroom: $1,400 (186 listings).
That is 39% below the Florida 1-bedroom median of about $1,728. Nearby, the 1-bedroom median ranges from $950 in Lake Wales to $1,350 in Kissimmee.
Updated · 761 listings. Prices are advertised asking rents; check availability on the original listing. How we calculate
Open the Winter Haven rental mapMedian rent in Winter Haven
From listings with a single price and a single bedroom count. Fewer than 20 such listings and we leave the figure out.
- Studio
- —
- 2 listings
- 1 bedroom
- $1,050
- 67 listings
- 2 bedrooms
- $1,400
- 186 listings
- 3+ bedrooms
- $2,000
- 347 listings
Rentals in Winter Haven
See all 761 on the map →
658 24th St NW #C
658 24th St NW #C, Winter Haven, FL 33880
$995 · 1 bd · 542 sqft

2600 21st St NW #8
2600 21st St NW #8, Winter Haven, FL 33881
$1,200 · 2 bd · 650 sqft

259 Winter Ridge Blvd #259
259 Winter Ridge Blvd #259, Winter Haven, FL 33881
$1,395 · 2 bd · 1,073 sqft

64 Stebbins Dr
64 Stebbins Dr, Winter Haven, FL 33884
$1,550 · 2 bd · 896 sqft

903 Eagle Pond Dr
903 Eagle Pond Dr, Winter Haven, FL 33884
$1,700 · 2 bd · 1,017 sqft

2175 Chris Dr
2175 Chris Dr, Winter Haven, FL 33884
$1,850 · 3 bd · 1,429 sqft

2911 Woodward Ln
2911 Woodward Ln, Winter Haven, FL 33884
$2,000 · 3 bd · 1,649 sqft

1921 Sarah St
1921 Sarah St, Winter Haven, FL 33884
$2,155 · 5 bd · 2,326 sqft

1630 17th St NW #Id1545923p
1630 17th St NW #Id1545923p, Winter Haven, FL 33881
$2,466 · 2 bd · 1,636 sqft
Renting in Winter Haven: common questions
- What is the median rent for a 1-bedroom apartment in Winter Haven, FL?
- As of October 17, 2026, the median asking rent for a 1-bedroom in Winter Haven, FL is $1,050 per month, based on 67 listings with a single price. A 2-bedroom has a median of $1,400.
- How many rentals are available in Winter Haven, FL?
- 761 rentals are listed in Winter Haven, FL on Redfin, Zillow and ApartmentHomeLiving as of October 17, 2026, after removing listings that appear on more than one site.
- How are these rent prices calculated?
- We collect active listings from Redfin, Zillow and ApartmentHomeLiving, remove duplicates across sites, and take the median of asking rents for listings with one price and one bedroom count. If fewer than 20 listings qualify for a bedroom size, we leave that figure out. Read the full methodology
- How much income do I need to rent in Winter Haven, FL?
- Many landlords ask for gross income of at least 3 times the monthly rent. For a median 1-bedroom at $1,050/month, that is about $3,150 a month, or $37,800 a year.
- What is the cheapest city near Winter Haven, FL to rent in?
- Among nearby cities we track, Lake Wales, FL has the lowest median 1-bedroom rent at $950/month, $100 less than Winter Haven.
Who’s leasing in Winter Haven
Companies with the most listings on Redfin, by the listing agent’s company email domain. Large brokerages appear alongside property managers.
| Company | Listings | Phone |
|---|---|---|
| Pioneerfloridapioneerflorida.com | 13 | — |
| Propertymanagementofpolkpropertymanagementofpolk.com | 5 | — |
| Bartomeobartomeo.com | 4 | — |
| Palmleafpmpalmleafpm.com | 4 | — |
| Lockhartonlinelockhartonline.com | 3 | — |
| Vypinvestments Propertiesvypinvestments-properties.com | 3 | (786) 987-2444 |
| Mysuperiorpropertymysuperiorproperty.com | 3 | — |
Rent in cities near Winter Haven
- Lake Alfred, FL69 · 6 mi
- Auburndale, FL120 · 6 mi
- Haines City, FL1BR $1,200 · 361 · 9 mi
- Bartow, FL112 · 10 mi
- Lake Wales, FL1BR $950 · 244 · 12 mi
- Lakeland, FL1BR $1,095 · 1,099 · 14 mi
- Poinciana, FL335 · 14 mi
- Davenport, FL1BR $950 · 1,242 · 17 mi
- Mulberry, FL58 · 18 mi
- Plant City, FL228 · 25 mi
- Kissimmee, FL1BR $1,350 · 2,697 · 26 mi
- Winter Garden, FL440 · 31 mi
All cities in Florida · Cheapest places to rent in Florida · Embed this data