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The average rent in Downtown Winter Haven, Winter Haven, as of June 2026, is down 3.17% compared to last month and down 8.34% year-over-year.
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All rentals
1h ago
1–2 beds
1–2 baths
$1,325–$2,203
Apartment for rent
5d+ ago
1–2 beds
1–2 baths
$1,399–$1,725
Apartment for rent
5d+ ago
Downtown Winter Haven apartment for rent in Winter Haven
1 bed
1 bath
$1,295
$1,095
Price drop
Apartment for rent
Available May 23
5d+ ago
Downtown Winter Haven apartment for rent in Winter Haven
1 bed
1 bath
$1,295
Apartment for rent
Available May 23
5d+ ago
House for rent in Winter Haven
3 beds
1 bath
$1,195
House for rent
Available Jun 9
5d+ ago
Apartment for rent in Winter Haven
209 Avenue B Se, Winter Haven, FL 33880
In-unit laundry | Ceiling fan | Dishwasher
2 beds
1 bath
$1,500
Apartment for rent
Elevator
Swimming Pool
Outdoor Space
Fitness Center
5d+ ago
Apartment for rent in Winter Haven
2 beds
1 bath
$1,100
Apartment for rent
5d+ ago
Apartment for rent in Winter Haven
730 W Central Ave #3, Winter Haven, FL 33880
On-site laundry | Dishwasher | Microwave
2 beds
1 bath
$1,195
$1,100
Price drop
Apartment for rent
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5d+ ago
South College apartment for rent in Winter Haven
1 bed
1 bath
$950
Apartment for rent
5d+ ago
House for rent in Winter Haven
2 beds
1 bath
$700
House for rent
5d+ ago
House for rent in Winter Haven
2 beds
1 bath
$700
House for rent
5d+ ago
House for rent in Winter Haven
2 beds
1 bath
$750
House for rent
5d+ ago
Apartment for rent in Winter Haven
310 Farnol St Sw #3, Winter Haven, FL 33880
Ceiling fan | Outdoor space
1 bed
1 bath
$900
Apartment for rent
5d+ ago
Apartment for rent in Winter Haven
2 beds
1 bath
$1,099
Apartment for rent
11h ago
3 beds
1 bath
$1,600
Apartment for rent
5d+ ago
3 beds
3 baths
$1,750
Apartment for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
2d ago
Studio–2 beds
1–2 baths
$1,275–$2,328
Apartment for rent
5d+ ago
1 bed
1 bath
$949
Apartment for rent
5d+ ago
2 beds
1 bath
$1,125
Apartment for rent
1h ago
Verified
200 Avenue K Se, Winter Haven, FL 33880
On-site laundry | Swimming pool | Fitness center
1–3 beds
1–2 baths
$1,080–$1,540
Apartment for rent
5d+ ago
Apartment for rent in Winter Haven
514 Avenue C Ne #4, Winter Haven, FL 33881
2 beds
1 bath
$1,150
Apartment for rent
5d+ ago
Apartment for rent in Winter Haven
2 beds
1.5 baths
$1,600
Apartment for rent
3d ago
House for rent in Winter Haven
611 Avenue G Se, Winter Haven, FL 33880
In-unit laundry | Outdoor space
2 beds
1 bath
$1,299
House for rent
Available Apr 13
5d+ ago
Tranquility Park house for rent in Winter Haven
1539 Roselawn St Sw, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Ceiling fan
3 beds
2 baths
$1,800
House for rent
5d+ ago
Apartment for rent in Winter Haven
955 6th St Se #5, Winter Haven, FL 33880
In-unit laundry | Air conditioning | Walk-in closets
1 bed
1 bath
$1,190
Apartment for rent
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62 rentals
66 rentals
413 rentals
15 rentals
15 rentals
15 rentals
143 rentals
8 rentals
107 rentals
2 rentals
2 rentals
5 rentals
18 rentals
2 rentals
Downtown Winter Haven, a neighborhood in Winter Haven, FL, features apartments that average around 838 sqft across all unit types. One-bedroom apartments typically offer about 700 sqft of living space, while two-bedroom units are larger at around 1,063 sqft.
Downtown Winter Haven, located in Winter Haven, FL, sees one-bedroom apartments as the most common rental type with about 8 listings available monthly. These units represent the majority of the approximately 13 total rental listings in the neighborhood each month.
Downtown Winter Haven is a hub for renters seeking an active social life. Our analysis of the area's amenities and attractions reveals that its unique blend of characteristics makes it an ideal spot for those who value community and connection. With a strong neighborhood population, a safe environment, and convenient transit options, residents can easily get around and engage with the community. The area's well-developed street infrastructure and high walk score also make it easy to explore local shops, restaurants, and entertainment venues on foot. If you're looking for a neighborhood that fosters social connections and a sense of belonging, Downtown Winter Haven is an excellent choice.
Three-bedroom apartments have the lowest availability in Downtown Winter Haven with about 1 listing per month. Studio apartments are not currently available in this Winter Haven neighborhood based on recent rental activity.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 720 6th St Nw #2 |
| ✨Popular amenities | , , |
| 🍽With dishwasher | |
| 🏠With photos |