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Apartments for Rent in Downtown Winter Haven, Winter Haven, FL

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Raindance - Photo 1 of 1
Rent special

7h ago

8.5

Very good

Raindance

200 Avenue C Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

1–2 beds

1–2 baths

$1,350–$1,975

20 on Second - Photo 1 of 1

23h ago

8.6

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

1 bed

1 bath

$1,150

Price drop

235 6th St Nw - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

Charming Downtown Winter Haven Condo

235 6th St Nw, Winter Haven, FL 33881

In-unit laundry | Air conditioning | On-site laundry

1 bed

1.5 baths

$1,550

235 6th St Nw #608 - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

Haven 6th floor

235 6th St Nw #608, Winter Haven, FL 33881

In-unit laundry | On-site laundry | Balcony

1 bed

1.5 baths

$1,550

638 W Central Ave - Photo 1 of 1

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

638 W Central Avenue

638 W Central Ave, Winter Haven, FL 33880

In-unit laundry | Carpet

2 beds

1.5 baths

$1,350

5d+ ago

8.4

Very good

669 Avenue B NW Apt 7

669 Avenue B Nw, Winter Haven, FL 33881

Studio

1 bath

$1,150

Find rentals with popular amenities

Fitness Center

Elevator

Outdoor Space

Swimming Pool

5d+ ago

8.1

Very good

669 Avenue B NW Apt 9

669 Avenue B Nw, Winter Haven, FL 33881

1 bed

1 bath

$1,195

5d+ ago

8.1

Very good

669-Avenue B NW Apt 10

669 Avenue B Nw, Winter Haven, FL 33881

1 bed

1 bath

$1,195

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207 2nd St Se #207 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

207 2nd St Se #207, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Fitness center

1 bed

1 bath

$1,150

707 Avenue B Sw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

707 Avenue B Sw, Winter Haven, FL 33880

On-site laundry | Central heat | Carpet

2 beds

1 bath

$1,000

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Nearby rental good for pet owners

Nearby rental good for social life

139 Avenue D Sw - Photo 1 of 1

5d+ ago

South College apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

139 Avenue D Sw, Winter Haven, FL 33880

Dishwasher

2 beds

1 bath

$1,350

209 Avenue B Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

209 Avenue B Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,500

730 W Central Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave, Winter Haven, FL 33880

Air conditioning | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,200

136 Avenue C Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

163 Avenue A SE - Photo 1 of 1

5d+ ago

7.9

Very good

163 Avenue A SE

163 Avenue A Se, Winter Haven, FL 33880

Air conditioning | Central heat | Microwave

2 beds

1 bath

$1,149

151 Avenue C SE - Photo 1 of 1

5d+ ago

8.5

Very good

151 Avenue C SE

151 Avenue C Se, Winter Haven, FL 33880

Air conditioning | Microwave

2 beds

1 bath

$1,300

Find sweet deals near Downtown Winter Haven

These rentals are 10%-30% cheaper than the local average price for similar rentals.

The 701 Luxury Apartments - Photo 1 of 1

3h ago

8.3

Very good

The 701 Luxury Apartments

701 Bates Ave Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher

3 beds

1 bath

$1,600

The Breeze - Photo 1 of 1
Rent special
New construction

6h ago

8.7

Very good

The Breeze

265 Avenue E Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

Studio–2 beds

1–2 baths

$1,250–$2,330

Price drop

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710 Avenue C SW - Photo 1 of 1

5d+ ago

7.9

Very good

710 Avenue C SW

710 Avenue C Sw, Winter Haven, FL 33880

Air conditioning | On-site laundry | Central heat

1 bed

1 bath

$1,050

Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

2d ago

10

Excellent

Our team has verified this company

Verified

Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

On-site laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$997–$1,515

Call

447 Avenue A Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

516 Avenue F Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

516 Avenue F Se, Winter Haven, FL 33880

Dishwasher | Outdoor space

3 beds

2 baths

$1,800

679 Avenue G Se #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Residential Lease, Winter Haven, FL

679 Avenue G Se #1, Winter Haven, FL 33880

1 bed

1 bath

$1,000

Listings within 5 miles
849 Avenue O Sw #C - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2 Bed, 1 Bath Apartment with Off-Street Parking / Pet-Friendly / Vouchers Accepted / Available Now!

849 Avenue O Sw #C, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Ceiling fan

2 beds

1 bath

$1,095

1313 4th St Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

1313 4th St Ne, Winter Haven, FL 33881

In-unit laundry

2 beds

1 bath

$1,700

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: September 17, 2026

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Downtown Winter Haven, Winter Haven, FL apartments for rent

Renting in Downtown Winter Haven, Winter Haven, FL at a glance

As of today, Downtown Winter Haven's median rent price is $1,397 per month, which is down 8%, or $127, compared to last year.

Median rent

$1,397

YoY change

−8%

−$127/mo

Rentals, last 30 days

30

Rent by unit type
SizeValueYoY
All bedrooms$1,397−8%
1 bedroom$1,197N/A
2 bedroom$1,549N/A
Not sure what you can afford? Try our rent calculator

Why Downtown Winter Haven, Winter Haven is a great place to live

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.

Frequently asked questions

What is the average apartment size in Downtown Winter Haven, Winter Haven, FL?

Based on our current listings, apartments in Downtown Winter Haven, Winter Haven, FL average around 800 sqft across all unit types.

What type of apartment is most common in Downtown Winter Haven, Winter Haven, FL?

Based on Zumper's current listings, one-bedroom apartments are the most common rental type in Downtown Winter Haven, Winter Haven, FL with about 9 listings available monthly.

What type of apartment is least common inDowntown Winter Haven, Winter Haven, FL?

Studios and three-bedroom apartments have averaged about 0 listings per month in Downtown Winter Haven, Winter Haven, FL.

Methodology: How we got this data

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.

Looking for apartments in Downtown Winter Haven, Winter Haven, FL near you?

Downtown Winter Haven, Winter Haven, FL rental availability
🔑Available apartment rentals25
💰Best rent deal200 Avenue K Se
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos