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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

2d 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–$2,235

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
20 on Second - Photo 1 of 1

3d ago

8.6

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

Dishwasher | Microwave

2 beds

2 baths

$1,550

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
669 Avenue B NW Apt 7 - Photo 1 of 1

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

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
235 6th St Nw #303 - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

235 6th St Nw #303, Winter Haven, FL 33881

Swimming pool | High ceilings | Dishwasher

2 beds

2 baths

$1,400

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

$1,300

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

5d+ ago

8.4

Very good

669 Avenue B NW Apt 9

669 Avenue B Nw, Winter Haven, FL 33881

1 bed

1 bath

$1,195

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.

Find rentals with popular amenities

Fitness Center

Elevator

Swimming Pool

Outdoor Space

5d+ ago

8.4

Very good

669-Avenue B NW Apt 10

669 Avenue B Nw, Winter Haven, FL 33881

1 bed

1 bath

$1,195

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
650 Avenue C Sw #A - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

650 Avenue C Sw #A, Winter Haven, FL 33880

Ceiling fan

1 bed

1 bath

$1,150

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
209 Avenue B Se - Photo 1 of 1

2d 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

$1,400

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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Nearby rental good for wfh

Nearby rental good for wellness

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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
136 Avenue C Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2 beds

1 bath

$1,050

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
The Breeze - Photo 1 of 1
Rent special
New construction

1d 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

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

9h 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

$1,222–$1,805

Total Monthly Price. The price shown reflects a 12-month lease and includes base rent and all known required monthly fees, based on information provided by the property.

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Find sweet deals near Downtown Winter Haven

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

650 Avenue J Nw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2BR/1.0BA

650 Avenue J Nw, Winter Haven, FL 33881

2 beds

1 bath

$1,200

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
400 Avenue C Se #A - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Haven

400 Avenue C Se #A, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Outdoor space

2 beds

1 bath

$1,375

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
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447 Avenue A Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

3 beds

2 baths

$1,795

Price dropped $100Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
679 Avenue G Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Residential Lease, Winter Haven, FL

679 Avenue G Se, Winter Haven, FL 33880

3 beds

2 baths

$2,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
428 Avenue E Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

1 bed

1 bath

$900

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
737 Lake Martha Drive Northeast - Photo 1 of 1

4d ago

House for rent in Winter Haven

737 Lake Martha Drive Northeast, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Balcony

4 beds

2 baths

$2,150

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Listings within 5 miles
702 Avenue H Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

702 Avenue H Ne, Winter Haven, FL 33881

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$1,950

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: October 9, 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 $1,385 per month.

Median rent

$1,385

Rentals, last 30 days

28

Rent by unit type
SizeValueYoY
All bedrooms$1,385N/A
1 bedroom$1,197N/A
2 bedroom$1,400N/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 deal428 Avenue E Se
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos