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

Average rent

$1,790
increased by22%

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Great for

Social life
Eco-living
Wellness

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200 Ave C SW - Photo 1 of 1

1d ago

8.5

Very good

200 Ave C SW

200 Avenue C Sw, Winter Haven, FL 33880

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,400–$1,500

Apartment for rent

235 6th St Nw #207 - Photo 1 of 1

1d ago

Downtown Winter Haven condo for rent in Winter Haven

Luxury plus a Terrace!

235 6th St Nw #207, Winter Haven, FL 33881

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

2 beds

2 baths

$1,750

$1,695

Price drop

Condo for rent

Available Sep 9

20 on Second - Photo 1 of 1

2d ago

8.3

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

1–2 beds

1–2 baths

$1,549–$1,799

Apartment for rent

648 Avenue B Nw - Photo 1 of 1

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

648 Avenue B Nw, Winter Haven, FL 33881

On-site laundry | Ceiling fan | Carpet

2 beds

1 bath

$1,200

Apartment for rent

113 Avenue C Se #B - Photo 1 of 1

3d ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

113 Avenue C Se #B, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

1 bed

1 bath

$1,095

House for rent

Description

Property Status: Active UNIT B - Welcome to this beautifully updated 1-bedroom, 1-bath single-family home just a short walk from vibrant Downtown Winter Haven! Enjoy the privacy of no noisy neighbors above or below, along with the convenience of your own entryway and parking for up to two vehicles. Inside, you'll find wood-look tile flooring, fresh modern paint, and an updated kitchen featuring granite countertops, stylish cabinetry, and sleek appliances. The bathroom has also been tastefully upgraded, and the home includes a washer and dryer unit for added convenience. Th

666 Avenue B Sw - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

666 Avenue B Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$1,850

House for rent

Description

Property Status: Active Great rental property centrally located in Lake Howard area, Winter Haven. This updated 3-bedroom has No HOA and features include a new roof, 2024 energy-efficient AC, and luxury vinyl flooring throughout. The spacious kitchen offers new cabinets, quartz countertops, brand-new appliances, and room for an island. Open-concept layout includes a light-filled living area and large family/dining room. Updated garage with epoxy flooring includes the second full bath. Just one block from Lake Howard, perfect for sunset strolls and outdoor activities. Close

Find rentals with popular amenities

Dishwasher

Fitness Center

Swimming Pool

In-Unit Laundry

722 W Central Ave Apt A #Apt A - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

1 bed

1 bath

$995

Condo for rent

Available Aug 11

Description

This 1 bedroom upstairs unit of a duplex is available soon for rent right off of Lake Howard. This unit is freshly painted and offers an open floorplan to maximize the space. Lawncare included in the rent to minimize cost for the perfect renter. This property is conveniently located to restaurants, schools and shopping centers and offers a unique opportunity to rent your own piece of Winter Haven at an affordable rate! Don't miss your opportunity to make this your new home! Contact us to schedule a showing today. Please go to www arricorealtylakeland com to schedule a to

730 W Central Ave #6 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

730 W Central Ave #6, Winter Haven, FL 33880

Walk-in closets | Storage | Package service

1 bed

1 bath

$950

Apartment for rent

Available Aug 1

Description

Now available, 1 bedroom apartment moments from Lake Howard! Embrace the charm of this delightful one-bedroom apartment located at 730 West Central Avenue, in the heart of Winter Haven, FL. This inviting 800 sq ft sanctuary offers an ideal blend of comfort and convenience, perfectly suited for those seeking a serene living environment. As you step inside, you'll be greeted by a spacious and airy layout, expertly designed to maximize every inch of its generous floor plan. The full bathroom exudes a sense of tranquility, providing a perfect spot for unwinding after a long d

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720 6th St Nw #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

720 6th St Nw #3, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$700

Apartment for rent

Description

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. As you enter the home, you will be greeted with an open floor plan showcasing the living room. This company is committed to supporting

720 6th St Nw #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

720 6th St Nw #4, Winter Haven, FL 33881

Balcony | Outdoor space

2 beds

1 bath

$800

Apartment for rent

Description

Property Status: Active Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. WE PROUDLY WELCOME ALL PETS. Contact us through this Web site or call to set up a tour and apply today! Welcome to this cute 2 bed, 1 bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. Approaching the home, you will find a enough space for chairs to enjoy the outdoors. As you enter the home you will be greeted with an open

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209 Avenue B Se #B - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

209 Avenue B Se #B, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,500

Apartment for rent

Description

Property Status: Pending This charming 2-bedroom, 1-bathroom duplex offers the perfect combination of comfort, location, and accessibility. Ideal for those seeking a quiet location yet close to everything essential. Located just minutes from Winter Haven Hospital, clinics, doctors' offices, supermarkets, restaurants, and multiple entertainment options. A strategic and central location for your lifestyle! The interior features a functional design, well-distributed spaces, and plenty of natural light, creating a cozy and practical environment for daily living. Call today t

720 6th St Nw #2 - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

720 6th Street Northwest - 2

720 6th St Nw #2, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$650

House for rent

Available Sep 1

Description

Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. WE PROUDLY WELCOME ALL PETS. Contact us through this Web site or call to set up a tour and apply today! Welcome to this cute 2 bed, 1 bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled activities. Approaching the home, you will find a enough space for chairs to enjoy the outdoors. As you enter the home you will be greeted with an open floor plan showcasing the l

726 W Central Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

1 bed

1 bath

$995

Condo for rent

Available Aug 4

Description

This 1 bedroom unit of a triplex is available now for rent right off of Lake Howard. This unit is freshly painted and offers it's own outdoor space perfect for entertaining. Water and lawncare included in the rent to minimize cost for the perfect renter. This property is conveniently located to restaurants, schools and shopping centers and offers a unique opportunity to rent your own piece of Winter Haven at an affordable rate! Upon approval tenants will be subject to a $150 one-time tenant set up fee. Pet Details: Breed restrictions. Dogs will require - Renters Insurance

208 E Lake Howard Dr #101 - Photo 1 of 1

3d ago

Condo for rent in Winter Haven

208 E Lake Howard Dr #101, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Balcony

2 beds

2 baths

$1,875

Condo for rent

Available Oct 1

Description

Located in the heart of Winter Haven, sits this beautiful end unit condo with spectacular lake views. The living room as well as both bedrooms have a balcony which spans the whole width of the condo and has breathtaking views out over Lake Howard where you can watch the sunset every evening. The entire unit has been completely remodeled with all kitchen appliances, washer/dryer and Smart Home technology. This unit comes with one parking space, there is an elevator, and this is a pet friendly building. The master bedroom has a large walk in closet which leads you to your pr

329 SW 7th St. - Photo 1 of 1

14m ago

Apartment for rent in Winter Haven

329 SW 7th St.

329 7th St Sw, Winter Haven, FL 33880

2 beds

1 bath

$1,275

Apartment for rent

Description

Are you looking for a two-bedroom apartment near downtown that won't break the bank? This upstairs apartment may be the one for you. There are 2 parking spaces available with this apartment. Washer/dryer hookups. Don't let this one get away and apply today. Pets allowed based on petscreening. com results. *Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance, air filter replacements, etc. for $47.00 a month. Please see flyer in the property photos. **Upon signing the lease, a $100 administration fee is required with all mo

The Breeze - Photo 1 of 1

19h ago

8.1

Very good

The Breeze

265 Avenue E Sw, Winter Haven, FL 33880

Studio–2 beds

1–2 baths

$1,300–$2,305

Apartment for rent

Find sweet deals near Downtown Winter Haven

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

Kimberly Cove - Photo 1 of 1

1d ago

8.3

Very good

Kimberly Cove

Avenue G Nw, Winter Haven, FL 33881

2 beds

1 bath

$1,125

Apartment for rent

Description

Two-Bedroom, one-bathroom unit near Lake Howard. This two-bedroom apartment home includes refrigerator and stove and has hook-up for full size washer and dryer. You can take advantage of this great deal by applying online! *Pets Allowed Based on Pet Screening Results *Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance, air filter replacements, etc. for $47.00 a month. Please see flyer in the property photos. *Upon signing the lease, a $100 administration fee is required with all monies due for move in.

Lake Silver Apartments - Photo 1 of 1

1d ago

Apartment for rent in Winter Haven

Lake Silver Apartments

207 S Lake Silver Dr Nw, Winter Haven, FL 33881

2 beds

2 baths

$1,399

Apartment for rent

Description

Discover lakeside living with this 2-bedroom, 2-bathroom apartment home located on beautiful Lake Silver! Enjoy waterskiing shows performed by Cypress Gardens Water Ski Team right from the community dock! Lake Silver Apartments is in Downtown Winter Haven in the city of Winter Haven. Here you’ll find three shopping centers within 0.4 miles of the property. One park is within 6.8 miles, including the Street Nature Center. Pets Allowed Based on PetScreening. com Results ** Images may not represent actual unit ** *Tenants are required to sign up for our Resident Benefits

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

5h ago

10

Excellent

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Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

In-unit laundry | On-site laundry | Swimming pool

1–3 beds

1–2 baths

$1,090–$1,696

Apartment for rent

Call

544 Avenue G Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Air conditioning | Package service | Dishwasher

3 beds

2 baths

$1,900

House for rent

Available Aug 15

Description

Nestled in the charming community of Winter Haven, FL, this delightful 3-bedroom, 2-bathroom rental at 544 Ave G SE offers the perfect blend of comfort and convenience. Spanning 1,200 square feet, this home provides a spacious and inviting atmosphere ideal for both relaxation and entertaining. Step inside to discover a thoughtfully designed floor plan that maximizes every inch of space, ensuring a seamless flow from room to room. The well-appointed bedrooms offer ample natural light, creating a warm and welcoming ambiance throughout the day. Two full bathrooms provide all

514 Avenue C Ne #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

514 Avenue C Ne #1, Winter Haven, FL 33881

In-unit laundry | Dishwasher

1 bed

1 bath

$1,100

Apartment for rent

Description

Property Status: Pending Terrific 1 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent. Office Phone: (407) 447-7253 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and s

514 Avenue C Ne #4 - Photo 1 of 1

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

Description

Property Status: Active Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent. Office Phone: (407) 447-7253 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and s

130 Avenue H Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

130 Avenue H Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Fireplace

3 beds

3 baths

$2,100

House for rent

Description

Property Status: Active Beautiful 2 story house with lots of character. 2 bedrooms with full baths upstairs and a 3rd bedroom downstairs. Huge kitchen, fully remodeled with gorgeous granite countertops and backsplash. Huge patio with access from from the street behind as well. Office Phone: (407) 930-3530 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listings within 5 miles
1240 6th St Ne - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

2 beds

1 bath

$1,300

House for rent

Description

This charming Winter Haven home offers a brand new kitchen, an updated bathroom, 2 large bedrooms, and new wood flooring throughout. Enjoy your morning coffee on your large porch. Washer/Dryer connections and central AC. Move right in! Schedule a viewing before it's gone! HOW DO I GO SEE IT? To see this home, just give Kara a text or call at 413-218-6319 WHAT ARE YOUR REQUIREMENTS? You have to have good rental history No evictions or money owed to a previous landlord for any reason Income requirements range from 2-3 times the monthly rent You have to have at least 3mon

351 Avenue N Ne #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

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

Studio

1 bath

$1,000

Apartment for rent

Available Oct 24

Description

*ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,099.95 Base Rent: $1,000.00 Renters Insurance: $10.95 $1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 High-speed Internet up to 1 Gig: $55.00 *The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as: pet, utility service, and security deposit waiver fees. Our Resident Benefits Package includes required Renters Insurance, Utility Service Set-Up, Identity Theft Protection, Resident Rewards, HVAC air filter delivery (where applicable), and Credi

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: September 11, 2025

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Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Haven, and more.

Learn more about renting in Downtown Winter Haven, Winter Haven, FL

Downtown Winter Haven, Winter Haven apartment availability

Downtown Winter Haven's rental market offers a good selection of listings, with an average of 11 rentals available each month. The majority of these rentals are 1-bedroom apartments, followed by 2-bedroom apartments. Notably, over 58% of Downtown Winter Haven apartments allow small pets, including cats and dogs, making this neighborhood a great option for pet owners. With its convenient location and pet-friendly amenities, Downtown Winter Haven is an attractive choice for renters looking for a charming and accessible place to call home.

Downtown Winter Haven, Winter Haven rental market trends

The Downtown Winter Haven rental market experienced a significant shift in 2024, with average monthly rents (all bed counts and property types) decreasing by 100% to $1,430. This downward trend is reflected across all bed counts, with 1-bedrooms averaging $1,415, 2-bedrooms averaging $1,642, and 3-bedrooms averaging $1,775 per month.

Rents in Downtown Winter Haven tend to fluctuate throughout the year, with October typically seeing the highest rents and January the lowest. The rent increase from January to October is substantial, at 34.3%. This suggests that renters may find more affordable options during the winter months. However, it's essential to note that the market's competitiveness can vary, and renters should be prepared to act quickly when finding a suitable property.

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.

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 2024 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.

Downtown Winter Haven Apartments for rent FAQ

What is the average rent for 1 bedroom apartments for rent in Downtown Winter Haven, FL?

The average rent for 1 bedroom apartments for rent in Downtown Winter Haven is $1400 per month. There is 1 1 bedroom apartment for rent in Downtown Winter Haven, FL.

What is the average rent for 2 bedroom apartments for rent in Downtown Winter Haven, FL?

The average rent for 2 bedroom apartments for rent in Downtown Winter Haven is $1795 per month. Currently, there are 3 2 bedroom apartments for rent in Downtown Winter Haven, FL.

How expensive is it to rent an apartment in Downtown Winter Haven, FL?

The average rent price in Downtown Winter Haven, FL for a 2 bedroom apartment is $1795 per month. Downtown Winter Haven average rent price is above the average national apartment rent price which is $1750 per month for a 2 bedroom apartment. Aside from rent price, the cost of living in Downtown Winter Haven is also important to know. Cost of living includes but is not limited to: groceries, gas, utilities, water, and electric.

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

The average size of a 1 bedroom apartment rental in Downtown Winter Haven is 678 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 1180 square feet.

Can I afford an apartment for rent in Downtown Winter Haven, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Downtown Winter Haven average rent prices.

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

2 bedroom apartments are the most common type of rentals in Downtown Winter Haven, Winter Haven, FL right now.

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

1 bedroom apartments are the least common type of rentals in Downtown Winter Haven, Winter Haven, FL right now.

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

🔑Available apartment rentals25
💰Best rent deal720 6th St Nw #2
Popular amenities, ,
🍽With dishwasher
🏠With photos