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

Average rent

$1,347
decreased by12%

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Social life
Eco-living
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20 on Second - Photo 1 of 1

5d+ 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

$1,399–$1,725

Apartment for rent

Raindance - Photo 1 of 1
Rent special

5d+ 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

$1,295–$1,895

Price drop

Apartment for rent

106 Avenue D Sw - Photo 1 of 1

5d+ ago

South College house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

106 Avenue D Sw, Winter Haven, FL 33880

Air conditioning | Hardwood floor | Walk-in closets

2 beds

1 bath

$1,595

House for rent

Description

Property Status: Active Welcome home to this beautifully renovated historic property that's located close to downtown winter haven. The owners have just had a new roof installed, new AC system, freshly painted inside and out as well as a new kitchen and bathroom. The large kitchen boasts granite countertops with upgraded, soft close cabinetry as well as a large area for a dining room table. The hardwood floors stretch in to the 2 good size bedrooms which share the new hall bathroom as well as a large bonus room which sits off one of the bedrooms. There is a large attached

209 Avenue B Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

209 Avenue B Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,500

Apartment for rent

Description

Property Status: Active 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 or write t

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

On-site laundry | Dishwasher

2 beds

1 bath

$1,100

Apartment for rent

Description

Property Status: Active Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water,

730 W Central Ave #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Charming 2 Bed 1 Bath Apartment

730 W Central Ave #3, Winter Haven, FL 33880

On-site laundry | Dishwasher | Microwave

2 beds

1 bath

$1,100

Apartment for rent

Description

Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment (WATER INCLUDED) offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well-proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewe

Find rentals with popular amenities

Fitness Center

Swimming Pool

Elevator

Outdoor Space

115 Avenue F Sw #B - Photo 1 of 1

5d+ ago

South College apartment for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

115 Avenue F Sw #B, Winter Haven, FL 33880

High ceilings

1 bed

1 bath

$900

Apartment for rent

Description

Property Status: Active This brand-new studio apartment in Winter Haven offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area and a bathroom with a walk-in shower. With its fresh construction and easy-care design, the space maintains a straightforward, functional feel ideal for someone seeking a no-frills place to call home. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaran

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

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

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

Outdoor space

2 beds

1 bath

$700

House 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 the gui

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

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

720 6th St Nw #1, Winter Haven, FL 33881

Outdoor space

2 beds

1 bath

$750

House 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. Approaching the home, you will find enough space for chairs to enjoy the outdoors. As you enter the home, you will be greeted with an open floor

731 Avenue A Sw ##B - Photo 1 of 1

12h ago

Apartment for rent in Winter Haven

731 Avenue A Sw ##B, Winter Haven, FL 33880

Air conditioning | Assigned parking

4 beds

2 baths

$1,850

Apartment for rent

Description

Welcome to your new home in the heart of Winter Haven, Florida! This property offers the perfect blend of comfort and convenience, situated near a variety of department stores and beautiful parks, including Trailhead Park Playground and South Lake Howard Nature Park—ideal for leisurely afternoons. Key property features include inviting central heating and cooling, ensuring year-round comfort. With air conditioning and ceiling fans, you'll appreciate a refreshing atmosphere during the warmer months. While the rent does not include utilities such as gas, electricity, water

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Nearby rental good for eco-living

136 Avenue C Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment for rent

Description

Beautiful 2 Bedroom 1 Bathroom apartment in Winter Haven HOA APPROVAL MANDATORY Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider. All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection

The 701 Luxury Apartments - Photo 1 of 1

16h ago

8.3

Very good

The 701 Luxury Apartments

701 Bates Ave Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher

3 beds

1–2 baths

$1,600–$1,700

Apartment for rent

Description

***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 2 bath unit. Beautiful kitchen with open eating concept, granite countertops, and stainless steel appliances. The units also come with a stackable washer and dryer included! Great layout with plenty of storage. Your rent also includes your water and trash for convenience and simplicity. Great location near downtown Winter Haven and within walking distance to Lake Howard. Call now to set up a time to come see these beautiful units for yourself. All Pro X Property Management The Swain Group. LLC resident

Sunset West Apts - Photo 1 of 1

5d+ ago

8.3

Very good

Sunset West Apts

760 Avenue C Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher

3 beds

3 baths

$1,750

Apartment for rent

Description

Come take a look at this newly built 3 bedroom 3 bath apartment located near downtown Winter Haven and a stones throw from Lake Howard. This first floor unit comes with great views, and open concept living, private bathrooms for each bedroom, washer and dryer hook ups, and so much more. Water and trash included in rental price. Call today to schedule your showing. All Pro X Property Management The Swain Group. LLC residents are enrolled in the Resident Benefits Package (RBP) for $40/month which includes renters insurance, HVAC air filter delivery (for applicable proper

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

$1,275–$2,328

Apartment for rent

710 Avenue C SW - Photo 1 of 1

4d ago

8.3

Very good

710 Avenue C SW

710 Avenue C Sw, Winter Haven, FL 33880

On-site laundry | Walk-in closets

1 bed

1 bath

$1,150

Apartment for rent

Kimberly Cove - Photo 1 of 1

5d+ ago

8.4

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 apartment home in convenient location. *500 OFF FIRST FULL MONTH OF RENT ________________________________________ WHY RENTERS LOVE THIS HOME: -Spacious 2 Bedroom / 1 Bathroom Layout -832 Square Feet -Fresh Paint Throughout -Easy-to-Clean Flooring -Washer/Dryer hookups -Natural Light -Pet Friendly (Upon Approval) -Located Near Shopping, Dining & Parks ________________________________________ ASK ABOUT OUR MOVE-IN SPECIALS Affordable renovated apartments at this price move FAST. If you’ve been looking for a clean, updated apartment at a great price—

Find sweet deals near Downtown Winter Haven

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

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

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

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

Outdoor space

2 beds

1 bath

$700

House 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. Approaching the home, you will find enough space for chairs to enjoy the outdoors. As you enter the home, you will be greeted with an open floo

310 Farnol St Sw #3 - Photo 1 of 1

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

$850

Apartment for rent

Description

Property Status: Active Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

14h 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–$1,540

Price drop

Apartment for rent

Call

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 © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and s

117 5th St Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

117 5th St NE

117 5th St Ne, Winter Haven, FL 33881

In-unit laundry | Air conditioning

1 bed

1 bath

$1,250

Apartment for rent

Description

All Utilities Included!!! Welcome to this beautiful 1 Bed 1 Bathroom Apartment centrally located on the Main District of Winter Haven. Minutes from downtown Winter Haven, convenience stores, fast foods, gas stations, and more. Enjoy the best of the City of Winter haven and all the new developments happening nearby. All applicants 18 and over must each submit an application, upload copies of Identification, Social Security, and Proof of Income (current last three months of paystubs) to process your application. Rental Terms * Rent: $1,250.00 * Utilities: $85 Electricity *

663 Avenue J Nw #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Charming 1BR Winter Haven Unit

663 Avenue J Nw #2, Winter Haven, FL 33881

Assigned parking

1 bed

1 bath

$950

Apartment for rent

Description

Discover the perfect blend of comfort, privacy, and convenience in this well-maintained Winter Haven residence. Ideally suited for anyone seeking a low-maintenance, independent living space, this cozy 1-bedroom, 1-bathroom apartment delivers a peaceful residential feel with excellent functional perks Lease & Move-In Details: Availability: Ready for immediate move-in. Parking: Driveway and designated off-street parking included. Move-In Costs: First month's rent, security deposit, and $199 admin fee. Applications are $75 per adult.

117 5th St Ne #113 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

APARTMENT - Winter Haven, FL

117 5th St Ne #113, Winter Haven, FL 33881

2 beds

1.5 baths

$1,600

Apartment for rent

Description

Property Status: Active Remodeled Unit In The Winter Haven Location Near By Legoland Park And Access To The Chain Of Lakes, Eagle Lake, Lake Wales, Haines City And More. You Can Apply With $50.00 For The Background Or Bring Your Police Report. Owner Is Very Flexible With Credit And Only Two Months To Move. The Electric Fee Is Low And The Water Is Included Also The Internet Is Included On The Rent. Office Phone: (954) 225-4369 Copyright © 2026 Miami Realtors®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed

611 Avenue G Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Remote Work Friendly – Extra Room for Your Home Office!

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

Description

Step into your new home! This 2-bedroom, 1-bathroom unit offers approximately 875 sq. ft. of well-utilized living space, with a flexible layout that balances functionality and comfort for everyday living. Perfect for remote work! The additional room can easily be used as a dedicated home office, creating the ideal space for working from home, studying, or pursuing your hobbies while maintaining a comfortable living area. The interior features easy-to-maintain flooring throughout, with a kitchen equipped with a refrigerator, stove/oven, and microwave, along with ample ca

Listings within 5 miles
1539 Roselawn St Sw - Photo 1 of 1

5d+ ago

Tranquility Park house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1539 Roselawn St Sw, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Ceiling fan

3 beds

2 baths

$1,775

House for rent

Description

Property Status: Active Beautifully fully remodeled 3-bedroom, 2-bathroom home located at 1539 Roselawn, offering modern comfort and stylish living throughout. This residence features premium waterproof luxury vinyl flooring, a spacious and upgraded kitchen with elegant granite countertops, and stainless steel appliances. The home has been thoughtfully updated to provide both functionality and design, along with a reliable AC system updated in 2018 for added comfort and efficiency. Located in a desirable area with no HOA restrictions, this property offers flexibility

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: July 7, 2026

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

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

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.

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

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.

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.

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

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.

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?

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