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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

27m 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

Apartment for rent

20 on Second - Photo 1 of 1

1d 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

$1,325–$1,699

Apartment for rent

669 Avenue B Nw #10 - Photo 1 of 1
Rent special

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

1 bed

1 bath

$1,595

$1,295

Price drop

Apartment for rent

Description

Get $500 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. *Disclaimer: These visuals are just artistic representations for marketing. The final build, finishes, and layout may vary. This welcoming apartment offers modern conveniences in a comfortable setting. Enjoy the ease of off-street parking and essential appliances. - Features an electric range and refrigerator - Equipped with forced air for heating - Durable and easy-to-clean linoleum flooring Experience the benefits of understated, clean living with all th

669 Avenue B Nw #9 - Photo 1 of 1
Rent special

5d+ ago

Downtown Winter Haven apartment for rent in Winter Haven

1 bed

1 bath

$1,595

$1,295

Price drop

Apartment for rent

Description

Get $500 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. Discover this attractive apartment with open living spaces. Featuring a modern kitchen and off-street parking, this unit is perfect for comfortable living. - Electric Range and Refrigerator included - Efficient Forced Air heating - Durable Linoleum flooring - Convenient Off-Street Parking Enjoy easy access to local shops and public transportation in a vibrant neighborhood. 1 Gig internet service for $65.95/month. Please confirm service availability with ou

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

2 baths

$1,400

Apartment for rent

Available Jul 7

139 Avenue D Sw - Photo 1 of 1

5d+ ago

South College apartment for rent in Winter Haven

MULTI_FAMILY - WINTER HAVEN, FL

139 Avenue D Sw, Winter Haven, FL 33880

Dishwasher

2 beds

1 bath

$1,350

Apartment for rent

Description

Property Status: Active Virtually Staged. This inviting two-bedroom, one-bath home places you just moments from First Street and the lively downtown Winter Haven district, giving you quick access to local restaurants, coffee shops, lakes, parks, and the growing downtown scene. Inside, the bright living area leads into a kitchen with a comfortable eating space that's perfect for casual meals or a quiet start to your day. The home features two bedrooms and a bathroom with a tub and shower, offering the essentials you need in a convenient, central location. With everyday erra

Find rentals with popular amenities

Outdoor Space

Elevator

Swimming Pool

Fitness Center

731 Avenue A Sw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

731 Avenue A Sw, Winter Haven, FL 33880

In-unit laundry | Furnished | Air conditioning

4 beds

2 baths

$1,850

Apartment for rent

Description

Welcome to your new home in Winter Haven, FL! This charming property is ideally situated near excellent dining options and several department stores, making it a vibrant place to live. You'll appreciate the convenience of Winter Haven Hospital just five minutes away, as well as the nearby Trailhead Park Playground and South Lake Howard Nature Park, perfect for outdoor enthusiasts. Key features of this property include central heating and cooling, along with air conditioning and ceiling fans to ensure your comfort year-round. While rent does not include utilities such as

106 Avenue D Sw - Photo 1 of 1

5d+ ago

South College house for rent in Winter Haven

SINGLE_FAMILY - 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

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209 Avenue B Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

MULTI_FAMILY - 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

115 Avenue F Sw #B - Photo 1 of 1

5d+ ago

South College apartment for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

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

High ceilings

1 bed

1 bath

$950

$800

Price drop

Apartment for rent

Description

Property Status: Pending This brand-new studio apartment offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area/kitchen 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 guaranteed an

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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

$900

$850

Price drop

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

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

Apartment for rent

Description

Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed bathroom offering dual access from both the bedroom and the main living area—perfect for hosting guests while maintaining privacy. The bright, airy living space features oversized window

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. Second month Free!!!! 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 ma

163 Avenue A SE - Photo 1 of 1

2d 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

Apartment for rent

151 Avenue C SE - Photo 1 of 1

1d 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

Apartment for rent

The 701 Luxury Apartments - Photo 1 of 1

2d 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

Find sweet deals near Downtown Winter Haven

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

The Breeze - Photo 1 of 1
Rent special
New construction

2d 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

$1,310–$2,340

Apartment for rent

710 Avenue C SW - Photo 1 of 1

3d ago

7.7

Very good

710 Avenue C SW

710 Avenue C Sw, Winter Haven, FL 33880

On-site laundry | Walk-in closets

1 bed

1 bath

$1,050

Apartment for rent

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Lake Silver Apartments - Photo 1 of 1

3d ago

8.8

Very good

Lake Silver Apartments

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

Dishwasher

1 bed

1 bath

$1,125

Apartment for rent

Description

Beautiful first floor, one-bedroom apartment on Lake Silver. Enjoy Winter Haven living at Lake Silver Apartments. This community is located at 207 N Lake Silver Dr in Winter Haven. 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. Fees/rents based on results. Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance

Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

1d ago

9.4

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–$1,525

Apartment for rent

Call

1d ago

House for rent in Winter Haven

679 Avenue G Se, Winter Haven, FL 33880

3 beds

2 baths

$2,000

House for rent

Description

Property Status: Active Spacious 3-bedroom, 2-bathroom rental home located in the heart of Winter Haven! This well-maintained property offers comfortable living with a functional floor plan, generously sized bedrooms, and ample natural light throughout. Water service is included in the monthly rent, providing added value and convenience. Conveniently located near shopping, dining, schools, parks, and major roadways for easy commuting. Don't miss this opportunity to make this charming home your next residence. Schedule your showing today! Office Phone: (786) 541-4409 Copyri

Average rent

The average rent in Downtown Winter Haven, Winter Haven, as of July 2026, is down 1% compared to last month and down 5.24% year-over-year.
$1,417
decreased by5%

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Great for

Social life
Pet owners
Wellness
495 Avenue F Se - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

495 Avenue F Se, Winter Haven, FL 33880

Air conditioning | Ceiling fan | Fireplace

2 beds

1 bath

$1,690

House for rent

Description

Property Status: Active Virtually Staged. Discover modern comfort and privacy in this fully renovated single-family home just moments from downtown Winter Haven. Thoughtfully updated from top to bottom, the home features a new roof, new A/C, and a beautifully redesigned kitchen and bathroom with granite countertops and sleek finishes. Porcelain tile flooring flows throughout the home, complementing the high ceilings and large windows that fill the space with natural light. The open-concept living area centers around a cozy fireplace, creating the perfect spot to unwind. St

Listings within 5 miles
1601 Roselawn St Sw #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$1,880 - 2 Bedroom 1 Bathroom House In Winter Haven With Great Amenities

1601 Roselawn St Sw #NA, Winter Haven, FL 33880

Air conditioning | Assigned parking | Central heat

2 beds

1 bath

$1,880

House for rent

Available Jul 10

Description

Amazing 2 bedroom, 1 bathroom house in Winter Haven. Amenities included: central air, central heat, dishwasher, updated bathroom, and yard. Utilities included: heat and air conditioning. Is pet friendly. Date Available: Jul 10th 2026. $1,880/month rent. $1,880 security deposit required. Please submit the form on this page or contact Gabriel at 407-724-4717 to learn more. This property is managed by a responsible landlord using Avail landlord software.

1d ago

House for rent in Winter Haven

1313 4th St Ne, Winter Haven, FL 33881

In-unit laundry

2 beds

1 bath

$1,700

House for rent

Description

Property Status: Active Welcome home to this charming 2-bedroom, 1-bathroom rental located in the desirable Chain of Lakes area of Winter Haven! This beautifully renovated home offers a comfortable and inviting space with plenty of room to make it your own. Featuring a newer roof installed in Fall 2023, the home also includes a versatile bonus room that can be used as a home office, guest space, playroom, or additional living area. Home also includes a water filtration system for the entire home. Enjoy clean purified water. Inside, you'll love the spacious open-concept liv

702 Avenue H Ne - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

MULTI_FAMILY - WINTER HAVEN, FL

702 Avenue H Ne, Winter Haven, FL 33881

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

3 beds

2 baths

$2,200

Apartment for rent

Description

Property Status: Active Welcome home to this spacious 3-bedroom, 2-bath duplex in the heart of Winter Haven! This well-maintained home offers an oversized living room with plenty of space to relax or entertain, a separate dining room, and generously sized bedrooms throughout. Enjoy the convenience of a one-car garage, in-unit laundry, and ceiling fans in multiple rooms to keep you comfortable year-round. Step outside to a fully fenced backyard-perfect for children, pets, or simply enjoying your own private outdoor space. With no HOA, you'll appreciate the added flexibility

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: July 31, 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?

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.

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 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?

🔑Available apartment rentals25
💰Best rent deal115 Avenue F Sw #B
Popular amenities, ,
🍽With dishwasher
🏠With photos