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

Average rent

$1,422
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Wellness
Eco-living

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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

$1,399–$1,599

Apartment for rent

511 Avenue B Northwest - Photo 1 of 1

4d ago

Downtown Winter Haven townhouse for rent in Winter Haven

2 beds

2 baths

$1,999

House for rent

503 Avenue B Nw #503 - Photo 1 of 1

5d+ ago

Downtown Winter Haven condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

503 Avenue B Nw #503, Winter Haven, FL 33881

In-unit laundry | Swimming pool | Fireplace

2 beds

2 baths

$1,995

Condo for rent

208 East Lake Howard Drive #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

208 East Lake Howard Drive #101, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Balcony

2 beds

2 baths

$1,625

Condo for rent

Available Dec 15

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

725 W Central Ave #725 - Photo 1 of 1

2d ago

Apartment for rent in Winter Haven

0 BR, 0 BA in Lake Howard

725 W Central Ave #725, Winter Haven, FL 33880

Assigned parking | Hardwood floor

Studio

0 baths

$3,750

Apartment for rent

Description

Beautifully renovated office building with a total of 7 offices - 3 offices downstairs, and 4 offices upstairs. There is no elevator. An additional area upstairs, could be used for a reception desk or work station. Also includes a tiled kitchen with granite counters, 2.5 tiled baths, and real wood floors throughout the rest of building. There are at 10 parking spaces plus street parking available. Current land use is R-4. The property is listed as Residential but R-4 has many uses that can be applied with changes made for multiple commercial and office uses. $18.00/ SF NNN

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

Find rentals with popular amenities

Swimming Pool

In-Unit Laundry

Outdoor Space

Dishwasher

301 Avenue B Southeast #301-4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

1 BR, 1 BA in East College

301 Avenue B Southeast #301-4, Winter Haven, FL 33880

1 bed

1 bath

$1,000

Apartment for rent

Available Sep 1

Description

Cozy 1-bedroom, 1-bathroom unit in Winter Haven, just 10 minutes from Legoland! This inviting home is part of a quiet quadruplex and offers a comfortable layout, perfect for singles or couples. Lease terms are 12 months. Qualification requirements include a minimum credit score of 600, clean background, and first and last month’s rent at move-in. Breed restrictions apply.

208 E Lake Howard Dr #104 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

208 E Lake Howard Dr #104, Winter Haven, FL 33881

Balcony | Assigned parking | Carpet

2 beds

2 baths

$1,775

Condo for rent

Available Sep 29

Description

IMMACULATE DOWNSTAIRS END UNIT OVERLOOKING LAKE HOWARD AVAILABLE FOR IMMEDIATE MOVE-IN!!! This unbelievable 2 bed/2 bath condo has been completely redone and has BRAND NEW EVERYTHING. New tile flooring, new granite countertops, new stainless steel appliances, new paint, this place has it all! CABLE/WATER INCLUDED, no carpet, 2 covered parking spaces, oversized closets, tastefully updated bathrooms, a screened-in balcony spanning the entire width of the condo, all with an INCREDIBLE view of Lake Howard! Conveniently located minutes away from Downtown, this is a can't miss o

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722 W Central Ave Apt A #Apt A - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Winter Haven

1 bed

1 bath

$995

Condo for rent

Available Aug 11

Description

Limited-Time Promo!!!! Apply today—we’re waiving the application fee for all approved applicants! Don’t miss out—secure your new home while this offer lasts! 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 rat

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

Limited-Time Promo!!!! Apply today—we’re waiving the application fee for all approved applicants! Don’t miss out—secure your new home while this offer lasts! 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 affor

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224 6th Street SW - Photo 1 of 1

6h ago

6.8

Good

224 6th Street SW

224 6th St Sw, Winter Haven, FL 33880

Studio

1 bath

$1,199

Apartment for rent

Description

Studio apartment home in Winter Haven close to it all. Pets allowed based on petscreening. com results. Fees/rents based on results. **Upon signing the lease, a $100 administration fee is required with all monies due for move in.

Kimberly Cove - Photo 1 of 1

4d ago

7.8

Very good

Kimberly Cove

Avenue G Northwest, Winter Haven, FL 33881

2 beds

1 bath

$1,000

Apartment for rent

Description

Welcome home to this charming 2-bedroom, 1-bathroom apartment featuring fresh paint, neutral tones, and plenty of natural light. The open living area offers easy-to-maintain tile flooring and a large front window that fills the space with sunshine. The kitchen includes updated white cabinetry and essential appliances. Perfect for everyday cooking and entertaining. The bathroom is modern with a full bathtub. Both bedrooms provide comfortable space. Versatile for any of your lifestyle needs. Conveniently located near Lake Silver parks, shopping, dining, and downtown Winte

Lake Silver Apartments - Photo 1 of 1

2d ago

8.8

Very good

Lake Silver Apartments

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

In-unit laundry | On-site laundry | Dishwasher

2 beds

1–2 baths

$1,199–$1,249

Apartment for rent

Description

Rent special - third month of rent is free 2-bedroom, 2-bathroom apartment located in the picturesque Winter Haven, FL. Situated right on the lakefront, residents can enjoy stunning views and peaceful surroundings. The community also offers a convenient on-site laundry room for residents' use, as well as a Community Dock for relaxing by the water. Embrace the beauty of lakeside living in this cozy apartment. Contact us today to schedule a Showing and see this beautiful community and experience the tranquility for yourself. Pets Allowed Based on Pet Screening Results. Fe

Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

1d ago

10

Excellent

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Verified

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

$997–$1,555

Apartment for rent

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804 Avenue L Sw - Photo 1 of 1

18h ago

Apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

804 Avenue L Sw, Winter Haven, FL 33880

In-unit laundry

2 beds

2 baths

$1,300

Apartment for rent

Description

Property Status: Active FOR RENT - 1/2 Duplex with 2 Bedrooms and 2 Bathrooms. The unit comes with all the kitchen appliances, washer/dryer and is ready to move-in. It is close to the Polk Parkway to the South and all of Central Florida's attractions to the East. Office Phone: (863) 294-7541 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.

807 Avenue M Sw - Photo 1 of 1

3d ago

Condo for rent in Winter Haven

1/1

807 Avenue M Sw, Winter Haven, FL 33880

In-unit laundry | Furnished | Air conditioning

1 bed

1 bath

$990

Condo for rent

Description

Welcome to this bright, modern, and thoughtfully furnished home—perfect for a relaxing and comfortable stay. The bedroom features a cozy full-size bed with soft linens, ample natural light, a ceiling fan, and clean, minimalist décor for restful nights. Enjoy a fully equipped kitchen with white cabinetry, marble-style countertops, modern appliances, and all essential cookware, ideal for preparing meals at home. The adjacent dining area offers a comfortable table and seating, perfect for meals or remote work. The home includes a clean, updated bathroom with a bathtub/shower

Find sweet deals near Downtown Winter Haven

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

340 8th St Ne - Photo 1 of 1

3d ago

House for rent in Winter Haven

2 beds

1 bath

$1,499

House for rent

Description

Welcome home to this delightful 2-bedroom, 1-bath bungalow! From the moment you walk up to the inviting front porch, you’ll feel the charm of this classic Winter Haven home paired with modern conveniences. Step inside to beautifully refinished wood floors, bright natural light, and a spacious living area that flows into the kitchen offers ample cabinet storage, tile countertops, and a functional layout for everyday living. The bathroom has been refreshed with a clean, bright look and updated flooring. Both bedrooms offer comfortable space. This property blends historic

495 Avenue F Southeast #495 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

2 BR, 1 BA in Winter Haven

495 Avenue F Southeast #495, Winter Haven, FL 33880

Air conditioning | Fireplace | High ceilings

2 beds

1 bath

$1,690

Apartment for rent

Available Dec 5

Description

One or more photo(s) has been 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 unwi

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NW Lake Elbert Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

NW Lake Elbert Dr, Winter Haven, FL 33881

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$1,950

House for rent

Description

Property Status: Active Beautiful 3 bedrooms and 2 bathrooms single family home with amazing and wide-open lake view!! Everything new from top to bottom: new roof, Impact windows, high traffic laminated floors; new bathrooms and new kitchen with stainless steel appliances and quartz countertops. Huge fenced backyard and new paved driveway. A must see before it is gone! Office Phone: (305) 418-9500 Copyright © 2025 Bonita Springs-Estero REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be

495 Avenue F Southeast - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

495 Avenue F Southeast, Winter Haven, FL 33880

Air conditioning | Ceiling fan | Fireplace

2 beds

1 bath

$1,690

House for rent

Description

Property Status: Active One or more photo(s) has been 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

403 Avenue J Se - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Half Duplex - WINTER HAVEN, FL

403 Avenue J Se, Winter Haven, FL 33880

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,550

Apartment for rent

Description

Property Status: Active Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores. 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 should be independently verified.

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

Listings within 5 miles
351 Avenue N Northeast #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

351 Avenue N Northeast #2, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

1 bed

1 bath

$1,000

Apartment for rent

Available Dec 2

Description

351 Avenue N NE, Unit 2 is a freshly renovated studio in a highly convenient pocket of Winter Haven. The unit has been updated throughout with modern finishes, including luxury vinyl plank flooring, updated lighting, and ceiling fan. The kitchen features modern cabinetry and stainless-steel appliances, giving the space a clean and contemporary feel. There are also in-unit washer and dryer hookups for added convenience. The property offers easy, designated parking and sits in a solid location close to downtown Winter Haven, grocery stores, restaurants, and everyday essenti

351 Avenue N Northeast #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

351 Avenue N Northeast #1, Winter Haven, FL 33881

In-unit laundry | Ceiling fan

1 bed

1 bath

$1,000

Apartment for rent

Available Dec 2

Description

351 Avenue N NE, Unit 1 is a freshly renovated studio in a highly convenient pocket of Winter Haven. The unit has been updated throughout with modern finishes, including luxury vinyl plank flooring, updated lighting, and ceiling fan. The kitchen features modern cabinetry and stainless-steel appliances, giving the space a clean and contemporary feel. There are also in-unit washer and dryer hookups for added convenience. The property offers easy, designated parking and sits in a solid location close to downtown Winter Haven, grocery stores, restaurants, and everyday essenti

1552 Foxridge Run - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

3 Bedroom Pet-Friendly Home in WINTER HAVEN, FL with Main Street Renewal

1552 Foxridge Run, Winter Haven, FL 33880

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$1,615

House for rent

Description

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled in a great neighborhood with access to schools, parks, dining and more. Don't miss a chance to make this house your next home! Beyond the home, experience the ease of our technolog

Showing 1 - 25 of 25 results
Home > Apartments in Winter Haven > Downtown Winter Haven Apartments For Rent
Updated: December 19, 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 size of an apartment in Downtown Winter Haven, FL?

The average size of a 1 bedroom apartment rental in Downtown Winter Haven is 958 square feet. The average size of a 2 bedroom apartment rental in Downtown Winter Haven is 1408 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 deal807 Avenue M Sw
Popular amenities, ,
🍽With dishwasher
🏠With photos