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Apartments for Rent in Winter Haven, FL

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Listings

Briarcrest at Winter Haven Gallery 1
1 of 15
5.0

Briarcrest at Winter Haven

200 Avenue K Southeast, Winter Haven, FL 33880
(863) 209-7164
$1,080+ moTotal price12-mo lease

Top rated for Location
“I love the space that our apartment has is absolutely huge and the staff were amazing throughout the whole application process and everything is close to us so we have no problem with parking and the amenities are grade. We love everything about these apartments and I love that the laundry rooms and the room are locked and only you have access to them through a key so that makes it extra safe and I really appreciate that. Thank you so much.”
39 units available
1 bed • 2 bed • 3 bed
Amenities
24hr laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance + more
Verified
Barrington Place at Winter Haven Gallery 1
1 of 13
5.0

Barrington Place at Winter Haven

1101 Cambridge Sq, Winter Haven, FL 33880
(863) 340-0291
$1,275 moTotal price12-mo lease

Top rated for Location
“DO NOT UNDERSTAND WHY THERE ARE NO OUTSIDE WINDOW WASHERS”
4 units available
2 bed
Amenities
Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance, Recently renovated + more
Verified
Prose Cypress Pointe Gallery 1
1 of 22
5.0

Prose Cypress Pointe

3110 Gowan Drive, Winter Haven, FL 33884
(321) 490-4157
$1,299+ moTotal price15-mo lease

Top rated for Location
24 units available
1 bed • 2 bed
Amenities
In unit laundry, Granite counters, Pet friendly, Stainless steel, Walk in closets, Gym + more
Verified
The Waverly at Winter Haven Gallery 1
1 of 26
5.0

The Waverly at Winter Haven

1015 Lake Forest Boulevard, Winter Haven, FL 33884
(863) 250-4034
$1,505+ moTotal price12-mo lease

Top rated for Location
“Living here is great, it’s all new and everyone here is kind.”
24 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Pet friendly, 24hr maintenance, Garage, Stainless steel + more
Verified
Haven at Lake Deer Apartments Gallery 1
1 of 27
4.8

Haven at Lake Deer Apartments

$995
350 24th St. NW, Winter Haven, FL 33880
(863) 292-6520

Top rated for Location
15 units available
Studio • 1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Pet friendly, Recently renovated, Stainless steel + more
Verified
Vista Lake Ned Gallery 1
1 of 62

Vista Lake Ned

$1,344
4025 Lake Ned Village Cir, Winter Haven, FL 33884
(863) 445-9749

8 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Verified
Dream Winter Haven Gallery 1
1 of 20

Dream Winter Haven

$1,299
5004 Dream Drive, Winter Haven, FL 33880
(512) 648-2651

72 units available
1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Pet friendly, New construction, Parking + more
Verified
3 Bedroom/2 Bath Fully Furnished Pool Home for Rent Gallery 1
1 of 13

3 Bedroom/2 Bath Fully Furnished Pool Home for Rent

$2,000
2416 Avenue B Southwest, Winter Haven, FL 33880
(863) 208-6628

1 unit available
3 bed
Amenities
Dogs allowed, Pool, Bbq/grill, and Furnished
Verified
1225 Evergreen Ct Gallery 1
1 of 13

1225 Evergreen Ct

$1,940
1225 Evergreen Court, Winter Haven, FL 33881
(689) 220-6244

1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
702 COUNTRY LANE NE Gallery 1
1 of 22

702 COUNTRY LANE NE

$1,700
702 Country Lane Northeast, Winter Haven, FL 33881
(863) 412-2727

1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Garage, Stainless steel, Walk in closets, Pool + more
2025 SAN MARCOS DRIVE SE Gallery 1
1 of 23

2025 SAN MARCOS DRIVE SE

$1,200
2025 San Marcos Drive Southeast, Winter Haven, FL 33880
(863) 324-1000

1 unit available
1 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Ceiling fan, Microwave, Range + more
115 AVENUE F SW Gallery 1
1 of 8

115 AVENUE F SW

$950
115 Avenue F Southwest, Winter Haven, FL 33880
(863) 259-4600

1 unit available
1 bed
Amenities
Microwave, Range, and Refrigerator
900 AVENUE Z SE Gallery 1
1 of 29

900 AVENUE Z SE

$1,375
900 Avenue Z Southeast, Winter Haven, FL 33880
(877) 366-2213

1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Pet friendly, Parking, Recently renovated + more
1103 CYPRESS GARDENS BOULEVARD Gallery 1
1 of 22

1103 CYPRESS GARDENS BOULEVARD

$1,200
1103 Cypress Gardens Boulevard, Winter Haven, FL 33884
(863) 802-5262

1 unit available
1 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Parking, Recently renovated, Ceiling fan + more
2085 ISLE ROYALE COURT SE Gallery 1
1 of 14

2085 ISLE ROYALE COURT SE

$1,200
2085 Isle Royal Court Southeast, Winter Haven, FL 33880
(863) 294-7541

1 unit available
1 bed
Amenities
In unit laundry, Dishwasher, Parking, Pool, Clubhouse, and Media room
1993 Sarah Street Gallery 1
1 of 2

1993 Sarah Street

$1,998
1993 Sarah Street, Winter Haven, FL 33859
(407) 216-1218

1 unit available
4 bed

Average rent in Winter Haven, Florida

The average rent for a 1 bedroom apartment in Winter Haven is $1,336+, while the average rent for a 2 bedroom apartment is $1,568+. Rent rates updated 3 days ago
Studio
$1,078+
Prices trending down
1 Bed
$1,336+
Prices trending down
2 Beds
$1,568+
Prices trending down
3+ Beds
$1,535+
Prices trending down
* Averages are based on the rental prices of properties listed on Apartment List that don’t include fees

Top neighborhoods

Top neighborhoods in Winter Haven, FL

  • Map of Cypresswood Country Club

    Cypresswood Country Club

    What's it like to live in Cypresswood Country Club?

    Golf course views attract residents to Cypresswood Country Club, where homes surrounding fairways offer scenic vistas and peaceful evenings. Residents enjoy community tennis courts and the neighborhood's proximity to Legoland Florida. Though summer afternoon thunderstorms regularly interrupt outdoor activities, the designated lightning shelters throughout common areas provide safe options during storms. The area's relative affordability compared to Orlando or Tampa neighborhoods creates opportunities for retirees seeking golf course living without premium resort pricing.

    Great for

    • Families
    • Retirees
    • Professionals
    • Young Renters
    • Commuters

    Neighborhood vibe

    • Mixed-Use
    • Peaceful
    • Mixed-Use & Commercial
    View 4 listings

Find more rentals by

Amenities
  • Winter Haven Apartments with Garages (43)
  • Winter Haven Apartments with Washer-Dryers (35)
  • Winter Haven Luxury Apartments (83)
  • Winter Haven Pet Friendly Apartments (79)
Bedrooms
  • 1 Bedroom Apartments in Winter Haven (13)
Price
  • Winter Haven Apartments with Move-in Specials (7)
  • Winter Haven Cheap Apartments (5)
Neighborhoods
  • Cypresswood Country Club (4)

Frequently Asked Questions (FAQs)

Winter Haven Rent Report: June 2026

Welcome to the Apartment List June 2026 Rent Report for Winter Haven, FL. Currently, the overall median rent in the city stands at $1,084, after rising 0.6% last month. Prices remain down 3.5% year-over-year. Read on to learn more about what’s been happening in the Winter Haven rental market and how it compares to trends throughout the nation as a whole.

View full Winter Haven Rent Report
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Best market deals
These units are the best deal in town.
622 Avenue S NE 3 Bed
3 Beds • 1 Bath • 1028 sqft
Base monthly rent
$900+
Available
Jul 6
115 AVENUE F SW B
1 Bed • 1 Bath • 288 sqft
Base monthly rent
$950+
Available
Now
Haven at Lake Deer Apartments 1151
Studio • 1 Bath • 450 sqft
Base monthly rent
$995+
Available
Jul 2
Briarcrest at Winter Haven 403
1 Bed • 1 Bath • 884 sqft
Total monthly rent
$1,232
Available
Now
658 Ave B NW 1 Bed
1 Bed • 1 Bath
Base monthly rent
$1,095+
Available
Now
Luxury apartments
Top units for an elevated lifestyle.
1787 LAKEHILL DRIVE 4 Bed
4 Beds • 4 Baths • 2944 sqft
Base monthly rent
$4,500+
Available
Now
Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar 4 Beds, 3 Baths, $2600
4 Beds • 3 Baths • 2217 sqft
Base monthly rent
$2,600+
Available
Now
3412 COSTELLO CIRCLE 5 Bed
5 Beds • 3 Baths • 2540 sqft
Base monthly rent
$2,500+
Available
Now
521 Reggie Rd 4 Bed
4 Beds • 3 Baths
Base monthly rent
$2,500+
Available
Now
2872 ATTWATER LOOP 2 Bed
2 Beds • 2 Baths • 1517 sqft
Base monthly rent
$2,400+
Available
Now