Apartments Under $1,500 in Winter Haven, FL

Set in Winter Haven, FL, this renovated 2-bedroom, 1-bathroom duplex includes a brand-new roof, screened-in lanai, washer and dryer, new stove, and large deep freezer. The property sits on an oversized lot with 2 parking spaces in a quiet area off Cypress Gardens Boulevard, minutes from shopping, restaurants, and major highways. No fee listing at $1,475/month.

Set in Winter Haven, FL, this 2-bed, 1-bath duplex offers 720 sqft with in-unit laundry and dishwasher. Located minutes from Winter Haven Hospital, supermarkets, and restaurants, with top-rated schools within walking distance - the nearest middle school just 0.1 miles away. Central air and ceiling fans keep the space comfortable year-round.

Set in Winter Haven, FL, this updated 2-bed, 2-bath first-floor end unit condo features fresh paint and new laminate flooring throughout the 1,017 sqft layout. Located at Cypresswood Golf and Country Club with access to the clubhouse, Olympic pool, and pickleball courts. In-unit laundry, dishwasher, and walk-in closet add convenience.

Set in Winter Haven, FL, this first-floor 1-bed, 1-bath apartment features granite countertops in the kitchen and bathroom vanity. The 792 sqft layout includes in-unit laundry, dishwasher, central air, and ceiling fans. Conveniently located near restaurants, shopping, and the hospital for easy access to daily needs.

Set in Winter Haven, FL, this 1-bed, 1-bath in-law suite offers 450 sqft of private living with a separate entrance. Utilities including electric, water, and internet are covered in rent, plus access to a community pool and playground. The unit features in-unit laundry, dishwasher, and central air with easy access to shopping and major roads.

Set in Winter Haven, FL, this 2-bed, 2-bath condo at Cypresswood Golf & Country Club offers 1,017 sqft with an open kitchen, walk-in closets, and in-unit laundry. Rent includes access to an 18-hole championship golf course, half Olympic pool, and tennis/pickleball courts. Minutes from downtown Winter Haven, Legoland, and I-4 with assigned parking.

1-bed apartment in Winter Haven, FL, designed for active 55+ living with a functional layout and peaceful community setting. The 1,078 sqft unit features a spacious bedroom with walk-in closet, in-unit laundry, dishwasher, and central air. Located just 0.2 miles from grocery shopping with convenient access to dining, medical facilities, and public transportation for low-maintenance living.

Set in Winter Haven, FL, this 2-bed, 2-bath condo at Imperial Harbours serves the 55+ community with generously sized bedrooms and an enclosed porch facing the garden area. The 1,030 sqft unit includes all appliances, in-unit laundry, and assigned parking. Community amenities feature a pool with tiki bar, elevator access, and sunrise views over Lake Howard.

Set in Winter Haven, FL, this updated 2-bed, 1-bath apartment offers 800 sqft with generous room sizes and a functional layout. Central air, ceiling fans, and a walk-in closet add comfort to the unit. Conveniently located near shopping, dining, and major roadways for easy commutes, with a top-rated middle school just half a mile away.

This 1-bed, 1-bath apartment in Winter Haven features updated cabinets, crown molding, and modern light fixtures throughout the 600 sqft layout. Private off-street parking and central air add convenience, while the quiet street location with no through traffic keeps things peaceful. Minutes from shopping, dining, and parks.

Set in Winter Haven, FL, this fully renovated 2-bed, 1-bath apartment offers 468 sqft of updated living space with water included in rent. The unit sits within a 2-minute walk of Rotary Park and close to multiple schools including Jewett School of the Arts. Window AC units provide climate control, with Kiwanis Park and Winter Haven Tennis Center nearby.