323

Winter Haven, FL Homes for Rent under $1,500

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  • /12

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft
    • Apartment for Rent

    1804 3rd Ct SE Unit C, Winter Haven, FL 33880

    New renovated 1 bedroom 1 bath corner unit (575sqft). Unit features updated kitchen, bathroom and flooring throughout the space. Washer/Dryer are included. Private driveway. Great location with easy access to near by restaurants, grocery and shopping. Unit will not last long!

    Othner Stfleurose OSF REAL ESTATE SERVICE

    1804 3rd Ct SE Unit C, Winter Haven, FL 33880
  • /9

    $1,325 Per Month

    • 2 Beds
    • 1 Bath
    • 866 Sq Ft
    • Condo for Rent

    430 Ave B NE Unit C, Winter Haven, FL 33881

    ABOUT THE HOMEThis 2 bedroom/1 bathroom is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home!BEFORE SCHEDULINGPlease schedule a

    430 Ave B NE Unit C, Winter Haven, FL 33881
  • /18

    $1,475 Per Month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    5657 Struthers Ct, Winter Haven, FL 33884

    FIRST MONTH FREE! Beautiful 2 bedroom, 1 bathroom duplex located in a quiet and desirable area off Cypress Gardens Boulevard. This move-in ready home features a brand-new roof, renovated interior, block construction, and a spacious oversized lot with 2 parking spaces. The property includes a bright and comfortable living area, new stove, washer and dryer, and a large deep freezer for additional

    Teresa Dishington D & D PROPERTY MANAGEMENT SOLUTIONS LLC

    5657 Struthers Ct, Winter Haven, FL 33884
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    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft
    • Condo for Rent

    750 Ave C SW Unit 101, Winter Haven, FL 33880

    Come take a look at this newly built 1 bedroom 1 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, washer and dryer included, 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

    750 Ave C SW Unit 101, Winter Haven, FL 33880
  • /54

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Condo for Rent

    700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881

    GREAT DEAL WITH ALL UTILITIES INCLUDED: $1,400 PER MONTH FOR A CENTRAL FLORIDA LAKEFRONT CONDO. .**AGE 55+ HOWEVER, A LOWER AGE MAY BE CONSIDERED. NICELY FURNISHED & 1,190 SQUARE FEET OF LIVING SPACE. THERE IS NO LONGER A PRIVATE 2ND BEDROOM AS IT HAS BEEN INCORPORATED AS MORE LIVING SPACE. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT & NO SMOKING OR PETS ALLOWED. BOAT SLIP CURRENTLY AVAILABLE

    Chris Goode JUDY B CLEAVES PROPERTIES INC

    700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881
  • /35

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    5665 Struthers Ct Unit 5667, Winter Haven, FL 33884

    Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with

    5665 Struthers Ct Unit 5667, Winter Haven, FL 33884
  • /6

    $1,499 Per Month

    • 3 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • House for Rent

    1748 2nd St NE, Winter Haven, FL 33881

    Comfortable and inviting 3-bedroom home in Winter Haven, now refreshed with brand-new flooring and fresh interior paint for a clean, modern feel the moment you walk in. The bright living spaces and roomy bedrooms make everyday living easy, while the updated finishes give the home a crisp, move-in-ready look. Located close to shopping, dining, and Winter Haven’s popular lakes and parks, this home

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    1748 2nd St NE, Winter Haven, FL 33881
  • /12

    $1,175 Per Month

    • 1 Bed
    • 1.5 Baths
    • 768 Sq Ft
    • Condo for Rent

    400 El Camino Dr Unit 123, Winter Haven, FL 33884

    1 Bedroom, 1.5 Bath condo located in the 55+ community of San Miguel. Water, Sewer, Trash, and Gas all included in rent. Tenant is responsible for electric. 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 properties), credit building

    400 El Camino Dr Unit 123, Winter Haven, FL 33884
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    $1,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    5850 Cypress Gardens Blvd Unit 608, Winter Haven, FL 33884

    Welcome to **5850 Cypress Gardens Boulevard, Unit #608**, a move-in ready rental offering comfort, convenience, and exceptional value in the heart of Winter Haven. Priced to rent, this well-maintained residence is the perfect place to call home.Enjoy a bright and inviting interior designed for easy living, along with access to a community swimming pool—ideal for relaxing and enjoying

    Helen Moreno Porras LPT REALTY, LLC

    5850 Cypress Gardens Blvd Unit 608, Winter Haven, FL 33884
  • /35

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    5665 Struthers Ct Unit 5667, Winter Haven, FL 33884

    Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with

    5665 Struthers Ct Unit 5667, Winter Haven, FL 33884
  • /14

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Townhouse for Rent

    209 Avenue B SE, Winter Haven, FL 33880

    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

    Maria Loayza Jimenez LPT REALTY, LLC

    209 Avenue B SE, Winter Haven, FL 33880
  • /10

    $1,399 Per Month

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Condo for Rent

    2405 Ave C SW Unit B, Winter Haven, FL 33880

    This adorable duplex is available immediately. This home offers 930 sf with 2BR/1BA with tile and vinyl flooring, no carpet! All stainless steel appliances included in the kitchen, as well as a stacked washer and dryer. Neutral colors throughout and lots of modern finishes.Owner pays for lawn care.

    2405 Ave C SW Unit B, Winter Haven, FL 33880
  • /9

    $1,349 Per Month

    • 3 Beds
    • 1 Bath
    • 915 Sq Ft
    • House for Rent

    1997 5th St NE, Winter Haven, FL 33881

    1 MONTH FREE, CALL TODAY !Step into this inviting 3-bedroom home featuring durable tile flooring throughout, perfect for easy cleaning and Florida living. The layout offers comfortable bedrooms, a bright living area, and a functional kitchen ready for everyday use. Outside, enjoy the convenience of a 1-car carport that keeps your vehicle shaded and protected. A solid, practical home with

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    1997 5th St NE, Winter Haven, FL 33881
  • /23

    $1,250 Per Month

    • 2 Beds
    • 2 Baths
    • 942 Sq Ft
    • House for Rent

    345 24th St NW, Winter Haven, FL 33880

    The maintenance free lifestyle can be at your fingertips with this two-bedroom villa. This home is located in a 55 and older community. There are two assigned parking spots, and one is covered! Right out your back door is a beautiful swimming pool. Community approval required.This is a no pet home.Tenants are required to sign up for our Resident Benefits Package that includes

    345 24th St NW, Winter Haven, FL 33880
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Townhouse for Rent

    245 Winter Ridge Blvd, Winter Haven, FL 33881

    Virtually Staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting. Inside, you’ll find a bright and

    Jennifer Rios R&J REALTY AND PROPERTY MANAGEMENT LLC

    245 Winter Ridge Blvd, Winter Haven, FL 33881
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    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft
    • Condo for Rent

    750 Ave C SW Unit 101, Winter Haven, FL 33880

    Come take a look at this newly built 1 bedroom 1 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, washer and dryer included, 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

    750 Ave C SW Unit 101, Winter Haven, FL 33880
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    $1,475 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1001 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY Eagle Pond condominium on the FIRST FLOOR located in the highly desirable 24-hour guard gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, luxury vinyl flooring throughout (no carpet anywhere!), granite surfaces in the kitchen and baths...the list goes on and on! The

    Kayly Malinas JOHN WOOD REALTY, INC.

    1001 Eagle Pond Dr, Winter Haven, FL 33884
  • /10

    $1,249 Per Month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Condo for Rent

    151 Avenue C SE, Winter Haven, FL 33880

    Move in Special---Discover comfortable living in this charming 2-bedroom, 1-bath apartment spanning 780 sq ft at 151 Avenue C SE, Winter Haven, FL. The unit features modern conveniences including a microwave, range, refrigerator, and washer/dryer hookup, offering both functionality and ease. Enjoy a well-designed layout that maximizes space and natural light, perfect for relaxing or entertaining.

    151 Avenue C SE, Winter Haven, FL 33880
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    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1003 Eagle Pond Dr Unit 1003, Winter Haven, FL 33884

    GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry with washer/dryer included, walk-in closets, open concept living space, all hard flooring throughout (no carpet anywhere!), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms

    Kayly Malinas JOHN WOOD REALTY, INC.

    1003 Eagle Pond Dr Unit 1003, Winter Haven, FL 33884
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    $1,175 Per Month

    • 1 Bed
    • 1.5 Baths
    • 768 Sq Ft
    • Condo for Rent

    400 El Camino Dr Unit 123, Winter Haven, FL 33884

    1 Bedroom, 1.5 Bath condo located in the 55+ community of San Miguel. Water, Sewer, Trash, and Gas all included in rent. Tenant is responsible for electric. 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 properties), credit building

    400 El Camino Dr Unit 123, Winter Haven, FL 33884
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    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    118 Oak Crest Dr NW, Winter Haven, FL 33881

    Move-In Special: Half Off the First Month's Rent for qualified tenants who sign a 12-month lease! Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic

    David Small KELLER WILLIAMS REALTY SMART 1

    118 Oak Crest Dr NW, Winter Haven, FL 33881
  • /10

    $1,399 Per Month

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Condo for Rent

    2405 Ave C SW Unit B, Winter Haven, FL 33880

    This adorable duplex is available immediately. This home offers 930 sf with 2BR/1BA with tile and vinyl flooring, no carpet! All stainless steel appliances included in the kitchen, as well as a stacked washer and dryer. Neutral colors throughout and lots of modern finishes.Owner pays for lawn care.

    2405 Ave C SW Unit B, Winter Haven, FL 33880
  • /20

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    207 Winter Ridge Blvd Unit 4, Winter Haven, FL 33881

    Available now! Welcome to this spacious and beautifully maintained 2-bedroom, 2-bathroom corner unit condo located at 207 Winter Ridge Blvd Unit 4 in Winter Haven, FL. Positioned as a prime corner property, this home offers added privacy and natural light.Inside, you will find durable, clean tile flooring throughout the entire space—absolutely no carpet! The functional layout features a fully

    Tatiana Diaz FLORIDA LAKES REALTY

    207 Winter Ridge Blvd Unit 4, Winter Haven, FL 33881
  • /10

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    502 Winter Terrace Unit 121, Winter Haven, FL 33881

    The community of Winter Ridge Condos has a lot for you to enjoy: Swimming pool, club house and private boat dock on lake Smart. This tranquil community is everybody's dream to enjoy and relax. this bright and inviting condo features 2 large bedrooms and 2 bathrooms. An open layout living/dinning combo and abundant natural light, Conveniently located near shopping, dining, and major roadways, this

    Luz Solano AGENT TRUST REALTY CORPORATION

    502 Winter Terrace Unit 121, Winter Haven, FL 33881
  • /4

    $925 Per Month

    • 1 Bed
    • 1 Bath
    • 4,440 Sq Ft
    • Apartment for Rent

    1890 Lake Mariam Dr, Winter Haven, FL 33884

    This home is part of a complex and comes with a refrigerator, stove, and oven as well as an electric water heater. Full size washer and dryer connections are located in the laundry room. Call today and ask about our move in deal!!

    Nancy Greenwood PALM LEAF PROPERTY MANAGEMENT

    1890 Lake Mariam Dr, Winter Haven, FL 33884
  • /21

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 531 Sq Ft
    • Condo for Rent

    1103 Cypress Gardens Blvd Unit 51, Winter Haven, FL 33884

    Welcome to Lamplighter Village with this one of a kind 2 bedroom/1 bath condo. The property was nicely renovated and features updated vinyl flooring and updated stainless steel kitchen appliances with a gas stove. New solid wood cabinets and granite countertops. The condo was freshly painted and is turn key ready. Property also includes a stand up washer and dryer and new window blinds. The

    MAYOLET BORNAS MAYOLET REALTY LLC

    1103 Cypress Gardens Blvd Unit 51, Winter Haven, FL 33884
  • /8

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft
    • House for Rent

    1328 37th St NW, Winter Haven, FL 33881

    Enjoy comfort and privacy in this cozy 1-bedroom, 1-bathroom rear unit located in a quiet Winter Haven neighborhood. This home features its own fully fenced private backyard, perfect for relaxing, entertaining, or enjoying outdoor space. Inside, you’ll find a functional layout with a bright living area, a comfortable bedroom, and a well-appointed kitchen. Conveniently located near shopping,

    Francisco Medina RODRIGUEZ PROPERTY MANAGEMENT

    1328 37th St NW, Winter Haven, FL 33881
  • /2

    $1,049 Per Month

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft
    • Townhouse for Rent

    1507 7th St SW Unit 1507, Winter Haven, FL 33880

    AWESOME CONTEMPORARY HOUSE WITH AN AMAZING KITCHEN, TILE IN ALL HOUSE, APPLIANCES INCLUDED. YOU GOT TO COME AND SEE IT TODAY.

    Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

    1507 7th St SW Unit 1507, Winter Haven, FL 33880
  • /22

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 1,078 Sq Ft
    • Apartment for Rent

    150 El Dorado Unit 208, Winter Haven, FL 33884

    Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located

    Elsa Gonzalez LPT REALTY, LLC

    150 El Dorado Unit 208, Winter Haven, FL 33884
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    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft
    • Condo for Rent

    1100 Martinique Dr Unit 106, Winter Haven, FL 33884

    Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting

    David Small KELLER WILLIAMS REALTY SMART 1

    1100 Martinique Dr Unit 106, Winter Haven, FL 33884
  • /7

    $1,400 Per Month

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft
    • House for Rent

    110 Orange Ave, Winter Haven, FL 33880

    FOR RENT - 3/1 Single Family Home with a big, fenced-in backyard. The range and the refrigerator are included. The home is less than 5 minutes away from Highway 17 and the Polk Parkway. Come see this home today.

    Linda Andre COLDWELL BANKER REALTY

    110 Orange Ave, Winter Haven, FL 33880
  • /13

    $1,100 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    140 Avenue W NW Unit 3, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Move-In Special: Half Off the First Month's Rent for qualified tenants who sign a 12-month lease! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze.

    David Small KELLER WILLIAMS REALTY SMART 1

    140 Avenue W NW Unit 3, Winter Haven, FL 33881
  • /6

    $1,275 Per Month

    • 2 Beds
    • 1 Bath
    • 854 Sq Ft
    • Townhouse for Rent

    2463 Avenue C SW Unit A, Winter Haven, FL 33880

    1 month free!Welcome home to this charming 2-bedroom duplex in Winter Haven, featuring a fully separate yard perfect for pets, gardening, or outdoor relaxing. This unit offers a comfortable layout with a bright living area, functional kitchen, and two well-sized bedrooms.

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    2463 Avenue C SW Unit A, Winter Haven, FL 33880
  • /10

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    912 Lake Jessie Dr Unit B, Winter Haven, FL 33881

    Enjoy the beauty of waterfront living in this well-maintained 1-bedroom, 1-bath residence offering approximately 800 square feet of functional and inviting living space. Rent includes utilities, making for easy and convenient monthly budgeting. The kitchen comes equipped with a range and refrigerator, while the home's efficient layout maximizes comfort and usability. Take advantage of scenic

    Tiffani Kline HOUSE OF GLASS REAL ESTATE PM

    912 Lake Jessie Dr Unit B, Winter Haven, FL 33881
  • /17

    $1,190 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    955 6th St SE Unit 5, Winter Haven, FL 33880

    The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices,

    Manuel Paredes La Rosa Realty Llc

    955 6th St SE Unit 5, Winter Haven, FL 33880
  • /9

    $1,100 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Townhouse for Rent

    1484 32nd St NW, Winter Haven, FL 33881

    Discover this charming duplex in the heart of Winter Haven, FL, offering 2 bedrooms and 1 bathroom in a thoughtfully designed layout. Step inside to find a bright and functional kitchen equipped with essential appliances, including a refrigerator and range, making meal preparation effortless. The kitchen flows seamlessly into the living area, creating an open and welcoming space that combines

    Jordan Leventhal RENTAL AND REALTY GROUP

    1484 32nd St NW, Winter Haven, FL 33881

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