Apartments Under $1,500 in Winter Haven, FL

Discover comfort and style at Terra Hill Estates with charming 2-bedroom, 1-bath apartments featuring granite countertops and stainless steel appliances. Enjoy upgraded, renovated units with in-unit washers and dryers, plus enticing move-in specials. This pet-friendly community offers a friendly atmosphere just minutes from parks, shopping, and dining, making it perfect for embracing the Florida lifestyle. Your new home is just a tour away!

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Experience tranquil lakeside living in this cozy 2-bedroom, 2-bathroom apartment. Residents enjoy breathtaking lakefront views and peaceful surroundings. The community features convenient on-site laundry and a lovely Community Dock for relaxation by the water. Embrace the beauty and serenity of this unique living space in Winter Haven, FL, where comfort meets nature. Pet-friendly options available based on screening results.

Experience comfort in this chic 1-bedroom, 1-bathroom condo featuring plank flooring and elegant wood cabinetry with granite countertops. The kitchen boasts stainless steel appliances, while in-unit laundry adds convenience. Enjoy a cable-ready living space, complete with ceiling fans for added comfort. Located just minutes from downtown Winter Haven and LEGOLAND®, it's perfect for those seeking modern living with easy access to shopping and dining. Small pets welcomed!

Nestled in Winter Haven, Brandywyne Apartment Homes offer comfortable living with in-unit laundry, a patio or balcony, and modern kitchen amenities. Enjoy outdoor spaces and a picnic area in this pet-friendly community.

This renovated second-floor apartment features stylish tile and plank floors, modern lighting, and beautiful new kitchen cabinets. Pet-friendly and conveniently located within walking distance to bus lines, shopping, and dining, it’s perfect for enjoying the local lifestyle. Close to beautiful lakes and vibrant downtown Winter Haven. Move in today to taste the charm of this inviting community!

Nestled in Downtown Winter Haven, this stylish 1-bedroom, 1-bathroom apartment combines comfort with cosmopolitan flair. Floor-to-ceiling windows illuminate the open-concept living space, while a gourmet kitchen boasts stainless steel appliances and quartz countertops. The cozy bedroom offers plush carpeting and captivating skyline views. With easy access to parks, lakes, and recreation, this residence is perfect for those who love vibrant city life and outdoor adventure!

Welcome to your new home in Winter Haven! This charming 2-bedroom, 1.5-bathroom apartment boasts tile floors for easy maintenance and central heat/air for year-round comfort. Located under 2 miles from downtown, enjoy quick access to diverse shopping and dining. With convenient laundry hook-ups and a bottom-floor location, this apartment is perfect for a vibrant lifestyle—don’t miss this opportunity to embrace all that Winter Haven has to offer!

Residents of Aqua Apartment Homes enjoy a beautifully designed first-floor unit featuring a spacious kitchen with stainless steel appliances, upgraded countertops, and a convenient in-unit washer/dryer. This pet-friendly community offers a lovely view of the inground pool, a dog park, and picnic areas for outdoor enjoyment. Close to top schools and shopping, this inviting home is ready for immediate move-in and hassle-free living.

Residents appreciate Aqua Apartment Homes for its quiet environment but criticize it for high rent and poorly managed maintenance. Many have noted issues with pests, cleanliness, and parking problems, expressing frustrations over the lack of responsiveness from management. Some feel that the quality does not match the cost, leading to mixed opinions on value for money.

This charming upstairs apartment is perfect for budget-conscious renters seeking proximity to downtown. Featuring two bedrooms and convenient washer/dryer hookups, this pet-friendly unit offers two dedicated parking spaces. Enjoy the vibrant city life while embracing the comfort of home. Don’t miss out—apply today and make this inviting space yours!

This pet-friendly apartment by Lake Jessie offers an inviting living space in a tranquil community. Featuring an open layout, cozy bedroom, and ample closet space, it also boasts a covered outdoor area and a spacious yard for privacy. Residents enjoy easy access to local shops, restaurants, parks, and transportation routes, making it a perfect blend of comfort and convenience in an idyllic setting.

This charming 2-bedroom, 1-bath home in Winter Haven features modern updates and pet-friendly amenities. With water and trash services included, enjoy a hassle-free lifestyle. The quaint rental spans 800 square feet, perfect for cozy living. Tenants must provide liability insurance, with options available for easy coverage. Conveniently located and designed for comfort, this home is ready to welcome its new residents!

Residents of Tropical Gardens enjoy a welcoming ambiance with vaulted ceilings and a private balcony perfect for relaxation. This pet-friendly community features a cozy kitchen equipped with essential appliances, including a refrigerator and stove. Central A/C enhances comfort, and the space provides convenient washer and dryer hookups. With a focus on comfort and style, this rental is ready for home sweet home moments!

This inviting ground floor apartment features 2 bedrooms and 1.5 baths, perfectly situated for easy access to Lakeland, Auburndale, and Winter Haven. Enjoy pet-friendly living with convenient amenities. Residents must enroll in a Resident Benefits Package for added perks. This is an opportunity not to be missed!

This inviting 3-bedroom, 1.5-bath townhouse in a gated Winter Haven community offers a seamless blend of comfort and charm. Enjoy the open living space that opens to a screened patio with pond views, perfect for relaxation. Upstairs, find private sleeping quarters and another screened patio for your morning coffee. With a convenient laundry room, a 1-car garage, and ample storage, this 1,664 sq. ft. home is a perfect retreat for those seeking a peaceful lifestyle.

Enjoy serene mornings and picturesque sunsets in this charming 2-bed, 2-bath condo with stunning lake views. The open layout features laminate floors and a galley kitchen with ample storage. An enclosed, air-conditioned lanai enhances versatility as a home office or relaxation space. This corner unit offers convenient access to a heated pool, community dock, and boat slip, making it an ideal low-maintenance lifestyle. Experience the beauty of lakeside living with nearby recreational opportunities and easy access to shopping and dining.

Enjoy hassle-free living in this charming 1-bedroom, 1-bathroom apartment, conveniently located in the heart of Winter Haven. This inviting 500 sq. ft. unit comes with all utilities included, making it perfect for effortless, budget-friendly living. Immediate availability allows for a quick move-in. Ideal for anyone seeking comfort and convenience in a welcoming environment.

This charming 2-bedroom, 1-bath duplex features a freshly renovated interior with tile flooring throughout and a bright, open living area. The updated kitchen offers ample cabinet space, while spacious bedrooms allow plenty of natural light. Enjoy the large, fenced backyard, perfect for outdoor gatherings and pets. Conveniently located near local schools and shopping, this pet-friendly home combines modern comfort with a cozy neighborhood feel.

This inviting 2-bedroom, 1-bath home offers modern comforts with a brand new kitchen and updated bathroom. Enjoy fresh wood flooring throughout, and relax on the spacious porch over morning coffee. Convenient washer/dryer connections and central AC elevate the comfort of this pet-friendly residence, making it a perfect place to call home!

This charming 2-bedroom, 2-bath condo features easy-to-clean plank flooring and stylish wood cabinetry with granite countertops throughout. Enjoy the convenience of stainless steel appliances, in-unit washer & dryer, and ceiling fans for comfort. Located just minutes from downtown, shopping, and LEGOLAND®, this pet-friendly home provides the ideal blend of modern amenities and vibrant community living. Ideal for those looking for a hassle-free lifestyle.

This inviting 2-bedroom, 1-bath condo features sleek plank flooring, stylish wood cabinetry, and granite countertops. Equipped with stainless steel appliances, in-unit laundry, and cable-ready living spaces, it combines comfort and convenience. Located minutes from downtown Winter Haven and LEGOLAND®, it offers easy access to shopping, dining, and entertainment. Enjoy a pet-friendly environment with off-street parking for added convenience!

This charming 1-bed, 1-bath studio offers a private entrance, perfect for single occupancy. Featuring a walk-in closet, modern appliances, and essential utilities, it’s ready for immediate move-in. Enjoy convenient living with access to a fitness center and outdoor spaces in a gated community. Ideal for those seeking comfort and privacy in a serene setting. Monthly rent is $1240, with a security deposit and application fee required.

This thoughtfully updated 2-bedroom, 1-bath mobile home features modern finishes and an open layout that maximizes space and natural light. The stylish kitchen includes stainless steel appliances, while convenient washer/dryer hookups enhance functionality. Enjoy relaxing on your private covered patio or entertaining outdoors. With off-street parking and pet-friendly policies for small dogs, this charming home offers comfort and convenience in a vibrant community.

This beautifully renovated 2-bedroom, 1-bath condo offers modern living with new kitchen cabinets, granite countertops, and stainless steel appliances. Enjoy the convenience of in-unit laundry, new AC for energy savings, and stylish tile flooring throughout. Ideally situated near Winter Haven Downtown and major highways, the unit also features outdoor space and a fenced yard, making it perfect for small pets. Available for move-in June 1st.

This inviting 3-bedroom, 1-bath home features fresh interior paint and tile flooring, creating a warm atmosphere. The kitchen boasts matching black appliances and stylish stained wood cabinetry. A covered carport adds convenience, while the spacious backyard with mature trees offers a tranquil outdoor escape. Located near major attractions and beautiful lakefront parks, this home embraces the relaxed Florida lifestyle. Enjoy easy access to Tampa and Orlando!

This 2-bedroom, 1-bath home is perfect for enjoying a serene lifestyle in a well-maintained neighborhood. Featuring plenty of living space, this updated residence offers a vacation-like feel every day. Residents will benefit from a professionally managed community with special incentive programs available. Don’t miss out on this opportunity!

This beautifully renovated 2-bedroom, 1-bath duplex offers a perfect blend of comfort and convenience. Spanning 750 square feet, it features a spacious backyard ideal for relaxation and play. Ideally located minutes from local shopping and entertainment, this cozy home is perfect for those who relish a vibrant lifestyle. Enjoy central air, ceiling fans, and a bright atmosphere in this inviting space. A wonderful opportunity for easy living awaits!

This beautifully remodeled 2-bedroom, 1-bathroom duplex offers a perfect blend of comfort and convenience, just minutes from shopping and dining. Enjoy a spacious backyard for relaxing or playing. With 750 square feet of well-designed living space, this cozy home is ideal for those seeking a peaceful retreat close to the action.

This delightful 2-bedroom, 1-bath home offers convenience and comfort in Winter Haven. Equipped with an in-unit washer and dryer, this cozy residence is ideal for easy living. Available for $1,275/month with no utilities included, it's ready for move-in on October 4th, 2025. Enjoy a responsible landlord managing the property for a stress-free rental experience. Perfect for those seeking a simple yet inviting place to call home.

This inviting 2-bedroom, 1-bath home features modern updates, including an updated kitchen and bathroom, all adorned with beautiful laminate and tile flooring. Enjoy natural light in the open living and dining areas. The property includes washer and dryer hookups for convenience, and a sizable backyard perfect for relaxation under the shade. Great for those seeking comfort and community in a charming setting.

Experience the charm of this 1-bedroom, 1-bath apartment with 800 sq. ft. of thoughtfully designed space. Enjoy the generous bedroom with a walk-in closet, and a convenient bathroom with dual access. The bright living area boasts oversized windows, while the eat-in kitchen offers a perfect spot for meals. Located just steps from Lake Howard and downtown's vibrant scene, this apartment ensures a comfortable and enjoyable lifestyle with lawn care and water included.

This delightful 1-bedroom, 1-bathroom mobile home is ready for you! Freshly remodeled, it features new flooring, updated fixtures, and a generous corner lot with private parking. Enjoy the covered patio and the convenience of washer/dryer hookups. Utilities like water, garbage, and sewer are included for hassle-free living. Dog-friendly with a relaxed pet policy—a perfect spot for comfortable and cozy living.

A delightful 3-bedroom, 1-bathroom single-family home featuring newer carpet throughout and a fenced yard for added privacy. This cozy retreat is perfect for gardening or outdoor activities. Enjoy the convenience of a refrigerator and range as part of your new living space. Embrace the comfort and tranquility this welcoming home offers.

This lovely 2-bedroom, 1-bath apartment boasts 1,804 sqft of comfortable living space, perfect for creating a home. The well-kept parking area adds to the appeal. Ready for immediate move-in, this property is ideal for those seeking a cozy retreat.

This charming 2-bedroom, 1-bath apartment features easy-care tile flooring, making maintenance a breeze. The spacious living area and functional kitchen create a welcoming atmosphere, perfect for relaxation. Each well-sized bedroom is filled with natural light. Conveniently located in Winter Haven, enjoy easy access to shopping, dining, and major roadways for stress-free commuting. Ideal for anyone seeking comfort and convenience in their living space!

This updated 2-bedroom, 1-bath mobile home offers modern flair with stylish finishes and new flooring throughout. The open layout enhances space and light, while the kitchen boasts stainless steel appliances. Enjoy the convenience of washer/dryer hookups and a private covered patio, perfect for outdoor relaxation. With assigned parking and a quiet community atmosphere, this affordable rental is move-in ready and dog-friendly, welcoming pets under 35lbs.

This delightful 2-bedroom, 1-bath home offers a spacious and inviting layout perfect for easy living. Enjoy an open floor plan that blends the living area and kitchen, complemented by easy-to-clean flooring and fresh paint throughout. The outdoor space is ideal for relaxing and entertaining, creating a cozy retreat. Pet-friendly policy ensures everyone in the family is welcome! A wonderful opportunity for comfortable and enjoyable living.

This clean and charming 2-bedroom, 1-bath duplex features low-maintenance ceramic tile flooring throughout. Enjoy a spacious living room that joins nicely with the kitchen, complete with a washer/dryer utility closet. Both bedrooms offer generous size and built-in closets, while the bathroom includes a modern vanity and tub/shower combo. Perfectly located on a corner lot, this delightful home provides comfortable living in a cozy setting.

This pet-friendly 1-bed, 1-bath condo features plank flooring, elegant wood cabinetry, and granite countertops. Enjoy stainless steel appliances and convenient in-unit laundry. With a cozy feel and cable-ready living spaces, this unit is just minutes from downtown Winter Haven, shopping, and LEGOLAND. Perfect for easy living and modern comfort!

This move-in-ready condo features 3 bedrooms and 2 baths, showcasing fresh tile flooring and a newly updated kitchen and bathrooms. Enjoy a spacious screened porch and easy access to community amenities, including a pool and clubhouse. Conveniently located near Highway 27, shopping, dining, and medical facilities in Winter Haven and Haines City, this lovely end unit offers everything for comfortable living!

This beautifully updated 1-bedroom, 1-bath home offers plenty of charm with wood-look tile flooring and an upgraded kitchen featuring granite countertops. Enjoy the privacy of your own entryway, in-unit laundry, and parking for two vehicles. Located just a short walk from Bowen Yard Food Hall and minutes from shopping and Legoland, this cozy retreat perfectly balances modern updates with convenient living. Pet-friendly with a small deposit, this space is ready for your personal touch!

This charming 2-bedroom, 2-bath home sits on a generous 0.41-acre lot, featuring an open-concept layout with cathedral ceilings and a cozy fireplace. The kitchen offers a dining nook and ample counter space. Enjoy nearby lake access with a free boat ramp to Lake Thomas, and close proximity to Lakes Spirit and Lena. Convenient access to shopping, dining, and schools off SR 540 and SR 570 makes this an ideal spot for comfortable living.

This beautifully maintained 2-bedroom, 1-bathroom duplex is all about comfort and convenience. Spanning 793 square feet, it’s ideally located minutes from shopping and dining. Enjoy a cozy atmosphere with central air and ceiling fans. A small backyard provides space to relax and unwind. Perfect for those wanting to be at the center of it all while still enjoying a peaceful home environment.

This comfortable 2-bedroom, 1-bath unit features durable vinyl plank flooring and an open living area that flows into the kitchen with a dining space. Enjoy the convenience of a stackable washer/dryer in the hallway and a small open patio accessible from the dining area. Both generously sized bedrooms include ceiling fans. Ideally located across from Walmart and near a variety of dining options, making errands and meals effortless.

This freshly painted upstairs unit features an open floorplan designed for comfort and efficiency. With 620 sq ft of space, it offers lawn care included and pet-friendly options. Conveniently located near Lake Howard, restaurants, schools, and shopping centers, it presents an affordable living opportunity in Winter Haven. Enjoy an inviting atmosphere that's perfect for relaxing or entertaining, all within easy reach of local amenities.

Rent this freshly painted 1-bedroom condo in a triplex, featuring its own outdoor area perfect for entertaining. Enjoy the convenience of included water and lawncare, along with proximity to restaurants, schools, and shopping. Pet-friendly with breed restrictions, this affordable unit offers a unique opportunity to experience Winter Haven living!

Enjoy this inviting 2-bedroom, 1.5-bath condo boasting 1,680 sq. ft. of living space. Ideally situated near schools and retail shops, it offers the perfect blend of comfort and convenience. Don't miss the chance to make this delightful home yours!

This beautifully updated studio apartment features fresh paint and luxury vinyl flooring, providing a stylish and comfortable vibe. The modern kitchen comes equipped with brand-new cabinets and stainless steel appliances, perfect for everyday use. Enjoy convenient washer and dryer hookups and a cooling ceiling fan. Take advantage of a move-in special with half off your first month’s rent, making it an ideal choice for budget-conscious renters.