Apartments Under $1,500 in Winter Haven, FL

This beautifully appointed 2-bedroom, 1.5-bath townhome offers a smart layout with a bathroom on each floor, making it perfect for convenience. Featuring vinyl flooring and essential kitchen appliances, this 960 sq. ft. space is pet-friendly and includes a lovely back porch for relaxing. Centrally located between Winter Haven and Lakeland, it’s an ideal spot for enjoying a vibrant lifestyle. Tenants will also benefit from added services through a Resident Benefits Package for a small monthly fee.

This charming 2-bedroom, 1-bathroom home spans approximately 875 sq ft, featuring easy-to-maintain flooring and a well-equipped kitchen with essential appliances. Enjoy a private backyard and patio, perfect for outdoor gatherings, along with the convenience of RV parking. Washer and dryer hookups are available, and pets are welcome. Conveniently located near schools and just a short drive from Legoland Florida Resort and Downtown Winter Haven.

Nestled in Winter Haven, The Landings Apartment Homes offer serene living with in-unit laundry, air conditioning, and balconies or patios. Enjoy smoke-free, pet-friendly accommodations with cable-ready and high-speed internet access for a seamless modern lifestyle.

The Landings Apartment Homes is praised for its supportive and amiable community, highlighted by attentive staff like Candace and exceptional maintenance service from Jeff. Residents appreciate the tranquility and efficient problem-solving. Perspectives vary on interaction dynamics, but the commitment from the team stands out as a major positive.

This charming 1-bedroom apartment offers an open living area, functional kitchen, and comfortable bedroom with ample closet space. A pet-friendly home that ensures easy access to shops, restaurants, and public transport, ideal for those seeking low-maintenance living. Discover the convenience of simple living with everything you need just moments away!

This charming 1-bedroom, 1-bathroom first-floor condo offers 931 sq ft of bright, comfortable living space and a serene pond view. Ideal for those seeking tranquility, it features easy no-stairs access and is situated in a well-managed community. With one approved pet under 20 lbs allowed, this cozy retreat balances convenience and relaxation perfectly.

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.

Clean and cozy 2-bedroom, 1-bath duplex in southeast Winter Haven. Wood laminate floors span the living areas and bedrooms, with tile in the kitchen and bath. The kitchen offers newer cabinets, range/oven, and refrigerator, plus washer/dryer hookups in a utility closet. Both bedrooms feature ceiling fans, and the updated tile tub/shower adds a fresh touch. Close to shopping, Walmart, Publix, Legoland, and HWY 27 to Orlando and Tampa.

This beautifully updated 1-bedroom, 1-bath apartment features elegant granite countertops in the kitchen and bathroom, along with a convenient laundry room. With 792 square feet of living space, it offers a comfortable and modern lifestyle near restaurants, shopping, and healthcare facilities. Enjoy central air and ceiling fans for year-round comfort in this delightful home, making it a must-see for anyone seeking convenience and style.

The Arbours at Garden Grove offers inviting one to three-bedroom floor plans with vaulted ceilings and air conditioning. Enjoy a sparkling pool, state-of-the-art fitness center, and playground. Perfect for family fun with a basketball court and ample outdoor space.

The Arbours at Garden Grove is praised for its peaceful environment, attentive management, and timely maintenance. Residents appreciate its location near schools and amenities, and the inclusion of individual storage units. Some reviews highlight Pam, the office manager, for her exceptional service. Overall, residents find it a welcoming community, with few differing opinions noted.

Recently renovated, this inviting 2-bedroom, 1-bath apartment offers 800 sq ft of comfortable living just a mile from downtown Winter Haven. Enjoy serene water views of Lake Howard from a bright living area, while the cozy kitchen with modern appliances enhances everyday convenience. Shared on-site laundry and included utilities add value to this pet-friendly gem, making it an ideal choice for relaxed living.

Recently renovated, this cozy 2-bedroom, 1-bath apartment offers comfortable living just a mile from downtown Winter Haven. Enjoy a bright living area, well-sized bedrooms, and a kitchen equipped with modern appliances. Natural light floods the space, enhanced by serene water views of Lake Howard. On-site laundry and included utilities make for effortless living in this inviting home. Perfect for those seeking a charming atmosphere near city conveniences!

This delightful 2-bedroom condo boasts vaulted ceilings and exposed beams, creating a spacious and inviting atmosphere. The kitchen features stylish granite counters and custom cabinets, complemented by a convenient breakfast bar. Enjoy in-unit laundry hookups and stress-free living with included lawn care. Pet-friendly with allowance for up to two small pets (30 lbs. or less). Ideal for those seeking comfort and style in Winter Haven.

This brand-new studio apartment offers a low-maintenance lifestyle with an open floor plan and vinyl flooring. The bright living area includes a stylish bathroom featuring a walk-in shower. Ideal for those seeking a simplistic and functional space, this studio efficiently maximizes its 288 square feet. Enjoy the benefits of fresh construction in a cozy setting perfect for easy living.

Residents of The Haven Place enjoy a cozy first-floor corner apartment with laminate floors throughout, beautiful kitchen cabinets, modern lighting lamps, blinds, and an efficient A/C unit. This pet-friendly home includes water, trash, and sewer, and sits within walking distance of the bus line, downtown Winter Haven, schools, shopping, restaurants, and nearby lakes.

This charming 2-bedroom, 1.5-bath home features a spacious private patio for relaxation and entertaining. Enjoy a convenient downstairs half bath for guests and a walk-in pantry. Located directly across from Sertoma Park, it's perfect for outdoor activities. Additional perks include washer/dryer hookups and pet-friendly options. Enjoy modern living with added benefits like high-speed internet and resident services for just $49.50/month.

Nestled in South College, The Jade epitomizes modern luxury with smart home features and elegant finishes. Enjoy a 24/7 fitness center, a resident lounge with entertainment options, and a coworking space all designed for your lifestyle. Relish relaxing by the pool, unwind in the heated spa, or catch a movie at the outdoor cinema. This vibrant community caters to work, wellness, and leisure, making it the perfect sanctuary for sophisticated living.

Discover comfort and style in pet-friendly 2-bedroom apartments at Terra Hill Estates. Featuring granite countertops and stainless steel appliances, each unit includes a convenient in-unit washer and dryer. Enjoy fantastic move-in offers like up to 2 months free with a 14-month lease. Start 2026 with predictable rent and warm community vibes—your cozy new home awaits!

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Experience comfortable living in this 2-bedroom, 1-bath home featuring a practical layout and inviting spaces. Enjoy hard surface flooring, a fully equipped kitchen with stainless steel appliances, and a versatile enclosed patio. An attached carport adds convenience, while nearby lakes and amenities provide a vibrant community atmosphere. Perfect for those seeking a pet-friendly home in Winter Haven!

This inviting 1,100 sq ft 2-bedroom, 1-bath apartment features essential conveniences for comfortable living. Enjoy a well-equipped kitchen with modern appliances, efficient heating, and central air conditioning. Additional perks include laundry hookups, parking options, and pet-friendly policies. Perfect for anyone valuing practicality and location. Residents will also benefit from reliable internet service and a comprehensive Resident Benefits Package.

This charming 1-bed, 1-bath first-floor condo offers serene lake views and a simple, cozy layout, perfect for easy living. Enjoy the convenience of an in-unit washer and dryer, and relax on the lakeside path just steps away. The ground-floor location provides quick access and a peaceful retreat for coffee breaks or unwinding at day's end. Embrace a tranquil lakeside lifestyle in this delightful space!

This charming 1-bedroom, 1-bath apartment blends historic character with modern upgrades, showcasing new countertops and appliances. Enjoy lakeside living just minutes from downtown Winter Haven’s shopping and dining options. Residents benefit from included water, assigned parking, and onsite laundry facilities, making this a convenient and desirable choice for comfortable living.

Discover the charm of this newly renovated 1-bedroom, 1-bath apartment featuring updated countertops and classic built-ins. Enjoy a private fenced yard, perfect for outdoor relaxation. Located near Lake Howard and downtown attractions, this cozy home includes 1 assigned parking space and on-site laundry. Embrace comfort and convenience in this pet-friendly retreat!

Discover the ease of apartment living in this well-equipped 1-bedroom, 1-bath unit featuring an in-unit laundry and a stylish kitchen complete with essential appliances. Enjoy the comfort and convenience of modern living in a vibrant community, perfect for anyone seeking a cozy and functional space.

This airy 2-bed, 2.5-bath condo features an inviting open floor plan perfect for relaxation or entertaining. Enjoy a generously sized kitchen with ample storage and countertops, as well as substantial closet space in each bedroom. Located in a tranquil neighborhood with easy access to shops, dining, and outdoor parks, this home offers both comfort and convenience in Winter Haven. Pets are welcome based on screening results.

This inviting 3-bedroom, 2-bath townhome offers a spacious open floor plan and is freshly painted with new carpets upstairs. The master suite impresses with vaulted ceilings and double walk-in closets. Enjoy the open lanai, while a 2-car carport adds convenience. Additional perks include washer/dryer hook-ups, deposit-free living, and a comprehensive Resident Benefit Package for added peace of mind. Perfectly situated near shopping and grocery stores for easy access to amenities.

Bright and move-in ready, this 2-bedroom, 2-bath home features modern updates throughout, including A/C, windows, and flooring. Enjoy the glassed-in lanai, ample parking, and access to fantastic community amenities like a pool, mini-golf, and clubhouse. Conveniently located near golf courses, shopping, and dining, this property is ideal for a relaxed Florida lifestyle. Rent includes WiFi, basic cable, and trash service for added convenience.

This inviting 450 sq. ft. in-law suite is the perfect blend of privacy and comfort in a peaceful neighborhood. Ideal for solo tenants or couples, it features a separate entrance and comes with utilities included. Enjoy access to a community pool and playground, while being conveniently located near shopping and dining. A fantastic low-maintenance rental opportunity for just $1,400/month!

Experience the charm of historic Winter Haven in this beautifully updated 1-bedroom, 1-bath apartment. Spanning 582 sq ft, this cozy unit features built-in details and modern finishes, including new countertops and a renovated shower. Enjoy the convenience of assigned parking, onsite laundry, and proximity to Lake Howard, shopping, and downtown attractions. Perfect for lakeside living with a touch of modern comfort. Pet-friendly and ready for you to call home!

Embrace the charm of downtown living in this inviting studio apartment featuring a generous combined living and bedroom area. A large sliding glass door bathed in natural light leads to a tranquil yard, perfect for relaxation. With 456 sq ft, this space balances comfort and convenience, just steps from the vibrant energy and amenities of Winter Haven. Ideal for those seeking simplicity in a lively locale.

This pristine 2-bed, 2-bath upstairs condo features a spacious kitchen flowing into the dining and living areas, enhanced by 10' ceilings and crown molding. Each bedroom has a walk-in closet for ample storage. Enjoy resort amenities including a half Olympic pool, tennis and pickleball courts, and an on-site restaurant with live music. Located near downtown Winter Haven with easy access to shopping and attractions, this home offers both comfort and a vibrant lifestyle.

This renovated 1-bed, 1-bath apartment boasts a sleek design with laminate floors and modern kitchen cabinets. Enjoy the convenience of in-unit laundry and high-efficiency A/C. Security cameras enhance peace of mind. Located just a short walk to public transport, schools, shopping, and dining, this cozy space is perfect for anyone seeking a blend of comfort and accessibility in the heart of Winter Haven.

This inviting 2-bedroom, 1-bath home offers a functional layout ideal for small families or individuals. Perfectly move-in ready, it features comfortable living space and a patio for relaxation. Conveniently located near shopping, dining, schools, and major roads, this cozy retreat is ready for its next tenant!

This move-in-ready 2-bedroom, 1-bath apartment boasts fresh paint and stylish updates, including stainless steel appliances, new countertops, and tile flooring. Enjoy views of the community pool from the second floor. Conveniently located near Publix and Winter Haven Hospital, with on-site laundry and exciting amenities like a dog park and picnic area coming soon. A perfect blend of comfort and accessibility awaits!

This inviting 2-bed, 1-bath apartment features a shared layout serving one bedroom with access to communal areas, ideal for comfortable living at an affordable price. With 860 sq ft, it includes essential appliances and laundry hookups. Enjoy off-street parking and proximity to local amenities like CVS and Subway. Pet-friendly policies make it a great choice for animal lovers, while rental options cater to different needs, whether sharing or renting the entire space.

Enjoy lakeside living in this beautifully updated 1-bed, 1-bath condo featuring wood-look tile flooring and serene oasis-blue interiors. The spacious living area, enhanced by natural light and picturesque lake views, offers a versatile nook perfect for relaxation or work. The modern kitchen is efficient and functional, while the renovated bathroom boasts a stylish subway-tiled tub. Step outside to enjoy green spaces, direct lake access, and stunning sunsets on the Chain of Lakes.

This well-maintained 1-bedroom, 1-bath apartment offers a functional layout with bright living and dining spaces, a spacious bedroom, and a well-appointed kitchen. Enjoy convenient amenities within a peaceful 55+ community, perfect for low-maintenance living. Located near shopping, dining, and medical facilities, it’s ideal for those seeking comfort and an active lifestyle.

This updated 2-bedroom, 1-bath condo features 840 sq. ft. of stylish living space with sleek vinyl plank and tile flooring. Enjoy the well-equipped kitchen with stainless steel appliances and in-unit laundry. A small covered balcony offers a cozy spot to unwind, while one designated parking spot enhances convenience. The community pool provides a refreshing retreat, and rent includes water and trash services. ESA pets are welcome, making this an ideal home!

This charming 1-bed, 1-bath condo features 650 sqft of comfortable living space with modern amenities, including an oven, microwave, and refrigerator. Enjoy included utilities—water, sewer, trash, WiFi, and electric—along with on-site laundry and a beautiful lawn. Pet-friendly with added security cameras for peace of mind. Perfect rental opportunity at just $1400/month.

This well-maintained 2-bedroom, 2-bathroom apartment features vaulted ceilings and elegant granite countertops, blending style and comfort in a cozy space. With ample natural light and in-unit laundry hookups, this 884 sq ft home is perfect for modern living. Experience a welcoming ambiance in this thoughtfully designed triplex. Enjoy convenience and comfort all in one place!

This pet-friendly 2-bedroom, 2-bathroom condo offers a bright and open layout with tile flooring throughout. Enjoy the fully enclosed tile patio, perfect for relaxing outdoors. Located in a tranquil community featuring a pool and shuffleboard courts, this home is just minutes from downtown Winter Haven. Residents benefit from convenient services like utility concierge and credit reporting through the Resident Benefits Package. All set for comfortable living!

This charming 2-bedroom apartment features a spacious living area and a large covered porch, perfect for relaxation. The open kitchen includes all appliances and a cozy eat-in space. Enjoy convenient access to laundry facilities with a washer/dryer and benefit from the in-ground pool for refreshing dips. Situated just moments away from major shopping and dining, this vibrant home offers both comfort and accessibility.

This beautifully updated 2-bedroom, 2-bathroom condo offers 1,073 sq. ft. of bright and open living space in a serene lakeside community. The stylish interior features luxury vinyl flooring and a galley kitchen with modern appliances. Enjoy peaceful water views from the 8x17 screened-in lanai, perfect for relaxation. Amenities include a heated community pool, clubhouse, and private dock for fishing. Pet-friendly with two dedicated parking spaces, this home is made for a low-maintenance lifestyle.

This delightful 2-bedroom, 2-bathroom end-unit condo features an inviting open floor plan across 823 square feet of living space. Enjoy ceramic tile flooring, a well-equipped kitchen, and a primary suite with a walk-in closet and private bath. Relax on the private balcony while having convenient access to shopping, dining, and major roadways. Assigned parking makes coming home a breeze in this wonderful Orchid Springs community.

This inviting 2-bedroom, 2-bath rental features plank flooring and stylish wood cabinetry with granite countertops. Enjoy the convenience of stainless steel appliances, in-unit washer & dryer, and cable-ready spaces. Located just minutes from downtown Winter Haven, with easy access to shopping, dining, and LEGOLAND®. Small pets are welcome, making this a perfect home for everyone.

This charming 2-bedroom, 2-bath condo offers a peaceful retreat for those 55+. Enjoy generous living spaces and enclosed porch with lovely garden views. The community boasts a refreshing pool and TIKI bar for relaxation, along with convenient amenities like elevator access and assigned parking. Appreciate picturesque sunrises over Lake Howard, making this a perfect spot to call home.

This inviting 2-bedroom, 1-bathroom apartment features generous room sizes and a practical layout, perfect for comfortable living. Located centrally in Winter Haven, it offers easy access to shopping, dining, and schools. Enjoy the convenience of public water, sewer, and city utilities while being just moments away from daily necessities. Ideal for those seeking an affordable and convenient home, ready for immediate occupancy!

This updated 2-bedroom, 1-bath apartment offers 800 sq ft of comfortable living in Winter Haven. Generous room sizes and a functional layout create an inviting atmosphere. Located near shopping, dining, and schools, enjoy easy access to all the essentials. Ideal for those seeking affordability and convenience, this charming unit is available for immediate occupancy. Enhance your lifestyle in this accessible and welcoming space!

This delightful 3-bedroom, 1-bath apartment offers an open floor plan and low-maintenance flooring, making it perfect for everyday living. Enjoy a cozy outdoor area, ideal for relaxation. Pet-friendly and designed for comfort, this space invites you to make it your own!

This renovated 2-bedroom, 1-bathroom condo exudes modern charm with fresh flooring and a sleek updated kitchen featuring newer cabinetry and countertops. Enjoy the convenience of in-unit laundry and a functional layout that's perfect for everyday living. Located close to shopping and dining options, this pet-friendly unit allows up to 2 pets under 75 lbs each, making it an ideal choice for comfortable living. Move-in ready with a minimum lease term of 1 year.