Apartments for Rent Near Winter Haven Senior in Winter Haven - 33 rentals

Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Donna Williams (863-701-3663)

Remarks: Like New Home in Haines City offers, two-story layout with four bedrooms and 2.5 bathrooms. The open, spacious floor plan includes a loft and a bonus room that can adapt to your needs, while the kitchen features granite countertops, a central island, and stainless steel appliances open to family room. All bedrooms are on 2nd floor for added privacy. A large fenced-in yard provides outdoor privacy and usable space. Well-suited for modern living, this recently built home combines practical design and contemporary finishes in Winter Haven, FL.

Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)

Listing Agent: Kristen Chowdhury (407-721-3829)

Remarks: Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience. Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The sleek, modern kitchen features gray cabinetry, quartz countertops, a spacious integrated island, and a walk-in pantry—perfect for both everyday living and entertaining. The owner’s suite is tucked away at the back of the home, just off the kitchen and living room, and boasts a large walk-in closet and a beautifully appointed en suite bathroom. Custom noise-resistant windows in the master bedroom ensure peaceful rest and privacy. Smart home features elevate the living experience, including smart light switches compatible with Alexa and Google, a smart garage door opener with an exterior keypad for easy access, and a keyless smart lock on the front door. Ceiling fans are installed throughout the home for added comfort and energy efficiency. Situated on a massive .32-acre wedge lot, this property offers one of the largest yards in the community—a rare find in an HOA neighborhood. Landscaping service is included, making maintenance a breeze. Don’t miss your chance to live in a like-new home with premium finishes, cutting-edge smart features, and an expansive outdoor space. Available now—schedule your tour today!

Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)

Listing Agent: Christin Davis (863-259-4600)

Remarks: 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 features a functional design, well-distributed spaces, and plenty of natural light, creating a cozy and practical environment for daily living. Call or write today to schedule a tour

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maria Loayza Jimenez (570-856-6822)

Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath rental located in the desirable Lake Smart Estates community of Winter Haven! This spacious home features an open and functional floor plan with high ceilings, a large living and dining area, and a bright kitchen complete with breakfast bar and ample cabinet space. Enjoy laminate flooring throughout, generously sized bedrooms, and a private primary suite designed for comfort and relaxation. Step outside to the screened lanai, perfect for enjoying Florida evenings. Community amenities include a pool and lakefront dock with access to Lake Julius and the Winter Haven Chain of Lakes.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Stephanie Florez (407-810-5874)

Remarks: MOVE-IN READY second floor Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features hard floors throughout (no carpet!), newer interior paint, newer kitchen appliances, interior laundry (with newer front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities, repairs, pest control, and trash collection are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)

Remarks: 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 tile tub/shower. Conveniently located near shopping, Walmart, Publix, Legoland, and quick access to HWY 27 for Orlando/Tampa.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly makes this property stand out is the private annex/guest house, complete with its own separate entrance, 1 bedroom, 1 bathroom, semi-equipped kitchen, and private laundry area, creating the perfect setup for extended family, guests, multi-generational living, or a private retreat space. This rare “home within a home” offers flexibility, privacy, and functionality that is hard to find at this price point. Conveniently located near US-27, shopping, dining, and everyday essentials, this unique property is a must-see to truly appreciate its layout and possibilities. Schedule your private showing today.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Lizandra Troisi Passos (321-337-9448)

Remarks: One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.

Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)

Listing Agent: Christin Davis (863-259-4600)

Remarks: Cozy 1 bedroom, 1 bathroom unit located on the second floor. Situated in a calm, residential neighborhood near a local school, with convenient access to downtown just minutes away. Approximately 10–15 minutes from Legoland, offering an ideal central location. No pets allowed. First month’s rent and security deposit required. A great option for comfortable and convenient living.

Listing is courtesy of: MASIS ROYALTY REAL ESTATE (760-620-2065)

Listing Agent: Liljana Masis (760-620-2065)

Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Sylvain Sara (727-623-5327)

Remarks: VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the backyard provides peace of mind and privacy. A wooden picnic bench and table add convenience for enjoying your morning coffee or relaxing outdoors. Inside, enjoy a cozy open floor plan filled with natural light. Recent updates include: new appliances, tankless water heater, roof with decking, plumbing, electrical, wood cabinets, and quartz countertops. All major systems have been updated—this is a true turnkey home! Utilities to be covered by the tenant. Do NOT wait, it will NOT last long! Contact us today to schedule a showing!

Listing is courtesy of: HUT TEAM REALTY (407-559-2929)

Listing Agent: Daniel Hut (863-400-6090)

Remarks: MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities, repairs, pest control, and trash collection are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.

Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)

Listing Agent: Kayly Malinas, Pa (863-258-1426)