Newest Homes for Rent in Winter Haven, FL

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  Starting at $959 Per Month

  • Studio - 3 Beds

  7676 Carlton Arms Blvd, Winter Haven, FL 33884

  Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

  Carlton Arms Of Winter Haven

  

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
• Explore Winter Haven

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  Starting at $1,380 Per Month

  • 1 - 3 Beds

  3005 Willow Glen Cir, Lake Wales, FL 33859

  Set Your Own Pace at Alera at Hunters GlenDiscover a modern vision for upscale apartment living at Alera at Hunters Glen—where style meets simplicity in Lake Wales, FL. Embrace the freedom of a lock-and-leave lifestyle in a sophisticated community designed for those who live life on their own terms. With a seamless blend of contemporary design and refined elegance, Alera is where your

  Alera at Hunters Glen

  

  3005 Willow Glen Cir, Lake Wales, FL 33859
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  Starting at $1,455 Per Month

  • 1 - 3 Beds

  1015 Mahaffey Rd, Winter Haven, FL 33884

  A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

  The Carlton at Lake Dexter

  

  1015 Mahaffey Rd, Winter Haven, FL 33884
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  Starting at $997 Per Month

  • 1 - 3 Beds

  200 Avenue K SE, Winter Haven, FL 33880

  Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

  Briarcrest at Winter Haven

  

  200 Avenue K SE, Winter Haven, FL 33880
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  Starting at $1,499 Per Month

  • 1 - 3 Beds

  1015 Lake Forest Blvd, Winter Haven, FL 33884

  Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

  The Waverly at Winter Haven

  

  1015 Lake Forest Blvd, Winter Haven, FL 33884
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  $2,225 Per Month

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft
  • House for Rent

  1947 Bretton Ridge Dr, Winter Haven, FL 33884

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Haven, FL, could be just what you’re looking for. Enjoy

  1947 Bretton Ridge Dr, Winter Haven, FL 33884
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  Starting at $1,334 Per Month

  • 1 - 3 Beds

  4025 Lake Ned Village Cir, Winter Haven, FL 33884

  Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

  Vista Lake Ned

  

  4025 Lake Ned Village Cir, Winter Haven, FL 33884
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  $2,489

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Condo for Rent

  1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881

  The advertised rate of $2,490/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
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  Starting at $1,225 Per Month

  • 1 - 3 Beds

  4900 Cypress Gardens Rd, Winter Haven, FL 33884

  A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

  The Arbours at Garden Grove

  

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
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  Starting at $1,330 Per Month

  • Studio - 2 Beds

  265 Ave E SW, Winter Haven, FL 33880

  Discover the essence of upscale living at The Breeze, where the vibrant spirit of Winter Haven meets the serenity of a private retreat. Our community was designed for those who demand more from their surroundings. Each residence serves as a masterclass in architectural efficiency, blending high-performance energy standards with "luxury-first" essentials. From gourmet-inspired kitchens to living

  The Breeze

  

  265 Ave E SW, Winter Haven, FL 33880
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  Starting at $1,605 Per Month

  • 1 - 2 Beds

  200 Avenue C SW, Winter Haven, FL 33880

  Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

  Raindance

  

  200 Avenue C SW, Winter Haven, FL 33880
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  Starting at $1,441

  Total Monthly Price

  • 1 - 2 Beds

  3110 Gowan Dr, Winter Haven, FL 33884

  Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

  Prose Cypress Pointe

  

  3110 Gowan Dr, Winter Haven, FL 33884
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  $2,025 Per Month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  349 S Haven Ct, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience come together

  349 S Haven Ct, Winter Haven, FL 33880
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  Starting at $1,099 Per Month

  • Studio - 2 Beds

  350 24th St NW, Winter Haven, FL 33880

  Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

  Haven at Lake Deer

  

  350 24th St NW, Winter Haven, FL 33880
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  $2,025 Per Month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  211 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience

  211 Southern Breeze Lp, Winter Haven, FL 33880
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  $2,155 Per Month

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft
  • House for Rent

  4693 Osprey Way, Winter Haven, FL 33881

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, might be the perfect fit for your lifestyle. See

  4693 Osprey Way, Winter Haven, FL 33881
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  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  1308 3rd St NE, Winter Haven, FL 33881

  Beautiful and spacious 2/1 for rent. Located at 1308 3rd st ne, Winter Haven, FL 33881.Freshly painted, newer kitchen cabinets, large backyard space.House is located across from an older community residence on a very quiet street.Requirements:-Show proof of income-First month and deposit to move in

  1308 3rd St NE, Winter Haven, FL 33881
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  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  1167 Tyler Lp, Winter Haven, FL 33884

  Welcome to your home! This spacious 3-bedroom house, with an additional office space, offers everything you need for comfortable and convenient living.Featuring 2 full bathrooms, ready for professionals working from home, or anyone who values a bit of extra space. The open and inviting layout provides a seamless flow between the living, dining, and kitchen areas, making it perfect for

  1167 Tyler Lp, Winter Haven, FL 33884
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  $1,730 Per Month

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft
  • House for Rent

  3702 Imperial Dr, Winter Haven, FL 33880

  Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

  3702 Imperial Dr, Winter Haven, FL 33880
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  $2,160 Per Month

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • House for Rent

  4736 Mandolin Loop, Winter Haven, FL 33884

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, might be the perfect fit for your lifestyle. See

  4736 Mandolin Loop, Winter Haven, FL 33884
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  $2,030 Per Month

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • House for Rent

  505 Reddicks Cir, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  505 Reddicks Cir, Winter Haven, FL 33884
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  $1,965 Per Month

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • House for Rent

  7172 Summit Dr, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  7172 Summit Dr, Winter Haven, FL 33884
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  $2,020 Per Month

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  1506 Kaylor Ct NE, Winter Haven, FL 33881

  Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

  1506 Kaylor Ct NE, Winter Haven, FL 33881
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  $2,050 Per Month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • House for Rent

  228 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Apply now or schedule your self-tour today and take the first step toward getting more than just a place to

  228 Southern Breeze Lp, Winter Haven, FL 33880
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  $2,110 Per Month

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft
  • House for Rent

  444 Lanham Dr, Winter Haven, FL 33881

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy outdoor

  444 Lanham Dr, Winter Haven, FL 33881
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  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  2221 9th St SE, Winter Haven, FL 33880

  Check out this 2 bedroom 2 bath on Lake Lulu. This lakefront apartment offers so much. 2 levels, open kitchen with real wood cabinets, exposed wood been ceiling in living room, large bedrooms, screen lanai and 2nd floor balcony overlook beautiful lake views. New carpeting, freshly painted, 1 car carport with additional storage. Great location in chain of lakes. Easy access to shopping and Publix.

  2221 9th St SE, Winter Haven, FL 33880
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  $1,550 Per Month

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • House for Rent

  204 Chaucer Ln, Winter Haven, FL 33884

  Centrally located 2 bedroom 2 bath. This home has been updated with new flooring and paint throughout. 2 car garage, screen lanai, fenced yard.**This home comes with high speed internet up to 1 Gig at an exclusive group rate of $60/month (In addition to advertised rent), and includes 24/7 premium support and setup to help get you connected at move-in**Administration Fee:Upon

  204 Chaucer Ln, Winter Haven, FL 33884
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  $2,199 Per Month

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • House for Rent

  112 Waterside Cir, Winter Haven, FL 33880

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,821 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

  112 Waterside Cir, Winter Haven, FL 33880
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  $1,835 Per Month

  • 2 Beds
  • 1 Bath
  • 1,209 Sq Ft
  • House for Rent

  624 Lake Elizabeth Dr, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

  624 Lake Elizabeth Dr, Winter Haven, FL 33884
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  $1,730 Per Month

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • House for Rent

  2024 10th St NW, Winter Haven, FL 33881

  Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

  2024 10th St NW, Winter Haven, FL 33881
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  Starting at $1,100 Per Month

  • 1 - 2 Beds

  102 Landings Way, Winter Haven, FL 33880

  Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

  The Landings Apartment Homes

  102 Landings Way, Winter Haven, FL 33880
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  $1,940 Per Month

  • 4 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • House for Rent

  839 Cinnamon Dr, Winter Haven, FL 33880

  Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

  839 Cinnamon Dr, Winter Haven, FL 33880
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  $2,996

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Condo for Rent

  919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880

  The advertised rate of $2,996/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880
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  $1,779 Per Month

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • House for Rent

  518 Squires Grove Dr, Winter Haven, FL 33880

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,764 square feet, this well-maintained home offers a high standard of rental living,

  518 Squires Grove Dr, Winter Haven, FL 33880
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  $2,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • House for Rent

  4651 Magnolia Ave, Winter Haven, FL 33880

  Property Id: 2816201 Welcome to this beautiful and well-maintained 3-bedroom, 2-bathroom home located in the Magnolia Preserve community of Winter Haven. Offering 1,393 sq. ft. of comfortable living space, this home features a desirable split-bedroom floor plan, providing added privacy with the primary suite located separately from the additional bedrooms. The home features newer

  4651 Magnolia Ave, Winter Haven, FL 33880
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  $1,695 Per Month

  • 3 Beds
  • 1 Bath
  • House for Rent

  14-26 26th St NW, Winter Haven, FL 33881

  Property Id: 2817555 Nice yard Large 3 Bedroom 1 Bathroom house, nice yard, carport for rent. Taking applications. Asking $1775 can leave it at $1695* per month. Outside showing and Driving at the moment. Area of Lake Cannon Winter Haven NW 26 ST Havendale Blvd. One block from Lake Cannon and Park. If interested and for more information please call. Please leave a message if no answer

  14-26 26th St NW, Winter Haven, FL 33881
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  $2,250 Per Month

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • House for Rent

  737 Lake Martha Dr NE, Winter Haven, FL 33881

  Property Id: 945068 Large Lake House 4 bedroom 2 bath home at waters edge has a lot of charm. There is a laundry room off the large kitchen. A large screened porch faces the lake. Spend the day relaxing under the large porch with two fans. Barbecue on and enjoy lakefront as if you are on vacation. You might spot a bald eagle flying above while fishing on the lake. •

  737 Lake Martha Dr NE, Winter Haven, FL 33881
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  Starting at $1,249 Per Month

  • 1 - 2 Beds

  5004 Dream Dr, Winter Haven, FL 33880

  Dream Winter Haven offers comfortable, brand-new one-, two-, and three-bedroom apartment homes in Winter Haven, Florida, thoughtfully designed to provide modern convenience, connection, and a welcoming place to call home. Ideally located in Central Florida, our pet-friendly community provides easy access to shopping, dining, entertainment, outdoor recreation, and LEGOLAND Florida. Residents enjoy

  Dream Winter Haven

  

  5004 Dream Dr, Winter Haven, FL 33880
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  $1,735 Per Month

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • House for Rent

  835 Summer Glen Dr, Winter Haven, FL 33880

  Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy the privacy

  835 Summer Glen Dr, Winter Haven, FL 33880
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  $2,200 Per Month

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • House for Rent

  2801 Avenue U NW, Winter Haven, FL 33881

  Very Spacious, 4 Bed 2 bath home conveniently located in Winter Haven FL. Home boasts large family room, open kitchen, together with detached work shop and carport!! Get this one while it lasts. Call

  2801 Avenue U NW, Winter Haven, FL 33881

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