Winter Haven, FL Homes for Rent

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  $1,900 per month

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • House for Rent

  216 Grove Branch Rd, Winter Haven, FL 33880

  Beautiful 2020 construction home available for new tenants. Home features 4 bedrooms, 2 bathrooms, 2 car garage. Kitchen has a closet pantry and spacious island with eat in counter that opens to the living/dining space. Split bedrooms. Primary bedroom with en-suite bathroom with double sink vanity and large shower stall. 3 additional bedrooms share a hall bathroom with a tub/shower combo. Inside

  Mary Rose Bianchi FLORIDA REALTY RESULTS LLC

  216 Grove Branch Rd, Winter Haven, FL 33880
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  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • House for Rent

  3541 Harbor Cir NW, Winter Haven, FL 33881

  Presenting a delightful retreat in a gated community at 3541 Harbor Cir NW, Winter Haven, FL 33881, where charm and comfort coalesce in perfect harmony. This inviting 1574 sq ft home offers two spacious bedrooms with a split floor plan , ensuring ample privacy and relaxation for all occupants. With two full baths, mornings will be a breeze, and evenings can end with a soothing soak. The open

  3541 Harbor Cir NW, Winter Haven, FL 33881
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  $1,690 per month

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • House for Rent

  507 Taylor Blvd, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  507 Taylor Blvd, Winter Haven, FL 33880
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  $2,595 per month

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • House for Rent

  6020 Kaley Dr, Winter Haven, FL 33880

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2859.90. That covers your base rent, $2595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  6020 Kaley Dr, Winter Haven, FL 33880
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  $1,860 per month

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • House for Rent

  4038 Doral, Winter Haven, FL 33884

  Discover this charming 3-bedroom, 2-bath rental home in a peaceful Winter Haven neighborhood with no HOA! Offering 1,428 sq ft of comfortable living space, this home features a traditional floor plan with defined living, dining, and kitchen areas—ideal for those who appreciate privacy and separation between rooms.The spacious kitchen includes ample cabinet storage and overlooks the

  Holly Piccola S & D REAL ESTATE SERVICE LLC

  4038 Doral, Winter Haven, FL 33884
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  $995 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  722 W Central Ave, Winter Haven, FL 33880

  This 1 bedroom upstairs unit of a duplex is available soon for rent right off of Lake Howard. This unit is freshly painted and offers an open floorplan to maximize the space. Lawncare included in the rent to minimize cost for the perfect renter. This property is conveniently located to restaurants, schools and shopping centers and offers a unique opportunity to rent your own piece of Winter Haven

  722 W Central Ave, Winter Haven, FL 33880
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  $1,400 per month

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

  1004 Eagle Pond Dr Unit D10, Winter Haven, FL 33884

  FRESH INTERIOR PAINT!Enjoy the convenience of this first-floor corner-unit located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club.Features include 2 bedrooms, 2 bathrooms, open kitchen and living area, inside laundry room, split bedrooms with ample closet space, exterior storage closet and one assigned parking space.Maximum 2 vehicles allowed.No commercial

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  1004 Eagle Pond Dr Unit D10, Winter Haven, FL 33884
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  $1,300 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  117 5th St NE Unit 117, Winter Haven, FL 33881

  Property Id: 1302032** AVAILABLE BY AUGUST 7/25 **First level unit, Fully Furnished 2 bed/1 bath. Close to Downtown, Restaurants, Attractions, Hospitals, Schools etc. Monthly Rent includes:Water, Trash, Sewer and Gas Fuel for Water Heater. Complete Kitchen set, Bathroom and Dining room. Communal Laundry coming soon! Requirements:No Evictions, Must have good income

  117 5th St NE Unit 117, Winter Haven, FL 33881
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • House for Rent

  365 Corso Loop, Winter Haven, FL 33884

  Don’t miss out on this beautiful 4-bedroom, 2-bath home built in January 2021!Featuring a spacious and well-designed layout, this home offers everything a family needs.From the moment you arrive, you'll notice the inviting curb appeal and the wide concrete driveway leading to a generously sized garage. Inside, enjoy the modern open floor plan with tile flooring throughout the main living areas,

  Amis Quijada MY REALTY GROUP, LLC.

  365 Corso Loop, Winter Haven, FL 33884
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  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • Condo for Rent

  235 6th St NW Unit 207, Winter Haven, FL 33881

  Property Id: 1303520Easy low cost living plus your own huge Terrace! These units rarely become available and this unit has it all plus it's a very efficient cement fortress! Recently fully renovated with 857 in unit sq ft plus one of only 2 units with another outside est 700 sq ft terrace of your very own! Amenities include security, electronic key fob to access the building, a community

  235 6th St NW Unit 207, Winter Haven, FL 33881
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  $1,800 per month

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

  912 Lake Jessie Dr Unit 2, Winter Haven, FL 33881

  Be the first to live in this fully renovated 1 bedroom, 1 bath unit on Lake Jessie in Winter Haven! This all-new lakefront home offers boat dock access, perfect for enjoying the Chain of Lakes lifestyle. The interior is bright and modern, with stylish finishes and plenty of natural light. Water, electric, and internet are all included — just move in and start living. Conveniently located in-town,

  Lucy Hinson RE/MAX HERITAGE

  912 Lake Jessie Dr Unit 2, Winter Haven, FL 33881
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  $1,125 per month

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

  1063 Spirit Lake Rd, Winter Haven, FL 33880

  Experience comfortable living in this well-designed 1-bedroom, 1-bathroom single-family home, offering a spacious layout of 600 square feet. The home features essential amenities that cater to your everyday needs, including ceiling fans for optimal air circulation and an efficient air conditioning system to maintain a comfortable temperature year-round. The modern kitchen is equipped with a range

  1063 Spirit Lake Rd, Winter Haven, FL 33880
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  $2,000 per month

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

  912 Lake Jessie Dr Unit 3, Winter Haven, FL 33881

  Beautifully renovated upstairs 1 bedroom, 1 bathroom unit with a sleek, modern design. Enjoy the convenience of in-unit laundry and stunning views of Lake Jessie. This property includes access to a dock, and water, electric, and internet are all included in the rent. Whether you're relaxing indoors or enjoying the lakeside lifestyle, this unit offers comfort and convenience in a serene setting.

  Lucy Hinson RE/MAX HERITAGE

  912 Lake Jessie Dr Unit 3, Winter Haven, FL 33881
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  $1,595 per month

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft
  • House for Rent

  968 Sunshine Way SW, Winter Haven, FL 33880

  This 2/2 with a bonus room will be available soon. This home features tile floors and a fenced yard. Screened porches on both the front and the back of the home. Single car garage. Galley style kitchen. Separate dining room. Pets will be considered with an approved pet screening.Please view our virtual tour at Upon approval tenants will be subject to a $150 one-time tenant set up

  968 Sunshine Way SW, Winter Haven, FL 33880
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  $1,350 per month

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

  Unlisted Address

  Quiet lakefront apartment located in SW Winter Haven. Don't pass up this oprotunity to enjoy this quiet peacful location. Rent includes electricity, water and internet.

  Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  Unlisted Address
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  $1,200 per month

  • 1 Bed
  • 2 Baths
  • 823 Sq Ft
  • Condo for Rent

  630 Pavare Ct, Winter Haven, FL 33884

  Property Id: 1928966630 Pavare Ct, a charming 1 bedroom, 2-bath in the desirable Orchid Springs community. With Bonus Room for office or Den Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with ceramic tile flooring and soothing neutral paint tones. The great room effortlessly flows into the dining area and kitchen, creating an ideal setting for

  630 Pavare Ct, Winter Haven, FL 33884
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  $2,000 per month

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

  912 Lake Jessie Dr Unit 1, Winter Haven, FL 33881

  Enjoy lakefront living in this beautifully upgraded 2 bedroom, 1 bath unit on Lake Jessie — complete with a private boat dock and serene water views. This bright and airy home features modern finishes, updated flooring, and a spacious open layout that invites natural light throughout. Water, electric, and internet are all included, making for stress-free living. Located in-town, you’re just

  Lucy Hinson RE/MAX HERITAGE

  912 Lake Jessie Dr Unit 1, Winter Haven, FL 33881
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  $1,375 per month

  • 4 Beds
  • 3.5 Baths
  • Townhouse for Rent

  6024 Kaley Dr, Winter Haven, FL 33880

  Property Id: 2074690single family home, available for move in as soon as possible, Also affordable and comfortable, leave your name and mobile number with a message and the landlord will be in contact with you. Please follow the instructions! Leave your number ##

  6024 Kaley Dr, Winter Haven, FL 33880
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  $1,250 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  44 Stebbins Dr Unit 44, Winter Haven, FL 33884

  Own your own home in a quiet, well-maintained neighborhood! This 2 bed/2 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Grove Shores, a professionally managed community. Ask about our special incentive programs! This one won't last long!

  Tori Coil Grove Shores

  44 Stebbins Dr Unit 44, Winter Haven, FL 33884
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  $1,195 per month

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

  550 Woodpecker Pike, Winter Haven, FL 33881

  This charming 1 bedroom mobile home can easily be used as two bedroom as it has a generously sized bonus room. This residence offers a serene retreat perfect for those seeking a peaceful living experience. Nestled in the vibrant Lake Deer mobine home community, this one-bedroom abode promises a delightful blend of warmth and functionality. The home is newly updated and ensures every square foot

  550 Woodpecker Pike, Winter Haven, FL 33881
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  $1,820 per month

  • 2 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • House for Rent

  3217 Timberline Rd, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  3217 Timberline Rd, Winter Haven, FL 33880
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  $2,399 per month

  • 5 Beds
  • 2.5 Baths
  • 2,216 Sq Ft
  • House for Rent

  956 Harold Pass, Winter Haven, FL 33884

  Welcome to your new home in the heart of Winter Haven! This stunning five-bedroom, two-and-a-half-bathroom single-family home, built in 2024, offers a perfect blend of modern living and community charm. With a spacious floor area of 2,216 square feet, this property features a striking two-story exterior and a welcoming front porch. The open-concept kitchen boasts stainless steel appliances and a

  956 Harold Pass, Winter Haven, FL 33884
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  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 626 Sq Ft
  • House for Rent

  1756 2nd St NE, Winter Haven, FL 33881

  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

  Daniel Hut HUT TEAM REALTY

  1756 2nd St NE, Winter Haven, FL 33881
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  $2,290 per month

  • 4 Beds
  • 3 Baths
  • 1,793 Sq Ft
  • House for Rent

  2036 Marigold Alley, Winter Haven, FL 33884

  Welcome to your next rental opportunity in charming Winter Haven, Florida! This property is ideally situated, offering convenience and comfort for your everyday lifestyle. You'll find yourself just moments away from several excellent dining options and department stores. Plus, Winter Haven Hospital is only a short 13-minute drive, ensuring peace of mind regarding health and wellness.This

  2036 Marigold Alley, Winter Haven, FL 33884
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  $1,150 per month

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

  514 Avenue C NE Unit 4, Winter Haven, FL 33881

  Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent.

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  514 Avenue C NE Unit 4, Winter Haven, FL 33881
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  $2,220 per month

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

  1947 Bretton Ridge Dr, Winter Haven, FL 33884

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  1947 Bretton Ridge Dr, Winter Haven, FL 33884
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  $2,500 per month

  • 4 Beds
  • 3 Baths
  • 2,372 Sq Ft
  • House for Rent

  1114 Brimstone Cir, Winter Haven, FL 33884

  Discover modern living at Harmony on Lake Eloise in this stunning 4-bedroom, 3-bath single-family home built in 2024, offering approximately 2,476 Sq.Ft of elegant space on the largest lot in the community. A well-defined open floorplan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops,

  Nevis Pipia LA ROSA REALTY KISSIMMEE

  1114 Brimstone Cir, Winter Haven, FL 33884
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  $1,380 - $2,265 per month

  Alera at Hunters Glen

  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

  3005 Willow Glen Cir, Lake Wales, FL 33859
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  $2,100 per month

  • 3 Beds
  • 3 Baths
  • 1,696 Sq Ft
  • House for Rent

  130 Avenue H SE, Winter Haven, FL 33880

  Beautiful 2 story house with lots of character. 2 bedrooms with full baths upstairs and a 3rd bedroom downstairs. Huge kitchen, fully remodeled with gorgeous granite countertops and backsplash. Huge patio with access from from the street behind as well.

  Nancy Parkhurst LA ROSA REALTY KISSIMMEE

  130 Avenue H SE, Winter Haven, FL 33880
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  $1,430 per month

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

  3008 Saint Paul Dr Unit 3014, Winter Haven, FL 33880

  Beautiful 2/1 VIEW TODAY!

  Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

  3008 Saint Paul Dr Unit 3014, Winter Haven, FL 33880
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  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft
  • House for Rent

  957 Deming Dr, Winter Haven, FL 33880

  3 Bedroom and 2 Bath Home with Beautiful Designer Finishes throughout the Home. The Kitchen has granite counters including an extra-large island with built in table. The Master Bath has separate vanities, garden soaking tub, walk in shower and a large master closet. The flooring throughout the home is luxury wood plank vinyl. The garage floor has been treated with an epoxy finish. Great Location

  Darrin Brown HANOVER REAL ESTATE AGENCY

  957 Deming Dr, Winter Haven, FL 33880
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  3216 Royal Tern Dr, Winter Haven, FL 33881

  Welcome to 3216 Royal Tern Dr, Winter Haven, FL 33881 – a beautiful 4-bedroom, 2-bath home nestled in the desirable Lakeside Landings community! Built in 2020, this move-in-ready home offers over 1,800 sq ft of bright, open living space, perfect for families or anyone looking to enjoy peace and comfort.

  Yulimar Yuraima Betancourt Caldera AGENT TRUST REALTY CORPORATION

  3216 Royal Tern Dr, Winter Haven, FL 33881
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  $1,495 per month

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Apartment for Rent

  796 Avenue L SW, Winter Haven, FL 33880

  FOR RENT - 2 BEDROOM/2 BATH DUPLEX - NEW CONSTRUCTION - COME SEE THIS GORGEOUS UNIT. IT COMES WITH ALL OF THE APPLIANCES. IT IS CLOSE TO THE POLK PARKWAY TO THE SOUTH AND ALL OF CENTRAL FLORIDA'S ATTRACTIONS TO THE EAST AND IT'S NEAR LEGOLAND! COME SEE IT TODAY!

  Linda Andre COLDWELL BANKER REALTY

  796 Avenue L SW, Winter Haven, FL 33880
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  $2,250 per month

  • 3 Beds
  • 2 Baths
  • 1,915 Sq Ft
  • House for Rent

  2190 Belaire Dr, Winter Haven, FL 33880

  This beautifull 3-bedroom, 2-bath pool home offers the perfect blend of comfort, space, and location. Tucked away on a quiet cul-de-sac in a peaceful neighborhood, this 1,915-square-foot home features a charming fireplace, a spacious front yard, and a private side driveway with garage parking. Lawn care and pool maintenance are both included in the rent, making outdoor living easy and enjoyable.

  Frank Torres LAND SOUTH PROPERTIES & MGT LL

  2190 Belaire Dr, Winter Haven, FL 33880
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  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Condo for Rent

  2160 San Marcos Cir SE Unit 512, Winter Haven, FL 33880

  **No Deposit, Partial Deposit, or Full Deposit Options for renters are available — supported by ObligoExperience modern lakeside living in this beautifully upgraded 2-bedroom, 2-bathroom loft condo located at 2160 San Marcos Cir SE, Unit 512, in Winter Haven, FL. This newly constructed 1,250 sq ft upstairs unit offers a bright, open layout enhanced by fresh interior paint, luxury vinyl

  Avi Sela SAFETYNET REALTY

  2160 San Marcos Cir SE Unit 512, Winter Haven, FL 33880
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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,090 Sq Ft
  • Condo for Rent

  403 Laurel Cove Way Unit 403, Winter Haven, FL 33884

  This beautifully maintained 2-bedroom, 2-bath ground-floor condo is nestled within the highly sought-after gated community of Winterset. Step inside to discover an open-concept living and dining area that seamlessly connects to a screened lanai overlooking the tranquil waters of Lake Winterset—perfect for morning coffee or evening relaxation.The kitchen features a breakfast bar, stainless steel

  Michelle Heath FULL SERVICE PROPERTY MANAGEMENT

  403 Laurel Cove Way Unit 403, Winter Haven, FL 33884
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  $1,860 per month

  • 3 Beds
  • 2 Baths
  • 2,154 Sq Ft
  • Apartment for Rent

  2233 9th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Waterfront corner unit townhome on Lake Lulu! Chain of lakes living! Check out this 3 bedroom 2 bath 2160 sq ft townhome. This property offers stunning views of Lake Lulu. The home boast an open floor plan. Spacious bedrooms. 2 car garage with workshop. Spacious Laundry room with washer and dryer connections. Large screen room with amazing water

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  2233 9th St SE, Winter Haven, FL 33880
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • House for Rent

  1543 Jessica Blvd, Winter Haven, FL 33884

  Be the first to live in this beautiful brand-new single-family home located in the peaceful and growing community of Peace Creek Reserve in Winter Haven! 3 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining.Oversized backyard – ideal for outdoor enjoyment, family gatherings. Stainless steel appliances included

  Keilly Sanchez PFS REALTY LLC

  1543 Jessica Blvd, Winter Haven, FL 33884
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  $1,500 per month

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

  506 Winter Terrace Unit 506, Winter Haven, FL 33881

  FOR RENT - 2 BEDROOM/2 BATH CONDOMINIUM - TAKE A DIP IN THE BEAUTIFUL SWIMMING POOL AT WINTER RIDGE, PLAY BINGO WITH THE NEIGHBORS IN THE CLUBHOUSE, OR TAKE YOUR FAMILY TO HAVE FUN FISHING OFF THE PRIVATE PIER ON LAKE SMART WHICH IS PART OF THE CHAIN OF LAKES. WHATEVER YOU DO, YOU'LL LOVE THIS IMMACULATE UNIT THAT COMES WITH ALL THE APPLIANCES INCLUDING THE WASHER AND DRYER. THE BACK PORCH IS

  Linda Andre COLDWELL BANKER REALTY

  506 Winter Terrace Unit 506, Winter Haven, FL 33881
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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • House for Rent

  1481 Haines Dr, Winter Haven, FL 33881

  Incentive Offer: “Limited Time Offer – Sign a lease by September 30, 2025, and receive 50% off your second month’s rent!Charming 3-Bedroom Home with Solar & Fresh Interior Paint – Modern Comfort in Lucerne Park, Winter Haven!Welcome to this beautifully maintained 3-bedroom, 2-bath single-family ranch in the desirable Lucerne Park community of Winter Haven. Designed for both comfort and

  Katrina Anarumo RENT A FLORIDA HOME

  1481 Haines Dr, Winter Haven, FL 33881

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