Winter Haven, FL Homes for Rent

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  $1,100 per month

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

  118 Oak Crest Dr NW, Winter Haven, FL 33881

  HALF OFF FIRST MONTHS RENT! Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday

  David Small KELLER WILLIAMS REALTY SMART 1

  118 Oak Crest Dr NW, Winter Haven, FL 33881
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  $1,300 per month

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

  626 W Central Ave, Winter Haven, FL 33880

  Adorable 2 bed/ 1 bath in Downtown Winter Haven! This 1/2 duplex has just been remodeled and features washer/dryer hookups, NO CARPET, stainless steel appliances, and luxury vinyl flooring. Conveniently located in Downtown Winter Haven, you'll be minutes away from plenty of food, shopping, and LEGOLAND. Call for your private showing today, this won't last long!Resident Benefits Package,

  626 W Central Ave, Winter Haven, FL 33880
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  $2,030 per month

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • House for Rent

  2122 Chris Dr, Winter Haven, FL 33884

  Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and

  Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

  2122 Chris Dr, Winter Haven, FL 33884
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  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft
  • Condo for Rent

  430 Ave B NE Unit B, Winter Haven, FL 33881

  2 BD/1 BA APARTMENT AVAILABLE FOR LONG-TERM LEASE! This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss

  430 Ave B NE Unit B, Winter Haven, FL 33881
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  $3,100 per month

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft
  • House for Rent

  740 Grove St, Winter Haven, FL 33881

  Nestled in the serene location of Winter Haven; beautiful house conveniently located near Lego Land. 5 bedrooms, 3 bathrooms, 2-car garage, stainless steel appliances. Fenced-in backyard offering space and privacy. Includes smart home technology so that you can connect to your home via smartphone. Enjoy Winter Haven's main attractions and sights such as boating on the Chain of Lakes and Antique

  Claudia Pulgarin Capital Nest Realty, LLC

  740 Grove St, Winter Haven, FL 33881
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  $1,300 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  163 Ave a SE Unit 1, Winter Haven, FL 33880

  Freshly renovated and full of charm, this downstairs unit puts you right by downtown Winter Haven. Enjoy hard-surface flooring throughout, in-unit laundry hookups, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today!Security deposit is $1,300 and pet fees are $250

  163 Ave a SE Unit 1, Winter Haven, FL 33880
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  $1,100 per month

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

  140 Avenue W NW Unit 2, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer.

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 2, Winter Haven, FL 33881
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  $1,750 per month

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

  400 Avenue I SE, Winter Haven, FL 33880

  AVAILABLE: NOWPets: OK – 1 Small only (up to 35 lbs.) (Dangerous Pets are not permitted, Pit Bulls, etc.)***EASY TO VIEW AT A CONVENIENT TIME******EASY TO APPLY*** Once ALL ADULTS have VIEWED this property, go here: SAVE MONEY ON THE APPLICATION FEES: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid

  400 Avenue I SE, Winter Haven, FL 33880
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  $1,100 per month

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

  140 Avenue W NW Unit 3, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer.

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 3, Winter Haven, FL 33881
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  $1,950 per month

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

  930 Summer Glen Dr, Winter Haven, FL 33880

  Welcome to this bright and roomy 4 bed, 2 bath home featuring a desirable split floorplan with the master bedroom privately situated on the opposite side of the house. Enjoy an open layout with plenty of living space, perfect for relaxing or entertaining. The home includes a full-size washer and dryer, a 2-car garage, and ample storage throughout. Comfort, convenience, and space all in

  930 Summer Glen Dr, Winter Haven, FL 33880
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • House for Rent

  263 Sunfish Dr, Winter Haven, FL 33881

  Now available for rent in the Lake Lucerne community—this well-maintained 4-bedroom, 2-bathroom home features a spacious and open floor plan.Newly fenced yard. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island that overlooks the living and dining areas. The primary suite offers a walk-in closet and private bath. Tile flooring is featured in the main

  Leslie Soto HONEST EXPERTS REAL ESTATE LLC

  263 Sunfish Dr, Winter Haven, FL 33881
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  $1,150 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • 2 Bedroom 1 Bathroom in Winter Haven

  136 Ave C NE, Winter Haven, FL 33881

  Beautiful 2 Bedroom 1 Bathroom apartment in Winter Haven HOA APPROVAL MANDATORYLessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider.All residents

  136 Ave C NE, Winter Haven, FL 33881
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  $1,600 per month

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

  1704 Eagle Pond Dr Unit 1704, Winter Haven, FL 33884

  GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium has just been partially renovated to include luxury vinyl flooring and fresh paint throughout. Key features are interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite

  Kayly Malinas JOHN WOOD REALTY, INC.

  1704 Eagle Pond Dr Unit 1704, Winter Haven, FL 33884
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  $1,599 per month

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Three-Bedroom Home Near the Chain of Lakes

  109 Harbor Dr, Winter Haven, FL 33881

  Charming and three-bedroom, two-bathroom home perfectly located near the beautiful Chain of Lakes in Winter Haven! This inviting home offers an open floor plan with plenty of natural light and room to relax or entertain.The kitchen features ample cabinetry, generous counter space, and a breakfast nook for casual dining. Each bedroom offers plenty of space and storage, while the primary

  109 Harbor Dr, Winter Haven, FL 33881
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  $1,600 per month

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

  222 7th St NW Unit 2, Winter Haven, FL 33881

  Charming Furnished Cottages for Rent in the Heart of Winter HavenWelcome to Rose Hill Cottages, a thoughtfully restored collection of furnished cottages nestled in a quiet, established neighborhood just minutes from downtown Winter Haven. These cottages offer the perfect blend of charm, comfort, and convenience — ideal for professionals, relocations, extended stays, or anyone seeking a

  Veronica Bard LA ROSA REALTY PRESTIGE

  222 7th St NW Unit 2, Winter Haven, FL 33881
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  $1,245 per month

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • House for Rent

  235 Palmetto Ave NW, Winter Haven, FL 33881

  Welcome to this beautiful 2 Bed 1 Bathroom Apartment centrally located on the heart of Winter haven. Rental Terms* Rent: $1,245* Application Fee: $19.99 per adult 18 and over (non-refundable)* Available to move-in: Immediate Move In* Renters Insurance RequiredSection 8 Vouchers Welcome!All applicants 18 and over must each submit an application, upload

  235 Palmetto Ave NW, Winter Haven, FL 33881
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  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • House for Rent

  252 Santa Rosa Dr, Winter Haven, FL 33884

  Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots

  Jennifer Geiger PRESTIGE LIFESTYLES REALTY

  252 Santa Rosa Dr, Winter Haven, FL 33884
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  $1,025 per month

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

  907 Lake Jessie Dr Unit A, Winter Haven, FL 33881

  GORGEOUS 1 BED/1 BATH HOME IN WINTER HAVEN! This beautiful 1/2 duplex is incredible. Large backyard, shared laundry facility, locked hallway entry, NO CARPET throughout, and just across the street you have a breathtaking lake view. Conveniently located close to food and shopping, there so much to love about your next home. Don't wait, call us today!Resident Benefits Package, including

  907 Lake Jessie Dr Unit A, Winter Haven, FL 33881
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • House for Rent

  137 Woodland Dr, Winter Haven, FL 33881

  Like-new 3 bedroom, 2 bathroom home with only one previous tenant. No carpet throughout—easy-care flooring in every room. Open and functional layout with modern finishes, well-maintained and move-in ready.

  Mindy Hunley TRIBUTE REALTY LLC

  137 Woodland Dr, Winter Haven, FL 33881
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  $1,075 per month

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

  493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880

  493 Lake Howard Dr SW Unit B, Winter Haven, FL 33880
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  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • House for Rent

  3904 Osprey Pointe Cir, Winter Haven, FL 33884

  Modern design with comfort in mind! Available for Lease April 1, 2026! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this

  Oswald Carrerou CARREROU ENTERPRISES, LLC

  3904 Osprey Pointe Cir, Winter Haven, FL 33884
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  $1,925 per month

  • 4 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Four-Bedroom Home with Modern Finishes & Open Layout

  4643 Ostero St, Winter Haven, FL 33884

  Beautifully designed 2024 four-bedroom, two-bathroom, two-car garage residence offering modern style and spacious living. This smart home is conveniently setup for remote lighting, HVAC, garage/front door access, and home monitoring.From the moment you walk in, you’ll love the bright open-concept layout featuring elegant lighting fixtures, recessed lighting, and a seamless flow between

  4643 Ostero St, Winter Haven, FL 33884
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  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 1,078 Sq Ft
  • Apartment for Rent

  150 El Dorado Unit 208, Winter Haven, FL 33884

  Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located

  Elsa Gonzalez LPT REALTY, LLC

  150 El Dorado Unit 208, Winter Haven, FL 33884
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  $1,399 per month

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

  611 Ave G SE, Winter Haven, FL 33880

  Step into your new home!This 2-bedroom, 1-bathroom unit offers approximately 875 sq ft of well-utilized living space, with a layout that balances functionality and comfort for everyday living.The interior features easy-to-maintain flooring throughout, with a kitchen equipped with a refrigerator, stove/oven, and microwave, along with ample cabinet space. Washer and dryer hookups

  611 Ave G SE, Winter Haven, FL 33880
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  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  942 Cattleman St, Winter Haven, FL 33884

  Gorgeous 3BR/2BA Home - AVAILABLE FOR APRIL Looking for a hassle-free rental? This beautifully furnished 3-bedroom, 2-bathroom home in Winter Haven is move-in ready! Just unpack and start living. Features You\'ll Love:-Modern Kitchen - Stainless steel appliances & tons of counter space.-Washer & Dryer In-Unit - Laundry made easy.-Attached Garage - Convenient parking & extra

  Manuel Paredes LA ROSA REALTY LLC

  942 Cattleman St, Winter Haven, FL 33884
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  $1,999 per month

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Four-Bedroom Home Near Lake Hartridge

  106 Jace Way, Winter Haven, FL 33881

  Step inside to a bright and open floor plan featuring plenty of natural light. Perfect for relaxing or entertaining. The kitchen is the centerpiece of the home, complete with:-Stainless steel appliances-Ample cabinet storage-Large center island with sink-Open flow into dining and living spacesThe primary suite offers a peaceful retreat with a private en-suite bathroom

  106 Jace Way, Winter Haven, FL 33881
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  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,391 Sq Ft
  • House for Rent

  112 Lagoon Rd, Winter Haven, FL 33884

  Beautifully renovated home with private pool and separate efficiency, just minutes from LEGOLAND! This stunning property features a fully remodeled main house offering 3 bedrooms and 2 bathrooms, showcasing modern finishes, an updated kitchen, and a bright, open layout perfect for comfortable living. Step outside to enjoy a private pool, ideal for relaxing or entertaining family and guests. The

  Zulmy Serrano AGENT TRUST REALTY CORPORATION

  112 Lagoon Rd, Winter Haven, FL 33884
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  $700 per month

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

  839 Ave S NE, Winter Haven, FL 33881

  This charming brick home offers a perfect blend of classic appeal and modern potential. Nestled in a quiet neighborhood, this property boasts a spacious front yard adorned with beautiful palm trees, enhancing its inviting curb appeal.This listing is for 1 bedroom and cospace for the living areas such as kitchen, living room etc.

  839 Ave S NE, Winter Haven, FL 33881
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  $2,450 per month

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • House for Rent

  1433 Austin St, Winter Haven, FL 33884

  Beautiful Two-Story Home in Winter Haven! Welcome to this spacious two-story home located in a desirable Winter Haven community featuring a community pool, dog park, and playground. This fully fenced property offers privacy and comfort for the whole family. The home features 4 bedrooms and 3 full bathrooms, with two separate family rooms, perfect for entertaining or creating flexible living

  Cora Johnson WYNNMORE REALTY LLC

  1433 Austin St, Winter Haven, FL 33884
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  $1,299 per month

  • 3 Beds
  • 1 Bath
  • 857 Sq Ft
  • Three-Bedroom Home Near Lake Shipp

  424 Camellia Dr, Winter Haven, FL 33880

  This quaint home just one block from the south side of Lake Shipp is the place to call home. No carpet! This home has all tile floors throughout and includes kitchen appliances.*Photos may not be up to datePets allowed based on PetScreening results. Fees/rents based on screening results.*Tenants are required to sign up for our Resident Benefits Package that includes the

  424 Camellia Dr, Winter Haven, FL 33880
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  $1,300 per month

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Condo for Rent

  900 Avenue Z SE Unit C 6, Winter Haven, FL 33880

  Nice area, closed to Legoland, complex is on a lake, quiet neighborhood

  Mayra Roberto Linked Realty Inc

  900 Avenue Z SE Unit C 6, Winter Haven, FL 33880
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  $1,200 per month

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

  103 4th St SE, Winter Haven, FL 33880

  Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location. Cozy and updated 1 bedroom,

  103 4th St SE, Winter Haven, FL 33880
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  $1,000 per month

  • 1 Bed
  • 1 Bath
  • 456 Sq Ft
  • Apartment for Rent

  310 Farnol St SW Unit 3, Winter Haven, FL 33880

  Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the

  Christin Davis PROPERTY MANAGEMENT OF POLK

  310 Farnol St SW Unit 3, Winter Haven, FL 33880
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  $2,500 per month

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft
  • Lake Hartridge Condo - Two Levels with Water Views

  2410 Hartridge Point Dr W, Winter Haven, FL 33881

  Wide open views of Lake Hartridge (Chain of Lakes) draw you straight through the living space and out to an oversized 11x25 screened lanai, setting the tone the moment you step inside! This isn’t your typical condo layout; it’s designed to maximize water views from both levels. This 3-bedroom, 3-bath home features a unique two-story layout that delivers both space and functionality. The main

  2410 Hartridge Point Dr W, Winter Haven, FL 33881
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  $1,990 per month

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Townhouse for Rent

  36 Enclave Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Corner - unfurnished unit @ The Enclave, located within the manned, gated Cypresswood Golf & Country Club in Winter Haven, Florida. This premier community features an 18-hole championship golf course designed by award-winning architect Ron Garl. The course is open 365 days a year, from sunrise to sunset. Residents enjoy access to outstanding

  Jimmy Aguilar 3D TEAM REALTY LLC

  36 Enclave Dr, Winter Haven, FL 33884
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  $1,399 per month

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft
  • Spacious Two Bedroom Apartment Near Downtown

  200 Ave K SE, Winter Haven, FL 33880

  Looking to get close to downtown but want room to spread out? This two-bedroom apartment is likely the one for you. This unit is an upstairs unit located over a commercial office, just one block off first street. Pets Allowed Based on Results. Fees/rents based on results* Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance,

  200 Ave K SE, Winter Haven, FL 33880
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • House for Rent

  865 Terranova Rd, Winter Haven, FL 33884

  Discover this stunning 4-bedroom, 2-bath home, now available in a highly desirable gated community. Perfectly zoned for the acclaimed A-rated Chain of Lakes Elementary, this residence offers the ideal blend of comfort and convenience for today’s families.Step inside to an expansive open floor plan—ideal for modern living and effortless entertaining. Enjoy a spacious, fully fenced

  Annette Newkirk HOMELIFE REALTY COASTAL PROPERTIES LLC

  865 Terranova Rd, Winter Haven, FL 33884
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  $1,595 per month

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft
  • Winter Haven Rental!

  1605 N Lake Shipp Dr SW, Winter Haven, FL 33880

  A beautiful home located in the heart of Winter Haven. This well-maintained property offers a comfortable and functional layout with plenty of natural light throughout.Enjoy the convenience of a peaceful setting while still being close to shopping, dining, and major roadways.Situated near Lake Shipp, this property offers a great location with easy access to local parks and outdoor

  1605 N Lake Shipp Dr SW, Winter Haven, FL 33880
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  $1,325 per month

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft
  • Property for Rent

  76 Stebbins Dr Unit 76, Winter Haven, FL 33884

  Find your place in the world at Grove Shores, a well-maintained, professionally managed manufactured home community. Right now, we are offering a 2019 model year, 896 sq. ft., 2 bed/2 bath home for only $55,900! You owe it to yourself to call our representatives and schedule a viewing of this home before someone else snaps it up!

  Tori Coil Grove Shores

  76 Stebbins Dr Unit 76, Winter Haven, FL 33884
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  $900 per month

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft
  • House for Rent

  622 Ave S NE, Winter Haven, FL 33881

  Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply.Welcome to this delightful 3-bed, 1-bath apartment! The comfortable layout offers plenty of room for everyday living. As you approach, you'll find a pleasant outdoor area

  622 Ave S NE, Winter Haven, FL 33881

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