Homes for Rent in Winter Haven, FL with 2-Bedrooms

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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 REALTY, LLC

  (863) 887-8920

  1756 2nd St NE, Winter Haven, FL 33881
• Explore Winter Haven

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  $1,549 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Apartment for Rent

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884

  Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 694-0332

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884
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  /35

  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Condo for Rent

  1550 11th St NE Unit D4, Winter Haven, FL 33881

  Ground-floor condo overlooking the community pool and scenic Lake Buckeye seeking a new long-term resident! Thoughtfully designed for comfort and easy living, this unit offers a 5x7 balcony off the dining area and a 9x12 screened-in lanai off the living room, both providing relaxing views of the pool and lake. Ceramic tile and vinyl flooring run throughout, combining durability with

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 456-7245

  1550 11th St NE Unit D4, Winter Haven, FL 33881
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  $1,500 per month

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

  383 Winter Ridge Blvd Unit 383, Winter Haven, FL 33881

  Thoughtfully remodeled 2-bedroom, 2-bath end unit condo situated on the Canal of Lake Smart/Lake Connie. Step inside to discover new luxury vinyl plank flooring throughout, new kitchen cabinets and beautiful granite countertops in the kitchen and bathrooms. The open-concept great room seamlessly blends the living and dining areas. The galley kitchen is equipped with all appliances, including a

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 270-7153

  383 Winter Ridge Blvd Unit 383, Winter Haven, FL 33881
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  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  7903 Waterview Way, Winter Haven, FL 33884

  2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 375-7146

  7903 Waterview Way, Winter Haven, FL 33884
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  $1,480 - $2,175 per month

  The Waverly at Winter Haven

  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

  1015 Lake Forest Blvd, Winter Haven, FL 33884
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  $1,400 per month

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

  1606 Eagle Pond Dr, Winter Haven, FL 33884

  Affordability meets Comfort. Second Floor unit for privacy in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area, trash service, exterior pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, swimming pool, tennis courts,

  Lienyvette Grimaldo MAZELG REALTY

  1606 Eagle Pond Dr, Winter Haven, FL 33884
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  $1,299 - $1,845 per month

  Prose Cypress Pointe

  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

  3110 Gowan Dr, Winter Haven, FL 33884
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  $1,500 per month

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • House for Rent

  2284 Firestone Place, Winter Haven, FL 33884

  Now available for long-term rental, this spacious 2-bedroom, 2-bath villa is located in a gated golf course community in the heart of Winter Haven. Featuring a well-designed layout, bright living spaces, and low-maintenance living, it offers comfort year-round. Enjoy peaceful golf course surroundings and beautifully maintained grounds, all conveniently close to shopping, dining, medical

  Sherifa Campbell MERVIN MORGAN REALTY & PROPERTY MANAGEMENT LLC

  2284 Firestone Place, Winter Haven, FL 33884
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  $1,257 - $2,305 per month

  The Carlton at Lake Dexter

  1 - 3 Beds

  1015 Mahaffey Rd, Winter Haven, FL 33884

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

  1015 Mahaffey Rd, Winter Haven, FL 33884
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  $1,500 per month

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

  1401 Eagle Pond Dr Unit 14A, Winter Haven, FL 33884

  This beautiful GROUND FLOOR Eagle Pond condominium has been is located in the highly desirable 24-hour guard-gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features tile floors throughout, upgraded light fixtures, interior laundry, granite surfaces in the kitchen and baths, and so much more. Entertain friends and family around the rennovated kitchen that

  Kayly Malinas JOHN WOOD REALTY, INC.

  1401 Eagle Pond Dr Unit 14A, Winter Haven, FL 33884
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  $1,350 - $2,328 per month

  The Breeze

  Studio - 2 Beds

  265 Ave E SW, Winter Haven, FL 33880

  Welcome Home to The Breeze!

  265 Ave E SW, Winter Haven, FL 33880
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  /18

  $1,425 per month

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Condo for Rent

  1550 11th St NE Unit B6, Winter Haven, FL 33881

  Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.

  Mindy Hunley TRIBUTE REALTY LLC

  1550 11th St NE Unit B6, Winter Haven, FL 33881
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  $1,425 - $1,675 per month

  The Jade

  1 - 2 Beds

  1150 3rd St SW, Winter Haven, FL 33880

  The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

  1150 3rd St SW, Winter Haven, FL 33880
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  /13

  $1,499 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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  $859 - $2,006 per month

  Carlton Arms of Winter Haven

  Studio - 3 Beds

  7676 Carlton Arms Blvd, Winter Haven, FL 33884

  *Call or email for today’s availabilityConveniently located on SR540/US27, Carlton Arms of Winter Haven offers 122 wooded lakefront acres with beautiful grounds, free amenities and great service! Country club living at great monthly rents.

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
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  /12

  $1,499 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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  $1,529 - $2,139 per month

  Dream Winter Haven

  1 - 3 Beds

  5004 Dream Dr, Winter Haven, FL 33881

  Embrace the art of living fully at Dream Winter Haven, where each day is a masterpiece waiting to be painted. Here, life is about more than just a home—it's about thriving in a community designed to enrich your every experience. Discover the charm of brand-new luxury 1, 2, and 3-bedroom apartments, complemented by resort-style amenities that encourage you to live fully. Set in the heart of Winter

  5004 Dream Dr, Winter Haven, FL 33881
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  /19

  $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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  $985 - $1,549 per month

  Haven at Lake Deer

  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

  350 24th St NW, Winter Haven, FL 33880
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  $1,200 per month

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

  730 W Central Ave Unit 3, Winter Haven, FL 33880

  Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed

  Keirstin Nice CENTURY 21 MYERS REALTY

  730 W Central Ave Unit 3, Winter Haven, FL 33880
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  /15

  $997 - $1,495 per month

  Briarcrest at Winter Haven

  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

  200 Avenue K SE, Winter Haven, FL 33880
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  /14

  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft
  • Condo for Rent

  2040 San Marcos Dr SE Unit 105, Winter Haven, FL 33880

  Enjoy this comfortable and well-located apartment in the heart of Winter Haven. This property offers spacious and well-lit living areas, ideal for those seeking comfort, tranquility, and easy access to essential services. The apartment features a functional layout with inviting living spaces, a practical kitchen, generously sized bedrooms with ample storage, and an ideal environment for small

  Alexander Cotrino ACRE TERRA GROUP LLC

  2040 San Marcos Dr SE Unit 105, Winter Haven, FL 33880
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  $1,189 - $1,598 per month

  Barrington Place At Winter Haven

  1 - 2 Beds

  1101 Cambridge Square, Winter Haven, FL 33880

  Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

  1101 Cambridge Square, Winter Haven, FL 33880
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  /15

  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Townhouse for Rent

  1502 Buckeye Rd NE Unit 3, Winter Haven, FL 33881

  Discover comfort, and style in this beautifully remodeled lakefront 2 bedroom, 2 bath home in Winter Haven. This inviting townhome features an open layout, modern finished, updated flooring, and a freshly renovated kitchen and bathroom giving the entire home a clean and contemporary feel. Enjoy spacious bedrooms, plenty of natural light, and a cozy living area perfect for relaxing and

  Alex Rodriguez COLDWELL BANKER SOLOMON

  1502 Buckeye Rd NE Unit 3, Winter Haven, FL 33881
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  $1,336 - $1,608 per month

  Vista Lake Ned

  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

  4025 Lake Ned Village Cir, Winter Haven, FL 33884
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  $1,450 per month

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

  407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884

  Welcome to this beautiful and spacious 2 bedroom 2 bath second floor condo overlooking the pond in Cyprewood. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently

  Anya Kovalenko LPT REALTY, LLC

  407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884
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  $1,500 - $2,383 per month

  Raindance

  1 - 2 Beds

  200 Avenue C SW, Winter Haven, FL 33880

  Welcome Home to Raindance!

  200 Avenue C SW, Winter Haven, FL 33880
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  $1,375 per month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Condo for Rent

  2001 San Marcos Dr SE Unit 1, Winter Haven, FL 33880

  FOR RENT - Lovely 2/2 Bedroom condominium on the First Floor in the most coveted area of Southeast Winter Haven. The unit comes with a refrigerator, range, dishwasher, microwave, and a stackable washer and dryer in the primary bathroom. The clubhouse has a small fitness area and a beautiful pool. The community has access to Lake Lulu which is on the Chain of Lakes, a dock, and a gazebo. The condo

  Linda Andre COLDWELL BANKER REALTY

  2001 San Marcos Dr SE Unit 1, Winter Haven, FL 33880
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  $1,365 - $1,675 per month

  Della Vita Apartments

  2 - 3 Beds

  4200 Mahogany Run, Winter Haven, FL 33884

  Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

  4200 Mahogany Run, Winter Haven, FL 33884
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  /19

  $1,300 per month

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft
  • Condo for Rent

  632 Pavare Ct Unit 632, Winter Haven, FL 33884

  Freshly renovated, spacious, 2 bed 2 bath condo with resort pool and amenities. Located on the second floor with no one above you. Quiet serene location with beautiful garden views from your private balcony. Washer and dryer included.First, Last and one months rent deposit due at signing

  Reeve Levanthal IRIS INTERNATIONAL

  632 Pavare Ct Unit 632, Winter Haven, FL 33884
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  $1,500 - $2,050 per month

  Lakeshore Club

  1 - 3 Beds

  1300 Lake Howard Dr SW, Winter Haven, FL 33880

  Welcome to luxury living in Winter Haven. Lakeshore Club is located on the Chain of Lakes between Lake Howard and Lake Mary minutes from downtown Winter Haven.

  1300 Lake Howard Dr SW, Winter Haven, FL 33880
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  $1,519 per month

  • 2 Beds
  • 1.5 Baths
  • 904 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 2 bedrooms, 1 bathrooms, 1 car garage and approximately 904 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  /7

  $1,350 - $1,450 per month

  Apartment for Rent

  2 Beds

  510 Avenue K NW, Winter Haven, FL 33881

  This property features a spacious 2-bed, 2-bath unit offering comfortable living space and thoughtful updates.This apartment includes modern conveniences such as central air conditioning, ceiling fans, and comfortable layouts designed for everyday living. There is also an on-site laundry facility exclusive to tenants for no extra cost. The building sits just minutes from downtown Winter

  510 Avenue K NW, Winter Haven, FL 33881
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  /12

  $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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  $1,300 - $1,825 per month

  The Arbours at Garden Grove

  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

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
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  /12

  $1,125 per month

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

  243 Avenue L NE, Winter Haven, FL 33881

  NICE DUPLEX APARTMENT AVAILABLE! Newly renovated, this 2 BD/1 BA has wood-look plank flooring throughout, kitchen and so much more. Just steps from Lake Silver and conveniently located to shopping, dining, medical and downtown Winter Haven! Don’t miss out on a great this rental. Call Today to schedule your showing!!!

  Pedro Cartagena 1513 REALTY LLC

  243 Avenue L NE, Winter Haven, FL 33881
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  $1,000 - $1,275 per month

  Central Haven Apartments

  Studio - 2 Beds

  130 Avenue C SE, Winter Haven, FL 33880

  130 Avenue C SE, Winter Haven, FL 33880
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  /21

  $1,875 per month

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • House for Rent

  205 Lake Region Blvd S, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Available for immediate move-in! Check out this charming 2-bedroom, 2-bath home located in the Gates of Lake Region gated community. Positioned just inside the neighborhood, this property offers immediate convenience and a serene setting with a sparkling pond right outside your screened in lanai. Inside, the home features warm wood flooring

  Christin Davis PROPERTY MANAGEMENT OF POLK

  205 Lake Region Blvd S, Winter Haven, FL 33881
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  /23

  $993 - $1,144 per month

  Villas at Lake Smart Apartments

  2 - 3 Beds

  4225 Vista Del Lago Dr, Winter Haven, FL 33881

  You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

  4225 Vista Del Lago Dr, Winter Haven, FL 33881

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