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

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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
• Explore Winter Haven

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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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  $1,600 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
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  $1,675 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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  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • House for Rent

  4004 Cypress Landing S, Winter Haven, FL 33884

  Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry,

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 356-8719

  4004 Cypress Landing S, Winter Haven, FL 33884
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  $1,650 per month

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

  715 Magnolia Place, Winter Haven, FL 33884

  Gorgeous sunset views over Lake Winterset... this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 431-3989

  715 Magnolia Place, Winter Haven, FL 33884
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  $1,455 - $2,150 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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  $1,350 per month

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

  1019 2nd St SE, Winter Haven, FL 33880

  Charmingly renovated 2 bedroom, 1 bathroom duplex in Downtown Winter Haven! Featuring stylish tile floors throughout, modern kitchen with quartz countertops, stainless appliances and washer dryer hookups. Perfect for urban living with contemporary comforts. Call today to schedule a tour!

  Pedro Cartagena 1513 REALTY LLC

  1019 2nd St SE, Winter Haven, FL 33880
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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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  $1,900 per month

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

  227 Volusia Dr, Winter Haven, FL 33884

  Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard. Inside laundry room and 2 car garage. Available and ready for immediate occupancy.

  Sue Ann Williamon THE HOME COMPANY

  227 Volusia Dr, Winter Haven, FL 33884
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  $1,441 - $1,841 total monthly price

  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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  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • House for Rent

  616 Crystals Blvd, Winter Haven, FL 33884

  Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The

  Jeff Inman FHG REALTY, LLC

  616 Crystals Blvd, Winter Haven, FL 33884
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  $1,295 - $2,210 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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  $1,400 per month

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

  1101 Eagle Pond Dr, Winter Haven, FL 33884

  Affordability meets Comfort. First Floor unit for easy access 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 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

  Lienyvette Grimaldo MAZELG REALTY

  1101 Eagle Pond Dr, Winter Haven, FL 33884
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  $1,219 - $2,405 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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  $1,600 per month

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

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881

  AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with

  Alvaro Molina TWIN HOMES REALTY

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881
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  $1,395 - $2,050 per month

  Magnolia at Lake Hamilton

  1 - 3 Beds

  2850 W Lake Hamilton Dr, Winter Haven, FL 33881

  Welcome Home to Magnolia at Lake Hamilton!

  2850 W Lake Hamilton Dr, Winter Haven, FL 33881
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  $1,700 per month

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft
  • Townhouse for Rent

  2500 21st St NW Unit 31, Winter Haven, FL 33881

  Modern 2-Bed, 2.5-Bath Townhome in Desirable Casa del Sol... Step into comfort and convenience in this beautifully designed two-story end unit townhome, perfect for professionals seeking a stylish, low-maintenance lifestyle. Downstairs Living: Formal living room ideal for relaxing or entertaining, Convenient guest half bath, Bright kitchen featuring refrigerator, range, microwave, dishwasher, and

  Dorothea Bogert FL REALTY

  2500 21st St NW Unit 31, Winter Haven, FL 33881
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  $959 - $1,793 per month

  Carlton Arms Of Winter Haven

  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.

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
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  $1,800 per month

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

  5202 Waterview Way, Winter Haven, FL 33884

  A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

  Christin Davis PROPERTY MANAGEMENT OF POLK

  5202 Waterview Way, Winter Haven, FL 33884
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  $1,299 - $2,099 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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  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,490 Sq Ft
  • House for Rent

  14 Lamplight Ln, Winter Haven, FL 33884

  Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

  Leila Torres LA ROSA REALTY PRESTIGE

  14 Lamplight Ln, Winter Haven, FL 33884
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  $999 - $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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  $1,395 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. HALF OFF FIRST MONTHS RENT! 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

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 2, Winter Haven, FL 33881
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  $997 - $1,540 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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  $1,395 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. HALF OFF FIRST MONTHS RENT! 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

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 3, Winter Haven, FL 33881
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  $1,165 - $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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  $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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  $1,236 - $1,808 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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  $1,300 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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  $1,160 - $1,575 per month

  Della Vita Apartments

  1 - 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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  $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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  $1,475 - $2,200 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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  $1,325 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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  $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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  $1,350 per month

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

  2040 San Marcos Dr SE Unit 103, Winter Haven, FL 33880

  Welcome to your new home just off Cypress Gardens Blvd — a spacious and inviting first-floor condo with 2 bedrooms and 2 full bathrooms. This unit features high ceilings in the living room that create an open, airy feel, and the master bedroom includes its own private ensuite for added comfort. Located in a quiet, well-kept community, you’ll also enjoy access to a sparkling pool perfect for

  Christin Davis PROPERTY MANAGEMENT OF POLK

  2040 San Marcos Dr SE Unit 103, Winter Haven, FL 33880
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  $1,500 - $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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  $1,395 per month

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

  2000 15th Ct NW Unit 15, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. NOW LEASING - AQUA APARTMENT HOMES! MOVE-IN READY! THIS SECOND (2ND) FLOOR UNIT COMES KITCHEN APPLIANCES, IN UNIT WASHER/DRYER, NEW TILE BACKSPLASH, NEW COUNTERTOPS AND TILE FLOORING THROUGHOUT. THIS UNIT IS FRESHLY PAINTED AND ALL FIXTURES HAVE BEEN REPLACED. UNIT OFFERS A VIEW TO THE INGROUND COMMUNITY POOL. LAUNDRY FACILITIES LOCATED ON SITE.

  Manuel Paredes LA ROSA REALTY LLC

  2000 15th Ct NW Unit 15, 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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  $1,000 per month

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

  1480 32nd St NW, Winter Haven, FL 33881

  Discover this charming duplex in the heart of Winter Haven, FL, offering 2 bedrooms and 1 bathroom in a thoughtfully designed layout. Step inside to find a bright and functional kitchen equipped with essential appliances, including a refrigerator and range, making meal preparation effortless. The kitchen flows seamlessly into the living area, creating an open and welcoming space that combines

  Jordan Leventhal RENTAL AND REALTY GROUP

  1480 32nd St NW, Winter Haven, FL 33881

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