Winter Haven, FL Homes for Rent

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  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • House for Rent

  677 Augusta Rd, Winter Haven, FL 33884

  Welcome to your dream rental home in the prestigious guard-gated community of Cypresswood Golf and Country Club, where luxury living meets resort-style amenities. Nestled within this exclusive enclave, this meticulously crafted 3-bedroom, 2-bathroom home offers an unparalleled lifestyle experience. Upon entering, you're greeted by an inviting ambiance accentuated by high-end finishes and tasteful

  Kayly Malinas JOHN WOOD REALTY, INC.

  677 Augusta Rd, 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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  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • House for Rent

  2893 Whispering Trails Dr, Winter Haven, FL 33884

  Modern, elegant and functional: this single residence seamlessly blends the latest in design and technology. Enjoy kitchen, bright and open living spaces, a home office ready for remote work, and privileged access to gated community amenities with a pool. In addition, it features installed solar panels, providing energy savings and a more sustainable lifestyle. Perfect for dynamic families,

  Dailey Duarte Mendez LA ROSA REALTY LLC

  2893 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,360 - $1,789 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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  $1,895 per month

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • House for Rent

  2199 Chris Dr, Winter Haven, FL 33884

  Be the first to live in this beautifully crafted new construction home featuring 3 spacious bedrooms, 2 full bathrooms, and modern finishes throughout. Located in a peaceful community in Winter Haven, this home offers an open-concept layout, a stylish kitchen with stainless steel appliances, and a master suite with a private bath and walk-in closet. Enjoy the convenience of in-home laundry, a

  Yamil Castro Hernandez LA ROSA REALTY ORLANDO LLC

  2199 Chris Dr, Winter Haven, FL 33884
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  $1,184 - $1,592 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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  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • House for Rent

  800 Overlook Grove Dr, Winter Haven, FL 33884

  3/2 2 car garage located in quiet neighborhood on a culdesac, new tile floors, new interior paint. Ready to move in home comes with many upgrades from the original model which include upgraded exterior stone and coach lights, radiant barrier in attic, Spacious master bedroom provides a nice retreat as well as large master bath with dual vanities, whirlpool tub and walk-in shower. Neutral colors

  Oscar Fonseca JEMCO REALTY & PROPERTY MANAGEMENT

  800 Overlook Grove Dr, Winter Haven, FL 33884
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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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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • House for Rent

  666 Avenue B SW, Winter Haven, FL 33880

  Great rental property centrally located in Lake Howard area, Winter Haven. This updated 3-bedroom has No HOA and features include a new roof, 2024 energy-efficient AC, and luxury vinyl flooring throughout. The spacious kitchen offers new cabinets, quartz countertops, brand-new appliances, and room for an island. Open-concept layout includes a light-filled living area and large family/dining room.

  Ivette Rico FLORIDA REALTY MARKETPLACE

  666 Avenue B SW, Winter Haven, FL 33880
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  $1,251 - $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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  $2,000 per month

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

  3498 Evening Star Dr, Winter Haven, FL 33881

  Beautiful new construction- never occupied. Welcome to this brand new dream home! This never lived in 4 bedrooms, 2 bath residence spans 1900 sq ft of stylish modern living. The open concept floor plan connects the great room and kitchen, perfect for hosting or simple enjoying family life. the chef inspired kitchen features stone countertops, abundant cabinetry, pantry storage and all major

  Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

  3498 Evening Star Dr, Winter Haven, FL 33881
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  $1,450 per month

  Terra Hill

  2 Beds

  3135 Woodhill Rd, Winter Haven, FL 33881

  Welcome to Terra Hill Estates – Your Dream Home in Winter Haven, FL!Discover the perfect blend of comfort, style, and convenience in our charming 2-bed, 1-bath apartments, with rental rates starting from $1,150 to $1,600. Whether you're looking for classic units, mid-grade options, or fully renovated apartments, Terra Hill Estates has the ideal home for you!Our fully renovated

  3135 Woodhill Rd, Winter Haven, FL 33881
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  $2,000 per month

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

  3478 Evening Star Dr, Winter Haven, FL 33881

  Welcome to this brand new 1900 sq ft single family home featuring 4 bedrooms and 2 full bathrooms. Designed with an open concept layout, the great room flows seamlessly into the kitchen, creating a perfect space for entertaining and everyday living. The kitchen offers ample cabinetry, a stone countertop, a pantry and includes range, refrigerator, microwave, dishwasher, disposal, washer, dryer,

  Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

  3478 Evening Star Dr, Winter Haven, FL 33881
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  $1,150 - $1,300 per month

  Lake Buckeye Apartments

  1 - 2 Beds

  101 Parker Ln NE, Winter Haven, FL 33881

  Call for availability! Our apartment complex is nestled back in a residential housing lakeside community, away from busy traffic. Quiet surroundings for families and single professionals to relax in their home. We provide high tech security cameras throughout the whole complex to assure your safety. Lake Buckeye owners want to provide a drug-free and safe environment for your family to call

  101 Parker Ln NE, Winter Haven, FL 33881
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  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • House for Rent

  104 Sunfish Dr, Winter Haven, FL 33881

  Fully furnished and move-in ready, this 4 bedroom / 2 bathroom single-family home in Lake Lucerne offers comfortable living and everyday convenience at $2,400/month—including lawn care. Set directly across from the community amenity center, you’ll have quick access to the pool, cabana, mail kiosk, and playground—perfect for enjoying Florida living with minimal upkeep.Inside, a light and open

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  104 Sunfish Dr, 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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  $2,000 per month

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

  1204 Golden Eagle Ln, Winter Haven, FL 33880

  Newer house just built 2022 is still fresh and clean.

  Pit Tjay LOKATION

  1204 Golden Eagle Ln, Winter Haven, FL 33880
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  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • House for Rent

  2648 Whispering Trails Dr, Winter Haven, FL 33884

  We are currently making final preparations for this home to be available. 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

  2648 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,899 per month

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • House for Rent

  325 Kensington View Dr, Winter Haven, FL 33880

  Embrace contemporary living in this 4-bedroom, 2-bathroom residence. Revel in the thoughtful design of a functional open floorplan, a modern built house featuring a gas stove for the gourmet in you, and bid farewell to cold showers with a tankless water heater. Call for a private showing and details on our leasing special. Seize the opportunity to make this modern haven your home today!

  Kevin Watson DALTON WADE INC

  325 Kensington View Dr, Winter Haven, FL 33880
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  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884

  This property at 5850 Cypress Gardens Blvd features 2 bedrooms and 1.5 bathrooms within a spacious 1,400 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is equipped with a dishwasher for convenience. The bedrooms provide comfortable living quarters, and the half bathroom adds extra privacy for guests. The full bathroom is designed for

  5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884
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  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • House for Rent

  160 Kings Pond Ave, Winter Haven, FL 33880

  Discover the allure of this delightful 3-bedroom, 2-bathroom home, nestled in the heart of Winter Haven. This residence welcomes you with a combined living and dining area that boasts sleek tile flooring, perfect for both festive gatherings and tranquil evenings.Effortless meal prep awaits in the bright kitchen, equipped with pristine white appliances, an abundance of cabinet space, a

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  160 Kings Pond Ave, Winter Haven, FL 33880
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  $1,290 per month

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Condo for Rent

  333 Lake Howard Dr NW Unit 212D, Winter Haven, FL 33880

  If you are 55+ this is the place for you. Beautifully renovated 2-bedroom, 2 full bathroom apartment available for rent inmediately. This spacious unit includes cable TV, internet, maintenance, recreational facilities, sewer, trash, water and storage space. Ceiling fans in Bedrooms, Living room and Kitchen. Enjoy a tranquil lifestyle in a quiet retirement community with stunning lakefront

  333 Lake Howard Dr NW Unit 212D, Winter Haven, FL 33880
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  $1,895 per month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • House for Rent

  2614 Tanoak Terrace, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 2614 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location.Step into an

  Jacob Hara TRANSCEND REALTY

  2614 Tanoak Terrace, Winter Haven, FL 33881
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  $975 per month

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

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884

  Super Value, Great Location! This large Garden Grove apartment is located in a nice area of Winter Haven with access to Hwy 27, Lake Wales and I-4. Must have a clean Credit/Background Report with no prior evictions. Apartment address is: 4 S Lake Fox Rd, Apartment 4C, Winter Haven, 33884. VERIFIED INCOME ONLY.

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884
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  $1,995 per month

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  668 Grove St, Winter Haven, FL 33884

  Enjoy living in this beautiful one-story home in the Inman Groves Community. The home features 4 bedrooms, 2 baths, with an open floor plan. The floor is all tile, the kitchen has all brand new, stainless-steel appliances and 42” cabinets, and a 2-car garage. A large master suite with a shower, all carpet in bedrooms, and a laundry room with a washer/dryer. The home is approximately 1853 sq ft of

  Amanda Yuan MULTI CHOICE REALTY LLC

  668 Grove St, Winter Haven, FL 33884
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  $1,999 per month

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

  926 30th St NW, Winter Haven, FL 33881

  Large fully remodeled 4/2 house with huge back yard all fenced in and large screened in patio with washer and dryer hook ups.

  926 30th St NW, Winter Haven, FL 33881
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  $1,740 per month

  • 2 Beds
  • 2.5 Baths
  • 3,654 Sq Ft
  • Townhouse for Rent

  1125 Evergreen Ct, Winter Haven, FL 33881

  This beautiful Town-house of 2 bedrooms and 2.5 baths is now ready for its next occupants! This home features hardwood flooring in the common areas, neutral paint throughout, and a spacious living room perfect for the entire family to enjoy. The kitchen is fully equipped with all the appliances you need. The second floor includes a carpeted master bedroom and an additional bedroom. The master

  Mohamed Souissi BULL PROPERTY MANAGEMENT

  1125 Evergreen Ct, Winter Haven, FL 33881
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  $1,500 per month

  • 3 Beds
  • 1.5 Baths
  • 2,030 Sq Ft
  • Condo for Rent

  82 Coleman Rd, Winter Haven, FL 33880

  82 Coleman Rd, Winter Haven, FL 33880
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  $1,250 per month

  • 3 Beds
  • 1 Bath
  • 986 Sq Ft
  • House for Rent

  3521 Avenue R NW, Winter Haven, FL 33881

  This cozy single-family home offers 3 bedrooms and 1 bathroom, perfect for anyone looking for comfortable and affordable living in Winter Haven. The home carries classic charm with a practical layout and sits on a spacious lot with room for outdoor activities, gardening, or relaxing.Situated in the Inwood community, this home offers quiet residential living while still being close to city

  Sejida Self OPULENT REALTY INTERNATIONAL

  3521 Avenue R NW, Winter Haven, FL 33881
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  $1,500 per month

  • 3 Beds
  • 1.5 Baths
  • 2,030 Sq Ft
  • Condo for Rent

  82 Coleman Rd, Winter Haven, FL 33880

  82 Coleman Rd, Winter Haven, FL 33880
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  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Townhouse for Rent

  4021 Saint Paul Dr, Winter Haven, FL 33880

  This comfortable 2-bedroom, 1-bath home is great for anyone looking for a practical and convenient place to live. Inside, you’ll find a simple, functional layout that makes everyday living easy. The location is a major plus—set in a quiet residential area while still being just minutes from shopping, dining, schools, and parks. Downtown Winter Haven, with its local restaurants, lakes, and

  Sejida Self OPULENT REALTY INTERNATIONAL

  4021 Saint Paul Dr, Winter Haven, FL 33880
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  $950 per month

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

  1 Lamplight Ln, Winter Haven, FL 33884

  Super Value, Great Location! This large Garden Grove apartment is located in a nice area of Winter Haven with access to Hwy 27, Lake Wales and I-4. Must have a clean Credit/Background Report with no prior evictions. Apartment address is: 4 S Lake Fox Rd, Apartment 4C, Winter Haven, 33884. VERIFIED INCOME ONLY.

  1 Lamplight Ln, Winter Haven, FL 33884
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  $1,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Townhouse for Rent

  5850 Cypress Gardens Blvd Unit 403, Winter Haven, FL 33884

  Discover the easy, maintenance-free living of this well-kept 3BR/2.5BA townhouse in SE Winter Haven. The downstairs shines with ceramic tile, a modern kitchen featuring granite countertops, wood cabinets, a breakfast bar, and a pantry. Enjoy separate living and family rooms, a handy half bath, inside laundry, and a private patio for relaxing. Upstairs, find three comfortable bedrooms, including a

  Pedro Cartagena 1513 REALTY LLC

  5850 Cypress Gardens Blvd Unit 403, Winter Haven, FL 33884
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  $975 per month

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

  1 Lamplight Ln, Winter Haven, FL 33884

  Super Value, Great Location! This large Garden Grove apartment is located in a nice area of Winter Haven with access to Hwy 27, Lake Wales and I-4. Must have a clean Credit/Background Report with no prior evictions. Apartment address is: 4 S Lake Fox Rd, Apartment 4C, Winter Haven, 33884. VERIFIED INCOME ONLY.

  1 Lamplight Ln, Winter Haven, FL 33884
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • House for Rent

  2175 Chris Dr, Winter Haven, FL 33884

  New construction home, single-level living, this home offers a thoughtful layout perfect for low-maintenance lifestyles. At the front of the house, two secondary bedrooms share a convenient hall bathroom, while the owner’s suite is privately nestled in the back corner, complete with an en-suite bathroom and a spacious walk-in closet. The heart of the home features an open-concept design,

  Giovanni Figueroa GIOLOCATION, LLC.

  2175 Chris Dr, Winter Haven, FL 33884
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  $750 per month

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • House for Rent

  1806 Wallace Manor Ln, Winter Haven, FL 33880

  Spacious, cozy and clean private master bedroom in a quiet neighborhood in WinterHaven. Room includes closet, dresser, 2 nightstands and queen bed (fully furnished). Room has wood flooring and bathroom is connected to bedroom. Bathroom private, toilet has a fully functional bidet installed. Comes with access to amenities including washer/dryer access, kitchenware (pots, pans, blender, cups,

  1806 Wallace Manor Ln, Winter Haven, FL 33880
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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • House for Rent

  1024 Harold Pass, Winter Haven, FL 33884

  Discover your next home at 1024 Harold Pass ?A super-spacious house with 3 bedrooms and 2 bathrooms, perfect for those looking for comfort and space for the whole family.Note: This house has a fully equipped efficiency apartment with a separate entrance and a couple with their respective backgrounds live there.Imagine enjoying bright mornings in the open living room, cooking

  Karla Rangel LA ROSA REALTY LLC

  1024 Harold Pass, Winter Haven, FL 33884
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  $1,295 per month

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

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  724 Grove St, Winter Haven, FL 33884

  Live in this beautiful brand-new single-family home located in the peaceful and growing community of Inman Grove in Winter Haven! 4 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining. Great backyard. SS appliances included (fridge, stove, microwave, dishwasher). Window blinds. Enjoy the comfort and convenience of living in a

  Jose Virguez Keller Williams Realty International Lifestyles

  724 Grove St, Winter Haven, FL 33884
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  /23

  $1,295 per month

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

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881

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