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Newest Homes for Rent in Winter Haven, FL

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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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    $1,032 - $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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    $1,219 - $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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    $1,299 - $1,960 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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    $1,455 - $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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    $1,300 - $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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    $1,236 - $2,352 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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    $1,095 - $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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    $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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    $2,010 per month

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • House for Rent

    104 Lake Daisy Terrace, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    104 Lake Daisy Terrace, Winter Haven, FL 33884
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    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft
    • House for Rent

    1498 Austin St, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Step into this inviting 3 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1498 Austin St, Winter Haven, FL 33884
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    $1,900 per month

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

    2893 Whispering Trails Dr, Winter Haven, FL 33884

    This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well

    Jenny Caso LIFESTYLE INTERNATIONAL REALTY

    2893 Whispering Trails Dr, Winter Haven, FL 33884
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    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,602 Sq Ft
    • House for Rent

    3022 Hickory St NW, Winter Haven, FL 33881

    Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that

    Ashlee Morrell THE URBAN GROUP, INC.

    3022 Hickory St NW, Winter Haven, FL 33881
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    $1,950 per month

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • House for Rent

    1341 Avenue S NW, Winter Haven, FL 33881

    4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.

    Tracey Crews SUPERIOR PROPERTY MGMT & SALES

    1341 Avenue S NW, Winter Haven, FL 33881
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    $1,010 per month

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

    1892 Lake Mariam Dr, Winter Haven, FL 33884

    Enjoy peaceful lakefront living right off Dundee Rd in this charming 1-bedroom, 1-bath apartment located in a quiet 7-plex on beautiful Lake Mariam. With Legoland less than 5 miles away, you’re perfectly positioned for convenience and fun.Inside, you’ll find a dedicated utility room with full-size washer/dryer hookups—no laundromat runs needed. The flooring keeps the space cool and easy to

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    1892 Lake Mariam Dr, Winter Haven, FL 33884
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    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 2,093 Sq Ft
    • House for Rent

    521 Reggie Rd, Winter Haven, FL 33884

    4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    521 Reggie Rd, Winter Haven, FL 33884
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    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • House for Rent

    1867 Carnostie Rd, Winter Haven, FL 33884

    Spacious 3-bedroom, 2-bathroom home for rent in Winter Haven, offering comfort, style, and convenience in a desirable location. This well-maintained property features an open floor plan with a seamless flow between the living and dining areas, creating an inviting space for both everyday living and entertaining. The kitchen is equipped with solid wood cabinetry, elegant stone countertops, and all

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    1867 Carnostie Rd, 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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    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • House for Rent

    1019 Mockingbird Cir, Winter Haven, FL 33884

    3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly

    Donna Williams REMAX EXPERTS

    1019 Mockingbird Cir, Winter Haven, FL 33884
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    $2,270 per month

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • House for Rent

    159 Southern Breeze Lp, Winter Haven, FL 33880

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

    159 Southern Breeze Lp, Winter Haven, FL 33880
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    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft
    • House for Rent

    613 Sarner Pass Way, Winter Haven, FL 33881

    This property is available. Please inquire on this site to schedule a showing. Welcome to 613 Sarner Pass Way, located in the serene and charming community of Winter Haven, FL. This delightful single-story home boasts a modern and inviting open floor plan, perfect for both relaxation and entertaining. The expansive living area is adorned with beautiful wood-look flooring and flows

    613 Sarner Pass Way, Winter Haven, FL 33881
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    $1,575 per month

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

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880
  • /15

    $2,090 per month

    • 4 Beds
    • 2 Baths
    • 1,786 Sq Ft
    • House for Rent

    107 Fall Glo Rd, Winter Haven, FL 33880

    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

    107 Fall Glo Rd, Winter Haven, FL 33880
  • /15

    $2,265 per month

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • House for Rent

    437 Kensington View Dr, Winter Haven, FL 33880

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

    437 Kensington View Dr, Winter Haven, FL 33880
  • /15

    $2,600 per month

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

    1581 Lemon Ave, Winter Haven, FL 33881

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

    1581 Lemon Ave, Winter Haven, FL 33881
  • /15

    $1,915 per month

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • House for Rent

    1095 Sunshine Way SW, Winter Haven, FL 33880

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

    1095 Sunshine Way SW, Winter Haven, FL 33880
  • /2

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • House for Rent

    175 Grove Branch Rd, Winter Haven, FL 33880

    Property Id: 2402477Welcome Home This gorgeous modern 3 bed 2 bath and 2 car garage is located in beautiful Winter Haven. This is very open and spacious split floor plan. Perfect for entertaining. Kitchen is tastefully designed with espresso brown 42" cabinets and features an island overlooking the family room. Large pantry closet. Master bedroom suite offers a large walk-in closet and an

    175 Grove Branch Rd, Winter Haven, FL 33880
  • /2

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • House for Rent

    530 17th St NE, Winter Haven, FL 33881

    COMING SOONThis home is coming soon. Please check to see the estimated availability date.Monthly Recurring Fees:$25.00 - Smart HomeWelcome to 530 17th Street in Winter Haven, FL, a 3-bedroom, 2-bathroom home offering approximately 1,204 square feet of versatile living space, designed with multiple areas to spread out and enjoy.Step inside to find tile

    530 17th St NE, Winter Haven, FL 33881
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    $1,900 per month

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

    235 Hayley St, Winter Haven, FL 33884

    Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort

    Djanira Puyosa LA ROSA REALTY LLC

    235 Hayley St, Winter Haven, FL 33884
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    $1,395 per month

    • 2 Beds
    • 1.5 Baths
    • 908 Sq Ft
    • Apartment for Rent

    2287 Avenue G NW Unit B, Winter Haven, FL 33880

    Freshly updated and full of charm, this 2-bedroom, 1.5-bath home offers a comfortable layout with stylish modern touches throughout. From the moment you arrive, you’re welcomed by a fully fenced front courtyard — a private entry space that adds both character and functionality, perfect for outdoor seating or a quiet retreat.Inside, the home features a bright and open living space that flows

    Tricia Hohn HAINES AND HAVEN RESIDENTIAL

    2287 Avenue G NW Unit B, Winter Haven, FL 33880
  • /20

    $1,875 per month

    • 3 Beds
    • 2 Baths
    • 13,000 Sq Ft
    • House for Rent

    3224 Timberline Rd, Winter Haven, FL 33880

    Property Id: 1766008Wow! Insured by American Home Shield, cameras are already set up, there is a fireplace inside/chimney, and there are stainless steel appliances in a custom, updated kitchen! Pantry! Water/ice is dispensed through the refrigerator door, and there is a glass-top stove. Over-the-range microwave. Upgraded faucet with pull-out sprayer. Freshly painted outside &

    3224 Timberline Rd, Winter Haven, FL 33880
  • /4

    $1,700 per month

    • 4 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • Property for Rent

    365 Alturas Rd, Bartow, FL 33830

    Don’t miss the opportunity of leasing this spacious 4 BD/ 2 BA manufactured home with screen porch, workshop and carport. The home sits on a large 248'x100' lot (.57 acres) with shade trees, convenient to SR Hwy 60. Relax on the open-air front porch or quiet evenings on the screened in back porch. This property offers many positives for its next tenants.

    Pedro Cartagena 1513 REALTY LLC

    365 Alturas Rd, Bartow, FL 33830
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    $1,900 per month

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

    336 Kayden Cove, Winter Haven, FL 33884

    FOR RENT - 3 Bedroom/2 Bathroom Single Family Home built in 2024. This is a very light, comfortable home. It is being rented with all of the Kitchen stainless steel appliances: Microwave, Range, Refrigerator, Dishwasher. The washer and dryer are also included. The Kitchen, Living Room, and Dining Room create an open floorplan with sliding glass doors to go to the back yard. The home has a split

    Linda Andre COLDWELL BANKER REALTY

    336 Kayden Cove, Winter Haven, FL 33884
  • /16

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,853 Sq Ft
    • House for Rent

    180 Inman Blvd, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Experience modern living with unbeatable value at 180 Inman Blvd in the energy-efficient Inman Groves community. This stunning 4-bedroom, 2-bathroom home (built in 2022) offers 1,853 sq. ft. of open-concept living space designed for comfort and sustainability. The standout feature of this rental is the INCLUDED ELECTRICITY—the home’s advanced solar

    Veronica Bard LA ROSA REALTY PRESTIGE

    180 Inman Blvd, Winter Haven, FL 33884
  • /19

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • House for Rent

    40 Jefferson Rd, Winter Haven, FL 33884

    Charming 3 Bedroom, 2 Bath Home on a Quiet Street – Available April 1st!Enjoy peaceful Florida living in this adorable home situated on a quiet street with no HOA and a spacious lot—perfect for evening walks and soaking in the sunshine.Inside, you’ll find a freshly painted interior, new vinyl flooring in the bedrooms, and tile flooring in the kitchen and living room for easy maintenance.

    AMIRE PEDRAZA HOME RENTAL FLORIDA

    40 Jefferson Rd, Winter Haven, FL 33884
  • /44

    $1,760 per month

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • House for Rent

    3032 Spirit Lake Dr, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    3032 Spirit Lake Dr, 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
  • /4

    $1,850 per month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    731 Avenue A SW Unit B, Winter Haven, FL 33880

    It is in a prime area walking distance to restaurant, malls etc. The house contains very large rooms.

    731 Avenue A SW Unit B, Winter Haven, FL 33880
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    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,749 Sq Ft
    • House for Rent

    4970 Mandolin Ct, Winter Haven, FL 33884

    Enjoy year-round lakeside living in the desirable Mandolin community! This beautifully maintained 4-bedroom, 2-bath single-story home is available for annual rental and offers a spacious, open layout with soaring cathedral ceilings. The bright central kitchen features granite countertops, a pantry, breakfast bar, and newer appliances, seamlessly flowing into the expansive family room with sliding

    Daniel McIntee LPT REALTY, LLC

    4970 Mandolin Ct, Winter Haven, FL 33884
  • /9

    $1,675 per month

    • 3 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    165 Osprey Heights Dr, Winter Haven, FL 33880

    Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both

    William Beasley STAR REALTY OF WINTER HAVEN

    165 Osprey Heights Dr, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 7

Frequently Asked Questions

What are the most popular neighborhoods in Winter Haven, FL for renters?
The most popular neighborhoods in Winter Haven, FL for renters are Cypress Gardens, Downtown Winter Haven, Southeast Winterhaven, East Winter Haven and Southwest Winter Haven.
What are the most popular zip codes in Winter Haven, FL for renters?
The most popular zip codes in Winter Haven, FL for renters include 33884, 33880, 33881, 33839 and 33859.
How to Rent a Home