229

Winter Haven, FL Homes for Rent under $2,900

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  • /16

    $2,600 per month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

    Agent Photo

    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /5

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    3180 Royal Tern Dr, Winter Haven, FL 33881

    Beautiful 4 bedroom home in the heart of Winter Haven. You'll find tile throughout living areas, spacious bedrooms, an open concept, a covered rear porch and a large yard fully fenced. Lawn maintenance included for a more relaxed living! Quiet community with pool and amenities to enjoy. Close to Davenport, Haines City, and only 28 miles to 192 in Kissimmee! Schedule your tour today and you can

    Agent Photo

    Jennifer Arguello

    MERCEDES INVESTMENTS LLC

    (863) 356-1279

    3180 Royal Tern Dr, Winter Haven, FL 33881
  • /88

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • House for Rent

    6408 Domizio Dr, Winter Haven, FL 33884

    Additional reduction of this 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much

    Agent Photo

    Sushama Sharma

    CROWN INVESTMENT BROKERS

    (863) 880-2473

    6408 Domizio Dr, Winter Haven, FL 33884
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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

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    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.

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    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

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 887-8920

    1756 2nd St NE, Winter Haven, FL 33881
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    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,109 Sq Ft
    • House for Rent

    1453 Austin St Unit B, Winter Haven, FL 33884

    Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.

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    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 208-5449

    1453 Austin St Unit B, Winter Haven, FL 33884
  • /22

    $950 per month

    • 3 Beds
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    411 Avenue E SE Unit B, Winter Haven, FL 33880

    Located in the heart of downtown in WINTER HAVEN TOTALLY REMODELED TOTALLY PRIVATE - STUDIO APRTMENT, 400 SqFt Full Kitchen, Full Baths, Walk-In Closet 1 parking space. Nice and quiet neighborhood. Rent included water and electricity. Close to: Polk State College, Winter Haven Hospital, US Army National Guard, Denison Middle School, Brigham Academy, Lake Otis, Walmart Super Center, Lowes Home

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    Juan Campana

    AGENT TRUST REALTY CORPORATION

    (863) 576-5070

    411 Avenue E SE Unit B, Winter Haven, FL 33880
  • /40

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • House for Rent

    4741 Mandolin Loop, Winter Haven, FL 33884

    Located in the gated community of Mandolin, this well-maintained, move-in ready home checks all the boxes—a functional layout, comfort and privacy, 10x15 screened in lanai and a fully fenced backyard. The open-concept living space is designed for both everyday living and entertaining, while the kitchen is the heart of the home featuring oak cabinetry, ample counter space, pantry closet, and a

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 270-8639

    4741 Mandolin Loop, 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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    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • House for Rent

    910 Sun Burst Rd, Winter Haven, FL 33880

    This lovely, Move-in-Ready home has a popular design featuring open concept living area with a spacious kitchen island, dining area and 3 BD/2 BA. The split bedroom plan gives privacy to owners’ en suite. Relax on the covered porch overlooking the privacy fenced backyard, and there are no rear neighbors.

    Pedro Cartagena 1513 REALTY LLC

    910 Sun Burst Rd, 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

    Discover the essence of upscale living at The Breeze, where the vibrant spirit of Winter Haven meets the serenity of a private retreat. Our community was designed for those who demand more from their surroundings. Each residence serves as a masterclass in architectural efficiency, blending high-performance energy standards with "luxury-first" essentials. From gourmet-inspired kitchens to living

    265 Ave E SW, Winter Haven, FL 33880
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    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 1,052 Sq Ft
    • Apartment for Rent

    301 Avenue B SE Unit 2, Winter Haven, FL 33880

    Cozy 1 bed / 1 bath + den with built-in closet, perfect for a home office or guest space, located on the ground floor for easy access. Freshly painted and offering a functional layout with great natural light. Enjoy a shared backyard and on-site coin laundry for added convenience. Includes 1 assigned parking space. Situated in a quiet, well-kept neighborhood near a local school, just 5 minutes

    Lilhana Masis MASIS ROYALTY REAL ESTATE

    301 Avenue B SE Unit 2, Winter Haven, FL 33880
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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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    $1,500 per month

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

    100 El Camino Dr Unit 111, Winter Haven, FL 33884

    Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.

    Sharon Gastelbondo LPT REALTY, LLC

    100 El Camino Dr Unit 111, 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

    Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

    200 Avenue C SW, Winter Haven, FL 33880
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    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    319 22nd St SW, Winter Haven, FL 33880

    This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and

    Robert Kirkwood MAVREALTY

    319 22nd St SW, Winter Haven, FL 33880
  • /54

    $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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    $795 per month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 6, Winter Haven, FL 33881

    Check out this awesome 1 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. Water/Garbage/Sewer included in Rent. The home has new bathroom, new fixtures, new flooring and freshly painted. $50.00 additional monthly rent is required for water, sewer, garbage, and lawncare. Resident pays electric Pet Policy --One

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 6, Winter Haven, FL 33881
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    $1,250 - $1,700 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
  • /19

    $1,900 per month

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

    Unlisted Address

    Beautiful newly built home (2024) for rent in Winter Haven! This single-story property features 3 spacious bedrooms, 2 full bathrooms, plus a versatile den—perfect for a home office, playroom, or additional living space.The home offers a modern open-concept layout with plenty of natural light, contemporary finishes, and a fully equipped kitchen with all appliances included for your

    CAROLINA BELA AGENT TRUST REALTY CORPORATION

    Unlisted Address
  • /11

    $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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    $2,200 per month

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    6481 Domizio Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained home in the sought-after Villa Mar community in Winter Haven. Designed for comfort and modern living, this home offers a bright, open layout that is both functional and inviting perfect for everyday living and entertaining. Interior Highlights: Open-concept floor plan filled with natural light Spacious living and dining areas with seamless flow

    Asher Chen AAA GLOBAL VENTURES PA

    6481 Domizio Dr, Winter Haven, FL 33884
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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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    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • House for Rent

    6518 Crescent Loop, Winter Haven, FL 33884

    This is a very spacious, beautiful, freshly painted and professionally cleaned 3-bedroom/2-bath/ 2-car garage single family home in the quiet and well-kept Crescent View Community. Property features an open floor plan, beautiful ceramic and laminate flooring, a very spacious kitchen with lots of cabinet space, granite countertops and stainless steel appliances. The primary bedroom is very

    Arlene Cowan EATON REALTY SERVICES

    6518 Crescent Loop, Winter Haven, FL 33884
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    $1,274 - $1,899 per month

    Dream Winter Haven

    1 - 2 Beds

    5004 Dream Dr, Winter Haven, FL 33880

    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 33880
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    $1,919 per month

    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 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
  • /35

    $1,099 - $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
  • /22

    $2,800 per month

    • 4 Beds
    • 3 Baths
    • 1,875 Sq Ft
    • House for Rent

    116 Holmes Place, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional

    Christin Davis PROPERTY MANAGEMENT OF POLK

    116 Holmes Place, Winter Haven, FL 33884
  • /15

    $1,032 - $1,700 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
  • /3

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • House for Rent

    570 Eagle Landing Blvd, Winter Haven, FL 33880

    Modern Home, Bright, Open and Confortable Living Spaces, in excellent condition and move-in ready. SOLAR PANELS are included in the rent, enjoy very low electricity bills, making it extremely convenient and cost-effective and Water Softener. Three spacious bedrooms, two full bathrooms. Prime location, just minutes from Legoland, close to Schools, quiet and convenient neighborhood. Perfect for

    Claudia Saavedra FLORIDA LEGACY REALTY LLC

    570 Eagle Landing Blvd, 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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    $1,295 per month

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

    400 Avenue D SE Unit 3, Winter Haven, FL 33880

    Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply. Welcome to this charming 3-bed, 2-bath home! The spacious layout offers plenty of room for comfortable everyday living. As you approach the home, you'll find a lovely outdoor area

    Erich Spivey ALABAMA LLC

    400 Avenue D SE Unit 3, Winter Haven, FL 33880
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    $1,200 - $1,783 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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    $2,700 per month

    • 4 Beds
    • 3 Baths
    • 2,884 Sq Ft
    • House for Rent

    570 Sanctuary Blvd, Winter Haven, FL 33881

    Bring the entire family at this majestic home artfully laid out in an airy, open floor plan with plenty of rooms & abundant spaces. Resident(s) are responsible for utilities as well as renter's insurance, & lawn maintenance. All occupants 18 yrs. old above must complete the application. Applicants are encourage to disclose employment & credit information prior to scheduling a showing. Application

    Lienyvette Grimaldo MAZELG REALTY

    570 Sanctuary Blvd, Winter Haven, FL 33881
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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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    $2,039 per month

    • 4 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, _3 bathrooms, 2 car garage and approximately 2,150 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,

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /32

    $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
  • /7

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    1734 Carnostie Rd, Winter Haven, FL 33884

    Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last

    Hillorie Knight CHARLES RUTENBERG REALTY INC

    1734 Carnostie Rd, Winter Haven, FL 33884
  • /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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