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

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    $979 - $1,385 per month

    The Landings Apartment Homes

    1 - 2 Beds

    102 Landings Way, Winter Haven, FL 33880

    Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

    102 Landings Way, Winter Haven, FL 33880
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    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft
    • Townhouse for Rent

    2672 Rutledge Ct, Winter Haven, FL 33884

    Welcome to this stunning villa in The Verandahs, a highly desirable community in Winter Haven! Just minutes from Legoland, Publix, a brand-new hospital, and plenty of shopping and dining options, this home offers both convenience and comfort. This spacious home features two generously sized bedrooms and a versatile bonus room—perfect for a third bedroom, home office, or den. The thoughtful

    Mike Webb TRADE WINDS REALTY

    2672 Rutledge Ct, Winter Haven, FL 33884
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    $1,450 per month

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

    1702 Recker Hwy Unit D, Winter Haven, FL 33880

    Property Id: 2196850Home features-Completely remodeled from top to bottomPlank flooring throughout (easy to clean)Wood cabinetry + granite countertopsCeiling fan in the bedroomsNew light fixtures and new doorsLocation:Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND

    1702 Recker Hwy Unit D, Winter Haven, FL 33880
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    $1,690 per month

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • House for Rent

    495 Avenue F SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Discover modern comfort and privacy in this fully renovated single-family home just moments from downtown Winter Haven. Thoughtfully updated from top to bottom, the home features a new roof, new A/C, and a beautifully redesigned kitchen and bathroom with granite countertops and sleek finishes. Porcelain tile flooring flows throughout the home,

    David Small KELLER WILLIAMS REALTY SMART 1

    495 Avenue F SE, Winter Haven, FL 33880
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    $1,615 per month

    • 2 Beds
    • 2 Baths
    • 1,849 Sq Ft
    • House for Rent

    705 Canberra Rd, 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

    705 Canberra Rd, Winter Haven, FL 33884
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    $1,400 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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    $1,600 per month

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

    383 Winter Ridge Blvd, Winter Haven, FL 33881

    Property Id: 17531342-Bedroom, 2-Bath End-Unit Condo in Winter Ridge - Canal Views & Lake Access!This beautifully maintained end-unit condo is ready for rent! Featuring 2 bedrooms, 2 full baths, and a spacious open floor plan, it's the perfect place to call home.Interior Highlights: Freshly painted, open living and dining area with a mirrored accent wallKitchen: Equipped

    383 Winter Ridge Blvd, Winter Haven, FL 33881
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    $1,375 per month

    • 2 Beds
    • 1.5 Baths
    • 845 Sq Ft
    • Condo for Rent

    2600 Lucerne Park Rd Unit 514, Winter Haven, FL 33881

    CHECK OUT THE GORGEOUS VIEW IN THIS 55 PLUS COMMUNITY! This well maintained lakefront complex, is just a few steps to Lake Smart and the community pool. Complete with a Florida Sunroom with outdoor pavers, this is the perfect place to kick back, relax and enjoy the Florida lifestyle. The kitchen is complete with a range, microwave, dishwasher, refrigerator and stacked washer/dryer. Your primary

    Christy Smith PREMIER HOMES AND REAL ESTATE

    2600 Lucerne Park Rd Unit 514, Winter Haven, FL 33881
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    $1,395 per month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    210 Sweet Cir, Winter Haven, FL 33884

    Property Id: 2325698Monthly rent includes cable,internet,trash pickup and use of the many amenities. Updated A/C and ducts. New carbage disposal,ceiling fan,vanity,medicine cabinet,sink,faucet,bathroom flooring,fire extinquisher,GFI and smoke detectors. Power washed,carpet shampooed and deep cleaned throughout. Shed with washer/dryer, screen porch and handicap accessible. Close to

    210 Sweet Cir, Winter Haven, FL 33884
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    $1,495 per month

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    5605 Struthers Ct, Winter Haven, FL 33884

    AVAILABLE NOW ! – Bright & Spacious 2BR/2BA Duplex Just Minutes From LEGOLAND!Step into comfort with this roomy 2-bedroom, 2-bath duplex that offers easy living in an unbeatable location. The open living and dining layout creates a light-filled space that’s perfect for relaxing, hosting guests, or enjoying quiet evenings at home.The kitchen offers plenty of cabinet space for all your

    Tricia Hohn HAINES AND HAVEN RESIDENTIAL

    5605 Struthers Ct, Winter Haven, FL 33884
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    $1,199 per month

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

    1007 37th St NW Unit 1, Winter Haven, FL 33881

    Property Id: 1919782This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways.Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon.It's equipped with new AC - will be able to save on electricity, new tile flooring

    1007 37th St NW Unit 1, Winter Haven, FL 33881
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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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    $1,275 per month

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

    1935 Ave O SW Unit 203, Winter Haven, FL 33880

    Property Id: 2318491Home features: Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedrooms and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter Haven—close to shopping, restaurants, medical offices,

    1935 Ave O SW Unit 203, 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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    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    2319 W Cannon Terrace NW Unit 1, Winter Haven, FL 33881

    A spacious 2 Bedroom apartment with expansive view of Lake Cannon, Located walking distance from downtown Winter Haven. There is a car port, and Lots of off street parking.

    2319 W Cannon Terrace NW Unit 1, Winter Haven, FL 33881
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    $1,425 per month

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

    2000 15th Ct NW Unit 11, Winter Haven, FL 33881

    Now Leasing - Aqua Apartment Homes! Move-in Ready! This 2nd floor unit comes with all stainless steel 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. Property is located a short

    Manuel Paredes LA ROSA REALTY LLC

    2000 15th Ct NW Unit 11, Winter Haven, FL 33881
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    $1,195 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    306 Avenue C NE Unit 1, Winter Haven, FL 33881

    Nicely renovated 2BR / 1BA apartment, right next to a park and looking directly onto Lake Martha. Enjoy your morning coffee while taking in the natural beauty just across the street in this quiet, peaceful neighborhood. Walk to downtown Winter Haven in 10 minutes - and Winter Haven hospital is only a 5 minute walk from here. Bright, open kitchen design with new cabinets and countertops

    306 Avenue C NE Unit 1, Winter Haven, FL 33881
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    $1,275 per month

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft
    • House for Rent

    147 Palm Dr, Winter Haven, FL 33880

    FOR RENT - 2 Bedroom/1 Bath Single Family Home with a bonus room and an inside utility room. It's been freshly painted and has all new flooring. This is a lovely home with a screened-in porch and a large, fenced-in backyard. To the south, it's located near the Polk Parkway and only minutes away from Bartow which is the County Seat of Polk County. To the east, it's minutes away from Highway 27 and

    Linda Andre COLDWELL BANKER REALTY

    147 Palm Dr, Winter Haven, FL 33880
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    $1,380 - $2,265 per month

    Alera at Hunters Glen

    1 - 3 Beds

    3005 Willow Glen Cir, Lake Wales, FL 33859

    Set Your Own Pace at Alera at Hunters GlenDiscover a modern vision for upscale apartment living at Alera at Hunters Glen—where style meets simplicity in Lake Wales, FL. Embrace the freedom of a lock-and-leave lifestyle in a sophisticated community designed for those who live life on their own terms. With a seamless blend of contemporary design and refined elegance, Alera is where your

    3005 Willow Glen Cir, Lake Wales, FL 33859
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    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    403 Avenue J SE, Winter Haven, FL 33880

    Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores.

    Angela Chapman CAPITAL REALTY GROUP FLORIDA

    403 Avenue J SE, Winter Haven, FL 33880
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    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    2673 Rutledge Ct, Winter Haven, FL 33884

    Great townhome with Reserve behind and beside it, so no neighbors. Community has a nice pool, dock to fish etc. House has been completely repainted and is very clean inside. Huge master bedroom bathroom and closet, also has a den that can be converted to a 3rd bedroom, washer ad dryer hookups inside the house etc. Close to US 27, Legoland, easy access to Orlando, fantastic location Application

    Chace Vaughn TOWN & COUNTRY REAL ESTATE

    2673 Rutledge Ct, Winter Haven, FL 33884
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    $1,525 per month

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • House for Rent

    968 Sunshine Way SW, Winter Haven, FL 33880

    2 Bed 2 Bath Single Family in Winter Haven This 2/2 with a bonus room will be available soon. This home features tile floors and a fenced yard. Screened porches on both the front and the back of the home. Single car garage. Galley style kitchen. Separate dining room. Pets will be considered with an approved pet screening.

    Shannon Cornell PMI ARRICO REALTY AND PRTP MGT

    968 Sunshine Way SW, Winter Haven, FL 33880
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    $1,450 per month

    • 2 Beds
    • 1 Bath
    • 1,117 Sq Ft
    • House for Rent

    1595 28th St NW, Winter Haven, FL 33881

    "Charming 2-Bed Retreat in Winter Haven – Cozy 1117 sq ft Haven!" Welcome to your new home! This charming 2-bedroom, 1-bath house offers 1,117 sq. ft. of comfortable living space in a peaceful neighborhood. Enjoy the convenience of nearby shopping, parks, and local amenities—all just minutes away.

    Shannon Cornell PMI ARRICO REALTY AND PRTP MGT

    1595 28th St NW, Winter Haven, FL 33881
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    $1,200 per month

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

    1733 2nd St NW Unit B, Winter Haven, FL 33881

    Welcome to this cozy and beautifully remodeled 2-bedroom, 1-bathroom duplex, perfect for those seeking comfort and convenience. This duplex is ideally situated just minutes from local shopping, dining, and entertainment, making it the perfect spot for those who love being close to all the action. Enjoy a spacious backyard for you to relax and play. Schedule your showing with me today! Rental

    Chelsey Collins LA ROSA REALTY PRESTIGE

    1733 2nd St NW Unit B, Winter Haven, FL 33881
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    $1,995 per month

    • 2 Beds
    • 2.5 Baths
    • 1,408 Sq Ft
    • Condo for Rent

    503 Avenue B NW Unit 503, Winter Haven, FL 33881

    For Rent – 503 Avenue B NW, Winter Haven, FL 33881. Available: November 1, 2025Downtown Winter Haven | Walkable Location | Near LEGOLAND & Chain of LakesLive in the heart of Downtown Winter Haven with this well-located rental just steps from restaurants, shops, parks, and entertainment. Enjoy the vibrant local lifestyle with easy access to LEGOLAND Florida Resort, Winter Haven’s Chain

    James Barris EXP REALTY LLC

    503 Avenue B NW Unit 503, Winter Haven, FL 33881
  • /4

    $1,200 per month

    • 2 Beds
    • 1 Bath
    • Property for Rent

    20 Stebbins Dr Unit 20, Winter Haven, FL 33884

    Own your own home in a quiet, well-maintained neighborhood! This 2 bed/1 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Grove Shores, a professionally managed community. Ask about our special incentive programs! This one won't last long!

    Tori Coil Grove Shores

    20 Stebbins Dr Unit 20, Winter Haven, FL 33884
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    $765 per month

    • 2 Beds
    • 1 Bath
    • 670 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 7, Winter Haven, FL 33881

    Welcome to 2854 Lake Alfred Road – a beautifully updated 2-bedroom, 1-bath mobile home offering comfort, convenience, and modern touches throughout. Step inside to find a freshly updated interior featuring stylish finishes, new flooring, and an open layout that maximizes space and natural light. $50.00 monthly fee to cover water, garbage, sewer and lawn care The kitchen is equipped with sleek

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 7, Winter Haven, FL 33881
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    $1,500 per month

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

    201 Eagle Pond Dr, 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 includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and

    Kayly Malinas JOHN WOOD REALTY, INC.

    201 Eagle Pond Dr, Winter Haven, FL 33884
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    $1,250 per month

    • 2 Beds
    • 2 Baths
    • Property for Rent

    44 Stebbins Dr Unit 44, Winter Haven, FL 33884

    Own your own home in a quiet, well-maintained neighborhood! This 2 bed/2 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Grove Shores, a professionally managed community. Ask about our special incentive programs! This one won't last long!

    Tori Coil Grove Shores

    44 Stebbins Dr Unit 44, Winter Haven, FL 33884
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    $1,570 per month

    • 2 Beds
    • 2 Baths
    • 1,904 Sq Ft
    • House for Rent

    3217 Timberline Rd, Winter Haven, FL 33880

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    3217 Timberline Rd, Winter Haven, FL 33880
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    $1,150 per month

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

    514 Avenue C NE Unit 4, Winter Haven, FL 33881

    Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent.

    Angela Chapman CAPITAL REALTY GROUP FLORIDA

    514 Avenue C NE Unit 4, Winter Haven, FL 33881
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    $1,359 per month

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

    3008 Saint Paul Dr Unit 3014, Winter Haven, FL 33880

    Beautiful 2/1 VIEW TODAY!

    Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

    3008 Saint Paul Dr Unit 3014, Winter Haven, FL 33880
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    $1,375 per month

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • Condo for Rent

    403 Laurel Cove Way Unit 403, Winter Haven, FL 33884

    Special Offer! $200 OFF Your First Month's Rent!!!! This beautifully maintained 2-bedroom, 2-bath ground-floor condo is nestled within the highly sought-after gated community of Winterset. Step inside to discover an open-concept living and dining area that seamlessly connects to a screened lanai overlooking the tranquil waters of Lake Winterset—perfect for morning coffee or evening relaxation.The

    Michelle Heath FULL SERVICE PROPERTY MANAGEMENT

    403 Laurel Cove Way Unit 403, Winter Haven, FL 33884
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    $1,100 per month

    • 2 Beds
    • 2 Baths
    • Property for Rent

    723 Jenny Wren Rd Unit 723, Winter Haven, FL 33881

    COMING SOON, SENIOR COMMUNITY! This is a brand new, never lived in 2 bedroom, 2 bath mobile home for a long-term rental. Kitchen includes new stainless steel side by side refrigerator, stove and dishwasher. Washer/dryer hook-ups. Carport and screened room IN the works.

    Yvonne Straub Lake Deer Mobile Hamlet

    723 Jenny Wren Rd Unit 723, Winter Haven, FL 33881
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    $1,350 per month

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

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884

    Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE

    Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC

    1100 Martinique Dr Unit 212, Winter Haven, FL 33884
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    $1,600 per month

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

    1005 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an

    Kayly Malinas JOHN WOOD REALTY, INC.

    1005 Eagle Pond Dr, Winter Haven, FL 33884
  • /2

    $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
  • /40

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,981 Sq Ft
    • House for Rent

    4148 Dunmore Dr, Lake Wales, FL 33859

    Golfers Paradise! Right on the 18th Fairway...This 2 BD, 2 BA single family home on the golf course offers the perfect blend of comfort, ease and resort-style living. With an open-concept layout, this home features a spacious primary suite with private bath, and a welcoming guest bedroom with a second full bath. The modern kitchen is fully stocked with everything you will need for

    Rhonda Martin SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    4148 Dunmore Dr, Lake Wales, FL 33859

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