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Downtown Winter Haven Houses for Rent

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  • /23

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft
    • House for Rent

    248 Avenue L NE, Winter Haven, FL 33881

    Adorable move-in ready 2-bedroom, 1-bath home! This delightful property features vinyl plank flooring throughout, with ceramic tile in the bathroom for easy maintenance. The open great room is filled with natural light, creating a warm, welcoming atmosphere. The kitchen boasts sleek stainless steel appliances, ample counter space, and a convenient breakfast bar with additional cabinets on the

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 269-3421

    248 Avenue L NE, Winter Haven, FL 33881
  • /11

    $1,895 per month

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

    1403 8th St SE, Winter Haven, FL 33880

    Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not

    1403 8th St SE, Winter Haven, FL 33880
  • /9

    $1,375 per month

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

    1997 5th St NE, Winter Haven, FL 33881

    Discover the perfect blend of tranquility and accessibility in this inviting 3-bedroom home, complete with a spacious carport for easy parking. Nestled just minutes from vibrant shopping centers and serene nature parks, this residence offers the best of both worlds—urban convenience and outdoor escape.CALL TODAY TO VIEW !

    Nancy Greenwood PALM LEAF PROPERTY MANAGEMENT

    1997 5th St NE, Winter Haven, FL 33881
  • /9

    $1,000 per month

    • Studio
    • 1 Bath
    • House for Rent

    351 Ave N NE, Winter Haven, FL 33881

    *ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,044.95Base Rent: $1,000.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00*The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as: pet, utility service, and security deposit waiver fees. Our Resident Benefits Package

    351 Ave N NE, Winter Haven, FL 33881
  • /11

    $1,435 per month

    • 3 Beds
    • 1 Bath
    • 1,057 Sq Ft
    • House for Rent

    1311 5th St NE, Winter Haven, FL 33881

    This adorable 3-bedroom home offers cozy living with functional flair. Enjoy a spacious kitchen perfect for cooking and gathering, plus a dedicated laundry/mud room to keep things neat and tidy. The large yard provides ample room for play, pets, or peaceful gardening afternoons. A detached one-car garage adds extra storage or workspace potential. Best of all, you’re just minutes from local parks

    Nancy Greenwood PALM LEAF PROPERTY MANAGEMENT

    1311 5th St NE, Winter Haven, FL 33881
  • /20

    $1,400 per month

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

    119 5th St NE, Winter Haven, FL 33881

    Property Id: 1220047**MOVE IN READY**NO APPLICATION FEESSE HABLA ESPANOLUnit updated and semi remodeled, fully furnished 2/1 upstairs apartment. First bedroom with queen bed, chest, dresser, nightstands is on the main floor off the living room. Second bedroom is the entire loft with queen bed, under bed drawers, dresser, floating nightstand and bungee chair. Small living

    119 5th St NE, Winter Haven, FL 33881
  • /11

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 626 Sq Ft
    • House for Rent

    1756 2nd St NE, Winter Haven, FL 33881

    VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the

    Daniel Hut HUT TEAM REALTY

    1756 2nd St NE, Winter Haven, FL 33881
  • /16

    $1,970 per month

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft
    • House for Rent

    1552 Foxridge Run SW, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    1552 Foxridge Run SW, Winter Haven, FL 33880
  • /11

    $2,100 per month

    • 3 Beds
    • 3 Baths
    • 1,696 Sq Ft
    • House for Rent

    130 Avenue H SE, Winter Haven, FL 33880

    Beautiful 2 story house with lots of character. 2 bedrooms with full baths upstairs and a 3rd bedroom downstairs. Huge kitchen, fully remodeled with gorgeous granite countertops and backsplash. Huge patio with access from from the street behind as well.

    Nancy Parkhurst LA ROSA REALTY KISSIMMEE

    130 Avenue H SE, Winter Haven, FL 33880
  • /11

    $1,895 per month

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • House for Rent

    1727 2nd St NE, Winter Haven, FL 33881

    Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not

    1727 2nd St NE, Winter Haven, FL 33881
  • /16

    $1,765 per month

    • 3 Beds
    • 2 Baths
    • 1,134 Sq Ft
    • House for Rent

    250 23rd St SW, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    250 23rd St SW, Winter Haven, FL 33880
  • /11

    $1,725 per month

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    244 Palmetto Ave NE, Winter Haven, FL 33881

    Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community amenities. This does not

    244 Palmetto Ave NE, Winter Haven, FL 33881
  • /16

    $1,990 per month

    • 3 Beds
    • 3 Baths
    • 1,691 Sq Ft
    • House for Rent

    1928 3rd St NE, Winter Haven, FL 33881

    Incredible rental opportunity! This beautifully renovated home offers cozy spaces in an excellent location, featuring 3 bedrooms and 1 bathroom, plus an additional room with a private entrance and bathroom—perfect for a guest, family member, or home office. Enjoy the flexibility of a home with no HOA. Don’t miss out on this welcoming and versatile property!”

    Diana Ramirez LPT REALTY, LLC

    1928 3rd St NE, Winter Haven, FL 33881
  • /13

    $1,740 per month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    924 Ave T SE, Winter Haven, FL 33880

    Sign a lease today and get HALF OFF your 2nd full month rent for free! Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering,

    924 Ave T SE, Winter Haven, FL 33880
  • /32

    $1,995 per month

    • 3 Beds
    • 2.5 Baths
    • 1,722 Sq Ft
    • House for Rent

    434 Avenue C NE, Winter Haven, FL 33881

    Lovely older home with original hardwood flooring located near downtown Winter Haven. Fenced in yard great for kids or animals. Located half way between Tampa and Orlando.

    Steven Baron BARON HOLDINGS REAL ESTATE LLC

    434 Avenue C NE, Winter Haven, FL 33881
  • /24

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft
    • House for Rent

    651 22nd St NW, Winter Haven, FL 33880

    *ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,899.95Base Rent: $1,850.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00High-speed Internet up to 1 Gig: $55.00*The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as:pet, utility

    651 22nd St NW, Winter Haven, FL 33880
  • /16

    $1,775 per month

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • House for Rent

    924 Avenue T SE, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    924 Avenue T SE, Winter Haven, FL 33880
  • /10

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • House for Rent

    1159 Fairfax St NE, Winter Haven, FL 33881

    This fantastic home features 3 bedrooms, 2 baths, tile floors throughout, showers with tubs and a laundry room inside just waiting for your favorite washer and dryer. Located near Polk State in Winter Haven and the lovely downtown with lots of boutique shops and dining. This home is ready for new tenants so get your application in today!

    Holli Linck Xcellence Realty Independent, Inc.

    1159 Fairfax St NE, Winter Haven, FL 33881
  • /5

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    347 8th St NE, Winter Haven, FL 33881

    I wanted to share a listing for a unique 3-bedroom, 2-bath home that offers a great combination of charm and practicality. One of its standout features is an upstairs bedroom, providing a private retreat that would be perfect for relaxation or a quiet workspace.The home also includes a dedicated laundry room with full-size washer and dryer hookups, which adds convenience to daily life. The

    Nancy Greenwood PALM LEAF PROPERTY MANAGEMENT

    347 8th St NE, Winter Haven, FL 33881
  • /7

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    319 Avenue P NE, Winter Haven, FL 33881

    A cozy 3 bedroom 2 Bathroom remodel home. Open floor plan with dinning area and room for stools at the kitchen. Side bar for additional seating. New kitchen with more than enough storage space finished off with quartz countertop for your generous counter space. large laundry. Master-bedroom provides natural lighting and private bathroom with a generous linen closet. Fresh landscape with a great

    Linda Louisdor Premier Star Realty

    319 Avenue P NE, Winter Haven, FL 33881
  • /72

    $2,500 per month

    • 4 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • House for Rent

    202 Lake Howard Dr NW, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Escape to this stunning 4-bedroom, 2.5-bathroom lake house perfectly situated on the shores of Lake Howard! This spacious home boasts an open floorplan with a thoughtful split-bedroom layout, offering both comfort and privacy for your family or guests.Step inside and be greeted by tons of natural light streaming through expansive windows

    David Small KELLER WILLIAMS REALTY SMART 1

    202 Lake Howard Dr NW, Winter Haven, FL 33880
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