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Oakland, FL Homes for Rent

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    $1,553 - $3,175 per month

    AVENUE ON OAKLAND

    Studio-3 Beds

    751 W Oakland Ave, Oakland, FL 34787

    Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike. The Avenue offers unparalleled amenities and an exquisite collection of studios, one, two- and three-bedroom apartment homes.

    751 W Oakland Ave, Oakland, FL 34787
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    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • House for Rent

    15817 Tollington Alley, Oakland, FL 34787

    Townhouse located in Winter Garden, just minutes from Horizons West and Disney. This 3-bedroom/2 bath home offers an open space concept which features a bright, open floorplan and kitchen with plenty of upgrades such as beautiful 42-inch shaker cabinets; quartz counter tops witha large island for entertaining; stainless steel appliances including range, dishwasher, and microwave, refrigerator,

    Eusebio Salas LA ROSA REALTY LLC

    15817 Tollington Alley, Oakland, FL 34787
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    $2,450 per month

    • 3 Beds
    • 3 Baths
    • 1,809 Sq Ft
    • House for Rent

    2230 Gopher Tortoise Terrace, Oakland, FL 34760

    *ESTIMATED TOTAL MONTHLY LEASING PRICE: $2,554.95Base Rent: $2,450.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 High-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 service,

    2230 Gopher Tortoise Terrace, Oakland, FL 34760
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    $3,295 per month

    • 4 Beds
    • 2 Baths
    • 2,278 Sq Ft
    • House for Rent

    13227 Spring Grove Way, Oakland, FL 34787

    This 4 bedroom, 2 bathroom home in the Encore at Ovation community is located near local shops and restaurants, Hamlin Town Center, theme parks, Orange County National Golf course, SR429, and the Florida Turnpike. The open floor plan features luxury vinyl plank throughout with a large family room and kitchen with stainless steel appliances, quartz counter-tops, breakfast bar, and pantry. The

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    13227 Spring Grove Way, Oakland, FL 34787
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    $3,999 per month

    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft
    • House for Rent

    17882 Adrift Rd, Oakland, FL 34787

    Welcome to this beautiful and spacious lakefront home in the desirable Waterleigh community of Winter Garden! This 4-bedroom, 3-bath residence features an open-concept layout with a modern kitchen, stainless steel appliances, and a large island perfect for entertaining. Enjoy a bright living space, generously sized bedrooms, and a private, spacious backyard. Community amenities include

    Winnie Tam FLORIDA REALTY INVESTMENTS

    17882 Adrift Rd, Oakland, FL 34787
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    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,861 Sq Ft
    • House for Rent

    15030 Summer Harvest St, Oakland, FL 34787

    Welcome to this stunning two-story home, offering spacious bedrooms and bathrooms in a bright, open layout. The modern kitchen features granite countertops, stainless steel appliances, and ample storage, making it perfect for both everyday living and entertaining. Upstairs, the generously sized bedrooms provide comfort and privacy, with plenty of natural light. The primary suite offers a relaxing

    Elio Serpa AUTHENTIC REAL ESTATE TEAM

    15030 Summer Harvest St, Oakland, FL 34787
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    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • Townhouse for Rent

    15220 Blue Peacock Ln, Oakland, FL 34787

    ** TENANT OCCUPIED until July, 30th** Beautiful Home with Open Floor Plan! Welcome to this stunning property that perfectly combines comfort, style, and functionality. Featuring a spacious open floor plan filled with natural light, this home is designed for both relaxing living and effortless entertaining. The inviting living room provides a warm and cozy setting for family gatherings, while the

    Ricardo Molina TALENT REALTY SOLUTIONS

    15220 Blue Peacock Ln, Oakland, FL 34787
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    $2,949 per month

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Townhouse for Rent

    6678 Juneberry Way, Oakland, FL 34787

    EXPERIENCE LUXURY LIVING IN THIS MODERN 3-STORY TOWNHOME IN PARKVIEW AT HAMLIN! Now available for rent, this NEW CONSTRUCTION townhome offers 3 BEDROOMS + BONUS FLEX SPACE, 2.5 BATHS, and a 2-CAR GARAGE across nearly 1,850 SQ FT of thoughtfully designed interiors. Nestled in Horizon West—just MINUTES FROM DISNEY and with EASY ACCESS TO SR-429—you’ll be living in one of Central Florida’s most

    Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

    6678 Juneberry Way, Oakland, FL 34787
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    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft
    • Townhouse for Rent

    10660 Words Dr, Oakland, FL 34787

    Welcome to 10660 Words Drive, a spacious 4-bedroom, 3-bathroom townhome nestled in Winter Garden's desirable Storey Grove community. This 2,000 sq ft residence features an open-concept layout with a first-floor owner's suite, a modern kitchen, and a private patio—perfect for both relaxation and entertaining. Storey Grove offers an array of amenities, including a resort-style pool, fitness center,

    Ashley Porto FLORIDA CONNEXION PROPERTIES

    10660 Words Dr, Oakland, FL 34787
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    $4,400 per month

    • 5 Beds
    • 4.5 Baths
    • 3,227 Sq Ft
    • House for Rent

    8887 Sonoma Coast Dr, Oakland, FL 34787

    Great opportunity!!! This magnificent home is for rent, located in the desirable community of Waterleigh in Winter Garden, The home was built in 2021, is in excellent condition, like new! It has 5 bedrooms and 4.5 bathrooms, a huge family room upstairs, custom designed closets, a large gourmet kitchen equipped with stainless steel appliances and granite countertops, a large dining room area and a

    Yesenia Barrios URBAN-O REAL ESTATE SOLUTION

    8887 Sonoma Coast Dr, Oakland, FL 34787
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    $2,695 per month

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft
    • Townhouse for Rent

    6013 Blue Lily Way, Oakland, FL 34787

    One or more photo(s) has been virtually staged. Horizon West Hotspot! This beautiful 3-bedroom, 2.5-bathroom townhome (built 2020) in desirable Hamlin offers the perfect blend of modern living and unbeatable location. Enjoy an open main floor with tile, a stylish kitchen with stainless steel appliances and granite, and a spacious owner's suite. Upstairs laundry adds convenience.Just steps

    Julie Fernandez OAK AVENUE REAL ESTATE LLC

    6013 Blue Lily Way, Oakland, FL 34787
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    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • House for Rent

    9588 Jacques Alley, Oakland, FL 34787

    Welcome to Waterleigh in the desirable area of Horizon West located in Winter Garden, FL. “Come Here and Stay” in this stunning community situated on over 1,400 acres of land with over a dozen lakes and ponds. Check out one of Waterleigh’s most popular bungalow floor-plans the Cordale offering 4 bedrooms, 2.5 bathrooms, and an attached 2 car garage. Enjoy the water view, while sitting on the

    Teresa Valdes VALSTAR REALTY LLC

    9588 Jacques Alley, Oakland, FL 34787
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    $5,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,653 Sq Ft
    • House for Rent

    15511 Shorebird Ln, Oakland, FL 34787

    Welcome to this open plan 5 Bedroom, 4 and a half bathroom water front home including a 3 car garage.Flooring includes tile, laminate and carpet. You will never run out of storage with the abundance of cabinets. Chef's kitchen include upgraded appliances and wall oven. Large sliders allow plenty of light and gorgeous water view and open to a covered lanai. Some of the amenities include a

    Mark Volchko REALTY WORLD PREFERRED

    15511 Shorebird Ln, Oakland, FL 34787
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