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Winter Garden, FL Homes for Rent under $3,000

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    $1,544 - $1,989 total monthly price

    Country Gardens

    1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck, lake/pond views, and a heart-healthy cardio & fitness center. The leasing team is ready for you to come by

    15122 W Colonial Dr, Winter Garden, FL 34787
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    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Townhouse for Rent

    314 Douglas Way Unit 900, Winter Garden, FL 34787

    Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A

    Melquisedec Martins NOVA REAL ESTATE SERVICES INC

    314 Douglas Way Unit 900, Winter Garden, FL 34787
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    $1,099 - $1,800 per month

    Winterwoods

    Studio - 2 Beds

    15300 W Colonial Dr, Winter Garden, FL 34787

    Welcome to Winterwoods, apartments in Winter Garden, FL. Rest easy knowing you will be in a great neighborhood with convenient access to all that Winter Garden has to offer. Our single-story, garden-style West Winter Garden apartments feature private entrances and patios for your enjoyment. We offer Studio, 1 & 2 bedroom apartments in Winter Garden near Fowler Groves Winter Garden

    15300 W Colonial Dr, Winter Garden, FL 34787
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,683 Sq Ft
    • Townhouse for Rent

    6400 Tabebuia Pkwy, Winter Garden, FL 34787

    Welcome to this newly completed home in one of Winter Garden’s most sought-after communities!Designed for modern living, this beautiful property offers the perfect blend of style, functionality, and prime location just a short drive from downtown Winter Garden, major roadways, shopping centers, and Orlando’s top attractions.With 3 bedrooms and 2.5 bathrooms, the thoughtfully designed

    Ana Sampaio Pereira Willeman FLORIDA CONNEXION PROPERTIES

    6400 Tabebuia Pkwy, Winter Garden, FL 34787
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    $1,460 - $5,255 per month

    The Westerly

    Studio - 3 Beds

    14680 Westerly Dr, Winter Garden, FL 34787

    Luxury apartment living has never been easier than in your dream apartment home at The Westerly Apartments in Horizon West. Offering pet-friendly homes with modern interiors, abundant amenity spaces and an unparalleled location near Orlando's theme parks.With exceptional craftsmanship and attention to detail, our rentals offer a variety of studio, one, two, and three-bedroom layout to meet your

    14680 Westerly Dr, Winter Garden, FL 34787
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,553 Sq Ft
    • Townhouse for Rent

    16294 Merry Aly, Winter Garden, FL 34787

    Brand New Townhome in the Hearth of Hamlin in Winter Garden. This brand new home will not last long.With a walking distance from the Club house, with Lake view. This unit is located inside Silverleaf where you can find two amazing schools high graded. Also are only a few minutes from major highway 429 and FL Turnipike. You will be near by Supermark, gas station, move theater, restaurants and

    Debora PASSOS WRA BUSINESS & REAL ESTATE

    16294 Merry Aly, Winter Garden, FL 34787
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    $1,460 - $1,950 per month

    Inland Seas Apartments

    1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    1301 Inland Seas Blvd, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • House for Rent

    12154 Plumpton Dr, Winter Garden, FL 34787

    Beautiful Home for Rent in Winter Garde Fl.Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need!Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining.Enjoy Florida living at its best in

    Luis Montoya Tua LA ROSA REALTY LLC

    12154 Plumpton Dr, Winter Garden, FL 34787
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    $2,048 - $2,763 total monthly price

    Overture Hamlin 55+ Active Adult Apartment...

    1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    5795 Citrus Village Blvd, Winter Garden, FL 34787
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    13465 Sagestone Dr, Winter Garden, FL 34787

    Discover this beautifully crafted, townhouse located in the highly desirable Waterleigh community of Winter Garden. The thoughtfully designed kitchen, seamlessly connected to a spacious living and dining area, features a granite island, 42-inch cabinetry, stainless steel appliances, and a generously sized pantry.Rent includes maintenance of all common areas, providing added convenience and

    Marcelo Moura DOUBLE M GROUP COMPANY

    13465 Sagestone Dr, Winter Garden, FL 34787
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    $1,500 - $1,750 per month

    Garden City Apartments

    2 Beds

    521 S Park Ave, Winter Garden, FL 34787

    Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

    521 S Park Ave, Winter Garden, FL 34787
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    $2,850 per month

    • 4 Beds
    • 2.5 Baths
    • 2,037 Sq Ft
    • House for Rent

    15062 Guava Bay Dr, Winter Garden, FL 34787

    Beautiful 4-Bedroom Home with Loft & Brand-New Carpet!This well-maintained home features 4 bedrooms and 2.5 bathrooms, with all bedrooms conveniently located upstairs along with a spacious loft—perfect for a second living area, office, or playroom. The primary suite includes a walk-in shower, while the secondary full bathroom offers a tub. Recent updates include modern light fixtures,

    Andrea Pointon POINTON REALTY INC

    15062 Guava Bay Dr, Winter Garden, FL 34787
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    $1,660 - $2,174 per month

    Slate Luxury Apartments

    1 - 2 Beds

    584 W Bay St, Winter Garden, FL 34787

    Welcome to Slate Luxury Apartments, where tranquility meets chic living in the heart of downtown Winter Garden, Florida. Nestled in a lush, serene enclave, our boutique community offers townhomes and one-story villas. Here, you'll experience a perfect blend of the historic charm of Winter Garden and the modern elegance of our upgraded apartment homes. At Slate, there's no need to get in the car;

    584 W Bay St, Winter Garden, FL 34787
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    $2,750 per month

    • 4 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • House for Rent

    14567 Crested Plume Dr, Winter Garden, FL 34787

    Beautiful 4-Bedroom Corner Unit in Prime Community Location!This spacious 4-bedroom, 2.5-bath home is ideally situated on a premium corner lot right next to the community clubhouse. All bedrooms are conveniently located upstairs, along with the laundry area for added ease.The home features a formal dining room and a versatile flex space upstairs, perfect for a home office, playroom, or

    Andrea Pointon POINTON REALTY INC

    14567 Crested Plume Dr, Winter Garden, FL 34787
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    $2,996 per month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $2,996/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
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    $799 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    15267 Honeybell Dr, Winter Garden, FL 34787

    Welcome to this One Bedroom in a great location with access to everything Winter Garden has. Near theme parks, shopping centers, banks, hospitals, and a lot of entertainment. Rent includes Water, Electricity and Internet, and kitchen access. Schedule your appointment today!

    Maykol Romo VESTI LLC

    15267 Honeybell Dr, Winter Garden, FL 34787
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    $2,671 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2671/mo12-Month+ Stay base rent: starts at $2671/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
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    $2,550 per month

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • House for Rent

    15187 Harrowgate Way, Winter Garden, FL 34787

    Beautiful single-family home for rent located at 15187 Harrowgate Way in the highly desirable Winter Garden area, offering 3 bedrooms, 2 bathrooms, and a spacious attached garage. This well-maintained residence features an open-concept layout filled with natural light, a comfortable living area perfect for both relaxing and entertaining, and a modern kitchen with ample cabinetry and functional

    Caio Zambell Zambelli Pereira AUTHENTIC REAL ESTATE TEAM

    15187 Harrowgate Way, Winter Garden, FL 34787
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    $2,265 per month

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft
    • House for Rent

    314 Daniels Pointe Dr, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    314 Daniels Pointe Dr, Winter Garden, FL 34787
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    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    13286 Pontoon Rd, Winter Garden, FL 34787

    Beautiful townhouse for rent in the highly desirable Waterleigh community, available starting May 1st. This well-maintained property features 3 bedrooms located on the second floor, along with 2.5 bathrooms. The first floor offers ceramic tile flooring, while all bedrooms are carpeted for added comfort.A unique highlight of this home is a studio space converted by the owner in the garage

    Yenny Contreras MBT REALTY LLC

    13286 Pontoon Rd, Winter Garden, FL 34787
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    $2,988 per month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787

    The advertised rate of $2,988/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
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    $2,700 per month

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft
    • House for Rent

    736 Hurley Dr, Winter Garden, FL 34787

    Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance

    Doreen Landi ENGEL & VOLKERS CLERMONT

    736 Hurley Dr, Winter Garden, FL 34787
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    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • House for Rent

    16652 Rialto Dr, Winter Garden, FL 34787

    Property Id: 2362398Welcome to 16652 Rialto Drive- a beautifully maintained home nestled in a peaceful Winter Garden community. This inviting property offers the perfect blend of comfort, convenience and Florida charm.Step inside to find bright, open living spaces filled with natural light, ideal for relaxing evenings or entertaining guest on your screened in porch. The

    16652 Rialto Dr, Winter Garden, FL 34787
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    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    16917 Tesla Aly, Winter Garden, FL 34787

    NO CARPETS! Beautiful townhome in PERFECT Community - Waterleigh at Horizon West Winter Garden. Rent includes Lawn Care and All 4 Community Amenities Access! All Appliance included. Great school zone. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and additional two outdoor pool amenity, soccer

    Jacky Liu YORK MILLS REALTY LLC

    16917 Tesla Aly, Winter Garden, FL 34787
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    $2,700 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft
    • House for Rent

    239 Traditions Dr, Winter Garden, FL 34787

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

    239 Traditions Dr, Winter Garden, FL 34787
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    $2,595 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    16587 Barbours Creek Way, Winter Garden, FL 34787

    Welcome to your Brand New 3BR Townhome in Waterleigh community in Winter Garden! Located in the heart of Horizon West, this beautifully constructed 3-bedroom, 2.5-bathroom home with a 1-car garage offers modern comfort, space, and an exceptional lifestyle.Step inside to a bright and open floor plan featuring contemporary finishes, spacious living and dining areas, and a seamless layout ideal

    Doris Ochoa WATSON REALTY CORP.

    16587 Barbours Creek Way, Winter Garden, FL 34787
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    $2,247 per month

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

    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2357/mo12-Month+ Stay base rent: starts at $2247/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
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    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    165 Windtree Ln Unit U, Winter Garden, FL 34787

    Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

    Cheryl Good ZEAL REALTY

    165 Windtree Ln Unit U, Winter Garden, FL 34787
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    $1,500 per month

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

    8907 Frodsham Way Unit B, Winter Garden, FL 34787

    Property Id: 1351911Utilities Included! Garage Apartment in Winter GardenWelcome home to 8907 Frodsham Way - B. Right in the heart of Winter Garden! This charming and cozy garage apartment offers the perfect blend of privacy and convenience ideal for a single professional or college student offering a comfortable, low-maintenance lifestyle.The unit features:All

    8907 Frodsham Way Unit B, Winter Garden, FL 34787
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    $2,250 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    1404 Scarlet Oak Loop, Winter Garden, FL 34787

    EXCELLENT VILLA , HUGE AND BEAUTIFUL, 3 BED, 2 .5 BATH, LAUNDRY, NEW FLOORS, NO CARPETS, GATE COMMUNITY, POOL, BASKET BALL, PLAYGROUND, DOG PARK, LOCATIONS!!!!!

    Lidia Lo Monaco AGENT TRUST REALTY CORPORATION

    1404 Scarlet Oak Loop, Winter Garden, FL 34787
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    $2,570 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,541 Sq Ft
    • House for Rent

    15319 Torpoint Rd, Winter Garden, FL 34787

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

    15319 Torpoint Rd, Winter Garden, FL 34787
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    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • House for Rent

    14651 Bahama Swallow Blvd, Winter Garden, FL 34787

    Beautiful 3-bedroom, 2.5-bath home in the highly desirable Summerlake community in Hamlin. Currently tenant-occupied showings by appointment only. Featuring a freshly painted exterior, this stunning two-story home offers a bright and spacious open layout with laminate flooring downstairs and carpet upstairs. Enjoy the convenience of a downstairs laundry room and an attached garage. Step outside

    Samir Naim NAIM REAL ESTATE LLC

    14651 Bahama Swallow Blvd, Winter Garden, FL 34787
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    $2,765 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • House for Rent

    1907 Seatonham St, Winter Garden, FL 34787

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

    1907 Seatonham St, Winter Garden, FL 34787
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    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,611 Sq Ft
    • Townhouse for Rent

    15501 Honeybell Dr, Winter Garden, FL 34787

    Charming Furnished Townhome in Coveted Hamlin Reserve, Winter GardenDiscover this exceptional end-unit townhome located in one of Florida’s most sought-after communities. This meticulously maintained home features upgrades such as modern flooring, a beautifully renovated main bathroom shower, and a completely carpet-free interior, offering a sleek and low-maintenance living space.Prime

    Victor Barroeta MBT REALTY LLC

    15501 Honeybell Dr, Winter Garden, FL 34787
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    $2,290 per month

    • 3 Beds
    • 2.5 Baths
    • 1,345 Sq Ft
    • House for Rent

    1579 Tiverton Blvd, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2434.90. That covers your base rent, $2290.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1579 Tiverton Blvd, Winter Garden, FL 34787
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    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,945 Sq Ft
    • House for Rent

    150 Temple Grove Dr, Winter Garden, FL 34787

    Imagine starting your mornings beneath towering oak trees in the heart of the Winter Garden Historic District, where life moves just a little slower and neighbors still wave as they pass by in their golf carts. Tucked away on a quiet dead-end street in the sought-after Winter Garden Golf Cart District, this spectacular rental offers a rare opportunity to live in one of the most beloved pockets of

    Joshua Brown SOUTHERN HERITAGE REALTY, INC

    150 Temple Grove Dr, Winter Garden, FL 34787
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    $2,097 per month

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

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2295/mo12-Month+ Stay base rent: starts at $2097/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
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    $2,490 per month

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • House for Rent

    17207 Ocean Hill Dr, Winter Garden, FL 34787

    Welcome to Winter Garden Waterside community in Winter Garden located on the northern side of Hartwood Marsh road and the southern shore of Johns Lake. located about 5 minutes away from the nearest shopping center. There is a Publix, local dining and much more just to the east. The best local shopping area is the Winter Garden Village which is a mere 5 minutes away to the the east where you can

    Yukey Hoo U KEY REALTY

    17207 Ocean Hill Dr, Winter Garden, FL 34787
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    $2,880 per month

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • House for Rent

    14434 Whittridge Dr, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2939.90. That covers your base rent, $2880.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

    14434 Whittridge Dr, Winter Garden, FL 34787
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    $2,950 per month

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

    5783 Citrus Park Dr, Winter Garden, FL 34787

    Experience elevated living in this brand-new luxury townhome ideally located in the heart of Hamlin, Winter Garden—one of Central Florida’s rapidly growing communities. This exceptional residence offers 3 spacious bedrooms, 2 full bathrooms, 1 half bath, and a 2-car garage, thoughtfully designed for both comfort and sophistication. The open-concept layout showcases a seamless flow between living,

    Marcia Vieira GOLDEN KEY REAL ESTATE SOLUTIONS LLC

    5783 Citrus Park Dr, Winter Garden, FL 34787

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