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Newest Homes for Rent in Winter Garden, FL

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  • /42

    $3,850 Per Month

    • 6 Beds
    • 4 Baths
    • 4,194 Sq Ft
    • House for Rent

    1450 Juniper Hammock St, Winter Garden, FL 34787

    Welcome to this exceptional opportunity to reside in a meticulously maintained 6-bedroom, 4-bathroom, 3-car garage home in the McAllister Landing community, just minutes from the historic charm of Downtown Winter Garden. Situated at the corner of a serene and well-established neighborhood, this residence is surrounded by the captivating allure of majestic oak trees. Upon entry, discover a

    Cui Li RATIO REAL ESTATE, LLC

    1450 Juniper Hammock St, Winter Garden, FL 34787
  • /33

    $3,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • House for Rent

    14719 Speer Lake Dr, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION! This fully furnished, 3 bedroom, 2 full bath, single story home is in pristine condition. The rent payment includes lawn care, basic cable, internet and all appliances including washer and dryer. *** No Sign*** Covered front porch overlooking the pond and the back porch lanai looking to a conservation area. The New Independence community offers many amazing

    Yasmin Sanchez GLASBRIDGE LLC

    14719 Speer Lake Dr, Winter Garden, FL 34787
  • /26

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,857 Sq Ft
    • House for Rent

    1944 Portcastle Cir, Winter Garden, FL 34787

    Charming two-story home for rent offering 3 bedrooms, 2.5 bathrooms, and a spacious loft, perfect for a home office, playroom, or additional living space. The main living area and upstairs loft feature durable bamboo flooring, while the kitchen offers appliances, tile flooring, a cozy eat-in dining area, and convenient access to the laundry room and two-car garage. All bedrooms are thoughtfully

    Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

    1944 Portcastle Cir, Winter Garden, FL 34787
  • /11

    $1,500 Per Month

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

    430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

    Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to

    Nicholas Horton BANNER INT'L REAL ESTATE

    430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
  • /30

    $1,830 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

    Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy.The well-appointed kitchen features granite

    Hans Tank FLORIDA SCANDI REALTY LLC

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
  • /26

    $2,800 Per Month

    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • House for Rent

    884 Klondike St, Winter Garden, FL 34787

    Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the

    Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

    884 Klondike St, Winter Garden, FL 34787
  • /38

    $3,700 Per Month

    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft
    • House for Rent

    720 Parkmont Place, Winter Garden, FL 34787

    Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout.Upon entering, you'll find French doors leading to a flexible bonus room currently set

    Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

    720 Parkmont Place, Winter Garden, FL 34787
  • /17

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Property for Rent

    Unlisted Address

    Located in the highly desirable Waterleigh community, this charming townhome offers 3 bedrooms and 2.5 baths with a functional and modern layout. The first floor features an open-concept design with a spacious dining and family room area flowing into a well-appointed kitchen with stainless steel appliances, granite countertops, 42” cabinets, and modern lighting. A convenient half bath and a large

    Claudia Estrada WRA BUSINESS & REAL ESTATE

    Unlisted Address
  • /60

    $3,495 Per Month

    • 5 Beds
    • 3 Baths
    • 3,462 Sq Ft
    • House for Rent

    806 Lost Grove Cir, Winter Garden, FL 34787

    $500 OFF before moving in August 31st!!! Enjoy over 3,400 square feet of living space in one of Winter Garden's most desirable communities! This spacious home features 5 bedrooms, 3 bathrooms, a rare three-car garage, an oversized loft, and a flexible floor plan ideal for comfortable family living or working from home.The first floor features new laminate flooring throughout most of the

    Amanda Yuan MULTI CHOICE REALTY LLC

    806 Lost Grove Cir, Winter Garden, FL 34787
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    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Townhouse for Rent

    16097 Pebble Bluff Loop, Winter Garden, FL 34787

    3 Bedroom, 2 Baths Town Home For Rent in Winter Garden, Fl. 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    16097 Pebble Bluff Loop, Winter Garden, FL 34787
  • /32

    $2,850 Per Month

    • 4 Beds
    • 2 Baths
    • 2,459 Sq Ft
    • House for Rent

    273 Avalon Rd, Winter Garden, FL 34787

    Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets,

    Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

    273 Avalon Rd, Winter Garden, FL 34787
  • /38

    $3,200 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15501 Hamlin Park Dr, Winter Garden, FL 34787

    Experience luxury living in this stunning, professionally furnished Ashton Woods 3-story model home located in the highly sought-after Parkview at Hamlin community. The first floor features a private suite with a full bath, offering the flexibility to serve as a guest bedroom, home office, or study. On the second floor, you'll find an open-concept living space where the living room, dining room,

    Dane Bradley CELEBRATION RENTAL GROUP

    15501 Hamlin Park Dr, Winter Garden, FL 34787
  • /2

    $3,600 Per Month

    • 4 Beds
    • 3 Baths
    • 2,966 Sq Ft
    • House for Rent

    2158 Wintermere Pointe Dr, Winter Garden, FL 34787

    Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!

    Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC

    2158 Wintermere Pointe Dr, Winter Garden, FL 34787
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    $6,000 Per Month

    • 5 Beds
    • 7 Baths
    • 4,019 Sq Ft
    • House for Rent

    706 Canopy Estates Dr, Winter Garden, FL 34787

    Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is

    Lisa Rutkowski PREMIER SOTHEBY'S INTL. REALTY

    706 Canopy Estates Dr, Winter Garden, FL 34787
  • /19

    $1,650 Per Month

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

    417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

    Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.

    Maria Lloret HOMESMART

    417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
  • /43

    $7,500 Per Month

    • 6 Beds
    • 6.5 Baths
    • 5,174 Sq Ft
    • House for Rent

    7759 Green Mountain Way, Winter Garden, FL 34787

    Welcome to your dream home in Winter Garden, where elegance meets comfort in this stunning single-family executive home with a picturesque view of Lake Hancock. With 6 bedrooms, 6.5 bathrooms, and a host of impressive features, this residence offers a lifestyle of unparalleled grandeur and convenience. As you step inside, you'll be greeted by high ceilings and an open, modern floor plan that

    Esther Griller FLORIDA REALTY INVESTMENTS

    7759 Green Mountain Way, Winter Garden, FL 34787
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    $1,690 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    14978 Lebeau Loop, Winter Garden, FL 34787

    Apartment for rent: one bedroom, one bathroom, with all utilities included. The apartment is above the property’s garage, fully furnished, and has a separate entrance. Only 6 minutes from Disney

    christian dellolio AGENT TRUST REALTY CORPORATION

    14978 Lebeau Loop, Winter Garden, FL 34787
  • /34

    $2,550 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft
    • Townhouse for Rent

    11056 Great Rock St, Winter Garden, FL 34787

    Beautiful end-unit townhouse located in the highly desirable Waterleigh community in Winter Garden. Built in 2021, this well-maintained home offers a modern open floor plan with stylish finishes throughout. The kitchen features stainless steel appliances, granite countertops, ample cabinet space, and a functional layout perfect for everyday living and entertaining. Located in an excellent school

    Amanda Yuan MULTI CHOICE REALTY LLC

    11056 Great Rock St, Winter Garden, FL 34787
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    $5,300 Per Month

    • 5 Beds
    • 3 Baths
    • 3,359 Sq Ft
    • House for Rent

    10264 Love Story St, Winter Garden, FL 34787

    Discover this exceptional 5-bedroom, 3-bathroom home located in the desirable Storey Grove community in Horizon West. Situated on a premium private conservation lot with no rear neighbors, this beautiful residence offers the perfect combination of privacy, luxury, and location. Enjoy stunning sunset views and nightly Disney fireworks from your own backyard, complete with a sparkling saltwater

    Tatiana Mayer FLORIDA CONNEXION PROPERTIES

    10264 Love Story St, Winter Garden, FL 34787
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    $2,550 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,793 Sq Ft
    • Townhouse for Rent

    16347 Prairie School Dr, Winter Garden, FL 34787

    Like New three bedroom, two and a half bath townhome in Hawksmoor. Stainless steel appliances, granite countertops and a two car garage. The community is just outside 429 in the actively growing Winter Garden area and includes playgrounds, pool area, zen garden, tot play pool and well equipped fitness center.

    Carey Sauer DEFINITIVE GROUP LLC

    16347 Prairie School Dr, Winter Garden, FL 34787
  • /24

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Condo for Rent

    143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    Awesome opportunity to live in a 3 bedroom 2 bath, 2nd floor unit in Southern Pines. Close to the Winter Garden Village and major highways. Condominium has a community pool, tennis court, racquetball court, fitness center, hot tub, computer room, clubhouse, basketball court, volleyball court, bar-b-que area, and playground. Lease period must be for 12 months no exceptions. New A/C and Water

    Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

    143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
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    $5,000 Per Month

    • 6 Beds
    • 4 Baths
    • 4,704 Sq Ft
    • House for Rent

    17987 Gourd Neck Loop, Winter Garden, FL 34787

    Prepare to be amazed by this expansive, newly renovated rental in a charming sub-division of Winter Garden, Florida! Offering a rare SIX bedrooms and FOUR bathrooms, this is the perfect solution for a large family or corporate housing. Best of all, the home is fully furnished and ready for immediate move-in, with a preferred lease start of August 1st.The entire home has been spectacularly

    Joel Parrott EXPERT REALTY SOLUTIONS INC.

    17987 Gourd Neck Loop, Winter Garden, FL 34787
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    $3,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft
    • House for Rent

    15367 Gilligan Ct, Winter Garden, FL 34787

    Your Dream Home Awaits! Welcome to this beautifully designed two-story single-family residence, built in 2020, where modern elegance meets everyday comfort. This exceptional home features 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath, offering the perfect layout for both relaxation and entertaining. Step inside to discover an open-concept floor plan filled with natural light,

    Ivanna Mendoza RE/MAX REX

    15367 Gilligan Ct, Winter Garden, FL 34787
  • /46

    $4,595 Per Month

    • 5 Beds
    • 4 Baths
    • 3,760 Sq Ft
    • House for Rent

    9240 Woodcrane Dr, Winter Garden, FL 34787

    Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to

    Jessica Martinez Cestero HAMPTON & HAMPTON MGMT LEASING

    9240 Woodcrane Dr, Winter Garden, FL 34787
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    $3,150 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15489 Hamlin Park Dr, Winter Garden, FL 34787

    Don’t miss the chance to call this BRAND-NEW luxury townhome in Parkview at Hamlin your home! This Haines II, stunning 3-bedroom, 2.5-bathroom, 3-story townhome in the highly desirable Parkview at Hamlin community of Winter Garden was just completed and never lived in. Inside, you’ll find a thoughtfully designed floor plan with three private suites, including a first-floor guest suite and a

    Shane Jordan COLDWELL BANKER REALTY

    15489 Hamlin Park Dr, Winter Garden, FL 34787
  • /35

    $3,200 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,322 Sq Ft
    • House for Rent

    15010 Summer Harvest St, Winter Garden, FL 34787

    Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with

    Ricardo Molina TALENT REALTY SOLUTIONS

    15010 Summer Harvest St, Winter Garden, FL 34787
  • /28

    Starting at $2,048

    Total Monthly Price

    • 1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

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

    Overture Hamlin 55+ Active Adult Apartment...

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /26

    $3,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,484 Sq Ft
    • House for Rent

    17865 Adrift Rd, Winter Garden, FL 34787

    Charming and Comfortable Home for Rent – 4 Bedrooms, Spacious Layout, and Excellent AmenitiesThis beautiful home combines charm, comfort, and practicality, offering an ideal space for modern living. With four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, the clever layout maximizes the functionality of each room.Upon entering, you'll be

    Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

    17865 Adrift Rd, Winter Garden, FL 34787
  • /23

    Starting at $1,460 Per Month

    • 1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    Inland Seas Apartments

    1301 Inland Seas Blvd, Winter Garden, FL 34787
  • /30

    Starting at $1,099 Per Month

    • 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

    Winterwoods

    15300 W Colonial Dr, Winter Garden, FL 34787
  • /55

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft
    • House for Rent

    427 Tierra Verde Ln, Winter Garden, FL 34787

    Fully FURNISHED pristine custom home nestled in the sought-after gated community of Lake Cove Pointe! this stunning 4-bed, 3-bath house is a masterpiece of comfort and style. Located in the heart of the Winter Garden Golf Cart District, this residence offers a unique blend of luxury, convenience, and tranquility.Property Features: • Spacious 4 bedrooms with ample natural light; The

    Sherry Wang KELLER WILLIAMS CLASSIC

    427 Tierra Verde Ln, Winter Garden, FL 34787
  • /29

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Townhouse for Rent

    17789 Japonica Bloom Dr, Winter Garden, FL 34787

    Welcome to this marvelous brand-new house, corner and spacious lot, perfect for living at the Northlake Townhomes in Winter Garden! It features 3 bedrooms, 2.1 bathrooms, an open concept floor with a comfortable living room, dining room, a large kitchen with an island, breakfast bar, elegant cabinets and granite countertops leading to a private rear courtyard and a detached 2-car garage. The

    Ligia Coelho WRA BUSINESS & REAL ESTATE

    17789 Japonica Bloom Dr, Winter Garden, FL 34787
  • /14

    $3,350 Per Month

    • 4 Beds
    • 3 Baths
    • 2,071 Sq Ft
    • House for Rent

    5324 Lake Virginia St, Winter Garden, FL 34787

    BEAUTIFUL BRAND NEW HOME READY TO MOVE IN!!!!!Award winning Berkley HOME! You will love this beautiful floor plan situated on an oversized corner lot. Professionally designed with all the latest trends and styles and fully upgraded. The heart of a home is the Kitchen and this Kitchen will not disappoint with a Gourmet Kitchen with stainless steel appliances and a large island overlooking the

    Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

    5324 Lake Virginia St, Winter Garden, FL 34787
  • /49

    $4,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft
    • Townhouse for Rent

    125 S Park Ave, Winter Garden, FL 34787

    Highly Sought After 3 story townhome community located on the downtown strip of Main Street Old Winter Garden. Beautifully appointed with ceramic tile throughout main living and all wet areas. Gourmet kitchen with all upgraded appliances, including gas stove and built in microwave. 8-foot center island with sink and 4 counter seat spaces. Just off the kitchen and pantry is a small but cozy

    Billy Cannon, Jr BHHS FLORIDA REALTY

    125 S Park Ave, Winter Garden, FL 34787
  • /24

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft
    • House for Rent

    247 Country Cottage Ln, Winter Garden, FL 34787

    Remodel Home for rent! This beautiful 4BR/2.5BA single-family home is located inside the gated community of Cobblestone. Features open floor plan, separate living room, dining/family combo, all located on 1st floor completely tile floors. All bedrooms are on the 2nd floor, including the laundry room, with luxury Vinyl floors. The master bedroom features a huge walk-in closet, dual sinks, and a

    Yoganand Ganeshram EXP REALTY LLC

    247 Country Cottage Ln, Winter Garden, FL 34787

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