106

Winter Garden, FL Houses for Rent

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  • /11

    $2,599 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • House for Rent

    215 S Boyd St, Winter Garden, FL 34787

    Live where charm meets convenience at 215 S Boyd Street in beautiful Winter Garden! This newly renovated home is move-in ready and designed with modern living in mind featuring brand-new appliances and a washer and dryer included for your comfort and ease.Step outside and you're just a short walk from the heart of Downtown Winter Garden, where you can enjoy trendy restaurants, boutique

    215 S Boyd St, Winter Garden, FL 34787
  • /39

    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 3,364 Sq Ft
    • House for Rent

    7849 Freestyle Ln, Winter Garden, FL 34787

    Rare opportunity to rent in an exclusive private gated and coveted water-skiing community of Isles of Lake Hancock. Amidst gorgeous views and private streets of beautiful estate homes you will find this stunning and spacious 4 bedroom, 3 bath pool home. Resting entirely on one story, this completely upgraded home is open, light and bright. Brilliantly laid out, the large rooms avail privacy, with

    Kelly Zannini HOMEVEST REALTY

    7849 Freestyle Ln, Winter Garden, FL 34787
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    $10,800 total monthly price

    • 6 Beds
    • 6.5 Baths
    • 7,428 Sq Ft
    • House for Rent

    10301 Savannah Ridge Ln, Winter Garden, FL 34787

    Gate Luxury mansion home in Winter Garden Welcome to the epitome of luxury living in winter garden This exclusive pool home combines elegance sophistication. Step in a world of opulence where you will be greeted by an elegant foyer that flowes seamlessly into a spacious living area adorned with exquisite finished and designer touches throughout There is an indoor GYM on the first floor

    10301 Savannah Ridge Ln, Winter Garden, FL 34787
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    $5,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,087 Sq Ft
    • House for Rent

    6154 Hamlin Reserve Blvd, Winter Garden, FL 34787

    Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also

    Denise Batista ALLUX REAL ESTATE LLC

    6154 Hamlin Reserve Blvd, Winter Garden, FL 34787
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    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,755 Sq Ft
    • House for Rent

    10672 Words Dr, Winter Garden, FL 34787

    Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your

    10672 Words Dr, Winter Garden, FL 34787
  • /20

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft
    • House for Rent

    16336 Honey Harvest St, Winter Garden, FL 34787

    Stunning modern single-family home located in the desirable at community in Horizon West with NEW Elementary School in the community, less than 20min for Disney's Parks. This property offers the perfect combination of elegance, efficiency, and comfort.This 3 bedroom, 2.5 bath home features a private office on the first floor. Designed with high-end finishes and a modern minimalist style, the

    Cathi Murphy FLORIDA REAL ESTATE PLACES, LLC

    16336 Honey Harvest St, Winter Garden, FL 34787
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    $5,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,724 Sq Ft
    • House for Rent

    16324 Silver Grv Blvd, Winter Garden, FL 34787

    Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media

    16324 Silver Grv Blvd, Winter Garden, FL 34787
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    $2,800 per month

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

    6168 Glory Bower Dr, Winter Garden, FL 34787

    This wonderful property is available ASAP. Finished to a high standard with tile throughout the down stairs, Gourmet kitchen with Double oven, gas range top and double oven and an office which could be used for a 4th bedroom. The master and 2 other bedrooms are upstairs along with the laundry room complete with washer and dryer. The second floor also benefits from a loft area. The attached 2 car

    Wendy Morris WENDY MORRIS REALTY

    6168 Glory Bower Dr, Winter Garden, FL 34787
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    $3,550 per month

    • 5 Beds
    • 4 Baths
    • 2,853 Sq Ft
    • House for Rent

    15045 Lebeau Lp, Winter Garden, FL 34787

    15045 Lebeau Lp, Winter Garden, FL 34787
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    $2,990 per month

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

    16242 Outlook Shore Aly, Winter Garden, FL 34787

    Turnkey Corner Home in Highly Desirable Waterleigh Community! This stunning 3-bedroom, 2.5-bathroom two-story single-family home with a rear-load 2-car garage presents an exceptional opportunity in one of the most sought-after communities in the area. Located in Waterleigh, a premier master-planned neighborhood known for its top-tier amenities and prime location. Designed with an open-concept

    Ron Verzaro KELLER WILLIAMS ADVANTAGE REALTY

    16242 Outlook Shore Aly, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft
    • House for Rent

    16085 Scarpetta St, Winter Garden, FL 34787

    In the Waterleigh Community, this charming one story 3 bedroom 2 bath Laurel floorplan features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai.

    16085 Scarpetta St, Winter Garden, FL 34787
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    $2,775 per month

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

    10679 Atwater Bay Dr, Winter Garden, FL 34787

    In the heart Of Waterleigh, right across the street from the Main park, pool, and clubhouse center. This home is a 3- 2.5 with a bonus room,small loft and HUGE family room. Tile floor throughout first floor. Architectural details, designer doors, and arches give this home a custom look. large bonus room in the front, and huge family room open to dining and kitchen. The Gourmet kitchen with

    Bryce Rysewyk SPRING REALTY ONE LLC

    10679 Atwater Bay Dr, Winter Garden, FL 34787
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    $2,800 per month

    • 4 Beds
    • 3 Baths
    • 2,044 Sq Ft
    • Awesome house for rent in Winter Garden

    11114 Folklore St, Winter Garden, FL 34787

    This energy-efficient home in Storey Grove community with elementary school a short walk away, an open concept kitchen with a gorgeous quartz countertop, central island won't let you miss out on fun with your family and friends even when you are cooking. A guest room downstairs with a full bathroom or you can use it as your home office. Master room with huge walk-in closet, due bathroom sink. The

    11114 Folklore St, Winter Garden, FL 34787
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    $6,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,045 Sq Ft
    • House for Rent

    15155 Canoe Place, Winter Garden, FL 34787

    Location, location, location. This luxury FULLY FURNISHED HOME is located in one of the most sought-after subdivisions of Winter Garden, Lakeshore Preserve. It has a relaxing pool and spa/jacuzzi, over 4,000 sqft, 5 bedrooms, 4.5 bathrooms, bonus room upstairs, and 2 car garage. Rare double master bedrooms one on the first level and another on the second floor. The kitchen is a chef's delight

    Neyla Fernandes ALL CENTRAL FLORIDA REALTY LLC

    15155 Canoe Place, Winter Garden, FL 34787
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    $3,449 per month

    • 5 Beds
    • 4 Baths
    • 2,894 Sq Ft
    • House for Rent

    4535 Gliding Wave St, Oakland, FL 34787

    Welcome home to this thoughtfully designed residence featuring an open and inviting floor plan. Upon entry, you are greeted by a wide foyer that leads seamlessly into the spacious kitchen, which flows into the casual dining and gathering areas, perfect for both everyday living and entertaining.A versatile downstairs den provides the ideal space for a home office or can be used as an

    4535 Gliding Wave St, Oakland, FL 34787
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    $4,300 per month

    • 4 Beds
    • 3 Baths
    • 3,075 Sq Ft
    • House for Rent

    8138 Soldierwood St, Winter Garden, FL 34787

    This beautifully furnished 4-bedroom, 3-bathroom home at 8138 Soldierwood St is perfectly situated in the heart of Winter Garden, FL, one of Central Florida's most sought-after communities. With 3,075 square feet of living space, this spacious rental has everything you need to feel right at home. Step inside and you'll love the open floor plan with high ceilings that make the whole place feel

    Jessica Otero KELLER WILLIAMS REALTY AT THE PARKS

    8138 Soldierwood St, Winter Garden, FL 34787
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    $5,499 per month

    • 5 Beds
    • 4 Baths
    • 3,760 Sq Ft
    • Spectacular 5/4 with 3 car garage home in Winter Garden

    9240 Wood Crane 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

    9240 Wood Crane Dr, Winter Garden, FL 34787
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    $3,700 per month

    • 4 Beds
    • 3 Baths
    • 2,510 Sq Ft
    • House for Rent

    17329 Beachgrass Aly, Winter Garden, FL 34787

    Be the first to live in this brand new home in Lakestar at Ovation, just 15 minutes from Disney. This spacious 4 bedroom, 3 bath property features an open layout with modern finishes and quartz countertops, an upstairs loft, a covered lanai, and a two car garage. Bright natural light and thoughtful design make this home perfect for comfortable everyday living. Residents enjoy resort style

    Maite Martinez COLDWELL BANKER REALTY

    17329 Beachgrass Aly, Winter Garden, FL 34787
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    $2,895 per month

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • House for Rent

    9960 Pallida Hickory Way, Oakland, FL 34787

    Beautiful home in Winter Garden featuring a bright white kitchen with stainless steel appliances and an open floorplan that overlooks the spacious living areaperfect for entertaining. The primary suite offers a double sink vanity and walk-in shower for added comfort. Upstairs, a versatile loft provides the ideal space for a home office or additional living area. Enjoy durable vinyl plank flooring

    9960 Pallida Hickory Way, Oakland, FL 34787
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    $3,700 per month

    • 5 Beds
    • 3 Baths
    • 2,856 Sq Ft
    • House for Rent

    1226 Portmoor Way, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family

    Shirley Botansky RE/MAX PRIME PROPERTIES

    1226 Portmoor Way, Winter Garden, FL 34787
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    $2,800 per month

    • 4 Beds
    • 2 Baths
    • 1,705 Sq Ft
    • House for Rent

    750 Home Grove Dr, Winter Garden, FL 34787

    Welcome to the spectacular neighborhood of Regency Oaks in Winter Garden! This home has just been renovated with a quartz countertop, new stainless steel appliances, and beautiful laminate flooring. It is zoned for all A-rated schools and is close to the Groves Shopping Center, great restaurants, and has easy access to the 429. As you enter, the home opens up to a long formal dining room and

    750 Home Grove Dr, 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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    $3,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,781 Sq Ft
    • House for Rent

    12513 Encore at Ovation Way, Winter Garden, FL 34787

    Gas Community, Master bedroom on the second floor. Located in the heart of Orlando's attractions, our new construction homes in Winter Garden provide a unique opportunity to live where you vacation. Encore at Ovation offers quick access to 429 via the 1.6-mile extension of Western Way, making it the most connected location in Village I. Our community's stellar location to nearby 192, World Drive,

    12513 Encore at Ovation Way, Winter Garden, FL 34787
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    $2,700 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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    $1,650 per month

    • 3 Beds
    • 2 Baths
    • Available Now in Winter Garden

    376 Douglas Way, Winter Garden, FL 34787

    Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.

    376 Douglas Way, Winter Garden, FL 34787
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    $750 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
  • /46

    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Active Lifestyle in Desirable Southern Pines

    1301 Eastern Pecan Place, Winter Garden, FL 34787

    Welcome to Active Lifestyle in Desirable Southern Pines! This charming 1 bedroom, 1 bathroom condo in Southern Pines of Winter Garden offers a resort-style living experience with a variety of amenities to enjoy. Residents will have access to a community pool and spa, fitness center, theatre/media room, clubhouse with a computer room, car wash area, barbeque area, tennis/pickleball courts, indoor

    1301 Eastern Pecan Place, Winter Garden, FL 34787
  • /9

    $3,900 per month

    • 4 Beds
    • 3.5 Baths
    • 3,341 Sq Ft
    • House for Rent

    Unlisted Address

    This beautifully maintained home offers the perfect blend of comfort, space, and resort-style living. Freshly painted and thoughtfully designed, it welcomes you with a bright, open layout ideal for both everyday living and entertaining. Conveniently located minutes from Winter Garden Village shopping and Entertainment, major hwys, and hospital. Step outside to your private backyard oasis,

    Lauraine Quintana BHM PROPERTIES II, LLC

    Unlisted Address
  • /22

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • House for Rent

    14200 Avalon Rd, Winter Garden, FL 34787

    This generously sized condo offers a perfect blend of comfort, convenience, and resort-style amenities. Featuring two large bedrooms and two full bathrooms, this unit is ideal for those seeking space, privacy, and modern living.The primary suite includes its own private, covered patio, perfect for enjoying quiet mornings or relaxing evenings. Inside, you'll find a walk-in closet, a

    14200 Avalon Rd, Winter Garden, FL 34787
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    $2,850 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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    $2,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft
    • House for Rent

    13029 Inkwell Aly, Winter Garden, FL 34787

    2 story single family house with 4Beds and 3.5Baths in Storey Grove Community, Ready to move in. Double master suites (One on the first floor, one on the second floor) , tile in the public area, stainless steel appliances, Granite Counter-top, washer/Dryer, Fridge is included in the rent. Freshly painted walls, nice open floorplan with upgraded appliances. Ready to move in now go see as property

    13029 Inkwell Aly, Winter Garden, FL 34787
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    $6,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,781 Sq Ft
    • House for Rent

    15372 Gilligan Ct, Winter Garden, FL 34787

    Stunning One-Story Home for Rent in the Heart of Horizon West – Fully Upgraded with Heated Pool This beautifully renovated one-story home offers an open-concept layout with thoughtfully designed living spaces and high-end upgrades throughout. Featuring 4 bedrooms and 3.5 bathrooms, the home includes a convenient Jack-and-Jill suite with a shared full bathroom, providing comfort and privacy for

    Caroline Nijenhuis De Santis WRA BUSINESS & REAL ESTATE

    15372 Gilligan Ct, Winter Garden, FL 34787
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    $3,200 per month

    • 5 Beds
    • 3 Baths
    • 2,773 Sq Ft
    • House for Rent

    9131 Cut Shot Dr, Winter Garden, FL 34787

    Now available for lease is this gorgeous 5-bedroom, 3-bathroom residence situated in one of Central Florida's most coveted neighborhoods! This exceptional home boasts an attached rear load 2-car garage and a charming front porch. Inside, you'll find an inviting open-concept layout with tile flooring adorning the living spaces. The airy kitchen features 42" cabinets, stone countertops, stainless

    9131 Cut Shot Dr, Winter Garden, FL 34787
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    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 2,372 Sq Ft
    • House for Rent

    16662 Wingspread Loop, Winter Garden, FL 34787

    Welcome to this beautifully maintained home in the highly desirable Hawksmoor community of Winter Garden, Florida. Offering comfort, style, and everyday convenience, this property is ideal for tenants seeking a spacious and inviting home in a prime location. Inside, you will find a spacious and inviting layout designed for both relaxing and entertaining. The home features an open living area, a

    Jim Park PARK PLACE LENDING & INVESTMENTS INC

    16662 Wingspread Loop, Winter Garden, FL 34787
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    $3,100 per month

    • 4 Beds
    • 3.5 Baths
    • 2,842 Sq Ft
    • Move in ready! Newer home in great location.

    15494 Murcott Blossom Blvd, Winter Garden, FL 34787

    Built 2016! What a place to live in this 2 story stunner in the heart of the Winter Garden expansion. Light, bright, fresh and airy is the theme to this beauty. Gorgeous Quartz island kitchen with upgraded cabinetry, wine rack, and under mount ambient lighting. Upgraded appliances include gas range, convection oven and enough counter space to satisfy the most imaginative chef. Open floor plan

    15494 Murcott Blossom Blvd, Winter Garden, FL 34787
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    $4,000 per month

    • 5 Beds
    • 3 Baths
    • 3,295 Sq Ft
    • House for Rent

    7618 Loon Ave, Winter Garden, FL 34787

    Beautiful 5BD/3BA home in the desirable Summerlake community of Winter Garden. This spacious 3,295 sq ft home features an open floor plan, large kitchen overlooking the family room, loft/bonus area upstairs, and a 3-car garage. Enjoy resort-style amenities including pool, fitness center, parks, and walking trails. Conveniently located near Hamlin Town Center, top-rated schools, shopping, dining,

    Ian Merino REALTY ONE GROUP ESTATES

    7618 Loon Ave, Winter Garden, FL 34787
  • /20

    $2,849 per month

    • 3 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • House for Rent

    1450 Portmoor Way, Winter Garden, FL 34787

    Fantastic 3 bedroom 2 home in Stoneybrook West! INTERNET and CABLE TV INCLUDED!!! TOP RATED SCHOOLS!!! This wonderful home is located less than 3 miles from the popular Winter Garden Fowlers Grove shopping mall, numerous restaurants and is just minutes from the Turnpike, 408, and 429. The community of Stoneybrook West features resort style amenities such as 24 hour guarded gates for maximum

    Frederico Hexsel KARDOSH REALTY

    1450 Portmoor Way, Winter Garden, FL 34787
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    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • House for Rent

    15113 White Wagtail Ln, Winter Garden, FL 34787

    Beautiful single-family home available for rent in the Summerlake community of Winter Garden. Built in 2017, this well-maintained residence offers approximately 1,765 square feet of living space with 3 bedrooms and 2 bathrooms, providing a comfortable and functional layout and features a formal living room, ceramic tile and wood floors, an open living area, a well-appointed kitchen with modern

    Rob Gaudreau MAINFRAME REAL ESTATE

    15113 White Wagtail Ln, Winter Garden, FL 34787
  • /20

    $2,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,486 Sq Ft
    • House for Rent

    15192 Chapter Way, Winter Garden, FL 34787

    Awesome House for Rent In Winter GardenIntroducing a truly remarkable home with the best floor plan in the community. This house boasts an exceptional layout, featuring two master bathrooms—one conveniently located on the first floor, and another on the second floor. This unique design provides flexibility and convenience for residents.

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    15192 Chapter Way, Winter Garden, FL 34787
  • /19

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,026 Sq Ft
    • House for Rent

    216 Jean St, Winter Garden, FL 34787

    WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no

    Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    216 Jean St, Winter Garden, FL 34787

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