Winter Garden, FL Homes for Rent

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  $1,725 - $2,750 per month

  Halston Waterleigh

  1 - 3 Beds

  10091 Tuller Loop, Winter Garden, FL 34787

  Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

  10091 Tuller Loop, Winter Garden, FL 34787
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  $3,075 per month

  • 4 Beds
  • 2.5 Baths
  • 2,834 Sq Ft
  • House for Rent

  14281 Lagoon Cove Ln, Winter Garden, FL 34787

  Available October 1st for quick move-in. Located in the highly desirable gated community of BlackLake. Spacious 4 bedroom home with a large loft and living area. Open floor plan with no rear neighbors. New vinyl flooring throughout the upstairs. Rent includes lawn care and washer/dryer. Kitchen features granite counters, cook top, built in oven, and island. Located minutes from Winter Garden

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  14281 Lagoon Cove Ln, Winter Garden, FL 34787
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  $1,880 - $3,480 per month

  The Lodge at Hamlin

  1 - 3 Beds

  6151 Lake Lodge Dr, Winter Garden, FL 34787

  It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

  6151 Lake Lodge Dr, Winter Garden, FL 34787
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,475 Sq Ft
  • House for Rent

  11055 Folklore St, Winter Garden, FL 34787

  Welcome home to this fantastic 4 bedroom 3.5 bath house located in the picturesque neighborhood of Storey Grove. This house is located in STOREY GROVE, minutes to Disney. The whole house has been upgraded throughout which adds to the charm of this beautiful craftsman style house. Right off the main entrance you will find the second master suite with full bathroom and walk-in closet. The kitchen

  Xiaobo Zhang CENTURY 21 CARIOTI

  11055 Folklore St, Winter Garden, FL 34787
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  $1,790 - $3,525 per month

  Lakewalk at Hamlin

  1 - 3 Beds

  14012 Shoreside Way, Winter Garden, FL 34787

  Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

  14012 Shoreside Way, Winter Garden, FL 34787
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  $3,700 per month

  • 5 Beds
  • 3 Baths
  • 3,420 Sq Ft
  • House for Rent

  902 Lost Grove Cir, Winter Garden, FL 34787

  This spacious 5-bedroom, 3-bath home has everything you need for comfortable living. The first floor features a private bedroom with a full bath — perfect for guests or family. Upstairs, the oversized master suite boasts dual sinks, a relaxing garden tub, and plenty of space to unwind, along with three additional guest bedrooms.A large loft adds flexibility — ideal for a playroom, home

  Jackie Yuan JHY REALTY INVESTMENTS, LLC

  902 Lost Grove Cir, Winter Garden, FL 34787
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  $1,453 - $3,856 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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  $4,950 per month

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  9378 Bradleigh Dr, Winter Garden, FL 34787

  Don't miss out on this gorgeous 4 bedroom/3.5 bath estate home for rent in the newly developed Latham Park. Located on one of the sought after conservation lots, this perfect home features a soaring two story family room area adjacent to the beautifully designed kitchen for the open concept that is perfect for entertaining. Floor to ceiling custom window treatments give the home an elegant feel

  Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

  9378 Bradleigh Dr, Winter Garden, FL 34787
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  $1,932 - $2,710 per month

  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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  $3,300 per month

  • 4 Beds
  • 3.5 Baths
  • 2,477 Sq Ft
  • House for Rent

  16831 Beasley Bay Alley, Winter Garden, FL 34787

  Great location in Central Florida called Waterleigh Community, at Winter Garden. It's the beautiful model home Clearden elevation F with double balcony. 4 beds 3.5 baths 2-car garage. Under A/C area approximate 2500 Sq. Ft. Patio screens covered second floor balcony and rare patio as well. The corner lot with beautiful view. Wonderful amenities with resort style swimming pool, community center,

  Mark Wang SUNSTAR REALTY FL INC

  16831 Beasley Bay Alley, Winter Garden, FL 34787
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  $1,725 - $2,136 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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  $4,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,635 Sq Ft
  • House for Rent

  15601 Dahoon Holly Ln, Winter Garden, FL 34787

  Location, location, location! This beautiful corner-lot home in the highly desirable Summerlake community of Horizon West offers 4 bedrooms, 2.5 bathrooms, a first-floor master suite with his-and-hers walk-in closets, oversized bath with soaking tub and shower, plus a flex office space. The gourmet kitchen features stainless steel appliances including double ovens and gas cooktop, opening to the

  Larissa Dutra COUNTPLEX LLC

  15601 Dahoon Holly Ln, Winter Garden, FL 34787
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  $1,650 - $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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  $2,250 per month

  • 2 Beds
  • 2.5 Baths
  • 1,293 Sq Ft
  • Townhouse for Rent

  228 Deepcove Rd, Winter Garden, FL 34787

  Impeccable end unit Townhome offers lots of light and a side yard. All tile downstairs & Decorator Paint throughout. Washer & Dryer included. Community amenities include clubhouse, pool & fitness center. 1 1/2 car over-sized garage with plenty of storage. Brick paver patio. This much sought after Gated Community in Winter Garden with easy access to all major highways. Less than one mile from new

  Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

  228 Deepcove Rd, 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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  $2,195 per month

  • 3 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • House for Rent

  13693 Golden Russet Dr, Winter Garden, FL 34787

  Beautiful 3/2.5 Spacious Townhome with a 2 Car Garage in the Gated Community Orchard - Winter Garden! Available Now! Full service lawn care included. The gated community features a community pool and playground! This beautiful two-story townhome has wood-like flooring in the living room, tile flooring throughout and cozy carpet flooring in the bedrooms. The fully equipped kitchen offers

  Pamela McNab-Syverston VERANDAH PROPERTIES INC

  13693 Golden Russet Dr, Winter Garden, FL 34787
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  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • House for Rent

  15412 Amberbeam Blvd, Winter Garden, FL 34787

  BEAUTIFUL FAMILT HOME IN STONYBROOK WEST GOLF COMMUNITY!! HOME COMES WITH MOUNTED 65" TV IN LIVING ROOM! Discover luxury living in this captivating 3-bed, 2-bath home nestled alongside a pristine golf course in the secure and family-friendly gated community of Stoneybrook West. Unwind in the spacious interior, adorned with desirable features like a cozy fireplace, ceiling fans,

  15412 Amberbeam Blvd, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft
  • Townhouse for Rent

  13120 Serene Glade Rd, Winter Garden, FL 34787

  This stunning 3BR/2.5BA townhome is filled with upgrades from the moment you walk in — featuring 8-foot doors, beautiful conservation and lake views, and no front neighbors, with convenient street parking available. The home includes a 2-car garage plus a private driveway, offering ample parking.Inside, the kitchen showcases elegant quartz countertops and modern finishes. A covered roof

  Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

  13120 Serene Glade Rd, Winter Garden, FL 34787
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  $3,500 per month

  • 5 Beds
  • 3.5 Baths
  • 3,559 Sq Ft
  • House for Rent

  6024 Sunset Isle Dr, Winter Garden, FL 34787

  This property has the best location in Winter Garden. If you want a High School, Elementary School, and Middle School that is top rated this is your home. The Independence Community in Winter Garden boasts a club house, arcade room, gym, boat ramps, and swimming pool. The monthly rent includes all outside yard work. You will not have to go out in the Florida heat.

  6024 Sunset Isle Dr, Winter Garden, FL 34787
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  /22

  $2,749 per month

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft
  • Townhouse for Rent

  16339 Ingram Hills Alley, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Nestled in a quiet Florida neighborhood, 16339 Ingram Hills Aly offers a comfortable living space with a relaxed atmosphere. The property features a functional layout and a mix of indoor and outdoor areas suited for everyday living or low-key gatherings. Conveniently located near local amenities and commuter routes, it provides easy access to

  Steve Simpson 407 PROPERTIES

  16339 Ingram Hills Alley, Winter Garden, FL 34787
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  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • House for Rent

  16648 Daeza Dr, Winter Garden, FL 34787

  Available for Move-In on 8/1/2025This Beautiful two bedroom two bath home is located in a gated community with security entrance. Located in a Quiet neighborhood with beautiful lake views. Surrounded by real hardwood floors throughout the living and dining room. Brand new Berber carpet in the bedrooms. Spacious master bedroom with walk in closet space. The patio is situated in the front

  16648 Daeza Dr, Winter Garden, FL 34787
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  $4,400 per month

  • 4 Beds
  • 3.5 Baths
  • 3,093 Sq Ft
  • House for Rent

  16555 Wingspread Loop, Winter Garden, FL 34787

  Welcome to this beautiful 4-bedroom, 3.5-bath home located in the Hawksmoor community of Winter Garden. With its open-concept design, high ceilings, and premium finishes, this property offers both style and functionality for comfortable living.Conveniently situated near the Orange County National Golf Center and Lodge, Orlando Health Hospital, brand-new top-rated schools, shopping, dining,

  Alexandre Zapparoli WRA BUSINESS & REAL ESTATE

  16555 Wingspread Loop, Winter Garden, FL 34787
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  $1,699 per month

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

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787

  Be the first to live in this detached apartment home. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787
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  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Townhouse for Rent

  9826 Amber Chestnut Way, Winter Garden, FL 34787

  Available 10/01/2025. Beautiful townhome located on a cul-de-sac, with bench seating overlooking peaceful pond view. 3 Bedrooms / 2.5Bathrooms plus Study/Den/Flex room with French glass doors on 1st floor. Spacious Kitchen with white cabinets, granite counters, island withseating and a large walk-in pantry. Kitchen / Dining / Living Room combo open floor with sliding glass door to covered

  Kyle Li UNIONE REALTY INC

  9826 Amber Chestnut Way, Winter Garden, FL 34787
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  $3,400 per month

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • House for Rent

  13849 Lanyard Way, Winter Garden, FL 34787

  Welcome to 13849 Lanyard Way! This charming home offers comfort and convenience in a desirable location. With 4 bedrooms and 3.5 bathrooms, this home provides 2900 sq ft of spacious living space perfect for those seeking a roomy and inviting residence.Key Features:Bedrooms: 4Bathrooms: 3.5Square Footage: 2900 sq ftParking: 2 private parking spaces, street parking

  13849 Lanyard Way, Winter Garden, FL 34787
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  /20

  $3,500 per month

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

  17361 Bal Harbour Dr, Winter Garden, FL 34787

  Beautiful. This large open floor plan has 4 Bedrooms and 2.5 Bathrooms with 2,931 sq ft.First floor has a open front room that could be used as a formal dining or a office/den. Kitchen has granite counter and stainless steel appliances open to the family room. Large flex room opens from the family room at the back of the home. Half guest bathroom and laundry room.Leading to a covered

  Jody Baker ACCESS GROUP

  17361 Bal Harbour Dr, Winter Garden, FL 34787
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  $2,263 per month

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit ID1244677P, Winter Garden, FL 34787

  Feel at home in this bright and airy 3-bedroom, 2-bathroom condo located in the Palisades Condominiums, perfect for family holidays. Situated on the luxurious west side of Disney, it's just a 10-minute drive from the park. The condo features a large private patio, a fully equipped kitchen with a dishwasher, and in-suite laundry machines. Enjoy complimentary parking and Wi-Fi, along with access to

  14200 Avalon Rd Unit ID1244677P, Winter Garden, FL 34787
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  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Condo for Rent

  200 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

  Enjoy resort style living in this 3-bedroom, 2-bathroom first-floor corner condo with 1,340 sqft of living space. Built in 2005, it features laminate and tile flooring throughout, granite countertops, walk-in closets in all bedrooms,new kitchen appliances, and washer/dryer. Water is included in the monthly rent!This gated community offers a resort-style clubhouse with pool and spa, tennis courts,

  Caridad Pool CHARLES RUTENBERG REALTY ORLANDO

  200 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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  /20

  $4,619 per month

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

  14200 Avalon Rd Unit ID1244638P, Winter Garden, FL 34787

  Welcome to this bright and colorful 3-bedroom unit located in the Palisades Condominiums, just a 10-minute drive from Disney. This spacious apartment features large, comfortable bedrooms, a fully equipped chef's kitchen, and in-suite laundry machines. Enjoy the spacious furnished balcony patios and complimentary high-speed internet service. Free on-site parking and full access to the building's

  14200 Avalon Rd Unit ID1244638P, Winter Garden, FL 34787
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  $3,195 per month

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft
  • House for Rent

  14336 Orchard Hills Blvd, Winter Garden, FL 34787

  Welcome to your dream home in the heart of Winter Garden, FL. This stunning 3-bedroom, 2.5-bathroom residence is nestled in the desirable Orchard Hills Community, conveniently located near Tiny Rd and 429, and just a stone's throw away from Hamlin Grove Shopping and Dining. The house boasts tile floors, a 2-car garage, and an abundance of natural light that illuminates every corner. The chef's

  Justin Recca INNOVATIVE REALTY, LLC

  14336 Orchard Hills Blvd, Winter Garden, FL 34787
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  /20

  $2,578 per month

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

  14200 Avalon Rd Unit ID1244709P, Winter Garden, FL 34787

  Discover this bright and pet-friendly 3-bedroom condo at Palisades, just 10 minutes from top Orlando attractions. This stylish residence features a fully equipped kitchen with a dishwasher, in-suite laundry, large private patios, and high-speed WiFi. Accommodating up to 6 guests, it includes a king room, queen room, and a bunk room. Enjoy access to a pool, hot tub, sauna, fitness center, and

  14200 Avalon Rd Unit ID1244709P, Winter Garden, FL 34787
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  $5,995 per month

  • 5 Beds
  • 3.5 Baths
  • 4,497 Sq Ft
  • House for Rent

  4940 Palmetto Park Dr, Winter Garden, FL 34787

  Welcome to 4940 Palmetto Park Dr, located in the highly sought-after Orchard Hills community in Winter Garden! This beautifully designed 5-bedroom, 4-bathroom home with a loft, Media Room and dedicated office/den is move-in ready and offers the perfect balance of luxury, comfort, and convenience.From the moment you arrive, you’ll notice the spacious open floor plan, soaring ceilings, and

  Corey Cannon BHHS FLORIDA REALTY

  4940 Palmetto Park Dr, Winter Garden, FL 34787
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  $2,687 per month

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

  14200 Avalon Rd Unit ID1244736P, Winter Garden, FL 34787

  This stunning 2-bedroom condo is located in the Palisades Condominiums in Winter Garden, just a 6-minute drive from Walt Disney World. The condo features beautiful hardwood floors, a newly renovated spacious kitchen, and plenty of natural light. With one king-sized bedroom with a large en-suite bathroom and one queen-sized bedroom, it can host up to four guests at a time. Free on-site parking and

  14200 Avalon Rd Unit ID1244736P, Winter Garden, FL 34787
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  $4,000 per month

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

  15553 Murcott Harvest Loop, Winter Garden, FL 34787

  Outstanding home available for rental in Summerlake Groves of the Horizon West area and just around the corner from the West Orange Country Club. Outstanding 2-story pool home with 4 bedrooms, 2 full baths + half bath, and a large bonus room that can serve as a wonderful media room or office. The spacious former Dorchester model comes with amazing upgrades and beautiful details, including

  Irma Yapor REAL PROPERTY INTERNATIONAL

  15553 Murcott Harvest Loop, Winter Garden, FL 34787
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  $3,094 per month

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Condo for Rent

  420 E Cypress St Unit ID1256812P, Winter Garden, FL 34787

  Welcome to Peace in the Garden, your serene home away from home in beautiful Winter Garden, Florida. Tucked away on a quiet residential street just five minutes from the charm of downtown, this spacious, single-story home offers the perfect blend of comfort, convenience, and calm, ideal for extended stays of 30 days or more.This well-appointed home features an open floor plan, a generously

  420 E Cypress St Unit ID1256812P, Winter Garden, FL 34787
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  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 942 Sq Ft
  • Townhouse for Rent

  963 Butterfly Blvd, Winter Garden, FL 34787

  This one-story 3 bedroom, 2 bathroom home has everything you need to feel right at home, with brand new vinyl flooring, updated bathroom vanities, and an in-unit washer and dryer for convenience. The open layout flows into a fully fenced backyard with a screened-in covered patio. You'll also have access to a community pool, ideal for cooling off on warm days. With plenty of space, modern updates,

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  963 Butterfly Blvd, Winter Garden, FL 34787
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  $2,275 per month

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • House for Rent

  619 Grand Royal Cir, 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 $2419.90. That covers your base rent, $2275.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  619 Grand Royal Cir, Winter Garden, FL 34787
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  $6,500 per month

  • 6 Beds
  • 4 Baths
  • 4,209 Sq Ft
  • House for Rent

  694 Brooks Field Dr, Winter Garden, FL 34787

  Discover an extraordinary corner-lot estate in Winter Garden’s coveted 34787 zip code—where every detail delivers luxury and comfort. Professionally decorated and fully furnished, this contemporary home offers six spacious bedrooms (including a first-floor primary suite), four full baths, and 4,209 sqft of flawlessly designed living. You’re only a 27-minute, 17-mile drive from Disney Springs, a

  Daniel Pavel WRA BUSINESS & REAL ESTATE

  694 Brooks Field Dr, Winter Garden, FL 34787
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  /20

  $2,530 per month

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

  9223 Vintage Hills Way Unit 9108.1409215, Winter Garden, FL 34787

  Landing offers flexible lease terms from weeks to months. Please always visit our website or contact us for the latest pricing & availability.Stay longer, save more:6-Month Minimum base rent: starts at $2707/mo12-Month Minimum base rent: starts at $2530/moLanding offers flexible leases across a network of over 35,000 fully-furnished apartments throughout 375+ cities so you can

  9223 Vintage Hills Way Unit 9108.1409215, Winter Garden, FL 34787
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Townhouse for Rent

  15614 Jungle Alley, Winter Garden, FL 34787

  Welcome to this spacious 4-bedroom, 3-bathroom corner-lot townhouse located in Winter Garden, Horizon West. Nestled in a peaceful community surrounded by beautiful nature, this home is zoned for excellent schools and offers both comfort and convenience.Inside, you’ll find a bright and inviting layout filled with natural light from numerous windows. Upon entry, the first-floor bedroom with

  Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE

  15614 Jungle Alley, Winter Garden, FL 34787

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