Winter Garden, FL Houses for Rent

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  $2,575 per month

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • House for Rent

  15256 Black Lion Way, 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 $2719.90. That covers your base rent, $2575.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  15256 Black Lion Way, Winter Garden, FL 34787
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  /35

  $4,975 per month

  • 4 Beds
  • 3.5 Baths
  • 3,793 Sq Ft
  • House for Rent

  14005 Peach Orchard Way, Winter Garden, FL 34787

  Beautiful 5 bedroom single family home in Horizon West of Winter Garden. This home has 5 bedrooms, 3 1⁄2 bathrooms, an Office and a Loft. The first floor is an open floor plan with Formal Livingroom, Dining Room, Huge Family Room and massive Kitchen. The kitchen features granite countertops, 42" cabinets, walk in Pantry and large Island. The first level also offers a Bedroom with attached

  Thomas Belsky CENTURY 21 CARIOTI

  14005 Peach Orchard Way, Winter Garden, FL 34787
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  $2,549 per month

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • House for Rent

  15035 Sawgrass Bluff Dr, Oakland, 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 $2693.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  15035 Sawgrass Bluff Dr, Oakland, FL 34787
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  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,058 Sq Ft
  • House for Rent

  9332 Trinana Cir, Winter Garden, FL 34787

  Beautiful 3-Bedroom Home for Rent – Move-In Ready!Welcome to this well-maintained 3-bedroom, 2/2-bathroom home with no carpet, offering comfort, style, and easy maintenance. The property is in excellent condition, featuring spacious, bright living areas that are perfect for families or professionals.Located just minutes from Disney, this home sits in a peaceful, family-friendly

  Ana Nogueira WRA BUSINESS & REAL ESTATE

  9332 Trinana Cir, Winter Garden, FL 34787
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  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 2,752 Sq Ft
  • House for Rent

  13509 Lake Luntz Dr, Winter Garden, FL 34787

  Nestled in the coveted Banana Bay Estates, this stunning 4-bedroom, 3-bathroom single-story estate offers breathtaking panoramic lake views and a private dock for direct water access. With 2,752 sqft of beautifully designed living space and a 0.57-acre lot, this home blends elegance and comfort seamlessly. Step inside to soaring tray ceilings, rich wood flooring, and an open-concept layout

  13509 Lake Luntz Dr, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft
  • House for Rent

  1415 Sherbourne St, Winter Garden, FL 34787

  Welcome to this beautifully updated 3-bedroom, 2.5-bath home in the heart of Winter Garden! Ideally located just 5 minutes from Winter Garden Village, 10 minutes to Downtown Winter Garden & Plant Street Market, and walking distance to top-rated Whispering Oak Elementary. The open floor plan features high ceilings and a spacious living area overlooking the remodeled kitchen with a large

  Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

  1415 Sherbourne St, Winter Garden, FL 34787
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  /20

  $2,975 per month

  • 5 Beds
  • 4 Baths
  • 3,406 Sq Ft
  • House for Rent

  1137 Burland 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 $3119.90. That covers your base rent, $2975.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1137 Burland Cir, Winter Garden, FL 34787
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  /29

  $3,700 per month

  • 3 Beds
  • 2.5 Baths
  • 2,866 Sq Ft
  • House for Rent

  14748 Tullamore Loop, Winter Garden, FL 34787

  Welcome to your dream rental in the heart of Winter Garden! This stunning furnished home with 3 B, 2,5 baths and pool is nestled in a secure gated community of Emerald Ridge and offers the perfect blend of comfort style and convenience.Step inside to find spacious open floor plan with modern finishes,abundant natural light ,the gourmet kitchen features granite countertops, stainless still

  Christiane Wahl AUTHENTIC REAL ESTATE TEAM

  14748 Tullamore Loop, Winter Garden, FL 34787
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  /21

  $1,800 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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  $3,498 per month

  • 5 Beds
  • 3 Baths
  • 2,231 Sq Ft
  • House for Rent

  6526 Tabebuia Pkwy, Winter Garden, FL 34787

  BRAND NEW! 5-Bedroom, 3-Bathroom Single-Family Home in the Desirable Silverleaf Oaks CommunityNow is your chance to rent a brand-new home! This stunning 5-bedroom, 3-bathroom property, built by Pulte, offers modern comfort and thoughtful design in the sought-after Silverleaf Oaks neighborhood.The home features one bedroom and a full bathroom conveniently located on the first

  Ron Biegelaar WINDERMERE INTERNATIONAL REALTY

  6526 Tabebuia Pkwy, Winter Garden, FL 34787
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  $3,250 per month

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  14708 Masthead Landing Cir, Winter Garden, FL 34787

  Beautiful home in a gated community. It has 3 bedrooms with a fourth that can be an office. New vinyl and carpeting through out. Living room has a gas fireplace. Large fenced in yard. Two car garage and outside security cameras! In the Whispering Oaks Elementary school district.

  14708 Masthead Landing Cir, Winter Garden, FL 34787
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  /15

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft
  • House for Rent

  15405 Honeybell Dr, Winter Garden, FL 34787

  This property is brokered by K&J Property Services, LLC and is professionally leased and managed by ALLSTATES Property Management.AVAILABLE NOW! *RESIDENT BENEFIT PACKAGE INCLUDED All residents are required to enroll in the Resident Benefits Package for an additional fee. Upon approval, tenants will be provided with available package options to choose from. This package includes

  Jessica Sciacca K & J PROPERTY SERVICES, LLC

  15405 Honeybell Dr, Winter Garden, FL 34787
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  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft
  • House for Rent

  423 Sand Lime Rd, Winter Garden, FL 34787

  Come have a look at this spacious and sunny two-bedroom home recently updated with modern touches!This lovely townhome offers 1,140 square feet of bright, functional living space with newer wood-look tile flooring, a full-sized laundry area, and freshly painted interiors. Its kitchen is well-equipped with stainless steel appliances and features crisp white cabinetry, a breakfast bar, and

  423 Sand Lime Rd, Winter Garden, FL 34787
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  $4,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,490 Sq Ft
  • House for Rent

  14518 Black Quill Dr, Winter Garden, FL 34787

  Welcome to your dream home! This stunning corner home has been recently renovated inside and out. It features new premium vinyl flooring throughout—no carpeting! With 4 spacious bedrooms, the master suite stands out for its size and comfort. On the first floor, right off the entry, there is a stately office next to a comfortable powder room. There are 2.5 bathrooms in total. With its stately

  Eduardo Lopes ELITE INTERNATIONAL REALTY INC

  14518 Black Quill Dr, Winter Garden, FL 34787
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  /23

  $2,300 per month

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

  306 Windford Ct, Winter Garden, FL 34787

  This home is located in the heart of Winter Garden. Close to shopping, highways, and toll roads!

  306 Windford Ct, Winter Garden, FL 34787
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  $3,700 per month

  • 5 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  7254 Desert Mandarin St, Winter Garden, FL 34787

  Spectacular and well maintained 5/3 house with one bedroom and complete bathroom downstairs, an office/den space, small closet/storage, open kitchen with double wall oven, big pantry, wine cooler, many cabinets and drawers. All tile and laminated floors, 4 good size bedrooms upstairs and the laundry room with its own sink. The patio is partially covered, ideal space to relax after a day of work

  Roberto Castillo CENTURY 21 WORLD CONNECTION

  7254 Desert Mandarin St, 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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  $4,100 per month

  • 4 Beds
  • 2.5 Baths
  • 2,274 Sq Ft
  • House for Rent

  7591 Purple Finch St, Winter Garden, FL 34787

  Step into modern comfort with this beautifully upgraded 4-bedroom, 2.5-bath, 3-car garage SMART HOME in the highly desirable Summerlake community. Built in 2016, this home features a spacious open floor plan with luxury vinyl plank flooring, plantation shutters, smart LED lighting, and custom California Closets throughout. The gourmet kitchen is a showstopper, offering 42” espresso cabinets with

  Eduardo Lopes ELITE INTERNATIONAL REALTY INC

  7591 Purple Finch St, Winter Garden, FL 34787
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  /22

  $2,665 per month

  • 4 Beds
  • 2.5 Baths
  • 1,606 Sq Ft
  • House for Rent

  1720 Portcastle Cir, Winter Garden, FL 34787

  This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

  1720 Portcastle Cir, Winter Garden, FL 34787
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  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • House for Rent

  11102 Folklore St, Winter Garden, FL 34787

  AVAILABLE NOWWelcome to 11102 Folklore St Winter Garden - Beautifully maintained 4-bedroom, 3-bathroom 2042 Sqft home in the desirable Storey Grove community! This spacious and functional layout is perfect for families looking for comfort, convenience, and peace of mind with modern upgrades which including Smart home features: Digital entry lock and Ring doorbell. The gourmet kitchen

  Chao Bing Jiang JOYSTAR REALTY GROUP

  11102 Folklore St, Winter Garden, FL 34787
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  /23

  $3,015 per month

  • 4 Beds
  • 3 Baths
  • 3,029 Sq Ft
  • House for Rent

  543 Hearthglen Blvd, Winter Garden, FL 34787

  This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

  543 Hearthglen Blvd, Winter Garden, FL 34787
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  /20

  $3,295 per month

  • 4 Beds
  • 2.5 Baths
  • 2,673 Sq Ft
  • House for Rent

  7772 Purple Finch St, Winter Garden, FL 34787

  Enjoy living in this Beautiful & Spacious 2-story home featuring 4 bedrooms, 2.5 baths with approximately 2964 Sq.Ft. of living space. Home has tile in common areas and carpets in bedrooms, all appliances included. Lawn Care Included. .This house is located at the Summer Lake community in Winter Garden. Located close to SR-429, SR-535, US-192, and SR-545 in the Winter Garden area. It is

  Amanda Yuan MULTI CHOICE REALTY LLC

  7772 Purple Finch St, Winter Garden, FL 34787
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  /21

  $2,620 per month

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft
  • House for Rent

  1734 Sherbourne St, Winter Garden, FL 34787

  This property is professionally managed by AMH, a leading single-family rental company. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy your weekends stress-free. We look forward to welcoming you

  1734 Sherbourne St, Winter Garden, FL 34787
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  $7,350 per month

  • 5 Beds
  • 4 Baths
  • 2,617 Sq Ft
  • House for Rent

  Unlisted Address

  Luxury Home in Gated Tilden Place – Winter Garden, FLDiscover exceptional luxury and lifestyle in this 5-bedroom, 4-bathroom executive residence, located in the exclusive gated community of Tilden Place, one of Winter Garden’s most desirable neighborhoods.Property Highlights:5 Bedrooms | 4 Bathrooms | 2-Car GarageFlexible Loft/Bonus Room (can be used as 5th bedroom or

  MARCELLA REGINATO SELECTA REALTY LLC

  Unlisted Address
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  /18

  $2,925 per month

  • 4 Beds
  • 2.5 Baths
  • 1,913 Sq Ft
  • House for Rent

  6499 Breeze Filled Ln, 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 $3022.90. That covers your base rent, $2925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6499 Breeze Filled Ln, Winter Garden, FL 34787
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  $4,250 per month

  • 4 Beds
  • 3.5 Baths
  • 3,379 Sq Ft
  • House for Rent

  16090 Malay Ginger Dr, Winter Garden, FL 34787

  Available 9/5/2025. Welcome to 16090 Malay Ginger Dr, a spacious and beautifully maintained 4-bedroom, 3.5-bathroom home nestled in the highly sought-after community of Hamilton Gardens.Step inside to discover a bright and open floor plan that seamlessly blends comfort with functionality—ideal for both everyday living and entertaining. The modern kitchen is a chef’s delight, featuring

  Linda Jokbengboon COMPASS FLORIDA LLC

  16090 Malay Ginger Dr, Winter Garden, FL 34787
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  /18

  $2,525 per month

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • House for Rent

  16408 Grey Pne 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  16408 Grey Pne Dr, Winter Garden, FL 34787
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  $4,900 per month

  • 4 Beds
  • 3.5 Baths
  • 3,327 Sq Ft
  • House for Rent

  12533 Charmed Dr, Winter Garden, FL 34787

  Welcome to the Sea Cliff model — a beautifully designed 4-bedroom, 3.5-bath home located in the highly sought-after master-planned community of Waterleigh. Step inside and be greeted by a spacious foyer with tray ceilings and natural light. The home features a formal dining room that can also serve as a stylish flex space, perfect for entertaining or a home office. The gourmet kitchen includes

  Bruna Sereno SELECTA REALTY LLC

  12533 Charmed Dr, Winter Garden, FL 34787
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  /18

  $2,525 per month

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • House for Rent

  6454 Tabebuia Pkwy, 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6454 Tabebuia Pkwy, Winter Garden, FL 34787
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  $3,250 per month

  • 4 Beds
  • 3.5 Baths
  • 2,290 Sq Ft
  • House for Rent

  15929 Moonlight Bay St, Winter Garden, FL 34787

  Live in a spectacular family home where you can enjoy peace and quiet. With plenty of recreational space, the community has several clubhouses with access to all amenities. A gym, tennis courts, beach volleyball, a playground, and great trails around the beautiful community and its gorgeous lakes. Due to its proximity, you can appreciate the fireworks from the Disney theme parks.

  alfonso rangel VALSTAR REALTY LLC

  15929 Moonlight Bay St, Winter Garden, FL 34787
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  /17

  $1,855 per month

  • 3 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • House for Rent

  310 Daniels Pointe Dr, Winter Garden, FL 34787

  *ESTIMATED TOTAL MONTHLY LEASING PRICE: $ 1,959.95Actual Base Rent: $ 1,855.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00High-speed Internet up to 1 Gig: $55.00*The Estimated Total Monthly Leasing Price reflects the Base Rent plus our Resident Benefits Package, which includes

  310 Daniels Pointe Dr, Winter Garden, FL 34787
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  /20

  $2,790 per month

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

  15249 Harrowgate Way, Winter Garden, FL 34787

  This beautiful semi-furnished property is now available for rent in one of Winter Garden’s most desirable neighborhoods. The furniture shown in the photos on the first floor is included with the rental, offering comfort and convenience from day one.Enjoy access to top-rated schools and a prime location — just minutes from Winter Garden Village, shopping, dining, and more!

  Bruna Canesin Motta PRISTINE INTERNATIONAL REALTY LLC

  15249 Harrowgate Way, Winter Garden, FL 34787
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  /18

  $1,624 per month

  • 3 Beds
  • 1 Bath
  • 898 Sq Ft
  • House for Rent

  1020 Lincoln Terrace, Winter Garden, FL 34787

  Are you on the hunt for a cozy new home in a great location? I've got just the place for you - 1020 Lincoln Terrace. This 3-bedroom, 1-bath house is ready and waiting for a new tenant, and we're offering 1/2 months off the rent to sweeten the deal.Nestled in a quiet, residential neighborhood, this home offers the perfect blend of comfort and convenience. Step inside and you'll be greeted

  1020 Lincoln Terrace, Winter Garden, FL 34787
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  $3,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • House for Rent

  1000 Araminta St, Winter Garden, FL 34787

  AVAILABLE NOW!!!! This 2 story 4 bedrooms 2 1/2 baths home has plenty of room for everyone. Downstairs has a formal living room, dining room and huge family room. The eat-in kitchen has all appliances (stain steal), breakfast bar, large pantry and sunny nook overlooking the back yard. Triple sliding doors lead to the screened in lanai-great for morning coffee or entertaining friends. A half bath

  Claudia Montes LPT REALTY, LLC

  1000 Araminta St, Winter Garden, FL 34787
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  /18

  $2,525 per month

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft
  • House for Rent

  6458 Breeze Filled Ln, 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 $2622.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6458 Breeze Filled Ln, Winter Garden, FL 34787
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  $3,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • House for Rent

  11957 Bracco St, Winter Garden, FL 34787

  New Construction, AT Winter Gander Higland Ridge Orlando , near to Disnry and the best Places Around ,Be the Firts Familly on The Beatibull Bungallow . Seller offers new home warranty.

  Tahuanting Romero AGENT TRUST REALTY CORPORATION

  11957 Bracco St, Winter Garden, FL 34787
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  /46

  $2,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft
  • House for Rent

  15481 Porter Rd, Winter Garden, FL 34787

  Gorgeous Two-Story Home with 3 bedrooms, 2.5 baths with approximately 2187 Sq.Ft. of living space. Home features stainless steel appliances, washer/dryer, and ceramic tile throughout the first floor. If approved tenants need to provide renters' insurance.This house is located at the Summer Lake community in Winter Garden. Located close to SR-429, SR-535, US-192, and SR-545 in the Winter

  Amanda Yuan MULTI CHOICE REALTY LLC

  15481 Porter Rd, Winter Garden, FL 34787
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  /19

  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • House for Rent

  4812 Lime Rickey Alley, Winter Garden, FL 34787

  Welcome to this beautifully furnished rental home located in the desirable Silverleaf at Hamlin community in Winter Garden. This modern property, built in 2024, offers 2,084 square feet of living space featuring four bedrooms, including a custom home office, and two and a half bathrooms.The open-concept layout includes a bright and inviting living area, contemporary design elements, elegant

  Eduardo Pavone ON ME REALTY

  4812 Lime Rickey Alley, Winter Garden, FL 34787
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  /45

  $5,800 per month

  • 5 Beds
  • 4.5 Baths
  • 3,860 Sq Ft
  • House for Rent

  16477 Silver Brook Way, Winter Garden, FL 34787

  Imagine waking up every morning in a home that feels like it was designed just for you! This gorgeous 2025-built house in Winter Garden is waiting to become the backdrop for your family's most cherished memories. You'll absolutely adore the spacious 3,896 square feet of living space that gives everyone room to breathe, play, and grow. With 5 generously-sized bedrooms and 4.5 stylish bathrooms,

  Paulo Victor Ferreira CHARLES RUTENBERG REALTY ORLANDO

  16477 Silver Brook Way, Winter Garden, FL 34787
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  $6,500 per month

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

  14807 Winter Stay Dr, Winter Garden, FL 34787

  Lovers of Horizon West, Winter Garden, Disney World, Golf, Sunsets, Swimming Pools, Heated Spas, and Relaxation... Prepare to be captivated by this stunning luxury rental home at 14807 Winter Stay Drive, Winter Garden, FL. Boasting 3,856 square feet of meticulously designed living space, this modern oasis offers an unparalleled blend of elegance, comfort, and convenience. Step outside and

  Daniel Betancourt EXP REALTY LLC

  14807 Winter Stay Dr, Winter Garden, FL 34787

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