Winter Garden, FL Houses for Rent

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  $2,465 per month

  • 3 Beds
  • 3 Baths
  • 1,491 Sq Ft
  • House for Rent

  483 Winter Nellis 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 $2609.90. That covers your base rent, $2465.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  483 Winter Nellis Cir, Winter Garden, FL 34787
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  $2,950 per month

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • House for Rent

  15947 Moonlight Bay St, Winter Garden, FL 34787

  Beautiful 3-Bedroom Eco-Friendly Home – Electricity Included!- 15947 Moonlight Bay St, Winter Garden, FL 34787Move-in ready and perfectly located on a premium corner lot near the main clubhouse in the highly desirable Waterleigh community. This Laurel floor plan offers 3 bedrooms, 2 bathrooms, and a bright open layout. The kitchen features 42” cabinets, granite countertops, a large

  Carlo Ovalles Caicedo AROD PARTNERS REALTY

  15947 Moonlight Bay St, Winter Garden, FL 34787
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  /13

  $3,180 per month

  • 5 Beds
  • 3 Baths
  • 2,679 Sq Ft
  • House for Rent

  828 Bainbridge Loop, 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 $3324.90. That covers your base rent, $3180.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  828 Bainbridge Loop, Winter Garden, FL 34787
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  $2,650 per month

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • House for Rent

  13245 Shore Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to this delightful 3-bedroom, 2-bath home just steps from the scenic Lake Johns—an area known for its trophy bass fishing and peaceful surroundings. Nestled on a desirable corner lot, this move-in ready property offers low-maintenance living while giving you access to the ultimate outdoor lifestyle. The paved patio is perfect for morning

  Jessica Macias KELLER WILLIAMS ADVANTAGE III

  13245 Shore Dr, Winter Garden, FL 34787
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  /20

  $3,205 per month

  • 5 Beds
  • 3.5 Baths
  • 3,059 Sq Ft
  • House for Rent

  1869 Americus Minor Dr, 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

  1869 Americus Minor Dr, Winter Garden, FL 34787
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  /14

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 2,221 Sq Ft
  • House for Rent

  2081 Standing Rock Cir, Winter Garden, FL 34787

  All 4 bedrooms upstairs and laundry upstairs as well. Beautiful finishes and an extra long driveway with space for your cars. Community offersgreat amenities for the family. No carpet on the first floor and great loft upstairs that can be a playroom , TV room or an office to best suit family needs.

  Andrea Pointon POINTON REALTY INC

  2081 Standing Rock Cir, Winter Garden, FL 34787
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  /20

  $2,635 per month

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

  1712 Portcastle Cir, 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

  1712 Portcastle Cir, Winter Garden, FL 34787
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  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,935 Sq Ft
  • House for Rent

  14657 Winter Stay Dr, Winter Garden, FL 34787

  Welcome to the 4 bedroom 3.5 bath multifunctional and perfect layout home ! OFFICE downstairs, large LOFT upstairs, and BALCONY upstairs This home features an open concept with a combination living room, kitchen, and dinette. The kitchen boasts granite countertops, stainless steel oven, dishwasher, range, microwave, 42" upper cabinets, center island with seating. The first floor also offers a

  Huizi Li MULTI CHOICE REALTY LLC

  14657 Winter Stay Dr, Winter Garden, FL 34787
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  /20

  $3,295 per month

  • 5 Beds
  • 3 Baths
  • 2,739 Sq Ft
  • House for Rent

  920 Shadowmoss Dr, 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

  920 Shadowmoss Dr, Winter Garden, FL 34787
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  $3,800 per month

  • 5 Beds
  • 4 Baths
  • 3,096 Sq Ft
  • House for Rent

  807 Marsh Reed Dr, Winter Garden, FL 34787

  This home is simply beautiful and energy efficient. FOR RENT FULLY FURNISHED. This Home offers 5 Bedrooms (all with walk-in closets), 4 Full bathrooms, a very generous kitchen complete with all stainless appliances, upgraded granite countertops, walk in pantry closet, kitchen island with breakfast seating, eating space, and all open to a bright and airy family room. The first floor also offers

  Ann Nguyen FLORIDA REALTY INVESTMENTS

  807 Marsh Reed Dr, Winter Garden, FL 34787
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  /17

  $2,525 per month

  • 3 Beds
  • 2.5 Baths
  • 1,378 Sq Ft
  • House for Rent

  1466 Sherbourne St, Winter Garden, FL 34787

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1466 Sherbourne St, Winter Garden, FL 34787
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  $3,800 per month

  • 4 Beds
  • 3.5 Baths
  • 2,927 Sq Ft
  • House for Rent

  16067 Silver Brook Way, Winter Garden, FL 34787

  Welcome to this exceptional single-family home, perfectly situated in the astonishing Silverleaf Reserve community. Featuring 4 spacious bedrooms, 3.5 beautifully designed bathrooms, and an open-concept layout that offers effortless flow and flexibility, this home is built for today’s lifestyle.Enjoy peaceful mornings on the inviting front porch before stepping inside to a light-filled family

  Eduardo Pavone ON ME REALTY

  16067 Silver Brook Way, Winter Garden, FL 34787
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  /15

  $2,520 per month

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft
  • House for Rent

  11174 Hanlon Ter Alley, Winter Garden, FL 34787

  National Leasing Event! Apply by May 13th to enjoy a one-time $250 discount on your new home.*  Maymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or

  11174 Hanlon Ter Alley, Winter Garden, FL 34787
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  $4,250 per month

  • 5 Beds
  • 3 Baths
  • 3,700 Sq Ft
  • House for Rent

  14523 Black Lake Preserve St, Winter Garden, FL 34787

  Move-in Ready now. NO CARPET in the house, SPACIOUS Stunning home featuring 5 bedrooms & 3 baths & Den/Office & Dining & Loft/retreat upstairs & 3 car garage. Screened patio. Gated community in Winter Garden. Graded schools. Tons of upgrade in the house, luxury Engineer Wood floor, new gourmet kitchen cabinets with wine rack and quartz waterfall countertop, breakfast bar, laundry cabinets,

  Li Xue AGENT GROUP REALTY

  14523 Black Lake Preserve St, Winter Garden, FL 34787
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  $4,499 per month

  • 4 Beds
  • 3 Baths
  • 4,089 Sq Ft
  • House for Rent

  12102 Rebeccas Run Dr, Winter Garden, FL 34787

  Coming soon! THIS HOME IS CURRENTLY BEING ENJOYED BY ANOTHER RESIDENT, BUT WILL BE AVAILABLE SOON. PLEASE RESPECT THEIR PRIVACY AND DO NOT DISTURB. Take a look at this beautiful home featuring 4 bedrooms, 3.0 bathrooms, and approximately 4,089 square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. This home is professionally managed and

  12102 Rebeccas Run Dr, Winter Garden, FL 34787
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  $3,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,697 Sq Ft
  • House for Rent

  8121 Atlantic Puffin St, Winter Garden, FL 34787

  Stunning 4-Bedroom Home for Rent in Horizon Summerlake – Winter Garden, FL!** Discover this amazing rental opportunity in the highly sought-after Summerlake community in Winter Garden**! This beautifully well maintained 4-bedroom, 2.5-bathroom home offers 2,701 sqft of spacious living, making it the perfect place for you and your family. ?? Home Features:** ? 4 Bedrooms, 2.5

  Ryan Langley FLORIDA REALTY INVESTMENTS

  8121 Atlantic Puffin St, Winter Garden, FL 34787
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  $3,300 per month

  • 3 Beds
  • 3 Baths
  • 2,028 Sq Ft
  • House for Rent

  9537 Waterway Passage Dr, Winter Garden, FL 34787

  Property Id: 1147258This is an amazing and spacious home featuring 3 bedrooms each with their own bathroom. Open floorplan leads out to the screened patio which makes it perfect for family gatherings. Home is wheelchair accessible. Extra large 2 car garage with golf cart parking and access to attic is convenient for extra storage. A Rated Schools!Living within the Waterleigh

  9537 Waterway Passage Dr, Winter Garden, FL 34787
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  /22

  $2,967 per month

  • 2 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • House for Rent

  203 S Main St, Winter Garden, FL 34787

  2 Bedroom Single Family Home in Wintergarden Available Now! See termsMove In Ready!Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted, The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,899.00 for the first 4 months,

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  203 S Main St, Winter Garden, FL 34787
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  /13

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  14837 Coscester St, Winter Garden, FL 34787

  Property Id: 1825532Unit just became available was rented for two years priorlooking for a long term tenant ideally the home is perfect for a family or person looking for a comfortable affordable private centrally located cottage it has everything needed for lovely living in TildenvilleOwner Pays Water And HighSpeed Wifi Included*Parking included onsiteRenter pays

  14837 Coscester St, Winter Garden, FL 34787
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  /23

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • House for Rent

  16902 Hamlin Oasis Loop, Winter Garden, FL 34787

  Brand new home! This beautiful two story home features a brick pavered front porch, spacious open floor plan, stunning white gourmet kitchen with an enormous designer gray island, stunning countertops, cooktop with beautiful vent hood, built in oven and microwave, and stainless steel appliances. The kitchen overlooks both the living room and the dining areas and is truly at the heart of the home.

  Marcia Castro CASTRO REALTY GROUP

  16902 Hamlin Oasis Loop, Winter Garden, FL 34787
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  /20

  $3,100 per month

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft
  • House for Rent

  544 Westcliffe Dr, 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

  544 Westcliffe Dr, Winter Garden, FL 34787
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  $3,199 per month

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

  7214 Beakrush Ln, Winter Garden, FL 34787

  Zoned for the new Horizon High School of Winter Garden! This charming home offers a variety of upgraded features, including new vinyl flooring in all the bedrooms, stylish light fixtures throughout, and fresh interior paint. Located in a highly desirable area with top-rated schools. This home is also conveniently close to major attractions, including all the nearby amusement parks and Disney’s

  Courtney James LA ROSA REALTY ORLANDO LLC

  7214 Beakrush Ln, Winter Garden, FL 34787
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  /17

  $2,475 per month

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

  1928 Portcastle Cir, Winter Garden, FL 34787

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1928 Portcastle Cir, Winter Garden, FL 34787
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  $2,800 per month

  • 4 Beds
  • 2 Baths
  • 2,570 Sq Ft
  • House for Rent

  1227 Juniper Hammock St, Winter Garden, FL 34787

  Charming 4-Bedroom, 2-Bathroom Home Near Downtown Winter Garden Welcome to this spacious 4-bedroom, 2-bathroom single-family home with 2,591 sqft of living space, located just minutes from the vibrant downtown Winter Garden area. This home offers a perfect blend of comfort and convenience, ideal for families or anyone seeking a peaceful retreat close to local amenities.Freshly updated

  Jocelyn Reyes Nieves REAL BROKER, LLC

  1227 Juniper Hammock St, Winter Garden, FL 34787
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  /15

  $3,100 per month

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • House for Rent

  14161 Lakeview Park Rd, Winter Garden, FL 34787

  Property Id: 1799138Welcome to your dream home in Winter Garden, FL! This stunning 4 bed, 3 bath single-family home features modern amenities such as dishwasher, washer/dryer, and central A/C. Enjoy the convenience of a garage, fenced yard, fitness center, and swimming pool. Pets allowed, smoking outside only. Don't miss out on this gem! Available for rent starting May 1st, 2025 at

  14161 Lakeview Park Rd, Winter Garden, FL 34787
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  $4,900 per month

  • 4 Beds
  • 4 Baths
  • 4,373 Sq Ft
  • House for Rent

  8530 Bayview Crossing Dr, Winter Garden, FL 34787

  LAKE FRONT. Stunning, elegant, well-appointed two-story 4,663 sqft of quintessential living without limitation featuring uninterrupted panoramic breathtaking views of the picturesque Hickory Nut Lake. All Electrolux Stainless Steel appliances and a gourmet chef's kitchen with Timberlake Cabinetry. Master Suite features a spa like shower with separate tub and walk-in closets. Game Room and Media

  Cheng Wu REALTY SOLUTION ASSOCIATES LLC

  8530 Bayview Crossing Dr, Winter Garden, FL 34787
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  $3,300 per month

  • 3 Beds
  • 3 Baths
  • 2,028 Sq Ft
  • House for Rent

  9537 Waterway Passage Dr, Winter Garden, FL 34787

  A Rated Schools, Horizon West Area.This is an amazing and spacious home featuring 3 bedrooms each with their own bathroom. Open floorplan leads out to the screened patio which makes it perfect for family gatherings. Home is wheelchair accessible. Extra large 2 car garage with golf cart parking and access to attic is convenient for extra storage. A Rated Schools! Living within the Waterleigh

  9537 Waterway Passage Dr, Winter Garden, FL 34787
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  $6,400 per month

  • 4 Beds
  • 4.5 Baths
  • 3,635 Sq Ft
  • House for Rent

  16899 Broadwater Ave, Winter Garden, FL 34787

  This beautiful fully furnished lake front single house is perfect for family housing. Step into your comfort zone with the Brighton Plan. This exceptional two story home with five bedrooms, four and a half baths, comes with a three car garage. Special features include: a beautiful courtyard style entry, an open great room with casual dining and kitchen providing ease in entertaining, dining and

  Sam Li GOLDEN SUN REALTY INC

  16899 Broadwater Ave, Winter Garden, FL 34787
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  /15

  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  10 W Smith St, Winter Garden, FL 34787

  Renovated 3BR/2BA Duplex with Garage & Spacious Backyard – Walk to Downtown Winter Garden!Welcome to 10 W Smith St, Winter Garden, FL 34787 – a beautifully renovated 3-bedroom, 2-bathroom duplex just a short stroll from the charm and energy of Downtown Winter Garden.This home features a modern open layout, brand-new appliances, and stylish finishes throughout. The updated kitchen

  10 W Smith St, Winter Garden, FL 34787
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  /20

  $2,850 per month

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • House for Rent

  9434 Trinana Cir, Winter Garden, FL 34787

  Welcome to the Awesome House for Rent in Winter Garden! This spacious 4-bedroom, 2.5-bathroom home is located in a desirable community that offers a variety of amenities for residents to enjoy. Take a dip in the community pool, stay active in the fitness center, or challenge friends to a game of tennis on the community courts. The playground and clubhouse provide additional spaces for recreation

  Jaime Hernandez INTOP PROPERTY MANAGEMENT

  9434 Trinana Cir, Winter Garden, FL 34787
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  /13

  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  20 W Smith St, Winter Garden, FL 34787

  3BR/2BA Duplex with Garage & Spacious Backyard – Walk to Downtown Winter Garden!Welcome to 20 W Smith St, Winter Garden, FL 34787 – a beautifully renovated 3-bedroom, 2-bathroom duplex just a short stroll from the charm and energy of Downtown Winter Garden.This home features a modern open layout, brand-new appliances, and stylish finishes throughout. The updated kitchen flows

  20 W Smith St, Winter Garden, FL 34787
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  $3,299 per month

  • 4 Beds
  • 3 Baths
  • 2,083 Sq Ft
  • House for Rent

  16705 Victoria Grove Alley, Winter Garden, FL 34787

  Welcome to 16705 Victoria Grove Aly, a beautifully designed 4-bedroom, 3-bathroom home located in the highly sought-after community of Winter Garden, FL. This modern two-story home features an open-concept floor plan with a spacious great room, contemporary kitchen with stainless steel appliances, and a versatile upstairs loft—perfect for a home office or media space. The primary suite offers a

  Kelton Wright EXP REALTY LLC

  16705 Victoria Grove Alley, Winter Garden, FL 34787
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  /12

  $2,895 per month

  • 2 Beds
  • 1 Bath
  • 823 Sq Ft
  • House for Rent

  147 S Highland Ave, Winter Garden, FL 34787

  Live just one block from Downtown Winter Garden!This charming 2-bedroom, 1-bath single-family home offers comfort, convenience, and classic Florida charm just steps from Plant Streets shops, restaurants, farmers market, and the West Orange Trail.Situated on a spacious lot, the home features a large open yard perfect for enjoying the outdoors, relaxing under the sun, or

  147 S Highland Ave, Winter Garden, FL 34787
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  /25

  $3,000 per month

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

  15138 Chapter Way, Winter Garden, FL 34787

  Beautiful two story house at Storey Grove Community in Horizen West Winter Garden! Ready to move in now! Spacious home featuring 4 bedrooms & loft/entertainment upstairs & 3.5 baths with approximate 2500 sqft. Two Master bedrooms at downstairs and upstairs! A grade school zone. All appliances and ceiling fans included. Large kitchen integrated with dinning room and family room. This community

  Jacky Liu KYLIN REALTY LLC

  15138 Chapter Way, Winter Garden, FL 34787
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  $3,700 per month

  • 4 Beds
  • 2.5 Baths
  • 2,596 Sq Ft
  • House for Rent

  745 Marsh Reed Dr, Oakland, FL 34787

  Short-term rental of a single house in the beautiful Winter Garden FL. 0 Deposit. Close to Disney Parks.

  745 Marsh Reed Dr, Oakland, FL 34787
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  $3,700 per month

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • House for Rent

  8313 Topsail Place, Winter Garden, FL 34787

  Luxury rental in like-new condition! Gorgeous Toll Brothers 3-bedrooom, 2-bath home with fresh exterior paint in popular Lakeshore Preserve neighborhood in Horizon West. All new shopping, schools, restaurants, hospitals and more popping up every day. A stone's throw away from Disney, step outside to view the nightly fireworks. This energy-efficient, low-maintenance home features ceramic tile

  Karen Ledet EXP REALTY LLC

  8313 Topsail Place, Winter Garden, FL 34787
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  /18

  $1,900 per month

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

  16648 Daeza Dr, Winter Garden, FL 34787

  Beautiful two bedroom two bath home in a gated community with security entrance and located on a tree lined street. This is a Quiet neighborhood. This home has real hardwood floors throughout the living and dining room. Brand new Berber carpet in the bedrooms. Spacious master bedroom with ample closet space. The patio is situated in the front of the home and is spacious. Keyless entry with a

  16648 Daeza Dr, Winter Garden, FL 34787
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  $3,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft
  • House for Rent

  5917 Grassy Point Rd, Winter Garden, FL 34787

  New Independence Neighborhood, Horizon West, Orange County, Florida. Welcome to the amenity-rich Independence community! This spacious 3-bedroom single-family home offers a cozy living experience within the well-planned Independence neighborhood. Enjoy the comfort of modern amenities and the convenience of an active lifestyle in this master-planned community. The property features a spacious

  Christian Mendez EXP REALTY LLC

  5917 Grassy Point Rd, Winter Garden, FL 34787
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  /7

  $2,650 per month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • House for Rent

  16253 Pebble Bluff Loop, Winter Garden, FL 34787

  Waterleigh is a resort-style living community. Situated on a picturesque setting of over 1,400 acres and more than a dozen lakes and clear water ponds, Waterleigh is located just a short drive to nearby shopping, dining and major entertainment attractions. The community garden, mini-golf, sports fields, and two resort-style clubhouse amenity centers provide a comforting and fun-filled

  16253 Pebble Bluff Loop, Winter Garden, FL 34787
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  $9,990 per month

  • 4 Beds
  • 3.5 Baths
  • 3,388 Sq Ft
  • House for Rent

  7573 Green Mountain Way, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Step into this extraordinary LAKEFRONT haven, nestled on a sprawling 1.26-acre expanse along the pristine shores of Lake Hancock, renowned as one of Central Florida's most coveted ski lakes dazzling DISNEY FIREWORKS, painting the night sky with their radiant colors. You'll find yourself captivated by the breathtaking water view that envelop this

  Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

  7573 Green Mountain Way, Winter Garden, FL 34787

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